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When I was about 13 I sneaked into my younger sister's room and looked through her wardrobe. I found this blouse that I didn't remember ever seeing her wear, it was a pink satin slip on with a round peter pan collar placket and short frilly sleeves. It was so ultra girly that she'd probably never be seen dead in it. I'm not sure why but I sort of dared myself to put it on even though it was far too small. I had to put my arms really close together inside it and put my hands into the arm holes. Gradually I pulled it down until finally I had it on. Then I did up the buttons one by one, right up to the top. I couldn't believe how sissy I looked in the mirror, or how hard my cock was getting. Looking through her drawer, I found a pair of short pink nylon pyjama panties with flowers on them. Trembling, I put them on over my hard cock. The feel of them hugging my ass was amazing. Finally I put a pink skirt on to complete the outfit. Seeing myself dressed as a little girl in the mirror was too much, I masturbated like crazy and came half way across the room.
I look back at the pictures and feel like such a sissy. My totally hot young neighbor girl stopped by a few times. She got naked in my pool, she let me eat her pussy but wouldn't let me fuck her unless I wore her panties. I gladly did and she has pics of it but I never got to fuck her. This happened more then once too.
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 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 am a closeted faggot and i love looking like a female, with lingerie, skirt, jewelery, makeup, high heels shoes and wig.and i love fat over 50s men to fuck me and take pictures, telling me they will show to my family.
A while back, after a breakup, I had been using phone sex services regularly. I usually used Femdom providers.
One woman I called kept telling me I needed to get peach colored lipstick to give blowjobs. She figured had a slutty alter ego.
After using her regularly, I got a notification for registered mail waiting at the post office. I got the parcel and opened it up in the car. It was a pair of silky panties and a note from the provider. I called her later that day and she made me put on the panties and lipstick and promise I’d suck cock.
That started my secret fetish. I dress up in stockings, 4”heels, and lingerie and act as a cock hungry sissy slut.
I want a group of girls to force me to wear women's underwear and then laugh at me and taunt me
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
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'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.
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 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 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 am a 24 year old male and I absolutely love to wear women's clothing, lingerie, panties,bras, skirts, etc. I love to wear Hello Kitty, Disney Princess and Victoria's Secret Pink panties. I am completely obsessed with wearing girl's clothing and have done it since I was 16. I love women's clothing and I wish I was born a girl. I am jealous of women for getting to wear those clothes all the time.
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'm secretly a sissy slut to all my friends my girlfriend gets me sissified and takes me to her friends house and let's all her big dicked men fuck my sissy hole relentlessly while she makes fun of my sissy clitty(that's what she calls my little dick )
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.
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
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