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It started out as an internet friendship. Somehow we had gotten each other's e-mail address and found out that we had similar fantasies. We wrote back and forth, sometimes every day, sometimes going a week between emails. We dove into the world of our fisting fantasies. We would tell each other what we would do if we ever met. We became friends, too, sharing our every day lives with each other, our frustrations, how our day went and all the things you share with a good friend. We traded pictures of each other. We exchanged phone numbers. We talked a few times. It wasn't phone sex; it was tal… Read more

10 Steps To Sissyhood 1. You start to cross dress. Usually this happens at a young age. You identify more with your female relatives than the male ones, maybe your father is always at work, or you don't have one. 2. Your cross dressing fantasies involve you being a Lesbian at first. You find women attractive so it's just natural to want to be one and have sex with them after all. 3. You are exposed to pornography and find yourself noticing the cocks a little too much, but you push the thoughts out of your head and once you've jerked off and cum you forget about them until the n… Read more

I had the most amazing experience being caged & plugged last night. It wasn’t a plug; it was my G-Gasm Delight, g-spot vibrator. You can get them from Adam & Eve, but the latest model I have is a Chinese knock off from eBay. The G-Gasm has a symmetrical egg shaped head with a little curve & a long tube where the two AA batteries that power it go in. It is a simple vibrator designed for vaginal play, but I put it in my ass, or what I like to call my boi-pussy, like a plug. You just have to be careful with the tube hanging between your cheeks when you move around. For the past 4 wee… Read more

So how did I start crossdressing and hooking up with men? Well, here's a concise version of that story... I'd been playing dress-up with my sister since I was about 4 and it had just been a game youngsters played, but I remember one Saturday night when I was 10 thinking about how I used to do that and almost daring myself to do it again but this time fully, wearing a bra, knickers and tights as well as a dress. I remember it was a Saturday because my mum would always take us to our nans on Sunday afternoons so I had decided to make an excuse to stay home this time. So that Sunday afternoon af… Read more

1. Being a sissy is a healthy form of escapism Escapism is not always a bad thing, and it takes more forms then you might imagine. For example, meditation is a form of escapism likewise with smoking weed or even taking a bath. These are all moments in which you turn off time, shut out the world, and bring your mind at ease by focusing on your personal time. Going deeper, sissies have the benefit of being able to escape the pressures and expectations of masculinity. By taking refuge in your feminine side, you are turning off your male ego and the pressures that come with it. Sissy time allows… Read more

I find that the best way to get fucked is by wearing a chastity cage ,,,,,all the time ,you can't play with your cock ,,,,,so the only way to get any pleasure is by getting a big cock up your asshole and hope the guy fucking you can last about 15 minutes,,,,,,, i used to cum a lot sooner quite a while back while getting ass fucked but as time goes by about 2 weeks,,,,,,,, things change ,now it takes a lot longer for me to cum ,,,,,so i need more cock as the guys cum a lot sooner than i want them to,,,,,, once i get the first cock i start to get horny than they cum ,,,,,i'm so horny i need more… Read more

There is literally nothing that can compare to having a man's penis in your mouth. The feeling you get when kneeled before another man as he stands above you in a position of power and dominance, is amazing and humbling. When servicing a cock, you stop being a human being with human rights, you become nothing more than a mouth who's only purpose is to provide oral pleasure. Sucking a man's cock is the ultimate show of submission. You are giving pleasure with all your being, without the expectation of anything in return. The sugary-sweet taste of the pre-cum as it leaks into your mouth whi… Read more

I met him on fabswingers, after a bit of chatting and some nervous deliberating he invited me over. Now this was the first sexual encounter I would have with a man and the first fun I'd had with anyone since breaking up with my first girlfriend, about twelve months previously. Anyway, I turned up at his house and he welcomed me in. Originally we were just going to compare cocks and maybe wank each other off. The only time I really encountered another males organ was in public showers, school P.E. lessons and the odd fleeting glace at public urinals. So I didn't really know what to expect in te… Read more

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I was given an assignment by Princessxjazmyn to write about what it was like before i started being trained by Her, and when i first started with Her up to where i'm at now. She then said i need to share what i wrote here because there are others like me that would benefit from reading it and realize that they are not alone. well when i think about where i was before Princessxjazmyn. i think of being hopeless wanting to take the next step in what i know deep down i want but being afraid and feeling guilty that i shouldn't want this. in the past iv done things to try to "scratch" the itch of… Read more

The story about how I ended up addicted to watching sissy’s taking big black cock. I guess this is the inevitable evolution of being a sissy. A little story how things have evolved for me and how I ended up addicted to sissy’s taking BBC. My biggest dream and fantasy before used to be getting dominated by a Mistress and letting her fuck my ass with a strap-on. Although I still would love taking a strap-on in my sissy pussy from a Mistress… Read more

https://humiliationstories.wordpress.com/… Read more

She would tease me relentlessly at work, giving me sneak peaks up her skirt, shoe dangling in the break room, coming over to my cubicle to "talk" but more like to bend over so I could look down her blouse at her breasts. Sometimes when no one else was around she would play with my caged penis. She genuinely enjoyed teasing the heck out of me knowing there was nothing I could do about it. She got me to admit that I used to masturbate and fantasize about her before we started going out. And at first I had a real difficult time adjusting to the chastity. The first week she had me come over… Read more

BREAST AND NIPPLE ENLARGEMENT GUIDE: FOR ADULTS ONLY. 18+ If you're under 18 you shouldn't even be reading this. I'm NOT a doctor, this is not expert medical advice, just stuff that worked for girls and Tgirls i know. You should seek professional medical advice from your doctor before you do anything described in this guide. This is a serious, permanent change to your body and your lifestyle so do not do this unless you're absolutely sure you want breasts. Also, the use of any hormone, dr*g, supplement or body modification carries with it both benefits and dangers that yo… Read more

Based on the results from the quiz at http://www.muad.com/survey/index.php?loc= , I am so proud of what I am: Sissy test : do you really feel like a woman? Total for Kimberly = 196 It's perfect, girlie! You made close to the highest score! This means that you are a woman, a transsexual, or 100% sissy. You are almost a female, and unless you have already changed your sex, you have often thought about it. You like men only, you wouldn't know what to do with a woman, except to talk about clothes or boys. You just hope to have many clothes, shoes, handbags, and... many hot guys!… Read more

Stage one: You can distinctly recall being told "Don't put your hands on your hips like that when you stand" and "you walk like a girl". You were naturally a little femme, and had to make an effort not to show people who you really are. You tried to fit in, but got beat up a lot. As a teen you had thoughts and desires about being pretty. The "hot" or popular girls paid no attention to you whatever. Your only real friends were other boys who didn't fit in and some of the girls who were deemed to be "less attractive" but they would never consider you as anything other than a dear sweet fri… Read more

I have measured myself several times to determine what my actual bra size is in an effort to find the perfect bra for me. I have been on Proscar (Enlarged Prostate) for several years now. One of the positive (at least for me) side effects is that the d**g increases the breast size in some men. My measurements for band size is 40 and my bust measurement is 42 which means normally my bra size would be 40B. I have experimented with different brand and style bras. I have favored the Bali Flower underwire bra (size 40C) and it seems to be a nice fit. However it does not accentuate my breasts th… Read more

Over This last weekend, my Mistress gave me a gift: The "Gift" of accepting my role as Her total sissy slave. Mistress and i both have a thing against hairy Men. When it comes to sex partners, my "Mommy" doesn't like hairy Men. She likes her Men like She likes Her Women...soft & smooth. Butt that doesn't mean hairy Men are not interesting company or not worthy of our time. One such Man came for a visit this weekend, with clear intentions of seducing my Wife. She has made it clear that She did not find Him alluring, but She enjoyed his attempts to get her to change Her mind. It was a very… Read more

So this weekend, i am being 'asked' (Told) My Wife and her property (me) will be asked to spend the entire weekend at another Fem-Dom household as sissy jasmine. This is another example of my Wife pushing my limits...My comfort level. You see, while i am always her submissive at home - wearing feminine clothing (if any) and answering to her needs wants and desires both sexually and otherwise. This has become natural and very comfortable expression of our live and our relationship. A 24/7 relationship doesn't have to mean hardcore expectations or behaviors are performed every hour. She is my D… Read more

Ok..Now for the story of my first time actually having a man,other than a dildo, inside of my pussy.This happened numerous years ago before the internet was around.There was a local telephone answering and message service then that turned out to be a pretty good way to meet others interested in the same kinds of things as I was.At that time I worked 2nd shift and the wife worked,so I had the house to myself most mornings and early afternoons.At that time,after I discovered douching,I started giving myself and enema and a douche lots of mornings and I worked on my ass pussy regularly with my di… Read more

NOTA DEL 1.9.2015: HO MODIFICATO QUESTO RACCONTO PERCHÉ LO SCRISSI MOLTO "DI GETTO" LA PRIMA VOLTA, MA POI ALCUNE COSE, IMPORTANTI E "MARCANTI" CHE MI DISSE LO ZIO MI SONO TORNATE ALLA MENTE, E ANCHE IL PRECISO MOMENTO IN CUI LE DISSE; LA PRIMA VOLTA I RICORDI ERANO MOLTO "AFFASTELLATI". VALEVA LA PENA CONDIVIDERLE PER CHI HA AMATO QUESTA MIA VICENDA COSÌ IMPORTANTE E CHOCCANTE NELLA MIA VITA... Molti amici, incuriositi- e molti arrapati- dalle mie (ritrovate da poco) foto polaroid fatte al mare (con calze) quando ero 17enne, mi hanno chiesto di raccontare le vicende ad esse legate. Qualcu… Read more

In our relationship I have all. Due to his lack of performance we have a femdom arrangement . Face sitting led to chastity. Chastity led to cheating and cuckolding. Cuckolding led to pegging. Pegging led to forced-bi. Somewhere along the way I learned he would do anything. Eventually he learned to cum without his little chicklet getting touched. Time to ratchet things up. Hubby is quite small all around, barely making 100lbs. Little if any body hair ( I shaved his crotch ). Soft gentle body. He looks so pathetic and sexy when I dress him up or make him sexually please my boyfriends,… Read more

interesting text i found on a blog ---------------------------------------------------------------------------------------------------------------- The Sissy Transformation Process: How “Straight” Men Become Women. Here are the 11 phases of Sissification, which are currently floating around on some online sissy communities, such as Newfapchan. Phase 1: Softcore, then hardcore vanilla porn is discovered. Nowadays, it begins at an extremely early age thanks to the Internet (fortunately… or unfortunately)! Phase 2: Shemale porn is discovered by happenstance. Nowadays, the populari… Read more

Karen Dior (February 14, 1967 – August 25, 2004) was an American trans woman, pornographic and mainstream performer, film director, singer and writer. She was best known as a pioneer in popularizing adult films involving transsexual people. Born Geoffrey Gann in Missouri, Dior moved to Los Angeles at the age of 21 and began working in a beauty salon and performing in drag shows in West Hollywood bars. In 1989, she be… Read more

so last night i got home a bit merry and i wanted to get in and sort myself out, i got on my computer and come onto xhamster and also a website i'd been using for gay and curious men, after playing with myself for a small amount of time i recieved a message on fab (the gay hookup website) from a married man who enjoys some on the side with younger guys, and told him i'm up for meeting him if he can get to where i live after some more messages i walked down to my small village train station and went ahead and let him know where to pick me up, after about 5 mins of waiting he turned up and we… Read more