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I have been a closet cross dresser since my early teens seeking my mother’s panty hose and underwear I thought I had kept it well hidden when I turned twenty I got a place of my own I found it very hard to get my women’s clothing since I didn’t have the courage to go out in public which brings me to my story . a friend of moms named Sherri was bag ng problems with her old man and they had spot up she came to me and asked if she could move in and help with the rent I was all for it Sherri wes a tall red head very pretty and we’ll built a couple of weeks went by she was gone one evening a pair of her sandals was by the door so I tried them on this was the first par of ladies shoes that was even close to fitting me I had ever put on the Feeling was overwhelming I walked around the house n her sandals and made my way to her bathroom once inside I locked the door and started looking around she had everything razors makeup there was panties everything a young crssdresser could hope for I ran me a hot bath in her tub and climbed in after adding some oils I lathered my legs up and shaved them for the file time in my life I will never forget that feeling I than shaved my armpits and got out of the tub and tried to drain it but my hair kept plugging the drain finally I got the water out and looked at my body in the mirror I couldn’t believe it was me next I put on a pair of her panties and bra the bra was tight but I got it on anyway than I put the sandals back on and opened the door to go into the kitchen and there stood sherri I didn’t know what to do or expect from her she smiled and said I finalize fought you I said what it turns out that she knew all along womanI was a crssdresser.I tried to get my clothes and she said no we are going to discuss this right now in the kitchen we sat at the table and talked for hours about my desires to dress as a woman so that eventful night started my life as a woman she told me that I wasmto spend the next three months totally as a woman except when I was at work then I would just wear woman’s undergarments so my transformation started Sherri helped me become a woman I was to keep my body totally shaved nails panted while in the house wear makeup everything a woman does I was in heaven until one day when Sherri told me its time we tàke another step tonight you will go out as a woman I bathed shaved and put on a pair of Sherri’s panties andpantyhose and her bra since I still didn’t have anything of my own then makeup and lipstick coupon ear rings all with Sherri’s help she than went to her room and returned with a pair of capri’s and a black sleeveless top and black sandals when I got it all put on I looked amazing all but my has but Sherri fixed that she found me a long black wig i couldn’t believe it I was finally a woman and I was scared to death about going out our first stop was a gas stop I pumped the gas then went inside to pay I dropped the money and a man bent down picked it up and handed it to me I thanked him and paid and went back to the safety of our coutthen we went out to a different town for the night out we got to the town 65 miles away Sherri sent me in to a motel to rent a room and the lady working there didn’t say anything other then enjoy your stay to be continued

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4 years ago
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Me dressed as a Gurl

this happened about 25 years ago when i could half way pass i went to this night club for crossdresser, transexuals and transvestites west of balboa park one thursday night it wasn't has busy has on a friday or week end but there was a nice crowd mustly crossdressers a few trannys it was not to late about 8:30pm the company was fine mainly playing pool and looking around some good conversation us gurls we in back the guys were in front at the bar checking us out i was dressed to kill had on...

4 years ago
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F8221 Is For Facial

He stared at his reflection in the bathroom mirror, making faces and sticking his tongue out at himself. “I hate my face.” He said. He could hear her in the bedroom, putting away laundry from the sound of it. “I hate my face!” He said, louder this time so she would hear his complaint. She appeared in the doorway with an armload of towels. “What are you babbling about?” she asked. “My face. I hate it.” “Well, I like it.” She pushed past...

4 years ago
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Old grey

Im matt 35 year old business man, i work in the city (ill keep my location private) and travelled there daily on our wonderful public transport system. I would catch the same train there and the same train back everyday, monday to friday, without fail. Now those of you who catch a train will know that its often difficult to find a seat or even enough space to stand so the occasional brush of my cock by some female stranger is a guarantee so ill stomach the horrific public transport this...

3 years ago
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Face the Strange Chapter 411 Parts Unknown

FACE THE STRANGE by Crazy Baron Chapter 4: Parts Unknown As Martinez the militiaman stood there quietly, staring down at me, I closed my eyes out of fear and hoped feverishly that he would not lay a hand on me. In a moment of mind-boggling stupidity, I had attempted to seduce him in my female form, having forgotten that I was completely in his power anyway. It only remained for him to name the price I would have to pay for my latest mistake. Hardly ever in my life had I...

3 years ago
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AxemanChapter 24

“We get instructors, and for every ten tickets, we get a Silver key, lockbox or silver and one in twenty Silver lockboxes I open, I get to choose an item.” “And who in the hell is her?” Nat felt she had held her tongue long enough. “She,” Matt corrected. Earning a death gaze from Natalie. Matt and Nat went at it again. “This is Natasha Kozlov. She is our new teammate.” “And a spy,” Jude didn’t like her. “Maybe. Maybe not. Who knows what the future holds?” “But we do have two Nats....

4 years ago
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My friends wife

I am the regular reader of ISS very exciting stories are been written by number of writer it really gives the hard one while reading maybe its just assumption Or Real only the writer knows it but its really good to Read it. I am narrating my part of the story you can assume as you want Real or my Mind. I am a man aged 40 years married since last 7 years have a very plump wife who is fat & enjoy fucking her regularly. Since I am not satisfied with the quality of sex with my wife I have a roving...

3 years ago
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Country Boy City GirlChapter 31

After leaving Linda had gotten permission to spend the night with Holly, and it was obvious from how bloodshot and puffy her eyes were that Holly had a rough night. I drove them both to school, and they said they were going to the library until it was time for class to start. I went and took at our usual bench, and started reading my history textbook. About five minutes later Keith came up and dropped his backpack on the table. “Hey dude, where are the girls?” I looked up at him, and said...

3 years ago
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My first blowjob

Most of my life I'd never touched a cock but my own.  Then.... around the age of thirty-six, I started getting curious about men. At first I just touched or very briefly licked a few guys at places like the adult theater or sauna, but hadn't done much more. This particular night, however, I decided to go to a sex party at a local adult bookstore/theater/steam room. This is a monthly event that they do that draws maybe fifty men, women, and Tgirls. Between the mixed crowd, the open displays of...

Trans
1 year ago
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FullOfJOI Summer Hart Biggest Load Ever

I am so horny for you, I cannot wait to take out my fat tits and rub them in your face. Do you like the way I squeeze my pink nipples? A lot of guys stare at me all day long, but I was waiting to get home to you. You can stare all you want. I want to watch you to watch. Will you pull out your cock for me while I show you my red bush? You like redheads, right? I had a feeling you did. Especially the way your dick is getting so big for me. I want you to stroke it while I touch myself. I want the...

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