How I lost my virginity to an older MILF [MF]

So here is my story of me losing my virginity. It is all true. I was 21 and she was 24 at the time. She had a child so she was a MILF. I am now 27.

I was studying at home with my brother and a friend. My brother gets a text from someone he knows. She asks if he knew anyone who wanted to get laid. So my brother suggested me. She asked him if I was legal and I am. So I look at her Facebook pictures. She is my kind of girl: curvy with big boobs. So she sends me a text asking me how big my cock was. I avoided the question because I thought she would reject my 5-inch cock. So I asked her if she would tame the wild beast within me. She responded asking me if I was a virgin and I said yes. She said she hates to admit it but it is kind of hot. She then asks if why I wanted to lose it to her; was it because I just wanted to or that I was going to go over the edge. I told her both. She then asked me what I wanted to do. I told her I wanted to get head, eat her out, do it in missionary and cowgirl positions and possible cum in her mouth. I then told her “soo, when can we do it?” She said tomorrow and she would pick me up at 5. She then said she would have to shower because we do it and she would bring her son. I am like “an OLDER MILF? SCORE”

[MFM] Texas 3 way, wrestlemania weekend

So it’s been a good min since I last posted anything, as always, work is crazy hectic with long hours and little days off at times. But am here relaxing, watching Halloween II, and got that feeling to write up an experience that happen a couple months back. This one takes place in Dallas, Texas, as some of you who may have read the last time I posted here, me and my buddy are life time wrestling fans and this year wrestle mania was at Jerry’s World aka AT&T stadium. We leave Friday morning and get to Dallas early afternoon, now we had know that we wanted to fuck a Texas girl, so we went full force on our ads. Day one, nothing, day two, we got a couple bites but it seemed the girls would flake or not be interested in us, although we did get some black milfs number at one of the bars but it didn’t lead no where. By the third day (Sunday) we were wondering if we were getting anything, we spent all Sunday at the stadium and if your a wrestling fan, you saw how long that even went. We leave and wrap our Sunday night up at our room, just eating and thinking of our last ad too post before we leave Tuesday.

Red Haired Mom Falls Victim to Her Son’s Friends (MM+/F, MILF, inc, nc, orgy)

Know of any more stories like this? I don’t necessarily care about the incest, but I am interested in stories about broken women who have just given up.

Red Haired Mom Falls Victim to Her Son’s Friends
by Calisto

***

A loving mother set to fall into the hands of her son’s friends after discovering his sexual obsession with her, leading to a hot encounter with her breaking down and submitting herself to them. (MM+/F, MILF, inc, nc, orgy)

***

Mom looked so angry with her fiery red hair and unnerving hazel eyes as she studied my face for guilt, shame, remorse or what I expect is trying so see if I was even her son anymore, or human for that matter. You could cut the tension with a knife it was so thick in the air. She had just listened in on my phone call with my friends when I thought she busy with gardening outside.

I didn’t know how much she heard but she heard enough to hear some of the most twisted things we admittedly talked about and it all revolved around my mother and how we would fuck her in different positions and make her suck our cocks, pretty much right in the thick of our conversation which had become quite common the past few months.

Our first Sex Pary [Group]

<From the Beard’s perspective, which is obvious very soon>

Sex parties were something my GF and I had talked about wanting to attend, for a bit, now. We read about them, listened to podcasts, and overall just tried to be as informed as possible before stepping into “that world” (as some people call it). It happened to where we had a perfect opportunity for one, recently. Not local, which we were OK with, and on a day we both had off. We decided to make a trip out of it, you know, see *other things* while we visited a farther away city. We wanted to keep our options open, we planned to attend the party first (it was going on all day/night) and see how we felt with the vibe. This left the option up to us to keep playing all day, take a break, or just leave if we weren’t diggin’ it. We felt it important to have a set of more *fluid* plans, for our first time. And it paid off.

coworker lets me blow him while on the phone to his wife [MF]

I’m a junior doctor in a relatively small city and have had some bad luck in my love life. This year, knowing I would be starting a new job in a big university hospital, I was excited to meet lots of new people and hopefully widen my horizons and start dating some new people. I got my first posting and saw that I would be working with a guy called Harry and was frivolously hopeful that this would be the beginnings of a new love story.

Alas, no. When I met Harry on my first day, he was tall and handsome, but married with a daughter. Nonetheless, we got on very well and he was a pleasure to work with. We worked VERY closely together, as in basically just the two of us going around together, and we relied on each other a lot emotionally. We were also placed on call together, so there were times where we were spending 12 hours a day together non stop for two whole weeks. This could have been a nightmare situation, but we had become such good friends that it was easy and we rarely argued.

And then that happened – Part 2 [FMF]

Sorry I screwed up the name in the earlier post.

Yesterday was insane. Thank you all for the love and messages.

Part I here – https://www.reddit.com/r/gonewildstories/comments/56xwz0/and_then_that_happened_part_1_fmf/

Backstory – When I left off, Peter – the guy I have been fooling around with at work and his financee – who has no idea, got drunk, went dancing and we just gave Peter a blowjob in the uber cab on the way home from downtown. This is what happened when we got back to Annie’s place.

We got to Annie’s Townhouse laughing and holding each other. Once she opened the door we hung up our coats and Annie grabbed my hand and pulled me towards the bedroom. Once in her bedroom we were deep kissing and sliding our hands all over each other. She pulled my dress up over my head and I unzipped hers and let it slide off her shoulders. We slipped out of undies and she pulled me ontop of her naked body on the bed. Her skin was so much darker than mine and her nipples were a dark brown and tiny and very hard. Her lips were on mine, her warm tongue explored my mouth and her arms wrapped around me as she spread her legs wider. She ran her teeth along my neck and I shivered.

I [27f] admired his tattoos and he wanted to show me more.

I’m sorry if I’m not a good story teller, this is the first sexual story I’m telling as it’s probably the most risky yet completely satisfying thing I’ve ever did.

I was at my local garden center buying bricks and soil for my garden bed I was making. A tall and handsome associate with those sun hats on came and asked me if I needed help. He looked to me exactly like Alexander Skarsgard, maybe just a little skinnier and younger (30ish) but the same look and tall slender physique basically. He had an accent, later I found out he’s originally from Germany. As he was helping me load my cart I looked at his tattoos which completely covered his arms, there were so many different random things and it was like a mural.. same way Adam Levine has tattoos on his arms. He caught me looking and asked if I was wondering what his tattoo was, I said yes and so he went over some of them and what they were. There were things like a buddha on lotus, eagles, names, faces, locations..just a whole bunch of random things and some of them with stories of why he got them. I genuinely found this man with a mural very interesting and enjoyed listening to his stories.

A dream come true with young neighbor girl M/F update 1

First Post here: https://www.reddit.com/r/gonewildstories/comments/54nn8e/a_dream_come_true_with_young_neighbor_girl_mf/

The next day was very sombering.. On one hand, I was still on a emotional high from what happened the night before, but I had cheated on my wife and it was unprotected. That day, I convinced myself that I could never ever tell my wife what happened. I did, however, decide that my marriage was over. I of course still loved her, but this experience kind of “woke me up”. This wasn’t some sort of midlife crisis.. In fact, the thought of sleeping around and dating other women really didn’t interest me.. I was excited to just try something new. I made a lot of money working remotely, and this was the first chance in my entire life of literally going anywhere I wanted to in the world. Now for the hard part. Letting my wife know I wanted a divorce.

The following day arrived, and I had to talk myself into going to my training session with Sam. I had butterflies in my stomach the entire day, and honestly felt embarrassed. The “new me” one who was up for anything, and who was getting ready to start a different life, said fuck it. I decided to own it and went to my workout session like normal.

And then that happened – Part 1 [FMF]

Backstory – So as many of you know I have a FWB at work, Peter, who I occasionally have lunch with. Lunch meaning we go to a fast food place then I give him a handjob or blowjob in the parking lot. I am naughty. He is engaged and never lets me do anything more with him and always says he feels bad because of his fiancée. He never says anything bad about her but I had the feeling she was holding out on him. This is what happened with him and her this weekend There is tons of story here before the fun stuff so if you want to get to the fun stuff skip down to the asterisks.

After the crazy week of work last week, the company had a bit of a party of Friday night to celebrate a software release. Basically, everyone came back to the office after work dressed up and ready to party. I wore one of my favorite tight black dresses with lots of cleavage, thigh highs and a lace panty and bra set.

high school friend to raunchy lover: an encounter at Kangaroo Point Cliffs [m/f]

To set the scene let me tell you about the one encounter with Rose I had before the main event. Rose and I had known each other from school … since were were 12. For the first few years, we would say ‘hi’ to each other and chat a bit but we were not very close. When we were … well … lets say 18 our fathers worked at the same place. They socialized a lot on the weekends.