Secret hook up with my moms friend [MF]

For i’d say about two years now, i’ve been hooking up occasionally with one of my moms friends, lets call her Mary. This doesn’t happen that often, but when it does, it’s some of my favorite sex. The last time we hooked up was a week ago, she texted me saying she needed some dick after work and asked me to come over. Mary is in her mid to late forties and i’m 22, my mom met her because my sister went to school with her daughter. Mary is super thick, amazing thighs and fat ass. s
She is on the chubby size, but in all the right places.

I walked over to her house and she eagerly invited me in. We hadn’t hooked up in a while since her partner was often home and we were just busy. But tonight all the starts aligned. We pretty much got right down to business, i know exactly what Mary likes so i did just that. I pushed her down on the couch and pulled her hair. I bent her over and made her arch her back for me. I spanked her ass a couple times and she bit her lip. My cock was getting so hard, i pressed it against her and she began grinding her thighs against my bulge. When i couldn’t take it anymore i pulled her pants and underwear down around her knees and buried my face between her cheeks. She giggled at my enthusiasm and began to moan as i teased her clit. My hand rubbed her clit as my tongue explored her hole, again i spanked her and this time she let out a slow ‘fuck’.

I (29[f]) fucked my new neighbor when his bitch wife wasn’t home

So a few months ago a new couple moved in across the street . The house was brand new and no one had ever lived there before , my husband and I went over and introduced ourselves and we all hit it off right away.

The only thing is the more we hung out and had drinks/BBQ evenings the more you could tell his wife was a total bitch and wore the pants in the house.  Always talking down to him and just got the vibe she was a little jealous cause she doesn’t have a body like mine .

Fast forward one day and I noticed him walking past my house to the mail box and I went out and said hi . We got to talking and he said his wife was out with some friends for the night and he was just going to watch a movie at home , I asked if he wanted company for a little bit , in the most obvious flirting way I could.

[MF] How my girlfriend cheated with me on her (ex) boyfriend

I met her online. At the time, she had a boyfriend – they’ve been together for a year. We started talking and flirting. Soon enough, we were openly sexting and we liked each other very much. However, we lived apart (about 6 hours drive) and with her boyfriend and all it was very hard to meet in person.

Every weekend she’d go to her boyfriend house and of course have sex with him and do stuff together. It sucked because I was alone at home thinking about him using her pretty holes.

However, after a couple of months I got my opportunity. He had to go on a work trip abroad for a couple of days, so we decided to meet halfway and spent a couple of days together. We had two days full of sex. Barely left our room.

She repeatedly told me I fucked her better than him. More than once he called her while we were in bed together. It was actually hot to hear her talk to him like nothing was going on, while she was in bed naked with me.

[MF] I Convinced My Married Boss to Let Me Fuck Her at Work

So seeing as I got pretty mixed responses from my last story, I’ll fill you all in on a time I was a piece of shit just to get the best lay of my life. Quick warning this is going to involve cheating, so if you’re not cool with that then stop here and don’t send me a death threat this time lmao.

Anyway let me tell you about my old boss Sophie. A few years ago I got my first fresh out of uni job working in a lab, my boss at the time was this smoking hot Scandinavian woman with an absolutely insane body. I mean seriously she was skinny but had one of those round cycling booties, matched with the fact she wore the tightest fucking jeans I have ever seen I had a hard time not getting sacked for being a pervert. But then to add to that she was fucking stacked too, big old F cup tits on her tiny frame made my work days hell trying not to stare, even though she’d always try to hide them with jumpers or coats.

[FM] I (32) fucked my wife’s (30) ass after 8 years

So a little backstory to set thr stage. My wife and I are together for a long time and we are happy with our sex life. We try a lot of kinky stuff together, so naturally we ended up trying anal but it didn’t work out as I hoped. I might have been a bit… Too rough with her and since then she didn’t want to do it anymore. I’m not the biggest tool in the shed, but i probably scared her off from trying again. I still wanted to try it. She likes her ass licked, some delicate massage with a finger, but nothing more.

So there was a recurring joke that went on for many years where i asked her once when i could try anal again. She had a laugh and said “in 2022”. So every now and then i reminded her the time is coming. Every NYE party, every birthday i told her the time is near. So the time came. And from the 1st of January i was reminding her that there is a hole i’d like to plow and time is running out for her. I didn’t want to force her nor did i want to take it myself – if she didn’t let me do it i wouldnt be mad, i just wanted her to decide if and when.

19 [F] im free use for my bf’s roommate. And he got a key to my bf’s room

If you’ve read my stories before you know my bf (Michael) is a cuck and I’m a total slut haha. His roommate (Tommy) is a bit older and have become our bull. I’m free use for him. So far I’ve just went to his room and done what he asked but yesterday the new key came!! So now he has a key!
We thought it would make for some fun situations in the future but didn’t think much about it yesterday. Tommy went to work at the bar and my bf and I went to bed at 1 am or something. I slept really good and at some point I felt a hand on my ass groping me. I laughed a bit in my sleep telling him to wait till the morning.
“Nono I need that ass right now”
I woke up so fast cause that was NOT my bf! Sure enough. There were Tommy. Drunk af in my bf’s bedroom. I didn’t get to say much more before he got his cock out and ordered me to suck it while my bf slept right next to me. I felt like such a cheap slut sucking his dick while he groped my ass and my bf knew nothing. Finally Tommy had enough and pushed me away. Hard enough that Michael woke up. He looked confused but Tommy just told him to shut up as he put me in doggy facing Michael. He then put his cock up against my wet pussy and just rammed me completely. I moaned in shock as he just fucked the shit out of me. I felt so used and I loved it! After about 5 minutes a was close to cumming all over his cock. And so I did. I guess my pussy tightened more than he could handle cause he pulled out immediately. Pulled my hair so face face was just below his cock and then he sprayed a massive load all over my face. He then smacked my ass once more.

Up at the lake with Mae – part. 8 [MF]

([part 1](https://www.reddit.com/r/gonewildstories/comments/uts68q/up_at_the_lake_with_mae_part_1_mf/?utm_source=share&utm_medium=web2x&context=3) – [part 2](https://www.reddit.com/r/gonewildstories/comments/uu0xz5/up_at_the_lake_with_mae_part_2_mf/?utm_source=share&utm_medium=web2x&context=3) – [part 3](https://www.reddit.com/r/gonewildstories/comments/uu79lk/up_at_the_lake_with_mae_part_3_mf/?utm_source=share&utm_medium=web2x&context=3) – [part 4](https://www.reddit.com/r/gonewildstories/comments/uutsiu/up_at_the_lake_with_mae_part_4_mf/?utm_source=share&utm_medium=web2x&context=3) – [part 5](https://www.reddit.com/r/gonewildstories/comments/uv7950/up_at_the_lake_with_mae_part_5_mf/?utm_source=share&utm_medium=web2x&context=3) – [part 6](https://www.reddit.com/r/gonewildstories/comments/uw8b03/up_at_the_lake_with_mae_part_6_mf/?utm_source=share&utm_medium=web2x&context=3) – [part 7](https://www.reddit.com/r/gonewildstories/comments/uwa6gc/up_at_the_lake_with_mae_part_7_mf/?utm_source=share&utm_medium=web2x&context=3))

*… don’t know yet.*

Mae had been teasing me for a few hours now and I desperately needed a release. It was a physical need, almost. I didn’t know what to do: she had me wrapped around her finger, altought not literally.

*Hmm… Another question? -* Anything to help my luck, I didn’t want her to lose interest in the situation.

*Maybe*, she said.

*Fire away then.*

Mae took a loooong breath in. *Can you even figure* *the state I’m in?*

*What… ?*

*My juices are leaking on this fucking sunbed. Fuck.*

That’d escalated quickly. *Oh.*

*Yes. Would YOU like to cum right now?*

*Where’s my turn…*

*Shut up. My questions only. Hands on the armrest.*

*… yes.*

*Wanna fuck me?*

*Yes.*

*What about Sheila?*

*Nothing to do with her. She’s not here.*

*Wrong answer.*

*.. I wanna fuck her too.*

*Good boy.*

Her right hand moved to her belly. From there, softly down to her mound.

*Hey! You’re…*

I (35) cheated with my female coworker (41) I met that day [MF]

This was a few years ago, I was working for a software company and some of our coworkers work in different parts of the country. Among those was my coworker Madison who worked in support. I would chat with her on Slack. All I knew is she was a little older and she was married. And we all knew her as the good looking one in the company, she used to model a little in her younger days. Petite brunette, nice eyes.

We have a company event in Austin once a year and all the employees fly in. She mentioned on Slack looking forward to meeting me, which gotta admit, made me pretty excited. The night everyone came into town we did an employee dinner and I got to meet her. We were part of a smaller group that went out for drinks later. We got along really well, and she touched my leg a few times. She left and she gave me a look on the way out. And then I got a “hi” text message from her a few minutes later. I didn’t know she had my number but wow. I could not believe it. Then she sends me a hotel room number. HOLY SHIT.

[MFF] Husband and I had a threesome with someone who looks like my mom

My husband and I are both in our late twenties. We’ve dabbled in satisfying our sexual kinks since we started dating almost eight years ago. This has included having threesomes of various kinds on occasion over the years.

He met this current woman at work. She’s a little older than both of us (in her late forties). The two of them hit it off as work friends almost immediately, and as he started to tell me about her more and more frequently, I realized he was getting a bit of a work crush on her. I wanted to meet her and see if we would all get along and become friends. So after going out to a movie and having dinner together, it turned out that I also really hit it off with her. We had lots of similar interests, and she was just such a fun and engaging personality, I couldn’t help but be drawn in.

The Time I [M] Had a Chance at a Threesome [FF] and Blew It… Literally

Life is full of missed opportunities, and this is one that I still remember to this day. And even if it may be spank bank material, I can’t help but wonder what more it could have been.

To set the scene: I’m Tyler. Probably around 19 or 20 years old at the time, in college, living in a student-style apartment (4 bedrooms, community pool/amenities, etc.). I was probably in the best shape of my life at the time, having played sports throughout high school, but was always more on the tall and thin side than heavily muscular. About 6’0, 170lbs, with short brown hair and brown eyes. No beard at the time, but a bit of chest hair.

The other main characters of this memory are Sarah and Jessica, two girls I had known in high school who had both gone their separate ways for college. I actually briefly dated Sarah in high school (three month freshman relationships are fun, aren’t they?); she was my first kiss! She had a bit of an alternative vibe to her. Fairly short, with shoulder length hair that often changed colors every few months, and a couple of tattoos and piercings. She was a bit chubby but had great curves.