[MF] I fucked my best friend from high school during a road trip.

In high school, I(18m) had two best friends, Jordan(18m) Lindsay(18F). We did pretty much everything together, but everything was strictly platonic. I seriously can’t recall a single moment between Lindsay and either of us guys that was even the least bit sexual. She had boyfriends on and off during high school, but nothing ever seemed to be serious. She was an attractive girl, but not necessarily my type. She was thin, brunette hair, about 5’4″, and small breasts that looked like they’d be perky. My favorite part about her was her personality. She had this bubbly naivety about her, while still having a witty mind, and a somewhat seductive charm.

Upon graduating high school, Lindsay and I both went to college locally. Meanwhile, Jordan left for the military shortly after graduation. Lindsay and I made a pact with Jordan to go see him at his first active duty station after completing his training. He completed his training and got stationed halfway across the country just a few short months after we left for college. So, one week in fall, Lindsay and I bailed on our classes and took a greyhound(we were poor college kids after all, lol) across the country to see our best friend.

We arrived to Jordan’s base in Texas, and got the cheapest motel (with separate beds) that we could find. We did get to see Jordan quite a bit during the evenings, but he was pretty busy during the day with military stuff, which left plenty of down time for myself and Lindsay.

On what was probably the third morning in the hotel, Lindsay and I were sitting on my bed and watching some random talk show. I should mention that Lindsay was not shy about contact. It was not uncommon to find her wrestling or play fighting with either one of us. But as I mentioned before, totally platonic and innocent. Anyways, while watching the talk show and joking around, I said something sarcastic that made Lindsay give me a playful shove. I quickly shoved back at her and before long we were laughing and wrestling around. Now, I’m not totally sure what was different about this morning. Maybe it was just restlessness from being cooped up in a motel for so long, or maybe there was something stimulating about us being out on the road alone for the first time as adults and sharing a hotel room, but for some reason the wrestling was different this morning. It started off innocently enough, but it quickly became more aggressive. We had wrestled our way to the floor, and I could feel this weird sexual tension building up between us. I had no idea where it was leading, but I couldn’t, and honestly, didn’t want to make it stop.

After about three or four minutes of the aggressive wrestling, my dick was completely stiff. I’m not huge by any means. In fact, I’m probably the definition of average down there, but it was still very obvious that I was turned on at that point. Apparently, Lindsay had taken notice, because she somehow ended up on top of me and slowly began grinding against my dick with her eyes closed, maybe to avoid the awkwardness of what was happening. When she finally opened her eyes, she saw the confused yet lustful look in my eyes. Still grinding against my dick, she gave me a freakishly seductive grin, leaned down into my ear and whispered, “Fuck me. Just once. No one will ever have to know.”

That was too much for me, I climbed out from underneath her, picked her up, and tossed her on to one of the beds. I climbed on top of her, and kissed her neck. While kissing her neck, I pulled down the tank top she was wearing to reveal her perky tits with the hardest nipples I’ve ever seen. I immediately put my mouth on them. Licking, biting, sucking. She gasped, moaned, and struggled to pull her pants down while lying beneath me. As soon, as she had them off, I pulled down my shorts enough to spring my dick out and rubbed the tip against her clit.

Lindsay looked up at me and begged me to put my dick inside of her. After letting her beg for a a minute or so, I slowly inserted just the tip. She covered her mouth and let out a tiny gasp. As soon as she was done gasping, before she could ask for more, I slid the rest of my dick into her. She moaned and looked at me with eyes that made it seem as though she’d waited years for that moment.

In between gasps and moans, she pleaded with me to keep fucking her and asked for me to go faster. I fucked her for what felt like an hour, but was probably barely minutes. I was putting everything I had into it. I was hot and sweaty and I felt myself on the verge of cumming. I knew it was about to be over, and right when I was about to explode, she squirmed out from under me, pushed me down on the bed, and climbed up on my dick. She rode me hard and fast, up and down, and let her little titties bounce. She leaned into me while riding, and told me how good it felt. How she had wanted this for so long. She leaned back up, and while riding and clutching my chest, she threw her head back as if she was looking at the ceiling, and let out a scream that I’m sure was heard throughout the entire hotel. Up to that point in my life, I’m not even sure I had made a girl cum. Certainly not that hard. I was so proud, I didnt even care that I hadn’t finished. She collapsed on top of me and we just laid there for a few minutes, catching our breath and trying to understand what just happened. I was the first to get up, and I headed to the shower to get cleaned up for the day and contemplate what had just taken place.

About a minute into my shower, she climbs in with me. She didnt say a word…barely even looked at me…just immediately climbed down to her knees in the shower, and started sucking my cock. She wasnt the best at giving a blowjob, but the surrealness of the whole thing was enough to do it for me. I lasted maybe thirty seconds in her mouth before pulling out and shooting stream after stream of my cum across her face, neck, and chest. I came so hard I shivered. She looked up at me with a bit of a smile, and said something along the lines of, “Well, that’s not how I pictured that happening.” She climbed to her feet, we washed each other off, got dressed, and we were off to pick up my buddy to hang out for the evening.

Lindsay and I later talked about about what happened, and even had some more fun over the next couple of years. We never ended up dating, though, and are still friends to this day.

Thanks for reading. I’m reading these stories all the time, so I figured I’d post one of my favorite memories to share. I’ve got one or two more I can share about Lindsay. Also stories with other girls as well.

Source: reddit.com/r/gonewildstories/comments/bbggyn/mf_i_fucked_my_best_friend_from_high_school

24 comments

  1. That’s a nice wholesome but yet kinky as hell story. So good to have that deep of a connection with someone.

  2. Could avoided all this if you had used the chokehold in the first few minutes of wrestling!

  3. Did she really “release the juice” when she squirt or just body twitching?

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