Slept with the mother of the girl I once had a crush on [MF] (part 2)

Link to the first part here: https://www.reddit.com/r/gonewildstories/comments/zx9nxt/slept_with_the_mother_of_the_girl_i_once_had_a/?utm_source=share&utm_medium=android_app&utm_name=androidcss&utm_term=1&utm_content=share_button

Had some music on and sat drinking, talking, etc, before I asked to use the bathroom after I finished my glass. The bathroom still kinda looked the same as I remember. Same sink I’d thrown up in after drinking when I was younger, smirked a little at the memory and where I found myself years later. Came back down poured us both another glass and sat on the couch next to D this time rather than the armchair. Thought why not work towards making a move. Sat on the couch facing each other, drinking and talking, I’m able to get a look down her top a little. It definitely seems like it’s a little lower on her than it was when I went upstairs. My flirting steps up, getting playful, teasing her, touching each other after each tease. Starting to get closer and more relaxed with each playful touch, tease and flirt. Eventually she put her hand on my knee and leaves it there a little longer than you would think as innocent. The conversation is silent and I take a drink from my glass, then lean in slowly and kiss her.

Slept with the mother of the girl I once had a crush on [MF] (part 1)

When I was younger, I had this thing for a girl in our friend group. We spent a bit of time around at her house so the family got to know us as well, as a result we were friendly with her single mum and older sister too.

Years ago, I tried to get her to go out with me but struck out with her. Wasn’t to be and things dwindled out. Eventually, the group stopped spending as much time together and broke away, the usual thing when you’re a kid and start to get older, different friends, education paths, etc. Still, we were all on each other’s friends/following lists on social media. Some of us were even still friends with her mum and sister on there too.

Fast forward to a more recent time, I was out at the bars one night, weather was quite pleasant for Scotland so it put most people in a good mood. Hot and sunny weather always gets me going as well. I’m there with a few friends. As you do, I scanned the room after we got a table and went to the bar. I spotted the girl’s mum, gave a wave and made a mental note to check in with her later when passing on the way to the toilets if it looked like there was an opportunity for it.

Wanked and fucked fleshlights with a friend [MM]

Got to talking with a friend of mine about fleshlights earlier in the week. He’d known I had a couple of them after seeing them in my master bedroom at a BBQ earlier in the summer. He was curious about them, about how they felt, and how they compared to some wanking toys he had tried in the past and to the real thing.

Little background, I am straight and later found out he is bi-curious.

I let him know what my experience is with them, how I’ve used them in the past and how fond I am of them. Checked if he could get some new customer discounts and what have you from some of the online stores we have in the UK and made some recommendations. Told him I was actually planning on using it later that night since I had no plans elsewhere and was feeling pretty hot and bothered – same thing always happens every time when it’s hot, sunny and I’ve been at the gym! Some messages and questions back and forward and before you know it, I’m suggesting he comes over and tries it before he buys one since I have two of them.

G[F] caught [M]e wanking with her mum’s pants

I was staying with my girlfriend while her parents were away on holiday so she would feel safer and have some company while they were gone, both of us early 20s at the time. One day, she needed to go out and grab some things, return some clothes she wasn’t feeling too good about etc, and I decided I didn’t feel like going out so would stay in instead. Of course, being early 20s and having the house to myself, I was getting pretty horny. I would normally wank at any given opportunity whenever I was home alone so it felt right to get started on myself.

Now, a bit of history about this, her mum knew what my cock was like after two incidents. One, they were drinking together one night, got a little drunk and my gf told her what my cock was like. And another time, she walked in while my gf was sucking my cock and I’m 99% sure she saw for herself.
Knowing this and with it firmly in my mind being in their home and all, my horny brain thought it was a good idea to grab a pair of her panties from the laundry pile and have a play around with them.

Fucked my ex for the first time in 7 years [MF]

My ex and I split up over 7 years ago, since then we’ve both moved on, blocked each other on most socials and got on with our lives. She moved town before moving back, she got engaged and had a baby, I progressed in my career and dated other women and shagged as often as I could.

Every now and then, we’d hit each other up on one of the communication apps where you send time limited images and exchange nudes, videos, sexting, etc. Would tell me that she misses my cock and howher fiance doesn’t compare sexually and I would tell her how I’d love to make her cum on my cock again. We’d both cum and that would be it for another little while.

Fast forward to a couple of months ago and she wants to do it for real in person. Her baby had been premature and recently passed and was probably feeling destructive or looking to feel something. I wasn’t about to pass up the chance to stick my dick in her but had no desire to let her know where I live these days so suggested we fuck in the car for old times sake and she agrees.

[M]y friends walked in while I was [f]ucking my GF

Me and my friends were in the house drinking while she was out day drinking with her girls. The guys and I were talking about birds we’d fucked and wanted to fuck, etc, usual guys in their mid 20s talk

I’d already been cheating on her before this but had stopped and had said I wanted to get her to fuck other guys, maybe ease her in with a threesome etc. Obviously they knew she had banging tits so I got my laptop and showed them her pics and some of the videos we’d made. Something she was coming around to was showing off, had started showing some lewds of herself on her Sn*pchat, like her in her underwear, pics she’d taken in the mirror showing off her ass in a thong, etc. She’d even been sending nudes to guys here and there. None to my friends, just some older guys she’d interact with on twitter

One of my mates is massive as well, I could see him getting hard as we flicked through the album and that. I mentioned that when she’d been drinking, she always got horny and one thing led to another, seeing how hard they were, i said i’ll try and get her horny when she comes in and we can see what happens

Knocked up someone else’s girlfriend [MF]

Couple years ago, I [28 at the time/M] was out celebrating a friend’s birthday. Before I left to go out, I was getting some messages from this girl asking what I was up to that night, where I was at, etc. Thinking nothing of it, I just tell her I’m heading out shortly. I know she has a boyfriend, I’m not prepared to put myself there and initiate anything.

I head out and an hour and a half later, I get a phone call from her asking where I am. Again, thinking nothing of it. Eventually get her off the phone cos her battery dies and think that’s the end of it and my friends and I move on to the next place.

Hamf an hour passes and she’s on the phone to me again, asks where I am and tells me she’s walking down to where we are. I still think she’s talking shit so don’t expect anything but she makes it down and asks me to go outside to meet her. I do as she asks and she pulls me into a doorway, gets close and we kiss and make out. Then she tells me she’s been bad and that she’s cheated on her bf with his best friend on a couple of occasions because he reminded her if me.