Sissy fantasy to nightmare [SM] [humil] [Crossdresser] [Forced]

Hi, this my first ever attempt at writing so please let me know what you think! I really appreciate it, hope you enjoy it. I just wrote about what turned me on.

Part One

Sunlight drifted gently through the hotel room as I woke up and rolled over to feel the warmth of Rosie next to me.

“Morning sleepy head”, she greeted me with a smile “no time to waste if you’re getting ready for the stag”.

It was just 3 days until our wedding and the pre-ceremony traditions were happening today.

Rosie rolled out of bed and I watched her seductively walk to the bathroom for a hot shower. She was dressed in an ivory silk chemise and boyshorts trimmed with lace. Her taste in lingerie was impeccable and some thing I loved (and indulged) about her.

We’d met 2 years earlier during a leaving party for someone at work. She’d been getting a drink at the bar next to me, we’d started talking after she accidentally got my drinks order and before we knew it were making out on the dance floor before heading to her house. It had been a whirlwind romance.

Fiancée doesn’t know [M]y secrets [true] [long]

Hey Reddit I’m a 23 year old engaged male. Been with my s.o. For 3 years and engaged for the past year. I’ve known her for about 6 years and I love her with all my heart. She is great in every way I just have an extremely active sex drive and I am very open minded. She is a bit more vanilla and scheduled in the bedroom. I am into a lot of things (I.e. Gay , lesbian, trans, cds, bi, femdom, just to name a few) I will watch porn when I feel the urge and she never knows. Recently I have been doing what I can to find a physical way to fill that urge. Don’t get me wrong the sex with her is great just not often. She said she would be open to try things with another girl but she can’t find one that she “likes” so to speak. Personally I think she doesn’t really wanna try it. But that’s not why I am here. On occasion a “friend” of mine will come over and when she trots off to go to sleep I’ll hang out with my friend. Every time is different than the last. Either he will just start sucking my cock right away or he will pull his out and play with it till I start sucking him. We have done this for years even before she and I started dating. His mouth feels wonderful as it wraps around my hard dick. He performs like a champ. Deepthroating me before moving to my balls and taint as he strokes my shaft. He can damn near make me cum in 5 minutes. I love his hot wet mouth. And he loves mine. His cock while a bit shorter than mine is so thick. I’ve taken the curved rod down my throats countless times and licked his balls while his head throbbed on my tonsils. It was fun at first then it became even better. I sucked him to climax one day within minutes and I swallowed every drop. I felt like such a whore and I loved it. I went to the bathroom while he cleaned himself and spit on my hand. I lathered my middle finger up with it and pressed it into my virgin asshole while I jerked myself. When I came I ate every drop of it off of my hand. I’ve came on his cock and sucked my seed right off of it till he came for me. He has taken my load on his chest, his face and down his throats as well. One time I got him to slide it up and down my asscrack till he exploded and I let his warm sperm drop down onto my hole while I knelt by him and came on his spent cock. Fucking has never crossed our minds and that is fine by me. I’m happy fucking his face or frotting.

[MF] Fucked my roommate after letting go multiple opportunities on drunken nights

Last year I was looking for a new place. My current lease was ending in two weeks and I was nowhere close to finding a decent place. Finally I get a mail from this girl and the place sounded perfect. It was 2 bed 2 bath to be shared between two of us and was being subsidized a bit by previous leaseholders who were subleasing it to us. I go and look at the place and it is pretty much perfect.

Now I understand the rules about not living with someone you might want to have sexual relations with. At least I subscribe to it. However, when I met here she didn’t look very beautiful and I found out that she was also 4 years older than me. I was getting desperate for a place, so I had to pretty much take it. I moved in after a couple of weeks.

The Magic Ring, Part 1: Friday [MF][BE RP]

[MF][BE RP]

THE MAGIC RING, PART 1: FRIDAY

Friday afternoon: Erik’s favorite part of the work week. Erik worked 9 to 5, Monday to Friday at an uninspiring desk job. It was neither fulfilling nor unduly stressful, but it offered the career advancement options he needed and paid well enough. He didn’t mind his job at all; his life was far from boring. After getting out of his car, he unlocked his front door and called into the house, “Karen, I’m home!”

From the kitchen, his girlfriend emerged. Her boobs appeared first, followed by more boob, then more boob, and finally the rest of her body. Her chest was absolutely massive, and captivated him. Her mounds were wider than her shoulders and hung down to her navel. They were almost spherical, and covered by a thick bra and bright blue shirt that revealed nothing. She saw him staring, and was proud to have evoked the response she desired. “Hey hon, did you miss me?”

[MF] My Neighbour’s Neighbour.

So where I stay, most of the people are old age pensioners doing their gardening and living out the rest of their lives, apart from my neighbour’s neighbour. It was a mother and daughter staying together, the daughter being about 26. My neighbour had asked me to go help them as they needed to move some heavy stuff. They had a guest type house in the back garden that I assume the daughter used. I obliged as didn’t have much else to do that day.

I went over, bear in mind it was summer, quite a hot day, so the daughter was wearing a bikini with shorts… Leaving not much else to imagination. She probably had 36DD tits and they were jiggling. She also lips that could be classed as Dick Sucking Lips and her thighs were long luscious but also thicc. Her skin was glistening in combination of sun cream and sweat. She had her brown her in a bun, with her feet on display in flip flops. Fair to say I was at half chub right there.

Roommate Vr Blowjob [MF][Porn][Blowjob]

Over the past couple of weeks, I have been doing research into VR porn. The technology behind VR porn is rather impressive. After writing up some reviews on some hot solo girl VR porn from [Yanks](http://www.yanksvr.com/), I decided to look around the internet for some headsets. As I told you guys before I’m just starting to really put stuff together for my porn review site.

While looking at some interesting headsets that I can order and give out to readers of the site, I stumbled upon the [ Ruby 3](https://www.rubyvr.com/products/ruby-three). I ordered a couple of them for my friends and myself to try. About a week later it showed up and I started using it to consume VR content from my phone. Sorry, but cardboard just does not cut it for me. I also have a Playstation and a Sony rig but I like to try it from all three.

I decided to do a little sexy experimenting. I quickly grabbed my phone and loaded up a couple of solo girl scenes on my phone. I grabbed the Ruby 3 and headed to find the roommate again. He was just hanging out in the kitchen trying to figure out something to eat I assume. I asked him if he wanted to do some research for science!

[MF] The Tallest Woman I’ve Ever Hooked Up With, Part 2

I mentioned in my [last story](https://www.reddit.com/r/gonewildstories/comments/64kk2n/mf_the_tallest_woman_ive_ever_hooked_up_with/) that Big Barda made a return trip to my life about a year ago, and that I’d follow up with a story about that magical time.

I wish I could say that when she came back into my life I was the same totally ripped stud she’d originally taken home, but the fact is I was never a ripped stud and over the past decade since graduate school I have more of a dad bod than anything else. I mean, sure, I still go to the gym. I still run. But I also have a full time job and a lot of responsibilities and a weakness for red meat and potatoes, so here I am. Why don’t you sue me, take me on Judge Judy, see what she has to say about it?

Probably nothing nice.

The gym is actually integral to this story. See, I don’t know if any of my past tales have clued all of you into this amazing fact about me, but I’m kind of an idiot. Case in point, I managed to break my arm lifting weights, something I’ve been doing most of my life and should be able to accomplish in my sleep. “How is this possible?” I hear you ask, conjuring up images of a machine falling on top of me as I bravely attempt to lift it off, muscles bulging under my shirt.

[Group] Reddit guy shows me off to another couple.

My Reddit guy (RG) and I have been Kik friends with another couple since he and I first met. They are friendly, sexy and hot as hell. We chat about lots of things, but the conversation usually turns back to sex and picture trading. It was inevitable that we’d meet someday.

RG and I flew into Chicago for some other business, but our friends drove to our hotel for dinner and drinks. They were as wonderful in person as they were online and we all clicked immediately. None of us were looking for a partner swap situation, so we flirted and laughed without any tension.

At some point during drinks RG said “I’m feeling this. How would you two like to see OhNoMomWentWild get fucked?”

The bluntness of the statement made me instantly wet. I felt my heart pound as I surveyed the couple’s faces for clues about how they felt. We had chatted about this fantasy a lot, but we were face to face with it happening in real life.

They smiled and effectively said “we thought that you’d never ask.” We headed straight for the elevators.

[MF] A story about the nicest guy I know and how I took his virginity.

It is nearly the end of my first year at university, and I am 20 years old. I am also two months pregnant, but at this point nobody knows it except me. It hasn’t started to show.

Being primarily a music school, the college doesn’t have a big IT department. Computer support is provided by a small department of mostly middle aged men, who have a habit of staring at your tits while you talk. For the most part, I keep well clear.

But they have an assistant, part time – a computing PhD student from the science university next door. His name is Ben and he’s first year PhD, so around 22 – a couple of years older than me.

I’ve seen Ben a couple of times, helping people out in our computer room, and setting things up before lectures. He’s medium height, pale, slightly podgy, with bad geeky clothes. Nothing to make a girl look twice, in other words – a typical geek. But watching him help out over the course of the year, I find I actually do look twice, and see a bit more than the geeky exterior. When he helps people with their IT problems he is kind, patient and knowledgeable. He answers questions politely, without the condescending lectures of his colleagues, and when he smiles his face looks – for want of a better description – kind. Over the year he has helped me out a couple of times with minor problems, always solving them quickly, and despite his evident shyness he is well liked by everyone in my year.

[F] Afternoon masturbation, and a glimpse inside the workings of my dirty mind.

So far on this forum I’ve posted four stories about things which happened in my teens and early twenties. I’ve got a few more of those to come, but I thought it was time for something a bit more up to date. In fact I’m going to write about something which hasn’t even happened, yet… but it will have by the time I click ‘submit’.

I’m at home, alone. The girls are both with their dad until tomorrow (well technically he’s only the actual father of one of them, but they visit together), so I have the house all to myself. My chores are done, the house is tidy. I’m working this evening but there are a couple of hours before I need to leave, so now I’m going to masturbate. I’m going to lie on my bed and lose myself in sexual fantasy, then I’m going to come back here to my laptop and tell you all about it. I don’t know exactly how my fantasy will turn out or what I’m going to do, but I know it’s going to be fun! Off I go…

**(20 minutes later)**