Losing my virginity to ‘his’ Fiancé ? [MF] (Pic inside)

**Backstory**

Today as I’m writing this I am no longer a 27 year old virgin; tonight was the big night and it happened in a way that was sorta unorthodox but I was okay with nonetheless. Also just to preface she gave me permission to post this story and her picture; turns out she is also kind of a Reddit junkie haha ?

Anyways I never bothered with relationships growing up and was pretty nerdy. I always just had the mindset that if it happened it happened but of course it never did. Fast forward to these last couple of weeks I move into a new place which gave me a bit more confidence to try and put myself out there. I got on some dating apps and within a couple days I had a few matches but one really stood out to me and caught my attention!

This girl had the most beautiful eyes and smile I had ever seen, let’s call her [J](https://imgur.com/a/PyhEwSW). I’m a big softie for those qualities in a lady and I just couldn’t stop looking at them. I learned she was 5’2, long hair, amazing tits and best of all had a perfect ass!? Then I began to read her bio and it said she was in an open relationship looking to try new things. Being the open minded individual I am I didn’t mind that at all in fact I learned she was engaged to be married. Cheating and playing behind people’s back is a big turn off for us which was nice because we could have fun without feeling guilty. She informed her fiancé that we were meeting and everyone felt fine about it.

After a bit of chatting we decided to meet up which went amazingly as well; turned out we had a lot of common interests and overall just greatly enjoyed talking to each other.

The next day while I was at work all I could think about was her and I was just walking around with a boner the whole time. I couldn’t take it anymore so during my lunch break I texted her and asked if she wanted to come over tonight! She bashfully said yes and we made plans for her to come over.

After waiting 27 years you’d think I’d be nervous for my first time, especially with a semi taken lady right? To tell you the truth I was extremely excited and not one bit nervous; probably just because I felt so comfortable around her. After some quick preparations like trimming and hopping in the shower she was here and ready to go.

**The Action**

When she walked though the door there was some brief banter but almost immediately after we started kissing, I grabbed her big luscious ass and started playing with her perfect boobs. For years I’ve wanted to know what it all felt like so I just let loose and she didn’t mind one bit ?

After a bit of fondling I tore off her clothes and even got her bra off in a single try hehe, At this point I’m rock hard and ready to go and ask if she wants to suck on me and she happy obliged. My first blowjob ever was absolutely amazing she did so well and it felt awesome. She went down on me for what felt like an eternity but was probably more like 5 minutes or so.

I had always heard horror stories of not being able to get and stay hard the first time especially with a condom on but I was solid the whole time. She reached for the condom and slid it on my cock; she liked being on top so that’s the first position we tried.

Immediately after she rode me I asked to finger her and my goodness was she drenched! She was one of those girls that creams all over the place and it was a big turn on.

Next we tried doggy which was one of my favorites because I just get full control of her ass and tits from behind. We didn’t stay like this for too long because soon after we went to missionary which had to be my favorite. She wrapped her cute legs around me and grabbed me tightly as I began to thrust away. I gotta be honest it was weird trying to get a rhythm down but I’m sure that will come with more experience haha.

Unfortunately I was unable to cum simply because I had fapped the previous night but she didn’t seem to mind as I didn’t go soft at all. After we finished we laid together and just cuddled which was honestly my favorite part. I can’t believe what I was missing out on and I’m glad I found her. I made her a nice meal after, we talked for a bit and decided that we’re gonna continue to meet and be FWB.

Apparently she’s a fan of cumming inside so hopefully I get to try that at some point. ?

Source: reddit.com/r/gonewildstories/comments/arufk9/losing_my_virginity_to_his_fiancé_mf_pic_inside

9 comments

  1. Just a word to the wise, the not being able to cum might not be because you came last night, but it could be a result of excessive masturbation de-sensitising your dick. I lost my virginity at 28 in a 30m session where she came 5+ times but I couldn’t reach climax for that very reason.

    I found that once I stopped masturbating it improved. I still have the staying power for long sessions and she’s usually exhausted (in a good way) when we’re done. I found early on that if I want to cum reliably, it has to be relatively quickly <10m, or the numbness takes over, and while it’s still great sex it’s just lacking that finish that leaves you completely satisfied. Like I said, stop touching yourself entirely and it improves over time, but we had a LOT of sex in the first 6 months until I got used to not wanking.

  2. Hehehe, I see that username ? Awesome, Im glad you guys had what sounds like a super great time!! Dat ass is pretty cute too ngl hahaha

  3. Nice! Really hope you get to cum inside her soon! You’ll never want to go back to condoms.

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