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I am obsessed with female clothing. Yes, I am a closet cross dresser. My girlfriend knows nothing about my cross dressing. We had an argument so I left and went into the city which is fours away. Taking one of my slutty cross dressing outfits with me. I had a room and decided to finally go out in public like the sissy slut I have always wanted to be. I went to a bar and was hit on right away. I hooked up with the guy and ended up back at his place. When he took his close off he had the biggest cock I had ever seen. I felt a strong sensation to suck it. He walked over to me and stood with his big cock inches from my face. I picked the semi erect mammoth and with out hesitation started sucking on it as if my life depended upon it.
When he had me straddle his cock so he could take my virginity. He also stroked my little sissy cock at the same time as I humped his cock. When he climaxed so did I in the most mind shattering orgasm I ever have had. I spent the night with him and found it hard to leave the next day. I want to be with him more than my girlfriend so I broke up with her. Looking forward to visiting my new lover and his wonderful cock.
I female friend of mine always asks me to give her money and I usually do. She wanted twenty bucks the other day and I said she had to show me her tits. She laughed and said I wasn't going to see her tits for twenty bucks. She said to give her the twenty bucks and take all of my clothes off in front of her. That's what I did. Not sure how that got turned around but it was fun.
#sissy #exhibitionist #voyeur #nude
I get high on meth every day and when I get high, I rage with the desire to dress up as a woman (I'm a guy) and have sex with straight men who love to abuse sissies. I like being bullied, mistreated, and fucked, anything the guy wants to do I'll let him, the more humiliating the better.
#meth #sissy #cumdump #humiliation
I wish my best friend impregnates my wife. I would love to raise the child as my own. I just want my child to have better genes than mine. My friend is triple the size of me, you know i dont deserve to have a child.
I wore a sissy baby dress and red very shiny and bright panties when I answered the door when my wife's boyfriend came to pick her up for their date. My wife didn't know I was going to do that. When she stood at the top of the stairs she was just wide eyed staring at me. Her boyfriend kept his cool and was talking to me on our couch. My wife came down the stairs and started appoligizing to her boyfriend about me but he stopped her and said he understands why she and I both needed a real man in this household. I said if he would like to move in our home he would be considered the only man in the house. He said he would like to talk with my wife about it and let us know when he made a decision. Needless to say he moved in about two days later. I and my wife have worn nothing but dresses ever since. He moved in to their bedroom . I have moved in one of the other bedroom s on the first floor. My wife tried to embarrass me once after that by inviting several of my friends over for a party one night what she learned was all my friends thought I was a woman they always saw me in nothing but a dress. None of them had any idea that I was married. And certainly not to another woman she was glad she didn't tell them she was my wife.
So I'm straight but I enjoy anal play...so one day I found an object (dildo like) and whilst showering fucked my ass.
It was the best orgasm I ever had, when it goes to the second sphincter the feeling is amazing...
I got married and found out I married a sissy male, so I decided he will become my sissy girlfriend. Without his knowledge I have been feeding him female hormones and getting him to dress like me in the bedroom.
I attended a military style boarding school from the seventh grade thru graduation. The junior classmen were enjoyed by senior classmen. By the time I was far enough along to have my own junior classman I as solidly a sissy with a well developed desire to please. Finding a well developed junior top was difficult but not impossible. My junior was nicknamed Gato, a native of Colombia. In no time he had me making his bed, polishing his boots, sucking his cock and bending over to tie my shoes.
As a full grown adult I recognize that a bottom is born a bottom, and a top is born a top. Thank God I was born a bottom.
I wanna do this, but only once and never again. I want a clean person, good hygiene to come over and not say a word. I want to be wearing nothing but a pair of satin panties and suck a man’s cock and balls…and suck that dick and rub those balls until I get a mouthful of cum and then send him on his way. I’d swallow every drop. Oh…I’m a man and got a hardon thinking about it. One and done
#once #cock #cum #sissyforaday
When I was younger (I won't say how old) I used to talk with older gay guys online. I eventually started taking pics and even taking requests for what they wanted to see. A few wanted to see me in panties so I would swipe from my sister's dresser and put them on. I guess they looked good because more and more guys wanted to see it. Eventually it led me to buying a wig and putting on my sisters clothes & makeup for them. It then went from pics to vids of me stripping and masturbating for them. Thinking back now about it turns me on so much. I often times wish I was a girl.
I confess that my fetish is dressing as a sissy, I have so many outfits, wigs, breast forms, etc. I love to fish and know many places where I can fish without too many people around, but am always cautious. I love fishing in only panties and bra, so as I can get my tan lines set. Last year caught a few nice fish and poised for selfies dressed and holding fish and even put them online in a few places.
One day as I was waiting for it to get light, staying at motel along the highway, where the speed limit is reduced to 35 mph, was dressed slutty and was un-tarping boat, many truckers drove by and this sissy was in plain view for them to see. It was very exciting. I also dressed wearing a long fishnet pink dress, pink bra and pink panties with wig on, filled the truck up full of gas and drove home and on the way, stopped for an espresso, another thrill.
This sissy has been online searching for new outfits for this years journey. So looking forward to playing dressup in cabin and being displayed outside for all the truckers and fishing, looking like a sissy. Deep down, have always wished I were a female
I have been dating a girl for 5 years total and there was a break in the middle, in the break I found a taking to bbc porn, the more I watched the more I craved I got a small dildo in that time, about 6 inches and I quickly loved it, after I bought it and used it often I got back together with the same girl a few months later, but I never told her about my exploration, since we’ve been back together I’ve gotten 4 more dildos all black of course. Smallest being 8 inches and Biggest in size being 12 inches and as thick as a beer can, I fuck my self daily dreaming of big black cocks absolutely rearranging my guts while I’m sucking a load down my throat from another. She still doesn’t know and if she finds out I’m curious if she’s going to leave me or fuck me harder than anything on this planet, hopefully it’s option two :)
I was a long time cross dresser. I had girl friends cuckold me and dress me as a slut. I enjoyed being a girl and became sexually excited putting on female clothing. When I got married I never told my wife but she found my stash of female clothing. She thought I was steeling items of clothing from women I was having sex with.
I had to confess I was a cross dresser which she did not believe. I has to dress to prove it to her. She was disturbed by all this at first but after several months later she told me to dress like a girl when at home. This was not a choice it was a demand. I dressed with the items I had which made me look like a whore/prostitute. When she told me she was going to take me down town to get some new outfits dressed like a whore I broke down and cried bagging her to not make me go. I won and did not have to go to town dressed like I was.
. She returned with plastic pants and diapers which I now wear all the time. She told me that since I was a baby she would have to treat me like one. My pacifiers are all little short fat cocks that I suck on. I am only allowed to dress as an adult baby girl now at all times. When she goes to town her sister comes over and watches me. When my wife leaves her sister spanker me and makes me nurse on her tits. I am referred to as "sissy baby" or "babykins".
About once a month I post an ad on Craigslist telling everyone in the area I'll wear panties, stockings, and call them daddy. I always get responses quickly with dominant males wanting to use my mouth and ass (boi pussy). I try to find the guy(s) with the biggest cocks to make me moan over while my little clitty drips cum. More recently I've had a couple BBC and oh my I've never cum so hard. Both times eager to get to my knees and gag on them only to have them bend me over and fuck me silly. One of the times was even in public bend over a picnic table. Of course they left my ass filled with their cum. Felt sooo good being their slut.
#bbc #sissy #anal #cocksucker #slut
I am a sissy male and enjoy it immensely. I dream of finding a tall dark and handsome Man and he loves me for the sissy I am. He asks me to marry him and I say YES. I am his wife and lay curled up next to my Man every night playing with his Big Man Cock.. I m his wife and take care of him doing what I wife needs to do for her man. He treats me like the sissy cock slut I am and keeps me dressed like a whore. This is the life I want to live.
Sissy Boy C.
my wife dresses me in sexy lingerie when ever she wants me to go down on her and I love it. she has bought me the sexiest babydoll nighties over the years and all she has to do is lay one out for me and I am between her legs. She wont let me put it on, she dresses me, playing with my nipples and growing cock the whole time. I cant touch myself until after she has cum at least three times
I lost the prettiest girl pretending to be a man younger than her and talking dirty to her through emails and allowing her to turn the real me into her sissy bitch while she flirts with the younger guy which she didnt know was me. When she did find out she dumped me and now has another guy and I am so depressed. I am fucking stupid.
I'm a sissy crossdresser obsessed with wearing women's lingerie and clothing. One time, I was over at my friends house who was having a small party. The girl who was throwing the party was this sexy asian girl with tan skin and beautiful body. While everyone was in the living room, I slipped away down the hallway to her room pretending to go the bathroom. I looked on the floor and found two pairs of used panties and a pair of stockings. I took them into the bathroom and I stripped down. I wore one of them, a blue hipster cotton panties and then I put the stockings over them. Then I started masturbating while I brought the other pair of used panties up to my face and started inhaling the sweet perfume of her pussy. I could hear everyone having still drinking and having fun and nobody knew what I was doing. As I was about to cum, I took the sweet smelling panties I had up to my face and brought it down and came into them. Because I made a mess, I decided to clean it up by licking my cum off her panties. Once I was done, I put my clothes back on again and put everything back where they belonged and went back to the party.
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