The Man Who Took My 2nd And 3rd Virginities Attended My Wedding Years Later Sex Stories 2024 – Y2 Stories

This is my confession of how I acted like a slut when I attended my sister’s wedding as her maid of honor. I hope my husband never finds out!

I’ve been feeling sort of “guilty” about this and think I’d feel better if I could tell somebody about it. But, of course, I can’t. No one knows about this except the guy that was there and maybe my sister and brother-in-law. I could never tell my husband about this!

Years ago, I was Maid of Honor at my sister’s wedding. The brother of my soon-to-be brother-in-law was the Best Man. After the wedding, during the reception, I “hooked up” with the Best Man. I wasn’t a virgin at the time, but wasn’t very sexually experienced at all. It was my first, and still only, “hook up.” Also, it had been over a year since I had had sex. Not being very sexually active, and pretty inexperienced, I wasn’t on the pill at the time. The Best Man was very good looking and we flirted. During the reception, after a few drinks, we flirted some more. We ended up slipping out of the reception and taking a ride in his car. We parked, made out for a while, and had sex in the back seat. It was really unlike me to do something like that. He was a near-stranger and here I was giving him a blow job (my first one ever) and having unprotected sex with him in the back seat of a car. It was pretty awkward both because I wasn’t very experienced and we were in the back seat of a car. I had taken my shoes, ‘hose, and panties off and pulled my dress up as high as I could so we wouldn’t make a mess all over it. I was lying on my back and he was on top. It started out a little uncomfortable because I hadn’t had sex in so long and he was fairly “large.” After a few minutes I loosened up and relaxed some and it started to feel good. He made me cum pretty quickly. He didn’t have a condom with him so we were doing it “bareback” (which really scared me). A few minutes after I came, I could tell he wanted to cum. I told him I wasn’t on the pill and asked him to pull out before he came. I was totally unprepared for what happened next!

He said, “OK, but can I cum in your ass instead?” I was shocked at what he said, not even sure if I had heard him correctly. Without thinking, and being totally “in the mood,” I think I just said, “OK.” I was super wet from having just cum. I was so wet I could feel the seat underneath me getting wet. Having never had “butt sex” before, or having never really thought about it, I was guessing I’d have to somehow roll over onto my stomach or get on my hands and knees in order for him to do it? As I was thinking about how this could be done in the backseat of a car, he pulled out, reached down to reposition himself, pushed my knees up toward my chest, and slowly entered my bottom! In my mind I was like, “Yikes!” It was pretty uncomfortable, but not as bad as I had supposed it would be. He slowly but surely pushed himself all the way into my bottom. I remember it hurting some and I remember feeling really full inside. He was gentle, which I was grateful for. He started working his way in and out of me for a few minutes then he “tensed up” and I could feel him cumming inside my bottom. A minute later, he pulled out, and I was grateful for the relief! We got dressed and returned to the reception. When we got back, I had to visit the ladies’ room to clean up. By that time, what he left in my bottom was coming back out into my panties! It was a bit of a mess. I was sore in “both places” the next day and a little “in shock.” Had I really let this guy put his penis into me everywhere? After my sister’s wedding, I’d see my brother-in-law’s brother occasionally at different family events. We never “did it” again and actually never even mentioned or talked about what we had done that day.

A month or so prior to my sister’s wedding I met the man who is now my husband. I had almost asked him to be my date to the wedding, but didn’t. A few months after my sister’s wedding I started dating the man that’s now my husband. Two and a half years later we got married. My sister was my Matron of Honor and her husband attended the wedding with her. I was pretty close to my brother-in-law’s family and several members of his family attended my wedding, including my brother-in-law’s brother. I felt a little “weird” about inviting him, but it would have been weirder not to. People would have wondered why. After our wedding, in the receiving line, when my brother-in-law’s brother came up to my husband and me, he shook my husband’s hand and said something like “I hope you enjoy your new bride!” – something like that. As he said that, he gave me a wink, which my husband couldn’t see. If felt really weird to be standing there in my white dress, with my new husband, and talking to the first guy to put a penis in my mouth and in my butt !!! I introduced him to my husband as “so and so’s brother.” What was I going to say, “Honey, this is the man that sodomized me in the back seat of a car several years ago. He’s also the last guy I had sex with prior to meeting you.” We see him from time to time at family gatherings. My husband has no idea. But, it’s still awkward for me.