[M]y Best Friend’s Girl[F]riend. (Accidental sex; long)

The summer after I graduated college was a very inebriated and hazy time of my life. I was working as a 2nd shift manager, so most of my nights began around 11:00 P.M. for partying; I watched the sun rise with a beer in my hand just about every morning—it was the life. During this time, I had started to make my way through my attractive female co-workers, sometimes merely as a competition with the other managers. At one point, there was a night where I had 3 visitors come over to my house all within an hour of each other; my dick was overtaxed yet satisfied at all the attention!

One night, I went to a house party held at my coworker Kara’s house. Kara was a 18 or 19 at the time, freshly out of high school that summer, so being the stand-up guy I am, I got all the liquor they needed for the night. I lived relatively close to her house, but because of a recent altercation with the police, I had my license suspended. My friend, Doug, was gracious enough to pick me up and take me to the party.

The party was fairly standard; teenagers and a few of us “old guys” sitting around, playing Asshole, smoking weed, drinking Bud Light—a very typical Midwestern summer night. I was enjoying my summer as I prepared to begin my (short-lived) career as a teacher, and this particular night, the Bud Light tasted especially awesome.

Kara was dating my best friend since grade school, so even though I found her attractive, there was 0% chance I would try anything with her without alcohol in my system, hell, he was at the party himself. Apparently, he was not too happy with her getting inebriated, so he decided to leave the party early, which was no big deal; he wasn’t a huge “party guy”.

The night started to wind down, and my ride decided to leave without me so he could go pursue some action with his lady-friend, and Kara said that she’d take me home. The two of us continued to drink and listen to music, just enjoying each other’s company, as friends do. Somehow, we got onto the subject of how she is not ticklish at all and I admitted I am extremely sensitive to it, and that was the catalyst for what happened next.

Kara began to drive her finger nails into my rib cage, which made me squirm and wiggle uncontrollably. This amused her, and despite my pleading for her to stop, it intensified her molestation. After I absolutely couldn’t handle it anymore, I started to get forceful with her, restraining her arms behind her head. She was incredibly strong, and it was difficult to restrain her without being too forceful; apparently, that act of slight dominance started to turn into sexual energy.

After I finally got her calmed to the point of sitting on the couch, she gazed upon me, her light emerald eyes sparkling in the dimly lit room, and started to kiss me.

I knew it was wrong, this was my best friend’s girlfriend, but she was so beautiful, and more importantly, she was right there in front of me for the taking. She pulled my Aqua Teen Hunger Force t-shirt off of me, and started to bite down on my chest. I was taken aback by this at first, since from every indication my friend told me about his exploits with her, she was a rather timid lover; this was NOT the case! She continued to sink her teeth into my chest, nearly drawing blood, and it felt amazing.

As she worked her way from my chest down to my pelvis, she started to dig her nails into my sides; I could feel the skin tearing off as she worked her way down. While she was busy mutilating me, I began to writhe and wiggle, since despite the sensation of pain, it still tickled, plus I figured she was working her way down to my cock; I was right.

At first, I was apprehensive for her to see my penis, not because I’m ashamed of my cock (If it had a Dungeons and Dragons D20 Stat, it’d hover at an 8.5 or a 9; very average size/girth/what-have-you) but because I knew my friend was packing porn-star level penis. Ballads would never be sung or tales told about my penis, but I’d heard immense rumbling of the old “arm-cock”, and that, by comparison, had me worried. My fears were quickly diminished.

Kara started to suck on my cock with the same ferocity she had used on my chest; almost reveling in the fact she was pleasuring me with pain. I looked at her as she continued to devour my cock and I could see the glee in her eyes. I had let loose a sexual dynamo; I had unlocked something inside of her that, from what I knew, hadn’t been part of her sexual repertoire. I knew she was a virgin before and had only been with my friend, and quite honestly, I wasn’t fully into the idea of having sex, but I was enjoying the show so far and wanted to see how far it would go.

Her jaw began to get tired, and it was my open to unleash revenge for the havoc she had done to me. I picked her up and slammed her against the couch. Until this point, I was the only one naked, and I needed to remedy that situation. I pulled her top off, reached around with one hand and unhooked her bra with my signature finger snap. She seemed impressed by it, as she again began to smile at me. With her breasts exposed, time stood still for a moment, and I mentally took in the spectacular view in front of me.

Kara was statuesque, with flowing amber hair and enormous, milky breasts. Her pale skin only highlighted the dichotomy between her large areolas and the rest of her body, the dark hue of her nipples made me want to suck on them even more. Since turnaround is fair play, I was going to be as rough as she was to me. Turns out, she enjoyed receiving just as much as delivering pain. I gnawed and gnashed from her neck down to her stomach, holding her wrists down forcefully as she begged me to bite harder. In retrospect, it didn’t occur to me that she was going to have to explain the volley of bruises I was letting loose on her, but in the heat of the moment, I cared not.

Hearing her screaming in pain and delight simultaneously wanted me to display my number one talent: my oral skills. It may seem braggadocios, but 9/10 dentists agree that I can eat pussy like a sexual tyrannosaurus (and fuck that 1 dissenter). I began to let loose my tongue tornado upon her sopping wet, hairless pussy, to which I honestly thought she was going to break my neck as her thighs constricted around my head. This made me want to unleash fury even more. I had never been drowned in so much pussy juice in my life; it was amazing.

After she let loose an ear-shattering orgasm, I had to take a break. The sweat from my body was now seeping into my fresh wounds, the not-fun pain surging through my body. I moved myself back up on top of her to kiss her breasts once again, this time in a gentler, kinder fashion. She pulled my head up to kiss me, and as her eyes gazed into mine, I knew what she wanted next; she could feel my cock throbbing against her naked thighs and she wanted it inside her.

As I entered her, her eyes began to bulge out of her face, which amused me, because how could my averageness compare to the monster cock she’d been taking the past few months? Like a freight train, I started nice and slow, each stroke making her moan louder as I began to chug along full speed. She moved her hands from my hits to my throat, beginning to choke me. I was turned on, which made me want to jackhammer her even harder, although, in the back of my head I was worried she might choke the life out of me, since everything I’d read about super-rough sex involved a safe-word. I could feel her climax as she attempted to strangle the life out of me, which made her release me.

I caught my breath for a minute as we both sat up, and she demanded that I let her get on top of me and let her ride my cock. Coyishly, I said no; that was the wrong answer as she slapped me and forced her wet, hot pussy on my cock. She begged me to choke her as she bounced up and down on my dick; I obliged, her pillowy breasts flapping up and down in a mesmerizing manner. I tried to take my hands away from her neck to move to her breasts, but she slapped me again, commanding me to choke her more. She placed her hands behind her back and onto my thighs and bounced as high as she could up and down my cock without slipping out. I had read about people having their penises broken, and that fear struck the back of my mind as she manhandled me. She climaxed again, screaming “oh my fucking God” loud enough to wake the dead, her entire body spasming uncontrollably.

We caught our breath once again, and she begged me to cum for her. The spirit was strong, but the copious amounts of Bud Light had numbed me to point where I didn’t think I’d be able to cum; fortunately, I still had energy left in me to finish the job. I flipped her over the arm of the couch and entered her from behind, smacking her ass with a violent fury. I could see my hand print on her milky white bubble butt, which made me want to smack her even harder. I continued to pummel her pussy, and she climaxed again for me. I slowed down for her to regain her composure and prepared for my final assault. The spirit was strong, but the body was beginning to feel the exhaustion from fucking non-stop for an hour. As I was about to cum, I pulled out, and unintentionally shot my load over her head and onto the desk next to the couch. Apparently the extra kinkiness was enough to bring out my inner Peter North, as I continued to spray into her hair a couple of times and onto her back, finishing my last few squirts between her butt cheeks.

We cleaned up and sat there for a moment in silence, realizing the sexual carnage we had unleashed upon each other. Surely, it was a mistake, since I would never mean to hurt my best friend, and she never meant to cheat on her boyfriend. The reality of the implications of our rendezvous began to creep into our heads, but we were both in a state of euphoria from the past 2 hours of foreplay and sex. Whatever repercussions awaited us would have to wait until later, for in that moment, we were sexually and spiritually simpatico.

Source: reddit.com/r/gonewildstories/comments/6zxpst/my_best_friends_girlfriend_accidental_sex_long

6 comments

  1. Nothing accidental about this, soldier.

    Nice shooting!

    BUT, dammit, you had her doggy, how did your thumb NOT get into her ass? the bitch earned that, dammit!

  2. >Whatever repercussions awaited us would have to wait until later, for in that moment, we were sexually and spiritually simpatico.

    I fucking love this sentence.

    Did anything further happen? What was the fallout?

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