The Paths We Have Taken

[CDCURIOUS1]

I thought a thread telling about each of us would be great.

I have been cross dressing since I was about 10 years old. My 3 older sisters used to dress me up in their school uniforms (blue plaid skirt, white blouse, white stockings, and black shoes) as a joke. The joke was on them because I fell in love with dressing up. I used to sneak into their rooms when no one was at home and dress up in all of their clothes. Having 3 older sisters, I was able to choose from a very large wardrobe. My favorites were a faux fur minidress with knee high boots from my younger sister, my oldest sisters wedding dress, and my middle sisters nightgowns.
When I was about 15, a girl down the street found out about my dressing and invited me to her house while her parents were at work on the pretense of studying for a test. When we went into her room, she asked if I wanted to try on some of her dresses. I turned dark red, but quickly answered yes. We played dress up for the next 4 hours. It was the first time I ever felt accepted as a crossdresser. She and I played dress up constantly for the next 4 years. My most favorite time at her house was when I got to try on her prom dress. It was a long green felt dress, cinched at the waist. I put on a pair of panties, a padded bra, the prom dress and a pair of matching shoes. Marie added some extra panties in the bra to give me more feminine cleavage, and topped it off by bringing out one of her mothers shoulder length blond wigs and a little make up and lipstick. I was transformed into a lovely young prom queen. We laughed and danced for hours.
About a year later, we were playing dress up, when her older brother caught us. He had came home early from school. I knew I was busted and thought he was going to kick the s*** out of me. He stayed quiet for a minute, then told me he wouldn't tell if I would let him have his way with me. I had never been with anyone before, and had been wondering what it would feel like to have someone make love to me like I was a girl. I agreed and we went into his room. It was my first time and it was painful at first, but as soon as I began to relax, it became one of my most enjoyable experiences of my life. I had finally been accepted as a girl in a very intimate setting. We made love many more times over the next few years, and I enjoyed being treated like a girl.

 

[BiDrew42]

I've never considered myself to be a cross-dresser, but I have gotten pleasure from wearing women's panties. When I was 12 years old, I made some money babysitting for a single mother. She had a five year old son and I would babysit him some nights while she was out on a date. She was a very attractive woman, 27 years old, and she always dressed very nice.

One evening after I had put her son to bed, I went into her bedroom and went through her dirty clothes hamper. I found a pair of cotton panties with "Friday" imprinted on the waist band and was really turned on, especially after I took a deep sniff. I quickly stripped and pulled her panties on and admired my throbbing cock through the thin material in a full-length mirror. I ended up masturbating, being careful not to get any cum on her panties.

I babysat her son at least once every weekend for the next month, and I always dressed in her soiled panties and masturbated. I got bolder as time went by, and one evening I went through her dresser and found some incredibly sexy panties. She had a pair of crotchless black lace panties that fascinated me. I loved putting them on and masturbating. One evening I pulled on a pair of panties that I thought she wouldn't miss and wore them home under my own underwear.

I never wanted to wear her bras, although I did enjoy pulling a soiled one out of the hamper and inhaling the scent of her. I also wasn't interested in trying on her dresses or any of her other clothing except for her panties.

She caught me eventually, of course. I had stripped and put on a pair of her soiled panties and fell asleep on her bed after masturbating. I was still asleep on her bed when she got home, and when she woke me up I was terrified that she would tell my parents. I had no idea what might happen to me, but I couldn't imagine anything good. I was also hugely embarrassed. She told me to take off her panties and get dressed, and stood watching me as I did so, which embarrassed me even further. Then she lectured me about going through her things without permission, and said she should tell my mother what I'd been doing.

I started to cry at that point, and she took pity on me and said she wouldn't tell but I had to promise not to go through her things any more without permission. I didn't think she would want me babysitting for her anymore but she told me she would need me again the next night. I apologized profusely and thanked her for not telling my parents and I swore I would never touch her things again.

The next night I got to her apartment at 7:30 and she was dressed and ready to go. I was still very embarrassed but she told me not to worry about it anymore. As she was leaving she told me she had left something for me on her bed and I could check it out after her son was asleep. It turned out to be a pair of soiled panties. I was scared and thrilled all at the same time, and even though I was horny as hell, I didn't dare touch them. When she arrived home later she asked me if I had enjoyed myself with the "present" she had left me. I told her I had been too scared to do anything other than look, and she told me that in the future I had permission to touch her panties if she left them out for me, but that I was not to go through anything else without her permission. I was frightened and confused, but I managed to let her know that I understood.

I babysat for her for the next five months, usually on Friday and Saturday nights, and she left a pair of soiled panties out for me every time. I fantasized about having sex with her while I wore her panties, but that never happened, and she never touched me or saw me dressed in her panties again. I always finished my business and had her panties back in the hamper by the time she arrived home.

My family moved away and I never saw her again, but I still think of her with great fondness. Hers weren't the only women's panties that I have worn but were certainly my favorite.

Drew

 

[neon_noodle]

Nice stories guys. Hot too.

My first experiences were looking at my step-mothers panties, and putting on her high heels. I coundn't imagine how anyone could walk in them. Years later, I'm pretty good!

Then as I stared dating, I'd "borrow" a set of my girlfriends panties to jerk off in, sometimes with them watching. They always seemed to enjoy watching my hard cock bob up and down as I stroked against their soft satin panties.

I almost always jerk off using panties, and I don't really think that's CDing. They're sexy, soft, and remind you of either your woman, or women in general. Why would you use anything else?

In the last year or so, I've gotten more into CDing (check out my story for a mostly autobiographical story of myself), first wearing my woman's sex clothes until I had some of the best cums of my life, then getting my own set.

Now I have my own sexy schoolgirl costume, with high heels, fishnet stockings, garter belt, red plaid skirt (which feels so good rubbing against my stiff cock), and tight white blouse. I dress up in it sometimes, loving the way I feel so high and sexy and slutty in my heels. Then I have a 1-2 hour jerk of session, looking at bi or tranny porn until I've just soaked the satin panties I've been jerking off in. When they're really wet I move them up to my lips and greedily suck and lick up the pre-cum, which makes me feel like such a slut I have to stop stroking with the other hand or I'll cum.

When I finally can't take it anymore, and really can't jerk off more as each stroke threatens to spill my load, I fast foward to that beautiful moment when a hot transsexual starts to blow her load. I kneel on the bed, and grab hold of one of my heels, with a porn mag showing some slut with a tasty cock in her mouth or pussy, and just let myself go.

I moan like a little bitch, and then the pre-cum flies out of my cock, sailing over the porn mag, and onto the panties or jelly cock I've placed over it, totally soaking them, and then rest of my cum completly covers the slut and that nice cock. With the cum still dripping from my cock I stuff the dildo or panties in my mouth to slurp down my still warm cum.

Then I turn back into a regular, everday guy. I don't have any desires to get dressed up and go out, or to try to pass. It's just a nasty, personal fantasy I have, and I love it.

 

[Grey Fogg]

I've never really been interested in CDing other then in the deepest darkest regions of my mind buuuut......lol

I did like the feel of pantyhose once when I tried them on .... and I have found the odd soiled panty erotic.

I never really thought about dressing up as a girl since I never thought I would look passably enough like one and it would ruin the illusion. On the other hand wanting to feel occasionally like a slut is probably a contributing factor into why I started to like guys in my teens.

Who knows?

Nothing wrong with CDing though in my opinion so rock on guys/girls and have fun

(P.S. I have seen some damn cute full cross dressers that made me do a double take and chuckle a bit to myself)

Peace,

Grey Fogg