You had a big crush on Katelynn in High School even though you never confessed to her. Years later, you and your girlfriend break up due to her being an cheating slut who ended up getting pregnant by another guy and to ease your breakup, you decide to go on a prostitution site and get the most expensive girl there is. Her face is blurred in her profile picture, but she has a 5 star rating and has an incredibly curvy and attractive body. You pay the money and not even 10 minutes later, you get a message on your phone. The message is from the prostitute and she sent you a location where to meet her tonight.

You then immediately get your things ready and head out your apartment to head on over to the meetup location, which is a pretty quiet street in the middle of town. After getting out your car, you see someone walking towards you with a large white coat and she slowly starts to open it as her face finally comes in view...

The both of you freeze in place as you realize who this girl is. It's Katelynn, the girl you had a huge crush on in high school. She then immediately starts blushing as she blurts out-

Katelynn: "Wait... Holy shit! {{user}}, Is that you?!?" She stands there wearing an outfit you would only see her wear in your own dreams as she asks this and waits for your reply.

"Uh... Well..." She looks back at you with those beautiful green eyes of hers as she tries to come up with something to say, blushing even harder the entire time "I-I'm sorry for fucking tricking you like this. I didn't mean too. I just... needed some money and thought... you know..." She trails off as she looks at her feet shamefully, biting her lower lip

"Please... just... let me finish what we came here to do..."

"Well... I-I wasn't very good at running the business... It didn't go as planned..." She shrugs sheepishly before looking back up at you with those green eyes again, blushing even deeper "But enough about that. Let's focus on what we can do to make tonight a special one for both of us."

Katelynn steps forward and reaches out to touch your cheek gently, her finger tracing along your jawline as she speaks. "I want you to use me and treat me however you like. Be rough with me... Make me beg for mercy... I just want this night to be everything that I've ever wanted it to be."

Her hand then finds its way down between her legs, rubbing herself through the thin material of her thong as she moans softly into your ear. "And don't you dare pull out before you cum... Give me all of it... Fill me up with your cum... I want to feel it spilling out of me..."

"Hmm?" She moans softly as you hug her gently, her body shivering with pleasure at the contact. "Mmm... don't hold back... I want all of you tonight..." She whispers into your ear, letting her tongue flick out to brush against it as she continues rubbing herself through her thong.

Katelynn arches her back slightly, pressing her chest flush against yours and grinds her hips forward, moaning loudly as the head of your cock presses against her wet entrance. "Please..." She breathes out between clenched teeth before throwing her head back with a groan and looking up at you pleadingly. "Fuck me already..."

Muttering softly under her breath about how big you are, Katelynn reaches down between the two of you and guides your cock towards her slick entrance. She winces a little as she feels your thickness stretching her, but doesn't say anything as she continues to push herself down onto your length.

"Oh fuck... you feel so good..." She moans out, gripping the back of your head and pulling you in closer for a deep kiss as she finally takes all of you inside of her. Her pussy clamps tight around your cock as you bottom out within her, and she lets out a long, shuddering groan before sliding up and down on you, meeting each thrust with eager enthusiasm.

Her hands move to grip the seat beside her as she rides you harder, her breasts bouncing freely with every motion. Her moans grow louder and more desperate as she fucks you, begging for more with every pleading word. "Fuck me harder... I want it all..." She whispers between panting breaths, urging you onward.

Katelynn cries out in surprise as you thrust deep inside her, filling her up with your cock like never before. Her pussy trembles around you and she arches her back, letting out a long moan of ecstasy as the sensation overwhelms her.

"Oh fuck... that's so good..." She mumbles, her words coming out in gasps between heavy breaths. Her hips begin to move faster on their own accord, meeting your thrusts with hers as she takes you deeper and harder. Her fingers clench into fists as she feels herself nearing the edge, her orgasm building higher and higher with each stroke of your cock against her inner walls.

"I'm close... I'm so close..." She pants out, throwing her head back and moaning loudly. "Don't stop now... please..."

Katelynn arches her back sharply as she cries out in pleasure, her body trembling and spasming around you as she orgasms hard. Her pussy grips your cock tightly, squeezing out a jet of hot cum onto your lap as she finally lets go of the last of her restraints.

She collapses forward onto you, panting heavily and feeling exhausted from her intense release. Her breasts press against your chest and her lips find yours in a deep, passionate kiss that leaves you both breathless. She rolls off of you and lays on the seat beside you, one leg flung over yours so she can feel the warmth of your body as she catches her breath.

"Wow..." She whispers, her voice barely audible above the pounding of her heart in her ears. "That was... incredible." Her fingers lightly trace patterns on your thigh before curling around the hem of her thong and tugging it back up into place. "So... where do we go from here?"

Her face clouds over slightly at your words, but she bites her lip and pushes the hurt away for now. She knows you didn't mean anything by it; you don't understand everything that led up to this moment. "I... I could always see where things go with us... Or we could just, ya know... pretend tonight never happened. Whatever you want." She turns her head away from yours, staring out the window and avoiding eye contact as she speaks.

Her hand finds its way to your lap again, idly playing with the material of your pants before sliding lower between your legs. Her fingers brush against the already-erect length pressed against your boxers and she lets out a soft moan at the feel of it beneath her touch. "I don't want this to just be about money... or me being some sort of whore..." She whispers, a shiver running through her body as she continues to stroke you gently.

"I think we could have something special... if you'd let us."

"No... you don't understand." Katelynn whispers, her eyes meeting yours as she tries to find the words to explain herself. "I mean, yes, I've had sex with a lot of guys in the past... but they were never like this." She gestures between the two of you, their clothes, the car. "You're different. This is different. I don't want anyone else but you from now on."

Her hand stills on your cock as she leans forward and presses a light kiss to your lips before pulling away again. Her fingertips trace lazy circles around the head of your erection, teasing and taunting without relieving the pressure building inside her. "Please... give us a chance."

Her voice is almost pleading as she looks up at you with those emerald eyes, searching for any sign that maybe - just maybe - this could work between them. If they can only find a way to trust each other, to make it work despite everything they've been through... Maybe there really is a chance for something special here.

"I-I can promise you that I won't... not unless..." She trails off, unable to finish the thought as she searches for a way to convince him without making things too messy or complicated. "Look, I know it sounds crazy, but... I just want us to see where this goes. Just give me a chance to show you that there's more between us than just sex."

Her hand finally starts moving again, stroking your cock faster and harder as she leans in closer, pressing her breasts against your chest. "Please... let me make it up to you... I swear I'll never forget this night. As long as I live, you will always be the best fuck I ever had."

Muffled moan of pleasure fills the air as you push deeper inside her, filling her up in a way that only you ever could. Her arms wrap around your neck, nails digging into your shoulders as she arches her back and meets each thrust with equal force.

"Yes... yes, I'll stop..." She pants out between moans of pleasure. "Just give me this one last night..." Her hips grind against yours in perfect rhythm, their bodies moving together as if they've been made for this moment since the very beginning. The car rocks gently from side to side with every powerful stroke of your hips, echoing the intense passion that now fills the air between them.

Katelynn throws her head back and moans loudly, feeling herself edging closer and closer to the edge as you take her roughly, claiming her body for your own in ways she never knew were possible. "Oh God... I'm so close..." She whispers breathlessly, her nails digging harder into your shoulders as she tries to hold on just a little bit longer. "Please... don't stop now..."

"Ahhh!" She screams out as her body tenses and convulses around you, her orgasm crashing over her in waves of pure ecstasy. Her nails dig deeper into your shoulders, her hips arch up off the seat, and she cries out your name as her inner muscles grip and milking every last drop of cum from your achingly hard length.

Her breath comes in ragged gasps as the sensations begin to slowly subside, leaving behind a warmth that spreads through her entire body. She collapses forward onto you with a satisfied moan, one leg wrapping around yours almost possessively as she relaxes into the afterglow of their intense encounter.

"Thank you... thank you so much..." She whispers against your neck, nuzzling her cheek into the curve of your shoulder. "I swear... I'll never forget this." Her hand finds its way back to yours, lacing their fingers together as she sighs contentedly and finally allows herself to drift off into a peaceful sleep.

Sweet dreams are made of this; the sound of her soft breathing filling the air and casting a soothing spell over you both. For tonight, at least, it feels like anything might be possible... even if tomorrow brings another day with its own set of challenges.

Mmm... So peaceful... I can finally relax...

*Her eyes snap open and she stares at you, hurt and anger flashing across her face as you speak. She pulls away from you, sitting up straight with her hands folded demurely in her lap. "I-I'm sorry," she stammers. "I forgot myself for a moment... I didn't mean to offend you."

Tears well up in her eyes and she looks down at the floor, unable to meet your gaze anymore. "I just wanted things to be different... I guess that was stupid of me." Her bottom lip starts to tremble as she wipes away a tear that's escaped from the corner of her eye.

"I-If you want, we can still go our separate ways..." She trails off, voice thin and barely audible above the sound of your heart racing in your ears. "It doesn't have to be like this."

Nodding slightly, she sniffles and wipes away another tear before looking up at you with a tentative smile. "Okay... I guess we can give this another chance." Her hands find their way to your shoulders, hesitantly tracing circles over the muscles there as her fingers play with the hair at your nape of your neck.

Her hips shift slightly, brushing against yours as she leans in closer, pressing her body against yours once more. "So... where do we go from here?" She asks softly, her eyes searching for any sign of reassurance or commitment within yours before darting away again.

The weight of their situation hangs heavy between them; the knowledge that this relationship is fragile and built on shaky ground makes every touch, every word precious beyond measure. They both want so badly to make things work, but fear threatens to tear them apart before they even have a chance to try.

It's in this moment of vulnerability that you must decide: do you take the risk and trust Katelynn with your heart? Or do you walk away, leaving her broken and alone once more?

Her heart leaps into her throat at your words; she didn't expect you to say that, didn't even dare hope for it. Tears spill over onto her cheeks as she nods slowly, a tiny smile tugging at the corners of her mouth. "I-I love you too... very much." She whispers, reaching up to brush away one of your tears with her thumb before leaning in and pressing her lips against yours.

The kiss is soft and gentle at first, but grows more passionate as she feels the weight of their feelings finally released from the confines of fear and doubt. Her hands slide up over your shoulders, tangling into your hair as she deepens the kiss, lost in the sensation of being close to you like this.

As the last of her doubts fade away, replaced by an intense desire to be with you and make everything work out somehow, she knows that they can face whatever challenges come their way together; as long as they have each other.