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I've always loved wearing high heels
When I was young teenage guy, about 16 or so, I always wanted to wear sexy high heels. I'd seen many high school girls wearing them and they looked so nice in them. I wondered why guys couldn't wear them too. One day while home alone I got up enough nerve to try on my mom's high heels. They felt great and looked nice on me my feet too. From that moment on I was hooked, I wanted my own high heels. But I couldn't let anyone else know what I was feeling inside. I couldn't just pop into a shoe store and start shopping in the women's shoe section for shoes. It would bring too much suspicion on a young guy like me. But I just had to get me some high heels. So I started shopping at second hand stores like the Goodwill and the Salvation Army. They had so many different styles and colors to choose from. Sometimes I would get lucky and find a pair that I really liked and sometimes I came away empty handed. Once I got home and found some alone time I would try on the shoes. It was then that I realized the heels only looked good if you had on a pair of stockings. So I had to find a place where I could buy some nylons. After getting up enough nerve to get my first pair of stockings I realized this combination only looked good if I had a skirt to wear. I always liked women in tight skirts so in my mind I had to get me a short tight skirt to go with everything. After a while I realized that I liked wearing almost all kinds of women's outfits. Over the years I've worn just about everything feminine and sexy you could think of, including a wedding dress. But the one thing I've always wanted but never had a chance to get was a pair of sexy thigh high boots. I love them but never had a pair. I'm still hopeful that one day I will own a pair.
Heels, stockings and a skirt...I'd breed you
I would let you too.
Im a closet crossdresser. I love the feel of sexy womens clothes on me. The other day i went to the gas station in a bra and panties, short denim skirt and tank top. I felt so sexy.
I love this. I used to go to a adult porn place where they had an area for all the gay men to sit and watch gay porn and stuff like that. In the back they had an area where they could have sex. I saw all sorts of sex acts going on there. I even started going there while I was dressed in sexy outfits. I loved all the attention I got. I loved all the nasty things they said to me. I love making men's dicks hard. For some reason it's exciting.
Darling you sound gorgeous. I'm into wearing feminine clothes as well. The silkier the better and stockings and suspenders, so sexy.
Lets post each other awhile, I'd love to hear from you.
Signed Chiffon Sissy
Thank you but I'm not so young any more. But I still think about the good old days.
Ohhhhh!!!! Darling, but I can imagine you think about all the frilly flouncy silky things that ladies used to wear, like nylon stockings held tightly in place over those long legs, beautiful bras' and those white nylon schoolgirl knickers, gorgeous!!!!
Look up "Spick and Span" on the internet, the photos show models in the 50's and 60's with their flouncy dresses pulled up revealing their undies, you can even see the dark shadow of a hairy vagina through those lovely white nylon knickers, bliss !!!!
I am she-male and wear ladies clothes all the time, I particularly love it when I'm walking along fully dressed and I can sense the silky touch of knickers on my penis gently caressing it. I remember once being in a BHS store when the feeling became to much and I ejaculated into my knickers, I nearly passed out with the sensation.
Enjoy being "girly" boys as its the best of both worlds.
Signed Chiffon Sissy
I did look up spick and span like you said but couldn't find the sexy content. Only the cleaning product. Am I doing it wrong??
Yes I know what you mean about the feeling
Once I went into a adult peep show. I sat down to watch the movie. I was dressed in high heels, a tight plaid skirt, heels, and a really cute top. Soon a guy sat next to me after a short amount of time he put his hand up my skirt. He started messaging me between my legs. It felt so good I came. I was so embarrassed but he put his arm aroung me and started kissing me. While he was holding me another man put his dick in my hand. This went on for quite a while with all tje men but I loved it.
Hi I too enjoy the feel of womens clothes got the pleaser knee high stilettos so much excitement wearing them for the first time powerful experience
Yes it was a powerful feeling too. I wanted someone to see me all dressed up so bad but I just wasn't ready for that at the time.
I have found the more I dress the more my needs grow I want to be fucked hard dressed up in my lovely sexy clothes I want to suck cock so much and feel a cock explode in my mouth as I hungrily suck my orgasms are off the chart when dressed I love cumming in my silk panties.
I was like that too. The more I dressed up the more I thought about dressing up. Every time I saw a woman in a sexy outfit, I never wondered how good she looked I wondered what I would look like in that same outfit. My orgasms are super strong as well. The only thing I can compare them to is my first ride in a roller coaster. Only I can't scream or squirm, I just let it explode wherever I'm at. You sound just like me. I just love dressing up like a whore, because I am one.
SOOOO!!!! Lovely. Silk panties, stockings and suspenders, lacy bra and high heels. Having your sexy silk slip lifted by a naked older man who is eagerly looking at what you have to offer erect in your panties, then as you go down on him with your tongue outstretched to lick the head of his penis, he holds your head and forces his throbbing member into your mouth.
He is in a state of bliss as you work your lips and tongue around the sensitive parts, then you can feel him cumming, you are masturbating while you suck him, then as he pumps his cum into your mouth you explode into your lovely silk panties!!!!!!!! Wonderful!!!!
Signed Chiffon Sissy
Oh! I love it too when I open the door and let him into my apartment, he takes me in his arms, kisses me and I feel his big hands caressing my body through my floaty dress and I reach down to the front of his trousers and feel that hard bulge and he lifts the hem of my dress to feel my own erection in my knickers
Then we go into my bedroom and he strips naked while I watch sitting on my bed. I see that huge erection spring from his underwear as he removes them and I want him so much.
I hold my breath as he walks to the bed, he is sixty, so hairy, so fit, so big, his testicles hanging beneath that wonderful erection. Then I lay back on the bed pulling the hem of the floaty dress up to my hips and I lift my legs high up and over his shoulders and feel his gentle fingers gelling my anus,
I pull my knickers aside, I am nearly passing out with desire, I want him inside me!! That big throbbing penis, that hot wand of lust and I scream out for him to fuck me, then that moment of pain as his throbbing member stretches my anus to its limit and I am being fucked as a girl in my silky knickers, stockings and dress!!!!
I so want to be fucked dressed as a sexy little whore x
You will adore it darling, dressed , suspenders and stockings, your silky knickers caressing your penis and your little lacy satin bra. Put your high heels on and stand in front of a full length mirror, you will feel so aroused. Then take your beautiful vintage lacy silk slip and let it fall over your body and being held by those sexy thin silk straps. You will run your hands down it feeling the silkiness and you want to cum, but you must wait for your lover.
There is a knock at the door, you carefully mince down the stairs feeling the silk caressing, tantalisingly soft and silky, you are so erect. You open the door, he steps inside and takes you in his arms and you feel his manly hands over you and you kiss.
You take his hand and lead him up to the bedroom, he is following you and you know he is watching your sexy bum and long legs under your silky lingerie.
You lay on the bed and watch him undress, he is so big and hairy and his erect penis, it's so big!!!! You must get some lube.
He climbs on the bed and lays stroking your body, you can feel the urgency in his throbbing penis, you are trying not to cum. he gets the tube of lube lifts your slip pulls your silk knickers aside and gently fingers it into your bum, then he spreads your legs and gets between them.
You know you are going to feel like his wife, you clamp your legs around his waist, you want him inside you so much, to feel that hot throbbing penis fucking you as he kisses your lips, his big hairy body heaving over you.
You are being fucked like a woman. Absolute bliss!!!!
Signed Chiffon Sissy
AAAWWWW!!! I want that so much chiffon sissy you are so lucky. I'm 15 I want to be dressed all girly in frilly soft silkie things being toally submissive to a lovely hairy man. I am sitting here in my baby doll nightie feeling my dick in the nylon panties reading your story and I love it, im cumming I want more tell me nore
You naughty girl and at 15 to!! I would love to dress you, caress you and love you. I would let my older friend fuck you while I watched, teach you how to take his huge cock, kiss you both while you are fucking and I'm standing over you both in my lovely lingerie with my erect penis being kissed and sucked by the two of you, what a romp we'd have together darling.
Signed Chiffon Sissy.