Category: gonewildstories

[MF] I (M19) fucked my 30-something school teacher (F) who has been a long time crush of mine

In my school days, I had this teacher, let’s call her Aishwarya, that literally every boy in the class had a crush on. She was this fit, curvaceous teacher who was great at both teaching and looking good. Me being the front bencher, was kinda the apple of her eye. During my last year in the school, she moved to Bangalore and there was no contact with her until the last few months.

Last summer, she came up in Instagram recommends and I quickly sent her a follow request. After some time, she accepted the follow request and dm’ed me enquiring what am I doing these days. I told her about my engineering field and then we bitched about our lockdown woes. After that, we have been in regular contact over the months.

Last december, I got an internship at a startup in Bangalore. They had a WFH option but I desperately wanted to get out of home for some days and so took the on-site option. It being a small startup, they said that I’ll have to arrange my own accommodation. I was like, cool whatever just let me have a change of scenery for a while. Read more »

[M]y 55 Wednesday night with a very sexy couple [M] 45 [F] 35

Like another post previously, this one is long and I will not break it up. When you read it you’ll see why.

I’ve been married a long time to a wonderful partner and never needed anything more in bed. 6 years ago failed prolapse surgery stopped bedroom activity cold. After 4 years I started to get itchy but wanted to hold off. Not having sex wasn’t a deal breaker. Or so I thought. I found myself thinking about it all far too much, so I sat down with her and we agreed I could have outside play, but nothing came home. She was OK with it but didn’t want me to rub her nose in it. I promised to not go full on slut, but she knows I love and live for sex, so I told her I would simply see how it played out.

I was checking out the personals sites locally, casually hoping I might find some ad that would be a good match.

We are 38/48, chubby, very sexual. The wife wants to see me suck cock and get anal from a bi top. She may want to join in, but mostly wants to watch me. If you’re interested, D&D free and respectful, we can host. Read more »

[MF] Feels Like The First Time Part 2

Thanks for reading [Part 1](https://www.reddit.com/r/gonewildstories/comments/lrn52p/mf_it_feels_like_the_first_time/?utm_source=share&utm_medium=web2x&context=3). If you haven’t yet, please do as this next part will make a LOT more sense. When I left off Jennifer had just dropped a bomb on me. This picks up with the continuation of that conversation and a lot more fun for you the reader. As always, thanks for reading and have a wonderful day.

J: Are you ok? Did I do something wrong?

M: I uh. I. No, you…you didn’t do anything wrong. Just a lot to process.

J: I’m sorry. I should go.

M: No! Stop, just give me a second. Booze, sex and virginity a lot to process before coffee.

J: Ok.

I stood back up, slowly.

M: Let’s start with me washing your back. Give me some time to think and process what you just said.

I grabbed the soap and the shower puff. *Don’t judge me!* I bathed her body and washed her hair. She in turn did the same for me. I had to help her a bit, she seemed to get stuck soaping a certain body part. While that felt good, I wasn’t really in the mental state to enjoy it. Read more »

[FM] I knew just what to wear to pay him back… and got more than I bargained for

Long time lurker, I’ve had nothing but time on my hands lately and have always played with the idea of sharing a story. Saw this month’s theme and considered it a sign that it was now or never. Hope you like it.

This was a few years ago, I had a project coming up for work that was a year in the making. I had done a lot to have this chance and really wanted it to go well. I like my privacy, so I’ll leave it all vague, but it was a project with a significant presentation element so I was looking for ways to make it really stand out.

I was telling a friend about this when she lit up with an idea. A friend of hers, Avery, was crashing on a friend’s couch in the city for the month, maybe he could help. He was an illustrator who was starting to take off on social media at the time, he could make some original art to tie the whole project together. I loved the idea but wasn’t sure if he was available or if I could afford him. My friend dismissed my worry, insisting that she could get him to do it for me, and for a good price. They were friends after all. Read more »

[F] Blindfolded Gangbang Slut

One of my favourite things – to be bounded and blindfolded and get my brains fucked out.

And I had this happen on an almost weekly basis at one point when I had a paid position as a sex slave.

Best part? I didn’t have to do the organising, or planning or any of those. I just needed to be a submissive cum slut and take everything that was given to me.

All through those sessions, I have no idea who or what was going on – all I needed to know and understand was that I was to suck every cock that enters my mouth, and take every dick – heck, anything really – that enters my vagina or my ass.

There was definitely machine-driven dildo or 2 involved. Read more »

This is how I (23F) got fucked yesterday by my neighbor (53M) [MF]

So [I wrote before](https://www.reddit.com/r/SluttyConfessions/comments/kmi3s7/covid_lockdown_horniness_has_turned_me_into_the/) about how I’m semi-regularly fucking two older guys in my neighborhood. (And sucking off a third.) Blame it on COVID-induced sluttiness. You can read that story for background.

So “Guy 4″ – let’s call him Brad – texted me yesterday afternoon. His wife was going out for groceries, and he texted me **”I’ve got an hour – come over in 10” -** just like that. So I dropped what I was doing, freshened up, spot-checked my makeup and changed my underwear to something cuter, and then went over. I will do this for Brad anytime he asks.

Brad is 53, and though he’s too nice to ever say it, his wife is a real bitch in my opinion. Brad is awesome in bed, a super nice older guy, and suuuper handsome. I love fucking him just generally, but honestly it does give me a little thrill to also do it behind his wife’s back. They live two blocks over from me in our subdivision, and I actually saw her car pulling away in the other direction when I was walking over. I knocked and he brought me in right away. Read more »

It was supposed to be a casual threesome…but he turned me into his slutty side piece [MF]

Hey everyone!

So I had recently just gone through a break-up with Austin (appears in a couple of my other posts) and was feeling really down. After a while of just sitting around and moping I decided to try my luck in Tinder and scrolled through for about an hour looking for something that peeked my interest. Then it caught my sight. A couple was looking for their very first threesome and that really peaked my interest. I checked out their pictures and both were very attractive and they lived fairly close by. So I hit them up and we planned out everything. The wife had a jealousy fetish and wanted me to seduce her husband first to get her turned on and join us. I accepted and the next day I went over. Read more »

My friend doesn’t know he’s my [F]avorite memory to masturbate to.

Have you ever had one of those friendships where the mutual attraction is off the charts, but for various reasons you try to just be friends? That’s how it is with my best friend, and he has no idea that I regularly masturbate to memories of him. The unfulfilled desire between us drives me wild.

None of my kinkiest, naughtiest, most passionate experiences with other partners can turn me on half as much as thinking about this memory of the time my friend *almost* fucked me. (Check my other post if you want a bit more backstory):

The summer night had been warm as we slept side by side in his bed. We both started to wake slowly just as dawn was breaking.

I began lightly running my hand over his naked chest and stomach, luxuriating in the sensation. Glancing down, I could see his thick morning erection bulging in the blue boxer briefs he wore. I kept my touch soft and innocent but the unspoken tension between us was building, crumbling his resistance with each passing moment.

Impulsively he grabbed my hand and roughly placed it on his cock. I gasped and let out a little moan, gently exploring and squeezing his hardness through the tight fabric. Read more »

I [M] came on a woman’s face in the shower and then read her 50 Shades of Grey

Another one from a while ago.

There was a woman who I started talking to through one of the dating websites who had a dirty side but tried so hard to hide it. She was a single mom and every time we tried to make plans, they fell through. She either wasn’t free or I wasn’t, or it was too late or I flaked. Yeah, I’ll admit it.

But I was persistent. I kept texting – not sexting because she wasn’t playing that game – because I knew I wanted to fuck her. She had such an incredible mom bod. Holy shit, was she sexy. Her ass looked juicy in pictures. Her tits were huge. She had perfect hips. I get hard thinking about her.

It seemed like every time I’d ask her to come over it was late, like late late. During one of our conversations, I asked her if she had read 50 Shades of Grey. I had, and, well, if you know, you know. I have others stories about 50 shades getting me laid but I’ll save those for later. Her response shocked me but made my dick jump. She asked if I wanted to read it to her. I wanted to read it while we were both naked – I mean, how erotic? – but she wouldn’t promise anything. All she’d agree to was that I could start stroking myself while I read and she’d react however she wanted. But, like all our other plans, those fell through, too. Read more »

Best sex of my li[f]e with this nerd guy in Hipster Jesus hair

So, about a months and a half ago, I had the best sex of my life. With this guy no one would really expect to have the best sex of their life with, at least on the face of it.

How many orgasms you ask? I literally don’t have a count. A couple dozen, easy! What I do know is we fucked for like 2 hours straight the first round.

And the best part, he keeps going even after he cums. I have not seen guys do that, and that came as a very pleasant surprise to me.

Everytime I think about talking about that evening, it just feels unreal. He came over ~5 in the evening, and within the first 15 mins of him entering my door, I had already cum thrice on his fingers. Him standing on the balcony, with this hipster Jesus hair going on, and smoking a cigarette with one hand and fingering me with the other. There was some magic in the fingers. The way he played with my clit was just so smooth, I don’t quite have words for it. Except 3 back to back orgasms, within a 5-7 mins space. Read more »