Category: gonewildstories

I [M] had a kinky ongoing rendezvous with my ex-FWB [F]

I [M] had an ongoing kinky affair with my ex-FWB [F] and I can’t get it off my mind

I’m a mid 40s guy, 5 ft 9, 155 lbs fit. Shaved head and blue eyes. Tattooed and well endowed. Professional and confident. Some years ago now, when I was 30 & unattached in Southern California , I met a beautiful older lady [37] while out with friends one evening. By sunrise, before we even knew each other’s names, I had fucked her bare and she had swallowed my cum in a room at a very nice downtown hotel.

We ended up seeing (and fucking) each other for a couple of years, and our sex rapidly evolved into a more kinky adventure, as we came to realize we liked the same things and as we discovered more about ourselves together. Public play, exhibitionism, dirty talk … Read more »

How I [M] 25 got paid to tutor [F] 39

It has been a few years since any of this has happened, and I have since moved away so I feel I can share now. While I feel I can share I also did not want to connect this to my normal account either so this is a toss away account.

At the time of this happening I was teaching high school math. I was a young male teacher and lived in the community that I was teaching in. When I was in school they had always suggested to not do it. Well, they might be right, or they might be just a tad wrong. I assure you that nothing illegal happened. Might blur some ethical lines, but never would I have done anything that really jeopardized my career.

I was living in a townhouse in a community that was a mix of single family homes and well as townhouses. The community had a common pool and gym that the HOA fee allowed one to have access to. I did take advantage of the pool and the equipment. Typically I would work out before school, run home, catch a quick shower and go. There would be a few other adults in there at that time, never would any of the kids be in at that time. Read more »

21 [F] Free use

Short one but still an update.

We have had a discussion about boundaries and expectations the whole bit. I am to continue doing what I usually do with the exception that I am now free use to my boyfriend 24/7 and his roommate can do whatever he wants but he isn’t allowed to fuck me when boyfriend isn’t home.

There is now an open door policy so essential my privacy is gone. (I do have a safe word and a means to pause or end this at anytime so don’t worry). Now on to the small update.

I was riding my new dildo because both BF and RM were gone. RM came home early and saw me. He pulled out his cock and started jacking off in front of me. His dick is bigger than my boyfriends and when the time comes I don’t know how I’ll be able to handle it. He walked up to me and came on my tits. I was wearing a low cut top and he got it all over my shirt and told me I wasn’t to clean up. Read more »

[FM] My first time cuffed to the bed

I texted him “Here!” when I pulled into the visitor’s parking spot in his condo complex. Although I had been here a few times before and I considered Michael my “fuck buddy” at this point, I couldn’t help but feel a pinch of nervousness as I ascended the stairs and knocked on his door. Maybe it was because this time, I had a surprise for him.

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We exchanged pleasantries and quickly caught up before he asked me if I wanted to go straight to his bedroom. He had an Airbnb guest renting out his extra room that weekend and although they were out for the night, we did not want to take any chances of them coming back while we were doing what we were about to be doing. Michael excused himself to the bathroom and while he did I took the opportunity to get out my butt plugs and vibrator and begin to undress. The moment he came through the door, I could see in his eyes–he was like a hungry animal about to pounce on its prey.

​ Read more »

The [F]irst of [M]any CNC Experiences

For most of my 20s, I was in a deeply loving but sexless and stunted relationship. So I suppose it shouldn’t have surprised me when, after we moved to LA together, the relationship collapsed. I was 27, reasonably good-looking, wealthy, I had only ever had vanilla sex, and I was broken-hearted. What’s a guy to do?

I went on a rampage, naturally. The last time I had been single was 2008, and the game had changed since then. I got on Tinder and Bumble and all the things. I fucked a dozen of my friends, and a couple dozen less-than-friends.

Early on in the rampage, I met Willa. She was the type of girl I had always assumed was out of my league, but there she was, agreeing to go on a date with me. Then another. Then another, what the hell? Then a fancy restaurant, then she was at my front door, then I pushed her inside, then sex on the kitchen floor, and then and then and then…

A few hours later, we were on my bed and she was monologuing about how her grandmother had survived a concentration camp, which was an odd story to hear while I could feel her drying on my dick, but life is all about new experiences, so what the hell. She paused and licked her lips. Read more »

I had sex with my child hood babysitter while she was engaged [MF]

So back story when I was growing up I had a babysitter when I was around 7-8 and she was 16when my parents would go away for the weekend. We lived in the same town and such. She moved away for college and I hadn’t seen or even heard of her for awhile. She moved back to my hometown a few years ago and we ran into each other at a mutual friends bbq. Long story short we caught up and started hanging around more and more in the same friends circle, she got engaged to a guy I knew and such. Read more »

Fuck Preliminaries (New Orleans Work Trip Blues) [mf]

A few years ago, I (41 m) was on a work trip to Lafayette, but had some time so flew into New Orleans and rented a car. Opened Tinder as soon as the plane landed. Swiped. Had some beignets. Swiped. Did the tourist things. Swiped. Then rolled out..

When I got to my hotel I had a message from Rachel. 27. 5’1”. Maybe 120 lbs. Firm b-cups. Whip smart and southern, with fast, flirty, texting fingers.

We made plans to meet for a drink on my way back through NO. But as our texting got more and more explicit we ditched that plan. She left her door unlocked. I parked in front of her house and dashed inside, hard.

She was wearing a sundress with nothing underneath. I picked her up and carried her to her kitchen table, kissing her neck, chin, chest..

Sweet. Simple. Sublime. I missed my flight and flew back the next day..

Boyfriend “Accidentally” Cums Inside My Pussy [FM] No Birth control

So I had different boyfriends in the past. I don’t like to just stick to one persons cock. I like to do sexual stuff with different people and some of my boyfriends didn’t like that and we broke up. For this boyfriend it was different though. We did break up though but not because I did stuff with other people.

I usually like to be creampied. I usually tell people that they can cum in my pussy, and I have birthcontrol so its fine. But for a while I didn’t have birth control, I ran out of pills and kept forgetting to get more. After my boyfriend cummed in me, I made sure to get more and not forget and i been making sure to never run out ever since.

When this happened I was 20 and he was 21 I think. We had sex many times already. One day I ran out and I let him knew and this happened for a couple of days where he wanted to have sex and I told him I didn’t have the pill and I kept forgetting to get some more. We usually had sex at night so whenever he asked I would remember that I needed the pills but it was too late for me to want to go get some and I just thought that in the morning I go get some, but i kept forgetting. We did other stuff though. We gave each other oral, I gave him a handjob, he fingered me. Read more »

I [F]ucked A Stranger [M] In A Public Accessible Bathroom

New lurker here. This is the first time I’m penning down my experiences so please bear with me! I’d love to hear your feedback. It ended up being pretty long so if you’re only interested in the sexy bits, scroll on down to the parts marked with *********.**

A little bit to describe me-I’m 32 and am on the shorter side at 5’3”.. I’m definitely what you’d call small and feisty! I’m slim and would call myself fairly fit with caramel skin and a nice ass. I’m a 32C with super perky nipples. I’m rarely in a relationship and love meeting new people. Being pretty sex positive, I end up having quite a few encounters.

Last summer, I was single and very bored. Having gotten out of a traumatic relationship a few months prior, I was in no mood to get back to being in a relationship. All I was looking for was a good time. I had gotten into the habit of swiping mindlessly on Tinder at all random hours of the day. I woke up one morning and found that a hot guy I had swiped right on the night before had matched with me. I sent him a quick hello and went off to work. He responded almost immediately and we chatted back and forth about what we were looking for. I was pretty clear that I was only on the app because I was horny and just wanted some fun. Read more »

True Story: [MF] Massage Parlor

Yesterday I stopped at an Asian massage parlor. I was greeted at the door by a petite Chinese woman, probably in early 40s.

I asked for a 30 minute massage, and I paid the house fee.

She left and I got nude and lay face down on the table. She came back and dimmed the lights. She then removed my towel.

She massage me about 10-15 minutes. Then left and returned.

When she returned she took all of her clothes off. Big fake tits that I wasn’t expecting.

I was still facedown. She lay on top of me and rubbed her nude body all over my back.

She then did something that in years if sexual experience I never experienced. She started licking and putting her tongue in my asshole while grabbing my cock underneath.

She did that for a bit and had me flip.

She then bare back blew me with plenty of sucking sounds and actually deep throated me.

After she did that for a bit, she put a condom on me and started to ride me. She felt tight and I squeezed her ass and tits. Read more »