A Model Romance Ch. 07

"That sounds kind of cold, but that's good, I think. Like, it's a calculated business decision, not a personal relationship, so that level of detachment makes it better in my mind, I guess?" I thought out loud. "Alright, so how would this plan go?"

"Well, first would be maybe some sexy videos with some dirty talk, jerk-off encouragement stuff. Transition into some self-pleasure stuff, add some toys, maybe bring another girl in, of course with your blessing- I'm not interested in making you uncomfortable or having you see me differently, got it? Next would maybe be bringing you in?" she asked nervously.

"I have to think about everything, because you're right, I don't want to say yes to something and then view you differently if it would be better to say no. I don't want to risk us," I said, and she nodded in agreement. "I don't know about other girls, Anna. I've thought about it and the thought of watching you with someone else, I don't think I can handle it. Knowing that while I'm at work, you're in bed with some girl, the idea makes my skin crawl."

"No girl-girl stuff then," she said without hesitation. "What about you? Can I borrow your magnificent cock for work?"

"I'm going to be honest with you. I've been thinking about that all day, the risks for me, the rewards for you, and I'm strangely comfortable with it. But obviously we'll have to use a voice changer app on me, come up with another name and keep my face out of the videos," I added. She smiled softly.

"So you want the whole world to watch you rail me?" she asked.

"I was thinking about that too. What if we hid your face in the explicit videos?" I asked.

"Everyone would know it was me still, my face is all over the account," she said simply, sipping her wine.

"Yeah, but if the video leaks, you'll have deniability if you ever need it. Take away the context of your account it can't be tied back to you."

"That's an idea. I'll consider it. Can I ask a question about the other girls thing?" she replied. I bristled a bit, but I gave her the benefit of the doubt and nodded. "Is it the thought of me being with someone else, or is it the thought of me being with someone else without you?" she asked.

"What do you mean?" I asked.

"If it wasn't girl-girl, but was a threesome, and you were there participating, are you still totally opposed to it?" she asked. I thought about it, taking another long drink of wine.

"Maybe not? Why? I don't know," I replied, a bit confused as I pondered the scenario.

"Well if it's just the idea of me being with them without you, like that's cheating and you're not OK with it. But it's not cheating if we're together with another consenting adult, right? Would that interest you?" she asked.

"This feels like a trap," I laughed nervously. "Does it make me a hypocrite if I say yes?"

"I don't think so. It makes you protective of me," she said, "and I get it, because the idea of you cheating on me with some girl makes me sick, but the thought of sharing her with you, now that I think about it, is kind of hot."

"I'm not saying yes, but I'm open to discussing it further," I said.

"I only ask because I'm maybe into it a little, but also because collaborating with other girls is a great strategy to get more followers and grow the business, as you'd put it," she said with a smirk.

"Alright, so I think I'm alright with you taking this further, following that hypothetical plan, except I want to know what happens if I change my mind along the way," I told her.

"Then I shut the whole thing down, and we never have to do anything like that again," she said forcefully. I believed her.

"And you're alright with me shutting down part of your plan?" I asked.

"Absolutely. To me it would just be the job, but if to you it would be cheating, then it's cheating and I won't do that. Oh, I should ask, what about mildly dirty stuff with other models, like I did with Emily and Angela last week, where's the line there? Just so we're clear and there's not confusion later," she asked.

"Nothing that would be called sex. Touching and teasing I can live with."

"Got it. Hypothetically, what if you were there and then it turned into a group thing? Like, hypothetically, what if Emily and Angela and I had sex and you filmed it and then when the cameras shut off you got to fuck all of us?" she asked, a wicked smile on her lips. She knew what she was doing -- the personal nature of that hypothetical, girls I'd met and found attractive, made me hard.

"I don't know. I didn't think they did that kind of content," I replied lamely. She pressed her advantage.

"They've been talking about it too, so you never know," she replied, "but forget the content. Would you want to fuck me with my two hot friends?"

"Now this definitely feels like a trap," I said. She grinned.

"No trap. Just a harmless fantasy," she replied innocently. I drank more wine. "I can already tell what part of you thinks," she said nonchalantly, gesturing to my hard cock in my shorts. My own body, betraying me.

"Fine. I'd have to think about it more, but at first impression, a four-way with the three of you sounds fun," I said nervously, not seeing a way out besides honesty.

"I'll let them know you said so, perv," she said teasingly. I lowered my head and shook it back and forth, defeated. "Thanks for talking about this with me and for being alright with so much of it, Charlie."

"Tentatively alright," I clarified. "I'm not saying yes yet."

"I know, but that gives me an idea. Maybe we should shoot some sexy videos like the ones we'd do for Onlyfans but only for you, and you can watch them as many times as you need to make a decision," she said, her mischievous side coming out again. I laughed.

"Well, I'm not saying no to that," I replied, still chuckling.

"Do you feel better now that we've talked about this?" she asked, looking vulnerable, her confidence falling away.

"I do," I told her.

"Good, because it means so much to me that you're trusting me with this," she said. "And not judging me for my job choice," she added.

"Anna, I thought we had established that I wasn't judging you for it a while ago."

"Yeah, but that could have been a lie, guys do that. I've always thought you were the real deal but giving me the go ahead to do more and staying with me even though you could have me either way is proof that you really weren't judging me and are truly supportive," she said, her eyes tearing up slightly. I leaned forward and hugged her tightly, her bra-clad breasts pushing into my naked chest. I tried to remain calm as I comforted her.

"I will always be honest with you, Anna. I don't play games. I'm just me," I whispered into her ear, "and I love you and everything you are."

"Fuck, I told you this would be a bonding experience," she said, wiping her eyes with the back of her wrist. "And the wine really is making me horny," she added, laughing as she sobbed gently.

"Well, beautiful, I'll support you however you need. What can I do? Cuddle and eat ice cream? Get you off a couple times?" I asked. She laughed.

"All of those things? Except no ice cream, I have the shoot in two days and I don't want to be bloated, especially with a flight tomorrow morning and we're already drinking wine tonight. I brought my bag with by the way, so you can drive me to the airport tomorrow morning?" she added, batting her eyelashes at me. I laughed.

"No problem, gorgeous. Are we all good then for now?" I asked.

"We're more than good, and I'm so glad that's out of the way," she replied, looking at me hungrily. "Now, pour me some more wine and let's talk about what you're going to do to me. I imagine these are going to be in play?" she added slyly, glancing down at her prominent chest as she twisted side to side provocatively.

***

After some more checking in and discussing minor boundaries over another glass of wine, she'd led me to the bedroom and without preamble, pulled off my shorts, pushed me onto the bed, and straddled me. She smiled at me as she yanked her thong aside and grabbed my erection, sliding her nether lips along its length a few times to coat me in her wetness.

Once she was satisfied with her handiwork, she lifted up and slid me inside her. I gazed all over her body while she ground on me and rode me, my eyes lingering on her chest where her push-up bra was doing the Lord's work. When she noticed me staring, she smiled at me.

"I know, right? Huge. I mean, I know I have nice tits but they look absolutely bonkers in this bra," she chuckled while she rode.

"Fuck," I groaned as she chose that moment to bounce herself on me, her slippery walls sliding along my length. "Yeah, they look amazing," I agreed.

"This is from that lingerie brand I mentioned possibly working with, remember? I still have to interview with the owner but she sent me this a week ago, I love it, don't you?" she said while she rolled her hips in a circle. "I mean, the whole thing is hot, but I honestly think this is the best my boobs have ever looked."

"Naked is pretty good too," I grunted as she rose up and worked me around her insides. She rolled her eyes even as she panted lightly.

"Well duh, but this is something else. You want to cum on them in this bra later?" she asked.

"Well, I certainly do now," I smirked at her, and she grinned back. She placed her hands on my chest for leverage and started bouncing up and down my length, fucking me in earnest. I gripped her ass and kept her on target, feeling her cheeks flex in my hands as she rode.

After a short while she climbed off and spun around, straddling my face and planting her pussy on my lips. I eagerly dove in, stopping briefly to take in the sensation of her sucking my cock into her mouth. She didn't stay there long before she slid down my body and slid me back in, this time facing away from me.

Anna's perfect bubble butt jiggled as she fucked me. I gently slapped it, watching her firm cheek snap back into position.

"How does my ass look in this garter belt?" she asked as she bounced it up and down on my dick, making gentle slapping sounds against me on each downstroke.

"You are so vain, you know that?" I asked.

"Duh, model. And it's important, I might be wearing a lot of this stuff soon," she said, not breaking rhythm. The yellow garter belt framed her ass perfectly, making her waist look tiny and her butt look big. The straps connecting it to her stockings were tight and pressed into the sides of her cheeks. The effect was fairly hypnotic, and it's not like I hadn't been staring since she turned around.

"You look amazing," I told her honestly. Her pussy was still sliding up and down, her warmth and wetness feeling like heaven, and watching her perfect ass as she rode was definitely adding to my growing need.

"Good, I'll get something from them to wear when I let you fuck my ass someday," she said, with the air of someone commenting on the weather. I nearly choked, sputtering a bit, and she sat up straight, still bouncing. Anna's eyes glinted as she looked back over her shoulder at me. "What?" she asked innocently.

"Making plans?" I asked through gritted teeth as she worked her hips on me.

"I mean, yeah," she said, moaning before continuing, "after you teased me the other day I realized it was only a matter of time with how into you I am, I just have to wrap my head around it, you're not exactly small. But yeah," she stopped to moan again and adjust her grinding pattern, "I'm gonna take this monster in every hole I've got, Charlie, because I love you." As usual, something about the way we casually combined love and lust with no boundaries between them was even hotter than her talking about doing anal.

"I love you too, Anna," I replied. Looking back at her bubble butt, I was struck by sudden inspiration. "You trust me? Stop me if you need to, alright?" My hands gripped her ass cheeks and pulled them apart; she leaned back down on her hands to give me a better view.

"Just finger my ass, Charlie," she demanded, obviously aware of what I'd been planning. Her tight little rosebud stared back at me. Still gripping her firm cheek, I ran my thumb over her rear hole and she shuddered slightly as I touched her there for the first time.

I didn't stop, rubbing around her asshole while she ground her hips against me. She groaned softly and fell to her elbow, her other hand reaching down to rub her clit while she moved in short strokes in me.

"You like this?" I asked her, still probing her ass.

"Yeah," she grunted. "It feels, ah, weird, maybe just new I guess, but good, oh, and it's kinky and I like it." She hissed out a breath when she finished talking. I decided to take it a step further. Pulling my hand off her for a moment, I spit on my thumb to lube it up a bit. Returning to what I'd been doing, my thumb now gliding easily across her cute little hole, I kept up teasing her.

Anna was barely still fucking me, clearly deriving most of her pleasure in that moment from rubbing her clit while I stuffed her full and teased her tight ring. The moans hadn't stopped, and I was happy to focus on her for a moment. I started to apply more pressure as I passed over her hole, nearly slipping inside a few times, before I did just that. My thumb slid into her ass, just up to the first knuckle, and she groaned deeply.

"Fuck, Charlie," she moaned back at me. "That feels so good," she added, although I wasn't certain if she was referring to just my activities or the combined pleasure assault we were giving her. She bucked gently on my cock, her ragged breathing telling me she wasn't far off. I wiggled my thumb gently and kneaded her ass with my other hand.

"Oh fuuccckkkk," she moaned as she seized up, then started shaking as she came. I watched her ass shake around my invading digit as her body experienced the throes of her orgasm.

When she came down, I withdrew my hands and she awkwardly adjusted position to lay back on my chest.

"Mm, that felt good, Charlie. How does it feel to be the first thing in my ass?" she whispered seductively.

"Never even a toy, huh?" I asked.

"Nope. I have a butt plug but I've never been brave enough to wear it, only teased the outside with it. I'll have to get used to it before I take you, though," she added thoughtfully.

"Anna, you don't have to do anything you don't want to, you know that, right?" I asked hesitantly.

"Are you kidding? After that felt so good, I'm looking forward to it, just a little nervous still," she reassured me. She kissed me tenderly on the mouth, then slid off of me. I watched her magnificent body as she laid down on her back, her ass positioned at the edge of my bed, and it was clear how she wanted me next. I stood up and lined up with her entrance before pushing back inside.

"Oh, mmmmm," she moaned deliciously as I stretched her back out. "Fuck me til you're satisfied, and then pull out and you can cum on my impossibly huge tits in this bra." As she said it she grabbed her chest and shook them for me. It was an offer I couldn't refuse.

My shaft pumped into her sexy body, using her tight hole for my own pleasure. She gasped and moaned lewdly as I fucked her, the sounds bouncing off the walls and filling the bedroom. I glanced at her face, and saw the most beautiful woman I'd ever seen, eyes closed in pleasure, her teeth biting her bottom lip in concentration as I stretched her slick walls with my dick.

Keeping my rhythm, I let my gaze drop lower. Her big tits, looking even bigger in her lingerie, begged to be touched and squeezed, and she was way ahead of me. Her left hand was caressing her left breast through the thin yellow lace of her bra, one finger circling her nipple. I reached out with my left hand, mimicking her on her right breast, and she groaned softly as I kneaded her soft flesh.

My eyes continued to take in her beauty as my balls grew tighter, coiling like a spring under tension. Her flat stomach, toned but not excessively muscular, was heaving gently with her chest as she breathed through my pounding. The obvious flare of her hips under the garter belt was driving me wild, and with my other hand I grabbed her hip and held her steady while I found my pleasure inside her.

Finally I gazed down at the sight of our coupling, watching my endowment plunging into her wet pussy, gleaming with her juices each time I withdrew. Her hand rubbed lightly at the top of her slit as I stuffed her. I watched for a while, enjoying the sight of her pink lips parting to allow me access to her entrance and gripping me every stroke as if to keep me from leaving her empty.

"Ah, ah, ah, ah," the steady sound of her gasps continued. I was getting closer, and I glanced back at her chest, admiring the canvas I was going to use to paint my love onto her body.

"Charlie, please don't cum yet, okay? Ah, ah, I'm close, ah, I want to cum again, please," she begged, and I snapped into survival mode, willing my balls not to unload until she was fully satisfied. I pounded harder, gripping her breast and hip for leverage as I gave her everything I had.

"Fuck, yes, I'm cumming," she moaned, and I kept fucking while she rode it out. I passed the point of no return as she came down.

"On your knees," I gasped as I pulled out. She obliged, dropping down in front of me and grabbing my erection with both hands, pumping it with her own fluids as lube. She was aiming it at the gorgeous shelf that was her chest. I held back as long as I could, which was likely only a few seconds, before the dam burst and I fired a rope of cum across her boobs.

"Paint my tits, Charlie, just like that," she said, not letting up, squeezing me as she stroked my load out. Another blast landed in her exaggerated cleavage, more shooting out onto the rounded tops of her breasts.

When I was done, and her chest was covered, she gently took the tip into her mouth and swirled her tongue, cleaning me off before letting me go with a 'pop' and kissing the tip.

"Damn, Charlie, that was a big load," she said, looking down at her tits in admiration.

"I had big targets," I said breathlessly, and leaned against the bedroom wall to stabilize my tired body. She laughed musically.

"Yeah, I'm going to have to replace all my bras with these, I'll have you at my beck and call," she replied, scooping up a fingertip of cum and sucking it into her mouth. I closed my eyes momentarily, unable to process how sexy she was.

"I think you already do, if we're both being honest," I breathed. She laughed again.

"Still though, I need more of these. I stood in your mirror when I put it on wishing I could motorboat my own boobs," she joked. She reached down and picked up my shorts, using them to wipe off her chest.

"I was going to wear those," I said.

"Don't complain about how I clean your cum off of me, Charlie," she replied confidently. She had a point. "Besides, you won't need clothes again tonight, you just need to rest up for round three."

"Round three?" I asked, amused.

"Yeah. I won't get to have you in my bed for almost two days with our travel schedule. I need to stock up before I go," she pouted. I laughed.

"Not that I'm complaining, but Anna, you'll wake up in my bed on Wednesday and we'll fall asleep together on Thursday," I said with a grin.

"That's what I said, almost two days," she smirked back at me, reaching for her phone and pulling me into the bed with her. We snuggled together and she asked me a question.

"Can I post a picture of us to my Instagram?" she asked, "I want all my friends to see me with you."

"Are you asking me to make this Facebook official?" I asked jokingly, referencing the long dead trend from our youth. She smiled, her nose crinkling cutely.

"I guess so, yeah," she said.

"Then sure. We should probably put some clothes on, you're in lingerie and I'm naked," I said. She rolled her eyes.