[M]arried Man [52] Confesses: I Fuck MILF [F] Katie [37] for the First Time

This is the story of how I met Katie (one of her many aliases), a delightful yet conflicted woman I fucked regularly for some 4 or 5 years, aside from an interruption when she had her 3rd child.This went down when i was about 52 and she was around 37. Katie was the most sex-hungry woman I ever met, and we invited another man in to help me fuck her twice, got with a couple another time, fucked in my house twice and hers once, in my office 3-4 times at least, a few times in a big work van I had access to at the time, and many times in hotels. This does not include the times she sucked me off in my car, or the time we did the dirty in a public park. It was a rollicky ride that ended abruptly and had many sad and sordid phases along with loads of memorable sex.

My[f] second date with [m]y platoon leader

Bit of a longer into, skip down 2 paragraphs if you want to jump straight to the story

First of all, thanks for all of the (mostly) positive feedback on my first story, you guys are the best!

A little more description on me, for my reviewers who requested to know more. I’m Avery, 5’4, have slightly bushy brown hair down to the middle of my back. I’m on the olive completion side (my mom is Greek). As I said before, ittybittytittiecommittee, B cup breasts and a firm butt that I tone with a lot of cycling in my spare time. And yes, i shave everywhere(;

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Two days after my incredible first experience with my Platoon Leader, my 6’1, muscular hunk that we’ll call Matt, things had been awkward. I couldn’t help but hope that things would progress further, but at the same time, I was aware of the complications of continuing any relationship with him. At work, we continued as normal, he’s my boss’ boss, and I go back to my daily job as a truck driver (88M life). In the evenings, it’s been another story. He’s been texting me and I’ve been longing for more but super hesitant to go for anything, but my god, I want more of him.

A Public Lap Dance (and a little more) From My Wife’s Friend [Teasing], [MF]

The night began with a bachelor party. This takes place a few months before the pandemic; a friend of mine was getting married (the second time around) and wanted to host an epic bachelor party. To summarize, it was a fun time; there were guns, off-roading, a brief visit to a strip club, steak dinner and finally, downtown bar hopping.

The last bar of the night was a nightclub, where me and the other suburban dads were at least ten years older than the average clients. Honestly, by this point, I was tired, a little drunk and ready to Uber back home for the night. Not to mention we were fairly certain our groom left with a much younger woman from the club.

*Then, everything changed for me when Angela walked in.*

Angela is a mutual friend of my wife and I. At the time, they attended the same boutique gym and yoga studio together, bonding over post-baby fitness. Angela is a bartender at a small local cocktail bar, which Jade and I would frequent.

Angela is Latina, with long brown hair really cute brown eyes. My wife Jade is curvy, but Angela even more so full-figured. She’s got pretty large breasts and a very round, thick butt.

You can stay over but we are not having sex [fm]

It was a hot sticky summer day during my mid-twenties. I was sitting by the river running through a Mid-western city, enjoying blazing a joint while waiting for a tinder date.

Alex was a 25-year-old server. From her photos she was a petite brunette with perky b-cup breasts. She was rocking a fairly standard mid-2010’s hipster look with glassed, plaid shirts, and high-waisted jeans. Based off our initial conversations she seemed into design and fashion.

I am your typical dirt-bag climber. Slim body type without huge muscles but well defined shoulders, back muscles, and core. I have a solid v abdominal line. Messy dark hair and bright blue eyes. So of course I was smoking pot and screwing around on a long-board while waiting for our date.

We meet at a German style pub with big pints, pretzels, and wurst. She has a sardonic personality, the kind where she is a bit above the mundane of everyday life. I also learn she is indeed very into design, hates her job, and is moving away in a few weeks. Bingo! I key on the potential for a fun mid-summer fling with a defined end date.

21 [F] He knows my Reddit

Disclaimer: if you don’t already know I’m in a free use relationship with my boyfriend and his roommate. Things have been discussed and we have a safe word that will end everything.

I didn’t know my boyfriends roommate knew about my reddit account but I guess it makes sense my boyfriend would tell him.

I was in the kitchen when he said “so you learned how to squirt huh?”

Fuck. He had read my last post. What kind of trouble am I getting myself into. I tried to nonchalantly say yeah and shrug it off.

“You gonna show me then?”. I don’t understand how all these situations continuously humiliate me and make me dripping wet at the same time.

He had me lay on his floor in his room as he sat in his chair. I was naked and felt completely exposed. My boyfriend wasn’t home, this was the first time anything sexual happened without him. I was having trouble getting into it when he started calling me names encouraging me. C’mon slut. I know you can do it you cumdump. Make that cunt squirt. I fucking loved it.

Wedding Day: Cousin would be [M]ine before anyone else – India; true story (Pt. 4 – Conclusion)

[Part 3](https://www.reddit.com/r/gonewildstories/comments/hx0why/my_cousins_wedding_i_had_to_have_her_first_india/?utm_medium=android_app&utm_source=share)

As is custom, I’ll briefly summarise the previous parts. If you’re reading all parts in one go, feel free to skip ahead, although it’s barely a few lines.

So, in 2014, I’d met my cousin Varsha at a family wedding. Somehow we had to share a bed and blanket, and we ended up being sexually intimate.

Back home, we began a long distance affair which lasted a couple of years and then slowly fizzled out. We hadn’t talked in over a year, when in 2018 I received the news of her marriage, fixed for December that year. One phone call, her soft voice, a few mixed signals by her, and my feelings had returned.

When I finally went to her place a day before the wedding, we ended up in a room together by chance. I proceeded to, amongst other things, make love to her asshole and pussy with my tongue and fingers, till she came all over my face. I was so satisfied by the idea of pleasuring her that I didn’t even feel the need to ram my cock into her, even though I was rock hard. I realised that more than animalistic lust, I had a soft corner for her. I kissed her softly, and left the room.

I [M] cheated on my girlfriend with an old flame [F] behind a record store after what was supposed to be an innocent coffee meetup

A few years ago, while I was in college, i got a messsage from a friend I used to hook up with. She was upset about a fight she had gotten into with one of her friends and asked me to get some coffee with her. We hadn’t hung out in a while and I told her sure, but that nothing would happen because I had a girlfriend now. She said she understood and this was just coffee.

As soon as I saw her I knew I had made a mistake. The sexy pink smell of her passing by to get to her seat was enough to bring back memories of tying her up on my couch. My eyes informed my memory that it has sorely deceived me, she looked too gorgeous to resist.

After coffee at around night time, we we went for a little walk and passed a record store. She mentioned it had some nice graffiti in the back so we went to check it out. When we got to the back of the store I saw that we were alone and put my hand on her back to push her up against the wall. She heaved her whole body onto the graffiti covered brick and spread her arms on it. Her ass was sticking out.

[MF] The Sally of Sage – Interlude – Fucking In Tents

(Welcome to the Saga of Sally. Except it’s not Sally this time.

I am recounting my long on-and-off relationship with a girl called Sally. I recommend starting from the [start](https://old.reddit.com/r/gonewildstories/comments/hsqikr/mf_the_saga_of_sally_cumstained_jeans/) – each piece will link you to next part at the end. However since I am working through my life chronologically occasionally they’ll be “Sallyless Interludes” if I think there was a sexual encounter worth writing a story about. This is one of them. **There was no cheating on Sally. I could never cheat on that absolute goddess. At this point, we had broken up since we were living in different countries.**)

There are two distinct periods in the next five years where Sally and I do not see each other. And I mean this literally. We don’t even see each other in passing – we talked over email now and then but if you ever had a friend moved away you know it’s hard to stay in touch with them and eventually the emails start trickling to a stop. This happens even when the friend is the love of your life. But there were two periods. There was the time I was studying in England, which despite being heartbroken about a lack of Sally I enjoyed as a period of my life. I got to see new places. Meet new people. It was a good three years. Then there was the time I returned to US and started working and those 18 months or so were the worst time of my life. I’m not looking forward to recounting that.

Why [M]y 2019 was much crazier than 2020 [MF]

People are always going on about how 2020 is completely bat shit crazy… but for me, it’s nothing compared to 2019. Technically this story actually starts in 2018 but that’s just a bit of build up. Speaking of which, if you want to skip some of that, head towards the * for the milder stuff and the *** for the less mild stuff – I see others doing that on here, makes sense… Though really, the build up is often the best bit and I’ve got to warn you, this could get long. I’ll likely post more to this one day, just needed to get it off my chest and thought some of you may enjoy reading it too.