Author: noob2085

How I got my best friend to lose his virginity [MF] and got laid with an incredible MILF on the same night [MF]

Time flies when I look back, but this is a proud moment for me. It was Tommy’s 21st birthday party, and the boys and I [M20] got a proper celebration plan in place. I was still roughened up by finally putting an end to my love affair with Susan, Tommy’s mother, and it fucked me up when I understood that she was back to her old ex – but, as I said, Susan is a closed book. Today is about Tommy, but also about myself and the first time I also got properly laid after Susan.

The time between breaking up with Susan and Tommy’s 21st was spent focusing on getting Tommy, shy and anxious, to a new level of confidence. He joined a local amateur football club after my suggestion, and the time I was around we’d go running together. That last week of June just before his big day was spent hitting the dumbells and crunching some abs, but he was still my Tommy, the same slim dude I met all my life. The afternoon of his 21st we went to get the same buzz cut, and that night, we hit the town (whatever that means to you). Read more »

I fucked my best friend’s mom [MF] Part 7 – At his Wedding (Final)

For the ones skipping to this one, here’s a short summary of my life so far. Susan is the mother of my best friend, Tommy, and they lived in the same street as we did back then and it was more often than not that I’d hang around their house.

[In the first chapter](https://www.reddit.com/r/gonewildstories/comments/x52fiq/i_fucked_my_best_friends_mum_mf/), I returned from my basic training in the army [M20 at the time] and got a nice and heartwarming “surprise” reception from family and friends, and it was when Susan [F45 at the time] revealed to me how sexy and insatiable she was. Only now do I realise how much she risked, but damn it was worth it. I wish my first time was with her, but honest to god, it felt like a first time to me.

[The second chapter](https://www.reddit.com/r/gonewildstories/comments/x5v97p/i_fucked_my_best_friends_mum_mf_part_2/) happened shortly after, with me spending an afternoon with Tommy [M20 at the time] and then sneaking to her bedroom.

[In the third chapter](https://www.reddit.com/r/gonewildstories/comments/x8xfo8/i_fucked_my_best_friends_mum_mf_part_3/), just before leaving to go on a mission for months on end, I spent the day with Tommy, my best friend, but couldn’t shake the feeling of how I missed his mom, but not him that much. The plan was for him to sleep over, and I took the opportunity to go to his house and stay with Susan instead. Read more »

I fucked my best friend’s Mum [MF] Part 6 – A Monumental Fuck

This was the last time Susan [F45] and I [M20] got together in this period of my life. We would eventually meet up five or six years down the road, but that’s a story for another time. Our story is a complicated one, and things seem to mix and change constantly in my head. But I did my best to explain what’s in my brain, so hopefully this all makes sense.

Since the last time we met, I tried to occupy my days, even thought of dating a girl in between, but Susan never left my mind. I remember talking to my mom and watching her friends, and still, it wasn’t the same feeling – yes, I found them attractive (not my mum, but her friends) but it was on a different level. With Susan, the world stopped spinning. I had a glimpse of that fire with Margaret, the neighbor from the barbecue, an essence I’ve been chasing since that first time with Susan, in my kitchen. A woman with fire in her eyes, something lustful, forbidden. A woman old enough to be my mother, but that I was fucking her brains out instead, and drinking from her experience. But none compared to her, to Susan, the woman that showed me what sex and love could be, and then who took it away. Read more »

I fucked my best friend’s mom Part 5 – At a BBQ party at my neighbors’ House [MF]

I consider myself the type of person that doesn’t take problems home, but when Tommy [M20], my best friend, told me his mom, Susan [F45] was back together with her now ex-husband Dan, I was fucking upset. It was like the feeling I got when I found out my ex was cheating on me, a knife to the heart, a doom pending over my head. I lost my appetite for a couple of days and anything would remind me of her.

To make matters worse, if I were to spend time with Tommy, I ended up feeling jealous of him, envious of how close he could be to her, while I had to be content with having nothing. And that guy, Dan [M45?50?], what a fucking prick. If I saw him I’m sure I’d break his nose. I was much more of a man than he was, I told myself numerous times, taller, handsome (or so the image on the mirror said back to me countless times), and I’m pretty sure my cock was bigger.

The number of times I jerked off thinking about our last fuck would make a pornstar blush. Read more »

I fucked my best friend’s Mum [MF] – Part 4

[Part 3 Here](https://www.reddit.com/r/gonewildstories/comments/x8xfo8/i_fucked_my_best_friends_mum_mf_part_3/)

​

The closer to the day to get back home, the hornier I [M20] got. Too many nights I held Susan’s [F45] picture in my hands, and if I concentrated hard enough, I could almost cum hands-free if I relieved our goodbye fuck the last time we were together.
I missed her more than I missed my family.
The “goodbye” fuck was beyond incredible, and I wanted to repeat that all, again and again and again. It’s not that hard to get laid, even with females, but it does take energy and some coordination, and when the end result might piss off a lot of your superiors, sometimes is better to stay put. Read more »

I fucked my best friend’s Mum [MF] – Part 3

There’s a [Part 1](https://www.reddit.com/r/gonewildstories/comments/x52fiq/i_fucked_my_best_friends_mum_mf/) and a [Part 2](https://www.reddit.com/r/gonewildstories/comments/x5v97p/i_fucked_my_best_friends_mum_mf_part_2/)

It’s troublesome to define what Susan [F45] and I [M20] were at this point. Things would happen in the heat of the moment, but she always forbade me from calling her, or texting her, saying “it would be nonsensical”. All those years ago, cell phones were still way behind what you have now, and I’d use mine for texting mostly.

The last day before going back got me in a bit of a mood, I gotta say. I remember Tommy [M20] wanting to spend the day with me, which was great, but something felt strange. I wanted to be with Susan, not him.

And then I just felt bad when after dinner, he just starts talking about his parents, and how he misses his dad. Susan and Dan, her ex-husband, have broken up prior to my return, and Tommy and I didn’t talk much about it besides the random comment. But that night, he started to talk about his dad, and how he felt like they could still work things out.

There was a sting of guilt in my heart. Read more »

I fucked my best friend’s Mum [MF] – Part 2

[There’s a Part 1](https://www.reddit.com/r/gonewildstories/comments/x52fiq/i_fucked_my_best_friends_mum_mf/)

Hey. Me again, can’t stop thinking about Susan [F45]. Damn. Many women came after her, but sometimes just lay awake at night jerking off about her. Tommy [M 20] never suspected of what I did, and I still think it’s better that way, nothing good would come out of him knowing how I [M20] fucked his mum, and this second time, right under his nose.

After fucking her in the kitchen, I got a thing both for older women and fucking in risky situations. I mean it, as I grew older, fucking in public was just a necessity as big as fucking. The risk of getting caught made everything so damn good.

I went by Tommy’s house, to chill, play some games, and hang around mostly. He’s a good friend, and always will be in my heart. But our differences were considerable, and all I could think about while we played call of duty was his mum, her hips, her dripping wet pussy, and gorgeous breasts. Read more »

I fucked my best friend’s Mum [MF]

This is my oldest story (well, my first time is, but this was way better than that), and happened 18 years ago, on the day I returned from basic training. The details are a little fuzzy and as years went by, I guess my brain changed a few things, but still remember this day very fondly.

After weeks and weeks of being with only men, I [M20] took the train back to my hometown and was allowed to travel in uniform, as I knew my parents would be happy to see me. They throw me this “surprise” party which I was sort of expecting after speaking with Tommy [M20] my best friend. I missed him a lot, gotta say, even though you don’t have that much time to think about the people you left back at home, because you’re always so busy in training and have a whole new set of people you become attached to. Read more »