I have been into pantyhose for as long as I remember. I am not sure why I love them so much, but I can't seem to get enough, especially how beautiful women's legs look when they are wearing them.
When I was sixteen I remember playing around my mothers nylon covered legs when she came home from work. She would always wear very sheer hose and had wonderful legs.
During the summers when she and my father would be working I would try on her knee highs and would love the way they felt and looked. As I got more and more daring I would try on her worn pantyhose that were in the laundry and would even venture into the special drawer and try on her special, very sheer hose, they were very delicate and shiny. I could only do this for short period, because I had an older sister who was in the house usually at the same time. As I got more and more excited, I progressed to trying on her shoes (usually heels) with her pantyhose.
I used to wear the "Candies" slip on heels that were in style at the time, but would also put on her fancy high heels as well. One day when I had some time totally alone, I went the whole way and put on one of her dresses, a red matching two piece that had a nice short skirt and added a pair of black heels that matched well. I was hooked and loved the way I looked and felt and I would just prance around and try to look pretty and feminine. I did not have much hair on my legs and was not athletic so my legs looked very girly and I spent much of the time stroking and touching them. I continued these "sessions" for the next year and really loved being pretty and girly. When no one was home I would pick out the most feminine clothes to wear and pretend I was a pretty lady. This usually ended with me masturbating three or four times a night.
I will never forget when I had my first encounter. My parents were out of town and my older sister had a steady boyfriend, so she was not at home much at all. I had practically the whole house to myself for the weekend. I took a nice bath with bath salts added to make my skin smooth and silky. I did not have much leg hair but decided to shave anyways to make sure I was smooth and it made me feel more feminine. When I finished I decided to paint my toes nails. I had never done this before but I loved the way it made girls feet look so pretty and wanted to do the same to my girly feet. I painted my toes nails a nice pink color and then put on a top coat of clear polish and let them dry. I then began to put on makeup, remembering how my mom would do it when I would watch her getting dressed. This took lots of time since I messed up often, but after an hour or so I thought I looked pretty good.
Next, I picked out a beautiful off-white dress that was cut about four inches above the knee. It was made of very soft silky fabric and was sleeveless with wide straps that came over the shoulders. It had a tight bodice that then flared out from the waist. The hem had a little curl to it which gave the dress a very pretty & feminine look. Next came some off-white pantyhose that were very sheer, almost translucent, and very shiny. I was amazed at how the hose felt with my freshly shaven legs, very tingily and my legs looked really smooth and pretty. I just loved putting them on and would take a long time gathering them up and gliding them up my legs.
I didn't wear panties either so I could get the full effect of the nylons rubbing on my legs and body. I also put on a sexy off-white bra and stuffed it with some more hose, added a short silky slip and got ready for the dress. Unzipping the back of the dress I slipped my stocking covered legs into the dress and pulled it up. My arms glided through and I pulled the dress up over my shoulders. I drew the zipper up and felt the soft material engulf me in femininity. The skirt played over my hose as I swished around and around. I felt so feminine in the dress and dreamed of being able to do this everyday.
I found my favorite pair of heels my mom owned and slipped them on very sexily. They were off-white sandals with a thin four-inch heel and thin straps around the ankle and toes. My painted toes which were visible with the sandals added a cute sexy look that I really loved. My hair was not totally feminine, but since it was the 70's it was long, almost shoulder length, so I styled it using a curling iron, to match the styles I had seen in the Vogue magazines my mother had. With my hair finished, I got some of my moms lipstick, a soft pink color and carefully painted my lips. Looking in the mirror I saw a very pretty girl looking out, I loved it and wished I could be like this all the time.
After prancing around the house and admiring myself in the mirror I built up the courage to go outside and feel the cool air and wind caress me. Not having done this before I took till 9pm to get up the nerve to finally venture out. I slipped out the back door and walked around the neighborhood. It was the greatest thrill, and I felt so pretty dancing along as a girl. My skirt was bouncing over my pretty nylons and I was feeling very sexy.
Not paying too much attention to my surrounding, I almost panicked when I saw a couple walking toward me. I thought about running but my heels and outfit would have prevented me from running very far, and they were too close. I decided to act natural and just walk on by. As they got closer I looked up and realized that I knew the couple from school. I was terrified and tried to slip by quickly, but the look in their eyes told me the knew who I was. I was dead. It would be all over school and I would be ruined.
The guy, Jere, said "Chris is that you, why are you dressed like that?" I was speechless and mortified.
Then Sheri spoke up. "Jere, he looks as good as you do when you dress like a girl."
He got the same panicked look that I know I just had and he snapped at Sheri, "Why did you tell him that?"
Then she whispered in his ear and they both smiled. Sheri then asked if I wanted to go back to my house and show them where I would get dressed. I agreed, because I had no choice.
When we got back Jere quickly stripped and began looking thru my mothers wardrobe and picked out outfits for both him and Sheri. Sheri helped get Jere ready starting with nylons and a bra. I sat with my legs crossed and watched Jere's actions, especially him putting the hose on, it looked very sexy and I noticed he was growing in excitement. He had smooth shaved legs and the sheer black hose made his legs look even sexier.
Next came the dress it was a mini black slip dress that gave him a very feminine figure and showed off his lovely legs. I was amazed (and pleased) at the quick transformation. Sheri started the makeup and then did his hair which was in a pony tail. She removed the pony tail and styled his long hair into a feminine form which completed his change into a pretty girl. Jere made a very cute girl, with his long blond hair, green eyes and makeup he looked very girlish. He slipped into some strappy high heeled sandals that made his legs even sexier and he was done.
Then Sheri started getting herself dressed. I had not seen a girl my age up close before and was transfixed at how soft and pretty she was. She put on nylons in a manner that I only dreamed I could, confident and aware of their beauty, but not nervous or shy about the femininess of the material. Her breasts were small but shapely and the sheer bra she was wearing made them even prettier, I was envious of them instantly. Sheri put on a pretty maroon silky dress that had a flared skirt and showed off her beautifully feminine legs which were encased in off-white hose and then some pretty black heels that had a very hot ankle strap.
She helped fix my makeup as well and we all looked like a group of girlfriends. It was lots of fun seeing them get dressed especially watching a girl get dressed. Sheri made a big fuss over making us look natural and even complemented me on my appearance, I naturally blushed and curtsied when she said this.
We all went and sat on the couch and Sheri told us to cross our legs and look like ladies, I was having the time of my life. Sheri then suggested we play spin the bottle, I agreed but asked what were the rules. She said she would right down a list of "tasks" that we would have to do and the person selected by the bottle would have to perform the task to the spinner. I was very nervous at the thought of this but my excitement caused me to agree.
She put all the tasks onto little pieces of paper and put them in a hat. She went first, she spun the bottle and it landed on Jere, she picked a task, KISS. Jere gave her a kiss. It was very nice to see two pretty girls dressed as they were kissing, but I knew this could be trouble and was excited.
I spun next and the bottle pointed to Sheri then selected a task, FRENCH KISS. Sheri jumped up and came over to me and gently kissed me gliding her tongue between my painted lips. I responded and was lost in the feeling of our lips and tongues intertwined.
As we kissed Sheri ran her hand up my leg and was caressing my nylons. I loved this feeling, especially from a girl, as I have never had anyone touch me while I was dressed as I was.
Jere spun next and the bottle pointed to me. He selected a task, BLOWJOB. It had been a fantasy of mine to do this but I never thought it would happen. Sheri squealed, as she was hoping she could see this. Jere was a bit nervous himself, but said we all agreed to play by the rules. I have never been with a guy prior to this moment, but I have fantasized about performing this task on countless occasions. I didn't know if I could do this to a guy, but Jere didn't look like a guy at all, he was very feminine and pretty with smooth sexy legs and was wearing a gorgeous little black dress. I knew this was an opportunity of a lifetime and the erection growing in my nylons dictated what my choice would be.
As we were sitting on the floor, Jeri got up went to the couch, then smoothed his skirt as he sat down, just like a girl. It was apparent he had spent much time dressed. I mirrored his actions and sat next to him while crossing my legs allowing my skirt to move higher and exposing more of my nylons.