Category: gonewildstories

Married couple becoming “try-sexuals” pt 2 [MF]

If you didn’t come across our first post, my wife and I have been working through a “try” list over the last 6 months or so. It’s been awesome. We’ve crossed off a bunch of things and only have a few more items to go. Including her watching me with another woman, both a mmf and a mff thressome, a couples swap, and a CNC scenario where she’s out cold from either sleeping pills or alcohol, and I get free use on her. We are both looking forward to completing this list.

One that we accomplished a couple weeks ago was me watching her give head to another guy. We had contemplated it being a friend but ultimately decided for this first venture, we would try to find a stranger. We turned to reddit, made a post on raobj, and got several responses. We responded to two, picked one that was available when we were available, and set up the meet. Read more »

I’m a 23 year virgin[F] who sells her panties online

While this post isnt exactly one story but my over all experience of selling panties over the internet. I’m not sure this post belongs on this sub reddit but it is my gone wild story. The craziest thing I have ever done.

Let’s get this out of the way now. Why am I a virgin? Mostly out of choice and then lack of choices around. While I’m not shy online at all but irl I’m super shy! I mostly don’t get out that much and I don’t do dating apps at all. I’m not in a hurry or anything. It’ll happen when it does.

I have sold panties/nudes/sometimes sexting sessions for about a year collectively (have taken breaks). I have also sold some other weird things.

Do i enjoy it? Yes! For the most part. If the buyer is a jerk/rude/bully then obviously no. But sometimes if the buyer has a great cock (this isn’t invitation to send your dick pics) or is really good with sexting then I REALLY do love it. I also love stuffing a thin thong.

I don’t know if this interests any of you but feel free to ask questions

[MF] Mid Term All-Nighter with my Best Friend

During my first semester of my freshman year of college my best friend was a girl named Rachel. We had actually gone to high school together too, but didn’t get close until we left for college and most of our friends went to the other state college that was closer to home. She had been held back a year when she was younger, so she was 19 and I was 18.

Back then, I had just finished 4 years of playing football as a linebacker and kept myself in good shape walking across campus every day with Rachel to work out. I lived in one of the dorms, but she lived in an apartment with one of her friends from high school. She’d drive to my dorm and we’d walk and workout. I’d do a circuit on weights and she’d jog the track, then we’d walk back. She was very fit. Tall, about 5’8”, and thin. She had long red hair and fair skin. She wasn’t a knockout, but definitely very beautiful in an innocent, girl next door way. I had been spending some more time with my ex from high school and Rachel had been seeing a frat guy she met at her sorority’s mixer, but we still worked out and talked all the time. Read more »

Roadtrip of a Lifetime [MF]

**Preface:**

Since I’m new here (as I just discovered this sub and immediately made an account for it), I’ll start with some background info although both here and in my stories I will always omit information that could be used to identify anyone. For posterity’s sake, my name will be Mark*

My sex life is a bit weird with its ups and downs as I, which should become obvious from my stories, don’t really have friends and as such tend to have trouble meeting people the normal way. It’s not really that I’m socially awkward, I’m actually pretty confident in myself, I just grew up isolated and never really learned how you turn acquaintances into friends. The country I live in also doesn’t help. I’d definitely describe myself as attractive, if a bit on the shorter side (175cm) and too thin for my personal liking (I have massive troubles gaining weight). Oh I’m also comfortably below 30, so I still have lots of time to work on that.

Be all that as it may, my social isolation means that I often more stumbled into these situations than actively sought them out which however tended to make them very memorable. This subreddit also gives me the opportunity to share my experiences with someone (even if their nature means it’ll have to be anonymous). Read more »

[MT] A little bit of reckless, but a lot of hot.

I had seen her a couple of times before.

The first time was pretty awkward for me. Pretty inexperienced in the ways around a transwoman, I just jumped in. Little bit of this, little bit of that. It was an enjoyable experience, but my shyness meant it was a quick experience.

The second time was better. I was a little more at ease, a little more sure of myself. The flow of it all was much better as there was less “figuring” it out. Our bodies flowed together and there was no hesitation or awkwardness from me.

This is the story of the third time. I was at her place, and I brought a bottle of some red wine. She cooked, and fed me until I was absolutely stuffed. Had to beg her to stop feeding me. The night progressed as we sipped on the wine, having a great conversation about life and all the things that go along with that. But wine goes pretty quick if you are not paying attention. We polished off one bottle before we knew it, and had opened another she had sitting around. The conversation was enthralling to me. She felt like a life guru, teaching me how to laugh and love and live life like I had never done it before. Read more »

Cucking the BBC [MF]

Well after winning a bet during a partner swap with Rachel and Terry, a couple my girlfriend Ivy befriended. I had won two things, the right to fuck Rachel’s ass during our partner swap, while Terry had to forego that pleasure with Ivy. The second thing was that I would be allowed to have some more fun with Rachel, while Terry had to look on.

Ivy and I have an open relationship, but I normally avoid fooling around too much with others, while she is in town. However Ivy travels a lot for work and is out of town often. During one of her work trips I set up things with Terry and Rachel to collect on our bet.

Normally it is the black guy that cuckolds the a white one. However in this case it was the other way around. Ironically I got a wave of private messages complaining about me mentioning this in another post. Seems people are mostly interested in reading about some BBC dude humiliating some wimpy white guy. Well I am posting my story anyway as I think a contrasting view doesn’t hurt anyone. Read more »

Ski trip [MF]

I live in NYC. I used to have a job, but a shitty job that didn’t pay much. But I’d like to live an expensive life that I cannot afford. I am attractive, though, and living in NYC, you can get guys that are grossly rich, and will pay for basically anything. You just have to hang out at the bars and night clubs that Wall Street guys go to, and bingo. A couple of years ago, I met this guy Josh, who makes a salary that is just insane. Started dating, and he ended up moving me to an amazing apartment he owns, so I now live there and have a credit card he pays for. Of course, eventually I found out he is married, but I really couldn’t care less. We fuck, we travel, he gets me anything I want, and when he is with his family, I get to do anything I want. You can call it whatever you want, but I can tell you it is the life I wanted. If anything, it gets me really horny whenever he can’t help it anymore and we have to meet even for 15 minutes so he can fuck me. Sometimes he calls and I have to meet him in some dressing room somewhere, while he is out shopping with his fam, and to be honest fucking in public like that drives me crazy. He fills me up quickly and goes back to his wife, as if nothing had happened, and I am left panting with a nice load in my pussy. Read more »

I woke her from a dead sleep by licking her pussy [MF]

This is a different format. Im typing what I want to happen now, and if/when I can pull it off, I’ll finish with the the end results so you can see how it played out versus my intent. I’ll be adding day by day so you read it as a journal-like format.

The planning phase

I’ve been toying with the idea of waking Brittany via oral sex. Only problem is, we don’t sleep naked. Rare occasion she might sleep without panties on, but that’s only been after late nights, usually alcohol infused. And, she’s a side sleeper so I really need some luck and good timing on my side. So to try and cause her to sleep without clothes on, I’ll “accidentally” turn the heater on tonight (December 16) and see if it pans out. We use a pretty warm blanket and both of us usually cuddle throughout the night in some fashion so we tend to keep one another warm.

December 17 Read more »

Good girls [F] get on their knees and listen. [pics]

XP /r/SluttyConfessions

[https://imgur.com/a/pMJp9oe](https://imgur.com/a/pMJp9oe)

Sometimes when you get a little too comfortable in a situation it helps to be reminded who is really in charge.  Especially when you tend towards being bossy most other times, a not-so-gentle prompting is in order.  Maybe it was the glass of wine I had with dinner, or just the excitement of being with my Daddy again, but when we stepped into his room I was still chattering away and not remembering my place.

“Get on your knees, now.”  His voice wasn’t loud or harsh, but caught me.

I immediately complied, excited as always to be good and follow instructions, but mind racing.  Silly thoughts – the lights were all on, no background noise to mask my sounds, and I felt completely exposed in so many ways.  But that wasn’t my concern; my job was to listen and get on my knees.   Read more »