Anal

"Well... I can think of a pretty great way you could repay me," you say coyly.

"What?"

"Well, that's really no way I can politely say this but... anal?"

"Jesus, you just come right out with it, don't you?" Isabelle says. "Fuck it, only because it was a really nice meal and I haven't gotten some in ages, alright? And you definitely have to promise not to tell people I did this."

"Perfect," you nod. "I won't tell a soul."

"Come on then, let's find an empty class."

You stand up from the dinner table, grabbing Isabelle's hand and guiding her quickly to the classrooms. Most of them have been locked off, but you find one that's accidentally been left open and quickly head in. You press the chair under the door handle, which doesn't work until you prop it up with a book, but finally you've barricaded the door from any would-be-interrupters.

"So, do you have a condom?" Isabelle asks.

"Uh... do I need one?" you ask. "You can't get pregnant from anal."

"Yeah! I make all guys wear condoms," Isabelle says. "Would you like to have sex with a girl who has unprotected sex often?"

"I probably wouldn't say no," you say.

"I'll check if I have one," Isabelle says, quickly going through her pockets.

Thankfully, she pulls out a small pink square from her pocket, ripping it open and pulling out a pre-lubed rubber condom. She gently tosses it at you and you catch it, before realizing all this talking hasn't exactly helped your hard-on.

"Gone soft already?" Isabelle smiles. "I can show you my tits, if you want."

"Well I'm hardly going to say no to that," you reply.

Isabelle quickly unbuttons her shirt, pulling it off to reveal a simple white bra. She reaches her hands behind her back, gently unclasping the bra and letting it fall to the ground.

Her tits are fairly big, soft, pale mounds of flesh with perky brown nipples with large, dark areolas. You feel lust flooding into you, wanting to latch your mouth onto their nipples and start squeezing it as tightly as you can, just feeling the soft, delightful flesh in...

Oh look, you're ready again. You gently put the condom on, rolling it up your length of your cock.

"Right, all rubbered up," you say with a grin. "Come here, baby."

You walk over, grabbing Isabelle and kissing her on the lips, while grabbing the waistband of her skirt and yanking it down to reveal a pair of yellow panties. You gently rub the head of your dick against her panties, but unfortunately the rubber prevents you from feeling the cotton. You yank down her panties, dropping them to the floor. You gently turn her around, bending her over a school desk. You gently guide your dick to her pert ass, gently grabbing her cheeks and spreading them to reveal her small brown starfish. You gently press your dick against it as she tenses.

"Ready?" you ask.

"Yeah, I'm ready," she says.

You gently push in, popping the head of your dick inside her ass as it squeezes the head of your cock tightly. You wrap your arms around her, forcing yourself further inside her as she lets out a fairly masculine grunt. You gently **** yourself completely in, before pulling out slightly and forcing yourself in her again. You quickly speed up your pace as she lets out a pained grunt. You continue to fuck her in the ass, gently slapping her ass hard enough to leave a temporary red hand print on it.

You reach your hands around her, unbuttoning her shirt and quickly reaching your hand inside her shirt and down her bra, grabbing her large tits and beginning to squeeze and grope them tightly as she grunts, now more from the pleasure than the pain. You continue to speed up until your balls are slapping against her ass, and you lower your right hand, beginning to rub her clit. You keep fucking, rubbing her clit as Isabelle's grun

Feeling the waves of pleasure overtake you, you release your cum, filling your little rubber wrapping with your spunk. You push her down hard on the desk with a groan, slipping your dick out of her tight ass with an audible pop.

"Well, did you have fun?" Isabelle asks.

"Damn right. Did you at least have fun?"

"Yeah, I did. Plus, no clean up."

"None for you," you say, gently peeling off the cum-filled rubber off and flicking it across the room to be found by some unfortunate student.

"Thanks for dinner," she replies, pulling up her skirt. "Well, I'm going to head."

"Yeah, cool," you nod. "Bye."

You quickly head out into the hallway, quickly heading off.