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Author's notes: This is the first chapter in a series that's the sequel to A Model Romance, my previously completed series about a whirlwind courtship between Anna and Charlie. This series picks up a few days after the end of A Model Romance, and I've written this chapter as both a recap and a jumping-off point for more adventures. While I hope I did a good job recapping the events of the first series for new readers in a natural way, you may enjoy reading that one first, as it lends a lot of context and characters to this one. Enjoy.
The sound of distant waves crashing on the beach drifted up to us. It was a moonless night; a soft glow from the lights down on the pool deck, a dozen stories beneath us, was the only light that reached our balcony directly. Light from the rest of the buildings in Miami Beach came from behind us and reflected off the ocean, giving the evening an ethereal quality.
It was a Friday, the last day of May, and the air was warm despite the cool breeze blowing in. The evening was nearly silent, but I suppose that had more to do with our isolation on a high floor of a beach-facing hotel after 10 at night than anything else; I doubted the rest of the party town was all that quiet. A wet sound from in front of me cut through the peaceful stillness, and I smiled down at the perfect woman in front of me.
"I love you," I groaned. The gorgeous brunette on her knees between my legs didn't reply, but I saw her eyes twinkle with a smile her lips couldn't match, since they were busy at the moment. About half of my substantial erection was currently in her mouth, and she bobbed happily away, driving needles of pleasure through my groin.
"You can cum when you're ready, Charlie," Anna said, quickly popping off to take a breath. A thin line of saliva connected her bottom lip to my cock. "I'm fully satisfied, you did a number on me already. Oh, and I love you, too," she added with a smile before sucking the tip back into her warm, inviting mouth. I certainly believed her when she said she was satisfied; her face was still flushed from the orgasm she'd ridden me to on this very spot. Or maybe it was still from the one before that, when I'd licked her off on the bed before we came out to the balcony. I suppose it didn't matter, really.
She reached up to stroke my shaft while she teased the head with her tongue. My eyes immediately locked onto the sparkling ring on her finger as it slid up and down, using the combination of her saliva and juices as lube. A brilliant diamond took center stage on the platinum band, flanked by two sapphires, the same deep blue as her mesmerizing eyes. I'd given it to her last weekend, and she'd accepted my proposal, which, to use the old cliché, had truly made me the happiest man alive. The exquisite pleasure her mouth was currently bestowing on me was a nice bonus on top of that, though.
While I contemplated my fiancée, my balls contemplated draining their contents into her willing throat. I could feel them boiling over while Anna continued to press all the right buttons. The lewd slurping and gawking sounds escaping her mouth were no longer all that quiet as she pushed me towards the edge, and had I not been in the last moments before blissful release, I might have worried about whether we had neighbors on the balconies next to ours that could hear us.
Anna's eyes met mine, and she urged me wordlessly to let go. I stared into her azure gaze as my hips bucked involuntarily, and my body responded to her call. My muscles contracted and released, firing a pulse of my seed into her waiting lips. My beautiful fiancée moaned softly and continued sucking as my body continued to unload itself, and I let out one last gasp of pleasure before I was spent.
My fiancée opened her mouth to show me its contents, and when I groaned appreciatively, she swallowed and smiled up at me. I smiled tiredly back at her, and she stood to sit next to me on the other chair. Like me, she was wearing the hotel robe, which helped her avoid flashing her entire backside to anyone who happened to glance up from the beach. However, it was untied and hung open until she wrapped it tighter as she sat down. I pulled mine shut as well. Anna leaned her head on my shoulder, and I drew in a deep breath, smelling her scent and sighing contentedly.
As we sat, staring out over the black expanse of the Atlantic Ocean, I thought about how we got here. Not Miami, specifically, that part was fairly routine. Anna had flown down on Wednesday for a two-day photoshoot with Sweet Cheeks lingerie, a contract she'd gained a few weeks back. She was a model, which was likely obvious to anyone who saw her; Anna was stunningly beautiful, with hair the color of dark honey and a light tan on her soft, flawless skin. She had full lips and blue eyes framed by long eyelashes, a pretty nose, and softly prominent cheekbones; in short, the face of a goddess alighting on our mortal plane. Her body was fit, with toned muscles, large-but-not-overly-large breasts that sat proudly on her chest, and an ass and thighs that were the result of long hours spent in a gym; a habit she reminded me she needed to get back to more routinely since she'd gotten wrapped up in our whirlwind romance.
That's what I was thinking about when I said "how we got here," not her flight a few days ago, and my car trip after I finished work this evening. Despite feeling like I'd known her my entire life, Anna and I had only met six weeks ago. I know what everyone must think when they find out: who gets engaged after knowing each other for a month? I asked myself the same thing before I proposed, but since I was certain Anna was the one, I didn't see any point in waiting. She had evidently felt the same way, because she hadn't hesitated to accept when I proposed at Disney World on Sunday.
The Magic Kingdom may not seem like the most romantic place for a proposal, I realize. It's a crowded theme park full of families having the time of their lives, or in some cases, being stressed out by lines, heat, and irritable toddlers while trying to have the time of their lives. Of course, for us, the theme park wasn't just a theme park.
Disney World was the lifeblood of my career as a Hotel Manager in Orlando, specifically as the newly minted GM of the Obsidian Hotels Global Gateway, a flagship hotel located just outside of the Disney property. It was the impetus for Anna's career as an influencer-turned-model (and, to my initial surprise, rising OnlyFans star making money hand over fist despite her relatively tame content). While she'd since branched out, taking modeling contracts and posting more varied content, she'd first gained a following from the Disney influencer account she still ran to this day, posting cosplays, outfit inspirations, food reviews, and generally cute pictures of herself in the parks. And most importantly, it was where we had met.
Anna sighed happily next to me, and I pulled her in closer with my arm around her shoulder. I rested my chin on top of her light brown hair while contemplating the nature of fate. Was fate real? It certainly seemed so for the first time in my life, given the outrageous unlikelihood of meeting one's soulmate in a metropolitan area of close to 3 million people that also had millions of tourists visiting every month.
After our chance meeting, the circumstances of which we'll likely have to relate to my parents when we have dinner with them tomorrow, Anna and I moved fast. Our second date ended with an overnight stay at a Disney hotel, during which neither of us got much sleep. The only speedbump we'd had was her secondary (or based on her current trajectory, primary?) career as an OnlyFans model, which brought in most of her income and left her in a constant debate over whether or not to go more explicit with her content than the bikini, lingerie, and tasteful nudes she had posted so far. We'd come to an agreement that she wouldn't go further without my full-throated approval, and I'd found myself less bothered by the idea as time went on. She'd promised that she had no interest in performing with other guys, and that if she was going to perform with a man, it would be me.
I'd met her family and gotten to know her friends, all of whom were lovely people. Most of her friends were also OnlyFans models, mainstream models, or both, like Anna. Her older sister Vanessa (also a model) wasn't her twin, but could have passed for one if not for some slight differences in facial features and a pair of pretty, deep brown eyes in place of Anna's blue ones. Anna had posted shots of her with her sister modeling Riviera bikinis earlier this week and had sent an email to Riviera recommending her as a model, in case the idea of two model sisters appealed to their marketing team. She didn't know if anything would come of it, but it was sweet to watch her looking out for her big sister.
Vanessa had given me her blessing to propose a few weeks ago on her last visit from Southern California, where she was living. We'd also shared a mildly taboo encounter on her visit. That one probably needs some backstory first.
Since Anna was considering producing more sexual or even pornographic content in the future, she'd pushed boundaries (with my blessing, of course) to see what she was alright with. According to her, she'd never been a particularly horny or adventurous person -- at least until she met me, who she credited for her sudden transformation into a sex goddess. I guess she wasn't technically crediting me as she was crediting my "good looks, silver tongue (in more ways than one), and magic dick." Her words.
One evening, after I'd met her best friends, Angela and Emily, and we'd all had a bit to drink in Anna's walled-off backyard, Anna had surprised all four of us, herself included, by putting on a show for her friends. That show had consisted specifically of her hands, her mouth, and my cock, while Angela and Emily had given in completely and gotten themselves off while they watched. On a side note, that evening had also resulted in Emily finding out that she, like Anna and Angela, was bisexual. While the three of them had been just friends with no sexual or romantic history before that night, Emily had fallen into bed with Angela in Anna's guest room. A few weeks later, when she'd come to terms with her sexuality, they'd gotten together as a couple. Given that they were both bisexual, and we'd impressed them that night, they had hinted to Anna and me exactly who they'd like to help scratch any itches that might come up. But I digress.
Anna's newly discovered fondness for performing hadn't dissipated, and when her sexually frustrated sister walked in on us by mistake, it had led to a series of events that ended with Vanessa getting a much more explicit show. I'd have thought it would have been awkward given that the two were, you know, sisters; apparently, they'd just ended up a little closer. Anna had told me that there hadn't been any changes to their relationship, and it almost seemed like a mundane activity to them now that it had passed, as natural as shopping or getting dinner together.
"What are you thinking about, Charlie?" Anna asked quietly while we sat together, the cool ocean breeze beginning to finally win over the remaining heat in the air.
"Us," I replied. I kissed her forehead, then clarified. "It's crazy how we got here, right? Like this isn't how life works for everyone else at all." She chuckled.
"It is, but if I wanted a normal life, I would have kept working my boring 9-5 and met some boring accountant or something and settled down with a boring family. I couldn't be happier with you, and I have no regrets. You?" she asked.
"Not a one," I replied. She smiled and snuggled in closer. "Why, worried I might? I did just ask you to marry me," I said with a chuckle.
"I just wanted to hear you say it," she replied, smiling softly.
Of course, she wasn't worried. One thing about Anna was that she was a confident individual. She had so little insecurity when it came to me (also a new trait, as she'd confessed to having had a string of bad relationships before me where insecurity was the name of the game), that somewhere in our whirlwind romance, when we were propositioned as a couple by one of her fellow Riviera bikini models at a shoot, we'd gone for it.
As far as I can tell, Anna hasn't regretted it one bit; Michaela, the hot, gorgeous blonde who'd instigated our little three-way adventure in Santa Monica, was booked to come visit us next weekend for a couple of days. Judging by the flirty banter currently going back and forth in our group chat, we'd be in for a repeat performance or three or five while she was in town. And despite my initial reticence, that encounter had led me to decide I was alright with it if Anna's OnlyFans account led her to perform with other women.
So, as we got more comfortable in our comfort-level-pushing relationship, I realized that I was in love with Anna. I felt a way about her that I'd never felt about anyone before: Anna was kind, funny, driven, beautiful, confident, independent, and amazing in every way, and we shared more interests than I would have thought possible (she was a bit of a nerd at heart). I knew I had to make her mine forever.
A lot had changed in six weeks; Anna had gone from popular enough to make a (very) good living to exploding enough to make her rich beyond any expectations if she could just maintain her fans for a few years. Her newfound surge in popularity online was largely thanks to her contract with Riviera, a company famous for its thong bikinis and hot models on Instagram. Then she'd picked up the Sweet Cheeks contract -- postings from their accounts would begin this week, and if the accompanying follower and subscriber gains were at all similar to the Riviera effect, Anna could become one of the most popular self-represented models on the internet; right now she was at the level where generational wealth was a possibility, but so was fading from popularity and walking away with a nice nest egg but still needing to work. The nature of internet-based fame, she'd observed.
That was why she was considering more explicit content; her fans clamored for it, obviously, because OnlyFans is OnlyFans, but it also seemed like a potentially good business move. Anna had all of these new fans, but she needed to hold onto them before they got distracted and chased after the next rising star. A slow trickle of increasingly risqué content could help her hold onto their attention. I wasn't opposed to the logic. It was 2024, the stigma of online sex work, among our generation at least, was fading away, and the potential lifestyle she could live with just a few years at her current level before quitting would be life-changing. She wasn't talking about making a living -- she was talking about making a life, one where she'd never have to work again and still live comfortably.
Anna wasn't the only one who'd had a productive six weeks since we met. I'd been the GM of a small Obsidian hotel at the time, a hotel from one of the company's more value-focused brands. My performance had attracted the eye of Dave Sandberg, the regional director, and Rick Peterson, the retiring GM of the Gateway. After a stressful interview with Victoria Rossi, the CEO of the company, who had been reluctant to hand over the largest hotel in the company's portfolio to a 30-year-old, I'd been put on a probationary track to take over the property. My salary had almost doubled, and would potentially rise another thirty percent in six months, provided I met expectations. I had a few irons in the fire that I hoped would allow me to exceed them, including an influencer-driven campaign to woo Disney Adults and their families using the power of the almighty social media algorithm. I'd gotten the proposal I'd requested from my marketing team back earlier today, but hadn't had a chance to read through it before I left Orlando for the weekend.
"This is nice, but I think I'm ready for bed. It was a long shoot today, and you've got to be tired after your drive," Anna said with a yawn and a stretch as she lifted her head off my shoulder.
"Yeah, let's get some rest. Beach day and meeting my parents tomorrow. You nervous?" I asked her teasingly.
"A little. I just hope they don't judge me for my job since I'll be marrying their son," she said.
"They won't. Come on," I said, standing up and offering her my hand. "Let's go cuddle naked in bed until we fall asleep," I offered.
"Yes, please," she giggled, and we walked inside together.
As both of our lives changed, mostly for the better, we'd ridden the good times together, and I couldn't think of anyone I'd rather share them with. What I didn't know is that we'd be riding out some tough times soon together as well, but I was confident that I'd rather face those together as well.
***
Anna and I woke up around 9 the next morning. Or rather, we got out of bed around 9, feeling nice and satisfied. I can assure the good folks at Folgers that if a woman like Anna is your fiancée, the best part of waking up has very little to do with coffee.
I hadn't been to the beach in a while, so I was excited. I'd never been to the beach with Anna, whose most conservative swimsuits could generously be described as 'skimpy,' so I was even more excited. I looked at myself in the mirror after brushing my teeth; my short brown hair and olive skin stared back at me, both gifts from the Spanish genetics on my mom's side. My pale green eyes disappeared behind a pair of blue sunglass lenses that I picked up from the counter. I was dressed in a navy short-sleeved button-down with a pair of bright orange swim trunks that Anna had bought me for this trip, having decided that the ones she'd gotten me previously fit well (read: tightly and with a short inseam) but didn't have enough color. Anna herself was wearing a loose-fitting white t-shirt and a long, flowy, light blue skirt over some tan sandals.
Her big sunglasses and baggy clothing made me think of a celebrity who didn't want to be photographed, which, to some extent, she was. We'd been approached at Disney World together half a dozen times, at least, by fans of hers; in Miami, where a fan of hers was more likely to follow her modeling account than her Disney one, I thought maybe those types of fans would be less likely to say something publicly. After all, telling someone you love their Disney Bounding (dressing like a favorite character without wearing a full costume) was presumably far less embarrassing than telling someone you love the pictures they post wearing thong bikinis, tight pajamas, and lingerie.
After breakfast, which was mostly small talk and Anna responding to important messages to get them out of the way for the weekend, we headed to the beach in front of our resort. Once we found a spot a reasonable distance from other sunbathers, Anna laid out her towel and lowered her skirt to the ground, then pulled her shirt over her head, revealing her unbelievable body to the world. She was clothed only in a navy blue triangle-top that, quite frankly, struggled to contain her chest and a matching thong bottom, with little white Rs on her left breast and in the center of the triangle just above where the bottom disappeared between her round cheeks.
"See something you like, Charlie?" Anna asked me with a smirk after some time had passed, and I hadn't stopped staring. I grinned.
"I like everything I see," I replied.
"Smooth," she said, amused, before lying down on the towel. I pulled off my shirt and lay next to her.
"So, we didn't get a ton of time to catch up last night," I started ("Yeah, my mouth was full," Anna interjected with a giggle). I smiled but didn't acknowledge her -- she had a dirty mind, and me trying to pull her off that track would inevitably make her stay on it even harder to tease me. "How was your shoot?"
"Oh! It was so much better this time around," she said, sounding relieved. Her last shoot for Sweet Cheeks had been with contracted photographers who didn't know how to properly shoot a modeling gig; it had been scheduled especially for Anna back home in Orlando, and the company had agreed with her assessment when Anna had told them how it was going - poorly. They'd rescheduled for this week and done it with their usual photogs in Miami. "The people were great, super-efficient, great product, and very professional."
"Good to hear," I said. Anna continued.
"Cristina was there, you know, the model who co-founded the company? She was the definition of a project manager, kept us all working hard, but got some good stuff out of me and the team. I really liked working with her. I wish they'd just brought me down here to begin with. We also shot a couple of clips for social media together. She was mostly running the thing, but joined in the shoot for an hour or so. Goddamn, she wears the hell out of a garter belt. I couldn't believe she was already 30. I hope I look that good when I'm that old," she said thoughtfully.
"What's that supposed to mean? I'm 30," I asked with a wry grin. Anna was a little more than three years younger than I was, and since my birthday was a week ago, she was 26 until September. Anna had the good graces to look flustered.
"I just meant, you know, for a model, that's a little older than usual," she said, watching me to see if I was truly offended. I smirked.
"And for a civilian?" I asked, using the term I'd heard her fellow models use to describe people outside their industry. She smiled, relieved.
"For a man, you're hot as hell. I'll still love you when your hair turns gray," she teased me. "You think you could do that thing where your temples turn gray first like Mr. Fantastic?"
"You're such a nerd," I said, laughing, "And no, I can't control how my hair grays."
"Damn. Ever since they announced Pedro Pascal for that new Fantastic Four movie coming next year, I've been waiting for that look. Talk about a zaddy," she said with a smirk.
"The hell is a zaddy?" I asked. Anna laughed.
"See, you'd know that, but you're old. It's a hot older dude."
"Like Pedro Pascal?" I said with a smirk.
"Or you. You've both got that dark hair, olive-skin thing going. Maybe I've got a type," she teased.
"You and I are only three years apart," I protested. "He's like 20 years older than me."
"So? If you ever died in a fiery car crash, then I'd still hit that. After an appropriately timed mourning period during which I would reject all suitors, movie star or otherwise, of course," she clarified. Her eyes twinkled with mischief.
"Of course," I replied. She pulled out a book she'd brought with her.
"Hey, you know how Mr. Fantastic can stretch his body into different shapes and sizes?" she asked.
"Yeah, why?" I asked, figuring I already knew where this was going. She was Anna, after all.
"No reason. I bet Sue Storm is sore a lot, but like in the best way," she mused. I grinned and flipped over to rest.
***
Anna and I ate lunch at a small Cuban café just off the beach, then returned to the sand. My veins were full of sugary espresso now, so resting on the sand wasn't going to be an option. I asked Anna if she wanted to get in the water, and she declined, insisting that she needed to even out her tan.
I jumped in and swam for a bit, doing laps up and down the beach, fighting small waves as I went. It felt good to stretch out my muscles after lying down all morning; I didn't swim as much as I used to when I was on the high-school team, but I still worked out enough to stay in good enough shape to swim in the choppy water. As I made my way up the beach again and passed our home base, I saw Anna standing with her feet in the surf, waving at me. I beckoned her, and she grinned and shrugged, then waded into the chest-deep water where I waited for her.
"It's not as cold as I thought it would be," she said. I picked her up and held her against me, and we kissed in the waves. Life had been paradise since she agreed to marry me; this setting just drove that home.
"You alright if I lose my top to avoid tan lines?" she asked when we broke apart.
"It's legal here, why wouldn't I be?" I asked, genuinely wondering.
"Well, seeing as how my body belongs to you, I didn't know how you'd feel about me being on display," she said, before pecking me on the lips again.
"First of all, it's your body; if you say it's mine, it's on a perpetual lease," I said. I squeezed her soft butt under the water, and she giggled. "Second, you already post nudes online and you've actively asked me how I'd feel about having sex with you on camera if you decide that would be the right move," I reminded her. "And third, if you lose the top, I get to see your boobs. It's a win-win, plus a win for the lucky beachgoers who get a glimpse of the goddess that is my fiancée." Anna blushed slightly and kissed me again.
"Take it off me," she whispered in my ear. I let my hand drift to her back and pulled the string of her top, then reached up and did the same to the one around her neck. She grabbed the scrap of fabric to stop it from floating away, and I slid my other hand up her chest and grabbed a handful of her soft breast. Anna made a soft moaning sound before grabbing my hand and sliding it down. "You can't do that here, or I'm going to jump you and we're going to get arrested."
"We're underwater," I said, doubling down. "There's no one within 30 yards of us right now, and no one would know," I whispered in her ear before kissing her neck. I didn't know where this was coming from; maybe Anna wasn't the only one inspired by their significant other to push boundaries. Anna looked me in the eyes and bit her lip, uncertainty warring behind her gorgeous orbs. Maybe she wasn't that uncertain; I felt her hand brush my waistband.
"Can you be quick?" she asked quietly, although the waves would have drowned her out for everyone else, even if she had been much louder.
"Quick at what?" I asked teasingly. Her hand stroked my hardening length through my trunks. She smirked at me.
"At filling my pussy with your cum," she said, her eyes not leaving mine.
"I don't think being quick would ever be an issue with you, beautiful," I responded. Anna smiled and stood in front of me, facing me and looking up at me as she slid my trunks down far enough to free my cock in the cool water. She gave it a couple of quick tugs and then jumped and wrapped her legs around my abs as I sank to neck deep in the water.
"Pull my suit aside and slide it in," she whispered in my ear. I obliged, lining up my cockhead against her soft nether lips. Anna slowly sank onto it, smiling at me as she did. To anyone on the beach, we looked like we were being annoyingly romantic, I'm sure, but I doubt anyone would suspect that she was taking my length within her velvety walls on the public beach. She bit her lip again, looking like she was stifling a groan.
Once she'd adjusted to the invader, she began to rock her hips, thrusting against me while kissing me. I kissed her back, our tongues brushing each other but never going too far into PDA that would make other people too uncomfortable, above the water, anyway. The feeling wasn't ideal; saltwater wasn't the most effective lube, and although Anna was plenty wet when I slid inside her, it proved difficult to stay that way.
"You feel nice inside me, but there's no way I'm cumming quickly like this, no matter how hot this is. Just take what you need, you can thank me tonight, alright, Prince Charming?" she asked, using her nickname for me that she'd used the day we met. I smiled and thrust into her. My hands both slid down to grip her ass and hold her in place while I used her body for my pleasure. Anna was content to smile and watch my face for a reaction, her mouth occasionally forming a quick "oh" shape as she held back a moan.
I kept pumping away, her facial expressions silently encouraging me. This wasn't love making; I was rutting like an animal to finish as quickly as possible. Fortunately, it didn't take long, and I emptied my balls into her waiting body with one final thrust. Anna gave me a quick kiss and dismounted, reaching underwater to fix her bottom back into place. We'd only been at it for a couple of minutes.
"That was hot, Charlie. I'm gonna think about it while you lick me tonight," she said with a grin. "I'm going to go back to the towels, get rid of these tan lines. Enjoy the show," she said, and turned on her heel to walk back, bikini top still in her hand. Her hips had an exaggerated sway to them while she walked, her sexy back muscles flexing along with her thighs, her only clothes a tiny strip of fabric that disappeared into the cleft of her ass. Once she'd taken a few steps onto the sand, she turned back and blew me a kiss with a wink. I noticed a few nearby dads on the beach trying to be discreet about watching her as she emerged from the sea like a visiting mermaid, but failing miserably.
"How did I get this lucky?" I asked no one in particular as I remembered to pull up my suit.
***
Sitting on the towel in the afternoon sun, I read a book on my phone, but despite my phone being my primary clock, I didn't realize what time it was until after we should have been upstairs getting ready for dinner with my parents. We had dinner with her parents on Monday and shared our news with them; while they were a little surprised, they seemed genuinely excited and happy for their younger daughter. Now, it was my turn.
"Fuck, we've got to go," I said to Anna with a start. She put her book down, her naked breasts still pointed up at the sky. "We've got a bit of a drive to get to Coconut Creek."
"Alright, probably need to call it anyway before I burn," she said, yawning after a few hours in full sun.
Once we were in the room, we took turns showering. Anna tried to lure me in with her, but I insisted that I wouldn't be able to control myself in the shower with her, and that would make us late. After I said that, she offered again, grinning seductively, pressing her chest together and leaning forward to tempt me. I'm pretty certain that I deserved a medal of some kind for saying no to her in that moment. Giggling, she accepted my point and went first. I showered myself while she got dressed and did her makeup.
I saw my face in the mirror when I stepped out of the shower and realized I'd already tanned a bit, with the faintest hint of pink across my nose and cheeks. Just then, Anna stepped into the bathroom, putting on earrings in the mirror, and I was stunned.
"You look gorgeous," I told her. Her honey-brown hair framed her face beautifully. She was wearing a brown sleeveless bodycon dress that hugged her curves without showing much skin, and had done her makeup in that whole girl-next-door not-wearing-makeup look, and capped the whole ensemble with white sneakers. She could stop traffic, but then, she could do that even wearing a garbage bag for clothes.
"I have to show your parents I'm good enough for their amazing son," Anna said with a smile.
"Please, you'd be good enough for me because of who you are, not because of how you look. The fact that you're beautiful is just a nice bonus."
"Thanks, sweet as always, but I'm still going for a good first impression, and that means bringing my A-game," she said. "Now get dressed, let's go meet the nice older couple whose son is going to fold me in half and treat me like a slut tonight," she added, with the nonchalance of someone commenting on a weather report. I laughed at her antics.
"You don't ever stop, do you?" I teased.
"That's what she said."
***
I pulled up to the restaurant we were meeting at, a local brewpub, and parked. We managed to get there only a few minutes late. I took Anna's hand as we met behind my car, and we walked towards the entrance.
"CHARLIE!" A shout came from by the outdoor host stand as we walked up. Before I could fully register why someone was shouting my name from probably eight feet away, I was swept up in a hug.
"Hi, Mom," I said, wincing as she squeezed my rib cage. "This is-"
"You must be Anna, oh, we've heard so much about you, at least what we were able to pry out of this one," my mom said with a gesture in my direction, before hugging Anna almost as tightly as she'd hugged me. My mom was about the same height as Anna, a few inches shorter than me, and was dressed like a Florida retiree in capri pants, a pink t-shirt, and a white cardigan that frankly had no business being on anybody's shoulders with how hot it still was outside. Her shoulder-length brown hair was straight, and she had tan skin like mine -- a gift we both received from her Mediterranean-Spanish-immigrant side of the family. She looked at Anna's hand and saw the ring on her finger. "You're engaged!" she practically shouted at us.
"Yeah, Charlie asked me last weekend and I said yes," Anna said with a smile as my mom hugged her again. My mom's high-energy personality seemed to amuse her.
"That's wonderful, we can't wait to get to know you. I'm Karen, and this is Charlie's dad, Henry," she said rapidly. "Oh, I've always wanted a daughter; you're going to be very welcome in our family. And so pretty, too, it's no wonder my son fell for you so quickly," she added, appraising Anna. Anna grinned sheepishly and thanked her.
"She's a lot more than pretty, Mom, I'm not that shallow," I said, smiling and shaking my head.
"Yes, yes, I'm sure it played no part whatsoever," she said unconvincingly and winked at Anna, who smiled at me. "I'm sure we'll get to know exactly why once we get some time with her at dinner," my mom said, smiling at Anna again. "Oh, right, they have a table for us, come on," she remembered with a start, and took Anna by the hand to lead her away, leaving me and my dad standing there.
"Did you warn her about your mother?" he asked me with a smirk on his face.
"Not even a little bit," I grinned. I hugged my dad, and the two of us followed in their wake.
***
At my mom's insistence, we went through the story of how we met. Anna had been stood up by her then-boyfriend at the Magic Kingdom, where she was taking pictures for her Disney Instagram account. I'd found her distraught, and after making sure she was alright, asked her if she wanted company since we were both in the park alone. Twenty minutes later, after a rather tense phone call, she was single, and that evening, after a day of fun together in the park as new friends, I asked her out for drinks. Two days later, we made our relationship official.
Now, I'd like to say we got that story out without interruptions, but my mom needed more details about virtually every aspect of the story, like she was researching it for her memoirs or something. I hardly thought listing the rides we went on was important, but my parents were Disney people too; they had been the ones to take me there a couple of times each year for my whole childhood, which was probably the root of my affinity for the place even as an adult. Anna didn't seem bothered, but I did notice her smirking a bit at me when I tried to head off a round of questions to get to the end of the story first.
"That's so cute, you'll have to tell that story on your wedding website. I went to a friend's son's wedding recently, you remember the Parkers, their son Steve, from preschool? Of course you do, he was the blond one who always wore the dinosaur shirts," my mom said to me.
"That was twenty-five years ago, Mom, and I was five," I laughed.
"Well, anyway, he was getting married, the bride was beautiful, you should have seen her dress, Anna. I'll send Charlie a picture to show you. Where was I? Oh, right, the website, they had this adorable little story about how they met on there, it had something to do with a train, I can't remember, but you'll have to do that, too! Maybe leave out the ex-boyfriend thing, Charlie will sound like a homewrecker," my mom rattled off. Anna glanced at me, and I shrugged.
"It's their wedding, Karen, maybe they'll just get married in a courthouse, it's up to them," my dad said, attempting to derail my mom. She looked suitably calm and nodded.
"Of course you don't have to, I was just saying how adorable it was," she said. For the fortieth time that night, I glanced at Anna to see how she was handling my mother, and she smiled at me as though confirming she was alright. My mom was a good person, generally, but sometimes she could be a bit much.
***
"And then I said yes, and he kissed me, and we lived happily ever after," Anna joked as she finished telling my mom how I proposed.
"That sounds lovely," she said with a sweet smile. "Now, are you from Orlando originally?" my mom asked her, trying to learn more about her future daughter-in-law.
"Born and raised. My sister Vanessa and I grew up there. I stayed, and she moved to California. My parents are still there; they met Charlie, and they love him."
"Of course they do, he's a wonderful young man," my mom said proudly while I rolled my eyes. "Do you live near Charlie?"
"Yeah, I bought a house in a neighborhood a few miles from his place the day after we met, coincidentally," Anna replied, before glancing at me.
"And I'm moving in with her soon, as soon as we have the time to move my stuff," I told my mom.
"Oh, good luck, you'll have to tell me if he still leaves the oven on every night," my mom teased me.
"That was in high school, and it was like, twice," I responded. Anna laughed.
"So, what do you do, Anna?" my dad asked, seeing an opportunity to get into the conversation himself. I glanced at her, and she looked back at me before answering.
"I'm a model and influencer online," she said back.
"Who do you model for?" my mom asked quickly.
"Right now, I have contracts with a swim company, an intimates line, and a pajama company. I was here the last few days for a shoot," Anna explained. She glanced at me as if wondering whether she should say more.
"She got popular as a Disney poster, basically just sharing parks news, posting food, and pictures of herself at the parks wearing Disney-themed clothes, and then got discovered as a model. Anna's very good at what she does," I said, smiling at her and letting her know it was alright if she didn't want to be forward with the last part of her job. Anna squeezed my hand and smiled back lovingly. I waited to see if they had any follow-up questions, but fortunately, they changed the subject to talk about my job.
"And what about you, how's the new hotel, Charlie?" my dad asked.
"It's a step up, but I like it so far. Had a tiring first week, but Rick, the old GM, is still around for a few hours every day to help me out."
"Making your mark already?" my dad asked. I shook my head.
"Not yet, still getting my bearings and getting used to it," I replied. Anna rolled her eyes at me and spoke up.
"He's being modest, he's already started a new marketing initiative, and started digging into ways to increase customer satisfaction, and he's only been officially in charge for five days," Anna said proudly. My parents looked at me, and I nodded in confirmation.
"He's always been too modest," my dad said to Anna, while looking at me proudly. There was a moment of somewhat awkward silence before my mom jumped back in on full power.
"So, when is the wedding?" she asked. I laughed.
"We haven't even thought about it yet," I said, raising my eyebrow.
"Well, you have to get on these things, you know, Charlie, stuff books up," she said. "You really should get a move on or you won't have any -" she said, starting to build steam before my dad put his hand on her wrist to derail her again. She trailed off and looked apologetic.
"Anna and I are enjoying being engaged and looking at probably sometime next year for the wedding, we have a little bit of time before we worry about it," I said.
"Well, not too much, so don't put it off. And let me know when you have a date," she reminded me, as though I might forget to invite my parents to my wedding.
***
"How are Pat and John doing?" my mom asked. "I miss having you three hanging around the house when you were younger."
"They're both great. Anna threw me a birthday party last weekend that they came to. John's still selling houses, and Pat's working for an HVAC system engineering firm now. Melissa and Steph have both made friends with Anna; they were very welcoming," I added.
"I don't know Steph that well, but I know Melissa is a sweet girl," my mom said to Anna. "Is she still running the Disney Marathons? We saw her finish one a few years ago when we were visiting, remember?" she asked me.
"Yeah, she and John are both still lunatics," I confirmed. I'd made my dislike of running for any other reason than necessity clear plenty of times. Anna smiled.
"I'm telling them you said that," she joked.
"I'll tell them myself. I have before," I responded. "Running those distances for the fun of it is the behavior of someone who isn't mentally well," I said with a grin.
"I've thought about doing the marathons, or at least the 10ks, but my training plan has always been more about moderate lifting and powerwalking inclines than true cardio," Anna said with a shrug. "I take it you won't be joining me if I sign up one day?"
"I will wake up at an ungodly hour to see you off and then wait at the finish line to congratulate you and give you a water bottle," I said.
"My hero," Anna said sarcastically. "Fine, but I'm holding you to that," she giggled. My parents watched us talking with barely-disguised smiles on their faces.
Dinner went well. Anna fit in with my family as well as anyone could have, even learning to occasionally just bypass my mom's little interruptions and keep talking, a necessary skill that I learned growing up. By the time the server dropped off some after-dinner Cuban espressos at our table, Anna and my mom were conversing like old friends. The topic appeared to relate to fashion tricks of some sort, although what fashion my retiree mom and Anna had in common was beyond me.
My dad was telling me about the fishing plans he'd postponed to have dinner with us today, which were to have involved a charter down to the coast off the Florida Keys. He didn't seem bothered by it and had just rescheduled with the rest of his also-retired friends for the following weekend.
"You'll have to come down some weekend and do a day trip with me," he said.
"I'd love to, Dad, but I don't know the first thing about fishing, I haven't gone since I was like nine," I replied.
"I happen to know the first thing about lying on a boat all day. Are we invited?" Anna said with a smile in our direction.
"If you can convince Karen to spend the whole day on a boat with nothing to do, you're welcome to it," my dad said with a teasing smirk. My mom put on an indignant look, but was smirking through it.
***
"Thanks for having us," I told my parents as we stood outside the restaurant. They'd paid for dinner, and Anna had been thanking them since we stood up.
"It's nothing, we're just glad you made it down," my dad said. "And it was nice to meet you, I'll look forward to our family fishing day," my dad added to Anna, who nodded, clearly having been sincere about wanting to visit for a boat trip.
"Me, too, and thanks for all the planning advice, Karen. We'll let you know when we lock down plans. It was lovely to meet you both," Anna replied. "It was great to see exactly why Charlie is as amazing as he is," she said sweetly while looking up at me. My mom practically swooned.
"We did our best with him," she said, looking at me fondly.
"I gave him as much of my looks as I could," my dad joked.
"Well, thank you for that as well, Charlie is a handsome man," Anna said with a laugh and wrapped herself around my right arm. My mom jumped in.
"Don't encourage him," she interjected. I hugged both of my parents, and they hugged Anna in turn.
"We better get back down to Miami," I said after a few more minutes of chatter. "Long drive."
"Next time, just stay with us," my dad said, as though it was obvious.
"Hen, they just got engaged, they probably would prefer a room to themselves," she said with a smirk. Anna laughed while I adopted a look that I can only assume gave away the fact that I was mortified.
"Oh, right. Well, remember what we taught you. Use protection," my dad said gruffly, with a twinkle in his eye over my discomfort.
"Jesus, Dad," I said, grinning despite myself.
***
"I like your family. Your dad reminded me of you; you take after him in the personality department. Soft-spoken, kind, and funny," she said, rubbing my bicep while I drove us back down to our hotel in Miami Beach. "Your mom is a lot, but she's really nice and I felt so welcome, like I was the daughter she never had," she sighed happily.
"She is, and you are the daughter she's never had now. I was worried about how you would take it, but I didn't want to warn you because I didn't want to put that in your head before you made your own opinion."
"Well, I liked them," she said, and checked the time on my dashboard. "It's only eight, what do you want to do tonight?" she asked.
"You mean besides you?" I asked.
"Besides me, that's a given," she smirked.
"I don't know, what do you want to do?" I asked.
"I don't know. It's Miami, right? I'd love to just go for a walk with you, but I can't decide if I want to go out dancing since, you know, we're in Miami," she said.
"Well, I packed for a club since you mentioned that was a possibility. Why don't you check out your options on your phone and decide?" I asked. "I'm good with whatever, although I'm not much of a dancer," I said, wondering how much she'd expect of me.
"Please, you would just have to sway to the beat while I grind my ass on you," she said with a smile. The image that popped into my head made me far more alright with dancing than I was a second earlier.
***
"Alright, how about this club? It's not like a famous one, it's just in the hotel next door, so we don't have to stay long," she said, showing me her phone as we walked from the lot to our hotel. The place looked smallish, with a DJ and dim, colorful lighting.
"Works for me. Let's go change, and we can head over."
***
A half-hour or so later, we were walking through the lobby of the nice hotel next to ours, toward the built-in club, which fortunately only had a small line waiting to get in. I felt inadequate compared to Anna; I'd worn dark jeans and a button-down shirt and thought I looked pretty good until she finished getting dressed. Looking at her, it was clear she knew how to dress for maximum sex appeal when going clubbing.
Anna was wearing black leather pants that hugged her ass and thighs like a second skin. Her top was two strips of shiny silver fabric that covered either side of her torso, connected by three thin chains, leaving a strip of skin visible from her neck down to her waist. Her toned stomach and navel would have been distracting enough even without her breasts partially visible and moving as she walked (the outfit had no room for a bra). Her back was bare except for one chain about halfway to her shoulder blades that wrapped around to hold her top in place. Add to that the tall silver heels she was wearing, and I was speechless for a full minute when I first saw her.
"So, is this how you always dress when you go out to a club?" I asked as we took our place in line. She looked over at me with a faux-innocent look on her face.
"Yeah, why?" Anna batted her eyelashes at me.
"We need to go clubbing more often, then," I said. Anna giggled.
"Yeah, I haven't been out in a while, probably overdue with my friends, I'll ask them. Think you can handle partying with half a dozen professional models who would all be dressed like this?" she teased.
"I can handle it just fine. The question is, would you be able to handle the pounding you'd get as soon as we got home?" I asked quietly in her ear. Anna looked at me with hooded eyes.
"Well, now we're definitely doing it," she quipped. "Worst case, it's too much for me, I could always bring a friend to share the load," she added. It would have been incredibly sexy to think about if she didn't immediately ruin it by repeating 'share the load' like Sam in The Lord of the Rings. I laughed, and she broke down and giggled.
"I don't think nerds are allowed to be this hot," I teased.
"It's 2024, Charlie. Anybody can be a nerd now." Just then, we heard the bouncer calling out for Anna by saying, "Miss?" and gesturing in her direction. "Be right back, Charlie," she said, walking up the line past the ten or fifteen people waiting. I watched curiously as they conversed for a few moments. She was saying something with a smirk when she pointed at me, and he laughed before he responded. They took a selfie together on his phone, and then she waved me over. I walked past people who seemed less thrilled now that it was me and not a sexy woman passing them; I was breaking the natural order of things.
"You're a lucky man," the bouncer said, offering me a fist bump as Anna led me past into the hallway that led to the club.
"What was that?" I asked, mostly amused. The dull sound of music thumping up ahead was still somewhat muted, so she could still hear me.
"Oh, he recognized me from Instagram," she replied nonchalantly.
"So what, you just get to go in and bring me with?" I asked.
"No, he told me he was a fan and that I was too pretty to be waiting in line. I ignored his attempt to flirt, and I asked if my fiancé was also too pretty to be waiting, and he laughed, then said "touché" and said you could come too if I took a picture with him." Anna described these events like they were an average Tuesday afternoon.
"You realize most people just have to wait in lines, right?"
"Why don't they just try being prettier?" she said, playing up the dumbness of the remark, before breaking and turning sincere. "I know Charlie, I'm very lucky and very grateful, and if I hadn't already known that, I'd have learned it when you swept me off my feet." She tilted her head back, inviting me to meet her lips with mine for a kiss. "Now, let me show you how lucky you are and move my body on yours," she teased, taking my hand and pulling me through a curtained doorway into the pulsing dance club.
***
"Whew," I sighed as we stepped out of the club and then out into the cool night air. We'd been dancing for around two hours, and it showed. My hair was almost dripping with sweat from the heat of bodies around us on the dance floor. Anna had stayed true to her seductive teasing and spent the whole time gyrating against me. Between the way she was dressed, the way she moved her body, and the promise of returning to our hotel room together when we were done, I was fairly certain I'd been hard the entire time.
I knew I was for sure when, during a Spanish-language dance song that seemed to be a club favorite, Anna took the opportunity to face me and sort of straddle one of my legs as we bent at the knee. She was graceful enough to make it look like dancing, but I could tell from the look in her eyes as they met mine that she was just dry-humping my thigh. Her thigh rubbed against my crotch, and she smiled at me predatorily when she felt my erection straining to rip through both of our pants.
From that point forward, part of her body had been in contact with my cock through my dark jeans without respite. There was a moment a few minutes later when Anna was bent forward at the waist, rubbing her ass on my throbbing length through our clothes, when I was legitimately worried that she might be trying to make me cum. Fortunately, she backed off, but the sexual energy between us was like a kettle boiling over on the stove.
"Let's go," I had practically growled into her ear when I couldn't take it anymore. Anna started to move off the dance floor, and I reached down and squeezed her ass, causing her to jump forward slightly and giggle before she picked up the pace, both of us knowing where this was going. Although, as I should have come to expect from Anna and her incredibly sexy whims, it would turn out that I'd still be surprised once more tonight.
***
The elevator ride had been painful. Somehow, we'd been packed into a full car, stopping on almost every single floor. The whole time, Anna had her back to me and pressed up against me. She took my hand and slid it under her top to rest on her abs just above her waist, and then rubbed her body against mine with movements that would have been nearly imperceptible to other passengers. To my coiled spring of need, however, they were practically overwhelming. I could smell her scent, the mixture of shampoo and sweat in her hair, and it was driving me mad with lust.
When we finally spilled out on our floor, we moved quickly down the hall.
"How hard are you right now?" Anna asked quietly, her eyes looking like they might burst into cartoon flames at any moment.
"I could cut that diamond on your hand in half," I said gruffly.
"Good," she replied, fumbling in her clutch purse for the room key. We stepped in and I made to grab her for a kiss, but she dodged my attempt and kept walking. Her purse was tossed onto the desk on her left, and without even turning back towards me, she pointed to the bed on her right. "Sit on the edge," she commanded, and continued past the bed to her suitcase next to the balcony door. I watched as she squatted down and dug through her stuff. The way she was resting her ass on her heels made me worry about the structural integrity of her leather pants, stretched as they were across her round cheeks. She wasn't a contract model for a thong bikini company for nothing. Finally, she stood.
"Here. This is for you," she said, handing me a camera.
"What for?" I asked, though it didn't take much of a guess.
"Our first full sex tape. Not for content, for us. I've spent two hours making sure you were ready to give me everything you have. It's going to be a hell of a first tape," she declared, her words punctuated by an undercurrent of intensity. Technically, our first tape had been a very sexy blowjob video, but I understood what she meant.
"I'm in," I said, although I wasn't entirely sure I had a choice in the matter, I thought humorously as I watched Anna pack up her suitcase so it wasn't open on the floor next to us. Not that I'd have wanted a choice anyway.
"Go ahead and get naked," she said while she worked. I quickly stripped and tossed my clothes aside. My dick bounced in front of me, impatiently waiting.
When she was done, she sauntered over and leaned down to kiss me. It was soft and tender, which was completely unexpected for me, but not unwelcome. Her lips caressed mine, and she gently wrapped her arms around my neck. Any apprehension I might have had about having sex on camera, not that there was any, melted away in my fiancée's embrace.
"Alright, Charlie," she said, smiling and blushing as she pulled back from our romantic kiss. "You ready?"
"Yeah," I replied breathlessly, my eyes roving over her body in front of me. She let me indulge myself for a moment before she responded.
"Let's do it, then. And play it up, have fun with it. It might just be for us, but it is porn, right?" she grinned, almost embarrassed. I nodded with a smile. She stepped back and nodded at me to hit record on her gimbal camera. I did, and as soon as the red light lit up, she spoke. "Hey, stepbrother," she started, but I could see the mischievous look in her eyes.
"No," I said simply, and turned it off, shaking my head and grinning at her as she laughed.
"I know, I was fucking with you. Alright, for real now," she said, and nodded. I hit record again. As soon as the camera rolled, she unclasped the first of three chains holding her top together and started playing with the loosely hanging garment, teasing the lens a bit. Her hands pulled back on the fabric, exposing more of her breasts with each pass. "What did you think of my outfit tonight, Charlie?" she asked.
"You look unbelievably sexy," I replied, holding the camera on her.
"Did you want to rip it off me? Throw me down naked and fuck me right there in the club?" she asked, still toying with her top. If I hadn't thought about it then, I was thinking about it now.
"I'd rather watch you peel it off for me," I replied. Anna's eyes flashed when she smiled.
"I can do that for you. You want to see my tits? I bet they've been teasing you all night, just barely covered by this tiny strip of fabric, haven't they?" Anna knew I loved dirty talk, and she seemed to love doing it to drive me crazy with lust.
"Take it off," I replied gruffly.
"Ooh, eager, I like that," she teased, using her arms to push her breasts into exaggerated cleavage. "Maybe if you're a good boy and make me cum hard tonight, I'll let you fuck them, what do you think?" As she dangled that tantalizing prospect in front of me, she slid the fabric aside, showing off her perfect breasts, each capped with a small, erect pink nipple. While her tits held the fabric aside, she began to undo the other two chains holding it together. My cock was throbbing already as I responded to her offer.
"I'll do more than that for you, but let's be honest, if I told you to get on your knees and let me fuck them right now, you would do it without hesitation," I said. My mouth was dry, and it was a miracle I managed to get that statement out, but Anna looked intrigued.
"You're not wrong," Anna said with a wink as she tossed the top to the side, leaving her upper half bare, magnificent tits resting proudly under my hungry gaze. "But then you wouldn't get to watch me take these skintight pants off, and that would be a shame," she added. Without any prompting, she turned and bent over. With slow, agonizing deliberateness, she reached back and began to slide the waistband down over her round ass, drawing it out and making me forget to blink.
When she got the pants down to her calves, she let me take a moment to appreciate her sexy thighs and ass framing her pink slit. No underwear, I thought to myself appreciatively. I held the camera on her, knowing I'd be watching this over and over, and we hadn't even really started. She stood and lithely slid each leg out in turn, before turning to face me, totally naked.
"I felt your cock straining to escape while I danced on you. Looks like it's still hard," she said with a coy smile. I moved the camera to bring my cock into frame as she gestured at it.
"Harder," I responded. I no longer had the eloquence for a witty reply.
"Good. Because I'm dripping for you." She stepped forward and placed both of her palms on the desk, then arched her back. "Fuck me," she demanded. I stood and lined myself up behind her while framing her sexy back, thin waist, and flaring hips in the camera. The tip of my throbbing erection brushed against her soft lips, and she groaned softly.
"Anytime, anywhere, anything you need," I said, repeating our oft-remembered promise to each other. I pressed myself inside her tight, wet slit until my entire length was buried in her, and she looked back at me with fire in her eyes. With one hand on the camera and the other gripping her round ass cheek, I pulled back, then thrust into her, moaning as her body pushed back to meet mine.
***
"Oooh, play that part again!" Anna said excitedly as we watched the video on her phone. We'd barely finished our impromptu porn shoot when Anna had decided she wanted to watch the video, and now we were lying in bed next to each other, blankets up to our waist, playing it back on her laptop.
The part in question was the finale, as it were. Anna had made good on her promise and lay on her back after spitting between her boobs, and then she had pressed them together around my cock while I straddled her midsection. I quickly skipped backwards sixty seconds or so and let Anna watch my point of view as I pumped my cock between her breasts, the huge grin on her face as she looked up at the camera pushing me even faster toward the edge. My deflating member still tingled remembering the soft, pillowy feel of her tits.
"That's so hot..." she said, watching intently. "Here it comes," she added with a smirk. At that moment, onscreen, my cock erupted, firing off the first rope right onto her chin and lips before she pressed it closer to her chest and took the rest on her neck and collarbone. She grinned with surprise after I hit her face, and looking at her smile with a pearly streak across her lips might have been the prettiest thing I'd ever seen.
"You look so gorgeous when you smile during sex," I told her.
"So, you've told me," she said coyly. "What do you think about our first sex tape together?" she asked, looking at me with a half-serious expression while she awaited my response.
"It was fun. I'm really glad you suggested it. I can't believe how good it looks. I would have assumed it would be more, I don't know, amateur-looking?" I said, after I thought about it.
"The gimbal helps, and that camera has some AI processing stuff to even out the lighting, which also worked pretty well, I think," she said thoughtfully. "How do you... feel about it, though? Not picture quality, the fact that a sex tape of us exists?"
"Excited? I was a little apprehensive about performing for a camera, so I focused more on how what I was doing looked than usual, but otherwise it just felt like sex with the woman I love, with a little extra steaminess from filming, I guess. What about you?"
"Same? But I'm also thinking about the fact that you'll watch this at some point and jerk yourself off watching me fuck you, and it's making me even more excited," she said. Her expression said she had more to say, but she stopped.
"Are you thinking about work?" I asked. She nodded. "What about?"
"I was just thinking that I loved filming us, and I loved putting on a show for Angela and Emily, and Vanessa... It's just - I think I know what I want to do, but I'm afraid to say it out loud, Charlie." She looked at me nervously. "If you aren't feeling the same way, it's a hard no," she said emphatically. I thought about my response for a minute, knowing this was it -- the moment we'd been dancing around since we met. My mouth ran dry as I collected my thoughts.
"Anna, I asked you to marry me, knowing this was the track we were on. I know we both pretended to waffle about it, but I think we both knew weeks ago we were going to be performing together, didn't we?" Confidence returned to my voice. Anna smiled sheepishly and nodded at me. "I've gotten used to the idea. All of it, as long as there are no other guys, I'm fine with. I trust you, I love you, and I honestly don't care if someone sees me loving you as hard and as fast as you need to be loved," I said with a grin. "Just do what you need to do to figure out how to disguise my voice so it doesn't make it back to my new job?"
"Deal," she giggled before looking serious again. "The hardest part of this decision has been knowing I'm going to shut a lot of doors, but I don't think it'll matter. My subscription counts have continued rising since Riviera began posting me, and if they do the same once I'm live on Sweet Cheeks' page, I'll be able to make a lifetime of regular income in a couple of years, and that's before any more explicit content that I can charge a premium for. And, I don't know, I'm really happy I'll be doing it with you," she said, and kissed me on the cheek. "For some reason, knowing you'll be there with me makes my worries fade away."
***
"Thanks for agreeing to this," Anna said for the third time as we pulled into the parking lot.
"Of course," I replied.
"No, really, Charlie. I know you only get a couple of days off a week, and I end up stealing huge portions of them for my job. I'm going to need to find a way to cut you in on this income since you're already so helpful and you're going to be my costar soon," she said with a grin.
"Maybe I should just start an account. I could just post clips of me jerking it and collabs with you," I joked. Anna stared at me with a grin.
"You joke, but it's not the worst idea, Charlie," she said. I shook my head. "Pretty sure there are plenty of women and gay guys who would pay good money to see you stroking that beast," she smirked, eyes twinkling.
"I don't have time to jerk it, you use up every round I've got in me," I teased back.
"Touché. Well, I'll think of something to make it fair to you," Anna replied thoughtfully as I parked the car.
"So, how does this work exactly?" I asked, gesturing at the lot around us.
"Well, you know how everybody my age or younger wants to be an influencer?" she said with a smirk. I nodded. "Places like this have been popping up for years. They basically maintain photo-ready locations, and you pay a fee to enter, and then you get to take your photos with their backdrops. There are ones with, like, art installations, private plane cabins, boats, old cars like this one, you name it. It's like going to a park or something for photos, but with maintained themes. I've wanted to do this one since I found out about it a few months ago, come on," she said, stepping out of the car.
Anna was dressed in black cutoff denim shorts and a white cropped t-shirt with an open flannel over it in a black and red checked pattern. She'd tied the flannel in front just under her cropped shirt, leaving her toned midriff bare, and capped the ensemble off with a pair of work boots that had never seen a day of work before. I held the camera bag, and she led us to the booth that passed as an entrance.
Anna paid for us to enter. A few other girls were already posing with some of the classic cars in the lot, with guys, presumably significant others like me, taking pictures. A couple of guys were hanging out at the far end of the lot near an old low-rider and appeared to be rapping to a cameraman. I nudged Anna and pointed them out.
"Influencers and aspiring rappers pretending they have access to cool cars," she said with a shrug. "What, did you think Instagram was real, Charlie?" she teased.
***
We spent the next hour doing a few sets for Anna to post over the next couple of weeks. She changed wardrobe twice -- my personal favorite was the third set, which included flip-flops and a loose, off-the-shoulder white T-shirt over a red bikini top and blue denim shorts. She had a sucker in her mouth, a fedora, and big sunglasses on while she posed on the hood of an old blue Mustang.
"You look like one of the girls in the Grand Theft Auto loading screens," I said with a smile as I snapped pictures of her. She grinned.
"Really? I got the idea when we were in Santa Monica, I saw a girl who looked like this outside the restaurant we went to and thought she was hot, so I sort of just stole her whole look," she said with a laugh. "I guess you like it, so it's mine now."
***
After lunch, we got on the road to head home to Orlando. We had about a four-hour drive from where we were, and we didn't want to get home too late, so we didn't stick around for any other activities -- I promised Anna we'd come back to Miami soon, since she wanted to see the Arts District and eat in Little Havana.
"So," I said once we were on the highway. Anna looked over at me. "Now that we've decided to, you know, escalate content," I started before Anna interrupted.
"You mean fuck on camera and sell it to horny people on the internet?" she joked.
"Yeah, that," I said, grinning. "What comes next? I assume you don't jump right into that, right? You told me before you would need a content plan?"
"Yeah, we'll drag it out, little nibbles here and there. I haven't planned it out yet, but I always assumed the first step would just be more nudity and teasing, and then maybe a solo touching video? You can film it for me if you like," she teased.
"Obviously," I replied, as though it was a given.
"I'll talk to Michaela next week, see what she did. She's got more subscribers than I do, so she's done it right. She doesn't have a content partner like I do since she's single, and most of her collabs are with couples who film together, but I'd just like to know how she got started."
"Yeah, I bet she'd be helpful. Honestly, I bet all of the Riviera girls would be helpful, haven't half of them done explicit content?"
"Probably at least half," Anna replied. "Why, Charlie, thinking about collaborating with some of them?" she said teasingly. I looked over at her, and she was wiggling her eyebrows suggestively.
"No, I was suggesting that you get advice, that's all," I replied.
"But you would, right? If it would help, you'd have a threesome with me and Daisy? Or Natalie? Or Sophia? Or Juanita? Or Hailey? For the business, it wouldn't be for pleasure, obviously," she kept teasing.
"I mean, of course I would. For the business," I teased back, and Anna laughed. God, I loved her laugh.
"In all seriousness, though, yeah, I'll reach out. There's no rush, just so you know. It'll be a slow rollout, it's not like it'll be tomorrow," she said.
"And you're sure about this?" I asked her.
"I think- I mean, yes, I am. It feels right. If I were single, I don't think it would, because I'd have to find content partners, which just sounds so gross to me. I've never liked the idea of hooking up with random men. I'm already killing it, so it's not like I need to do better. On the other hand, it feels like I should take this success for everything it's worth before I quit, and my partner will be my husband, and our quality of life will be almost unbelievably better if we never have to worry about money again. I know you love your job, but wouldn't you want to retire early? Plus, it'll be fun. Just the next adventure with you," she explained, as much to herself as to me, as she entwined her fingers with my free hand.
"You don't have to convince me. This would have seemed crazy to me two months ago, but being with you has made me feel like we could take on the world together, and while I might have been embarrassed to do this before, after showing off to your friends, it doesn't seem that big a deal. Like, someone sees me having sex in a video where my face isn't even in it? People we know have watched us up close. Who cares? My only concern for myself is my career, so as long as that's safeguarded by keeping my face and voice out of the videos, I'm good with it." I thought for a second. "What about backlash on you, though? I mean, besides certain modeling gigs being off limits, will you suffer for having your face in frame?"
"I don't think so. Like, maybe some creep brings it up in public, but otherwise, I don't think there's as much of a stigma anymore. Sex work has gotten more normalized by our generation, and it's not like I'm going to be working with a bunch of people anyway. What will people say to me? You fuck your husband, you're such a slut?" she laughed. It felt like relief was pouring off of her as she said this stuff out loud.
"I mean, you were planning to be with other women, though, right?" I asked, just making sure she was thinking about everything.
"Yeah, but who's going to judge me for that? There's a huge double standard on lesbian content that I intend to take full advantage of," she said confidently, with a smirk on her face. "As long as you're alright with it, of course."
"I said I was, and I am, but case-by-case basis, deal?" I asked. "Just let me approve your partners?"
"Of course. Nothing without your approval. You asked me to be your wife and partner, and that means we're on the same page for every single detail, or the whole thing is over immediately. I want to have a comfortable, financial-stress-free life with you, but if I had to choose between you and financial stress or financial freedom without you, there's no choice. I'm with you, even if we lose everything and have to live under a bridge somewhere." I reached out to her and squeezed her thigh as she continued. "Plus, you don't have to worry much. I'll be vetting any potential women partners myself, since I'll probably be letting my fiancé stick his magic dick in most of 'em," she joked.
"I love you, Anna," I told her. I glanced in her direction and saw her looking at me emotionally.
"I love you, too, Charlie. You are and always will be my Prince Charming," she replied. She reached out and idly rubbed the back of my neck while I drove. Scenery sped by as we headed toward home, both of us lost in thought as we contemplated the next step in our weird, sexy, romantic, crazy lives. What could go wrong?
Author's notes: I hope you enjoyed this first chapter in the second part of Anna and Charlie's story. I'm excited for the plans I have for this, and excited to fill in the gaps in those plans with whatever comes up organically for my favorite protagonists and their friends. Don't forget to rate, comment, or send me feedback -- your engagement with A Model Romance is what kept me writing after I randomly decided to give this a try. It's been almost a year since I posted the first chapter of AMR, and I will be forever grateful to all of my followers and readers. Thank you.
-Royal
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