Disable your Ad Blocker! Thanks :)
Chapter 50
by
Fiend21
Do it gently or passionately?
Gently
You gently push your hips forward, your head popping gently popping past her pussy lips as they close around your shaft. You go to thrust in completely, but her hymen prevents you. You gently rub your dick against the tightening of the hymen, before gently pushing in forward, the hymen relenting to her. Caoimhe gasps in pain and shock, as you gently kiss her on the forehead.
“It’s OK,” you whisper to her.
You gently pull back, before slowly pushing inside her again as she gasps. You repeat, pulling back and thrusting as you slowly fuck her, loving the feeling of her soaking wet, very tight pussy, even through the condom. You continue to fuck her, speeding up slightly in pace as Caoimhe’s arms wrap around your neck as she grinds against you when you push fully in.
“Oh god,” Caoimhe says, clenching down on you as she cums.
As Caoimhe’s pussy squeezes tightly on your dick in her throes of orgasm, you sigh and try not to cum. You succeed, if only barely, and the warm walls of her pussy relent. You grind your crotch against her as she begins to moan softly. Then, you resume your thrusting, pushing in past the shaft until your balls slap gently against her bum, and you continue fucking. Caoimhe lets out a longer moan, as her sensitive pussy squeezes your dick tightly again as she orgasms again a second time.
“Christ,” you say, squeezing her tightly as you try not to cum again.
Surprisingly, you manage to last yet again, and you continue to thrust as her moans begin louder.
“God, did you cum yet?” Caiomhe says, exasperated.
“You’ll know when I do,” you grin.
"Is it the condom? Oh god, it's my fault, isn't it. What am I doing wrong?"
"You're doing perfect," you reassure her. "Don't worry about a thing."
You continue to thrust into her warm cunt. You feel the need to cum overwhelming you, but you continue to thrust into her as she gasps. You grit your teeth, closing your eyes as you let out a grunt of pleasure. Finally, Caoimhe orgasms a third and final time and you can’t hold back any longer, releasing your load as your spurt inside of her with a loud moan of ecstasy, filling your rubber sheath. You collapse off her, your dick pulling out of her cunt as you let out a sigh, falling onto the grass with a moan. You slide the condom off, flicking it into the grass as you lie back.
You both lie there in silence, both heavily breathing.
“Did you enjoy your first time?”
“Yeah. At least, I think I did,” Caoimhe says.
“It gets better. Your body probably just wasn’t used to it,” you say to her. “Well... We should probably head back to our rooms.”
“I think I’m going to stay here for a while,” she says. “Enjoy the view. I’ll see you tomorrow for rehearsal.”
“I’ll see you then, Caoimhe,” you reply.
With that you stand up, turning to look at her. She waves slightly, smiling.
“Yeah, hi. I’m still here. Didn’t move in the last five seconds.”
“Bye,” you say, turning and heading off.
“Bye,” she answers back.
With that, you quickly head back to your room to call it a night.
What's next?
Disable your Ad Blocker! Thanks :)
Favorable Odds
A handful of boys in an all-girls boarding school
Due to budget cuts, the all-girls Clear Lake Institute has been opened up for all genders to attend. Due to the school's strong reputation, your parents have decided to send you off to attend.
Updated on May 21, 2022
by Fiend21
Created on Apr 11, 2017
by Fiend21
You can customize this story. Simply enter the following details about the main characters.
With every decision at the end of a chapter your game state can change. Here are your current variables.
- 32,707 Likes
- 20,009,394 Views
- 4,748 Favorites
- 6,567 Bookmarks
- 1,418 Chapters
- 226 Chapters Deep
- All Comments
- Chapter Comments