[MF][MF] My friend’s curiosity got the best of her.

So years ago I dated a girl named Jessi. She was my first real girlfriend. She was about 5’1”, with light brown hair and an athletic body. Not great tits but a nice ass from playing softball and great athletic legs.

We were basically each other’s first for everything. We had our first kiss together in my friend’s backyard. Hers were the first boobs I got to see and feel up close. She was also the first girl to touch my cock and she was also subsequently the first pussy I ever touched as well.

So we dated for about a year then things fizzled out and we dated other people. A few years later we rekindled and left off right where we had started. Only this time, we had matured a little bit. We were both ready to take the next step in our relationship. We had both given and received oral at this point and had spent much time naked rolling around in beds. Now the time had come to seal the deal. We planned something out. I went to get condoms and I went over to her place.

As they normally did, things got hot and heavy very quickly. Our clothes came off almost immediately. I noticed that this was the first time Jessi had shaved her pussy. It was nice to see her smooth downstairs ready for my cock. I slid the condom on and moved down between her legs. I played with her for a few minutes and she was already wet. I took the head of my cock and started to spread her lips. I pushed into her, but I would not go any further beyond the lips. I kept trying at her insistence, but it would not go in. So we gave up and had fun other ways.

We would try to have sex again a few times over the next few months, but the same result. I wasn’t really sure what the problem was. I had heard that it would hurt the girl sometimes, but I had no idea it would be this difficult.

So one day a few months later, my good friend Jeni, who had lived across the street from me my whole life, came up to me. Jeni was about 5’4 with a cute body. Not super toned, but lean from many years of swimming.

Jeni: Hey I was talking to Jessi and I heard you guys were having some “problems”

Me: What do you mean?

Jeni: She mentioned something about you guys trying to have sex but not being able to.

(Side note: Jeni and Jessi were good friends and obviously shared everything with each other)

Me: (a bit embarrassed) um…yeah

Jessi: Well she must be pretty tight down there (laughing)

Me: (also laughing a bit) yeah I guess so.

Well the conversation about my sex life ended at that point with Jeni.

So a few months pass and Jessi and I try again. Finally with the help of some lube and creative positioning, we are finally able to have sex. There is a longer story about that but I’ll leave it for another time.

Fast forward 3 years. Jeni and I are still good friends and Jessi and I have parted ways. Jeni and I arrive back at her new apartment at the end of a night out and decide to have a night cap. While Jeni and I have been good friends for years, we hadn’t really caught up in a long time. We poured some wine and sat on her couch and chatted. It seemed like hours that we talked and we started to reminisce about the old days. Some how, the conversation about Jessi and I trying to have sex came up again.

Jeni: Do you remember when you and Jessi were trying to fuck back in the day and you couldn’t?

Me: (laughing) Yes! That was a struggle at first. We figured out eventually though.

Jeni: I am aware. Her and I talked a for a while before drifting apart.

Me: Yeah her and I had some fun times.

Jeni: I bet. So you remember how I said her pussy was probably too tight….?

Me: Yeah…

Jeni: Well I was thinking. Was that the problem, or was it the other way around?

Me: what do you mean? (After nearly choking on my wine)

Jeni: You know what I mean….let me see it.

Me: For real?

Jeni: Yes!

So I set down my wine glass, stood up and unbuckled my pants. As I started to pull them down, Jeni put her glass down too and intently stared at my crotch. Seeing this got me started. As my boxer briefs slipped past my cock, my hardening dick popped up a little bit. I grew the more I stood there with Jeni admiring my cock.

Jeni: Ok, I guess I have my answer then.

As I reached down to put my pants back on. I see Jeni reach out and grab my cock. She pushes me back down onto the couch and starts to play with my now rock hard cock. Her small had moved gently up and down my cock. I gently grabbed her head and pulled her lips toward mine. A crazy spark ignited both of us. There must have been a lot of sexual tension that has built up over all of these years.

We furiously began to make out. Jeni then pulled the little dress she was wearing over her head and I took my pants off the rest of the way and removed my shirt. Now her ass was in the air and her mouth on my cock. I moved her hair so I could see her take more and more of my cock with every motion. I grabbed her ass and played with her pussy between her legs. She was so wet at this point my fingers were literally dripping.

At this point I couldn’t take it anymore. I lifted her mouth off of my cock and she took the hint and straddled me. Her pussy was tight and lowered herself slowly onto my cock. The head gently part the lips and she moaned as I slowly filled her out. She slowly began to bounce on me with these cute, perky tits in my face. After the night out drinking and so much foreplay, it was only a few minutes before we both came. Her first, followed soon after by me.

We cleaned up, hopped into her bed and slept until the morning. This, unfortunately would be our only encounter. But we remain friends until this day.

Source: reddit.com/r/gonewildstories/comments/b0qqxk/mfmf_my_friends_curiosity_got_the_best_of_her

4 comments

  1. Good story but as a suggestion maybe use a different name. Got messed up between Jeni and Jessi

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