A Model Romance Ch. 14

I woke up to the sound of Anna's alarm, slowly rousing from deep sleep to reach over and shut it off. I didn't know if I'd ever have a better night's sleep -- spending hours having energetic sex with the beautiful love of my life had proven to be quite the soporific. As I shook off the haze of sleep, I felt well-rested and content despite the early hour.

The previously mentioned beautiful woman, Anna, was lying in bed next to me, stirring from her alarm but in no hurry to wake up. Her tawny brown hair was strewn across her pillow, framing her peaceful face. Her eyes, a piercing blue when open, remained stubbornly closed, and her lips parted slightly, almost invitingly. The comforter shifted when I rolled and reached over her to turn off her phone, and when I looked back at her, I saw the familiar swell of her full breast exposed, capped by an enticing pink nipple that was rapidly hardening in the cool morning air.

Unfortunately for me and the equally rapidly hardening length between my thighs, I knew she hadn't given us time for any extra-curricular activities this morning when she set her alarm. Anna was working all week on photoshoots for a pajama and lingerie company; as a model-slash-influencer, she made most of her income from her successful (and for now, still mostly tasteful) OnlyFans account, but still maintained a fairly popular Disney influencer model page and worked normal, somewhat mainstream modeling gigs as long as they could help her extend her subscriber base.

Given the lack of any real light streaming around her blinds, I could see why Anna wasn't eager to wake, but work being work, she didn't have much of a choice. I leaned in, brushing my lips gently across hers, and kissed her. It didn't take more than a second for her to kiss me back, but when I lifted my lips from hers, her eyes remained closed. I rolled my eyes, turned on the lamp on her nightstand, and grinned before pinching her perfect nipple.

"Alright, I'm up," she laughed, playfully swatting my hand away.

"I was going for a more 'Sleeping Beauty' awakening, but it didn't work. I don't recall anybody needing to grope her breasts to wake her, but maybe that's just the Disney version, they're always sugarcoating things," I joked. Anna grinned as she blinked her eyes open.

"Probably not, but now I'm wondering if there's a smut version. I'll search for it later," she said thoughtfully, before giggling when I stared at her. "What?" she asked. "Could be hot. What if it's his dick touching her lips that wakes her? Oh, you should wake me like that tomorrow!"

"At least you have a career in young adult romance novels if this whole modeling thing doesn't work out," I quipped back, ignoring her attempts to get me even harder, even though I knew she wasn't just teasing.

"Mmhmm. You know you didn't have to wake up, right? It's not even five in the morning yet," she said softly as she grew more aware of the situation.

"I do, but you did let your alarm run for a while," I said with a raised eyebrow, and she grinned sheepishly back at me, "and I wanted to see you before work anyway. Can you get ready quickly enough for a Starbucks run on the way? My treat," I offered. Anna's nose crinkled cutely as she smiled at me.

"For a free macchiato? Duh," she said, and whipped the blankets off theatrically, before swinging her legs off the bed. Anna stood, her gorgeous, naked body positively radiant in the soft light of the nightstand lamp. Without a word, she headed towards the walk-in closet, which led to her master bathroom. "Stare as much as you like," she said, sounding amused and continuing our running joke that I was always watching her butt as she walked away. Alright, I guess not so much a joke as a simple reality that she teased me about, given that I was staring. The round and toned globes of her ass were simply impossible to ignore; Anna was a stunning woman in every possible way.

When she disappeared, I stood and followed her, my not-quite-fully-erect manhood leading the way to join her in the shower. It truly was a shame we didn't have more time this morning.

***

After a quick Starbucks stop with Anna, who looked stunning even without makeup (she'd get it done professionally at her shoot today) and wearing a pair of baggy jeans and a baggier sweatshirt, I kissed her goodbye and headed home to change into new work clothes. My half-finished coffee was still warm as I got home to my apartment. After changing, I filled an overnight bag for the planned stay-home date at Anna's place tonight and grabbed a Pop-Tart out of my pantry, then headed to work.

Pulling into the lot an hour before I even needed to be there, I thought about what training I still needed to do with Becky, the manager who was replacing me at my old hotel. I was there for the entire day today to make up for the night shifts I'd worked at my new hotel, the Global Gateway, earlier in the week. I was still splitting my time training Becky and being trained to replace Rick, the current general manager of the Gateway, until the end of the week -- three more workdays remained before I took over as the next GM.

For that matter, there were three more days until my 30th birthday, which would also make me one of the youngest general managers to ever be handed a hotel the size of the Gateway. And four more days until, well, I tried not to think about how nervous I was feeling about that other thing. I knew it was the right decision, I just hoped I wasn't alone in knowing that. The small jewelry box in my nightstand at home held Anna's and my future in it, one way or another.

***

The day went smoothly. Wednesdays were rarely busy in Orlando. Most vacationers either came for a long weekend or stayed for a week or more, so check-ins midweek were not as common as on other days. Becky and I spent the day poring through my tasks, walking through responsibilities, and going over the scheduling software. On break, I checked my phone and found an image of Anna wearing yellow lingerie and biting her lip seductively towards her phone's camera, held aloft for the selfie. The yellow set she wore was not unlike the blue one she'd worn last night, and I had to shunt aside that memory lest I pitch a tent in the breakroom. A second image had followed, almost identical to the first except her free hand had pulled a cup down to expose her breast, and she was winking at the camera. Welp, too late, I thought wryly, and adjusted myself before anyone else could walk in.

The second half of the shift was much the same as the first, other than a minor issue involving a child spilling a good deal of juice in the hotel's entrance and leaving sticky orange footprints all the way to the elevator. I left feeling pretty good about Becky's preparedness to take over my old job in a couple of days.

***

"It's open," came Anna's reply through her video doorbell when I arrived at her place. I stepped inside and walked through to the kitchen, where I found her bustling around a meal she was preparing. From the ingredients scattered around her island, I gathered she was making an Asian dish of some kind. She was dressed in joggers and a tank top with a white apron over her clothes.

"Hey, beautiful," I said as I stepped up to her and gave her a quick kiss before she jumped back into slicing vegetables. "How was your shoot?"

"It was alright. Not a huge fan of the photographers, I don't like the angles and compositions they're using. Riviera's team knew how to make us look hot in their product, these two seem out of their league. It's like they were more suited to basic website product images rather than sexy modeling, if that makes sense," she explained as she sliced up some Bok Choy. Some unidentified meat, maybe ground pork, was sizzling in a skillet behind her.

"Maybe that's their goal?" I said. She shook her head.

"No, these are supposed to be the Instagram shots, and I've seen the ones Sweet Cheeks uses; these aren't in the same vein. I know these photographers aren't their regulars, just people who were available this week in Orlando."

"That sucks. Are you going to say something?" I asked.

"I'm not sure," she said, a flicker of insecurity crossing her pretty features. "I don't want to make trouble, but I also don't want to not get hired again because the photographers aren't good at this. The shots we did for the website for the pajamas were great, but the lingerie ones today just... they're not good. It looks like I'm trying to sell underwear at Walmart, not high-end lingerie."

"Do you need this job?" I asked her. She looked up at me, momentarily pausing the knife in her hand.

"I mean, not really? But it could push me up into the highest tier of earners on OnlyFans if it brings me enough subs. I don't know," she replied, looking vulnerable, her eyes scanning mine.

"I think you should say something. You were recruited by a part-owner who used to be a model, right? Maybe she'd understand. And if not, you're still making bank right now, and there will be more opportunities, yeah?" I put my arm around her shoulders, and she leaned into me, not saying anything for a long moment.

"I'll think about it," she finally replied, and went back to chopping. I kissed her forehead and then stepped back.

"So, do you need any help from me?" I offered.

"Nope. All taken care of. Could you just get a bottle out of the wine fridge and get glasses? This will be ready soon," she said, her confidence having returned to discuss her cooking, and turned past me to stir the meat, adding some sauces as she went.

***

"So, Charlie, you're going to start your new job next week. Are you ready?" she asked me over dinner, which turned out to be some rice bowls with pork and sautéed vegetables, dripping in a spicy soy glaze.

"I think so. I've actually already made moves on my first initiative, and it's partially thanks to you," I said, teasing her without details. She smiled at me.

"What is it?" she asked, playing along.

"Well, I was thinking about your Disney influencer roots. Have you ever watched any of the park streamers or vloggers on YouTube?" I asked.

"I have. I like DisneyEatsBlog. I met one of their writers last year at Epcot, actually. He tried to ask me out, but I declined," she giggled.

"Does anybody meet you and not ask you out, though? You're amazing," I said, amusing myself by mentally patting myself on the back because I didn't get jealous of something that happened before she met me. She smiled mischievously at me.

"Rarely," she joked, "but it does happen."

"Well, anyway, Ms. Popular, I got to thinking. There are a few high-profile channels, including DEB, that do showcases of the Disney hotels, parks, rides, food, and such, and I thought, why not invite them to stay at our hotel? Maybe get them to put out reviews and recommend it as an off-property option, you know? Who would be better to market a hotel outside Disney World to than fans of Disney World? And I'm guessing it wouldn't be a huge expense to get most of them, I think they're mostly small operations."

"That's not a bad idea, Charlie. You'll be showing the bosses why they hired you in no time," she said, watching me with pride in her expression. "Want me to do one?"

"Eh, for now I think we'll just credit you for the inspiration, if that's alright. I'm not sure I want corporate thinking that I hired my girlfriend the first week on the job, and that's without your accounts linking to an OnlyFans, which unfortunately might be a little iffy for the corporate world. That's okay, right?" I said, worried that I'd offended her. Anna looked back, a slightly sad expression on her face.

"I get it, Charlie. I know what having an OnlyFans means. I made that trade-off willingly, and it's worked out well, but it still hurts a bit to be reminded of the missed opportunities, even if I don't need them," she explained. I offered her a sympathetic look.

"Maybe in a few years, if the program works, when your OnlyFans is behind you?" I offered.

"It's alright, Charlie, you don't need to offer me anything, I'm not upset at not getting a gig I found out about forty-seven seconds ago," she said, joking as she willed herself to grin. "Just a little sad knowing that I closed a lot of doors, and that if we escalate my content, a lot more will close."

"We?" I asked.

"Yeah, we. I told you, I'm with you for the long haul, and as long as we're together, you'll be helping me make those decisions. And also, because if we're being realistic, you'll be affected by that decision, too. Even if no one can prove it's you in any videos we make, they could recognize your girlfriend and assume it's you or assume that I'm shooting with other partners," she explained, "which could affect how your coworkers see you if they find out."

"I hadn't thought much about that," I said, finding myself mentally slapping my forehead.

"Yeah. Imagine how many potential HR issues you'd have when the women under you find out you're packing and want a piece for themselves," she said with a smirk. I rolled my eyes -- that wasn't exactly what I'd have to be concerned about. "So, this decision is on us, not just me anymore, not because I want you to make it with me like we talked about, but because we have to make it together," she said, turning serious once again.

"Alright," I said after a long silence. "So, pretending like that elephant isn't still in the room, what else is new with you?" I asked. Anna smiled sadly. She looked like she had more to say, but shook it off and looked thoughtful.

"Well, let's see. Sophia texted me today. Just catch up. Said to say hi to you. Michaela brought up visiting again. Would you be alright with her coming out in the next few weeks or so?" Anna asked me, looking innocent but knowing we both knew what that question meant -- the last time we'd seen Michaela had been for a several-round-long threesome. Anna was asking if I wanted a debaucherous weekend with her and another model.

"I might have to stock up on Gatorade and protein bars before that weekend, but I could be persuaded," I joked. Anna winked at me and took another bite before realizing she had more news. Her face lit up, but she had to finish chewing first, and I just chuckled.

"Oh," she finally gasped without breathing after swallowing. "Riviera reached out, they're planning the fall line shoot. Told me to keep the first week in August open, and they wanted to know if I had a passport, but said they were still deciding on a location. Will you be able to come with, like you did with the last one?" she asked hopefully.

"I'll probably be able to swing a few extra days off by then," I replied. Anna looked thrilled and got up to hug me.

"That's awesome. The group chat's been ablaze as everybody got the news. Daisy asked if you were going to come with again, and Michaela and Natalie both liked her question..." she said teasingly. I chuckled and shook my head. While nothing had happened between us and Daisy or Natalie, there had been a mildly flirty undertone throughout the shoot that I was certain Anna would be interested in pursuing if I were. Anna's eyes just twinkled happily as she sat back down. "I'm just saying, could be a fun weekend," she added, letting the possibilities hang over our dinner.

***

Anna was still interested in talking about my job. I didn't know if she was genuinely that interested or just trying not to talk about her shoot.

"So, what happens next, Charlie? Now that you'll be GM of the biggest hotel your company has, do you just hold that role until you retire? Is that your plan?" she asked curiously while we sat down on the couch. I was massaging her feet to repeated groans of delight.

"I don't know. It's a bit early to be considering the next goal, but it wouldn't be a bad deal. Sometimes I still wonder about taking over a Disney hotel, but this would be a great ending to a career for anybody in my position. I suppose there are corporate roles too, but I've never been interested in that sort of thing, I've always just wanted to run a hotel, boots on the ground, if that makes sense," I mused out loud.

"Well, I'm infinitely proud of you," she said, and leaned up to kiss me. "Ready for our quiet, restful movie night?" Anna asked when we broke it off.

"Of course. Though you still haven't told me what we're watching," I replied.

"Sure I did, a few weeks ago," she smiled coyly and pressed play on the remote, and a voice came over the speakers while the screen was black.

"The world has changed. I feel it in the water," said the female voice. Anna smiled at me as I recognized the opening of The Fellowship of the Ring.

"Nerd date, I'm in," I whispered, and she giggled, her eyes turned to the screen.

***

As Frodo and Sam set off towards Mordor together, Anna turned off the TV. It was getting late, since she'd picked the extended editions and we'd started the movie after seven in the evening.

"Thanks for nerding out with me," she said playfully. I chuckled.

"I think I should be thanking you. My past girlfriends only ever wanted to watch rom-coms. I love that you're a closeted nerd," I told her. She smiled, then hesitated.

"So, I'm ready to go to bed, and wouldn't mind fooling around first," she said, her hand grazing my bulge teasingly. "But I had something to ask you earlier, and I put it off. Regarding OnlyFans, remember how we said we'd take it one decision at a time?" she asked, her expression unreadable.

"Yeah," I said, inviting her to continue.

"Well, my friend Brittany wants to do a shoot next week, and so I have two questions that need resolving. First, are you alright with me shooting nudity with her?"

"I haven't met Brittany. Do you trust her?" I asked. Anna nodded.

"We've been friends for a couple of years. I met her through Angela, and they started shooting OnlyFans around the same time. Here," she said, and pulled up the picture she'd sent me of her and her friends at dinner the week we met. "She's the redhead next to Emily," Anna offered helpfully. Brittany was a pretty girl with pale skin and a shock of auburn hair. "We've shot together before, but not since before you and I started dating."

"If you're good with it, then I am," I told her, only feeling the slightest twinge of jealousy at the thought of her shooting with another naked woman.

"Thanks, Prince Charming," Anna said, and hesitated again. "So, the second part. In the last month or two, she's started getting a little... bolder... with her posts. Not outright porn, but about as close as you can get in the poses and facial expressions she does. You don't need to answer now, but we should probably decide if I need to tell her we need to tone it down, or if I escalate a bit and do a lewder shoot than I'm used to." I blew out my breath.

"Just let her know you can work together, but tell her we'll set limits before the shoot?" I asked, putting off an answer. The truth in the moment was, I was alright with her doing more than she did; her content was fairly tame at this point, mostly consisting of modeling shots with occasional nudity, or try-on videos where she changed in front of the camera in a non-sexual manner -- mild teasing compared to what a lot of popular models did. I just didn't know where the line was. I suppose if we were seriously considering releasing tapes of us together, a lewd shoot would likely come first. I just needed to think first.

"Thanks, Charlie. And remember, you have a veto on anything you're not comfortable with."

"I know. Thanks for the heads up. What have you decided to do about Sweet Cheeks, by the way?" I asked. Anna paused for a moment before answering.

"I'm going to see how the morning goes and call Cristina at lunch if it hasn't improved," she said confidently. "Thanks for helping me with that," she added. Her hand began creeping up my thigh, brushing against my swelling member as she got closer. "I'm horny but still tired from working all day after our long romp yesterday. Want to go sit in the tub and do hand stuff?" she asked with a grin. I didn't say anything, just stood and started walking towards the stairs, which got a giggle out of her. Her laugh would never cease to be my favorite sound in the world.

***

"Fuck," I groaned. She'd deliberately only half filled the tub, and her hand was currently pumping my throbbing erection above the water level while she sat next to me on the bench. My balls floated in the bath beneath her wrist, while splashing sounds filled the room as she hit the water on each downstroke. My hand was busy at the same time, held in place underwater by her squeezing thighs as I fingered her, driving her closer and closer to blissful oblivion.

"Unghh, right there," she moaned. Her right hand gripped my wrist just above her pussy while her left continued to stroke me. I followed her direction, keeping up the pressure on the specific spot within her tunnel that I was currently rubbing while my palm put pressure on her mound over her clit. She breathed harder, whimpering softly in my ear.

The handjob she'd been so enthusiastically providing moments earlier stalled as she started to lose control. Her hand squeezed me, but stopped stroking, and that was as good a signal as any that she was close. I turned my head towards her and whispered in her ear.

"That's it, I know you're close. Be a good girl and cum for me, Anna," I muttered urgently. She didn't respond, at least not with words. A guttural moan emerged from her chest, and she leaned her head back in pleasure, which had the delightful side effect of thrusting her prominent tits out while I kept up the very same motion that had put her in that state.

"Let it go. I want to watch you cum. I want to watch your sexy body lose control," I whispered urgently. Anna, who had initiated this whole act and had seemed so in control just minutes ago, seemed happy to follow orders. She shook as her orgasm ripped through her. My eyes flickered between her face, locked in the most gorgeous expression of physical pleasure I'd ever seen, and her tits, which bounced enticingly on her chest. My cock throbbed in her hand, but she was too out of it notice, her body still shaking with each wave of orgasmic pleasure.

I couldn't wait for her; even without her stroking, I was on the edge from watching her, in desperate need of release. Quickly, I stood up in the tub, facing her on the bench, and stroked my cock in her direction. Just as I approached release, Anna regained control of her faculties and reached up to rub my balls with a satisfied smile on her face.

"Cum on me, Charlie," she murmured, and like she had, I followed directions. I nearly lost my balance as my cock began to shoot its load onto my beautiful girlfriend. The first rope caught her chin, which made her smile even wider after she flinched briefly, and the rest painted her heaving chest with pearly white streaks. She continued to massage my balls while they emptied their contents on her perfect body.

"Fuck," I murmured when the last pulses had subsided and my dick arced out in front me, softening slowly. Anna giggled.

"That was fun," she said. "Bedtime?" Before I could answer, she leaned forward and kissed the tip of my tingling cock, then stood and led me out of the tub, grabbing a towel to wipe off with as she went. Our relationship wasn't exactly conventional, I reflected, but even excluding our unbelievably active sex life, I was a lucky man. I had no intention of ever leaving her side; I could only hope that when I made that abundantly clear on Sunday, she would agree.

***

Anna woke me up to kiss me goodbye in the morning. I wished her good luck with her dilemma, and she headed off to work, letting me fall back asleep for another hour. After showering and then having a coffee and a Pop-Tart in her kitchen, I too headed to work.

The morning went smoothly, as I was running out of things to teach Becky; she was at the point where she'd have to hit the ground running and call for help if she needed it, but I didn't think she would need it much, if at all. At lunchtime, I stepped out into the parking lot to drive to the Gateway for my own afternoon of training. Before I could get to my car, I noticed Anna parked next to it, sitting in her convertible with the top down and a weird look on her face.

"Hey, Anna, what's up?" I asked. She wasn't at work, so nothing good, I imagined.

"I called Cristina at lunch and told her the pictures they were getting were awful. She was apologetic and seemed understanding, but wanted to see their work before she made any decisions, so she shut the production down for the day and told me they'd be in touch. It was all very... I don't know, corporate? And not at all reassuring. Not sure what I'm supposed to think, so I came here hoping to see you while my mind is all over the place," she explained quickly, looking like she was on the verge of tears. "I don't want it to get out that I'm difficult to work with, I'm usually not at all, and I don't know if I made the right call."

"You stood up for yourself, and no matter what happens, I think that's always the right call," I told her, climbing into her passenger seat. Anna smiled softly at me despite her frazzled state.

"Will you just hold me for a minute?" she asked, showing a surprisingly vulnerable side of herself; Anna was usually the very portrait of confidence. I obliged her and wrapped my arm around her while she nestled into my shoulder. We sat quietly like that for a few minutes, while I tried to be the rock she needed.

"Thanks, Charlie," she whispered after a while. "You probably need to go, don't you?"

"I have a couple of minutes. And even if I didn't, if you needed me, I'd stay," I told her.

"Don't be ridiculous, you can't be late to your new job because I'm having a minor problem," she said, but I could tell she appreciated the sentiment.

"No problem of yours is minor to me. I'll burn down a goddamn pharmacy to get a couple Advil if you have a slight headache after they close for the evening," I declared dramatically. She laughed.

"I'd prefer you just Google a 24-hour pharmacy instead, but I appreciate it. Thanks for making me smile. Now go on, get to your job. One of us needs to be employed," she joked, ignoring the fact that she made my annual salary in a month.

"Oh, I forgot, this is your break! Here, Charlie," she said, and quickly pulled her top down, letting her tits out in the public parking lot briefly before covering up again. My head swung around to ensure no one else was around, and she laughed. "What? I was too late to send a picture," she said, shrugging, but her eyes twinkled. She might have been forcing confidence back, but maybe the fake-it-'til-you-make-it approach would pay off.

***

The second half of my day at the Gateway was a little busier. Rick took me through a bunch of the software the hotel used, and then, while my head was in a bit of a jumble, started taking me through some important vendor contracts.

By the time the day was finished, I was exhausted. I made my way to my car, yawning in the evening air. Once I was settled inside, I started the car and got on the road before calling Anna.

"Hey Charlie, what's up?" Anna asked.

"Not much, just tired, what's going on with you?"

"Just editing and posting. I got a dance video posted to Instagram a few minutes ago that I recorded with Natalie when we were in California. You should see the way her tits bounce, you'd be hypnotized," Anna said with a giggle.

"And you aren't?" I asked with a smirk, knowing my bisexual girlfriend.

"I didn't say I wasn't," she laughed. "And I got a set of photos ready from the shoot with Vanessa, hoping Riviera likes it, maybe I'll be able to get her that job."

"I'm sure she'll appreciate it," I said before yawning audibly.

"You sound exhausted," Anna remarked.

"Yeah, I was thinking about going home to rest, but I'd miss you, and I know you had a rough day. Want me to come over?" I offered. I knew she was still nervous about having contacted Cristina over the Sweet Cheeks shoot.

"Would you? We can just have another chill night, I'll order us dinner," she offered. I heard the hesitation in her voice, like she didn't want to press me but needed me to be there.

"Of course, let me just grab another overnight bag from home," I said. She responded thankfully, the relief in her voice evident. She must have been taking the open-ended pause on her shoot even harder than I thought.

***

I pulled up to Anna's house and knocked on the door; it wasn't long before she greeted me. She'd changed clothes into some Cinderella-themed leggings and a loose white T-shirt. As she moved, it became clear that she wasn't wearing a bra. I hadn't seen the blue leggings before, covered in carriages as they were, but when she turned around to lead me inside, I couldn't help but notice them doing some very interesting things to her ass. I had to remind myself I was there for support, not a booty call.

"Any word from Cristina yet?" I asked. Anna frowned and shook her head, looking a little frazzled still. "I'm sure it'll work out, gorgeous," I told her, and pulled her into a hug. She leaned into me gratefully and melted against my body.

"I know, I just hope I made the right choice," she said quietly. After a minute, she pulled back. "Come on, I almost forgot, food is here," she whispered as she composed herself and then led me to the kitchen. I forced myself not to watch her jiggling butt as we walked.

Anna had ordered a pizza and, by the look of it, had already eaten a slice. I decided to tease her to try to lighten her mood.

"Looks like the DoorDash guy ate some of our dinner," I said wryly. Her expression softened.

"Sorry, I was stress eating," she said. I immediately regretted trying to cheer her up with a lame joke, even if she didn't seem bothered by it. She'd been eating healthier most of the week, given the modeling shoots, so a large pepperoni pizza was a little out of character as well, I realized. Not that she needed to lose weight, she was perfect, but she'd been worried about bloating all week.

"It's going to be alright, Anna," I said, hugging her again. I held her for a while, unmoving, until my stomach grumbled rudely. That made her laugh a bit.

"Eat, Charlie," she smiled, wiping her face. We grabbed plates of pizza, and I made to sit down at the table, but Anna pulled me in the opposite direction. "Come sit on the couch, I want to be next to you," she insisted, and I was happy to oblige.

***

We ate, talking here and there about nothing, and sometimes sitting in silence while Anna was lost in nervous thought, and I just held her. I wished there was a magic thing I could have said, and told her as much, but she insisted that she'd felt worse all day, and just having me there was helping.

Truthfully, Anna didn't need this job. The pay was nothing compared to her OnlyFans earnings, and while it would likely drive subscribers her way, it's not like she was hurting. According to her estimates last weekend, she was on pace to make 150 thousand dollars this month, which was more than enough for her goals. Anna had told me before she wanted to go hard for a couple of years and then walk away, hopefully making enough to live on the interest after that, and she was well on her way.

Still, Anna was upset, and I figured it must be her professional pride; she didn't want to be seen as difficult, nor did she want to put out inferior products in the form of a bad photoshoot. As she rightfully explained, both of those outcomes could hurt her future. Up until this month, most of her OnlyFans subscribers had found her through a few smaller modeling gigs or the middlingly popular Disney-themed Instagram she ran, but now she was raking in the subscriptions thanks to modeling bikinis for Riviera and, she had hoped, this contract with Sweet Cheeks Lingerie. If she couldn't maintain those gigs or attract new ones, the main sources of her income growth would disappear.

Anna wasn't the only one who was nervous, but unfortunately for me, I couldn't share the source of my anxiety. I was planning on proposing this weekend, which was nerve-wracking enough. After all, we'd only been together for a little more than a month, and it was by all objective measures too soon; I knew I loved her, though, and the romantic in me overrode my logical brain a couple of weeks ago.

Now, in addition to worrying that Anna might not see it my way and turn me down, I had to wonder if I shouldn't postpone with the current situation ongoing. After all, I had no desire to ruin it by having Anna stressed and miserable when I popped the question.

After we finished eating, Anna leaned on my shoulder, and we sat quietly together on her couch, both lost in thought.

***

I came to groggily, blinking until my vision cleared up, and realized we'd fallen asleep on the couch together. I checked the time, and when I saw that it was already ten at night, I extricated myself from Anna and stood. She barely stirred, and in a quick vision, I saw myself carrying her up to bed romantically. I leaned down to lift her.

The real version of events was significantly less romantic, as her excessively soft couch made it difficult to get under her and lift her. Instead of picking up her peaceful form, I got to watch her wake up startled, looking around confusedly at me while I groped under her thighs, crouched down awkwardly.

"Uh, I decided to try to let you sleep and carry you upstairs," I explained, still trapped beneath her legs. She looked around before grinning softly.

"Good job," she said in a British accent, offering a passable impression of Obi-Wan from Episode II when Anakin had similarly dropped the ball on his rescue plans. I smiled and yanked, lifting her anyway, and she giggled as I carried her off down the hallway.

After I deposited Anna in bed, I returned to the kitchen and put the leftover pizza away before shutting off the lights, locking the doors, and heading upstairs to join her. Upon entering the bedroom, I found that she had shed all of her clothes onto the floor next to the bed and crawled under the covers.

"Sleep naked with me, Charlie?" she asked quietly. "I want to feel close to you," she added. I nodded and stripped off. When my boxers came off, I noticed she had lifted her head off the pillow and was exaggeratingly craning her neck to stare at my hanging member. I laughed, she winked, and I climbed into bed. Anna shifted her body against mine, inviting me to spoon her as she reached over and turned off the light.

My cock immediately stirred as it rested between her round, bubbly cheeks, and Anna pressed back harder, making it swell even faster.

"I'll take care of you in the morning, alright?" Anna asked as my erection reached full mast between us.

"You owe me nothing, so whenever you're feeling up to it, or not," I whispered back. "But know that I'm not responsible for you getting poked all night, that's on you and your perfect body," I added, smiling next to her ear.

"I accept responsibility," she giggled, wiggling against me suggestively. Twisting her neck, Anna sought out my lips for a kiss. "Goodnight, Prince Charming," she smiled at me. Her eyes looked into mine with nothing but love, and I returned the look, feeling very lucky once again to have met her.

"Goodnight, Anna," I replied contentedly, and we both fell back asleep in each other's arms, the exhaustion of the day beginning to finally seep away into the soft mattress beneath us.

***

Friday morning began with a kiss. As I slowly returned to consciousness, I felt Anna's soft lips pulling gently on my own as she woke me from a dream I quickly forgot about. Her lips were like the sweetest sunshine, my cares from last night draining away as I awoke refreshed, and I kissed her back passionately as soon as my body was willing to move.

"Mmm, good morning, Prince Charming," she purred as she finally broke the kiss. "Or maybe I should call you Sleeping Beauty," she giggled. I smiled.

"Charlie works," I said. Her hand crept across my thigh under the blankets, and the tips of her well-manicured nails brushed against my morning erection erotically. I breathed in sharply, and Anna's smile widened.

"Can I take care of you?" she asked. It was a ridiculous question, coming from a beautiful woman whom I loved more than anything in the world. I nodded, watching her eyes twinkle as she watched me waking up. A hurricane about to make landfall in my front yard couldn't have inspired a different response. "Lie back," she instructed, and as my head hit the pillow again, I felt her shift under the covers, pulling them up past herself as she disappeared.

I may not have been able to see her, but I could feel her straddling my right leg with her whole body. Her soft breasts rested on my thigh, and I relaxed in the luxurious feeling of her body on mine as I felt her hand gently grasp the base of my manhood. Not two seconds later, my cockhead was engulfed in her delightfully warm and wet mouth. I closed my eyes, content to bask in the pleasure she'd begun to offer me.

"Ugh," I moaned after a few minutes or so of her ministrations. "You're so good at that," I breathed, my voice nearly cracking as another wave crashed over me. Her hand stroked my shaft while her tongue danced around the head, sliding enticingly across my cock, hitting every nerve and sending a wave of ecstasy through me. Her other hand gently cradled my balls while her fingers almost imperceptibly grazed my sack, heightening the pleasure. At the sound of my voice, Anna lifted the blanket so she could see me and smiled through her eyes.

"Do you want to cum in my mouth this morning?" she offered, pulling back for a moment, although her hand continued to stroke me, slick with her saliva. She was writhing slightly against me.

"Well, I definitely do now," I joked, and she grinned before swallowing half of my cock back into her mouth and bobbing nicely on it. I could feel her wetness as she ground her snatch against my shin between her legs.

"Mmm," she said as she let it go again. "It'll be my pleasure. Speaking of my pleasure, though, would it be cool if I rode you first? I'm practically dripping for you," she said, a needy edge to her voice. I grinned.

"Use me," I offered, before changing my voice to more of a demand, "and then when you're done, suck me dry." She gave me a lust-filled look and quickly scrambled up my leg to straddle my hips. Without any further delay, she reached down and grabbed my cock, pointing the head up towards her waiting slit and sliding down. Anna hadn't exaggerated; she was soaking wet, and her walls massaged my length as she settled down on my hips.

"Fuck, you feel amazing," she moaned softly as she began to grind on me, rocking her hips. My cock slid back and forth within her, obviously hitting the right spots based on the look of sheer bliss that formed on her face. Her clit rubbed against me, and I just relaxed and enjoyed her efforts. Nothing she was doing was going to make me cum anytime soon; after all, she was working on her own pleasure. That didn't mean that I wasn't enjoying myself, and listening to the sounds she was making as her sexy, naked body writhed on top of me certainly kept my need simmering.

"You look so goddamn pretty riding my cock," I said with a bit of a growl. My hands slid up her thighs and gripped the sides of her hips and a little bit of her ass. Anna looked down at me, her gorgeous smile lighting up the room as she accepted my compliment without stopping her motions. "I fucking love it when you use my body for your pleasure," I added, lifting my hips to drive myself a little deeper in her tight pussy while she rocked on me. I was rewarded with a change in her expression. Her smile was immediately replaced by her lips forming an "o" shape, with her eyes half-closed in ecstasy.

"I, ah, I love you," she managed to get out while she chased her release. I replied in kind and kept watching her. Her lips quivered while she breathed, and her long, light brown hair slithered around her shoulders. Anna's breasts, arguably the most perfect pair in existence as far as I was concerned, shook and jiggled as her body reacted to our coupling. I slid my right hand up to caress her, and as I brushed my thumb across her nipple, I felt her breath hitch up for a moment. Her toned abdomen flexed on each stroke, making her body move in tantalizing waves.

"I'm close," she muttered. I was surprised she'd said anything at all, if I was being honest. I could tell she was approaching her peak from the way she was reacting, and it seemed to me like she was almost in a trance, focused on one singular goal at the expense of everything else. I kept my hips pressed against her, making sure I was buried as deep as I could be while she worked to extract every drop of pleasure my body had to offer her.

"I'm cumming," Anna gasped. Her eyes rolled back behind her half-closed eyelids as her face pointed up to the ceiling. One hand held herself steady planted on my chest while her other hand grabbed a handful of her boob and squeezed. Her body shook, and her legs squeezed closed, her knees meeting on top of my abs while she spasmed on my cock. All I could do was grab her waist and try to keep her from collapsing off of me as wave after wave of pleasure crested in her body. My length twitched inside her as I took in the display of her raw sexuality.

When she finally came down, a whimpering, quivering mess, I helped ease her down onto the bed next to me.

"Fuck, that was amazing," she whispered in my ear.

"You did all the work," I joked, "All I did was provide the dick."

"It's a really good dick though," she whispered into my ear with a giggle. "Can I take care of it now?" I nodded, then reached over to check my phone.

"Don't have much time before I've got to be in the shower for work," I said, a little apprehensive.

"Relax, Charlie," Anna said with a mischievous grin. "You know I don't need very long," she added with a wink. I smiled and kissed her on the forehead before she started to slide down the bed.

When she got down to my waist, she grabbed the base of my cock and pointed it up into the air. I was still glistening with her fluids, but she looked up at me, pure love in her eyes, and took a few inches past her lips. Winking at me, she started to bob her head up and down. Her hand met her lips halfway and stroked the bottom half of my length while her tongue swirled energetically around the tip.

"I taste pretty good," she said, eyes twinkling, when she pulled off for a break. I groaned in approval as her hand took over for her mouth and rotated around the tip, now slick with her saliva. "Does that feel good, Charlie? I don't know what you were worried about, I'll have your balls empty in no time," she smirked happily. My hips bucked, as if to encourage her, and she smiled her gorgeous smile towards me, her eyes beaming up at mine.

"Such heavy balls," she added as her other hand moved to cradle them, gently rubbing as she coaxed my cock toward release. "I bet you have so much cum for me. I want every. Single. Drop." I moaned softly, amazed at how talented she was with her hands.

"You still have your phone, right?" she asked. I nodded as my breaths came in, getting choppier by the second. "Mmm, good. I want you to take a picture of me with my mouth full of your creamy load, just for you to keep," she said seductively. My cock jumped at the thought, and she grinned before sucking the tip back into her mouth, her cheeks hollowing out a few times before she popped back off. A string of spit connected her lower lip to my throbbing cock.

"You're close. I can feel it," she declared. It wasn't a question, and she wasn't wrong. Words couldn't describe how in sync we were in bed, like we both always knew exactly what the other needed. "I want it, Charlie. I know I've earned it." Her hand rapidly stroked the upper few inches of my dick, slick sounds lewdly emanating from her actions. I could feel her breath on me between strokes; her soft lips hovered less than an inch from my cockhead. "I'm going to take you in now. I want your big sexy cock to cum in your pretty girlfriend's mouth, okay?" she asked sweetly, and without waiting for a response, took just the tip past her lips. I felt her tongue aggressively swipe across my most sensitive spot, and that was it for me.

I stared into her eyes as I started to pump my load into her, and she stared back unflinching as spurt after spurt of my cum shot into her mouth. Anna gently stroked the rest of my shaft as it pulsed. She watched me happily as I rode her ministrations to new heights, losing myself in the warm embrace of her lips. My head fell back onto the pillow as my orgasm came to a close.

"Mmmmmm," she moaned urgently, and I remembered her earlier instruction, grabbing my phone and flipping open the camera app. Anna winked at me and opened her mouth, showing me a pool of my cum resting on her tongue, and I quickly snapped a picture and tossed my phone aside.

With twinkling eyes, Anna closed her lips and swallowed, then showed me her clean tongue once again. I never got tired of that move, I thought happily as I rested for a moment. Anna idly played with my softening manhood while she waited for me to regain control of my body.

"How was that?" she asked, smiling, already knowing the answer.

"Unbelievable," I breathed.

"Shower?" she asked me, and I nodded, reluctantly getting up and out of bed. Anna was faster than I was, swinging her long, sexy legs off the mattress and standing up, stretching briefly before turning to walk towards her bathroom. There was nothing reluctant about the way I followed her beautiful, sexy, naked body through the walk-in closet.

***

"Just hold me for one more minute, alright?" Anna asked, pressing her body to mine as the hot water dripped down our bodies.

After our energetic morning activities, Anna's mind had started to focus on the Sweet Cheeks shoot again, and she was feeling vulnerable. I knew she was worried that she hadn't heard anything yet, and I tried to reassure her, but she was still concerned that she had made the wrong choice. I held her tightly to my chest, stroking the back of her neck with my thumb.

"Thank you for being here for me," she mumbled softly.

"Of course. Why wouldn't I be? I love you," I reminded her.

"Well, I've told you, before you I dated a string of shitty guys who didn't want to deal with my problems, so I'm constantly thankful that I met you," she said, her voice tender and a little sad.

"I'm sorry that I'm not sorry about that," I said, and she looked up at me with a confused look on her face. "Because if you hadn't, I may never have met you, and I can't imagine that world anymore," I explained. Anna smiled softly and leaned back into my chest.

"I guess it was worth it," she said, and rotated in my arms to kiss me. My dick was swelling again, a natural reaction to having her body against mine, and she felt it as she turned. Not the best timing, I knew.

"Is my anxiety turning you on, Charlie?" she asked me with a raised eyebrow. I started to sputter out an answer.

"No, it's not, it's just," I started to say before she grinned and put a finger to my lips to shush me.

"Relax, I'm teasing you. I know what I look like naked," she giggled and winked at me. I rolled my eyes.

"A bit conceited, no?" I joked.

"I've got the receipts," she laughed, and squeezed my erection. "Come on, before you end up thrusting away behind me instead of at work," she added as though commenting on the weather, and shut the shower off.

***

Somehow, I made it out of her house, with Anna reassuring me that she'd be alright and would talk to me at lunch. I raced to work, pulling into the parking lot of the Greenfield Suites for the last time as GM.

"Hey, boss," Becky said as I walked in past the front desk. The middle-aged woman was tapping away at her keyboard while no guests were currently taking up her time.

"Last time you had to call me boss," I said with a smile. "You ready?" I asked.

"Please, you've taken me through everything, and I found out your job isn't that hard," she joked bluntly in her mild Philadelphia accent.

"I took you through on easy days," I reminded her. "The summer rush starts this week. We'll see how easy you think it is then," I challenged.

"Ugh, don't remind me. We've got a couple of massive parties checking in this evening, and we'll be almost at capacity starting tonight."

"Correction, you will be. I'm out at noon," I reminded her. "But don't worry," I said, losing the challenging tone, "you're going to nail it, I have every faith in you."

The last few hours at my old job were bittersweet. I made the rounds for the last time, saying one last goodbye to the staff, and just taking it in. I'd worked here for years, and it felt a little sad letting it go, even though I was moving on to bigger things.

At 11:30, I cleaned out my desk and collected my things into a box. I reminded Becky that if she needed anything, she could reach me at the Gateway or at my personal number, and she hugged me, thanking me for choosing her to take over my role. I thanked her for being my best manager, told her not to be a stranger, and hugged her again. Then I stepped out into the Orlando sun and walked to my car, ready to start a new chapter.

***

Anna answered the phone almost immediately as I called her from my car, on the way for my last day of formal training.

"Hey, Prince Charming!" she said. "How's it going?" she asked, excitement in her voice.

"It's good, I'm off to the Gateway. How are you?" I asked, amused, and wondering what had her spirits up.

"Well, Cristina just called and told me the company agreed with me about the photos being complete shit and they're going to reschedule a shoot with their usual photographers in Miami. So, I'll have to travel down there for a few days late next week, but they don't blame me and they're still excited to work with me!" she gushed happily.

"That's awesome! Told you it would be alright," I reminded her. I could almost hear her grin over the phone.

"Hush, you, you don't get to say I told you so just because you 'love me' and 'believe in me,'" she said teasingly. The way she paused, I could picture her making air quotes around 'love me' and 'believe in me' to be funny.

"Don't I?" I asked. I heard somebody else say something in the background, but I couldn't make it out.

"Emily says hi. She came over to keep me company and shoot some content this morning," Anna explained.

"Tell her I said hi back," I responded. "What are you guys working on?"

"Just a lingerie shoot with the Sweet Cheeks stuff. You'd love it. You know how Emily's hips are a little wider than mine?" I heard Emily say something I couldn't make out in the background.

"Yeah, I suppose," I responded, amused.

"Well, it means the stuff is just a little smaller on her than me. You should see her ass, it looks ridiculous right now in the best way," Anna teased. Emily said something sharply to that, but I couldn't make it out. "Why not? It does," I heard Anna ask Emily.

"Leave her alone," I chuckled. "Glad to hear your day has gotten better."

"It has. And thanks again for understanding," she said.

"That's why I'm here. Alright, well, I won't keep you, have fun with Emily."

"Thanks, I'll see you after work?" she asked hopefully.

"Of course," I replied, knowing there was no place I'd rather be.

"Love you, Prince Charming," she said.

"Love you, gorgeous," I responded, and hung up. I was approaching the Gateway anyway, it was a quick drive.

As I pulled in, I received a text and checked my phone from the parking lot. It was an image of the two girls facing away from the camera on matching lingerie, Anna's set pale orange and Emily's pale green. They were both arching their backs and sticking their butts back a bit, and the effect was stunning. Anna had a perfectly shaped ass, and Emily had a perfectly shaped ass that also happened to be a bit bigger. Both girls smiled at me over their shoulders.

"Very nice, ladies. I'm sure those will be hits with your fans," I responded. My phone buzzed again just as I sent my reply.

A second image came through, and I couldn't help but laugh out loud in my car. As if to make her point from the phone, Emily hadn't changed poses, but Anna was squatting next to her, making a cartoonish grinning face and giving two thumbs up to the camera from right next to Emily's ample cheeks. Emily looked exasperated in the photo, but had obviously gone along with it willingly. I shook my head and grinned before walking into work.

***

Right off the bat, Rick had scheduled a meeting with a bunch of the hotel managers I hadn't met yet, the people who ran the minute-to-minute operations while I handled the big picture stuff. Mirabel had been there and in uniform, while the rest of the group was dressed casually, having come in just to meet me.

The meeting went well, and I didn't detect any resentment that I was coming in from another property to take the GM job. I tried to remember everybody's names and introduce myself satisfactorily, and then they all filed out to head home.

"Hang on, Charlie," Rick said as I made to file out. "You too, Mirabel. I've got that meeting you wanted with Marketing Tony queued up next. Mind telling me what this is about? I'm still in charge for another few hours," he added, cracking a smile.

"I just want to see what our marketing budget is getting us and maybe propose some alternate options," I explained.

"Cards close to your chest. I respect that, even if it's annoying," Rick grinned. Just then, a younger-looking guy, maybe around my age, knocked on the door and strode in.

"You must be Charlie," he said, shaking my hand. "Tony," he said as an introduction. He was around my height, a little taller than average, and had wavy brown hair. In his hand, he had a tablet. "Hey Rick," he added, "Mirabel."

"Nice to meet you, Tony," I replied and gestured for him to sit down as I returned to my seat. "So, I'm just getting my bearings, and I was wondering if you could give me an overview of your department and your current advertising initiatives."

"Straight to business, I like it," Tony said with a little smirk and opened up his tablet. "Anyway, there are four of us, I'll have the others drop by to say hello later." Then he launched into a long, seemingly rehearsed speech about what our budget was being allocated to, what percent of it was being spent where, and an explanation of the current marketing campaign ("Your Gateway to Orlando").

Tony was clearly on top of things, pulling figures out of his head to give me a complete picture. What I gathered was that we were mostly spending on targeted web ads, a couple of billboards, joint promotions with a major airline, and occasionally targeted mailers. Nothing unusual or particularly original.

"Hey Rick, do you think we could afford a 10% increase to the marketing budget for a few months?" I asked. "I haven't had a chance to hit the books in detail yet."

"We could probably shift something around but you might piss off another department head. Not that that's a reason not to do something in and of itself," Rick replied.

"Alright," I said thoughtfully. Then I explained what I was thinking and how Mirabel had inadvertently inspired the idea. I wanted to reach out to the largest Disney World bloggers and YouTube creators and put together a marketing campaign targeted specifically at Disney fans, the kind who were constantly thinking about their next trip.

"My point is, we offer a great hotel with better amenities than some of the Disney bubble resorts at a lower cost. I know for a lot of people, the bubble is the selling point, but I want to target the people who are open to staying just outside. We offer park transportation already, and we're closer to some of the parks than a couple of the branded resorts. Thoughts, Tony?"

"It's not a bad idea," he replied, pushing his hand through his hair and looking thoughtful. "I'd have to reach out and find out what rates are for those creators, I'm not sure what it would cost. I've never led this kind of social-media campaign before."

"I don't want to step on any toes, so this will be for you to take the point on, but keep me posted on any developments. I'm hoping that if we get this going fast enough, we can target fall and holiday bookings. And talk to your people about what angle we would want to emphasize, given the target demo," I replied. Tony's expression had shifted from apprehensive to thoughtful, and I could see the gears turning behind his eyes.

"Will do, Boss," he said. "Circle back, say, Tuesday?" I hated that phrase, but that was a solid timeline.

"That'll work," I said, standing and shaking his hand. "I'm going to head over to accounting and figure out how much we can reasonably allocate. Don't expect to cover this with an all-new budget, though; some of it will have to come from your existing allocation, I imagine. If we can convince a few of the vloggers with a free stay and some perks, we can save a little more."

"Fair enough. We'll calculate reach and come up with a pilot proposal," he offered. Good old corporate speak -- I had been able to avoid it, running a small hotel, but it seemed those days were over.

***

Accounting had given me a plan to move some spending around, but I would hold off on implementation until marketing had a plan. All in all, I think getting the ball rolling went well. I was feeling pretty good about myself when the day came to a close.

"Alright, hotshot. Are you ready to start Monday?" Rick asked me with a smile.

"I am. Are you ready to switch to part-time?" I asked back, grinning.

"I'm ready to sit on a beach with a Piña Colada," Rick replied, "but I'll stick around a little longer. You're gonna do just fine, kid."

***

I pulled up to Anna's place an hour later with my weekend bag. I didn't know what the plan was for tomorrow, so I needed to have everything for the weekend with me, including the ring. I was a little nervous carrying around a box worth more than my car, but I reminded myself that it was worth it.

"Come on in," Anna had welcomed me happily.

"So, are you ready to tell me what the plan is tomorrow?" I asked as I stepped in, kissing her briefly.

"And ruin your Birthday surprises? Not a chance," Anna declared with a grin.

***

The rest of the evening was low-key again, which I was enjoying. It confirmed to me that Anna and I were perfect together, even when not running around on dates or fucking like rabbits. We got along so well and seemed to always be on the same page, whether that was for something serious or just some banter. I truly loved this girl.

We ate yesterday's leftover pizza for dinner and then made our way to the couch so Anna could get some more work done.

Tonight, Anna was editing her shoot with Emily. They'd done a very butt-focused shoot, and every picture that came up on her laptop was another little tease, since I was sitting next to her on the couch while she worked. I was pretty sure she was doing it on purpose, glancing over at me innocently every time a particularly sexy image was on the screen. The TV was playing old episodes of Supernatural in the background -- Anna called it a comfort show, and I'd never seen it, so it made for a good option while she worked.

After editing, she had to respond to OnlyFans messages -- she didn't get too personal, but tried to answer at least every other day to her fans, even if it was just to thank them for their support. Anna had told me she wasn't the type of model to chat with fans, but some needed the occasional reassurance that she was real and reading their messages. Most of her replies were only a few words or even an emoji, which seemed to keep her particular fans happy enough. After she ran through about fifty of those, she pivoted to Instagram.

"You don't have to answer Instagram DMs, too, do you? Your job sounds honestly more exhausting than mine sometimes," I remarked. Anna laughed, but answered seriously.

"I told you I wished this job was just looking hot for a camera, and that's the most important part, but it's only a small percent of the actual work. I don't want to work on your birthday tomorrow, so I'm getting ahead of stuff. And no, I don't need to answer DMs, but I do need to check them in case someone is reaching out for business stuff like collabs or gigs. Plus, I have to post something tonight," she added.

I watched her browse her DMs, ignoring most of them and looking for other models or company accounts. My eyes caught a name that I recognized as she scrolled.

"Hold up, is that Pierre Dufour, like the hockey player?" I asked. She shrugged.

"No idea," she said, tapping on the name. "Is he famous?" I looked at the profile that opened and confirmed that it was, in fact, the starting center for the Florida Panthers.

"He's a top-line center for an NHL team, so yeah," I chuckled, still a little surprised.

"I have no idea what a top-line center is, Charlie, but he apparently wants me to go to Miami for a date with him," she laughed.

"He wants you to go to him?" I asked, incredulous.

"Yeah. That probably works on some girls, honestly, it can get pretty cutthroat, and getting seen with a famous person could be career-changing for an Instagram model. That's not me, obviously, and I couldn't care less that he's famous for hitting a ball with a stick. Some girls would probably get on the first flight and fuck for the exposure, though," she said, going back to browsing.

"That's kind of sad," I said. "Also, it's a puck, not a ball," I added.

"I know, I was belittling him, no need to mansplain hockey to me, dork," she smirked. "I also had a basketball player message me constantly, like six months ago. I had to block him because he wouldn't take no for an answer. Pro athletes don't impress me, honestly, because I'm not that interested in sports, and some of these guys have nothing to say except 'did you know I'm rich and famous?'"

"That makes sense, I was just surprised that you had a famous person in your DMs," I said.

"Well, just because I could be arm candy for famous people doesn't mean I want to be. I'm much happier being in love with you," she said, and kissed me reassuringly. I found I didn't need the reassurance, and trusted her implicitly, which was a nice feeling.

"So what do you do with all these other DMs?" I asked.

"Same thing I do with the rich and famous," she giggled. "Leave them on read. Heck, some of these guys barely speak English, I'm pretty sure I've gotten a few dozen marriage proposals from foreign guys on here, those don't really warrant a response." I laughed, having seen public comments like that on her posts before.

Anna kept scrolling, stopping to answer a DM from another model. The model was asking if Anna was ever going to be in Vegas and would want to collab on a photoset. Anna glanced at her profile, nodded to herself, then wrote back to the other model that she'd keep her in mind if she were ever there, before closing out her new messages. Then she went to post some pictures.

"I'm going to post the set with Vanessa in the Riviera bikinis tonight. I'll message Riviera about her on Monday," she said. "Thinking maybe posting the Tinkerbell video with Peter Pan from Disneyland tomorrow."

"Wouldn't the Tink one go to your Disney account?" I asked. Anna nodded.

"It will, but it can go to both. Did you see my legs in that dress?" I grinned. Anna did not lack confidence today like she had yesterday; the news from Sweet Cheeks had eliminated the insecurity she'd felt this morning.

"All done," she said, breathing a sigh of relief as the post went live. She'd been at it for almost three hours.

"What now?" I asked. Anna almost didn't hear me, she'd moved on to texting someone.

"Oh, sorry," she said, putting her phone down. "Had to do one more thing. What do you want to do?"

"I'm good for whatever. I've enjoyed just relaxing this week after we went almost nonstop on travel and scheduled stuff with Vanessa."

"Well, it's getting late, and I've got plans for us tomorrow. Want to take a nice, relaxing bath and then get to bed?"

"Sounds nice to me," I said, leaning down to kiss her. What was supposed to be a quick peck turned into a slow, sensual kiss that went on for a while. When we finally needed to stop and breathe, Anna stood and led me upstairs.

***

"I can't believe you're turning 30 tomorrow," Anna said as we sat in the tub. I was leaning back on the bench in the warm water, and Anna was next to me, her head on my shoulder and her naked body pressed against mine. "You're such a cradle robber," she giggled.

"Oh, please, you're 26. That's already an old woman by DiCaprio's standards," I joked. Anna laughed.

"Well, I'll make sure you have an amazing birthday, and we'll get you to sleep by bedtime, which is what for you, like 7:30?" she kept teasing.

"Alright, if I'm such an old man, what are you doing dating me? Daddy issues?" Anna shrugged.

"Maybe I just like old dick," she mused. I rolled my eyes, and she smirked at me.

"Whatever the reason, I'm glad you're mine," I whispered, breaking the banter and holding her close.

"We should get to bed," she said after a little while. "It's way past your bedtime, grandpa," she giggled again. Her hand brushed across my hard cock in the water. "Do you need to cum tonight or can you hold it for birthday sex tomorrow?" she asked, in a caring tone that was very sexy to me.

"I obviously would like to cum inside you three to four times a day minimum," I joked, and Anna smiled, "but if you want me to wait until tomorrow I can do that."

"Let's," she said, looking up at me to make sure I wasn't too disappointed. "I think you're going to enjoy your day," she added seductively, telling me nothing about her plans. She reached over and opened the drain. "Come on, Prince Charming," she said, offering her hand as she stood up to leave the tub.

Not ten minutes later, we were both asleep in her bed.

***

I woke up the next morning to find myself alone in Anna's bed. I glanced around, not seeing her, and debated whether to get up and go look for her or stay in bed a little longer and rest. My decision was made for me when the door to the bedroom opened and Anna strode in, looking like a sex goddess.

"Oh, good, you're awake," she smiled. "Happy birthday, Charlie!" she exclaimed and made her way over to the bed. "What do you think?" she asked, and posed to show off her outfit.

"You look amazing," I told her, knowing I didn't have words to describe how sexy she looked. Anna was wearing lingerie that was clearly designed for one purpose only. She had on a top that appeared to be just for decoration -- a black collar encircled her neck, and another band circled her ribcage just under her breasts. They were connected by two black ribbon-like straps that covered nothing, starting just under her throat and meeting the lower band almost to her sides. The effect was to push her full breasts together while covering absolutely nothing; her nipples stood proud in the morning air, demanding attention.

The bottoms were black tights with a lacey flower pattern that started with a ribbon-like belt at the smallest part of her waist and continued to her feet. However, the tights had no material where it counted, leaving her slit exposed to my hungry gaze. I couldn't see behind her, but I could guess that her ass was mostly exposed as well. It was an interesting set of lingerie, given that it seemed to cover nothing that would usually be covered.

In addition to the unique lingerie, Anna was all made up; her light brown hair bounced around her head, full of waves that weren't usually there. Her makeup was understated but still made her look beautiful. I stared for a while before she giggled and climbed onto the bed with me.

"That's enough eye candy, I want to feel your hands on me, Charlie," she whispered as she straddled me. Only a thin sheet separated her moist pink nether-lips from my cock, which was already as hard as the diamond she didn't know I'd bought for her. I slid my hands onto her hips and held her tightly to me; Anna smiled and leaned forward, bringing her breasts towards my face as they hung enticingly in front of me.

"I brought your first present with me," she giggled as I seized the opportunity she was offering and lifted my neck to bring my lips to her chest. I sucked a nipple into my mouth and licked it, and she let out a soft, relaxed moan. "Mmm, that's nice, but it's not your present," she teased.

"It could be," I joked as I switched boobs, drawing her other delightfully pink nipple past my lips. Anna smiled down at me.

"Well, I'll tell you what the real one is if you slide your big, sexy hands over every inch of my body," she teased in a seductive voice. Without releasing her breast from my mouth, I slid my hands up her back, feeling her toned muscles under my probing grip. Her body reacted to my touch, her back arching with my hands as I moved.

After rubbing up to her shoulders, I slid my hands back down, feeling the curve of her hips as I made my way to her ass. I let go of her perfect breast, only to suckle the other one back into my mouth as I gripped her round cheeks. She slid forward, giving me better access to her ass, and I took advantage, taking big handfuls of her sexy butt. As I did, one of my fingers grazed against something hard. Anna bit her lip and looked at me lustily.

"Happy birthday," she whispered, somehow making such a ubiquitous phrase sound dirty.

"Is that-?" I asked, letting her tit slip from my lips.

"A buttplug?" she asked, and I nodded. "It is. I've been wearing one every chance I got for the last two weeks, training myself for you. No more teasing, Charlie. I want you to take my ass, so every last part of me is yours."

"Are you sure?" I asked, forever the gentleman.

"Positive. I don't know if I'll love it, but I want to show you that I'm completely yours, and the thought of you taking my last hole is admittedly making me more than a little horny," she whispered.

"I love you," I told her, and pulled her down to kiss me. After a long, drawn-out struggle between our dueling tongues, we broke apart.

"I love you, too, Charlie," she whispered.

"So, how do we start?" I asked. Anna smiled.

"That's the fun part for me," she said teasingly. "Everyone online says I should cum first to loosen up a bit. Any ideas?" Anna batted her eyelashes at me.

"Sit your gorgeous ass on my face," I demanded, and with a grin, Anna swung her body around and moved her pink lips to my mouth. My view consisted of a small strip of ceiling with the rest taken up by her perfectly shaped ass cheeks and a pink glass jewel glinting between them. I'm a lucky man, I thought, and dove in, my tongue sliding effortlessly between her pussy lips. Anna leaned forward, which somehow improved my view, and I grabbed her cheeks, kneading the soft flesh as I devoured her clit. She wasn't exaggerating when she said she was horny; her opening was practically dripping even before I began to part her folds with my tongue.

I felt her hand pull the sheets down and wrap around the base of my cock, pointing it skyward. A moment later, I felt her tongue dancing around the head, slowly and seductively igniting a fire within me. My mouth attacked her pussy, attempting to simultaneously lick and suck her to new heights of pleasure. Anna lifted her head from my cock, and I heard her voice teasing me as I worked on her pleasure.

"That's it, Charlie. You're so close to your first birthday gift. Get me off and my ass is yours for the taking. Ahh, right there, yeah," she moaned. "Yessss, Charlie, right there. I hope it's going to fit," she whined. "Your cock is so much bigger than that plug." I reached my right hand across her cheek and gently grabbed the base of the toy, teasingly moving it around in a little circle. She let out a little wordless hissing sound as I manipulated the plug in her ass, which I took as a sign of enjoyment.

I kept exploring her slit with my tongue, my lips gently brushing against hers. She sucked me back into her mouth, moaning softly around my cockhead while she writhed slightly on my face. I started to softly pull and press on the plug, and she groaned happily around my shaft. Her body twitched when her clit met my chin, and I moved focus lower to focus on that particular pleasure center, sucking it between my lips and tonguing her aggressively while my right hand toyed with her plug and my left squeezed her ass cheek.

"Please don't stop," she gasped, pulling her lips off of my throbbing erection to speak. I didn't, and I focused on not changing a thing while I ate her out. As my tongue swiped across her clit, my nose practically penetrating her, I tweaked the plug, and the combination was evidently too much for her. "Fuck, I'm cumming, I'm cumming, I'm -," she trailed off as her hips bucked against me. Because I hadn't let go of the plug, when her hips shifted, I'd ended up involuntarily pulling it a little more than I had been, which made her seize up. Her body shook and I slid my tongue into her pussy, attempting to draw her orgasm out as much as I could. She yelped a bit when I did, but it must have worked, because she continued to ride out the storm on top of me.

"Fuck, that was fun," she giggled breathlessly, her head resting on my abs, my cock all but forgotten as it lay next to her. After another few seconds, she rose and lifted her leg over me. "Let me suck you for a little longer while I recover a bit, and then I want you in my butt, 'kay?" she asked in a sweet voice.

"I fully agree with every word in that sentence," I joked, and she smiled before shifting between my legs. Anna started to bob on my cock again, giving me a relaxed, lazy blowjob. I began to feel vibrations on my manhood and realized she was humming happily while she languidly drew her lips and tongue around my length. After another few moments, I made out what she was humming -- it was the Happy Birthday song, with my cock being played like a woodwind instrument. I smiled, and her eyes twinkled up at me once she saw I had caught on.

"Happy birthday to you," she finished, sliding her hand up and down my shaft while she pulled off to sing the last line. I clapped gently, and she laughed. "Ready, Charlie?" she asked me.

"Of course," I replied. "Are you?"

"I want to give you this so badly," she said earnestly, and I believed every word.

"How do you want it?" I asked.

"Gently, obviously," she teased, "but as far as positions, I want to face you the first time, this is my anal virginity after all."

"Mine too, if being the giver counts," I said, gazing at her beautiful face. She adopted a confused expression.

"Why, you've already been a receiver?" she asked.

"Not what I meant," I replied, but she was already grinning at her joke.

"I know. So, we'll enjoy our first time being able to look at each other, but I feel like it almost doesn't count if you don't take me from behind, too, so maybe finish behind me?" she asked, still lazily stroking me right next to her face.

"Sounds amazing," I replied.

"Alright," she said, with the air of someone about to get up for a mundane task. She got on her knees, face down, ass up, and looked back at me. "Take the plug out for me, Prince Charming?" she asked, and then wiggled her sexy butt for me.

"My pleasure," I replied, getting on my knees next to her and rubbing her cheeks first.

"I bet the pleasure is mostly mine," she giggled as my right hand found the plug. "Be gentle, Charlie," she whispered, barely audible, and I wondered if she was talking to me or herself. My fingers gripped the glass-gem-adorned metal plug and began to gently pull. Her ass slowly expanded around the tapered toy in the sexiest way possible. "Oooooh," she breathed sharply. I moved almost excruciatingly slowly, afraid to hurt her, but made steady progress. Suddenly, the widest part was free and her asshole quickly snapped back shut. I tossed the plug off to the side, and Anna flipped onto her back.

"Why don't you stand up next to the bed, Charlie?" Anna offered, and I listened, moving off the mattress. Anna shifted her body to the edge of the bed and then spread her legs wide, before producing a small bottle of lube from somewhere amongst the covers -- she must have brought it in with her, and I hadn't noticed, distracted by her sexy lingerie. Even now, her tight-clad legs spread wide, leaving a clear open space where it mattered. Her slit, still swollen and pink from her orgasm, glistened in the light just above her tight little ring.

She handed me the bottle, and I squirted some into my hand and stroked it along my throbbing shaft. Then I put a little more on my fingers and rubbed it around her rear entrance. Anna stared intensely at me the whole time, her expression a combination of lust and apprehension. Even I was a little nervous, even if I was also throbbing for her.

"If it's too much, we can stop, alright, Anna? If you're not enjoying this, I won't be," I reminded her. She smiled.

"I'll stop you if I need to," she promised. "Now, please, Charlie. Put it in my ass," she said softly, again almost inaudibly, like she was worried that if she was louder it would make it harder. I held my cock in my hand and moved the head right up to her puckered hole, just below her dripping slit. I looked at her, the love of my life, and searched her eyes. All I saw was desire, and she nodded at me, wordlessly egging me on.

"Oh, fuck," she moaned as I pressed forward. I stopped almost immediately and realized I'd barely moved; I'd only pressed against her. Anna looked up at me and smiled, amused. "I'm glad you don't want to hurt me, Charlie, but I'm about to take your massive cock in my ass, so I'm going to sound a little intense, I bet," she remarked dryly, confidence filling her voice. "I'll tell you to stop if I want you to stop. Anything else, just keep going, alright?" I nodded.

Her rosebud began to part slightly as I pushed forward again, and Anna's breath hitched up. She froze, gripping the bedsheets next to her. I followed her request though, and kept up the pressure, watching her asshole part to accept my invading member. She hissed and bit her lip, and then gasped as I felt her ring tighten on my shaft; the head of my cock had disappeared inside her.

"Fuck, that's fucking huge," she breathed. I paused for a moment, then pressed forward again. "Oh, fuck," she groaned as another inch or two slid in. Her groan turned to rapid breathing and then to an almost manic laugh as I got about halfway into her. Her last hole gripped me tightly, almost squeezing me back out.

"Holy fucking fuck," she laughed. "Well, there goes my anal virginity," she chuckled, laying on her back and looking up at the ceiling. "How much more?" she asked me.

"About half?" I guessed.

"Half?!" she yelped incredulously before laughing again. "Alright, Charlie, let's feel it," she said, steeling herself. Her abs looked tight, and her knuckles were white as she gripped the bed, but she looked up at me with a look on her face that it took me a second to place. Hunger. Without thinking, I drew back a tiny bit to spread the lube and then pressed forward again. Her walls gripped me, the pressure almost too much.

"Oh, you fucker, fuck, I love you so fucking much," she said fervently. "Oh, that feels so weird," she gasped. I pushed forward a bit more, and she gasped again. "Give me the rest, fuck you, I love you, but fuck you for having a massive cock and letting me talk you into this," she said through gritted teeth. I grinned at her behavior, and she just glared back, somewhere between lust and actual fury.

"Are you sure?" I asked, a caring expression showing through on my face even as the pleasure my cock was feeling was overwhelming me a little. Part of me wondered if she regretted her decision.

"Give. It. To. Me," she growled. Her intense expression was hot, her eyes almost glowing with desire, and she had a light sheen of sweat on her body. Her tits and face were flushed red, but she looked nothing if not determined. I pressed the last couple of inches into her, until my balls were resting on her cheeks. She groaned loudly and reached up to squeeze her breasts.

"Is that all of it now?" she asked, her intense expression fading slightly as she looked up to me for reassurance.

"Yep," I said. "All of it."

"Holy fuck, I've got your whole fucking cock in my ass," she laughed. I remained stationary, even as my manhood throbbed inside her, begging me to start fucking her in earnest. "Goddammit, I love you," she said.

"I love you more," I told her. "And I'm loving your sailor's mouth, it's kind of hot," I joked.

"You try taking this fucking monster in your ass and not swearing your head off," she grinned. I couldn't help but laugh. Then I leaned down and kissed her hard on the mouth, my tongue finding hers and my lips attacking her own. She fought back valiantly as we engaged in an almost violently passionate kiss with my cock still deep in her ass. When we broke apart, gasping for air and staring into each other's eyes, she whispered to me.

"I'm ready," was all she said. I nodded, and lifting back up to stand, I slowly drew back about halfway. Anna's eyes rolled back, and she gritted her teeth, but she didn't ask me to stop, so I pressed back in. Then again, slowly, while I watched as she began to relax a bit. Then again, and again, and again; my pace was almost glacial. Anna began to moan softly.

"Wow," she said once we were in a rhythm. "This kind of feels amazing," she muttered to no one in particular. Her right hand drifted down to her pussy and began to strum across her clit while I continued to slowly slide my thick cock in and out of her asshole. The feeling was beyond heavenly; it would never replace her pussy, but I desperately hoped this wouldn't be a one-time thing.

"A little faster," Anna gasped after a little while. Her hand was rapidly frigging herself and her other hand was palming her breast, occasionally teasing her nipple between the heel of her hand and her fingertips. Her eyes were mostly closed, and her mouth hung open in an "o" shape while I began to thrust faster. Her tight little hole continued to squeeze me lovingly as I fucked into her, and I could feel my balls starting to tighten as my rhythm increased.

Anna's body seized up, her abs contracting and her head and neck lifting off the bed towards her chest, and then she collapsed back down with a yelp as she came from the combination of my cock stretching her ass and her fingers rubbing her clit. She moaned and grunted audibly through the orgasm, and her ass clenched a couple times. That part almost threatened to break my cock off inside her, it was so intense.

"Holy shit, I just came with you in my butt," she breathed. I grinned down at her, and she smiled coyly back up at me once she caught her breath. "Want to bend me over and fuck my ass, now, Birthday Boy?" she asked, wiggling her eyebrows. I smirked and nodded before slowly pulling my cock out of her. Anna looked almost... disappointed, maybe?

Whatever she felt about me pulling out, she quickly jumped off the bed and kissed me before bending over the mattress in front of me and sticking her butt back towards me, brushing her sweaty cheeks against my erection.

"Get a little bit more lube and then put it back in," she told me eagerly. I squirted a little more into my hand and stroked it onto myself, then moved into position and pressed back into her ass, the resistance less intense this time around. "Go ahead and fuck me, Charlie," she said as I bottomed out, stretching her ass around my cock. I started slowly, but ramped up quicker, until I was fucking into her at an unhurried but energetic pace.

"Fuck, that feels amazing," she groaned into the bedspread. "I think I might really like this, Charlie," she continued, talking in between moans and ragged breaths. "Like, more than I thought I would for sure. Your cock feels enormous in my ass and I fucking love it." My cock twitched inside her at that proclamation, never one to pass up a compliment.

"I don't know if I'll be able to walk straight the rest of the day, but oh, wow, it's worth it. Fuck, I can't believe how much I'm enjoying this," she observed. I fucked a little harder into her, feeling my need steadily rising. Her ass was unbelievably tight. "Oh, that's nice," she sighed. "Are you going to cum in my butt soon?" she teased.

"If you keep talking like that, yeah, you know what that does to me," I reminded her.

"I do," she purred, "and that's a good thing, because I really want to feel you cum in my ass for the first time. God damn I love this, keep fucking me," she groaned. My pelvis was slapping against her ass cheeks. The room was filled with a strange chorus of her moans, my heavy breathing, and the slap of her ass against me as I drove my cock home again and again.

"Come on, Charlie, cum in my ass, cum in my ass, please, I want it so bad, make me your butt slut and cum in me," she ranted. The exquisite pressure on my cock combined with her sexy demands pushed me over the edge, and with a growl I thrust deep inside her and released.

"Nggghhh," was the only sound I could make as her tight ring squeezed my load out. Anna moaned happily, an almost blissful look on her face as she took my cum deep in her formerly unspoiled hole. Finally, after what seemed like an eternity of pleasure, my orgasm faded, leaving my cock tingling and my balls drained. I held onto Anna's hips for stability as my head swam from the exertion and slowly recovered.

Anna lifted her head from where it was resting sideways on the bed and looked back at me.

"Happy Birthday," she giggled, wiggling her cheeks against me with my dick still buried deep. "Oh, and Charlie?" she asked.

"Yeah?" I breathed.

"We are so doing that again soon," she teased with a smile.

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 couple of 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