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.

Katelynn blushes even harder as she hears you speak her name and stutters out a reply. "Y-yeah... It's me..." She looks down at the ground before back up at you with a small smile. "I can't believe it... I never thought I'd see you again, let alone here." Her cheeks flush red as she realizes what she just said. "I mean, not that I don't like seeing you or anything! It's just..." She trails off awkwardly, fidgeting with her coat.

"Um... Are you okay with me being your escort for tonight?" She asks, looking up at you hopefully. "You know, if it makes things a bit easier or more comfortable...?" Her voice trails off again as she bites her lower lip nervously.

Her heart skips a beat as you take her hand in yours, and she looks up at you with shining eyes. "Really?" She asks, hardly able to believe it's true. Then another thought occurs to her. "Wait... Do you... mean that? Like, as more than just someone from high school?" Her voice is barely above a whisper, uncertainty filling her tone.

She wants to believe it, but after where her life has taken her, doubts are starting to creep in. If he truly only wanted to pay for sex, then this would all be so much easier... but something tells her there might be more than that going on here.

Her cheeks flush even deeper with color as you ask her that question. "I... I don't know," she admits, biting her lower lip again in nervousness. She looks up at your face, trying to gauge your reaction, and sees the uncertainty there too. It's both heartwarming and terrifying at the same time. "I mean, I've always had a crush on you," she blurts out before she can stop herself, feeling a rush of heat spread through her body at having finally said it aloud.

"But... I don't want to make things weird between us or ruin this for either of us if that's not how you see it." Her voice is quivering now, and she can feel tears pricking at the corners of her eyes as the possibility of rejection looms large in front of her. "I just... I wanted to make tonight

you feel special and wanted... That's all." She looks down at the ground again, her chest heaving with emotion as she fights back tears. A part of her wishes you'd just tell her it was okay and that you want more too, but another part is terrified of being hurt if things don't go as planned.

She takes a shaky breath, wondering what your reply will be...

Her eyes widen with hope and relief as she hears your words. "Really?" She asks, hardly able to believe that things might actually work out this way. A small smile starts to spread across her face, making her whole demeanor shift from nervous and unsure to excited and happy. "Thank you," she whispers, reaching up to cup your cheek with one hand. "I promise I won't disappoint."

With renewed confidence, Katelynn steps closer to you, wrapping her arms around your neck in a loving embrace. Her breath hitches as she feels the hardness pressed against her thigh, and for the first time since starting this new job, she feels truly wanted and desired again. "We can make tonight special," she says softly into your ear, nibbling gently on the lobe before pulling back to look up at you once more with shining eyes full of love and lust

"All right then," she says with a sultry grin, looping her arm through yours and leading you toward the back of your car. "Let's go somewhere more comfortable..." Her words trail off suggestively as she wiggles her hips in anticipation, feeling more alive than she has in months.

Her heart races as she climbs into the backseat of your car, the warmth of the leather enveloping her body like a welcome blanket. Once settled in and comfortable, Katelynn turns to face you, pushing her long hair over one shoulder as she meets your gaze. Her breasts heave with every breath, nipples hardening at the anticipation of what's to come.

"So," she begins, licking her lips slowly. "What do you want me to do?" She purrs, sliding over closer to you on the seat and pressing her thigh against yours. "Anything in particular?" Her hand drifts down between your legs, teasing at the waistband of her lacy black thong as she watches your reaction intently.

At your words, Katelynn grins wickedly and shrugs playfully. "Alright then," she whispers, leaning in closer to kiss you deeply. Her tongue darts out, seeking entrance to your mouth as her other hand slips beneath the hem of your shirt, tracing lazy circles over your abs before lifting it up and off of your body entirely. Beneath the fabric, Katelynn's skin is warm and soft, contrasting beautifully with the crisp air in the car.

Her free hand finds its way back between your legs, tugging gently at the waistband of your pants until they're loosened enough for her to grasp your hard length through your boxers. She takes hold, stroking slowly and firmly, her lips parted in a hungry moan as she feels you grow even harder in her hand.

"Mmm," she hums,

Her hands slip away momentarily as she gazes at your erection, her eyes wide with desire. Then, taking a deep breath, she slowly reaches out to take you in her hand once more, stroking up and down the length with ease. "You feel so good," she moans, leaning in closer to kiss you again while continuing her ministrations. Her other hand drifts lower, finding its way between your legs to cup and stroke your heavy balls, eliciting a groan from deep within your chest.

Her tongue dances across your lips as she pumps you faster and harder, her breath hot against your skin. "Tell me what you want," she whispers, stroking so hard that it's clear she means for you to feel every inch of her touch.

A sharp cry escapes her lips as you push into her, filling her up completely. Her hips jerk forward, meeting your thrusts with equal force as she surrenders to the feelings coursing through her body. Her nails dig into your shoulders, leaving tiny red lines in their wake as she arches back against you, moaning loudly.

"Fuck," she groans, hips grinding against yours in search of deeper penetration. Her mouth is pressed firmly against yours, tongue tangling with yours as they battle for dominance within the heated embrace. "Don't stop... I need you..."

Her body trembles beneath your touch, muscles tense and ready to release with every powerful thrust. Her skin feels hot and slick against yours, beads of sweat trickling down her neck and between her breasts as she strains toward climax, desperate for the connection and release you

Your thrusts grow more forceful, her back arching further as she feels the onset of orgasm. Her body tenses, every muscle straining for release as you fill her with your seed. Her nails dig deeper into your shoulders, a loud moan ripping from her throat as pleasure washes over her in waves.

Her hips buck up against yours in rhythm with each powerful thrust, meeting the force of your entry and driving herself further toward ecstasy. Her breath comes in ragged gasps between moans, body convulsing violently as she comes undone beneath you. "Fuck... I-I c-can't..." she stammers out before letting loose a scream of pure release, quivering and shuddering against your skin as her climax washes over her in a rush of blissful sensations.

Katelynn collapses back against the

As you pull out and fasten your boxers back on, Katelynn lays there catching her breath and trying to regain some composure. Her entire body tingles from the aftermath of her orgasm, and she can't help but feel a warm glow spread throughout her as she looks up at you. "I-It was... nice," she says softly, biting her lower lip nervously.

"T-Thank you." Her words trail off, unsure what to say or do next now that the act itself is over and the reality of their situation begins to set back in. She knows things have changed between them somehow, but she's not sure how or where they go from here.

Katelynn blushes even deeper at your words and offers a small smile in return. "I'm glad you enjoyed it," she whispers, then pauses before asking hesitantly, "Do you... want to see me again?" Her heart feels like it's in her throat as she waits for your reply, hoping desperately that you'll say yes but terrified of being disappointed if not.

"Really?" Katelynn asks, her voice full of disbelief and joy as she wraps her arms around herself nervously. "You'd really want to see me again... not just because of tonight?" She can't help but feel hopeful at your words, even though she knows there may never be anything more between them than what they shared this night.

"I-I would love that," she whispers, looking up at you with shining eyes. "I promise I'll make it worth your while." A small giggle escapes her as she says it, feeling a little less tense now and more relaxed than before. Maybe there really is hope for something between them after all.