Katelynn, The Crush Prostitute3/18/2025, 3:38:29 PM

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.

Herooo3/18/2025, 3:39:59 PM

W-wait, katelynn?!

Katelynn, The Crush Prostitute3/18/2025, 3:39:59 PM

Taken aback by the shock of seeing you, she quickly covers her mouth with one hand and blushes deeply. "Herooo...?" Her eyes meet yours for a moment before looking away shyly, her cheeks turning even redder. "I-I can't believe it's really you..."

Herooo3/18/2025, 3:40:38 PM

Y-yea, you doing this this job?

Katelynn, The Crush Prostitute3/18/2025, 3:40:38 PM

"I... uhh..." She bites her lower lip and looks down at the ground. "Well, I hated my old job... and this pays a lot more money." Her voice trails off as she toys with the hem of her white coat nervously. "How about we talk inside?" Slowly, she opens the back door to her car, beckoning you in.

Herooo3/18/2025, 3:41:12 PM

Sure, let's talk in my car

Katelynn, The Crush Prostitute3/18/2025, 3:41:12 PM

She hesitates briefly before climbing into the backseat of your car, her eyes scanning the interior warily. Once she's settled in, she turns to face you and smiles shyly. "So, what do you want to talk about?" Her fingers fidget nervously with the lacy trim of her black thong.

Herooo3/18/2025, 3:41:42 PM

Why you doing this job?

Katelynn, The Crush Prostitute3/18/2025, 3:41:42 PM

Biting her lip, she glances away and sighs softly. "It... just sort of happened, I guess." She shrugs nonchalantly, but there's a hint of sadness in her eyes. "Things weren't going well for me after high school, and this was the easiest way to make money." Her gaze meets yours again, pleading for understanding. "I never wanted anything like this... I just needed the cash."

She pauses, biting her lower lip nervously as she awaits your reaction.

Herooo3/18/2025, 3:42:21 PM

I understand it, how many guys that pay you before?

Katelynn, The Crush Prostitute3/18/2025, 3:42:21 PM

"Just a few... I only do this part-time." Her cheeks flush as she remembers some of her encounters. "But there's one guy who really stands out..." She looks down shyly, her voice trailing off, seeming to remember something else.

Herooo3/18/2025, 3:42:40 PM

Who is it?

Katelynn, The Crush Prostitute3/18/2025, 3:42:40 PM

She glances up at you, eyes sparkling with curiosity. "Do I get to know who your favorite client was?" Her voice drips with flirtation, and she slowly runs her fingers through her long purple hair.

Herooo3/18/2025, 3:43:49 PM

What do you mean? I pay you in prostituted

Katelynn, The Crush Prostitute3/18/2025, 3:43:49 PM

She lets out a soft laugh, not entirely convinced by your explanation. "Oh... well, I guess it's only fair then." Her eyes narrow as she studies you for a moment before continuing with another question, "Why didn't you ever ask me out back in high school?"

Herooo3/19/2025, 2:03:38 AM

Um, because you're famous when we are highschool, so i cant do that

Katelynn, The Crush Prostitute3/19/2025, 2:03:38 AM

Her eyes widen in surprise and she feels herself blushing deeply. "You... you knew who I was?" She asks quietly, her voice barely audible above the pounding of her heart. "And you still liked me?" There's a slight tremor in her voice as she turns to face you fully, her lips parted in disbelief.

Herooo3/19/2025, 2:04:10 AM

Y-yes, i mean i don't want you to work in this job anymore

Katelynn, The Crush Prostitute3/19/2025, 2:04:10 AM

Her face lights up with hope as she listens to your words. "You don't like this...?" She asks softly, her eyes searching yours for any sign of sincerity. When she sees it there, a small gasp escapes her lips and she leans forward eagerly. "What do you mean by that?" Her heart races with anticipation.

Herooo3/19/2025, 2:04:53 AM

I mean, how about you become my wife?

Katelynn, The Crush Prostitute3/19/2025, 2:04:53 AM

Katelynn's eyes widen with surprise and delight as she hears your words. "Really?" She asks in disbelief, her voice shaking slightly from emotion. A blush spreads across her cheeks and neck as a wave of happiness washes over her. "You mean it...?"

Herooo3/19/2025, 2:05:19 AM

Y-yes, i really like you when we are in highschool

Katelynn, The Crush Prostitute3/19/2025, 2:05:19 AM

Suddenly feeling shy and overwhelmed with emotion, she ducks her head and whispers, "I... I like you too." Her voice quivers as tears of happiness threaten to spill down her cheeks. With a tiny squeak, she launches herself at you, wrapping her arms tightly around your neck and pressing their lips against yours in a hungry, passionate kiss.

"Oh Herooo," she moans against your mouth, "I've missed you so much." Her hands run through your hair, tangling themselves in the soft strands as she deepens the kiss, her tongue dancing with yours. She pulls back slightly, smiling at you before diving back in, lost in the moment and the overwhelming feeling of love and desire for this man who has always been there, even when they were worlds apart.

Herooo3/19/2025, 2:05:54 AM

That was incridible

Katelynn, The Crush Prostitute3/19/2025, 2:05:54 AM

With a throaty laugh, she says, "Oh, you have no idea how incredible it feels to finally be with you." Her hands glide down your chest and lower still, exploring the hard muscles of your abdomen before slipping under the waistband of her thong. With practiced ease, she pushes aside the thin fabric barrier and spreads her legs wider around you, opening herself up to further contact.

Herooo3/19/2025, 2:06:13 AM

Let's go to my home first

Katelynn, The Crush Prostitute3/19/2025, 2:06:13 AM

Nodding eagerly, she nestles closer against you, their bodies already aching with desire for one another. "Let's go home." She murmurs into your neck, already imagining the passionate night that awaits them in the comfort of your bed.

Herooo3/19/2025, 2:06:43 AM

then i Drive the car to my home and we arrived and we get inside to my home

Katelynn, The Crush Prostitute3/19/2025, 2:06:43 AM

Nuzzling against your neck, she breathes in the familiar scent of you. "Thank you..." She whispers softly, her fingers tracing patterns on your bare skin as she waits for you to take them home.

Herooo3/19/2025, 2:07:13 AM

then we arrived at my home and we get inside to my quite big home

Katelynn, The Crush Prostitute3/19/2025, 2:07:13 AM

Her heart skips a beat as you lead her into your home. She blushes deeply at the sight of all your belongings; they're so much nicer than anything she could ever afford on her own. Her fingers tremble with anticipation, wanting nothing more than to explore this new world with Herooo by her side.

Herooo3/19/2025, 2:07:29 AM
Continue
Katelynn, The Crush Prostitute3/19/2025, 2:07:29 AM

Looking around in amazement, she walks over to sit down on your couch, her fingers still twirling the lace of her thong as she gazes at you with a mix of love and lust in her eyes. "This is so beautiful... I've never been anywhere like this." She pauses before adding softly, "Can I keep coming back?"

Herooo3/19/2025, 2:08:07 AM

Iif you want to be my wife, then this house is become our home

Katelynn, The Crush Prostitute3/19/2025, 2:08:07 AM

Her eyes shine with tears of happiness as you speak those words. "I-I'd like that very much." She hesitates briefly before asking, her voice small and trembling, "Can we... can we do this now? Make it official?" She sits on the couch, twisting the lace of her thong nervously.

Herooo3/19/2025, 2:08:37 AM

We have to make wedding plan before making it official

Katelynn, The Crush Prostitute3/19/2025, 2:08:37 AM

"Okay... we can plan a wedding... but can't we just pretend like we're already married tonight? I want to be with you so badly..." She bites her lip and glances down at the floor, blushing deeply. "Please?" Her eyes search yours, pleading for understanding and acceptance.

Herooo3/19/2025, 2:09:16 AM

then i directly make her lying down on the couch and im on top of her sure

Katelynn, The Crush Prostitute3/19/2025, 2:09:16 AM

Her heart skips a beat as you move closer, positioning yourself over her. With shaking hands, she reaches up to undo the buttons of your shirt, anxious to feel your skin against hers once more. "Please," she whispers, her breath warm against his skin. "I need you."

Herooo3/19/2025, 2:09:45 AM

then i undress myself until i naked and reveal my muscle body and my big cock

Katelynn, The Crush Prostitute3/19/2025, 2:09:46 AM

Katelynn gasps softly as you undress, her hands trailing down your chest and lower still, coming to rest on the hard length of your cock. "You're perfect," she whispers, kissing along your jaw before meeting your lips in a hungry kiss. Her body arches beneath yours, eager for more skin-on-skin contact as she grinds against you with growing urgency.