A Model Romance Ch. 13

My eyes slowly opened, sunlight streaming through the blinds. I gathered my bearings, waking up in Anna's room and glancing around to find myself alone in her bed. I reached down to the ground to grab my phone and check the time. 7:30 am.

"Oh good, you're awake," Anna's melodious voice filled my ears, an involuntary smile forming on my lips at the sound of my girlfriend entering the room. I lifted my neck to face her, and just like every time I'd laid eyes on her, I was taken in by her beauty.

Anna's brown hair was styled already, with some understated waves added to make it bounce gently around her pretty face. All soft angles, her cheeks and jawline framed a gorgeous smile with full lips that she'd colored in a shiny, natural pink lipstick. Her large, piercing blue eyes were as pleased to see me as I was her, and her soft, gently tanned skin shone in the morning light.

Her attire was the most striking thing about her at the moment; I was confused why I was waking up to her all dolled up and wearing a purple bikini. The little white R on the edge of one of the triangle cups gave it away as a Riviera suit, which was the company for which she was currently a contract model. The top strained against her perky chest, her ample bosom threatening to break free at any moment.

Catching me staring, Anna grinned and twirled around slowly, letting me take in her whole body. She was fit, with a flat stomach and a toned, well-earned butt that defied physics, the only coverage supplied by the violet bottom: a small, inverted triangle above the thong that was swallowed up by her rounded cheeks.

Long, lightly muscled legs rounded out her perfect form. Anna had the body of a goddess, and I was once again struck by my luck that a woman as gorgeous as her had even been willing to talk to me, let alone fall in love as we had over the past month.

"Morning, Anna. Have I ever told you that you're a uniquely beautiful woman?" I asked. My eyes met hers as I spoke.

"Aww, I bet you say that to all the models in skimpy bikinis whose rooms you wake up in," she joked, but she couldn't cover the slight blush that bloomed on her cheeks as I complimented her.

"100% of them," I said as I swung my legs out of bed and walked towards her. I was still naked from the night before, and her eyes quickly roamed my body as I stood. I wasn't hard, but I wasn't totally flaccid either as I strode over to her. Without warning her, I picked her up around the thighs, my face against her upper abs, and spun her around. She giggled, and as always, her laugh was the sweetest sound I'd ever heard.

"Alright, down boy," she said, and I lowered her to the ground and kissed her. "I've got a job for you this morning; we've got to get moving."

"You're putting me to work? Sunday isn't supposed to be a workday! I have to work tonight, too, remember?" I pretended to pout. My boss, who was training me to take over his job next week, wanted me to handle a few night shifts, even though I wouldn't have to very often once I took over. I was going to be the General Manager of the Global Gateway, a massive hotel just outside Disney World in Orlando, Florida.

"Oh, right, I forgot about that. Oh, well," she smiled cheekily. "Still putting you to work. Would it help to know that your morning job involves photographing two sexy sisters in equally tiny thong bikinis?"

"When do I start? I'm available yesterday," I deadpanned. Anna rolled her eyes and grinned.

"Right now. Vanessa should be ready, too," she said, referring to her older sister who was visiting from California. Both of them were influencers, models, and OnlyFans creators. For now, neither made truly pornographic content, just tasteful modeling shoots that occasionally involved less clothes than society usually required. Whether that would always be the case was currently on Anna's mind, and since she was certain there would never be any other guys involved, I'd decided I was in it for the long haul.

"Why the last-minute decision to shoot this morning?" I asked.

"Because I'm doing well, my Instagram followers and OnlyFans subscribers have been skyrocketing, and I want to share some of that love with V. We do a shoot together, and she may pick up some followers from me like Emily and Angela did," Anna explained. "And because I'm going to contact Riviera and try to get her into a shoot, which helped drive my numbers up in the first place. Maybe a sexy shoot with two sisters in their bikinis will win them over," she added quietly. "Don't mention that part to her, 'kay? I want it to be a bit of a surprise if it works."

"Of course," I said. Sometimes, I wished I had a sibling who could look out for me the way Anna and Vanessa did. "By the way, if you saw her already this morning, how's she feeling about yesterday?" I added. Yesterday, Vanessa's simmering sexual frustration had boiled over, and after we were all in agreement, she'd gotten herself off watching Anna and me have sex. It was a weird situation, and while nobody seemed to have any hangups afterward, checking in was always good, right?

"She's still happy about it, I asked her. No awkwardness at all, she thanked me again. Said she could finally think afterwards without feeling distracted by need. Why, are you still alright with it?" Anna asked, looking up at me with her gorgeous eyes.

"As long as you guys are. I just didn't want to mess with your relationship or get myself frozen out if things got weird. If I'm being honest, I'm kind of starting to like performing, I didn't know I'd be into it," I said.

"Mmm, that's good, 'cause I am, too," she purred. "It's fun experimenting with you. Thanks for being amazing," she added and pulled me into a hug. I squeezed her tightly back, then we broke apart, and I went to find my shorts.

As I picked them up, I noticed Anna standing still where I'd left her and watching me.

"What?" I asked.

"Nothing. You look really hot; that's all. All your lean muscle, and that big penis hanging between your legs? It's doing it for me," she said with a salacious grin.

"Penis? What are you, a science textbook?" I joked.

"When it's hanging like that? Yeah." She took a step closer to me and whispered in my ear, her seductive voice making the hair on the back of my neck stand up. "I'll call it your cock when it's nice and big and hard and ready to fuck me," she whispered. I immediately swelled, blowing right past half-mast. Anna looked down and giggled. "See? He gets it," she laughed. "Now get dressed, it's modeling time," she added with a wink, and sauntered off towards the door, her round butt moving deliciously with each stride.

"Tease," I muttered and pulled my shorts up. She turned and winked at me over her shoulder, then pulled the door open and headed down the hall towards the stairs.

***

About five minutes later, I joined them on the patio with a cup of coffee, dressed in yesterday's shorts and no shirt. Anna was messing with her phone on a tripod, checking distances with a photo timer. Vanessa was moving the patio furniture to get a more open area. She turned and smiled at me when I stepped through the sliding door.

"Morning, stud," Vanessa joked. I grinned, a little shyly, and replied.

"Morning, V," I said. Vanessa was wearing a pink suit with blue piping that looked very familiar, probably because I'd had sex with Anna while she was wearing it after a shoot a few weeks ago, and except for her narrower jawline and brown eyes, she was almost Anna's twin. I looked for Anna, who was watching me with her usual fake innocent look.

"Doesn't she look hot in that bikini, Charlie? I picked it out for her myself," Anna said with a grin. She knew exactly what she'd done, and I quickly gave her a side-eye look before smiling and agreeing.

"You look great, V," I confirmed. Vanessa looked over at me and flashed a brilliant smile.

"Are you sure? You don't just like it because Anna rode you in it?" she asked earnestly. I blew out a breath, laughed, and shook my head, and both girls smiled and giggled along with it. There was more than one tease to keep me on my toes today, apparently.

I opened my mouth to respond, thought better of it, and closed it again, hoping to maintain a small shred of dignity in front of the beautiful sisters. They both laughed harder. "What's the plan for the shoot today?" I finally asked. They turned serious for a moment.

"We were thinking tasteful modeling shoot, as though it was Riviera running it. Think you can match their photo style?" Anna asked me. Remembering the pictures Anna had received to post from their shoot, I nodded -- they weren't challenging shots since the focus was on the sexy women in thong bikinis rather than any form of artistry in the photography. "And then maybe a little more risqué for an OnlyFans shoot?"

"Not too risqué," Vanessa reminded her. "I still don't post nudes, although with how your account is going, maybe I'll have to start."

"Alright, normal modeling poses for Instagram, some fully clothed but more suggestive pics for OnlyFans, and a couple tasteful nudes just for Charlie," Anna said expressionlessly, ticking each item off on her fingers as though she was maintaining a list.

"Really, Anna?" Vanessa said with a slight blush, but I couldn't help but notice that she hadn't said no. Anna just shrugged and continued fiddling with her phone setup.

***

"Alright, how about on your stomachs on the lounge chairs? Arch your backs slightly?" Both girls moved to follow my suggestion, and I moved into position next to them, snapping some photos. The pose I'd suggested drew all eyes to the curves of their hips and butts, thin fabric lines disappearing between their rounded cheeks. I focused on lining up the shots from a slightly forward angle, and not on how much I wanted to grab and squeeze both of their well-earned assets in that moment.

When that pose was done, Vanessa stood and walked over.

"Can I see what you've got so far?" she asked, holding out her hand for the DSLR camera I was using. I turned to show her with the strap still around my neck, and we stood shoulder to shoulder while she thumbed through the images I'd taken. "Anna wasn't kidding; you're not bad for an amateur," she said, sounding mildly impressed.

"My subjects are making it easy for me," I said, catching Anna's eye and grinning. She smiled back from the lounge chair, having just rolled over to wait for the next round. Vanessa was still concentrating on the photos.

"Wow, I don't know if my ass has ever looked this good," she said, stopping on a picture I'd taken of her and Anna, facing at 45-degree angles towards each other and away from me and posing with their back legs slightly forward, while they looked back towards my camera. "A, I'm keeping this suit," she declared, "and I want another one for those gym outfits." The sisters had worked out a trade for some of the swag from their latest modeling gigs -- Vanessa had done a shoot for an athleisure start-up in New York last week.

"Done. Can we move on to OnlyFans stuff now? Did we get enough for a few Instagram posts?" she asked back. Vanessa thought about it for a second and nodded.

"Yeah, that's probably enough," she replied. "You ready to make us look even sexier, Charlie?"

"I don't think either of you needs my help," I replied, "but I'll take good pictures."

"Is he always this sweet? For real?" V asked her sister not for the first time. I was glad they appreciated it.

"Yep. Constant glazing from this one, I kind of love it," Anna replied with a smile. Vanessa smirked at Anna's unintended innuendo. "I said what I said," Anna replied confidently when she caught on, and both girls grinned at me. I shook my head.

***

I'd kept it under control until now, but Anna and Vanessa were starting to drive me insane with raw sex appeal. We'd gotten images of them close together, arms around each other's backs, hands in their hair, and virtually all of the other sexy poses three people could come up with. The latest pose they'd come up with involved lying down on a towel right up against the pool, one at a time, and arching their backs so that the only part of their bodies that made contact with the ground were their shoulders and asses. Taking the photos from ground level, I could see the light shining on the surface of the pool through the gap under their toned backs.

Legs in the air, bent at the knee and crossed, Anna was currently in that pose, and she faced me and blew me a kiss. My erection grew, but I pressed on, getting gold for her page. When I'd gotten enough photos of her writhing gently on the ground, she stood and came to look at them, and Vanessa got into her place.

When Anna signed off on hers, I got back to work, photographing her sexy, almost-identical sister. She ran through the same slight variations Anna did, and when I'd gotten enough, she stayed down.

"All good for a post or two?" she asked. Anna gave her a thumbs-up. "Alright, well, I'm feeling myself right now, so how about a few shots for that other category Anna named?" she said, asking me directly while her brown eyes bored through me, looking for a reaction. I glanced at Anna, who smiled and nodded, and then back at Vanessa.

"I'd love that," I said with a smile, and without wasting another moment, Vanessa took her top off and held the pose again, her chest thrust into the air, full breasts capped by pointed nipples. She winked at me.

"How do I look?" she asked coyly. I snapped a few photos before replying.

"Like a vision," I said, and she turned her head to the sky and smiled up at nothing. After a few more photos, she stood and walked over, her discarded top still lying where she'd tossed it.

"Wow," she said, looking at the photos. "Is that enough to remember me by, Charlie?" she asked with a smirk. Anna giggled.

"More than enough, but I'd have remembered you either way," I said.

"Alright, I got her to take a few pics for you. Now that's enough flirting with my sister," Anna said, without any seriousness. I grinned at her and bent down to kiss my girlfriend.

"I'm going to go get in the shower anyway, and I'm going to use the one in Anna's room because it's amazing. Anna, your man looks like he could use some help while I'm gone," Vanessa said with a wicked smile and picked up her top to head inside.

"That sounds like a great idea, don't you think, my Prince Charming?" Anna asked, and she took my hand and led me to a lounge chair.

"You didn't need any more pictures, right?" I asked as I slid the camera off my neck.

"I mean, the nudes were going to be for you, so would you rather have pictures of me naked by the pool or get me naked by the pool and make love to me?" she asked, a coy smile on her face as she lay down on her back. I followed her to the lounge chair and reached down to her bikini bottom. Anna's eyes watched me happily as I slid her bottoms up her legs, which she held straight towards my face for ease of removal.

"The second option. Obviously." The moment her bottoms were off, she spread her legs wide, showing off her flexibility in addition to the delightful pink slit between her thighs. She was already glistening with moisture, her nether lips shining in the morning sun. I slid my shorts down, revealing my thick erection bobbing in front of me. Anna's eyes dropped to her prize, and she bit her lip before removing her bikini top and tossing it aside, revealing her gorgeous tits to my hungry eyes. We hesitated a moment, each of us admiring the other.

"Please, Charlie," she said softly. I moved into position above her and lowered myself, gripping my shaft by the base and lining up the throbbing head with her entrance. Without waiting any longer, I pushed forward and slid inside her, her wetness aiding me in pushing through all of the resistance her tight canal had to offer. "Ohhhh," she groaned as I filled her with every inch I had.

I kissed her as I bottomed out inside her, exquisite needles of pleasure squeezing me from all sides. Without moving, we made out for a moment, and when I pulled my lips back from hers for air, Anna smiled lovingly up at me.

"I love that moment," she sighed. "The moment you push inside me. It's as if I were missing a piece, and I didn't know it until you filled me and made me feel whole again. I love you so much," she said quietly. I was filled with a rush of affection for my girlfriend beneath me and smiled back at her.

"You're perfect. Without a doubt, the love of my life," I replied, using a phrase that had been turning in my head while I planned a proposal speech, willing myself not to say more until I had a ring in hand. Anna's eyes teared slightly, but she smiled and pulled my head back down for a kiss. Our tongues played softly together for a moment, and then she released me.

"Make love to me, Charlie," she muttered, and I began to move, sliding slowly back and then pressing forward again, her walls gripping me tightly. If not for how wet she already was, I might have been stuck. "Ungh," she moaned into my mouth as I kissed her on a particularly torturous stroke. I kept at it, slowly building both our needs up for a few minutes.

The soft breeze blew around us, and the air was thick with birds chirping, but we paid them no mind, focusing solely on our coupling. Her hips moved rhythmically with mine, and her legs wrapped around my thighs, pulling me inside her on each slow thrust. The only interruption to the peaceful morning was the occasional grunt or groan offered up in pleasure as we melded into one.

"You feel so good," I whispered into her ear.

"Oh, Charlie, you have no idea," she moaned. "You're stretching me out so well, I feel like I'm in heaven." I buried my head into her neck and kissed her soft skin. Anna groaned, pulling me in hard. "Oooh, that's nice."

After another few minutes of holding each other's bodies as our hips worked against each other, I could tell Anna was getting close. Her breathing was shallow, and her eyes were closed in concentration.

"Are you going to cum for me?" I asked quietly in her ear.

"Uh-huh," she breathed. "Can you hold yours, though? It's ok, mmm, it's ok if you can't, but I still want to ride you," she implored.

"Anytime, anywhere, anything you need," I replied, although the way she was practically milking me with her internal muscles, that promise was easier said than done.

"Oh, mmm, I love you, Charlie, oh, right there, yessss," she moaned, approaching her climax. I gritted my teeth, focusing on not joining her in climax. "Yes, yes, yes," she muttered between breaths in my ear. "Please, please, please," Anna whined as she rode the edge, willing herself to fall into the abyss. I kissed her neck just behind her ear, and she lost control.

"I'm cumming, thank you, thank you," she moaned desperately into my ear as her body shook beneath me. I held on, using every ounce of willpower I had to deny myself. Anna whimpered softly beneath me as her body relaxed, her orgasm slowly dying out. "That was amazing, Charlie," she said through teary eyes. It wasn't the first time she'd gotten emotional after tender sex, and I loved holding her in her vulnerable state each time.

"Okay," she finally said after she was ready to move again. "Lie down on that towel, Charlie," she guided me, and I obliged, my angry erection covered in her juices and glistening in the sunlight. Anna followed closely behind, straddling me and lowering herself to her knees, before sliding her pink pussy lips along my shaft. When my cock twitched beneath her, trying to find its way home, she relented and rose up, reaching back to guide me into her folds.

Without further teasing, she lowered herself onto my cock and began writhing on top of me, twisting and rolling her body as she rose and fell with my entire length inside her.

"Fuck," I groaned as she took in the last inch. Anna grinned at me but didn't break stride.

"Sorry I made you wait, Charlie, there was just something I wanted to do for you," she explained. "You loved it when I stroked you off with my pussy, so I thought I'd do that for you after how amazing you just made it for me."

"I'd have been happy filling you up however you wanted," I replied, "but you were right, that did feel amazing last time." Anna leaned down to kiss me, arching her back so that her chest and abs pressed against my body. Then she lowered her head next to mine and began to lift her hips off me.

Starting slowly, Anna rolled her hips to release nearly my entire length before sliding back down. The rest of her body held stationary to me, only her hips, ass and thighs moving in a narrow range to force my thick cock in and out her tight little hole. The effect was a slow gliding motion up and down my entire manhood, each movement an exquisite wave of pleasure.

"I know you like it when I talk to you," she began to whisper in my ear. "Do you want sweet or filthy today?" she asked, and I could hear the mischief in her voice. I groaned happily as her next stroke got me at the perfect angle.

"Sweet," I finally breathed. It felt like the right option after her emotional response to our lovemaking.

"I knew you'd say that, Charlie. I knew you'd want me to whisper about how much I love you and need you. About how amazing you feel when you bottom out inside me," she said breathily into my ear. She took my whole length in at that moment as if to punctuate her words.

"You know I love you, right, Charlie? You know I'm yours, and I know you're mine. Oh, that feels so good, doesn't it, when I slide my pretty pussy along your cock? Mmmm, I love your cock so much, you treat me so well with it, always giving me exactly what I need. I can't believe how lucky I am to have you as my boyfriend," she moaned softly. I could feel my balls boiling, slowly approaching the point of no return, and it was her perfect body that was pushing me towards it.

"Mmm, you're so fucking sexy," Anna whispered seductively. "I can feel your body pressed against mine, I love how hot you are. I love your sexy brown hair, and your tan skin, and your big cock stretching me. Oh, fuck, I love it," she groaned. "I love feeling you lose control and cum deep inside me, Charlie. Will you do that for me? Will you give me all of your nice, warm cum?" she asked.

My body's answer was a resounding yes. Without warning my balls began shooting their heavy load up into her pussy. I groaned wordlessly as each spurt left my body, her canal growing more slippery on each pass; of course, she hadn't stopped. Anna didn't change a thing, slowly milking every last drop out of me.

"That was so hot," I finally told her. I felt her lips curl into a smile against my neck.

"You like when I beg you for your cum?" she asked rhetorically. My cock twitched one last time inside her when she asked, and she giggled softly. "I love how it feels inside me, so don't worry, I'll never stop begging you for more," she whispered. We lay there in the morning sun for a little longer, catching our breath and enjoying the feel of our physical connection.

"So, Vanessa and I are going to brunch with my parents soon before V's flight. Are you sure you can't come?" she asked.

"I probably could if you really want me to, but I do have errands to run, and I should rest before going into work. I'll be there until after one in the morning. Plus, I got the impression last night that Vanessa kind of wanted to have some time with just you and your family. She didn't say it outright, but I wanted to let her have that. I've been around all week," I said.

"That's sweet of you, Charlie," she replied, "but it still sucks that I won't see you again tonight."

"I know. I promise you'll have fun. And after two nights of this, I get Tuesday off because of the shift difference," I said.

"I know. I'll be shooting all day for Sweet Cheeks, but I'll be free in the early evening," she reminded me. Sweet Cheeks was a lingerie brand that had contracted her like Riviera, and she was shooting with them and their sister company that made pajamas all week. She was excited because it would likely bring in all sorts of new followers and OnlyFans subscribers.

I reflected on the fact that my girlfriend, and if everything went right, my future wife, was on OnlyFans, but after a month of wrapping my head around it, I barely thought of it differently from any other job now. I was still a little apprehensive about where it would go in the future, but I was feeling secure with Anna, so it wasn't bothering me as much as it did when we first discussed it.

Anna shifted against me, nuzzling into me as we lay there in quiet tranquility. All good things must come to an end, though, and after another minute, she was climbing off me and leading me to the outdoor shower against the house to get ready for the day.

***

Once I was dressed and ready to go, Anna and Vanessa walked me to the door.

"It was nice to meet you, Charlie," Vanessa said with a smile. "Thanks for a fun week."

"It was my pleasure," I responded, as Anna leaned against me. I decided to go bold. "And I'd be happy to have that kind of fun again," I said, winking. Vanessa's cheeks flushed slightly, but her smile widened. Anna giggled. "Have fun with your family, and have a good flight back," I added. Vanessa hesitated for a moment and then stepped forward and hugged me, a little more tightly than I expected. Anna let go and watched us with a happy look on her face.

"Good luck, Charlie," Vanessa breathed into my ear, almost inaudibly. She was referring to the proposal I'd asked for her blessing on yesterday. "Take care of my baby sister," she added, loud enough for Anna to hear. We broke apart, and she stepped back. Anna rejoined me.

"Come on, I'll walk you out," Anna said, a hint of sadness in her voice. I understood. I didn't want to leave her either. Vanessa waved as we stepped out the door, and Anna and I held hands on the way to my car. "I had so much fun with you and Vanessa this week, now I'm going to let you go and take her to the airport and have to go to bed alone," she complained.

"I know. I'll miss you, but I'll see you on Tuesday, it's just one day. And you'll be busy with your gig this week," I reminded her.

"I know," she agreed reluctantly, "and I know that it's not long, but still. I hate being apart from you at all." My eyes met hers as we got to my car, and I bent my neck down to kiss her. She kissed me back fiercely, arms snaking around my neck. I dropped my bag and pulled her close, my right hand on her hip and my left on her back.

Anna moaned softly into the kiss, and I felt her tongue seeking mine. When I kissed her, it had been to reassure her, but now we were both pressing into each other with need. When we finally broke apart, at least a minute or two later, both our chests were heaving slightly as we panted with desire.

"Fuck, now I'm going to be horny, too," Anna whimpered, with a pouting laugh. I pulled her close again and whispered in her ear.

"Be a good girl, go have fun with your family, and I'll call you when I'm on my way to work tonight and talk you off. Have a toy ready. Sound good?" I whispered and then kissed her neck. She shuddered slightly.

"You had me at good girl," she joked breathily, and I smiled against her jawline.

***

"Hey, you busy?" I typed out and sent as I pulled out of Anna's driveway. Without waiting for a response, I headed to her house anyway. My phone buzzed at the first light I stopped at.

"Yeah, just waking up, what's up?" came the reply.

"Let's go shopping," I texted back. The response was fast. A single starry-eyed emoji. "Good, I'll pick you up in 10," I replied, and I tossed the phone onto my passenger seat.

***

Ten minutes later, the wheels of my car turned onto a concrete driveway, and I parked and walked to the door. I knocked, heard some footsteps, and a moment later, my friend John opened the door with a grin.

"She's almost ready. She didn't know whether to be excited or pissed at you for the short notice," he chuckled.

"Yeah, well, I was at Anna's, so I had to wait until I left to send the text," I explained, shrugging. "I figured she'd rather be included than miss out."

"You were right, I think," John replied, leading me into the living room. "So, you're going for it, huh?"

"Yeah, didn't believe me?" I asked.

"I did, but it's a whole other step to go buy a ring," he responded, sitting on the couch. I stood, possibly in the hopes that staying on my feet would somehow influence Melissa to get ready faster. I didn't know if it worked, but a moment later, she came walking down the hall from their bedroom, dressed in a light purple sundress, her brown hair up in a messy bun.

"What's the rush, Charlie?" Mel asked as she spotted me.

"I've got a shift tonight, training on nights today and tomorrow, got to get home and rest, but wanted to take some time while Anna was busy with her family," I explained.

"Alright, but next time, a little more of a heads up?" she asked, mildly exasperatedly.

"Deal. You ready?"

"Yeah, let's go," she said, bending down to kiss her husband. Then she stood and linked her arm in mine.

"Have her back by the stroke of midnight," John declared and flicked on the TV.

***

My search wasn't bringing up any strong contenders. We had just left our second jewelry store at the outdoor mall, and nothing had stood out. The rings we'd looked at were pretty, but I wanted to know it was the right one when I looked at it, the same way I knew Anna was the one when I looked at her.

"Alright, I'm guessing you didn't like those either?" Melissa said. I shook my head. She grinned. "This is why you don't go ring shopping at chain jewelers," she said, with a self-satisfied smirk. I looked at her, confused.

"Why didn't you say something before?" I asked.

"Because you seemed like you had a plan, and I didn't want to take over this whole operation, but now that you need help, I think you're going to want me to take over." She grinned, and I shook my head in a combination of disbelief and amusement.

"You know I have a limited amount of time today, right?" I asked. She just looked at me thoughtfully.

"Give me your keys, Charlie," she demanded. I pulled them out of my pocket and handed them to her. Now, I was just interested in seeing where this was going. "Come on, let's go," she said, turning on her heel and power walking towards the parking lot. I was taller than her, but she was a runner, and I had to jog to catch up to her.

***

About 20 minutes later, we pulled up on a nondescript street in downtown Orlando. I got out of the car and followed her to a door under a sign reading "Catalina Jewelers - Since 1981." Before she opened it, I stopped her curiously.

"Why here?" I asked.

"Because this is where John bought my ring, his old office was just down the road, and they do amazing work. Come on," she urged and led me inside. The shopkeeper greeted us and asked if we needed help. "Charlie here wants to buy an engagement ring," Melissa declared.

"I'd be happy to help. My name is Emile." Then the questions started. What was my budget? What stone? Alright, what size diamond? Is quality or size more important? Did I know anything about the four C's? Could I share a picture of the lucky lady? What kind of jewelry does she usually wear? I was growing overwhelmed when he finally relented. "Let me select a few pieces. You give me impressions, we narrow our search, yes?" he asked. Without waiting for an answer, he began bustling around the display cases.

I looked at Mel, and she shrugged, as if to say, "Told you they were good." After a moment of waiting, Emile returned with a small tray with three rings on it. He started to pick up the first one, but I was distracted by the one in the middle.

"That one," I said, pointing to it, "can I see it?" He hesitated, as I'd thrown him off his game, but only for a split second, and then he was holding up the one I'd asked about and telling me about the diamond. I got lost in the technical jargon, but what I gathered was that it was a near-flawless diamond, set in a platinum band, not overly large but extremely high quality. What drew my eyes to the ring wasn't the diamond, which was admittedly beautiful, but the two stones that flanked it -- sapphires, in a brilliant, deep blue. Just like Anna's eyes.

***

I dropped an excited Melissa off at home, and after I thanked her and hugged her, she smiled and said goodbye before rushing in to tell her husband. I chuckled, my fingers still running over the small box on my lap, and backed up to head home. I had about four hours until work and wouldn't get home until two in the morning, so I figured I'd go get some rest.

***

I woke up from a nap at about four, an hour before I had to be at work, not exactly feeling refreshed, but hoping I would have enough energy to not fall asleep at my desk. I looked forward to the day when I'd have a normal schedule. The hotel I'd worked at since college and had been the GM of for the last year didn't have enough staff to justify treating me differently as a GM; I worked on random days to make the schedule work.

Now, the Gateway was an enormous property, with a bunch of departments and assistant managers that could run the hotel, allowing me to work a nine-to-five. Sure, if there was a fire when I wasn't there, either literal or figurative, I'd have to bolt in, but most weeks would be normal workday hours for the first time since I graduated from college.

I rolled out of bed and plodded to the bathroom, seeing my reflection in the mirror. My short brown hair was pointing in just about every direction from tossing and sweating during my nap -- I'd have to grab a quick shower. I remembered my promise to Anna earlier and had a spark of inspiration. I grabbed my tablet and walked into the bathroom.

Testing the camera angle, I lined up the tablet to capture my shower in full by placing it on the toilet seat. Then I texted Anna while I stripped off my t-shirt and basketball shorts.

"Hey, gorgeous. How's it going?" I sent. The response came back quickly.

"Bored, just doing some editing and posting. I dropped Vanessa off for her flight an hour ago. You?"

"I just woke up. About to take a shower. You still want my help before I go to work?"

"That sounds like fun. What did you have in mind?" she replied.

"Go pick out a toy from your stash and then FaceTime me," I said, giving nothing away. While I waited, I turned on the water but pushed the showerhead towards the wall so it wouldn't be so loud on the microphone and stepped into the tub. I washed my hair as quickly as I could, and just as I was rinsing off, my tablet started ringing. I reached out of the shower and answered the call.

Anna's face appeared on the screen, and she immediately grinned when she saw the full body view she had of me naked in the shower.

"You look hot," she complimented me. I grinned.

"Good, because I'm going to talk you off while you watch me stroke myself in the shower." Her smile widened.

"Awesome, let me just set you up," she said, and for a moment, the camera flailed about wildly until she got me in place. I gathered that she was in her office, and she had slid the chair back so I could see her from the knees up, dressed in a black cotton bra with a white band and matching underwear.

"God, you're so hot. What kind of toy did you pick?" I asked, my hand subconsciously moving towards the base of my shaft when I saw her sexy body. I'd started to harden already.

"I brought a wand and a dildo," she teased with a smile, "and I'll use whichever one you tell me to, Prince Charming."

"Why don't we start with the wand, gorgeous?" She winked at me and reached down to pick it up. "Multiple speeds?" I asked her. She nodded, waving it towards me. "Start it on low and hold it against yourself for me," I commanded in a soft but firm voice. Anna's mouth opened slightly as she did as I told her.

"That feels nice," she sighed. My cock was getting harder, almost to full mast, and I started to slowly stroke it.

"You really can't go a whole day without me, could you?" I asked her as I slowly teased my length.

"I don't want to, ever again," she said, the sound of her vibrator barely audible on its low setting.

"I love how horny you are for me. I wish I had time to just stop at your place before work and give you this," I said, shaking my cock for her as I stroked up and down.

"Me too. You have such a nice cock," she said, and I could tell from the way her body was slouching in the chair that she was beginning to feel it, her muscles relaxing as the pleasure began to creep through her sexy body.

"Pull your bra up, I want to see your perfect tits," I told her. She smiled and used her free hand to slide the band up, releasing her boobs, which bounced slightly as they dropped free.

"You like, Charlie?" she asked coyly. I was as hard as a rock now.

"You're so fucking sexy. Pull your panties aside, I want to see your pussy too," I commanded. With a hungry look flitting across her face, she did that too, showing me her pink slit with the head of the wand vibrating above her clit.

"Fuck, I love when you tell me what to do," she moaned slightly.

"I know, you're such a good slut for me," I told her, pumping my shaft a little harder. She bit her lip at that, having previously told me I was the first person she'd ever wanted to call her that in bed. "Turn the speed a little higher," I said, and she shuddered when she did.

"Fuck, that's good," she groaned.

"Now think about how it would feel if I was inside you right now, stretching you out with this cock," I said. Her eyes rolled back briefly, and I watched her gently move the wand around a bit near her clit, trying to find a sweet spot.

"So fucking big," she said breathily, looking into the camera. I assumed she was watching me stroke, so I moved a little closer to center my erection a little better on screen.

"That's right, I know how much you like this fat cock," I said. I thought I sounded ridiculous in my head, but I knew Anna liked porn and was into dirty talk like me, so I went a little over the top with it. She nodded back at me as I watched her chest heave; she obviously couldn't speak for a moment. "Do you want to know what I'd do right now if I were there?"

Anna nodded again, her breath hitching in her chest. She drew the wand back and I was pretty sure it was to avoid cumming so quickly. I started to tell her.

"I'd flip you onto all fours and tell you to keep the wand going while I slid my shaft into that tight little pussy," I said gruffly, my hand jerking myself harder than before. "Then I'd fuck you, nice and hard, and watch that fat ass bounce against me." She moaned loudly, moving her wand back into the spot she'd found.

"Oh, god, that sounds so, fuck, so hot," she breathed.

"Right before I was going to cum, I'd pull out and hold it," I told her with confidence. "Then I'd toss you onto your back on the bed and bury my lips in your pussy. I'd suck that clit until you couldn't take it anymore." Anna seemed almost totally out of it as her body came close to succumbing. "Are you going to cum?" I asked, a little aggressively.

"Uh-huh," she managed to breathe out. "So close."

"Turn it up," I commanded, and she pressed the button with her index finger. Almost immediately, she started spasming, her computer chair leaning back as her legs stiffened. I couldn't take my eyes off her; her big tits shook deliciously on her chest, and her mouth was frozen in an "o" shape as she threw her head back. I pumped my cock furiously as I stared, entranced by her beauty in her moment of climax.

"Oh, fuck," she finally said, shutting off the wand and letting it drop to the floor as she pulled her legs up to her chest and shuddered. "That was amazing. Fuck porn, can you just record some ASMR for me for when you're not around?" she asked with a laugh.

"Anytime," I smiled, still pumping myself, a little slower now that her moment had passed.

"How do you want me to help you?" she asked, eyes intently watching me on the screen.

"Surprise me, gorgeous," I replied. Steam was beginning to fill the air around me. Anna looked thoughtful for a moment, then grabbed her phone with a grin.

"Give me a sec, it'll be worth it," she said. I closed my eyes, enjoying the warmth of the shower while I stroked my cock, picturing her taking it from behind like I'd described to her.

"Ok, how's this?" I heard her ask, and I looked back at the screen. She must have attached her phone to one of her tripods and had it pointing down from above her as she knelt in front of it and looked up at it. She'd lost her top entirely and was holding one of her breasts in each hand. I smiled in response, and she giggled.

"You want to cum on me, Charlie?" she asked, putting on a show for the camera. "I know you do. I know you have a big load for me. Didn't I earn it, masturbating for you?" she asked in a slightly whiny, porn-y voice. Normally that wasn't my thing, but I'll be damned if it wasn't doing it for me in that moment.

"Where do you want to put it? On my tits? They'd look so nice, painted in your warm cum. Or I know, you could shoot it all over my pretty face. Would you like that? Making me your little cumslut?" she asked, never breaking eye contact with the camera. I groaned, which made her smile. "Ooh, I can tell you like that idea. Go ahead, Charlie, paint my pretty face with your big load, jerk that big cock for me." I pumped myself as hard as I could, feeling the familiar churning in my balls. I was so close. Just a little longer...

"Come on, give me your cum, give it to me," she demanded. Right as I hit the point of no return, she shook her tits with her hands and stuck her tongue out like she was going to catch my load. It was too much for me. With a growl, I came, ropes of cum shooting onto the floor as I lost control. Anna smiled around her tongue, making a continuous "ahh" sound as I fired off the last few rounds.

"Fuck," I breathed, and I backed into the wall to support myself as I caught my breath. Anna just grinned happily and shook her tits again. "Fuck," I said again.

"Love you, Charlie," she said softly. I breathed out.

"Love you more, Anna," I said. My cock started to droop as I stood there for another moment.

"Why don't you get out of the shower and clean up that mess you just made, and you can call me on your way out the door. Wouldn't want you to be late," she giggled.

"Sounds good. And Anna, fuck, that was the sexiest video call that has ever happened," I groaned. She laughed.

"Now I'll have to find some way to top it," she winked. "Talk to you soon," she added, and the screen went black. Anna was perfect in every single way, and I'd love her no matter what, but her sexiness knew no bounds. If she doesn't agree to marry me, I thought, it'll be the biggest fumble in recorded history.

***

I drove off down the road on the way to the Gateway. Anna was giggling as I heaped praises on her over that call.

"I'm not kidding, gorgeous, that was unbelievably hot. I thought I called to help you out, but I think you're better at that than I am. Possibly the best in history," I said earnestly. Her laughter emanated from the speakers.

"Well, thanks, Charlie. Good to know I can add JOI to my repertoire if I need it for my OnlyFans. I'd have to do it for you while we filmed though, I don't know if I'd be as into it if I wasn't fantasizing about you cumming on me," she mused. "Is it bad that I still am? I don't want it all the time, it's messy, but I want you to cum on my face again soon, 'kay?"

"If you're going to twist my arm about it," I joked. "I love you so much," I added.

"I love you, Charlie. I'll miss you tonight, and not just cause I'm horny again," she said.

"I know. I wish I could sleep next to you every single night," I replied.

"Me too," she sighed.

"Good luck with your shoot tomorrow. In case I don't talk to you, I'll probably be sleeping when you start," I said.

"Thanks, Charlie. I'm not sure if it's pajamas or lingerie first. I'll send some pics either way," she said as I pulled into the parking lot.

"Sounds great," I replied, "and it doesn't matter which. You'd be beautiful in a garbage bag." She giggled.

"You're very sweet," she said.

"Only for you. Alright, well, I've got to get inside. I'll text you on my break if you haven't gone to sleep already."

"At 9 or so, right? I might be in bed, have to get the beauty rest before the shoot, but I doubt I'll be asleep that early. Might have to touch myself again," she teased.

"Good. Why don't you use that dildo we didn't get a chance to play with earlier?" I asked, amusement in my voice.

"Maybe I will," she teased again. "Maybe don't open your phone in front of anybody on your break."

"Goodbye, beautiful."

"Bye, Charlie." I could hear the mirth in her voice still.

***

Rick greeted me as I walked into the office.

"So, you ready for a night shift?" he asked. "Don't worry, I'm giving you the whole day at your old gig to train your replacement on Wednesday."

"Thanks, and yeah, I did nights occasionally at the Greenfield," I replied.

"Well, hopefully, you won't have to them much, if ever, here. Still, you can meet some of the night staff and get a feel for the evening shift around here. It's a bit busier than I imagine your old hotel was, with the restaurants serving dinner and bars open late. Come on," he said, standing up. "Let's go meet one of the managers before I leave. It's Mirabel on tonight."

"You're not staying?" I asked, reacting to his statement. Rick laughed louder than was probably necessary to make his point. His white teeth showed brightly against his dark skin as he thoroughly enjoyed himself.

"On a night shift? A week before I step back from the job into semi-retirement? No, I'm not staying," he said, still laughing when he clapped me on the back.

***

"Charlie, this is Mirabel Rios. She's one of your managers. I've called a meeting for Friday for you to meet the rest, but she runs the hotel while you handle the big-picture stuff. Mirabel, this is Charlie Martin, the new GM you've all been gossiping about," he said with a smirk. If he phased her with his gentle ribbing, she didn't show it. Mirabel was an olive-skinned woman, maybe ten years older than me. She was pretty in a motherly sort of way.

"Hello, Charlie. I'm on shift with you tonight. Nice to meet you." We shook hands. Rick handed me a basic mobile phone in a clasp for my belt, told me it was in case I needed to be reached while out of the office, and clapped us both on the back, a signature move of his, before he took his leave for the night.

"So, Mirabel," I started to say, but she cut me off.

"If you're going to ask about Encanto, can it," she said with a smirk, referring to the main character she shared her name with. "We live in Orlando. I hear that reference about forty times a day, and it's only cute when the kids do it."

"I wasn't going to," I lied and quickly covered for myself. "I was going to ask how long you've been working here," I said. She eyed me like she wasn't buying it.

"Four years," she said. "I used to work at the Wilderness Lodge in Disney, but there wasn't much room to go up, so I took this job when it became available."

"Alright. I'm kind of a Disney nut myself, and so is my girlfriend. She does influencer stuff at the parks."

"An influencer, huh? Maybe she can influence more people to stay here instead of in the bubble," Mirabel joked, referring to the Disney-owned hotels. I was about to correct her and say she was more of a model, but I realized I didn't need anyone looking her up, just in case she and I do start performing together -- an idea I wasn't too skeptical about anymore. Mirabel might be on to something, though, I realized.

"Probably not, but do you know if we've ever done anything like that in the past with the Disney influencer crowd?" I asked her. She looked thoughtful.

"I don't think so," she said after a moment. Right then, Rick walked back through the lobby on his way toward the employee lot.

"Hey Rick, who's the head of marketing around here?" I shouted at him. He walked over.

"Well, that would be Tony. Not Guest Services Tony, Marketing Tony. He's probably around your age. That whole team is new since corporate offloaded some of their central marketing apparatus to the largest individual hotels during COVID."

"Mirabel, when are you working this week?" I asked. She listed her shifts, and I latched onto her day shift on Friday. "Rick, can you set a meeting for Friday with Mirabel and Tony?"

"Yeah, I'll do it. Next week, you set your meetings." He smiled and waved as he left. Mirabel turned to me.

"I see where you're going with this, but why are you including me? I'm not involved with marketing," she asked curiously.

"Because I'm going to include you so I can credit you in front of your fellow staff for giving me the idea if and when it works," I told her. She smiled and re-appraised me.

***

A little after nine, I strode into the GM's office and sat down to take a break and eat a snack I'd brought from home. I took my phone out and saw I had a message from Anna. Looking around for a security camera, I found the only one in the office was in the reception area facing the door. I opened the message, saw it was a video, and pressed play.

Anna's phone camera wobbled and moved to give me a closeup of her pussy, which her hand was slowly fucking with a medium-sized purple dildo. My volume was off, and when I raised it by one, I could faintly hear her moaning.

"Oh, just like that, fuck me, Charlie," she was saying, clearly fantasizing about me while she pleasured herself. After a few more strokes of the dildo into her soaking pussy, the video abruptly cut off. I lowered the volume again and blew out a breath. Fuck.

"Fuck me," I texted her.

"In my head, I was," she responded. "I'm very satisfied now, and I'm in bed to go to sleep. I scheduled another message for you later," she added with a winking emoji. I called her.

"Hey, Charlie," she purred when she answered. "I'm falling asleep," she said with a yawn.

"I just wanted to hear your voice one more time tonight," I said.

"Mmm," she responded. "Glad I could help. I'm going to rest for my early shoot, okay? Have a good rest of your shift, my Prince," she said groggily. "Love you."

"Love you, too," I replied.

***

The rest of the shift passed without issue, and I eventually stumbled into my apartment just before two in the morning. Right as I set my keys down, my phone buzzed. I opened it to find a message from Anna.

"Hey, Charlie. Miss you. Not being with you tonight made me realize even more how much I love you. I can't wait to see you again. I sent you something to help you get a good night's sleep -- it should arrive a few minutes after this text. I hope you like it. I love you, I'll talk to you tomorrow."

I smiled as I made my way to my room to change. My phone buzzed again as I stripped down and climbed into bed. The small jewelry box on my nightstand caught my eye, and I thought about the proposal I was planning as I absentmindedly cleared all of my phone notifications and opened the text from Anna. It was a link to her cloud storage again.

The link led me to another video. This one was almost ten minutes long. I pressed play.

"Hey Charlie," Anna said to the camera with a seductive look on her face. "I did what you told me to do and pulled out that dildo. Then I realized you'd probably like to watch, so I set up my tripod. Enjoy yourself, stroke that big cock for me before bed, okay?" Fuck, she was amazing. As soon as she stopped talking, the video cut and was replaced with a new scene.

Her tripod was up above again, only this time she was face down, facing away, her sexy bubble butt in the air. Her arm reached back under herself and started sliding the familiar purple dildo into her pussy. I watched, entranced, as she began to moan. Her hips rolled gently. Her round cheeks called out to me, drawing me in as she pleasured herself.

"Oh, oh, ungh, oh," she was moaning as she slid the purple cock replica into herself. I decided to oblige her request and reached under the blanket, gripping my hard cock.

***

I awoke the next morning around 10 and ate a strawberry Pop-Tart with my morning coffee. Anna had texted me good morning, and I replied, knowing she wouldn't get it right away. I got dressed, knowing I needed to go grocery shopping and stop by my insurance agent's office to get the ring insured.

I talked to Anna when she took a break around 11 before I left the house. She was shooting pajamas first and said it was going well -- it wasn't taking much since they just wanted a series of stock poses in a bunch of different outfits. She said the photos for social media postings would be shot tomorrow; today was just for the website. I asked her if they had a fake husband and kids for her, since the website sold family matching pajamas, and she laughed and assured me that they did not; they'd composite the other models in before posting.

After a bit, she went back to work. The rest of my day went slowly -- besides the short errands I had to run, I mostly just played video games, something I hadn't done much of since I started spending so much time with Anna. I'd have preferred to be with her, but it wasn't so bad.

At 3:30, she texted me that she was wrapping up and asked if I was free at 4. I told her I was, but I needed to eat before work at 5.

"Ugh, fine. Want to go out to eat with me?" she sent back.

"Why so upset?" I responded, bewildered by her seemingly disappointed response.

"Because I'm horny and I'd rather have sex with you right now, but I know you don't have much time and need to eat before work, so we'll go on a stupid date instead of going to bed," she texted with an eye-rolling emoji. I laughed and agreed to meet her at a local street taco place.

"By the way, I'm screenshotting that invitation to dinner. It's the first time you've ever asked me on a dinner date. You nailed the offer," I joked. She sent back a laughing emoji.

***

"Are you sure we can't fuck in your car quickly?" she asked me as we finished eating. I grinned, having had a great time at dinner, but she still had a one-track mind.

"What has gotten into you?" I asked.

"Not you, unfortunately," she responded with a smirk. I should have seen that one coming if I were being honest.

"I'm serious, you are so horny right now," I said.

"Yeah, because I'm happy and healthy. I had a great time with Vanessa. My work is going great, my subscriber counts are through the roof, and I'm in love with the man of my dreams. Of course I want to fuck, Charlie," she said, rolling her eyes. I laughed.

"So do I, but you're insatiable," I pointed out.

"I know. I don't know why exactly, but I need you, I'm climbing the fucking walls."

"Alright, well, tomorrow I'll be with you all evening. How about we spend the whole time in bed?" I offered.

"Deal," she giggled, before looking thoughtful. "Actually, I have a furniture delivery coming tomorrow. Would you be able to do me a favor since you won't be working?"

"What's that?"

"Would you come over and hang out at my place around noon until they arrive? They don't have to go inside; it's a daybed for the pool deck, but I'd feel better if someone were there when they deliver it, and I'm working all week," she explained. I nodded.

"Sure, I can do that. A daybed, huh?" I asked, remembering her mentioning buying one a few weeks ago after a sex dream she had.

"Yeah. It's not what you think, Charlie. It's so we can have sex on it," she said with a straight face before giggling when I rolled my eyes.

***

We'd said goodbye, and she'd headed home while I drove my car two minutes down the street to the hotel. Tonight's shift went just about the same as the day before. I wasn't sure it was helpful to be there a second night with nothing happening, but it was too late to change it.

When I went on break, I found a picture and a message waiting on my phone.

"Goodnight, Charlie, going to bed early in case I can't sleep well on account of my needy pussy," she had sent. I snorted. "I love you, and I can't wait to see you. Wish you were next to me." The picture included was a selfie of her in bed, mostly covered by blankets, but with one nipple peeking out above the comforter and a radiant smile on her face.

***

As the rest of my shift progressed, I spent a bunch of time thinking about my proposal, and I was pretty sure how I was going to do it. Thinking about that led to me imagining our life together, and after a while longer, I was imagining us in bed together thanks to the image she'd sent. Remembering the last few days and how horny Anna had been, and then thinking about where that might lead, I started to get as horny as she was while I watched the clock tick on my shift.

***

When work finally ended around 1 in the morning, I got into my car and headed onto the road, but then I had an idea. I doubted she'd be mad at me. If anything, she'd probably be happy about it. I drove on, the wind whipping past my open windows in the orange light from the street lamps. When I parked, I picked up my phone and called Anna. It rang a few times before she answered.

"Hey, Charlie," she said groggily. "Everything alright?"

"Anytime, anywhere, anything I need? I'm outside your place."

"Mmmm," she purred, probably still half asleep. "Come in," she told me, and then gave me the garage code. I hung up and nearly sprinted to the keypad. When it opened, I stepped inside, closed it, and entered the house.

My shoes got kicked off immediately. As I walked through the living room, I shed my suit jacket and hung it on the sofa. My shirt ended up on the stair railing post. I ditched my pants in the upstairs hallway, and my boxers and socks landed on the floor outside her room.

I opened the door and stepped in. It was dark, but I didn't want to just turn the lights on and blast her eyes open, so I turned on my phone flashlight and set it down on the chair in the corner facing upwards to provide a soft white glow to the room.

Anna was stirring but still mostly asleep. My cock stood in front of me, pointing the way as I closed the distance between the chair and her bed. My initial plan was to throw the covers off her and go straight to licking her pussy to wake her up fully, but in her dreamlike state she had other plans.

"Hey, Charlie. Let me suck it for you," she said, her eyes still half closed but her lips curling into a soft smile as I approached. She turned on her side and brought her head to the edge of the bed, and I knew there was no way I was saying no to at least a little bit of that first.

I brought the tip to her lips, and the moment it touched she opened her mouth and took in the first few inches, sucking lazily on it. I was as down bad as she had been; after that boring shift spent fantasizing about her, I felt like cumming almost immediately. Fortunately, I had more self-control than that, breathing out deliberately and mentally backing myself off the edge.

Anna's eyes fluttered, and she opened them fully as she took another inch in. Despite her mouth being full, I could tell she was smiling happily up at me with her eyes. After a minute or so of exquisite attention from her warm mouth, she pulled off and stroked me, the head of my cock less than an inch from her full lips.

"I had a thought earlier about how hot it would be if you showed up here after work, you know. I might be a clairvoyant," she teased.

"Or you're even more horny than I am and hoped I'd do it," I said. While I spoke, she flicked her tongue out and licked under the tip, making it twitch in her hands. "Fuck, you know I came in here planning on going down on you," I grinned. Anna sucked me back past her lips again, swirling her tongue as she did so, then let me go.

"Don't let me stop you, then," she said with a grin, throwing her blankets off and spreading her legs for me. She was already naked.

"No pajamas? You did hope I'd come over, huh?" I asked as I climbed onto the bed and lowered my head between her thighs.

"Mmm, maybe, but I just didn't feel like getting dressed after I rubbed one out before bed," she smirked. I smiled as I lowered my lips to her slit, and then slid my tongue from the bottom to the top in one slow stroke. Anna groaned. She tasted strong and sweet, like she'd cum recently; I guess she wasn't joking.

"Relax, gorgeous. You were so pent up today. Let me take care of you," I said lovingly, and went to work. Slowly and lovingly, I explored her folds, listening to her soft mewls and moans as I hit the right spots. I carried on like that for a little while, and when I was certain she was sufficiently prepared, I slid my middle finger into her tight, wet entrance.

"Right there," she grunted as I curled my finger against her g-spot. My tongue had found her clit and was gently swirling around it. I felt her hips tremble and then buck softly as I overwhelmed her pleasure centers simultaneously. "Ungh, yesss," she hissed.

I accepted her implied praise as I kept at it. Changing approaches, I pursed my lips and sucked at her clit, listening to the sweet music her moans were filling the room with. My finger continued to explore her depths, and I added a second one to increase the pressure. Another sexy groan was my reward.

After a while, I lifted off her and slid up next to her so I could kiss her. Despite definitely being able to taste herself on my lips, or maybe because of it, she kissed me back passionately. My two fingers continued to rub her g-spot while my thumb took over teasing her clit, making slow circles while she bucked against me.

"That's so fucking good, Charlie. Please don't stop," she moaned before returning her lips to mine greedily. I'd intended to go back down, but if my fingers were getting her there, I'd give her what she asked for. After another moment, she broke the kiss for air, her breathing ragged.

"Fuck, please, please," she begged me. "Keep going, keep going, fuck, I'm cumming!" she nearly shouted, bucking wildly. Her hand wrapped around my forearm to hold me in place as she lost herself in the throes of what seemed like a pretty powerful orgasm.

"Is that what you needed today?" I whispered as she came down. With a soft smile in the dim light, she nodded.

"I'm totally satisfied, Charlie. I can't stay up all night, though, so I want you to use my body now, however you need to, and then we'll get some sleep," she offered contentedly.

"I'll be quick for you," I said with a wink, and I guided her to roll onto her stomach. Her round bubble butt waited for me proudly as I straddled her, my cock resting in the valley of her cheeks. I slowly moved to slide the tip down her crack, stopping momentarily on the edge of her puckered rosebud.

"What are you thinking about, Charlie?" Anna asked flirtatiously, continuing our previous hints at anal sex.

"Same thing you're thinking about, gorgeous," I replied. I started to slide my cock closer to her pussy.

"Oh good, because I was thinking about your big cock fucking me in the ass," she said mischievously. "Maybe someday soon," she said teasingly, and wriggled her butt side to side as my cock head nestled against her nether lips. "Until then, fuck my pussy, Charlie. Use me until you fill me, alright?"

There's not a man on the planet who could turn down such an offer from such a woman. I pushed forward, sinking my length into her soaked canal while she groaned in approval.

"Fuck me, Charlie," she encouraged. I smacked her ass and then lowered my arms to the bed on either side of her for leverage, then started to slide back and forth, building speed quickly. There were times when I'd prefer to draw it out, but given how exhausted I was, how she needed to sleep, and the fact that she was practically begging me to rail her as hard as I needed to, this wasn't one of them.

The sounds of my hips slapping against her perfect ass filled the room as I took her. My cock was in control, driving into her as her walls squeezed me and she moaned softly with each thrust.

"I'm so glad you came over and fucked me tonight," she said between breaths, her voice wavering as I pounded into her tight pussy. "I needed your dick so bad, Charlie. Keep fucking me, it feels so fucking good," she whined.

Her ass cheeks recoiled as I kept up the pace, bouncing enticingly as I stretched her out. Waves of pleasure threatened to overtake me almost immediately, and I let myself go, pumping into her with abandon. It didn't take long for me to reach the edge with her body as my muse.

"I'm close," I said as my balls churned, demanding release.

"Cum for me, Charlie," she breathed. "Use my pussy to cum." As if I was waiting for permission, my cock spasmed and fired off the first shot inside her as soon as she spoke. I slammed home, groaning loudly and depositing the rest of my load deep inside her quivering tunnel. As soon as I was finished, Anna smiled at me sideways from the bed.

"Can I get my beauty rest now without you trying to fuck me again?" she asked, feigning exasperation. I laughed and nodded. My hand slapped her ass again, which made her giggle, and I rolled off her, laying down to catch my breath. Anna kissed me on the cheek and whispered in my ear.

"Goodnight, Prince Charming," she said sweetly and rolled over to pass out again. When my legs decided to work, I stood and walked to the chair to shut off my phone light before joining her in bed once again.

***

The bed shifted a few hours later as Anna stood up to get ready for the second day of her pajama modeling shoot. I awoke groggily, and she kissed me and told me to go back to bed, that it was only 4:30 in the morning. Knowing wisdom when I heard it, I nodded and rolled over to pass out again. I have a vague memory of Anna kissing me again when she left, but that would have been before six, so I was left to continue sleeping in her bed.

***

The sun was already in the sky, streaming through the blinds, when I finally awoke. It was after ten. I rolled out of bed and went to the bathroom before sending Anna a good morning text. My stomach rumbled rather rudely, and I remembered Anna had bought me Pop-Tarts so I could have my usual breakfast. Remembering that I hadn't brought clothes into the bedroom, I opened the door to find my boxers.

The hallway was empty. Huh, I thought. She must have cleaned up my clothes. Wondering where she'd put them, I wandered down the hall. The laundry room door was open, and I stepped in to find my shirt, socks, and boxers in the washing machine, soaking wet. Switching them to the dryer, I wondered where my suit was -- it didn't appear to be there at all. I remembered hanging it downstairs and walked down the steps. It wasn't on the railing or the couch.

Figuring she'd be on break soon and I could ask her, I walked naked into the kitchen to make some coffee and grab food. As I rounded the corner, I came face to face with her camera standing on a tripod, pointed toward me with the red recording light on. I covered my dick as best I could and noticed a post-it note on top of the camera.

"Nice dick, Charlie," she'd written, and drawn a smiley face. I chuckled and uncovered myself before reaching to turn off the camera. I was aware by now that my suit had been hidden on purpose. Well played, Anna. Giving up until she called me, I stood naked in the kitchen and waited for the coffee to brew and the toaster to pop.

***

Just as I finished breakfast, my phone rang.

"Hey, sexy," she teased after I said hello. "Did I get any good footage?" I laughed.

"If a shot of me looking confused with my dick hanging in the wind is good footage, then yes?" I replied. She cackled.

"Sorry, I thought of it when I saw your clothes everywhere. I hid your suit in the office, under the computer desk, in case you haven't found it yet. The clothes strewn everywhere were kind of hot. You were eager last night," she said with a giggle.

"I was, spent the whole second half of my shift thinking about you, and despite the first half of that time being about us and being happy together, eventually it turned dirty," I said back. She giggled again. "How's the shoot going?"

"Great! This warehouse is set up for fashion shoots, so they've got a bunch of fake half-rooms they can use that are pre-furnished. They're building a backlog of shots for me to post along with their posts, just like Riviera, and since my modeling page skews toward sexy, they're kind of tailoring the shots to that. So for each set, we take some normal pose ones, you know, me holding coffee, sitting on a couch, lying down, that kind of thing. Then we shoot some more suggestive angles. The photographers really like how my ass looks in these pajamas, I think," she laughed.

I felt a momentary surge of jealousy, but I stamped it out quickly, remembering that this was her job, and frankly, a lot of people liked how her ass looked -- she was making a living off it.

"Don't worry, Charlie, one of them is presumably a straight woman, and the guy is gay," she replied.

"I only hesitated because I was reminding myself not to be jealous," I said. "I should be able to tolerate a male photographer for a fashion shoot; it's not like you're filming for OnlyFans," I said out loud. Saying it made me realize it was true.

"Thanks, Charlie. When we film that stuff, if we do, you'll be my only photographer. Well, unless we bring a friend to film us, I suppose," she mused. I smiled. "We should make a tape soon, just for us. What do you think?"

"Sounds hot to me. Are we still on for this evening?" I asked.

"Of course," she replied. "Rest and get your energy up. I'll be home around three or four, and then you'll be very busy," she purred. My naked cock twitched.

"Deal," I said, looking forward to it. Anna and I spent a lot of time together and had a lot of sex, but we hadn't spent a long uninterrupted time in bed together in a few weeks. Thinking about that made me realize how much she spoiled me.

"Oh, by the way, I made some plans to celebrate your birthday on Saturday, is that alright?" she asked.

"Of course, what are we doing?" I asked.

"Don't you worry your pretty little head about it," she joked.

"Fine. You don't have to go all out, you know," I said, never a fan of wanting people to spend too much money or effort on me.

"Yes, I do, for a couple of reasons. First, I love you. And second, because I want to establish a pattern of going big for birthdays before mine gets here in September," she said with mirth in her voice. I laughed with her.

"Alright, I accept. Can't wait to spend it with you," I said.

"Yours or mine?" she teased.

"Yours and mine, every year from here on out," I said, trying to be romantic.

"That sounds nice," she purred. Her voice changed a second later. "Oh, sorry, Charlie, I have to run. Back to work. I'll see you soon. Oh, and your swimsuits are in the laundry room, bottom shelf on the left side, if you don't want to wear your full work suit while you hang around all day. And you can use the computer, the password is my birthday. And you know where the TV is, and there's the pool," she rattled off. I cut her off.

"Go ahead, Anna, I'll be fine hanging around. Don't worry about me, I'll get your furniture signed for. I love you.

"Thanks, Charlie, love you too, see you soon!" she said and hung up.

***

Not having a plan for the rest of the day, I decided to go for a swim. Treating it like a workout, I went hard until I was tired, then climbed out and rested in a pool chair in the warm noon sun. I was going to go shower, but decided to wait until the bed was delivered so I wasn't missing when they arrived.

It didn't take long. I'd gone upstairs and changed from the wet suit into a dry suit to wear like shorts all day, and as I was coming down the stairs, the doorbell rang.

An older guy with a gruff voice was waiting for me when I opened it; I confirmed the delivery and directed them to bring it around the house while I went to open the gate. Anna had already cleared the spot for it in between her pergola and pool, and I simply showed them where to put it. Realizing I should probably tip them, I pulled some cash out of my wallet and handed it off with a thanks. Anna would probably try to cover it, but that was probably the least I could do when I started to think about how much fun Anna and I would have in the new outdoor bed.

The daybed was made of some kind of weather-safe material designed to look like wicker and had a presumably waterproof mattress with blue and white stripes on top of it. A retractable sunshade sat at one end. It was a nice piece of furniture that upped the visual appeal of her pool area, and knowing my girlfriend as well as I did, it would probably find some use today. I grinned at the thought before heading inside to take a shower.

***

I was resting on the couch with a blanket instead of a shirt to keep me warm in the air conditioning, watching the original Iron Man on television, when I heard the garage door opening. A few moments later, there was a rough knock at the door. I stood and walked over to open it.

Anna pressed past me, wearing yoga pants and a t-shirt and carrying a large cardboard box, before setting it down inside and turning to kiss me. I returned the kiss, which was quick because Anna was excited.

"Is it here?" she asked. "How does it look? Also, nice abs," she added, running a finger down my midsection while waiting for my response.

"It is. Go have a look," I said. She grabbed my hand and pulled me towards the back door with her. As soon as we stepped out, she squealed with excitement and ran over to jump on the bed. I followed, smiling at her antics.

"Oh, that is nice. This is going to be so much more comfortable than the deck chairs to lie out on. And we are going to have so much sex out here," she teased excitedly. I laughed.

"Very much looking forward to it," I said with a grin.

"I'll bet. And I've got something else to show you," she said, hopping back up and dragging me back inside. She led me over to the cardboard box, which was closed by folding down the flaps, and opened it. All I saw were a lot of opaque white bags made of some kind of paper. "It's Sweet Cheeks outfits," she said happily. "For me to post in! And just to keep." She slid behind me, wrapping her arms around my midsection and standing on her toes to whisper in my ear.

"There's got to be a lingerie set in there for every single day of the month," she breathed in my ear, "and you're going to get to fuck me in all of them." As she spoke, her hands began to toy with the waistband of the swim trunks I had on, untying the strings. Her body pressed into my back, and when she loosened the shorts, her right hand slipped under the band and found my thickening shaft. I let her toy with it for a moment before I turned to face her and leaned in to kiss her on her full lips.

We made out for a minute, my hands roaming her back and occasionally squeezing her plump butt through her leggings. Her hands, meanwhile, slid back to my cock and pulled it out of my shorts, tucking the waistband under my balls to keep it at bay. Then she started to slowly pump her hand up and down my length, grinning into our kiss as I groaned and wobbled a bit on my feet.

"Are you excited for the marathon session you promised me?" she asked after breaking apart for air. I nodded eagerly. Suddenly, she stopped stroking me and slid my waistband back up, giggling when it snapped back into place with a few inches of my erection still poking out on top. I was confused. "You should be, but you're going to have to wait a bit longer," she winked. I was still confused. "What? I didn't know I was going to come home with a box of sexy lingerie. I'm going to find a good one to put on. Go back to your movie," Anna whispered and kissed me again before picking up her box and carrying it off. I watched her sexy ass sway while she walked, and she turned her head back to wink and blow me a kiss as she disappeared into the hallway.

***

Iron Man ended, and the credits were rolling when I heard Anna click-clacking into the room. This moment felt familiar; the last time I'd been seated on the couch and heard her heels on the floor behind me, it had led to the greatest blowjob of my life, which we'd filmed and saved for future use. Like Pavlov's cock, my manhood started to swell again.

Anna rounded the corner around the couch, and I was immediately taken in by her beauty again. She'd taken the time to doll herself up; she looked amazing without makeup, but with the makeup she'd just put on, she looked like a goddess, almost unreal in her allure.

Her leggings and t-shirt had been shed and replaced with a set of matching lingerie in light blue, with small purple and pink butterflies embroidered into the lace. The colors contrasted nicely with her lightly tanned skin. The cups of her bra, in addition to doing the lord's work and lifting her full breasts high on her chest, were made of a see-through material, and I could see her sexy pink nipples under the fabric.

A matching garter belt, with more little butterflies front and center on the lace, wrapped around the smallest part of her waist, emphasizing the flare of her sexy hips. The panties beneath the belt were also made of the same see-through fabric, and my eyes feasted on the sight of her pussy lips pressed against the material, a single butterfly floating a quarter-inch to the left of her slit. Transparent, light blue stockings stopped mid-thigh, clasped to the straps of her belt. My eyes feasted on her gorgeous body, leaving me speechless for a long moment.

"Earth to Charlie," Anna giggled after a while. "I didn't break you, did I?" she asked with a huge smile on her face, her brilliantly white teeth shining in the light.

"You are the single most attractive woman that has ever walked this earth," I finally responded. She almost blushed.

"Thank you," she said, her eyes twinkling. "I take it you like it? It's nice, feels very high-quality." My senses slowly came back to me as she started talking, and I nodded.

"I don't think you can post in it, though, Anna," I said skeptically. "I can see everything," I added, "which I'm loving, but I don't think Instagram allows that."

"Oh, don't worry, they gave me a bunch of covers for the see-through stuff. Pasties in my skin tone that I can wear under it. I figured you'd rather see it without them, though," she laughed. I stood and stepped closer to her.

"Good guess," I said, and my lips met hers. I wrapped my arms around her back, and she melted into me, kissing me back with a slow intensity. My tongue found hers, and my hands held her bare skin to my body as we explored each other's mouths. Finally, we had to choose between breaking off the kiss or suffocating, so we broke it off.

"Let's go out to the backyard," she said with a smile, and I nodded. The daybed wasn't going to break itself in, after all. By now, it was around four in the afternoon, and the sun was still shining brightly, the air still warm with the heat of the day. Anna led the way, deliberately putting one foot in front of the other in her heels. Between her gait and the design of the lingerie she'd chosen, her ass looked huge relative to her waist, perfectly round and inviting and I wanted nothing more than to bend her over right then and there.

Instead, I just watched her walk, lust clouding my thoughts. When she arrived at the new daybed, she leaned forward and crawled slowly onto it, her ass in the air just begging me to take her. Then she turned and rolled into a seated position before pulling her legs up to her chest, her hips flaring out enticingly.

"Do you remember the last time I got all dressed up for you?" she asked coyly. I nodded. Of course I did. She smiled, then lay back onto her elbows and spread her legs wide, the exaggerated maneuver driving me insane. "My turn," she said with a hungry look and waited, thighs apart. I slowly walked between her legs and knelt on the ground next to the bed.

"I love you, Anna," I said passionately, and then lowered my lips to her clothed mound and kissed her slit through the fabric.

***

I was slow walking this one, and it was worth every second. For around ten minutes now I'd been lazily eating her pussy, never allowing her to cum, just holding her in the throes of desire. Her back was arched, her elbows having collapsed earlier.

"Fucckkkk, Charlie," she moaned, loving every minute of it. "Your tongue is so good. Please let me cum soon, please, I'll be such a good girl for you if you do." I took the fact that she was still coherent enough to make dirty promises rather than just moan in pleasure to mean that I needed to ramp it up just a bit.

My lips suckled gently on her clit, and I slid a finger into her tight, wet hole. She shook, groaning loudly.

"Shhh," I reminded her as my finger continued to stroke her walls. "You have a walled-in yard, but it's not soundproof," I said quietly.

"I know. It feels so good, though," she whined softly. I smirked and went back to tonguing her little nub, sending another wave through her body. Her hands held her thighs back below the knee, giving me open access to her intimate areas. I decided to take advantage.

With my other hand, I ran a finger into the cleft of her ass and rubbed it against her rear hole. She shuddered when I did.

"Please," she groaned as I continued to tease her ass. "Finger my ass, Charlie," she breathed. Her pussy was dripping with her arousal and my saliva, and using that as lube, I coated my finger and then pressed against her knot. She bucked slightly as her body parted to let in the intruder, and groaned as my tongue slid across her clit at the same moment.

Without stopping, I took a moment to appreciate the situation. I was on my knees in Anna's backyard, licking the love of my life, who also happened to be the most beautiful woman I'd ever seen, while she wore the sexiest lingerie known to man. I had a finger in her pussy and another in her ass, and she was grinding against me, desperately chasing her orgasm as I drove her wild. I was as hard as a rock watching her and listening to the whining moans she was making.

Once I began to finger-fuck both of her holes at the same time, it was over for her. She bucked against me, urging me on.

"Fuck, Charlie, I'm gonna cum. Oh, yes, right there, fuck, so close, so close, don't stop, I'm cumming, I'm cumming, I'm cumming!" she declared rapidly. Her muscles squeezed me, holding both of my digits in place as she erupted and her body jerked wildly against my mouth.

"That might have been the hardest you've ever made me cum," she finally whispered, possibly suddenly conscious of the fact that she had neighbors again. "Oh my god, I'm still tingling," she added in awe.

"Glad to be of service," I said, catching my breath. I picked up the long-discarded panties from her set and tossed them onto a chair before climbing on the daybed to lie next to her while she recovered.

A few long moments passed, and Anna turned to look at me with a serious expression. Her hand came up and rested on my chest, and her fingers traced lines between my muscles.

"I love you, Charlie. I do. I know the last few days, it seems all I can think about is sex, so I just want you to know you are so much more than that to me," she said nervously. I met her gaze.

"I know that, Anna. And I get it. You make me unbelievably horny all the time, but if we were both paralyzed, I'd want my chair rolled up next to yours every day." She giggled.

"Thanks for that, Charlie. I don't know why I've been so turned on the last couple of days, and I didn't want you to think I was only after you for the sex," she said. I held back a laugh.

"I think we're way past that, Anna," I said with a smile. She grinned back as some of her nervousness disappeared.

"You're right. I think maybe I was just nervous because we haven't had much time together just us recently, and every moment we have had has turned into some admittedly very hot sex. I still want that marathon today, but maybe we could spend tomorrow evening just relaxing together?" she asked.

"Sold. I promise that no matter what, no matter how hard you ask and whine and beg, my dick is off the table for you tomorrow," I said jokingly.

"I wouldn't go that far, Charlie," she smiled at me. "I'll still need a little nightcap, I bet." I grinned.

"Alright, marathon date night and then just a little bit of dick for you," I replied teasingly.

"No offense, Charlie, but I don't think you're capable of giving just a little bit of dick," she said seductively, her hand sliding down to rub me through my shorts.

"Fine, a lot of dick for a short while," I chuckled.

"Sounds perfect. But tomorrow is tomorrow, and today is today," she purred. "And today, I want to know what I can do to make you feel good after you just made me cum my brains out."

***

"Ungh," I groaned. Her warm, wet pussy squeezed my cock as she bounced her ass for me. I was lying on my back on her new daybed in the golden evening sun, enjoying the feel of her body immensely.

Anna had started by kneeling perpendicular to me and practically inhaling my cock. Her heavenly mouth had worked me for a few minutes, bringing me to maximum hardness and coating me with her spit, which she'd used as lube to stroke me simultaneously.

After she'd had her fill, Anna rotated, staying on her knees, and arched her back invitingly. I'd taken her up on it, kneeling behind her and sliding my now throbbing erection into her soaked pussy.

She was still wearing the lingerie set, sans the thong, and the way her garter belt and straps framed her ass was positively hypnotizing. I fucked her slowly and rhythmically, because if I'd picked up the pace at all she would have had a pussy full of cum within seconds; I was appreciating the view too much.

"Mmm, does my ass look nice, Charlie?" she'd asked, already knowing the answer.

"Like it was sculpted by the gods themselves," I'd replied, and I squeezed her right cheek while I continued to pump into her warm hole. She'd moaned happily.

After a while longer, Anna had pulled off and rotated on the spot before sucking me into her mouth again. I'd moaned gratefully, appreciating the chance to calm down a bit instead of finishing too soon. Her eyes locked onto mine as I watched her tasting herself on my length. Anna was the sexiest woman alive.

And now, here I was, lying on my back, watching her ass jiggle as it rose and fell on my cock while she rode me in reverse cowgirl.

"You haven't cum yet," I grunted, wondering what I could do to get her there. She turned her head back and smiled.

"That opener was really good for me, like really good, I think I need a bit more time before I'll cum again, so this is just for you," she said softly. Her ass kept bouncing and her pussy kept milking me, begging me to surrender my load. I grabbed her ass and kneaded it as I pulled down harder onto my shaft.

"How do you want it?" I asked.

"Mmm, I still want that facial, but maybe let's save that for another time so you'll still want to kiss me the rest of the night," she giggled. "Do you want to cum on my sexy butt?" she asked, wriggling her cheeks on me with a smile.

"Well, of course I do, now," I said jokingly. She giggled.

"Just tell me when, and I'll slide forward for you," she said and picked up her pace, riding me faster. My balls were already feeling quite full, and the way she moved, I knew I only had a bit longer. After another minute or so I couldn't take it anymore and double tapped her ass cheek.

"Now," I said, and she slid forward off my cock, leaving me right between her cheeks. I grabbed my shaft and pumped a couple times, and the first rope escaped me, landing on top of her cheek and lewdly dripping down. My cock kept cumming, painting the top of her ass. Anna flexed her cheeks in turn as I emptied myself onto them, giggling as she did.

"Mmm, that was a lot," she said with a happy grin. I groaned softly as the last dregs left me, then lay back on the daybed. Anna slid off my legs, careful to rotate onto her stomach next to me to avoid getting my cum all over the bed, and reached her neck up to kiss me. In the light of the slowly falling sun, we made out softly and tenderly, lovingly and unhurriedly.

***

"How's your dinner?" Anna asked over her glass of wine. We were sitting at her table on the patio; other than cleaning herself of my semen with a towel, neither of us had bothered to change our attire while Anna whipped up a quick pasta with store-bought pesto and cherry tomatoes. Watching her naked ass bustling about the kitchen while she cooked was quite a treat. I was still totally naked, and Anna was in her light blue lingerie sans panties, and we were eating a casual dinner, fueling up for what we both knew was going to be an energetic evening.

"Great," I answered honestly.

"Could be better," she said, critical of her work. "I could do better; I can make a way better pesto from scratch, but I didn't have the ingredients. I still haven't had a chance to cook a full meal for you like I promised. How about tomorrow?"

"It's a date. And I'm not useless in a kitchen; I can help out," I said, and she grinned.

"Nobody wants toaster pastries for dinner, Charlie," she teased. I laughed.

"I can cook, Anna, I don't live on Pop-Tarts," I said back. She smiled at my exasperated reply.

"I'm sure you can, but this one will be just me, for you, alright?" she asked seriously. "Let me be the portrait of a perfect girlfriend for the evening," she added.

"You passed perfect a long time ago," I replied. Anna blushed a little.

"Thanks, but I mean it. I want to."

"Alright, alright, I'm in," I said, and she reached out to rub my hand on the table. We finished eating, trading the occasional glance or smile as we ate our last bites.

"All done?" she asked. I nodded, and she grinned, a hint of lust returning to her eyes. "Good. You did promise me the whole evening of debauchery, right?" I nodded again, smiling at her, before she asked to get started. "Let me suck you hard again?"

***

The next few hours were amazing, and somehow mostly a blur with how much sex we had. After Anna got me hard in her mouth again, and then kept me there for a while longer, she'd led me to the daybed again and lay on her back, urging me inside her. When she'd cum from me thrusting away at her, she'd flipped onto her stomach. I'd straddled her and pumped away while she reached under herself and rubbed her clit until she came again. Then she'd dropped to her knees and happily swallowed my second load of the evening. Somewhere during that session, her bra had disappeared, and her makeup had smudged a bit, which somehow made her look even hotter.

After a short rest, lying down together on the daybed ("This was the greatest investment of all time," she'd joked) she'd begun playing with my cock again, slowly coaxing me back while we kissed and gently caressed each other. The sun was setting, which meant it was probably around 8 o'clock. I'd slid my hand between her thighs -- unlike the lazy, unhurried handjob I'd been enjoying, I was very much aiming to ramp things up with her.

Listening to Anna moan was one of the great pleasures in my life, and I had loved every moment of the next few minutes as I strummed my fingers over her pussy, hitting all her buttons one after another. My girlfriend's eyes had rolled back in her head, and she'd grabbed onto my arm like she was hanging onto a tree branch for dear life while she'd exploded violently next to me.

To give herself a break, Anna had then dropped to her knees again, only this time it was to slide my cock between her sexy tits. With a wink, she'd spit into her cleavage and begun jerking me off with her chest, smiling her brilliant smile as she watched me writhe under the onslaught of soft flesh wrapped around my cock. Her efforts paid off as my third load erupted onto her breasts while she squeezed every last drop out.

Now, we lay resting under the stars, our bodies heaving slightly from the exertion. I finally broke the comfortable silence that had fallen over us as we basked in the aftermath of our combined pleasure.

"I love you," I breathed softly. My mind was finally returning to clarity after the lust-induced fog cleared. All I kept imagining was the ring I'd bought sliding onto her finger.

"I love you, Prince Charming. I was thinking, for the next round -" she started, before I turned to her, amused. She paused and giggled, then continued. "Will you take me to bed and make love to me?"

"I need a bit to recharge," I said, "but I would love to." She smiled and turned her body to me, lying with her head on my chest and her arm around me. Her leg swung over mine, resting against my softened manhood. For a while, I just rested, feeling her body against mine and listening to her breath.

It didn't last forever. Eventually, I felt her leg begin to move, slowly rubbing my dick with her thigh. Almost unbelievably, I began to swell again. My balls still had a dull ache from cumming three times in the last few hours and probably would have been satisfied for the evening, but my cock hadn't gotten the memo. Anna lifted and turned to face me, smiling mischievously as my length grew against her sexy leg.

"You're insatiable, you know that?" I said with a laugh. Her smile only grew before she responded.

"You do this to me. I told you, I was never this horny until I met you. I think it's a combination of how I feel about you and how good you make me feel when you're inside me," she insisted. Her leg kept moving, my now mostly hard cock bouncing as she bumped against it. I was struck by a moment of inspiration.

Without saying anything, I rose and moved below her on the bed. Using my hands to spread her legs, still clad in the blue stockings and garter belt, I lined my cock up with her swollen pink pussy and pressed inside. Anna moaned happily as I stretched her out, claiming her once again. Once I buried my length to the hilt inside her, I lowered my body to hers and wrapped my arms around her.

"Grab on," I whispered, and she obliged, wrapping her toned legs around my hips and her arms around my neck. I lifted her and stood, before walking towards the door with Anna's sexy body still impaled on my cock. Her head leaned contentedly against my shoulder, and her light brown hair cascaded down her back.

I opened the door and carried her inside. From there, it was a quick journey down the hall, up the stairs, and to her bedroom. The moment we were in her room, I moved to lie her down on the bed.

"Hold on just a sec, Charlie," she whispered. I stopped. Anna began to move, tentatively at first, but soon gained a feel for her position and grew more confident. Using her thighs as leverage against my sides, she began to flex her hips back and forth, sliding a couple inches of my cock in and out of her pussy. I groaned appreciatively. "How's that feel?" she asked quietly in my ear.

"Amazing," I whispered back and kissed her neck just below her ear. She continued to move like that for a little while, increasing the heat that was already growing between us.

"Mmmm, that's nice," Anna breathed as she ground herself against me, her body suspended in the air against my chest. "I want you on top, okay, Charlie? Take me. Make love to me," she continued. I stepped to the bed and lay her down, reluctantly pulling out to allow her to arrange herself. Climbing up after her, I positioned myself between her spread thighs and looked down into her eyes lovingly.

"Charlie, I want you to know that I'm yours. No matter what," she said sincerely, happy tears forming in the corners of her eyes. "I am deeply in love with you, and no matter where my life goes, I want you to be a part of it. This last month has been amazing, and I never want to be without you again," she continued. I was touched, and somehow also a little annoyed that she was saying the things I had intended to say in my proposal before I could. I bent down and kissed her, but she quickly pulled away. "Get inside me, Charlie. Then you can kiss me all you like," she insisted.

I shifted slightly on the bed for leverage, then slid the tip of my cock into position and once again entered her. Her soft, velvety walls stretched to welcome me, her wetness allowing me to slide in in one stroke. Her back arched, and she sighed happily as I penetrated her and filled her canal with my thick cock.

Without waiting, I lowered myself to her, our lips meeting urgently. Despite our repeated coupling tonight, our need was self-evident, and while I began to slowly and measuredly slide back and forth within her, our kiss showed no such reserve. We hungrily feasted on each other, trading feelings of love as easily as our saliva.

I moved my hips in a grinding motion, making sure to put pressure on her clit while I took her. She did not attempt to stop our kiss as I made love to her, and I wouldn't have had it any other way. Other than the occasional break for air, we didn't stop at all. My movements had awakened her body, and after a minute, I was no longer the only one concerned with her pleasure. As I ground my pelvis against her, she began to move her hips in contrast to mine, rolling them against me, savoring the pressure.

"Ngh," I grunted after one particular stroke that sent a wave of pleasure through me.

"Mmm, just like that," Anna managed to say without ever fully breaking our lip-lock. With her encouragement, I maintained my efforts, driving both of our bodies forward toward the edge. Her feet pressed into the top of my glutes, pulling me inside her on each stroke. I was surprised with how quickly I was almost ready to cum again.

"Getting closer," I broke off to whisper.

"Me too," she moaned softly. "Just give me another minute, and then cum, I'll be right with you," she whispered.

That minute she wanted was excruciating. I kept pumping into her, desperate to help her get there, even as her internal muscles squeezed me as if trying to make sure I wouldn't last that long. She almost succeeded, more than once, as I rode on the edge. Fortunately for her, she'd been right, and as I kept going, I noticed the changes in her.

Anna's breathing had grown erratic. She issued a series of small moans as I continued to make love to her, her body constantly tensing. My balls held on to their contents with much difficulty, but my reward wasn't far off.

All at once, Anna threw her head back. Her hands gripped my back, and her legs wrapped tightly around my waist. Her mouth was frozen in a silent scream, but just before she released, I beat her to the punch. My cock erupted deep inside her, filling her with everything I had left in the tank.

Before my second shot, Anna let out a sound between a scream and a moan and tensed up, shaking with pleasure as she let go of that tension. Just like that, we were both cumming at the same time, her body squeezing me rhythmically as I emptied my balls within her pulsing tunnel. I fell into a daze from the force of my fourth orgasm of the evening, and when it was over, I must have fallen off of her, because when I came to my senses a short while later, I was lying next to her, breathing heavily.

"How is it that every single time we have sex, it's the best sex I've ever had?" Anna asked me between breaths, sounding well and truly exhausted.

"I have no idea, but I love every minute of it," I replied, my voice wavering as I spoke.

"That was so much fun," Anna giggled. I reached over and slid my arm under her, then pulled her to me.

"I've got about 30 seconds of awake time left in me," I said, tired and drowsy. "So listen carefully when I tell you that however much you love me, I love you more than that," I whispered tiredly. Anna smiled and rolled her eyes.

"I doubt that, Charlie," she said before leaning over to kiss me. "Thank you for an amazing evening. I'll see you in the morning." Not five seconds later, I was asleep.

Author's note: Thank you to everyone who's enjoying this story. I'm getting closer to what I'm considering the end of the first arc of the story, and I am so grateful for all of you for sticking with me (and a special thanks to a few of you who have even influenced the story's direction with a well-timed comment as I was working through my plans). While the first arc is coming to a close in a few more chapters, have no fear - I am far from being done with Anna and Charlie and their friends, whom I've come to hold quite dear, and have already started plotting the next part of their story.

As always, your follows, reviews, comments, and feedback are greatly appreciated and extremely meaningful to an amateur writer like myself. Please let me know what you think and even what you'd like to see happen - if a request doesn't break my overall plot, you never know - you might get your wish. Thanks again to all of you for sticking with me through this journey.

-Royal