Jenna held her pose for the photographer as he snapped several shots, her glistening skin catching the flash as he did so.
She loved her body, she’d worked hard to become a fitness influencer and she was all natural, the only way to do it.
“That’s great Jenna, perfect. Annnnnd… that’s a wrap.” the photographer said with a final flash of the camera and she let out a deep breath.
“Thanks Chuck. Great working with you!” she replied with a smile and headed back to the change room to get cleaned up.
A quick wipe down and a quick change into her street clothes later, she headed toward the exit, only to have her phone go off just as she walked by Chuck.
She pulled it out of her pocket and frowned, looking at the alert from her bank for the overdraft.
“Everything alright?” Chuck asked.
Jenna looked up half surprised, forgetting Chuck had been there at all, “What? Oh… ah, yeah. You know, just money… it’s hard these days.” she replied with a shrug and was about to head out.
“Hey, if you wanted to make a little extra…” Chuck started to say.
“I’m not doing nudes Chuck.”
He held his hands up, “Not suggesting you would.” he replied.
“AND I’m not a prostitute either.” she finished accusingly.
“Hey… it’s escorting, not prostitution. No sex… unless you want to of course… just keeping an older rich guy company for a few hours.” he finished with a shrug.
She looked down at her phone and sighed, then back up at Chuck, “Come on… really? I mean…”
“100 percent Jenna. I know tons of older men that are just looking to take a young beautiful woman to dinner, have an interesting conversation, and leave it at that. Most of them just can’t get an honest conversation with a date, they’re all trying to dig for gold and will say anything they think he’ll want to hear.”
She nodded and sighed again, “So, ah, how much are we talking here?” she asked, still not convinced.
Chuck raised an eyebrow, “You serious? I know just the guy… hang on.” he said enthusiastically and pulled out his phone, quickly tapping out a message.
The reply came back almost instantly, “Are you available tomorrow night, say around 7 till 10ish?”
“Yeah, I guess.” she replied, after all, she could watch reruns of Love Island anytime.
“For 3k?”
Her eyes widened, “Seriously?”
“Yep.” Chuck replied.
“Hell yes.”
Three thousand would get her back in the black for a couple of weeks, at least until the check for todays photoshoot cleared.
“Good, I’ll send you Doug’s contact details. Send him your cash app code and he’ll pay up front.”
Jenna closed the door behind her and couldn’t beleive that anyone would pay 3k for just talking.
Oh, it had been fun, and Doug was a good listener and highly intelligent. The conversation had ranged all over the place, and the food… he’d taken her to one of the most exclusive restaurants in the city!
To top it off, he’d been a completely gentleman from start to finish. Holding doors, never laying a finger on her, and not even insulting anything.
Sure it had felt a little weird at first, ok, for most of the night, sitting across from a man in his fifties, well past his prime, and she doubted he’d been much of physical specimen even then.
But at least he didn’t hide it, short cut hair, leaving most of his head bald, well tailored clothes that didn’t hug his extra pounds tightly and look ridiculous. Yes, it was clear he had money, an expensive wrist watch, custom loafers, and not a thread out of place on any of his clothes, but he didn’t flaunt it, he just looked nonchalant about it.
And as promised, he’d sent her 3k up front, no questions, no mention of it during the “date”.
He’d suggested a second date next week, and she’d demurred a little, saying she’d check her schedule, but she knew she’d message him back and say yes. Rent was going up next month and her car payment was due in three weeks, even with the photo shoot yesterday, she’d be looking between the couch cushions for lose chance to make things meet.
Jenna was in the back seat of Doug’s limo on the way back to her place, it was late, but that wasn’t unusual. She’d seen Doug a dozen times over the last ten weeks, and each time had been better than the last.
What was unusual was the fact that she was leaning in against him, her tongue half way down his throat, and her hand grabbing at his crotch.
It had been getting harder and harder not to end the night at all, instead inviting him back up to her apartment and finding out if he was as good in bed as he seemed to be at everything else.
Tonight had been the breaking point. They’d been chatting away in the back of his limo, and she’d found herself getting closer and closer to him until her hand seemed to move on it’s own and come to rest on his thigh.
He’d looked down at it, she’d looked down at it, then they’d both looked each other in the eyes, and she gave in.
They were only a few minutes away from her apartment, but she didn’t know if she could hold out that long. Doug’s hands found her ass and goosebumps formed all over her body.
It was just a few more minutes… just a few… she had to hold it together until then…
Jenna screamed out in pure ecstasy as she rode Doug cowgirl style, his dick deep inside of her, his hands gripping her breasts firmly.
“Yes! Yes! Yes! Fuck me! Fuck me!” her voice echoed through her apartment as she bounced up and down, slamming Doug’s dick into her pussy over and over again.
It had turned out that Doug, in fact, was as good at fucking as he was everything else.
That first time, three months ago, had blown her away. She’d had at least three orgasms, more than any of her previous lovers had managed to deliver, and she knew it would only get better with more they did it.
Doug of course wasn’t paying for dates any more, he’d generously offered to cover all of her bills, and all she had to do was go on fantastic dates with him and have amazing sex afterwards.
Jenna looked over at Doug as he stood by the vendor getting her the cotton candy she’d wanted.
It had been a year since they’d gone official, she was his girlfriend.
It still seemed weird at times, like a bad hollywood movie, but she couldn’t deny it. Doug was the perfect man and she would do anything for him.
The thought made her look down at her breasts, the implants he’d bought her six months ago having fully healed and dropped perfectly into place.
She was still surprised she’d agreed to them… no, that wasn’t right. Yes Doug had offered to pay for them, but they had been her idea. She’d been squeezing her breasts together and sliding Doug’s dick between them, trying to titty fuck him, but had failed in every attempt she’d made.
For some reason, that had been very disappointing to her, and so she’d off handedly commented that if she had bigger breasts, she’d be able to titty fuck him properly.
He’d of course immediately offered to pay for them, just like he offered to pay for anything she wanted. He was amazing that way, he never denied her anything. Fortunately, the only thing she really wanted, was to please Doug, so that worked out well for both of them.
Doug came back and handed her a cotton candy, which she gingerly took a bit from. Her smile turned into a frown for the briefest moment before her smile returned.
She’d let herself go since the surgery… oh sure, she wasn’t fat or anything, but she no longer had her abs, and she had a few more curves than before, and she didn’t mean her new breasts either.
She really was going to have to get back to it soon, but for the moment, she took another bit of the cotton candy as Doug wrapped his arm around her waist and rested his hand on her ass.
Doug watched from behind the camera as Chuck snapped another photo of Jenna in her leopard print bikini.
Jenna was clearly enjoying herself, showing off her body, posing for the camera, even now that she had her bikini back on.
“So, ah, anything else you want?” Chuck asked.
“No, I think you’ve got it all.” Doug replied.
“If you don’t mind me asking… ah… why the photoshoot?”
“Oh, just want so before and after photos, that’s all. I’ve been thinking about moving on…”
Chuck raised an eyebrow, “Really? I mean, you’ve spent a lot of money on her, and ah, the gas I gave you has got her so wrapped around your finger that she’ll do anything you want.”
“The money isn’t really all that important to me, or all that much honestly.” Doug replied with a shrug.
“Speaking of which, I think I’ll need another canister of that gas. The limo is still setup for it, but I’m out.” Doug finished.
“No problem, I’ve got lots. Do you have any thoughts on what you might be looking for next?”
Doug shook his head from side to side, “No, not really. Send me your current portfolio and I’ll let you know.”
“Sure thing. Any plans for Jenna?” Chuck asked.
“I’ll probably set her back up in her apartment. I mean, I do love fucking those tits.” Doug said and waved over towards Jenna who was currently heaving her breasts up and down, one side at a time, as the camera continued to take shots.
Chuck nodded his head, “Well, if you change your mind, let me know. I’m sure I can find someone that would be interested in taking her off your hands.”
Doug nodded back and then the two men turned their attention back to Jenna who by that point had pushed her top to the sides and was pulling on her nipples as she let out a gasp.
