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Chapter 27 by joeschwartz

What do you do?

Agree to give it a shot. Approach a friendly looking girl.

Right. You catch a glimpse of a particularly busty redhead on her bike, currently on her way back to school. Yet another hot girl. It's not like you don't want to know what's going on here...you want to get laid, but you also want to know the truth. Maybe you can do both? With a sigh, you set out to walk the campus and find someone you can ask about how to experience your 'first' orgasm.

Your first target is a girl who is sitting alone on some steps, eating a granola bar. Her book bag is next to her, and she's not wearing a jacket. She has short, bright red hair that looks almost like a wig and she's wearing a loose t-shirt, covered by a long-sleeved grey shirt. She looks up at you and smiles as you approach.

"Hi! Can I ask you a question?"

"Sure!" She says, "What do you need?"

"For my psychology homework I have to have- well, this is embarrassing." Your face turns bright red, interrupting your charade.

"What's up?" She says encouragingly, "Don't worry, I know psych classes can have some weird assignments."

"Well," you manage, "they said I need to have someone give me an orgasm and then write about...my thoughts...but I'm not dating anyone, so I have to...find a volunteer."

The girl's eyebrows shoot up. "Are you asking me to give you an orgasm for class?"

"Y-I mean, only if you want to!"

She busts out laughing. "I can't believe that a teacher is asking you to do that. Can't you just write about a past orgasm?"

"....no one has ever given me an orgasm."

She stops laughing. "Wow, ok. Sorry, I didn't realize that."

You look over your shoulder to where Jasmine was. You can't see her. Suddenly it's just you and this girl, and the occasional hottie student walking in the distant.

"It's ok," you say, "it's not a big deal, really. It's more of an...extra credit assignment, I'm not going to fail or something if-"

"No, no, I'll do it," she says, taking a bite of her granola bar before putting it down, "don't worry, I can use a break from my own thoughts. How do you want to do this?"

You don't know what to do. This girl is really cute, really pretty, and really friendly, and yet...

"I'm not sure," you admit, "I mean, I don't need to have sex with you; I don't want to push you into anything you don't want to do, but..."

"So you want me to, like, give you a handjob?" She asks, eyes flickering to your crotch "that's not sex and I'm happy to do it. I'll give you a handjob, or a blowjob or whatever you want. And then you can write about it for your class."

You take a deep breath and exhale, "I'm not going to lie, that is what I want, but I'm not going to push you into something you're not comfortable-"

"Jeez, dude," she interrupts, "it's going to be gross if we have to go through this whole long conversation again."

"Sorry," you say, feeling dumb, "I guess I'm just not used to this."

"Well," she smiles, "I'm fine with a handjob, and I'm fine with you writing about it for class. Are you sure you've never been with a girl?"

"Yup," you say, still standing awkwardly.

She laughs, "Just slow your roll and we'll get you there."

"Can I ask you a question first?"

"Of course."

"Why are you doing this?"

"Because you looked like you needed it!" She says with a laugh, "and I don't mind. I mean, I'm not getting anything out of it except a fun story to tell, but why not?"

"I mean, why me?"

"You looked like you needed it," she says, deadpan.

"Thanks," you say, embarrassed, "I guess." You pause. "So...handjob?"

"Handjob it is," she says, no longer smiling.

"I just-" you pause, suddenly realizing you don't know this girl's name. "I'm not even sure what your name-"

"I'm Jenny. Well, Jenny Hayes. And I'm offering you a handjob. Are we gonna keep being all weird about this, saying things over and over?"

"It's fine," you blurt, "sorry. I'm just not used to this."

"I know what you mean," Jenny puts her book bag down and moves over to your side. "What do you want me to do?"

"I'm not sure how to do this. I've never done it before."

Jenny laughs, "Seriously? Ok, you're a virgin? No wonder you're so nervous about this. Just pull down your pants and I'll take care of it."

You strip off your pants and boxers, sitting down on the concrete stairs.

She smiles as she reaches her hand between your legs.

"You're nervous, so I'm going to help you out a bit. Don't worry about it."

"Oh."

You feel her fingers on your dick, and there's a rush of pleasure. You look around for Jasmine again. You can't see her but you swear you can feel her watching.

It's hard to worry about that though, because this is feeling so good. You keep your eyes open, watching as she pulls back your foreskin and begins to stroke you in a slow rhythm.

"You know," Jenny says, "I've only given a couple handjobs before. Usually I give blowjobs, but I guess a handjob is a bit easier."

You try to speak, but you can't; you're too caught up in what she's doing to you.

"So, I'm going to go faster and faster, and when you're about to come, tell me."

You nod, and she speeds up her hand, which feels incredible. You close your eyes, and you remember her words; she's barely given any handjobs.

You open your eyes and look at her again, admiring her sexy form, her breasts as the move slightly to her pumping rhythm.

"Ok, I'm going to go more slowly, now," Jenny says, "and you can see how it feels as I slow down.

She slows down, but grips more firmly, and you push into her hand.

"Ok," she says, speeding up, "I'm going to keep going. You tell me when you're close, ok?"

You nod, and she keeps going. You're almost in a trance. You close your eyes again and you can't stop thinking about her pretty face, even if you try.

You can feel it building up, the familiar feeling that you're going to cum, and then you think about her, and how pretty her face is, and how nice her hand feels, and how you want to make her feel good...

"Ok," you say, "I'm gonna cum pretty soon."

"Ok, just let me know," Jenny says, slowing down.

"Wait," you say, "I want to cum on your face."

She stops pumping and looks at you. "Are you serious?"

"Yeah."

"I've never done that before."

"That's ok," you say, "I just think it would be really hot."

She rubs her thumb along the front of your penis-head while thinks. Sharp aches of pleasure wrack your member.

"I don't think so," she says, "the deal was to make you cum. I don't want to get semen on my face though."

"Ok, no problem, just...don't stop."

You can feel the agony of being so close to orgasm, and then thankfully she starts pumping you again.

"I'm going to make you orgasm now," she says, "are you ready?"

"Ok," you say, breathing hard.

"Tell me what you're feeling?"

"It feels good," you say, "really good. You're doing a good job."

"Is that all you can say, that it feels good? Tell me more than that."

"It feels amazing," you say, "I want to grab your boobs,"

"You're a terrible dirty talker. Am I a pretty girl? With a Pretty face?"

"Yeah, so hot!" you say, remembering her pretty, pixie face.

"What else do you think about when it feels good?"

You gasp and groan, thrusting into her hand. "Your boobs! You're so pretty."

"That's more like it. What do I look like?"

"You're an angel," you say, "a goddess. You're my angel and I'm yours."

"You're doing really well," she says, "keep it up!"

You're about to cum, and she slows down her hand. You can't take this, so you try to push into her hand.

"Please don't stop," you say, "I'm going to cum."

"Tell me what you're feeling," she says, "do you think about my pretty face when you're about to cum?"

"Yes," you say, "I want to cum on your face."

Jenny shakes her head, and pumps her hand faster, grabbing the base of your penis hard.

You grunt and groan, aching for release as you start thrusting into her hand.

"Ok," she says, "I know you've never experienced an orgasm before, but you're about to cum. Can you feel it?"

You nod, and give a long, shuddering sigh. "Yeah."

"I'm going to go slowly," she says, "and when you're about to cum, I want you to tell me."

"Ok," you say, breathing hard.

"Tell me how it feels," she says, "tell me how close you are."

"I'm so close to cumming," you say, "I want to cum on your face."

She grabs the base of your penis tightly and strokes you firmly, in a slow rhythm.

"Ok," she says, "I want you to hold back your orgasm."

"Ok. Ok."

"I want you to imagine cumming on my face," she says, "what it would feel like."

You try to imagine what it would feel like, but you can barely breathe, so caught up in the intense pleasure.

"Can you imagine my pretty face?"

"Yeah," you gasp, "yeah."

"Are we close?"

"Yeah," you say, "very close."

"Ok," she says, "I'm going to go faster, now. When you're about to come, I want you to tell me."

You nod, and she pumps her hand faster, even as the pleasure shoots through you. You're trapped in a haze of ecstasy, unable to think or speak.

The pleasure is so intense, so good, and you can't control yourself anymore.

"I'm gonna cum!" you shout.

"Good!" She shouts, encouragingly, pumping you faster. "Cum for me!"

"Oh, oh, I'm cumming!"

You throw your head backwards and shout as you begin ejaculating.

Jenny pumps you faster, grasping your penis firmly.

You can't think about anything as you start cumming, spurting semen all over her shirt.

Jenny keeps moving her hand, until you stop spurting.

"How was that?" Jenny says, leaning into you and kissing the side of your mouth.

"Amazing," you say, breathing hard.

"Good! That was fun," she says, "I'm glad you asked me for help."

"Yeah," you say, "me too. I don't know what to say."

"There's really nothing to say right now. It was a favor, remember?"

You look down at your penis and she takes your hand.

"Here," she says, "I'll help you clean that up."

She grabs a few tissues and wipes of your cock, before turn to her shirt and spot checking the work of modern art you jizzed all over her. She cleans up efficiently, then smiles at you.

"Well, it was great meeting you," she says, "Good luck with your assignment."

"Thank you! So much!" You say, pulling your pants back on and walking away.

You don't have to walk far until you find Jasmine waiting for you, eyebrow cocked.

What's next?

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