I'm a 40 year old man and I've always been fascinated at the fantasy of gender swapping and role reversal. It's always something that has stirred something inside of me to be faced with a woman wearing a strap-on cock and for her to take control of me and fuck me like a worthless whore. The problem that I've always run in to with this fantasy is that it doesn't fit in to the stigma and stereotype of a masculine or manly and most women I've dated wouldn't hear the fantasy through let alone wand to try or take part of it. I think that has been my biggest issue is that the women I approach with my fantasy are straight, and so now I'm thinking that I've been going about trying to fulfill that fantasy of mine wrong this whole time. Maybe infact instead of straight women I need to be looking for lesbian, buch lesbian women that want/need to be the ones in control of a sexual encounter and fulfill the role of a man... My issue being that while that would be the attitude of the person I need for my fantasy I also want the feminine parts of a woman from taking care of herself and shaving to having a nice set of tits that would flop about as she is owning me like the slut I long to be. To be certain this fantasy of mine is, or rather has, turned out to be much more complicated to fulfill than I ever thought it would be.... If there is or are women out there that have fantasies about gender swapping and role reversal please message me so we can at least fantasize about it together, even if it's only online....

I lost my virginity in college. Prior to that, I only had messed around with two women, but didn't have actual sex with. First one was my first gf - I got a few hand jobs, and a single, awkward bj, before we broke up.

Now, the second one was something different.

It was the summer before college, and I was spending it at my grand parents house. They lived in a small house, on the Mediterranean, and I would always spend my summers there. Now, this might sound like a confession of a super rich man, to a non European, but my mom originated from this little place, and my grand parents lived there all of their lives. So, not being rich, every summer, I would do kind of a house and yard work, on neighboring houses that are usually rented weekly, you know the drill.

In one of the small, stone houses, there was a woman, with her husband, but he traveled back and forth to the city, being there mostly on the weekends, and she stayed almost all through July and August.

Now, when you are 19, you imagine a 50 year old woman, as this old, wrinkled up granny. No, she was all the opposite of that, slim, petite, beautiful blonde, and she was so obviously a big city woman, you could see it, by the way she dressed, acted, her accent, and peculiar choice of wine she would drink, all day, every day. I thought about her a lot, since, she would sunbathe topless, when I am around, not caring about my gazes. I remember finding that strange, but on the second thought, she was sunbathing on this stone patio, that got out straight to the sea, so people swimming or passing by in their boats, could see her as well. Her tits were very small, but still firm, and I thought about them, as soon as I would go home, and was by myself.

She was giving me attention, only I would think that I was imagining it. She would suddenly have something to do in the house, while I was cleaning, sometimes in a dress, usually just in a bikini bottom. Now, in retrospect, I was a perfect target for a summer fling, I was young, I looked good, from all the work I put on, tanned from exposure to the sun.

I kissed her one afternoon, when she had to go into the cupboard, at the time I was in it, and it was obvious she just wanted to initiate something. We were in the bed, and when I got down on her (only sexual thing I did before and felt comfortable doing, wanting to show that I am not some schmuck, but a seasoned lover), I saw that she had nothing under her dress. Her pussy was bald and perfect, and she came really, really fast.

As I took my shorts down, ready for more, I guess she came to her senses, and asked me to stop. She said she is sorry, but that I have to go.

You can imagine the blue balls I had that day.

Tomorrow, she acted if nothing has ever happened.

The day after, her husband came back.

And that was it. I thought about that woman, for solid five years, at first, every night, then once a week, than monthly. This morning, I remembered her again, and decided to write this.

I've always had this fantasy where I'm at a house party and it's like 90% guys there, I'm one of the only girls.

Well maybe I have a little too much to drink. The guys realise and start making fun of me for it. They're grabbing my face and telling me how stupid I am to be in this state around a group of men like them. I can't even form sentences or lift my arms as one of them pulls my top over my head. I haven't worn a bra, expecting it to be a casual night, so my tits bounce free as the men laugh at me. 

One of the men starts recording, and several of them start grabbing at my breasts, pinching and pulling on my nipples. Without realising it, a soft moan escapes my mouth. This drives the guys wild. "She's actually fucking enjoying it".

My short skirt and panties are quickly removed. I don't even know what's happening, I can just feel so many hands on me. I feel them shoving roughly into my pussy, pinching my clit and even probing around my asshole!

Suddenly I'm being lifted up, and placed back down on a man's lap. I feel an intense pain as he starts pushing his cock into my ass.

I'm more alert now, but it's too late to stop what's happening. Another man comes between my legs and enters my pussy. I feel like I'm going to tear open, I'm so full, but as oo as I open my mouth to say "Please, No!", a third cock is shoved into my mouth.

I don't know what sensations to focus on, my ass and pussy are being pounded harder than I thought possible, and my throat is filled by thrusting cock, blocking my airways. 

Maybe I pass out. Maybe I wake up and 6 more guys have lined up to have their way with me. And when they're done, they'll continue drinking, making me crawl from man to man drinking down his piss.

Because I did enjoy it. It's what I'm made for after all. 

Such a shame it's just a fantasy, haha 😳