[M]Doggy style with [F]sister in law

TLDR : Wife let me relieve my morning glory in her sister from behind.

**Preamble**

It would have been about a month before I got some more action with my [M45] wife’s [F45] sister [F43] Kate and my first fuck with her. (Check out my other stories for the back story)

It was a Saturday morning and I was lazing in bed toying with my morning glory while Jane was getting ready to go out shopping. She saw the slow rise and fall of the duvet and said that Kate was on her way over to go shopping with her and perhaps she might like to pop up for ‘breakfast’.

This got me really excited. I could feel my cock stiffen to full attention. I gripped it firmer and rubbed a bit quicker only stopping just as I reached the point of no return. I felt a dribble of precum ooze out and run down my helmet. I held the duvet off my throbbing dick to prevent any further stimulation. It was difficult not to start up again. My balls were desperate to be drained.

The Slut Who Wanted Me [M] to Take Her Ass, and Make It Hurt

This really happened to me with an OK Cupid date and it was one of the hotter experiences I’ve had.

I was messaging with a girl from the site. About my age (this was three or so years ago). Attractive, dark hair, tiny. Sort of looked like Jessica Jones from Netflix. Anyway.

The conversation got sexual pretty quickly. She had kink references in her profile so it was unavoidable. We decided pretty quickly that we wanted to hook up. I told her my love of anal; she said she liked it too, but did not want to do it on the first time. She wanted to do it only with guys she was comfortable with. And she always used a condom.

That was all fair enough to me. We decided to keep it vanilla the first time. Or so I thought.

We met up at her apartment. Started making out, groping. The usual slow build-up. Clothes come off. I start to feel for a condom and she pushes my hand aside.

“No,” she says.

“No?…” I ask, reluctantly.

“No. Do what you want.” She was looking in my eyes. I could tell she meant it. I wasn’t going to make her tell me again.

How I like to be fucked is… whatever way you like to fuck… [MF]

My fucking preference?
I know this may sound cliche, but I’m really into whatever the guy is into. Within reason and my limits of course. But for me, I really enjoy indulging and fulfilling whatever the guy prefers. I love knowing that I’m being specifically tailored and molded into HIS ultimate trophy fuck. So if his favorite position is doggy style, then I’ll happily get on all fours and stick my ass up in the air for him. If he loves anal, then I’ll give up my ass for his hard thick cock.

This applies to cumming as well. In my opinion, the guy has the right and privilege to choose where he cums. So if it’s glazing my face, or cumming on my tits. Or maybe he wants to paint my back. Even if he wants to cum inside of me – my womb is his to flood with his seed. I don’t know, for me, when the guy cums, it’s his ultimate sign of approval. At that moment, I’ve fulfilled my role for me. When he has released, I get the biggest satisfaction knowing that I’ve earned his approval. He has used me to the point where he can have the biggest, hardest, most intense orgasm, releasing his cum as my reward.

My best friend’s step-mom part 1 [MF ][str8] [bimbo] [milf] [big boobs] [anal play] [cumslut]

It was the summer between Senior Year and our Freshmen Year of college. My best friend Rocky and I had already made plans to go on a backpacking trip on the Appalachian Trail. I knew he’d been to a party the night before without me, since I was working my final shift, so I decided to give him a call to see when he would be ready to leave. He doesn’t answer, so I decide to take a walk to his house.

Just as I knock on the front door of his house, I get a text from Rocky: “fucked chick last night she making me still for brunch lol be home at 4.” I checked my watch, and it was 11:00 a.m. I sigh and turn to leave, when I hear the door open behind me. I turn around to apologize and see Rocky’s step-mom standing there. She was about as tall me, almost 6 feet tall, with huge and obviously fake breasts, dark skin, and jet-black hair. She was half black and half Japanese, which gave her the most exotic look on a woman.

Month long trip across Europe post college [MF]

**I posted in another subreddit and got requested to post here. I don’t have time to add additional details, but if you are interested, ask questions and I will respond. Some in the other sub didn’t think this was a true story, but it is 100% true. Happy to fill in gaps anywhere and expound on events **

Shortly after graduating from college I took a month long trip across Europe with a good friend (the same John from my other story). We hit up seven countries and basically saw sights during the day and partied hard until 3-4am every night. It turned out to be the easiest hook-ups imaginable, seemingly everyone we met in hostels, pub crawls, bars was just interested in banging. Instead of a traditional format, I will just list out each woman I slept with during the trip and give some details along with nationality, age, where I met her and a “ranking”.

Sex at work

Theres this bar i work at
Ive been banging 3 of my coworkers and they dont know. Now since im sorta assistant manager is it wrong to still sleep with them
Ive been doing it for awhile now
And theres 2 more that i just started to bang as while but rhey both have boyfriends
I fucked them at a alley behind the bar
Anal doggystyle for quickies since i fuck them during break
It feel wrong but right as well
Yay or nay

Found out girl I was fucking has a porn star sister. We fucked to one of her sisters videos. [MF]

Late last summer I fucked this girl named Teresa who was the daughter of a business partner of my dad. She was 25 and I was 19 and we only fucked one night but it was a lot of fun.

So this last weekend she flew into town again with her dad to meet with my dad. I was hoping to fuck her again and was glad when she answered my text messages. I was creeping on her Instagram and saw she had an older sister who I found out is 30. Both of these girls are like hot little girl next door types. I was showing their pics to some friends and the one guy said the older girl looked like a porn star he used to watch. I didn’t think much of that and nothing else was said except how I was lucky to get to fuck the younger one again.

Saturday I met up with Teresa and before long things were getting sexy. I said something to her jokingly about one of my friends thought her sister looked like a porn star. She just laughed and said yeah, but that was like 7 years ago. I was like holy shit, your sister was a porn star?

[MM] Staright mate from work fucks me with my dildo

Thanks for all the feedback and messages about [part 1](https://www.reddit.com/r/gonewildstories/comments/azz8ex/mm_my_straight_mate_from_work_becomes_curious/) of my adventures with my straight mate from work. I thought I’d share the second of our encounters.

After our first session I was a little worried that Jack my loose interest and I’d lose a friend, however it wasn’t long till he messaged saying how much he enjoyed himself and has been playing with himself thinking about it. We start to pretty regularly send each other pics and videos of each other naked, jerking off and fingering ourselves. It surprised me that as a straight guy he was really into anal (perhaps I should be less stereotypical about my straight mates!) and would often finger himself when he jerked off. Now he was single and had already made a big step in experimenting he decided to buy himself a dildo to really give anal a go.

We soon started to swap videos of us using our respective toys (if you ask nicely and have something to share in return I might show you some of mine) and talk quickly turned to us using our toys on each other when we next meet up.

Hunting [M]ilfs [F]resh out of HS

The first month out of high school I was lucky enough to develop an obsession with older women. Since then it has led me to some of the most memorable, incredible, sexual experiences. The first week of summer vacation I had a late night jacuzzi session at a friend’s house and her mom showed me a good time after I challenged her on a truth or dare game. We ended up alone and she let me touch her ass and boobs while we were kissing, this was the first pair of milf tits I had ever felt. I loved the squishiness of her boobs, and I liked playing with her long nipples. I spent a lot of time that night biting on her nips and tits, I left spots all over her chest like the sexy cougar that she was. I tried making my way down to her pussy but was stopped after I felt some string, I started working towards her asshole and since she let me i told her that i knew how much she liked doing anal. She started kissing my neck/chest then worked her way down to my dick. She gave me the greatest head for what felt like hours, and she let me stick some fingers up her butt while she swallowed me whole.

Request- BDSM m(dom) f(switch) f(sub)

Any of you wonderful creative people… I’d really like to read a story about a dom male and his sub gf who ask a switch female to join them. The switch girl would punish the sub but get dominated by the dom too. It would be great if it could include some spanking, whipping, knifeplay, anal and/or bondage! Thanks in advance!