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  1. Between the Industrial Revolution and World War I, there was an explosion in cases of “female men” who took advantage of urbanization and its conditions of anonymity to pass for male. We don’t know how many there were, because for every female man who was exposed in the press there might have been dozens who successfully avoided detection. Historians frequently argue over whether particular female men should be considered transgender persons, proto-feminists seeking economic opportunities not available to women at the time, or butch lesbians protecting themselves and their lovers from scrutiny
  2. So I have recently begun speaking with a lady on pocketstars who is very sexy and understanding indeed. I mentioned to her that it was my fantasy to be told to dress in a leotard and tights like a ballerina and forced to hold until I either wet myself or mistress instructed me to pee. Well I was encouraged to order said items and mistress informed me that she would indulge my whim. I ordered away and the items arrived. I wasn’t allowed to cum until the day and not after the event. This was some 5 days of waiting. I can’t tell you the feeling I had as I slipped on the tights and Leo for the fir
  3. So, I recently got a pair of what I'm pretty sure are female athletic shorts (I've never tried anything like this before but have always wanted to). Grey, not super tight, fairly short, and really fun to wet. And yesterday was perfect for a hold. So, wearing these shorts and some blue boxer briefs underneath, I set some protection on my chair, drank a big soda and two big cups of green tea, and once I had to pee pretty badly, I went onto the Live Action Omo thread and asked for some challenges. No one came on, so when I really had to go, I sat with my legs spread and held my breath, which
  4. Hello, beautiful people! ☺ I haven't posted in a while and I tbought I'd create another mini thread of my average crossdressing wetting experiences :s 20210214_022424_2_1_1.mp4
  5. I'm sure there are other men who enjoy wetting while crossdressed in skirt/dress and panties or other female clothes. I'm wondering what goes through your head while you are doing it (do you fantasise "being female" for instance?) and what led you to start doing it in the first place
  6. Well I have done a scenario that was very inconvenient for me when I tried wetting in some female clothing. So the other day my sister was giving clothes away again to charity and it was a massive plastics bag of old clothes. I was not really looking for new wetting clothes but thought to myself it never harms to stock up on some other outfits or even try something to wet in that I haven't worn before. Nobody was at home so I took my time opening the bag and scanning through the piles of clothes. There were some super super tight light blue jeans that I fou
  7. View File Cute CD/Tgirl wets her panties Cute Japanese CD/Tgirl Manamirino wets her panties in various public places (all short clips). More can be found on: https://www.xvideos.com/profiles/manamirino#_tabVideos Being a CD myself, I am quite impressed by her taping technique to hide her little penis and creating a nice female pubic area (shown in this longer vid: https://www.xvideos.com/video38684077/manamirino warning: nudity; not included in the uploads ) Submitter Cathyva
  8. (Wanted to write a fic like this for a while now! A friend of mine talked about it with me. I'll definitely make this into a series with more characters and scenarios, but at the moment this was partially to see if I could still write good desperation because I haven't written something like this in a good long while Also I like to think you can enjoy this series without any prior fandom knowledge!) An elusive and exclusive prep school loomed over the city, surrounded by trees and casting its shadow down onto the remainder of the buildings. Once the school was open for all e
  9. It’s been a while since I’ve posted anything so I decided to post something; that being more miscellaneous pics from miscellaneous wettings in crossdress hope y’all are doing swell!
  10. Hello beautiful people! I hope er’ryone is doing well. I made a post a li’l while ago and it got a lot of love so I’ve been meaning to post more of my, albeit, crappy content... so uhhhh, here is some..? IMG_9893.MP4
  11. ‘Ight so I obviously really enjoy wetting myself (or I probs wouldn’t be here) in (really uncoordinated) crossdress and like 3/4s of the time I’ll film/take photos of it. I dunno why. Posterity, I guess? Probably not, but I enjoy it, so idc! ANYWAY, I’m pretty high and sharing some experiences is what I want to do right now. I hope er’ryone is doing well and I hope you enjoy! FullSizeRender.mov FullSizeRender.mov
  12. Two quick asides at the top: first, I'm a casual crossdresser and this experience I'm about to share involves me having an accident in women's jeans and high heels. I'd like to think it's becoming more acceptable, but brew your cup of tea however you like. Second, in case you're interested, I drank so much water and held it for so long that I had to get up and pee three separate times between my accident and writing this story *** Ever since I stumbled upon the amazing concept of "rapid desperation" years ago on this site, I've played around with trying to make m
  13. Afternoon Wetting View File I'd been holding most of the day, decided to record myself letting go in my underwear Submitter dnas Submitted 10/18/2020 Category Male  
  14. View File CROSSDRESSING AND PEEING MY PANTIES. Some of you already know i like to crossdress from time to time. This is my first public appearance while being dressed up. I didn't put much effort into it though. So don't judge my appearance to much on this one. This was just a spert of the moment thing. I found a donation bag with some old clothes in it. Some of the items looked like they would fit me. So i just tried them on real quick. But i had been holding since breakfast, over 7 hours at this point, So i just let it go. I hope you like it
  15. Hey guys and ladies of omorashi.org! Here's a video for anyone interested in crossdressing and wetting. Enjoy Screenerinos: Please let me know if this is a thing that people would want to see more of. And feel free to give me suggestions for things to improve. I am aware of the many problems in this video, such as lighting, poor quality, background noise, etc. I am also aware that my arms (and myself in general) are incredibly skinny, and I apologise if that's distracting. It is a health issue that I am currently taking care of. If I make another video, I'll wear something long-sleev
  16. Author's Note: So waaaaaay back in 2015 I did a poll to choose what story I would write. Three out of four of them were completed in some form, but I totally forgot about the last one. That is, until @JTeam_ reminded me. It's been long enough, so here it is. ------------------------------------------------------------- It was the middle of June, and it was certainly a hot one. On a day like this, there was nothing better to do than relax in a nice refreshing pool. And that’s exactly what Kelly Clarke and her friend Jenny Matthews were doing. Kelly surfaced, the wat
  17. I'm very excited to share with you guys my last wetting experience ... it was definitely very wet. I normally try to do at least one massive jeans wetting per week. Sooo when the desperation began, and I was deciding on what to wear while wetting... I decided, to make it more exciting, to let the discord chat choose for me. After long discussion and arguments, the chat finally came to a conclusion to choose my tight blue jeans with my over knee-high boots. I was very skeptical over the high boots because they are always very difficult to clean up afterwards. BUT the chat spoke and
  18. Since I lost my wife a many years ago to cancer my pee activities have been solo again my late wife loved all aspect of pee play but life moves on and you have to get on with life and however sad things are you must still move forward so being single again in my late 40s and now on into my late 50s I had a deep burning desire I have to say I have no idea where this came from or why I should feel like this even more so at this age and time in my life, but you know when you get one of those nagging things and ideas in your head they keep rearing up and however much you think it silly and daft
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