Category: gonewildstories

A beach bar hookup with a just graduated college student in Cabo [MF]

I had discussed either in a gonewildstories post, or in one of the NSFWIAMA posts, that towards the end of last year, I had a bit of a windfall from an investment I had made with my friends’ real estate company. One of the things they wanted to do to celebrate that was a trip to one of our favorite spots, Cabo San Lucas. Due to travel restrictions and some scheduling conflicts, our trip got delayed to May. But man oh man, was it worth it from my perspective. I decided to share this story now, as we just came upon the 6 month anniversary of that trip, and because the girl who plays a starring role in this episode has been my girlfriend now for a good portion of the subsequent months since.

My friends have always been incredibly generous, and this trip was no exception. They wanted to fly private, and all but one of us were able to leave to Cabo on Friday the 15th, not too terribly early in the morning, but early enough that we would effectively have a full day to start our trip. So that friend had to fly commercial the next day while the rest of our little group (the principals of the company and a handful of friend and family investors who had been with them since the start) took a Gulfstream down to Mexico. Read more »

I watched my best friend suck my brother off and fingered myself [FM]

Just a bit of back story my bro and I are actually 15 years apart. Think my parents weren’t expecting one of us 😅. He broke up with his gf of like 10 years and he is living with us till he gets his mortgage(?) stuff sorted.

It started off a few months ago when my best friend posted a pic on insta of herself in a bralette and it was slightly see through. My brother was going through his insta and her pic came up he looked at me and just went “are those her nipples” I started laughing cuz he seemed like a perv 🤣

Anyway I told my best friend about that and she started flirting with my bro for fun whenever she was around. Last weekend the flirting got a bit much and I can’t even remember how it got there but it got to her showing her tits to my brother and him playing with her nipples whilst I was still in the room. At this point I started to tingle Read more »

Taking turns [MF]

Remembering the night me and my wife took turns and restrained each other to the bed.
My wife is a brunette curvy as hell with big tits and an ass to die for. I tied her up first and took my time just admiring her body and looking at her smile the whole time she’s blindfolded and has no idea what is about to happen. I started kissing from her ears down to her neck just listening to her soft little moans that was sending me over the edge listening to her I was so hard I then let my hands explore her body while I was kissing her tits and gently rubbing her pussy she was soaked already and nothing has even happened yet. I reached into her night stand and grabbed her vibrator and gently shoved it into her pussy I remember the breath and back arch she took when it slid all the way in. While I was letting her vibrator work her pussy I was jerking off watching her moan and try and stay still my pre cum was dripping on her tits from watching her I worked my way up to her face and she was begging for me to shove my cock in her mouth I was just barely letting her get the tip of my dick and she said please I’m begging so I slowly fucked her face till she was moaning on my dick after I fucked her face I went down and pulled her toy out of her pussy and cleaned her juices up all the way to her ass.
She tied me down next I remember her kissing my neck gently biting and slowly stroking my cock the whole time and working the head gently making me tense up with every stroke then that’s when I feel her crawl on top of me and shove my dick down her throat and puts her pussy right in my face just barely letting me eat her out. She slowly slides down and puts my dick in her soaking wet pussy she slid it in so slow I thought I was going to cum right then she rode my dick for awhile before she said please fuck me from the back I need my ass smacked and hair pulled she untied me and I was pounding her pussy as hard as I could tell I felt her pussy tense up on my cock as she was cumming on my dick she couldn’t take anymore I told her to get on her knees I was to cover those perfect tits with cum I jerked off all over covering them and all she said was fuck that’s a bunch and cleaned my dick off and went to shower.

I 20 [M] fucked a 61 year old gilf [F] with humongous bolted on tits

Little bit of context first

She was indeed a client of mine, genuinely very very attractive

Massive fake tits, a tiny bit of give in them, and naturally very curvy lightly tanned skin

I’m going to make this story a bit shorter, opening it up to more questions instead

Hope u guys enjoy x

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Right so I got a text from this amazing lady a week ago, just her outlining herself and attaching a few pics and her Facebook for verification etc etc

I gotta say, as a young man with a massive older woman fetish/fantasy this is right up my street

Her body is relatively similar to the pornstar ‘Sally d’angelo’, just a little mess matured (I.e wrinkles etc), she’s dirty blonde, and has more of a tan

A phone call and a bit of chatting later and I was at hers that evening

A very nice detached house in London, living by herself. I was invited in. I was there for the whole night so there wasn’t any mad rush to get going, quite an easy £400 if you ask me! Read more »

[MFF] I was used as a prop in a Femdom class about spanking

So in my city there’s this Femdom group where veteran Dommes teach new Dommes how to properly do things. Sort of like a super kinky class. I matched with the Head Domme on tinder who owns and operates the whole thing.

She was absolutely so charming and eluding. She convinced me to come. She explained it would be a class on spanking and that the males were not allowed to wear clothes but the women are.

So I show up, nervous as hell. I ring the doorbell to the apartment building and two women greet me. “Oh it’s the newbie. Get in here” they lead me up some stairs and into an empty room where they told me to wait. I was in there for maybe ten minutes but it felt like 10 hours. Finally one of the women who greeted me comes in. “Alright bitch, follow me.” She leads me to a downstairs area that looks like half bar half dungeon and there’s about 25 women dressed in Latex all eyeing me up and down. There were two other guys as well but I didn’t really pay attention to them. Read more »

[MF] From kissless virgin to having sex in one night

I [24M] was on a second date with this girl [23F] I met on a dating app and we were really hitting it off. We had dinner and shared a dessert afterwards. She mentioned how she was taking care of some plants and asked if I wanted to come over to her place to see them. I’m not one to turn down an invitation to a girl’s place. Honestly I wasn’t expecting anything beyond making out since she mentioned it before. I told her I’d need some practice, but I don’t think she understood that meant I had literally never kissed a girl before.

After we finished dessert, we went back to her place. I was a nervous wreck because I have absolutely no idea what I’m doing at this point. I’ve never been in a girl’s room where we were both romantically interested in each other. She gives me a tour of her place and shows off all her cute plants, then shows me her bedroom. I awkwardly stand there looking at the city skyline from her window unsure of how to transition this to anything more. She gets fed up with me not doing anything so she walks up and starts kissing me. Read more »

The ti[MF]e I met a redditor in her hotel room and devoured her pussy for half an hour before she moved.

Hey hi. True story from couple years ago. I was hungry to eat pussy, she was hungry to get it eaten, and we found ourselves in the same RAOMD subreddit some (Wednesday?) morning.

Well time to send out a quick email to my team “Hey guys not feeling well I need to take some emergency sick leave”, and even though it was a mile away in DC (20 minutes with bad walk signs), I ubered cause I was so excited. We were using the kik to chat, and when I got to the lobby I knew to go up to the 7th floor. I message her asking to get up after realizing the elevator didnt work and I heard nothing back. No read receipt. 3 Minutes seemed like 3 hours. Was this a bust?

A helpful man from the front desk came and let me up to the 7th floor (yay security), I had the room number I figured I could knock and hope that it wasnt a fake room number. When I stepped out of the elevator I got the text that was blocked from signal inside:

“I’ll be down to let you in in a few minutes I need to get ready” Read more »

Pulled over on the way home and gushed all over my car [FM]

So I started chatting to someone on Reddit about a week ago. He ticks all my boxes. Is in a diff country but will be here in my city in 2 months. We’ve been speaking on the phone and I’ve been sending him sneaky vids or pics of me. At work flashing or quickly getting off at home when no one is around. Fast forward to last night, I’m driving home from a booty calls house. Which is an hour away from mine, sometimes. You just have to travel for good dick lol. And he calls me wanting every single detail of my night. Which I gave him. I was also driving with no panties or shorts on. Sitting on my vibe. He was talking dirty and I was moaning away. With 1 leg up on the dash, I knew I had to pull over. Pulled over safely. And for a good 10 mins. Throwing scenarios back and forth. My whole dash was covered in my juices. And my seat 💦. My 🐱 is also very very tender. Finished up and headed home after that.

The Hotel Bar Leads to the Hotel Room, and the Hotel Room Leads to… [FM]

*Warning up front: this story is my only time truly cheating. If that’s a problem, move on. I was still married at the time, I’m not anymore, but our breakup had nothing to do with this. I felt bad about it but, as you’ll see, it still ended up pretty hot.*

I’ve had plenty of times in my life where I’ve pursued women. A good deal successfully, plenty unsuccessfully. But some of my favorite memories are when I didn’t even realize at first that a woman was pursuing *me*, or at least was interested in a way I didn’t initially recognize*.*

When I was in my early 30s I traveled a lot for work. Various hotels in big cities for meetings, presentations, conferences. I was young and newly married, but it was fun to be in a different place for a few days every other week. Like anyone in that position, I got used to the “hotel circuit.” Hotel fitness centers, hotel restaurants, hotel bars. They all have a vibe all their own. Read more »

I like watching sugar babies [MFM]

I staring dating girls from sugar daddy sites in 2018.

There are way more girls on these sites than guys of course and the girls are wild ,

I like taking these girls out and watching them.

Example I take these girls to dance clubs and tell them to flirt and dance with men on the dance floor

I especially like watching them grind on guys and get fingered on the dance floor – it’s hot

One SB named Amy was extra wild in a club in Orlando . She hooked up with a man on the dance floor and blew him while dancing.

When she come down to the table where I wax sitting and told me about it. She was excited that this guy had a big cock. I told her to find him again on the dance floor and bring him over.

When this guy, Roger, was brought back – I ask him to go for a walk with us. He was game.

Amy, Roger, and I walk out the club and stool around until we came to a parking garage. Read more »