This happened back in 2018, you remember, the time before covid :-)
I have been on a site for finding adult friends for years, over the last few years it had seemed that it was harder and harder to meet real people on the site though, but I have always kept my membership. One day I was scrolling through pictures of local women when I got an IM request from a 24 year old girl who was in a very small town about 45 minutes south of where I live. She only had one picture on her profile, and very little info, but she was a cute blonde and looked like he had at least DD tits, needless to say I was happy to chat with her.
Turns out that she was a “single” mom with 2 kids and was living with her parents. The baby daddy, who she had dated, and still was with, was in the Army and was deployed at the time. Since they weren’t married she didn’t really get housing benefits. We chatted a bit and she said that she had a thing for older, married men. We decided to meet up the next day at a park near her parents house just to see if there might be interest in getting to know each other. We met in the park and she was a lot of fun to talk to, and there was immediate, mutual attraction. We had been walking on a nature trail, at least a half a mile or so from my car, and we started to make out a bit. She dropped to her knees and started with a very nice blowjob. After a bit she said that she really needed to fuck. That was when I realized that I had left condoms in the car, and she obviously had a track record of being fertile. Instead of going all the way back to the car she simply said “you can fuck my ass if you want” and was more than happy to.
We ended up hooking up about a dozen time that summer until her baby daddy came back and they moved out of state. I don’t know where they are now, she deleted her profile on the dating site, but I suspect that there are some happy older guys wherever she is, at least when her guy is deployed.
Category: gonewildstories
[M]y girlfriend and her [F]riends have a strange rule – Part 8
Part 8 is here! And I am also still here, and still writing.
In the meantime, you lot have pushed my first ever post to the top of all time on this sub! That is absolutely wild. You are all amazing.
For those of you who are wondering where I’ve been, I posted an update explaining my long absence on my profile. I won’t repeat what I’ve said there except to thank you all again for your patience, wishes, messages and support. I appreciate it more than you know.
I was unsure about how best to write the events of this part of the story because most of it happened over the phone, which is not particularly ideal. For this reason the style might be a bit different than you’re used to but I did my best and I hope you like it.
Here’s part 8. Enjoy!
If you haven’t read my previous stories, here is [Part 1](https://www.reddit.com/r/gonewildstories/comments/oxulbj/my_girlfriend_and_her_friends_have_a_strange_rule/?utm_medium=android_app&utm_source=share).
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I[f] made my gf[f] cum while morning walk.
First of all My gf is a trans woman plz be kind. When we go jogging in the early morning some times we wear vibrating but plugs that can be controlled from a little remote. So throughout the run we randomly make each other squirm. Best part about doing morning runs is the look my gf gets from strangers. Both of us wear tight yoga pants without any panties. Because we are teasing each others with the but plugs she always has a hard on. And its not easy hiding a 8 inch girthy cock. It so funny seeing everyone’s face change from friendly smile to surprised or shock after seeing the dick print in her pants. One day we may have gone too far. So this day she teased me so hard I couldn’t walk I sat on bench few minutes and orgasmed hard and squirted a little but it liked i peed in my pants. So to get back at her other day i wore my but plug without batteries so she couldn’t control me and in the middle of the walk I made her but plug vibrate hard as I can and watch her try not to cum but after few minutes she couldn’t hold on and her cock exploded. Her cum cam out the fabric of the yoga pants and dripped downed her legs. She couldn’t clean it up so we continued with the run. I made sure we stop at the coffee shop for some donuts and coffee. Girl at the counter saw my gf mess. She smiled at her asked her if she had “blast while running” We laugh at came home and you know did the most important thing.lick the cum from the pants.
Fucking my sweet artist friend [FM]
This is not going to be my usual post, but it needs to be written.
This man has a special place in my heart, and not just because he fucks really well. I met him in law school but he was the least attorney-like attorney have ever met… Which is probably why I liked him so much.
So I wrote about the first time we fucked where he painted by body. We never dated but we had a thing for a while after that.
I don’t know how to describe it, but sex was just different with him. I usually get super kinky and like to be degraded, but we straight up made love and it was wonderful. This is just not how I normally fuck.
So he cooks for me one night, and his passion for food is actually super hot. He literally fed me and told me what part of my tongue to focus on to truly enhance the experience.
*I have a theory that people who love food are good at sex because eating is supposed to be sensual*
My first try but I’m still a virgin [F]
I’m on my first year of college still and during a semester break, me and 5 other friends decided to go on a small trip.
When we arrived at the place we are staying for the night, we realised the price for 3 rooms is very high, so in order to save budget we split into 3 person per room so only 2 rooms needed. I chose to share the room with my best friend and her boyfriend.
Before we went to bed, we were drinking a little and playing games. My best friend kept losing a lot and she had to drink more. Soon, she couldn’t take it anymore and passed out. Me and her boyfriend are still quite awake at that time so we continued the games. We played truth and dare and I chose dare, he dared me to take off my tops completely, I don’t know what I was thinking and I said yes.
Then the dares slowly proceed to him daring me to let him touch my tits. When he lost, I dared him to take off his pants, he was already hard.
2nd [MFM] with girlfriend turns out better than the 1st
About 6 months back I shared the story of my first MFM with my girlfriend.
Short version – my cousin was visiting and we had a 3some with him, then that night they had sex, anally, without a condom (which we never do), while I was asleep next to them. A few days later, we had sex on zoom while he jacked off. (both stories on my profile). It was really hot watching her fuck and I know she liked the differences (he’s really fit, uncut, and is thicker with bigger balls), but I felt a bit left out, especially the anal they did.
Since then we haven’t done anything again with Davide or anyone else, but we’ve talked about it a bit.
This week my best friend from college, Mischa, was visiting. He and I always shared a lot, was a true friendship, not just “bros” but really helped eachother through stuff. We also have always talked a lot about sex – for years we’ve shared porn back and forth and different experiences. So it wasn’t that strange that I told him about what happened with Davide. Mischa – really got it, he was excited about how sexy it was, but concerned that it wasn’t all I wanted. He ended it by saying, “you need to do another one, right!”
[MF] Vivid Dream staring my sister in-law
I posted a while ago about how I caught my sister in law staring at my bulge. Since that point I’ve often wondered if maybe my wife might have told her about my size. Imagining them talking about my cock over a glass of wine is an endless source of arousal for me!
I have quite a flirty relationship with the sister, and I often feel her hand on my arms or back whenever we’re together. My wife even accused me of flirting with her a few weeks ago. I had to convince her that I wasn’t, in truth I may have done it in the past, but on that occasion I was just being my normal friendly self.
Her sister is recently separated and starting back on the dating scene she’s early 30s and told us last week about a guy nearly 10 years younger than her that she brought home from a club last week.
Being sisters they look identical and quite hard to tell from behind! I think my wife has the better ass, but that’s debatable.
With this cocktail of glances, stories and a mans imagination it’s not surprising I found myself dreaming about her last night.
[f] MILF in Florida
I am located near Tampa looking to have some fun. I am bisexual and i truly enjoy both male and female bodies. If anyone is interested in this please let me know. I am up for almost anything and i am willing to have some good times if everyone else is. Feel free to reach out!!!
[ff] Sorority initiation story time
So for everyone interested in sorority stuff here we go.
This years initiation we decided to play a game with the girls. We blindfolded all of them and they had their hands tied behind their backs. They had to guess the size of our boobs and get them all right before moving on. All of the girls laughed and thought it was fun and she did not want to participate….. we did not force her to do this and excused her to just watch and have fun we don’t pressure anyone… after the girls that did the worst had to keep competing. The girls then had their hands untied and had to guess the dick size of 3 guys…. One of them actually did use her mouth as a joke to see how far she could go (one of my good friends now) at the end the guys left and we all had a good time and laughed it all off any everyone had a good night.
Yes, Daddy [MF] 30’s
He came to Toronto, to see me. I was really excited. We had only chatted through whatsapp but we got along well. We had similar tastes and he was always very kind to me. Greg was coming all the way from Chicago.
We would be staying at a hotel together since my current living situation was not ideal.
We arrived at the hotel and after settling in we decided to take a shower together.
We kissed while taking each others clothes off. Once I was topless he cupped my breasts and began to knead them. He rubbed his thumbs across my nipples and they hardened at his touch. He took one nipple in his mouth
and sucked lightly while still rubbing the other.
“mmmm…” I moaned.
He smirked and helped me into the shower. He watched me as the water flowed down my body.
“you coming in, Daddy?” I asked.
“ Just admiring the view” he replied as his hungrily eyed my body.