I lost [M]y virginity to a hot mil[F] while her husband watched and filmed us. After that I visited her/them a few times a month for about four years.

I couldn’t believe it either when it happened, but there you go. *Life’s a trip que no?*

So here’s how it went.

I had, to my disappointment, managed to navigate all of school and university without having sex although I had had a couple of girlfriends briefly.

I have been told that I am good looking by enough people over the years but because I was bullied for basically 10 years of my life I never had much self esteem or confidence, hence why I never had much success with girls.

One night I was walking home from a non-event of a night out where two “friends” had bailed on me. I was nearly home when this dude pulls up in his car next to me, he asks if I wanted some free sex. I realise I had initially misheard him because I thought he was asking if I knew where he could get free sex. Anyway when I realised what he was asking I said what do you mean? He said his wife wanted to have sex with a black man (spoiler, I’m black) and I was like ‘oooh OK.’

I wasn’t sure if I could trust him, but I have always been open to new experiences and I tend to go with the flow. I didn’t get a threatening energy from him at all, he seemed really excited about the whole thing.

I had to decide whether he was a racist trying to lure me into his car to try and kill me or torture me or something, or whether he was telling the truth. Like I say, I wasn’t getting any vibe of a threat from him, so I deliberated and we were both kind of laughing.

Then I said OK show me a picture of his wife. And he did. She looked in her early thirties, long dark hair and a nice tan, with deep dark eyes and a nice little body. More than enough to get my mind racing.

After I don’t know how long, I asked where they lived and he said it was around 5 mins away in an area I knew. So eventually I said fuck it, I got in the car. I thought if he tries anything, I’m strong enough to resist him and because I was close to home to jump out the car and get away.

So there we were, driving to their house, and he’s telling me I’m good to kiss her, don’t worry about holding back in front of him, just give it to her hard. I’m like yeah cool. It was so surreal. I had had a beer before I left for the night out originally and for me that was enough to make a me feel some type of buzz.

Before long we pulled up, got in, so far so good, no imminent threat of getting jumped or worse. He was good at making me feel relaxed, he was clearly excited about it too.

He said she was upstairs getting ready and making sure their baby daughter was asleep, offered me some wine and we just chilled and chatted. He offered me a towel to go shower myself and I did and used some of the deodorant that was there.

By the time I came out, she was downstairs, I walked into the room and met her eyes with the best seductive gaze I could lol. We shook hands in that ‘hello nice to meet you and fuck you’ kind of way. I was unsure as to whether she was attracted to me but I tried to at least act calm and composed. She looked great, her eyes so sexy and her clothes casual but sexy, a vest top and leggings if I recall. They had this corner couch thing, she and I sat on the long part, he sat round the corner, we spoke a bit and drank more wine. She was a little nervous as was I but he encouraged us both to get closer and we did (getting very hard now as I recall these moments).

I can’t remember all the details of that first time, but I’ll describe what I can. I remember when she stepped to the kitchen briefly he told me that she liked me to reassure me. Their eyes had been talking lol. He was really trying to make sure she got the best of me.

We drank wine etc and finally when he went to the kitchen I made a move and we started kissing. Everything flowed from there, by the time he got back from the kitchen we were groping each other and he started filming. I was half concerned about it but it was something that I would get very used to in the next few years. I was too involved with her to really think about what could happen with the film though.

After lots of kissing and groping she went for my belt and took my jeans off. This is where my virgin naivety told as I had barely ever shaved my pubes but she carried on anyway, my first blow job! A beautiful warmth of her mouth on my cock. (Before the next time I went over he texted me saying she wanted me to shave my dick, I was already way ahead of him by that point lool).

My only sexual experience beyond kissing until that night was with a happy ending from a Thai masseuse. Before that I hadn’t really had any way of knowing that I had a big cock (even though I had measured it etc, real life feedback is always the best indicator, isn’t it), but I from the masseuse and now this milf’s reaction I learned that I have quite a big cock (around 7.5 inches) not enormous by any means, but bigger than average and certainly enough for what this milf and her man were hoping for!

So yeah, we fucked. We didn’t even use protection which was really reckless on both our parts but we got away with it. We kissed, and for the first penetration she got on top and rode me, then I dominated her, we did missionary, I fucked her from behind while she was flat on her belly and sucking my finger (don’t know what that position is called but I love it), we did doggy, and she sucked me off a lot. With the wine and beer getting to my head it was a blur of new sensations, all felt amazing. He had to eat her out because I sucked at it lol, but that worked for me for now. I knew I would need to get better at that. I definitely gave her a good seeing to, at one point when I was about to re-enter, she said to me the magic words ‘I am yours’. I was like hell yeah. I gave it to her as good as I could.

The strangest thing though was because of my excessive porn use to that point as well, I experienced porn-induced delayed ejaculation. We were going on and off for two hours and she orgasmed about three times but I just couldn’t. I started to get worried, and she was also feeling bad because she thought it was her fault that I couldn’t cum. They tried to guess that because I was in decent shape maybe I had really amazing stamina lol. I didn’t know what was wrong until I got home and researched the problem.

I didn’t cum all night and we eventually got tired, but as I left I gave her a real sexy tongue kiss and reassured her that it was not because of her. She was happy. He dropped me off near my house and we exchanged numbers. He was also happy and so was I ??

As I say this went on for a number of years, 2 or 3 times a month. In one night I went from having no real sexual experience to having milf sex “on tap” for 4 years ?. As well as sharing the story of the first night (because I was getting horny reading some of these reddit confessions and wanted to share my own), I wanted to also reflect on some things.

Firstly, porn-induced erectile dysfunction and/or delayed ejaculation is a serious issue I realised that immediately. If you know you know. I’ve since had healthy and not so healthy sexual experiences with women who I was in a relationship with but also courtesans who I’ve paid (not while in relationships). I’ve managed to navigate ED without my partners ever knowing, but I still am not porn free and I still use ‘helpers’ sometimes for peace of mind. So for anyone reading, deal with it sooner rather than later.

Second and main thing I wanted to reflect on was them as a couple. They both loved each other enough for him to want her to enjoy sex with me and it didn’t affect them at all. In fact they probably became closer because of it. Before me they said they had done that once before while on holiday but as a regular thing it was something she wanted and he was more than happy with. Since I stopped seeing them, I know they will have found another black dude to replace me lol.

But yeah, I was the one who at one point caught feelings for her being that she was my first lover (which they did not know, of course), but they helped me to understand that she liked me and liked having sex with me but that they were in love and had their daughter. They were great with me. I actually learned so much from them.

And so, that happened. I deleted the videos when I got into a relationship but after that ended I managed to recover a few of them. I’m still battling with my unhealthy sexual habits and past but yeah, I wanted to share this now because so many of these stories on reddit made me horny as fuck (more so because of very limited intimacy during lockdown) so I wanted to see if I could do the same for anyone else :)

Happy to answer any questions you may have. G’day to ya

Source: reddit.com/r/gonewildstories/comments/lsm8lo/i_lost_my_virginity_to_a_hot_milf_while_her