My Son's Girlfriend

by Cassandra Dee

  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.

  But that only leaves one explanation about his lack of lust for me: it’s me. He’s just not that into me. That’s why Jimmy, a twenty-year old, super-hot and popular jock, has been able to keep his hands off me this whole time we’ve been going out. That’s why, when I told him I was ready to take my virginity, he didn’t rip my clothes off and fuck me right then and there. That’s why there was absolutely no chemistry between us just now. He’s just not that into me. And he’s probably in the shower right now, thinking of a way to let me down easily. Well, I won’t be here for him to do that. I’ll save us both the awkwardness.

  Tears burning in my eyes, I stand up from the bed and start gathering my stuff. I leave his dorm and rush back over to mine so fast that by the time I get home, Jimmy is probably still shampooing his perfect hair. Fortunately, Nicole is home, eating ice cream and watching a Disney movie. She looks surprised to see me.

  “Hey! What are you - ”, she starts, but as soon as I see her I burst into tears, slamming the door behind me. Nicole sits up, worried, as I collapse next to her on the sofa and pour my heart out. Sobbing, I tell her everything that just happened. She keeps her arms around me and listens, for once not knowing what to say. But I’ve only just finished telling her when I feel my bag vibrate as my phone starts ringing. I sit up and fish my phone out. Oh crap. It’s Jimmy. I look at Nicole.

  “It’s him,” I whisper, sniffing.

  “Answer it,” she says encouragingly. Slowly, I push the green accept button.

  “Hey! Where’d you go?” he says as soon as the line connects. He sounds genuinely confused and distraught. I don’t want him to know that I’ve been crying, so I don’t answer.

  “Listen,” Jimmy says gently. “I’m sorry if that was weird just now. I, um - I’ve been feeling a bit off the past few weeks. Coach is making me take all these health supplements and um, I think they’re messing with my system.” Health supplements? Oh god. That explains everything. Those things are unregulated and manufacturers can put anything in their supplements, from hemp to active ingredients like minoxidil and creatine.

  “It’s okay,” I manage in a small voice.

  “Great,” continues Jimmy, audibly relieved that I’ve accepted his apology, at least on the surface. “You know how it’s Parents Weekend tomorrow? I know your folks won’t be able to come from Iowa, so I’d like to invite you to dinner with my dad. I want to introduce you.” Oh wow. The invitation distracts me from the problems we’re having in bed because if Jimmy wants me to meet his father, it must mean he really likes me and wants to get serious.

  “Oh, sure,” I murmur, a little flustered. “I’d love to.”

  “Great,” he says. “I’ll set it up and let you know the details. Goodnight, baby.” And hanging up, I suddenly feel like that one simple phone call fixed everything that had been bothering me - from walking in on him watching gay porn last week, to our failed attempt at sex tonight.

  Because the fact that he’s been taking these health supplements explains so much. I know from experience how foreign substances, even ones that are meant to be good for you, can change your mood and your body. I’m on the pill, and have been since I was fifteen, because of terrible periods. I remember what it felt like before I had the pill. I was all mood swings and dark clouds, interspersed with bouts of irrationality. And even though the pill balanced things out in the period department, it took me a good few months to feel fully myself again. I can only imagine what it must be like for a guy who’s taking supplements for the first time. Plus, for him to apologize, and want to introduce me to his dad is incredibly flattering. It definitely means he’s serious about me.

  For the first time in a week, I fall into a deep, peaceful sleep. No more doubts, confusion, or nightmarish scenarios spin around my mind. The only thing floating around in my head as I feel myself drifting off that night is what I’ll wear to the dinner with his dad. Vaguely, I remember Jimmy mentioning that his father was some hotshot CEO of a major corporation. Well, it doesn’t matter because it’s the son I’m interested in, and not the father … or so I think.

  Chapter 3

  JORDAN

  God, I hope this dinner doesn’t go on for too long. I’ve only just arrived and I’m bored already, waiting for Jimmy and his girlfriend to arrive. It’s not like me to be early, but I suppose I’m just eager for this to be over. I’ve gone ahead and ordered a drink and I sip it, feeling the warmth spread through me. I try not to drink during the week because it messes up my work-out routine. At 45, my sculpted body is something I’m proud of and work hard to maintain. Which leaves alcohol as something of a treat or a reward, and not
a crutch or a habit. Those are for weaker men.

  I look at my watch. What’s an appropriate amount of time to spend talking to your son and his girlfriend? I want to show that I’m interested and invested in him, but with teenage boys, you never know. Too much attention can aggravate them. Maybe an hour? That should cut it. I can be at Velma’s place by 9 p.m., which is perfect - too late for dinner, but still early enough for us to enjoy each other’s bodies. It’s not that I’m a douchebag or anything. After all, Velma knows I don’t do relationships - not since my divorce from Jimmy’s mom ten years ago. And I always make sure that the women I sleep with are aware of that fact, right off the bat. I don’t want any drama or tears. Besides, usually, I can placate the demanding ones with expensive jewelry. I don’t have to make a commitment, and they get paid off with diamonds and rubies. Everybody wins in this game.

  That drink went down fast. I feel relaxed and confident, and look forward to seeing my son. Jimmy’s a good kid. My boy does well in school. He’s a stellar athlete, attractive, and popular with the ladies to boot. There’s nothing there not to be proud of, really. And yet, there’s always been something about him I can’t put my finger on.

  It’s weird. It’s not his looks, that’s for sure. My son resembles me, from the charcoal black hair to the blue eyes, square jaw and cleft chin. He’s still a little on the smaller side, but that’ll change as he gets older. As a toddler, I could tell that he might have his mother’s tiny build, and so I threw him into sports as early as I could. I wouldn’t say I forced him into being an athlete as much as I encouraged him. Encouraged him strongly. And that’s different, right? I only want the best for my son. Besides, he ended up being good at sports. If my encouragement pushed him into being a star lacrosse player, then I have no regrets. No guy wants their son to be the beanpole with Gumby-like arms and legs.

  Here he is now, walking towards me now from the entrance of the restaurant. A mix of pride, love, and apprehension fills my heart almost to bursting. Because again, there’s always been something off with him, and I can never put my finger on it. But then my mind seizes and stutters, and my heart almost stops beating. Holy cow, who is that? Jimmy told me he was bringing a date, but I was expecting someone child-like and naïve. There’s nothing child-like about the woman wending her way through the tables.

  Yes, she’s young, maybe eighteen or nineteen, but her curves are absolutely mind-blowing. They’re accentuated in a seductive but tasteful gold dress, pinched at the waist. Her tits are huge and round, and definitely one hundred percent natural. Those wide hips roll as she walks towards me, and I can feel my cock harden as I imagine what her ass must look like from the back. Long brown hair falls in curly waves down her shoulders, and yet those caramel eyes are full of an insecure innocence. She’s a mix of the virtuous and the seductive, if that’s even possible.

  Holy shit. What is Jimmy doing with this plush little goddess? She’s a woman to his boy. Her white arms are bare, and so are her legs. I can see her creamy thighs jiggle a little as she walks towards me.

  “Hi Dad,” says Jimmy as he reaches me, and I allow him to give me a short, masculine hug. I’m careful to turn my crotch away to hide my semi-boner from watching the girl walk over to me. She’s not my usual type at all, and yet I can’t believe the immediate, entirely involuntary effect she’s having on me. Not since I was in my early teens has my body betrayed me like this. I was quick to master my lust, rather than letting lust be the master of me. That was a trap for weaker men.

  “This is my girlfriend, Katie,” says Jimmy, introducing the girl. Shyly, she reaches out her alabaster arm and I shake her hand, my huge fist enveloping hers, not much bigger than a child’s. I can’t take my eyes off her, and I must be staring because the milky skin of her cheeks flushes and her eyelids flutter, looking away.

  “Nice to meet you, Katie,” I say, hoping that I don’t come across as a perv. Certainly, my body’s hard and alert, even if I try to keep my expression neutral and friendly.

  “Nice to meet you, too, Mr. Marks,” she says melodiously with a sweet smile. We sit down at our little table, and immediately our waiter comes over, taking our drink orders. I decide not to have any more alcohol - this Katie girl already has me out of control enough as it is, and I don’t like being out of control. I don’t want to start feeling even more relaxed, and begin doing or saying stuff that I’ll regret. Besides, being out of control is not my style. Everything I do and say is calculated and methodical, and as irresistible as I’m finding Katie, she’s still my son’s girlfriend. I’m not about to start hitting on her. That would be totally debased and disgusting, although I have to admit it’s tempting.

  “So Jimmy, it’s Parents Weekend,” I say, trying to sound normal. “What time do you want me where, tomorrow?” I must be succeeding in acting calm, because Jimmy seems not to have noticed my lust for Katie, even though it’s taking me all my self-restraint not to keep glancing over to this beauty on my right.

  “Well, there’s this picnic in the morning, but it’s pretty dumb. I think the Dean will give a speech but other than that it’s just a live band and free food. So whatever, you don’t need to come to that.”

  “Okay,” I say, glad that he’s letting me off the hook.

  “But the lacrosse game is later that afternoon,” Jimmy continues. “And there will be a barbecue and stuff afterwards. It’d be great if you came to that.”

  “Sure,” I say again, brows raised. “Looking forward to seeing you on the field.”

  “Cool,” says Jimmy, now peering at the menu. I decide to do the same, but I can’t resist a glance at Katie. She’s looking at the menu too, but as if sensing my gaze, she looks up and our eyes lock. Electricity sparks between us then and I know she feels it too - her big, brown eyes are pulled magnetically to mine. She blinks, her thick, long lashes dusting her peach skin, as her full lips part slightly.

  “I’m getting the risotto,” says Jimmy, breaking the magic without even knowing it. I clear my throat and look back at my menu. What’s wrong with me? Katie is so not my type, and yet I’m completely entranced by her. It’s something about her purity, her innocence, and the air of the untouched about her. She’s obviously very inexperienced, and yet also incredibly ripe, plush and fertile. The sexual energy just radiates off her. The way she looked at me spoke volumes.

  Plus, this girl is clearly inexperienced but she wants it bad. Her body is ripe for cock, and she’s not getting it for whatever reason. What the hell is Jimmy up to? How is he not tapping this? Maybe she’s too womanly for him? The curves, the goddess-like energy about her - it can be intimating for lesser men. And even though I’ve never been with a woman so pure, I know I could rise to the occasion. I’d take her, own her, and satisfy her in ways that would have her begging for more.

  I’m on autopilot for the rest of the meal. I don’t know what I’ve ordered, but it arrives, and I eat it like a robot, not even tasting the food. All my senses are caught, keenly attuned Katie on my right. I can smell her perfume, I can feel her warmth, and I’m so intent on her, I swear I can hear her heartbeat. Is it beating for me? Does she want me as much as I want her? Is she being tormented by this dinner as much as I am? Is her food like sawdust in her mouth, tasteless and bland? I don’t dare turn my head to look at her, for fear I may give it all away. But so far, it seems I’m doing a perfectly decent job of acting normal.

  Jimmy is talking in detail about his lacrosse team. He’s caught up in a story of some kind of controversy or other, and Katie and I are nodding, pretending to listen, while calmly eating our food. At least I’m pretending to listen. She might actually be into it. But what if she’s just as distracted as me? As I’m wondering this, a large party passes our table, clearly all drunk and celebrating something or other. Two of the younger women are laughing and hugging, and then one of them trips and the two of them fall over, landing against our table. In the commotion that follows, I glance at Katie.

  She’s bending down and picking up
the drunk girl’s handbag and handing it back to her with a timid smile. As she looks over her shoulder, our eyes lock again, and there’s no mistaking it this time - she wants me. The way she swallows and quickly averts her brown eyes, shining with desire. The way she tucks her hair behind her ear, then lets that hand run down her neck to rest on the full swell of her huge tits. The way she forces her eyes towards her plate, biting her lip. But I can tell she’s not actually seeing the food. She’s thinking of something dangerously off-limits.

  Fortunately, the commotion passes and the three of us are alone at our table again. “God!” laughs Jimmy. “They were so drunk. I think I recognized a few of them as freshmen.” But as he launches back into his lacrosse story, I’m overcome with a sudden urge to touch the female. Without thinking, my hand goes from where it was resting in my lap, slowly over to her leg, where I graze her thigh. Katie’s inhales sharply, those brown eyes wide as she turns towards me. But I don’t move. I leave my hand on her thigh under the table, and nod at my son’s story.

  “Oh really?” I drawl casually. “And what happened next?”

  Jimmy launches into the next phase of his tale, blabbering away and completely unaware of the sexual sparks between his dad and his girlfriend. I look over at Katie, and she’s still breathing hard although her eyes are fixed on my son. Oh yeah, those big breasts are heaving for air and my mouth waters hungrily. I have to see where this goes.

  Slowly, I start sliding my hand closer to her pussy, my fingers soon finding their way to her panties. To my absolute delight, the fabric’s drenched. Good. She wants this. My cock hardens in my pants, and I’m grateful for the fact that we’re sitting down. I’m also grateful for my son’s total immersion in lacrosse and lack of awareness.

  Slowly inching Katie’s panties to the side, I run my fingers along her soft nether lips. She moans under her breath, lashes fluttering, and I feel a gush of wetness against my palm. Hell yeah, the woman wants it. But never underestimate a horny virgin because then Katie shifts a bit in her seat, and opens her legs ever so slightly. Holy shit, she’s giving me access! She wants me to touch her even more. My heart beats in my chest as I let my fingers caress her clit with rhythmic circles, making her gasp suddenly. Jimmy stops talking and peers at her. I keep my fingers still.