I still remember the clothes we were wearing and how he tasted so sweet and clean for a guy that was constantly high on kush. I was in a white button down, tight jeans, heels. He was in a black sweater and dark jeans. I knew the moment I asked to crash at his place because my lecture got cancelled that I’d thoroughly regret.
Before you judge me for being the shittiest, horniest college student alive, I’d like to take this opportunity to shift the blame to my ex-boyfriend’s best friend for being equally douchey. Kidding aside, it’s my earliest memory of cheating and to this day, I still regret it. We never got caught; but damn, that guy was a douche. I swear the only reason why I ever unbuttoned my pants for him was because I was horny and he had the best weed in uni. And maybe sometimes he looked cute and him being rich was a plus. But apart from that? Total. Dick.
My boyfriend at the time had a bestfriend who was the epitome of conceited and rich school boy that indulged in sex and weed during his spare time. It goes without saying that we hit it off pretty quickly, our banter always getting a raised eyebrow from the boyfriend or our group of friends. It was no secret that we liked to flirt. One of our running jokes would be his MILF fetish too, how he just loved women who knew who to work a button down and tight jeans and still look smokin’ after 30. We were only 18 at the time, so I was far from making his dreams come true, but that day I came pretty damn close. It was nearing late afternoon at uni when my class was let out early because our lecturer couldn’t make it, which meant 2 things: First, that I had 2 hours to kill before my next class and second, if I spend any more money on a white chocolate mocha at Starbucks I wouldn’t be able to buy lunch tomorrow. My predicament led me to the most rational decision ever: ask to sleep at douchebag best friend’s place while waiting out the time. How I ended up wearing a button down and jeans that very day is still something I can’t wrap my head around, but it gave him the biggest grin when he opened the door and let me in. For the first time ever the tension was thick between us. Usually we would just bounce off each other’s energy, but today something felt sinister. After kicking my shoes off and throwing my bag on his couch he finally broke the silence. “Nice look, mama”
I only managed to feign annoyance by rolling my eyes before he reached for my waist and started pulling me towards the bed. We lay there, talking a little bit. Me commenting on how pretentious he is for reading J.D. Salinger, and him giving me shit for playing hard to get. I roll over to my side and rest my head on my hand, eyeing him. He’s looking at me, looking at the top button of my blouse, and looking back up again. He’s looking playful. Slowly, his hand starts making its way back up my side and onto my left breast. He’s massaging it at this point. I close my eyes and he takes this opportunity to pin me underneath him, finally shoving his tongue down my throat. For someone who smokes and drinks way too much, he smells and tastes fantastic.
He unbuttons me and lets out a whistle when he sees my breasts pop from my red lacey bra. He unhooks me with his left hand while lifting me up with the other and soon I’m in nothing but my jeans. I get him out of his sweater and jeans. I grab his dick and start rubbing; he’s already precumming. For a self-proclaimed womanizer and all-around douchebag, he’s fairly easy. He starts sucking on my neck and clawing at my jeans. Before I knew it, my hands were on his rigid cock, sliding a condom on it, and riding him like Seabiscuit. I’ll give it to him, I honestly felt like he genuinely wanted to please me. He took his time ravaging my body before fucking it hard.
I actually wish we had the chance to nap afterwards, but the world was cruel and I had to get out like the slut that I was in order to meet my boyfriend who was taking me to next period. After that day, the best friend had the audacity to tell me nothing would become of it and that we had to take it to our graves. I don’t know if my boyfriend at the time was just too nice to comment on my obvious disdain for his shitty best friend, or downright clueless. Long story short, the rare times we were in the same room together, I’d allude to minute man and precum jokes.
So, ladies and gents! Heed this sex genie’s warning: if you’re ever thinking about fucking your significant other’s best friend’s, please consider the fact that you two may never be able to share a drink or joint the same way ever again (or breathing space, for that matter).
X,
Leila