I Fucked a Frat Boy Because My Best Friend’s 18-Year Old Son Ruined Me
I did not come home over it.
Florida was supposed to be a vacation. Sun. Wine. A house by the water. Instead I spent a week doing something I still can’t believe I did with my best friend’s eighteen-year-old son.
The last night was the dock. My legs over his shoulders. Him inside me like he wasn’t going to stop. I flew into North Carolina still feeling it. Thighs pressed together on the plane. That’s where my head was.
First night home I didn’t even unpack. Suitcase sitting there half-open, and I already had my hand between my legs trying to copy what Jackson had done. It was sad. My fingers couldn’t do what he did. I got close, lost it, and got pissed.
That’s where it started. I watched him and I didn’t leave.
So I went and got the biggest dildo I own. The one I used to think was too much. Took it to bed like that was going to fix me. I tried. I really did. Kept changing the angle, chasing what I had on the dock, and I never found it. My arm gave out before anything else did. I came anyway, mostly out of stubbornness, and when I dropped that thing on the sheets all I had was a sore arm and the same empty feeling.
Not even close.
By night three I was done pretending I could handle it myself.
I downloaded a dating app I had no business opening. Put 36 down. Set the ages younger than I should have. Wrote it straight.
Just got home from vacation. Not looking for dinner or a boyfriend. Looking for a younger guy who can keep up and doesn’t need to be told twice.
Most of the matches were useless. Then Cole popped up. Twenty. Frat boy at the local college. Dirty blond. That same cocky look Jackson had. Same kind of mouth. Same kind of shoulders.
One picture he’s shirtless at a party, shorts hanging too low, red cup in his hand, and I stared at him longer than I should have. He wasn’t Jackson. I knew that. My body did not care.
I messaged first.
Me: Be honest. Can you keep up with an older woman who already knows exactly what she wants?
Cole: Depends what you want.
Me: I want to be used. I want it deep. I want a cock that doesn’t quit halfway through.
Then he sent the picture. No face. Just his hand, a little stomach, and his cock.
Already hard. Not the kind of hard I remembered with soon-to-be-ex Mark — that older, familiar version that took a minute and never looked quite this tight. This was young-hard. Flushed. Standing straight off his body like it didn’t know how to be anything else.
The head was dark and wet at the tip. His fingers didn’t quite wrap all the way around it. I actually lost my breath looking at it. Same thing that happened when I saw Jackson like that. Something about a younger cock, that stiff, shameless look of it compared to my husband’s, just does it to me.
I hated that I was comparing. I did it anyway. I zoomed in. Looked at how hard he was just from texting me. Looked back at his face in the other pictures — dirty blond, that smirk that looked too much like Jackson’s — and that was it.
I wasn’t picking the hottest guy. I was picking the one who looked like the week I couldn’t get out of my head.
I booked a hotel before I even put my phone down.
Not his place. He’s in a frat house. Too many boys, too many phones, too much chance somebody walks in. Not my house either. And I was not going to some cheap place off the highway. Not for this.
I used Mark’s travel points and got a nice hotel downtown. Mark’s still my husband. We’re not divorced yet. We will be. He left me about five months ago for a much younger woman. Five months of an empty house, then Florida, then this. So yes. I used his points to meet a twenty-year-old frat boy. I’m aware of how that sounds.
The room was quiet when I got there. Nice bed. Heavy door. I stood there with the key in my hand thinking, if I’m doing this, I’m doing it here.
Cole showed up in a hoodie and jeans. Taller than I expected. Still had that frat-boy look, like he wasn’t sure this was actually happening. Up close the smile was close enough to Jackson that my stomach dropped. I didn’t let him talk.
“You’re hotter than your pictures,” he said.
“Fuck me.”
Nothing else mattered. Not the compliment. Not his name. Not the fact that I was still technically married. I just needed a cock in me. His would do.
Door shut. Mouth on mine. Hand under my dress. He pushed my panties aside and his fingers slid through me so easy it was embarrassing. I was already soaked. Not a little. Shockingly wet, like my body had been ready since the plane. He felt it and laughed.
“Jesus. You weren’t kidding.”
He didn’t even get undressed all the way. Hoodie off, jeans shoved down his thighs, that cock from the picture finally out and hard against me. I barely got my dress up before he bent me over the desk.
He pushed in with one hard stroke that knocked the air out of me. Thick. Hot. Heavier than the picture. That head I’d been staring at filled me in one push, and it was more than my fingers or the toy had been. Not Jackson. Different. But close enough that I made a sound I didn’t mean to make.
He bottomed out and stayed there, buried in me, grinding while he shoved his jeans the rest of the way off. He didn’t pull back to do it. He just held himself inside me until the clothes were gone.
“Fuck,” he muttered. “You’re tight.”
I gasped. That was all I had.
Then he started fucking me over that desk like he’d been waiting for it too. One hand in my hair. The other found my breast, and he actually paused when he felt my nipple.
“I wasn’t expecting that,” he said. Almost laughed.
He pinched one and it was already drawn out so far it startled him. A sharp jolt went straight down between my legs. I clenched around his cock hard enough that he felt it.
“I didn’t know women your age got like that.”
I almost said they didn’t. Not until 36. Not until Jackson.
“Harder.”
I didn’t even think about it. It just came out.
He did. The second he slammed into me harder I came. Immediate. Too fast. I’m not proud of that.
He didn’t care. I told him harder, so that’s what he kept doing. I had no control over any of it. I was just bent over that desk getting fucked, hanging on while he used me the way I’d asked.
My legs went. I couldn’t hold myself up anymore. That’s the only reason he stopped. He pulled out, walked me to the bed, and sat down.
I started to sink down onto him — and then he grabbed my hips and yanked me the rest of the way, abrupt, all at once, deeper than I had been at the desk.
It ripped through me. Sharp. Startled. I came on him before I even finished taking him. I made this startled sound I didn’t mean to make. He didn’t care that time either. He kept me there and started moving anyway.
He got his mouth on my nipples and pulled just enough to make my thighs shake.
“These always this sensitive?”
“More than they used to be.”
I was still trying to ride him when it came out of me again.
“Deeper.”
He pulled me down onto him harder, taking me deeper, and this one was bigger. Sloppier. I came again and almost couldn’t stay upright on him, collapsing forward into his chest, shaking too hard to keep the rhythm. I was already wrecked when he said it.
“On your back.”
I went. He hooked my legs up high — not over his shoulders the way Jackson had, but close — and pushed back in. Deep enough that my breath caught every time.
“Don’t you dare finish yet,” I told him.
“I’m not,” he said.
I was already shaking under him when I said it again, quieter.
“Deeper.”
He pushed my legs higher and drove in as far as he could. It was deep. It was good. It still wasn’t the dock. I came anyway, hard enough that my hands twisted in the sheets and my voice broke.
That was what finished him. He slammed in after me and came with a groan against my neck. I felt him coming. Hot. And he stayed hard while he did it. I held him there and took it. I wanted a stranger finishing in me. That’s how far gone I was.
It felt good. God, it felt good. It still wasn’t Jackson.
After, we just stayed like that. His weight on me. Him still twitching inside me. We didn’t move.
Nice hotel. Mark’s points. A twenty-year-old frat boy still inside me.
It was good sex. I’m not going to sit here and tell you it wasn’t.
Cole looked close. Felt close. He made me come until I went slack under him. But not like Jackson.
Jackson was my best friend’s son. She still doesn’t know. You can’t get that in a hotel room.
He lifted his head and gave me that cocky little smile.
“You good?”
“Yeah,” I said. “This was fun. That’s all this is though.”
He nodded like he got it. Maybe he did. Twenty-year-old frat boy, hotel room, older woman who told him to fuck her and then came apart on him. He didn’t need it explained.
I meant it. I enjoyed him. I’d been starving for that since Florida and he gave me a hell of a night.
I also knew I wasn’t doing this with him again. Cole was the first try. He wasn’t the thing I was actually hunting.
I used my husband’s points to get fucked by a frat boy who looked a little too much like the one I can’t have again. That’s where I’m at. After your best friend’s son ruins you like that, regular doesn’t cut it. Even the good ones only get close. He wasn’t going to be the last. The hunt was still on.