AllFreeNovel
Share Us
“You’ve got ‘reluctant teen girl’ down pretty well.” I sigh and finally remove my hand, propping myself up on one elbow. “It’s funny that you ranked me last on this creepy factor, when I’m actually the one in charge here. I just want to have fun, Vanessa. Play along, and I’ll make you feel good too. But…” I shrug. “I really don’t like being bored. I don’twantto pull in one of the other girls and torture her in front of you. But that sounds a lot more fun than listening to your repetitive whining.”
Her cheeks pale. “No!” she says quickly. “You don’t need to bring anyone else into this.”
“Even Traci or Cat?” I ask, flashing her a smirk.
“Even them,” Vanessa says, setting her jaw. “I’ll… do what you want. Just leave them out of this.”
It’s funny, because Traci, at least, would enthusiastically play along in hopes I’ll shower her with more gifts. Vanessa doesn’t need to know that, of course.
“Okay, so. We’re already on this cramped twin bed. Let’s say it’s… the night before prom. You still haven’t secured a date, and you’re so sure I’ll ask one of the other girls unless you’re extra, extra convincing.” I settle down again and stroke her side. “So let’s see you convince me.”
Vanessa blinks a few times, and it’s adorable how she looks like she’s trying to keep back tears even as she whispers, “Okay.”
“Undo my fly,” I say. “Get me hard. If you don’t know how, I’ll guide you.”
She hesitates then reaches down, slowly unfastening my pants.
I groan in approval. “There you go.”
She slides her hand into my briefs, her hand cool as her fingers envelop my cock. My cock twitches, but as far as stimulation goes, she hasn’t done much yet.
“You gotta stroke it,” I say as I kiss her neck. I move my hand back to her pussy and rub until I can feel her clit. Maybe it’s a bit unrealistic for a teenage boy to know—or care—about it, but I’ll only make so many concessions for roleplay.
Her breath catches, and she tries to press her thighs together to dissuade me. Like she thinks it’s going to distract me, she starts to run her hand up and down my cock.
I rub her clit rhythmically and make little encouraging noises as she tries, and fails, to keep back little sounds that let me know just how much of an effect my touch is having on her. “Like that, Vanessa. Yeah. Squeeze a little tighter. Run your thumb over the tip.”
She obeys, her fist tightening around my cock. She’s not particularly good at touching me, but she’s supposed to be a virgin, so I guess I can excuse her clumsiness.
“Hey, hey, Vanessa. Kiss me,” I say, just to see how she’ll react.
Vanessa goes still again, her grip flexing a little around my cock. For a moment, I don’t think she’s going to obey, but then she leans in and tentatively brushes her lips against mine.
Even though I’d mentioned Stef and the others, I hadn’t thought she’d get that motivated to please me.
I run my tongue over her lips. “C’mon. Don’t be shy,” I murmur. “I want to hear your voice, too. Don’t worry, my old man won’t care.”
She stays silent, though, even as she kisses me again. Her lips are soft, her kiss sweet and somehow startlingly naive enough to where I can almost believe she’s getting into this.
But no, it’s even better than her pretending to be virginal.
I rut against her a little, driving my cock along her hand. “Hey. I can’t wait any longer.” I stop and laugh. “On account of being a teenage boy.” I remove my hand from inside her panties and put it on her waist. “It’d be so hot if you were on top of me. Because, um…” I pretend to be shy. “I heard it’s great for virgins that way too. You have more control. And all the girls in the porn seem to really like it.”
I wonder just how far I can push her before she’ll balk.
She swallows hard, pulling back just a little, and she lets go of my cock. “Giulio…” she whispers.
Not very far, apparently.
“Come on, don’t leave me hanging,” I pretend to whine. “I’ll die of blue balls.” I wink at her. “And this is the early days of the internet, so you haven’t read up on how blue balls isn’t a real thing.”
“Only creeps actually wink,” she mutters, so low I’m not actually sure she’s said the words or if I’ve just imagined some spark to her. She slowly slides the panties down her legs, though she still keeps her legs pressed tightly together.
“Yeah, but I’m the hottest guy at school. If I take you to prom, all the other girls will have to acknowledge you! Your few misgivings about how I’m just a bittoocharming aren’t enough to make you want to stop. After all, nobody else gives you the time of day. You’re just so lucky I even noticed you.” It’s a pretty silly scenario, all things considered, but her sour expression amuses me.
“I can’t do any of this without lube,” she says, fully breaking character.
“You think two dumb teenagers read up on all that? We don’t even have condoms!” I reach between her legs again and feel around. “Besides, you’re kind of wet already.”
