One of the guys I use to play with was an older white gentleman named Mr. D. Well educated and dressed, the face of his company, and a great family man; he’s was decent guy. His wife knew about his first gf, me, and even encouraged our relationships; she poly was well. When I first met Mr. D I wasn’t sure of his capabilities. Being older either gives you a bonus or a setback. Either you’ve learned how to fuck or can’t last long enough to fuck. I explained this fact to Mr. D boldly on our first date. He reassured me he would “try his best” in his sweet soft tone. This did not assure me nor give me confidence in his sexual abilities but our attraction/chemistry was what kept me interested in him.
Category: gonewildstories
In a sticky spot [m]
This is nothing yo do with my sexual escapades. Its about a boy and a girl who are supposed to get married on 02/14.
The boy say B, dad was a great friend of mine. He was 10 years older to me but we somewhat were close friends. But on 09/2018 he died of a accident. I was very sad then but live moves on. Few days back I came to know B is getting married to a beautiful gal G. B and G had met in college and had fallen in love.
But the irony is G’s mother had at one time (when G was not born) had a secret affair with my friend (B’s Dad).
And she had become pregnant and had delivered a baby gal B.
I was told about this by my friend long back in early 2000’s. Now I am not sure how can i say B n G that they are brother and sisters.
By the way G’s mother had died long back in 2010 types
I had sex with my bestfriends girlfriend [M][F]
I was “bestfriends” (friends with benefits) with my friends girlfriend before they even met. So that’s how this happened. One day while my friend was at work she called me saying if I could pick her up from class because her boyfriend had to work overtime. So I agreed I knew he wouldnt mind cause he trusted me.
I went to pick her up and I took her home. She invited me in to kick it with her until her boyfriend (also my friend) came home so we could all hang out. I agreed thought nothing of it. I sat on the couch turned on the tv and started scrolling. Next thing you know she begins undressing right there in the living room.
She tells me to fuck her before my friend gets home. She starts telling me how much she misses our casual encounters. I froze because at this point they had been going out for about 8 months. I didnt know what to do.
[FM] ‘Fuck’ at first sight, at a night club
This is the second story I’ve written about my sexual experiences, please don’t jump down my throat with the grammar & flow, I am definitely no pro, still learning.
Considering I have a lot of sex, most of my experiences I feel like aren’t really worthy of writing out.. ( in my opinion). This i feel like is worth writing about? this one happened almost 2 years ago? So I was 22.
For reference, I have brown hair, brown eyes, 5’5, I have pictures of myself on my profile, if you get curious…??
I was out drinking in town one night. I was with a few of my friends and we pregamed pretty hard. I am definitely more of a low key bar person, not really a night club fan. That being said, the more I drink, the more go-with-the-flow I am.
Bartending Has It’s Perks [MF]
2015, the year I had so much sex, thanks to a break up at the end of 2014. This is one of many stories.
I was bartending at a corporate family place. No not Applebee’s, I am better than that. I would normally work one or two day shifts a week. One of those days was going pretty slow. Typically I would get a few bar guests and it would be uneventful. Most are visiting for business lunch. However one day, two ladies come in and one of them slams her bags down on the bar.
” UGH. I NEED A DRINK!” she proclaims.
“Okay sure… What is the reason for the urgency to get a drink?” I asked.
“My fiance just dumped me while I was at work! I told my boss I needed to leave and she joined me.” She explained.
“So, that means you’re single now huh?” I asked, with a smirk on my face.
Her face lit up. She smiled at me and giggled with her boss.
“Why yes. It does mean I am now single…” She said, with a tone that confirms the now established sexual tension.
[M]is-education of a sex toy
I’d like to share some of my formative experiences with you guys. I’m 29, but I feel like I’ve done enough for a 100 year old. I intend to post more, depending on the popularity.
Here goes…
My first sexual experience was with an older female coworker. We worked together at a restaurant and, after an especially long and frustrating shift, decided to go out for coffee and relax. We ended up on a beach, sitting on a lifeguard tower and making out. After feeling my erection, she reached into my pants and collected some precum on her fingers. To my amazement she licked it off and kissed me. I could taste myself and it turned me on incredibly. She pulled me off the tower and into a beach-side hotel where she taught me how to lick her and make her cum. It was an incredible, but short-lived experience. To my heart break, I found out that I was simply a rebound before she got back with her ex-bf.
[MF] Son/Mom voyeurism
I used to stay in an old summer cabin with just me and my mom. The cabin was really old and and needing alot of renos. My bedroom with no door was next to the bathroom. My room was basically the laundry room with a small bed for just sleeping. The bathroom sink was basically just an old sink bolted to the wall with 2 long legs supporting it. Under the sink was just a little open trash can and some old pipes and plumbing. But what was also under the sink was an old spot where some pipes must of either been moved over or removed completely. This left a hole the size of a drainpipe positioned to face the bathtub! First time I had realized this I couldn’t help but look! My mom is a total MILF! She has a thick not fat body with 36dd tits! I used to get so hard I’d jerk till I blew watching her naked body! She had to of known about the hole from doing laundry in my room. There was times It looked like she would glance at the hole then away quickly while in the bath. I would feel guilty after cumming but arousal of seeing her naked I couldn’t help but peek!
Her friends wanted to watch [MF]
This happened several years ago in college but someone I was chatting with recently thought it was super hot so I figure I’ll tell the story in more detail here….
Most of senior year I was dating this girl we’ll call Julie. She was pretty tall, maybe 5’9, pale skin, sandy blonde hair, long legs, not much booty but a great set of D cup titties. She was also in a “popular girl” crowd, meaning she had lots of girly girl friends. None were actually in a sorority, but that was their vibe. They liked to drink and party and were hotties for the most part but not exactly the most intellectually deep girls if you know what I mean haha.
Anyway, the friends part is important for this story. So that’s why I mention it.
One thing about me is that I’m tall and hung. (If you call BS, my post history might help convince haha.) This is also important to the chain of events here. So that’s why I mention it.
Got my gf to squirt in an airbnb while the host was eavesdropping [MF]
It was probably 12 years ago, but this remains one of the hottest experiences I had.
It was with my ex girl friend. We were in a distance relationship – she was in Vietnam and I was going to college in Singapore. She was visiting me for a couple days.
We didn’t have much money back then, so we rented a room (airbnb style before airbnb was a thing) in a 3-bed condo apartment. The host of the condo was this 30-something woman, apparently she was a stay at home wife. We didn’t talk much but I remember she was hot, in a MILF way.
So we got into our room, and of course having seen each other like a couple months before, we spent the whole day on the bed. My ex was a squirter, and I have been able to get her to squirt using 2 fingers. That day for the first time I put 2 fingers in while my cock was thrusting. My length is decent, but I’m not very thick so that definitely helped filling her. She went wild and after a couple minutes, she squirted twice in a row. Until this day I couldn’t forget the feeling when her legs trembled, and her vagina compressed and pushed my cock out. Her vagina was really shallow then when I pull my cock out I could see her pink flesh inside.
[MFM] First time I shared my wife
So this was about 5 years ago when I first shared my wife. Tons of other encounters after.
We had been talking about sharing her with another guy for some time and finally decided to take the plunge. There was a guy at the gym that I was interested in watching him fuck her. I’ve seen him in the showers and knew he was well endowed. I ended up approaching him in the locker room and told him what I was looking for. He was super enthusiastic and said he was game.
Fast forward to later in the week when I ended up texting him and asking him if he was free Friday night. He said he was and couldn’t wait. I ended up buying a new pair of heels for my wife and some sexy panties for her to wear for her first time. I told her how big he was and that she might want to use her dildo on herself a few times before so that she’s loosened up.