Category: gonewildstories

[MF][video] The meetup session ends with my mentor MILF

* [Part 1](https://www.reddit.com/r/gonewildstories/comments/7wbeca/mf_seducing_my_mentor_milf/)
* [Part 2](https://www.reddit.com/r/gonewildstories/comments/7wxyfu/mf_fucking_my_mentor_milf/)
* [Part 3](https://www.reddit.com/r/gonewildstories/comments/7xhaie/mf_worshiping_my_mentor_milf/)
* [Part 4](https://www.reddit.com/r/gonewildstories/comments/7xwrgm/mf_pictures_ass_play_with_my_mentor_milf/)

I have been writing about my mentor’s affair with me. I met her at a meetup which assigns experienced industry people as mentors to young programmers. You can check my post history for past stories. I will give a brief summary of where we were at as it is necessary to understand this story even if you read my previous stories.

It had been a few months since we met. We were close to the end of the meetup session; there were only two meetups left. By session I mean the mentorship and the project was about to end. We would still be seeing each other at the meetup but she will not be my mentor any more. That means many things. First, I will not be guaranteed the one hour of time that we would have every week. Second, we can’t skip and fuck at my place as she would have to mentor someone else. Given that she hardly texts, it almost meant I wouldn’t see her. Read more »

[MF] Ambiguous consent: How I first sexed my future wife.

This is the story of the first time I hooked up with the woman who would become my wife. Today, in the #MeToo era, I probably would have done things differently. Thankfully, I read the tea leaves correctly back then.

***

I was looking forward to my third date with Sara. And I was really horny. Our first two dates were pleasant, but chaste, and I eager to see how far I could push the envelope for this encounter. Sara was a petite, cute brunette in her late 20s. A recent immigrant to the U.S., she had a vaguely Eastern European accent that only added to her girlish charm.

We had a fun day around the city appeared to cap it off with a nice and late dinner at one of its better restaurants. Sara had parked her car in my luxury condo building, as we were walking back to it, I was telling her about how I had purchased my place only a year prior, when it was first built. The thought occurred to me that this was my moment to test the waters, so I nonchalantly asked if she wanted to take a look around. She replied, “sure, why not?” Read more »

It took me ten years, but I finally let my husband blow his load down my throat [FM]

My husband works odd hours and odd days; the first night he’s home with me tends to be a night of celebration in the bedroom. It starts like most: the toddler goes to bed, and the mood in the air immediately changes; we go from parents to lovers. Last night was no different. Drinks were poured. We sat in our spots on the couch and gave each other knowing looks.

Slow jazz played on the tv while we sipped our drinks and discussed random topics, but it always comes back to sex. He makes me feel like the sexiest and luckiest woman alive.

We finished our drinks, and he got up to use the bathroom. “You better be upstairs when I get done”, he said to me. We have a playful relationship. Lots of smiles and giggles. We’re fun together. I took the last few sips of my drink and exuberantly ran up the stairs, pulling off my shirt as I went. While I waited for him, I slipped out of my pants and made the bed. He finally came in, and we shared a smile as he approached me, undressing himself, seeing the surprise I had been hiding under my clothes earlier: a new lace bra to match a pair of panties he purchased for me recently. Read more »

[FM] Part 2 of my first few nights with my Gonewild girlfriend – How we ruined each other. Pic included

Part 2. (Part one is here: https://www.reddit.com/r/gonewildstories/comments/7yro15/mf_long_my_first_few_nights_of_unbelievable/)

Thanks for all the positive feedback from the first post. As requested, here is a relatively NSFW picture to help your imagination – https://imgur.com/a/3Pag2

By this time, Millie had added me on the ever helpful facebook. We had chatted occasionally of an evening, but nothing sexual, which, as it turned out later, was frustrating for us both given what had occurred the previous week.

Once again, I arrived at Melissa’s house. I knew we were all definitely going out this evening, so spruced myself up. I put on my favourite shirt which accentuated the best bits of my torso. I also made sure I wore the same jeans that I had worn when I had my first encounter with Millie. Beyond the fact they brought back good memories, they were also tapered well at the crotch. This displayed the outlines of my cock nicely, and if nothing else gave me a lot of confidence to catch stray eyes on it. In fact, Melissa’s eyes were the first to go there when she opened the door.

I approached the front room where I knew Millie to be.

Wow. Read more »

[M]y [F]irst sexual experience. Good innocent times. [Friend]

Hi there, I’ve been reading a lot of stories here for a long time and I finally decided to post my own. It is going to be my first time posting anything here so give me any kind of construtive critisism, I will appreciate it. Also sorry for all mistakes, I may make some since I’m not a native english speaker.

About me.
Back in the day (7 years ago) I was 18 years old, had muscular type of body, decent face and sort/medium brown hair. Shy, introverted guy.

A little of backstory first.
Before the third grade of high school I had no sexual experience at all. Never kissed a girl or even dated. I was the type of badboy in public but extremely weak and vulnerable in private. Because of the fear of rejection I never tried anything with any girl. Read more »

[MF] Update to the rest of my very bad girl experience [xpost from r/stupidslutsclub]

Sorry it took so long, but I’ve been…busy this week. ? A lot of you wanted to know if I got him to myself again the next morning, unfortunately he left before she did. But fear not, I got a text from him as soon as he left to meet him there at noon. Honestly the next day I started to feel a little bit guilty, but after rereading his text all morning my pussy was aching (him telling me to be there without asking got me GOING) and I of course found myself driving back to their house to meet him. He was already there and had me face up against the wall with his hand going down the back of my pants as soon as I walked in the door. He commented how wet I already was, turned me around and smirked and told me to head to their bedroom, watching my ass the whole way there. I swear he was looking at me like I was his prey, and I can’t put into words how turned on I was… And I had just been filled with his cock a few hours before! Read more »

[M]y [F]irst time meeting Jen

When I was in highschool, I used to visit my brother in college a lot. He was a few hours drive away and I’d come up and party with him and his friends on the weekend.

The first time I did this, I don’t remember why, but I was going to be staying in his girlfriend’s dorm. I think he stayed there all the time anyway in her room. I remember his gf saying to me “one of the girls across the hall is gone for the weekend so you can sleep in her bed, her roomate Jen is really cool”.

I didn’t care, I was there to drink and (hopefully) hookup.

A little about me in highschool – i was tall and skinny and NOT all that successful with girls. I was on the basketball team and all my friends were hooking up every weekend, some had girlfriends, I would get lucky to have a sloppy drunken hookup every now and again. I was a virgin and hadn’t had a steady girlfriend.

I liked to drink because it gave me confidence to talk to girls, sober, i was petrified of rejection so would just look at but not talk to girls. Read more »

[FFM] I was a very, very bad girl [xpost from r/stupidslutsclub]

So I’ve had a friend since college that I’ve always been close too, now with her and her husband. She knows I’m bi, but nothing has ever happened between us (until tonight). Recently she mentioned that they have been very curious about trying a threesome and that she’d like it to be with someone familiar, and after a few drinks I decided to offer as I’m definitely attracted to both of them.

Fast forward a few weeks, and we decided to get together for a few Mardi gras drinks and go back to their place afterwards. After me and her teased him a little, making out on the couch and reaching our hands up each other’s shirts, we were so horny I dragged her to the bedroom and grazed my hand across his cock (fuck it was hard, and so much bigger than I thought) as she grabbed his arm to follow us. Read more »

[MF] It started with an actual pearl necklace

I’m living a fantasy. Or rather I’m living all of my fantasies, rolled up into one man and the things he does to me.

He is my work fantasy, my stranger fantasy, my lover fantasy, and the fantasies I didn’t know were lurking in this, um, not so straight-laced mind of mine.

I met him at a conference. Months later, I found myself in a hotel room with him, impossibly being scheduled on a work trip together, and asking him to show me what it was like to be pinned down with enough force that I couldn’t move. We hadn’t had sex before this, and we didn’t plan on having sex on this trip. But oh god, I was like a moth to an intense flame, and he seemed to read my mind. Especially when it was the kinkier recesses of my mind.

He instructed me in choosing a safe word, in the aspects of play that make such a thing play, and told me to undress, as he did. I moved toward him, cautiously, to kiss him, and he took my wrists in his hands and effortlessly pushed me backwards onto the bed. He pinned my arms above me, roughly attacking my boobs with his mouth while I squirmed underneath him, flooded with pleasure and an odd rage at not being able to break free. Read more »

When some drinks, boredom and truth or dare (sort of) turns into a [FMM] threesome and I have to [m]ake a mad escape

This is a story of some neighborhood friends exploring each other in an all new way thanks to some drinks, some boredom, and some truth or dare.

So, the three of us had been friends for a long time. There was me, Kevin, 5-10, 170 pounds, pretty normal looking, above average where it counts but nothing extreme, pretty average dude. There was Will, who was a little taller than me, a little better looking, in slightly better shape and was a bit cooler. It’s just how it went—the girls loved Will, they liked me. I had a tougher road in high school. Then there was Aubrey, who moved in a bit later. She was so damn cute—brunette, pretty short, probably C-cup boobs and perky and nice legs.

We hung out quite a bit through high school since we lived so close to one another. Sort of grew up together, but we were always just friends—with obvious flirting.

This all took place near the beginning of the summer after our senior year of high school. We had graduated, we had survived high school, and we could relax. And, yes, all of us were 18. Read more »