My friend and I DP’d our HS bully at renfest!
Little bit of context. So, there was this girl in high school who was a royal cunt. Her name was Megan. She said mean things to people, spread nasty rumors, thought her shit didn't stink. Sadly, she was also pretty, VERY pretty. She had shoulder length straight blonde hair, big blue eyes, a small chin, high cheekbones, and was about 5ft tall. She was very petite, but had a nice round butt, a beautiful caramel tan, and always chewed gum (something about preppy girls chewing gum always seemed hot).
My buddy and I, who were not losers by any means, found ourselves (like many others) the brunt of her jokes. We were both actually on the basketball team and had no trouble getting dates, but Megan just couldn't stand us.
Fast forward a few years, and now my buddy and I are in college. He and I always liked going to the renfaire. Was just something we always did.
Anyways, we're proceeding to get drunk, flirt with ladies, and get ourselves into trouble when, who do we see? Megan. This is about two years after we all graduated. She's sitting alone at one of the taverns. My buddy and I thought there's no way Megan would be at a renfaire! Just didn't seem like her style. So my buddy and I got closer just to confirm, but she noticed us. She yells out our names in a high pitched "teen at a boy band" screech. She gets up and gives us an awkward drunken hug. My buddy and I are still in disbelief bc this chick HATED us in High-school. We get to talking, and sounds like life humbled her. Her longtime "Mr Perfect" HS sweet heart cheated on her for her best friend, and it left her destroyed. She bombed her first semester of college and got kicked out of her nursing program. All her old popular friends are at out of state colleges. In fact, they were suppose to meet her at the renfaire, but apparently ditched her. It suck bc, despite being an asshole throughout high school, we felt badly for her. So, we buy a round of drinks, and proceed to get more drunk. She starts being flirtatious. No lie, her body still looked good! She was wearing a pirate wench outfit! She had a flowy sexy skirt, with a corset on (despite having. I boobs!), a loose pirate shirt and tricorn hat.
We all three get to making raunchy sex jokes and flirtatious comments. When suddenly we decide to walk around the forest part of the fair.
We end up sitting on a bench on the forest trail. She laughs hysterically bc she fell but ends up being crotch height with us. She looks at both of our crotches, giggles and said something like "oh boy…I've seen LOTS of movies that start out this way!" I jokingly say "have you ever been in movies that start out this way!" And we all start laughing. I don't know how it happened, but she starts rubbing our pants where our dicks are! My buddy nervously looks at me, and I just shrug my shoulders! She doesn't say a thing, and just pulls out our dicks!
"Oh wow! You guys are pretty big!! Wish I knew this in high school!" She said. My buddy had to ask "are we bigger than your ex?" She responded "Fuck that guy! You guys dwarf his dick!" This moment was a dream come true (or cum true ;-) ). Our biggest bully was sucking our cocks and confirmed we were bigger than her asshole boyfriend! She removed her top to reveal her flat chest, but at least she had big brown erect nipples. My girthy penis looked too heavy for her delicate looking jaw and small chin. My buddy and I, at one point measured our dicks on the side of her face. We were longer, of course, than her little head. She was such a petite little spinner slut!
"Let's get you to bend over" I told her. I really wanted to fuck her pussy. We get her on all fours on the bench. She lifts her tiny round butt in the air, as I lift her skirt to reveal she's wearing a red thong. My buddy waste no time in sticking his long, uncircumcised dick in her mouth and starts fucking her mouth pussy. I peel off her thong to reveal a neatly shaved small pussy. "I'm about to break your back, Megan" I say as I lift my fat cock to her pussy. I start working my dick in to her pussy, surprised that her pussy is as tight as it is (given that she came across as a slut in HS! I would have thought she'd be looser?).
She starts to let out moans, and reaches back with her hand to block my hip from thrusting my dick too deep. I couldn't believe it. I was too big and too much for Megan. My high school bully. Years of her mocking me and my friend, and she's getting owned by our big dicks. Numerous times, she commented on the size of our dicks. Saying that we were breaking her, that she needed to catch her breath, and that we were wearing her pussy out. We literally fucked her with a vengeance.
I asked her the million dollar question: "Can we give you a proper DP?" Her eyes got big. She said she'd done anal before, but never while dp'ed. We talking her into it. She mounted my fat cock, as my buddy got behind her. She positioned my dick to go into her tight, tiny lipped pussy, then started to force it in like an angry parent trying to force feed a stubborn toddler. Her frail, skinny legs were wide open, trying to accommodate my girth. Once my dick was sufficiently in, my buddy lined his long skinny dick with his nasty long foreskin at her ass. He started shoving his banana-looking dick into her. "Ouch! Go slow! Shit!" She said, as he was trying to bury his dick as deep as he could into her ass. She leaned her skinny mocha colored body on me, as my friend leaned on her. She was now sandwiched between us. She was so thin, that you probably could barely see her sandwiched between us. She also was so narrow that I could feel my buddy's balls slapping me as he was pounding her.
At one point, he and I were in sync fucking her, which gave her the biggest orgasm she's ever had (according to her). After some intense fucking, it was time to cum. My buddy came in her ass while fucking her. I asked her to get on her knees. She quickly complied and stuck out her tongue. I blasted cum all over her pretty face. While my cum dripped down her cheek bones, her big blue eyes looked up at me with no shame.
She thanked us for the good fuck, and we all continued enjoying the fair. We fucked again, that night, at our motel room. We all agreed to meet again sometime, but it hasn't happened yet ;-)