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First Time In Pantyhose

I've written about this experience before, but thought I would provide a detailed account.

I was 12, and in the 6th grade. Puberty had struck, and women had become far more interesting than ever before. But hey, that's par for the course for boys. I remember sneaking up into the attic where my eldest brother hid a stack of nudy mags (Playboy, Penthouse and more). As my friends would drool over the nude pictures of women, commenting on boob size, etc. I seemed more interested in those women that posed in stockings for their photos. Maybe that was my first clue... mom wore pantyhose, as did my older sister. My teachers in school would wear pantyhose, and the girls in my class started wearing them as well. I found myself staring at all those lovely nylon clad legs in class. This was the early 1970s and pantyhose were mainstream. The bare leg look was far less common than today. I was really curious about pantyhose.

One Saturday afternoon, my curiosity finally got the best of me. My middle brother and I were the only ones at home. I went into my parent's bedroom, and went looking in mom's dresser drawers. I opened the bottom drawer and BANG! It was full of pantyhose. I pulled out a pair of nude hose and stared at them. The only thing I could think of at that time was how these things would feel on my legs.

I took off my pants, and then began to roll down the leg of the pantyhose as I had seen my mom do previously. I began sliding the bunched up nylon over the toes of my right foot and began to slide the nylons up my leg.  SHAZAM!!  I immediately noticed two things...(1) the pantyhose felt incredible on my legs, and (2) I had a raging *****, LOL! I could hear my brother down the hall, so I took off the pantyhose and put them back in the drawer. I hadn't even pulled them up all the way - just over the one leg. It all seemed so wrong, and I felt guilty about being aroused. Yet, I didn't forget that feeling...ever.

It wouldn't be long before I would try them on again. And the next time, they went on all the way up! OMG! For the first time ever, I was truly envious of women. Afterall, they could wear pantyhose anytime they wanted and no one would give it a second thought.

Pantyhose are the very first item of women's clothing I tried on. And if you've read my other stories, you might know that my first ****** occurred while wearing pantyhose. I suppose you could say that pantyhose were my first love, and I still love them to this day.

I did not understand crossdressing at that time of my life, and it wouldn't be long before I would try on other things as well. By the time I was 13, I had dressed myself completely - skirt, blouse, bra, panties, slip, pantyhose, high heels and makeup - a full on tranny. I guess pantyhose were a gateway item toward crossdressing. LOL
BizSuitStacy BizSuitStacy 51-55, T 5 Responses Nov 30, 2011

Your Response


I know the feeling, Stacy. I remember putting on pantyhose . The feeling was, and still is electric, and I miss the 70s shows,all those pantyhose clad legs.

I do miss that era, along with the pantyhose 80s too!

i was 8 too start wearing my mom pantyhose in bathroom first time i feel nalylon on my legs and upper ,,and ****** is here.. later i start wearing my mom garterbelt and her stockings incredible feeling garters cover my **** *** i feel so great ,mother has a lot of differ,colors of stockings ,she put old in drawer near my bed ,every evening in bed i take two or more stockigs wearing , nad cove my **** wit stockings and sleep all night ,after years mother once saw dirty stockings and she removed all and say nothing,, later i wearing alkot of time her garters and my own stockings


I had surgery 10 years ago and had one leg shaved. To match I shaved the other leg. Then to keep warm I started wearing pantyhose in varying weights. I still shave and now as the weather gets cooler I wear control tops. However I've been experiencing lower back and hip pain and on the advice of Tom I ordered a firm LLPG and will probably wear stockings with it.<br />
I fell in love with the feel of hosiery upon my legs as a boy and that love stayed with me all these years.

very cool!

Oh yes bro, i had brain surgery and when i woke up n my room i had support pantyhose on and they felt so amazing to me and kept a constant hard on especialy when those sexy nurses came n wearing them also wich made my eyes glued to their legs. But since that 1st time that i wore them when i was 11, i wore them as much as i could and then when i got out on my own ive been wearing them 24-7 even n the bed when i sleep and i'll never go a single day without wearing them for the rest of my life and i can care less about what anybody thinks because its my life and my body and i'll do what i want no matter what. So enjoy wearing them just like i do and have a nice life n the process.

My first time was with stockings. Pantyhose came later. Still and interesting story.

Yes, by the time I was 12, pantyhose were the "in" thing. I do remember stockings, but by the time I first began to crossdress, my mom no longer wore stockings.

Stacy, at the time I fell in love with stockings, I also discovered girdles, that was about 9 or 10.

I tried stockings, garter belts and girdles, but that happened later for me in my young adult years.