Fucking [M]y best friend (Part 1)

Hello everyone. A little more than five years ago, while in college, I had an affair with my best friend. Let’s call her Ella. It was some of the best sex I’ve ever had, and to this day I think about how somewhat ironically, it was one of the healthiest “platonic” relationships I’ve ever had. Besides the sex, I miss having her in my life. For anyone who seeks a similar end with one of their friends, let this tale be a warning to you. Even when things go perfectly, they can blow up in your face.

This is a really long story that leads us into the present, so I will break it into parts. I hope you enjoy this, as I am not writing it for purely pornographic reasons. I truly need to get this story off my chest as every word of it is true.

I met Ella my freshman year. We lived in the same dorm albeit on separate floors. One day, while I was hanging out in the common areas, trying my best to seem approachable and make new friends, Ella and her roommate, who we will call Sarah, came down and sat on one of the couches next to me. Ella, was extremely friendly and incredibly beautiful. She was taller than average, long brown hair, and glasses that matched her quirky personality and somewhat hippyish sense of style. Sarah had resting bitch face, a lot shorter than Ella, but very cute in her own way. Ella, it turns out, was a huge movie nerd, and had come downstairs with her laptop, ready to stream Kill Bill to the TV for anyone who wanted to watch. Of course I said I would love to join and offered to go make some popcorn and fill some Gatorade bottles with wine.

During the movie we all got to talking, along with some other freshman who lived in the building. To this day, many of them who were watching that movie remain some of my closest friends, but none meant more to me than Ella. It was clear that we had a lot in common and had excellent chemistry, and I was excited to right off the bat, be friends with such an interesting girl. Ella had a boyfriend who went to a nearby school, so there was nothing to be done in terms of dating her. Over time, I became closer with Ella as well as her roommate Sarah, who I ended up dating for the entirety of my freshman year. Needless to say, I spent a lot of time in their room, and Ella and I became confidants for each other since we both struggled with similar mental health issues. Overall, it was a fun year, and the three of us became extremely close, with Sarah and I dating, reasonably seriously.

Fast forward a year. We were now sophomores living in new places. Ella was newly single and in an on again off again fling with my roommate (and other best friend) funnily enough. I still saw Ella all the time and Sarah spent most of her nights with me. After a while into our relationship the stress of school began to really weigh on Sarah. Over time her sex drive began to dwindle and more and more sex was becoming a point of contention for us rather than something we both enjoyed. Ella was part of a club at our school that ran seminars on adult sex ed as well as made sure everyone knew where they could get contraception. They also ran “kink” classes where they would bring whips, sex toys, and other various materials to dorms and fraternities and educate the students on the fun parts of sexual health. Needless to say, this was very popular with the fraternities, but to their credit, Ella never felt like they were disrespectful. Ella, of course being my confidant, best friend, and pseudo sex therapist, is someone I confided in about my issues with Sarah. She gave really good advice and Sarah and I opened up a dialog about what we can do to fix things between us.

Sarah, above all else, was stubborn. The possibility of us breaking up, even for a short while, was not something she wanted to even consider. No matter how much we spoke about it, our issue was not getting any better. In fact, the frustrations of daily life along with the sexual frustration in our relationship was becoming unhealthy.

Eventually, Halloween came. In the years I spent at college, I did some slutty things. I did things that completely dwarf what happened this particular Halloween. Even so, this night is still the night I consider to be one of the sluttiest in my life. As the night got later and later, the party we were at only seemed to get more packed. It was the type of environment where even though you were surrounded by people, you could be alone with whoever was right in front of you. Sarah was in front of me. She was grinding her hips into me in between sips of a drink she definitely did not need at this point, while my roommate next to me, was having a great time as Ella matched Sarah’s lead pushing herself into him.

Then all of a sudden, I look up to see Sarah and Ella making out. Ella’s drink fell to the floor as she made her hands free to move them up Sarah’s body. She lightly grasped the sides of Sarah’s neck pulling her mouth harder against her own. I felt Sarah begin to lose focus on her dancing and melt into Ella’s embrace. Sarah, who was wearing a typical schoolgirl costume, pulled back for a moment as Ella’s hand slipped through the already mostly unbuttoned white blouse. Almost immediately she dove back in. Ella was exploring her old roommates chest while kissing her with a passion I never felt Sarah and I had experienced together. Even more suddenly than the kiss, began, the two girls had switched places. My long term girlfriend now had her ass pushed into my roommates likely rock hard erection…. But Ella… Ella was pressed against mine.

I was surprised to see my roommate so willingly embrace the girl he’d come to know very well after all the nights she’d spent with us. Perhaps he always hoped something like this would happen. It didn’t matter though, because it was hot. As the two girls unlocked their tongues I saw him move his hands around her waist and Ella whispered into Sarah’s ear. Sarah nodded her head yes and winked at me. I was wondering what she said until she leaned back to whisper into my own ear. God bless her soul, even in her drunken state, Ella asked me if I was ok. I didn’t answer her. I saw in her eyes that she wanted this to be a fun night for us, and I wanted it too. I followed my roommates lead and put my hands on Ella’s waist. From here the night became something else entirely. My heart was pumping in a way that I could feel every vein in the side of my head. I could hear every whimper that came from Ella’s mouth. I could see every inch my girlfriend moved closer into my roommate.

Ella took a hold of one of my hands. She moved it up her body until my nails were lightly stroking her exposed chest. I would inch closer to the insides of her tits with each light stroke, never fully reaching one. As I made a move to run my hand completely over her right breast, I made sure to not stop, to not slow down my momentum at all, but continue. After passing over a noticeably hard nipple, I continued down. My hand rand down her very tight costume until I stopped at her lower abdomen. I could feel the edge of her shorts and I slid my fingertips just underneath it. Instead of stopping me she ran her fingers through her hair and reached back to wrap her hands around my neck. Thinking better of fingering her right then and there, I brought my fingers back above her tight shorts but continued down. I felt a distinct warmness coming from her crotch as I pressed my hand against her pussy.

That was the end of me pretending I didn’t think Ella was drop dead sexy. I always knew she was. I always fantasized about what a sexual relationship between the two of us could be. But this was real now. This was something she wanted too. All I remember from the rest of that party was that is was loud. It was dark. All that remains now is a slideshow in my mind of images. Loud music with enough bass to shake the foundation of that shitty house plays over the images of Ella and Sarah kissing, of my roommate groping my girlfriend, of Ella’s chest glistening with drops of sweat as she danced. There is, however, one other memory though. One other memory so much more vivid than the rest, that when I close my eyes, I can feel it. I can feel the pulse in my fingertips mixed with the heavy bass and the damp warmness of the elastic material that made up Ella’s shorts. I can feel her pressing her pussy into my hand as I massaged her through that damned costume. I can feel her breath on my neck and see her teeth biting her lip as I made her cum on the dance floor. Right next to my girlfriend and roommate doing the same.

That night I fucked Sarah harder than I had in months. As ‘college’ cliche as it is, my roommate was fucking Ella on his bed across the room. The sounds of the girls moaning, almost competing with each other, is a sound I’ll never forget. My roommate and I knew better than to make a single damn peep, but Ella kept calling out to Sarah, asking her if she liked having her tongue in her mouth and hands on her body earlier. My roommate and I kept fucking these girls for a while. Neither of us wanted to be the first to finish and end this. I could feel his eyes on Sarah’s body and I’m sure he could feel my eyes on Ella’s.

Eventually, and I can’t even say how, the next morning arrived. We woke up and got in my car. The four of us went to our usual bagel place and joked and laughed like normal. Nothing had changed. In fact, we all seemed happier than ever. I had no idea that what happened that night would be the beginning of a series of events in my life, that fundamentally changed who I was and where I am today. I had no idea at the time, but that Halloween was one of the most significant nights of my life and I would never be the same for it.

(End of part 1)

This is only part 1 of what is likely going to be a 4 part series. I hope you enjoyed reading it as much as I enjoyed writing it! Hopefully by the end of this you will all understand why it is so important for me to get this out.

Source: reddit.com/r/gonewildstories/comments/c66sb5/fucking_my_best_friend_part_1

38 comments

  1. Very good story and well written. I am looking forward to the next 3 parts!

  2. This is hot and I really want it to end in a polyamorous quad but I’m guessing it won’t, still, can’t wait for the rest!

  3. Totally awesome story I can’t wait to see how it all unfolds so very believable as I’ve experienced very similar events in my life.

  4. Looking forward to the rest of the story. Very well written and a truly sexy encounter.

  5. Love me a good multi part story. Don’t usually comment but great writing and I’m super invested already in the rest of it!

  6. Wow, this story literally made me miss college so much. Cant wait for the next 3 parts

  7. Looking forward to the next man. Great story and very well written

Comments are closed.