Nicole over You

"Balls," I laughed, turning over an Ace of clubs. I turned to Nicole, who had the King of the same. "Well, Nicole? You going to ask for the same thing I gave Miranda or what?"

"Tom, you're such a perv," Nicole said, scowling at me with that same look as before. Thing is, it didn't have the power it usually did, because I'd already broken the seal. Nicole had felt the Hog on her bare skin, inches from her cunt, and she'd liked it. I'd had my hands under her shirt and she hadn't said a thing. The scowling was for show - I had her on the hook, and was slowly reeling her in.

"Actually," Nicole continued. "That's my dare. Tom, I dare you to tell us the most perverted, fucked up thing you've ever done. And you better tell the truth."

"Hey," I said with a grin, "Truth is better than fiction. Alright, let me think. 'Most fucked up' is kind of subjective."

I pondered a few different stories I could tell, and settled on the one I bragged about most to the boys on the football team. "OK, I know the story for you. So you guys remember Greg and Gina Fosters?"

"The twins who moved away last year?" Matt asked.

"Greg was kind of hot. Decent dick," Sarah said offhandedly, making Matt wince.

"Well, Greg and Gina ended up going to another school in our football division," I said. "And we had our away game down at their field. So I headed down there a few hours early and met up with Gina. She and I had kinda just missed messing around, and she'd sent me some Snapchats over the summer flirting. The day of our game I decided I'd go fuck Gina, and tell Greg about it right before the game to throw him off. So Gina calls sick from school and I meet her at their place, and we fuck. Nothing really special or anything, couple of positions and I dump my load on her face."

"See Nicole," Sarah cut in. "I told you - in your mouth, or on you."

"Gross," Nicole said.

"Anyways," I continued my story. "I take a picture of her messy face, and as I'm doing it her Mom comes in. Well they both start shouting at each other, completely ignoring me, so I just sit there naked on their couch with my dick out. Gina ends up running upstairs, leaving me with her and Greg's mom, and she's looking at me and my dick, which I've been stroking back up again. She says to me, 'I don't know who you are, but you need to leave my daughter alone.' And I'm like, 'What are you going to do to make that happen?' And she kind of hesitates, then she motions for me to follow her and she leads me into the basement. She starts stripping and says, 'I'll give you one go at me, and then you leave my daughter alone.' And I said, 'Sure, but if that's the case then I want to film it since I'm giving up a sure thing.' So Mrs. Foster thinks about it, and agrees and gets on her knees. I take out my phone again and start recording, and she blows me while I'm still covered in her daughter's juices. I end up fucking her too, and she's moaning like crazy and I'm spanking her and shit, and then I push way deep into her and tell her I'm going to cum inside her milf pussy. She asks me what that means, and I tell her she's hot, she's a 'mom I'd like to fuck.' Well she gets super horny hearing that, cause I guess she hasn't been getting any from Mr. Fosters, and starts begging me to cum inside her, and by the time I'm ready to blow she's all worked up into like her third orgasm and screams, 'Fuck yes, breed me you fucking stud. Put a fucking baby inside my MILF cunt.' And man, I'm not into pregnancy stuff, but I fuckin' came buckets."

"Fucking hell," Matt said.

"That's fucked up," John said.

Nicole was sort of just staring at me with wide eyes, and Miranda was sitting on my lap and kind of panting lightly, her eyelids slightly drooped.

"There's no way that's true," Matt said.

"Hey, you can ask Sarah," I said. "She's seen the video."

All eyes turned to Sarah, who shrugged and nodded. "It's pretty hot. Mrs. Fosters had a decent ass, I bet she was a cheerleader when she was in highschool."

"God damn," Matt shook his head.

"Anyways, that's all just sort of context," I said. "Cause as she's recovering and mumbling about being came in for the first time since she had the twins, I send the video off to my girlfriend."

"Wait," Nicole stopped me. "You have a girlfriend?"

"Yeah, Susanna Blake," I said. "She was a grade ahead of us last year."

"What the fuck are you doing here then?" Nicole asked. "And you've been - god, that poor girl. Everyone knows you're a fucking manwhore."

"Oh, she knows," I laughed. "Suze gets off on me cheating on her. It's like fucking catnip to her. And if she didn't, we wouldn't be dating still. Anyways, so I send the video, and I guess she skimmed through it and she facetimes me, so I pick it up. And then Suze goes on this tirade, but not at me - she starts yelling at Mrs. Fosters, who is panicked and starts apologizing because she doesn't want to be known as a cheater. And Suze, being the girl she is, ends up demanding that Mrs. Fosters apologize to me for being a homewrecker, and that she'd better let me fuck her ass or Suze is going to go public with everything. So five minutes later, I'm balls deep in Mrs. Foster's ass while Suze watches from Facetime as she keeps berating Mrs. Fosters, calling her a whore and talking dirty while Suze jills off to the view. Then I spot someone watching from the top of the basement stairs, and I realize it's Greg watching me assfuck his mom, and since I was already planning on using this against him I figure I might as well go all in and I start getting Mrs. Foster to call me 'son' and 'Greg.' She came so fucking hard, I swear either she was already fantasizing about her own son or I gave her a brand new kink, but I ended up busting my next nut in her ass. Suze told Mrs. Fosters all was forgiven and hung up, and Mrs. Fosters just sort of lay there for a bit while I got dressed. Before I left I told her it was too bad she'd come home late or I could have given her a load in her mouth as well, but I had to get to the game. As I'm climbing up the stairs she stops me and says if I let her son win tonight, she'll finish the rotation and blow me after the game. I left, and on the field I told Greg his mom's asshole had been fun but kinda loose, and he ended up getting tossed from the game cause he attacked me. And that's the story."

"Did you end up getting the blowjob?" Miranda asked, breaking the long moment of tension in the room.

"Hah, no," I said. "We beat the pants off of their team, and I wasn't about to risk our season just to fulfill some MILF's fantasy. I ended up getting a blowjob from Sarah that night anyways."

This, out of everything I said in my story, made Matt click his mouth shut and look away.

"He'd showered by then," Sarah said, as if that was some kind of defense.

"I... kind of regret making that dare now," Nicole said, shaking her head. "Tom, you are... I don't even know what to say."

I shrugged. "I'm a cocksman. It's in the genes, I'm just better than most guys. My dad was the same way, same with my grandpa. He had like six girlfriends in the old folks home before he kicked the bucket, and he did that balls deep in some lady. Live by the cock, die by the cock."

Miranda, sweet Miranda who I don't think I'd ever heard say something dirty before that night, snickered.

"Well, if story time is over, I think it's time for another dare," Sarah said. "And maybe this time we focus on stuff in this room, yeah?"

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