Chapter 1

So, here’s the situation: I and my best friend, James, were both 14 at the time, and our birthdays are two weeks apart in age. I’m Todd, stocky with a dark build and dark features, and James is tall and lanky with shaggy hair and questionable hygiene. We’re inseparable, but lately, he’s become fixated on my mom. Now, I get it, she’s a catch—blonde, bright blue eyes, a smile that lights up the room, and curves for days. My dad, Dave, is a hard-working guy who’s rarely home, but when he is, he’s all about her. Still, James can’t help himself, and one day, he tells me he’s falling in love with her. I press him on what he means, and he straight-up admits it—he’s got feelings for my mom. He’s not just talking about a crush; he’s talking about a full-on infatuation. So, we start talking about it, and I realize he’s serious. He starts asking how he can win her over. I tell him even if he had the chance, he wouldn’t know what to do with her. He’s never even kissed a girl. He asks me how, so I’m trying to think of ways to help him, but I’m only 14 myself.

I suggest he could try complimenting her or flirting, but he’s never even been on a date. He gets frustrated, saying he knows he needs to figure it out. I remind him that my mom loves attention and that might be his way in, but he has to be careful. My dad, Dave, wouldn’t take kindly to James pursuing my mom, and he’s a force to be reckoned with. My dad is a muscular, fit guy who turns heads, but he can get fierce when angered. My mom, Jen, is secure in their relationship, often laughing it off when other women check him out. I’m not entirely serious at this point, maybe just egging James on a bit, knowing he doesn’t stand a chance with my mom. But I play along, offering advice on how to flirt and seduce her. We start brainstorming ways for James to get close to her, and I have to admit, it’s kind of fun imagining the possibilities. Fast forward a few days, and James is getting impatient. He wants to move things along and starts coming over more often. I notice my mom being extra friendly with him, always offering him snacks and drinks. One evening, as she’s helping him with his homework, I catch James staring at her breasts. I shoot him a look, but he just shrugs and winks.

I start to wonder if maybe James has a shot after all. One night, my dad’s working late, and my mom invites James to stay for dinner. We’re hanging out in the living room after eating, and James starts flirting more openly. My mom seems amused but also a bit flustered. She starts asking James personal questions, and he’s eating it up. I’m sitting there, watching this unfold, feeling a mix of excitement and discomfort. As the night goes on, James gets bolder, touching her arm and making suggestive comments. My mom is laughing, but I can tell she’s enjoying the attention. It’s getting late, and my dad still isn’t home. James offers to help with the dishes, and my mom agrees, telling me to go do my homework.

As I’m heading upstairs, I hear James making a joke, and my mom giggling. I realize things are escalating quickly. I went to my room, trying to focus on my homework, but then I peeked out my bedroom door 20 minutes later, and James was hugging my mom and telling her good night. Nothing crazy, nothing over the top. But I was just kind of shocked that it seemed James was making headway with my mom in a way to crack me up for helping out; it kind of turned me on. No more than 5 minutes later my dad came home. So, as I’m lying in bed, thinking about what just happened with James and my mom, I hear noises coming from my parents’ room. I can hear my mom moaning and my dad grunting. I get up to take a peek, and the door is slightly ajar. I see my dad on top of my mom, his hairy ass in the air as he thrusts into her. She’s got her legs wrapped around him, moaning and scratching his back. It’s intense and a little scary, but also kind of hot. I close the door and go back to my room. I take off my underwear and jerk off, cumming all over my stomach and chest.

I fall asleep, still thinking about my parents and James and my mom. The next day, I casually ask James about what happened. He tells me that after I went upstairs, my mom started asking him more personal questions, like if he’d ever been with a girl before. He admitted he hadn’t, and she started flirting more heavily, saying things like,

“Oh, James, you’re such a big boy. I bet the girls love you.

“He said he started to get hard, and she noticed. So you tried to hide it and ended up leaving probably 20 to 30 minutes after I went to bed. He was. I don’t know if your mom noticed or not, but I was kind of embarrassed. James goes,

“That’s going to happen, though. She turned you on; of course your dick’s going to get hard, and maybe you should have let her see it. You don’t know what your reaction would have been.

“James destroys it, and they go to class. Over the next few days, James starts coming over uninvited, and my mom always seems happy to see him. She’s always offering him something to drink, and they start talking more privately. I catch them laughing and flirting, and I start to feel arousal. One day, James asks me if I can disappear for a while and give him and my mom some alone time. I roll my eyes but agree, going upstairs to give them space. Later that evening, I’m doing my homework when James texts me, asking if I can stay out a little longer. I agree, but I’m getting curious. I go downstairs, and I hear my mom’s voice, sounding different, more breathy. Does that look down? My mom got left on the couch; she was folding a blanket over and over.