[M]y first time cheating with gf’s [F]riend

This happened about 10 years ago when I lived in a different part of my state. I started to hang out with this group of girls that also played basketball. It was fun to hang out with them. One of them, Lindsey, I started to get a little closer to, so we’d hang out just the two of us on occasion. She lived in a nice 2 bedroom apartment with a roommate who had been with her bf for years.

As we hung out more, I built some attraction to Lindsey. She was a petite Asian woman in her mid 20s, athletic build (due to basketball), but nothing too curvy. We got along really well and it was pretty easy to have conversations and joke with her. A couple times we’d watch a movie or two at her place and her roommate, Tiffany, would sometimes join us. She was absolutely beautiful with a cutesy personality. She’s more of a runner so she had great legs and slender body. She also had participated in beauty contests, which she absolutely qualified for.

Anyways, I was the first man Lindsey had any kind of relationship with. Sex with her I always felt like I had to coach her and seemed a little awkward half the time. I got the feeling she felt the same since one night Tiffany approached me super straightforward and ask me if maybe I was trying too much stuff with Lindsey. I told Tiffany usually going down on a woman and putting in 1, then 2, sometimes 3 fingers is a good warm up. I never asked her for a bj in return, I just wanted her extra lubricated since I was her first dick. She was just super tight. I could tell this made Tiffany blush as she said “yeah, that definitely should work” then abruptly ended our conversation.

I stayed over that night, again having awkward sex, but the next morning Lindsey had a family emergency come up and left me at her apartment. We had plans to go to the county fair that day, so she said I could wait and we’d go when she’s back in about 2 hours. Fine, no problem. I didn’t have shit else to do anyways.

I went into their living room to watch some TV. Tiffany is in the adjacent kitchen making herself some breakfast and we greet each other. When she starts eating she asks me if I tried anything differently last night or was it still weird. I told her “we tried some 69, missionary, nothing crazy. Attempted doggy, but she didn’t like that.” Tiffany cuts me off “SHE DIDN’T LIKE THAT?! But it feels so good…”

That caught me off guard. I didn’t expect her to share her personal preferences. She asked “did she say why she didn’t like it?” “She felt like it was demeaning because it’s like I didnt want to look at her face.” Tiffany responded, “looking back to see is super hot though.” Now I’m super hard thinking about taking Tiffany from behind and destroying her beauty queen pussy. She had never opened up this filthy side of her before. Still, I just nodded and fantasized as she finished her breakfast. I keep sneaking looks at her wearing little shorts and t-shirt showing off her gorgeous legs and tight body. She didn’t have big tits but I was trying to discover x-ray vision to see those nipples I desperately wanted in my mouth.

She started to wash her dishes and I decided to take my shot. I walked up behind her and held her hips. She did a half look back and smirked. That was all I needed. I pulled her tight ass into me, wrapped my hands around her, feeling her hips, to her stomach, then grabbing her A-cup boobs, settling on her nipples. She let out a moan and grabbed my neck to bring my head forward as I kissed her neck. After a minute I turned her around and kissed her desperately. She wrapped a leg around me and I picked her up and into her room. I tossed her on the bed and she demanded I show her 1, 2, 3 fingers inside her. Making her cum like this, I had never been so hard in my life. The desire in her eyes, I knew what she wanted. I didnt even have to ask as she pulled down my shorts and went to town on my shaft. She was amazing!

I was getting close so I had to make her stop. I laid her on the bed, strategically kissing her from her pelvis, up to her stomach, breasts, neck and lips. We made out passionately with our naked bodies wrapped up. I quickly put on a rubber (I aint no fool) and slid inside her tight little pussy. She was so wet you could hear the slopping after every stroke. She pushed me off, jumped up, flipped onto all 4s and again demanded I put it in. Finally! My favorite position and a woman that loves it! You can tell she loves how good it feels but also knows she still has control! She looked back at me with such a primal look on her face. We fucked so hard and fast in this position as if it were a race to see who would cum first. She won. I came so hard that my body collapsed onto hers.

We agreed that it was some of the most amazing sex either of us have had but we were both in relationships so we should leave it as that. We were lying to ourselves and had sex 2 more times I moved away from the area. But now she lives near me again, without Lindsey! She’s single and I’m married but I still think about our off the charts sexual chemistry.

Source: reddit.com/r/gonewildstories/comments/wj1ov0/my_first_time_cheating_with_gfs_friend