My Son's Girlfriend

But then he pulls away and smacks his lips before going back to his studies. However, I’m determined to make a move this time. So slowly, I lean forwards and kiss his neck gently in what I hope is a seductive way.

“I’m ready, Jimmy. I want it to be you,” I whisper in his ear. I don’t know what I was expecting. I don’t know what I was hoping. Maybe for him to look up at me in happy surprise? Maybe for him to ask me if I was sure, then proceed to rip my clothes off? Maybe for him start kissing me again? I was prepared for anything, but what actually happens is that he doesn’t react at all, but freezes instead. I slide my hand down his strong arm and let it land in his lap, where I feel timidly for his cock. I was hoping to find it hard and ready, as if holding back like this was really difficult. But instead, all I find is the softness of his flaccid penis. I freeze. What the hell is going on?

Before I can do anything, Jimmy’s hand is suddenly on mine. He turns to face me and smiles. Then he kisses me again.

“I’ve been waiting for this since I met you,” he whispers with his eyes closed. And I almost believe him, sort of. Maybe it’s just that I want to believe him so badly. I let him take me by the hand as he stands up and leads me over to the bed. His movements are stiff and awkward, but maybe it’s nerves? Maybe he’s never taken a girl’s virginity before and is hesitant about the whole process?

We sit on the edge of the bed and continue to kiss, and suddenly I feel his hand on my pussy. I’m surprised to find I don’t feel much at all – a vague tingle starts in my clit as he rubs it gently, but it’s not the all-consuming fire I was expecting. But I go with it. Reaching down into his lap again, this time I find his dick a little harder and relief floods through me. Maybe this will be okay after all.

I lay down on my back and pull Jimmy towards me so he’s hovering over my form. I was hoping he’d find it difficult to keep his hands off me. Maybe he’d find himself abruptly overcome with lust after the last couple of months of self-denial, but there’s absolutely no passion from him at all. Suddenly he groans and roughly flips me over onto my front.

“Oh, Jimmy!” I moan, finally turned on. Is he going to take me from behind? That might be a bit much, considering it’s my first time. But the fact that he finally seems into it is definitely promising. I hear his breath quickening as he clumsily lifts my dress up and exposes my ass. And to my surprise, I feel his fingers caress my ass, not my pussy. It feels kinda nice, I guess, but anal sex isn’t exactly what I had in mind. I hear him groan and feel him fumble around with his dick against my pussy, which isn’t even wet. This isn’t how it was supposed to be happening. I’m supposed to be drenched with lust, and eager for his penetration. But Jimmy seems clueless. He continues to fumble around with his dick against my pussy but nothing’s happening. It’s getting awkward. What’s going on?

“Um, Jimmy?” I try timidly.

“Yeah,” he answers. “Is something wrong?”

“Well, I mean. Are you gonna put it in?” I ask him awkwardly. Then I feel his cock press against my ass, starting to push its way forwards.

“Wait!” I exclaim with a shocked giggle, turning around. “What are you doing?” I ask, hoping to see Jimmy laughing too. But he looks serious. He must have taken his shirt off when I was on all fours because I find myself staring up at his muscled body, his dick hanging semi-hard over his jeans. He’s amazingly fit and trim, but his handsome face isn’t smiling. Instead, he looks serious and confused.

“You asked me to put it in,” he explains.

“Yeah, but in my pussy,” I laugh nervously. “I want you to take my virginity. Straight. Not backdoor,” I mumble, confused that I have to explain it at all. What the hell is going on? Jimmy surprises me by laughing and getting up from the bed, like there’s nothing weird going on at all.

“Next time, sweet cakes. I’m gonna go take a shower,” he says, taking his jeans off too, and, fully naked now, walks over to his bathroom. I’m absolutely bewildered. What the hell just happened? I feel so confused and rejected. I feel like crying. At least I know one thing for sure: he’s not gay. Otherwise he wouldn’t have been able to get his dick hard for me, right? So he must have been telling the truth about the gay porn last week.