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My life in pantyhose

Author: 

  • New Author
  • lover of pantyhose76

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Crossdressing

Character Age: 

  • Preteen or Intermediate

TG Themes: 

  • Voluntary

TG Elements: 

  • Sex Toys / Dildos

Other Keywords: 

  • pantyhose

Permission: 

  • Posted by author(s)

This is my story about my life in pantyhose and how it all began.

I grew up in a house with my single mom and my sister who was a two and a half years older than me. It was the summer of '86 and I was 8 years old. Back in those days it wasn't a big deal to leave a child my age at home by themselves. I lived on a street that had plenty of kids my own age and many of them were my friends. If I was home by myself and needed any help I had plenty of adults to go to.

Almost every weekend my mom, sister and my two aunts would go shopping for hours. Most of the time leaving me at home by myself. When I would go shopping with them I would pretend I didn't want to be there. I would act annoyed and upset that I had to go with them into women's clothing stores. But in-fact I really enjoyed going there. I loved looking at all the pretty blouses and skirts. I especially loved walking through the lingerie departments and seeing all the different varieties and colors of slips, bras, panties and most of all PANTYHOSE.

But this particular Saturday I got to stay home while they went shopping. After they all left I sat and watched t.v. for a while until I was bored. A thought popped into my head to go snooping through my mom's room. So I got up and went into her room and started looking through her dresser drawers. It only took two drawers to go through when I came to the treasure chest of pantyhose. This drawer was jammed packed full of pantyhose it was overflowing. I couldn't believe my eyes there were so many. I grabbed a pair and went straight to my room.

When I got to my room I closed the door, even though I was home alone, and completely got undressed. I'd seen my mom plenty of times putting on her pantyhose so I just did what she always did. I sat on the edge of the bed and took the pantyhose in my hands and started to bunch up one of the legs. I bent down and slid it onto my foot pulling it up to just about my knee. Then I did the same with the other leg. Before pulling them up all the way I made sure the seams were straight across my toes. Once they were, I stood up and slowly pulled up one of the sides until I got about half way up my thigh. Then I did the other side. From there I alternated between sides pulling up the pantyhose up and over my waist.

I stood there in disbelief that I was wearing pantyhose. I started to admire my legs and how good they looked in these suntan colored pantyhose. I started rubbing my hands over my legs and butt feeling how soft and silky the pantyhose felt.

Standing there naked except for the pantyhose I wore I decided to go out and watch some more t.v. I sat there for about an hour just rubbing my legs together, rubbing my hands up and down my legs and wiggling my toes to feel the nylon encased all around them. I felt so happy wearing these pantyhose. It just felt right. It wasn't anything sexual, seeing that I was only 8 years old, but it was pure happiness. But that day triggered something inside me and I knew I had to find a way to wear these pantyhose more often.

Over the next few weeks of summer I stole several pairs of pantyhose from my mom and sister. I had quite the stash by the time school started. It was my third grade year and I was starting a new school. After a couple of months of getting the lay of the land on how the school year was going to go I got really adventurous. One weekend I decided that on Monday I was going to wear pantyhose to school. So I woke up Monday morning and took a shower. I went back to my room and pulled out a pair of pantyhose from my stash and put them on. Now I wasn't no dummy, I knew I had to make sure no one saw that I was wearing pantyhose. So I put on a pair of underwear and then my tube sock and then my jeans. I grabbed a t-shirt and put it on making sure to tuck it in like I always did. I put my shoes on and out the door I went. I went to school all day with no one ever knowing that I, a third grade boy, was wearing pantyhose. I did this quite often that year. During the winter time I wore pantyhose everyday to school and covered them up with long johns.

During the following summer I branched out and started wearing my mom and sister's panties. I wold continue to wear pantyhose and even panties to school during the fourth and fifth grade school years. It was during the summer before sixth grade when things took a giant leap forward.

I was going to be 12 years old when the next school year started. My sister was always out with her friends or shopping with mom. I decided to expand on my wardrobe so I started wearing their blouses and slacks around the house. Wearing pantyhose under the slacks felt really good. The slacks felt so comfortable as they slid around my pantyhose covered legs. I then moved on to wearing slips and dresses. Feeling the silk of the slip on my pantyhose covered legs was amazing. During this summer is when I discovered masturbation. Every time I had pantyhose on and a slip it ended with me jerking off. I added to the slip and dresses with wearing a bra and shoes. I would get completely dressed up and look at myself in my mom's full length mirror and was so amazed at how I looked. I even began to put on lipstick and blush to see what I looked like.

On one of my snooping adventures I came across a purse that was under my mom's nightstand. When I opened it up I got super excited. I had discovered my mom's toy bag. She had a porn tape, a vibrating egg, a butterfly and a vibrating dildo in this purse. I grabbed the porn tape and went to the living room because that is where the VHS player was. I put the tape in and started watching. I sat there on the couch in my pantyhose getting turned on. I started to play with myself through the pantyhose watching this guy stick his cock in and out of this women. Obviously it didn't take long and I was cumming all over my pantyhose. I rewound the tape back to where it first started and put it back in the purse.

The rest of the day I couldn't get the video out of my head. As well as the toys that were in the purse. The next day after mom left for work and my sister went to her friends house I put on a pair of pantyhose and grabbed the purse. There was one particular toy in there that I couldn't stop thinking about more than the others. I was really curious about it and having these emotions running through me of excitement and confusion. I opened the purse and grabbed the vibrating dildo. It was pink and it was about 6 inches long. I took it to the bathroom and washed it. After drying it I went back to the living room and sat on the couch studying this dildo. Holding it and caressing it got my cock really hard.

I slowly brought the tip to my mouth and began to suck it. The feeling inside me was orgasmic. It felt so natural to be sucking this dildo I began to stick it in as far as I could. I couldn't believe it that I got the whole thing in my mouth and I wasn't gagging. I pulled the dildo out an thought to myself what else I could do with it. So, I pulled the jar of Vaseline out of the purse and laid down on the couch. I pulled my pantyhose down to my thighs and put some lube on my fingers. I reached behind me, found my butt hole and smeared the lube all around. The leftover lube on my fingers I put on the dildo.

I took hold of the dildo and brought it around to my butt. I pushed it between my cheeks until I could feel the tip touching my hole. I took a deep breath and started to push it in. My cock was hard and dripping of pre-cum through all of this. As I continued to push slowly I heard what sounded like a pop and the next second the dildo was inside me. I laid there feeling amazed. As I began to relax I pushed the dildo in further. After several minutes I was able to move the dildo in a in and out motion. On one of the inward pushes my hand slipped a little and turned on the vibrator part. When my body felt that sensation in my butt I instantly blew my load. I never even had to touch my cock and it was spewing cum. My body started to quiver from the sensation I was experiencing. I pulled the dildo out and just laid there for several minutes. I could feel the cum running down my thigh and I started to get hard again. I pulled my pantyhose back up and while laying there thinking about what just happened I jerked myself off through my pantyhose.

I finally snapped out of the sexual bliss I was in and realized I needed to get cleaned up and put the toys back. So I took the dildo to the bathroom and washed it again. I put it back in the purse along with the lube and put it back under the nightstand. Then I took off my now cum and lube stained pantyhose and took a shower. After my shower I did a load of laundry so I could clean my stained pantyhose. The rest of the day I couldn't stop thinking about what I did and how I didn't hurt at all. I couldn't wait to do this again. From that day on I was confused about the feelings I was having.I liked girls, especially when they wore pantyhose. But now I was starting to feel emotions for boys as well.(Back then I knew nothing of being bi-sexual just the term gay is all I knew.)

Several weeks had passed since my first encounter with the dildo. I would use it several more times during those weeks and was getting really good at it. I was still having mixed feelings about boys and girls. I had several posters of girls hanging on my walls like the Budweiser Girls, Sports Illustrated Swimsuit poster and Alyssa Milano. Those were what I used when wearing pantyhose and jerking off. But that all changed when I went over to my friends house. It was the first time I'd been inside and we went into his room to play. I was following him to his room when we walked by the bathroom next to his room. My eyes were probably popping out of my head when I looked in there and saw what was probably 10 pair of pantyhose strung about. I instantly got hard and was having difficulty concentrating on playing with my friend. I eventually excused myself and went to the bathroom. I closed the door and immediately began to feel and rub the pantyhose on my face. I took off several pair and was smelling them getting harder and harder. I so badly wanted to pull my pants down and jerk off into one of them but I just put them back. Later that night while laying in bed in my pantyhose I was running through the days events. As I started to fantasize about my friends bathroom being filled with pantyhose my mind changed things up on me. I began to fantasize about being in my friends room and both of us wearing pantyhose. We would start to kiss and rub each other. Then we would go to his bed and I'd lay down as he got on top of me. We would kiss some more and then he would make love to me. This became my go to fantasy which really confused me.

We were about 3 weeks out from school starting up again and I was over at my aunt and uncles house. My two little cousins were probably only about 7 and 9 years old. My aunt asked if I would stay the night and watch my cousins while they went out to a hockey game. She said they would pay me and I said sure. I told my mom that I would need to go home and pack a bag since I was staying the night. My mom told me that wasn't necessary and that she would pack a bag and bring it back since my aunt and uncle would be leaving soon. I couldn't argue with her but knew that I was most likely about to get caught. So my mom leaves to go get me a change of clothes for the next day. About an hour later she comes back with a bag and hands it to me. She tells me to behave tonight and if I need anything to call. But just before she turns to leave she looks at me and says that when I pick you up tomorrow we need to have a talk.

To be continued...........

My Life in Pantyhose part 2

Author: 

  • lover of pantyhose76

Audience Rating: 

  • Mature Subjects (pg15)

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Crossdressing

Character Age: 

  • Teenage or High School

Other Keywords: 

  • pantyhose

Permission: 

  • Posted by author(s)

So, we left off with me babysitting my two cousins and my mom telling me she wanted to talk when she came to get me the next morning.

All through that night my mind kept going through things to say and what might happen the next day. I did not get a lot of sleep because of the upcoming event that was about to take place. But even though I knew I was about to get into trouble I still went snooping through my aunt’s dresser that night trying to find a pair of her pantyhose. Unfortunately, I was unable to find any.

The next morning was here and my mom came and picked me up. She asked how everything went last night and if I had any trouble with my cousins. I answered only the questions she asked and did not talk about anything else. I am sure I was thinking that maybe she forgot since she had not brought it up yet. Once we got out on the road, I noticed we were not going the way back home. I decided just to sit there and not ask where we were going. After about a 10-minute drive we were pulling into the cemetery where my Grandpa was at.

Mom and I got out of the car and walked over to where her dad was buried. We paid our respects for a few minutes and my pointed to a cement bench that was nearby and asked if we could sit for a while. So, we walked over and sat down facing the pond. She started the conversation off by telling me that in no way was I in trouble or that she was disappointed in me. She told me how she found the pantyhose and panties in my dresser. That at first when she found a pair, she thought they just got mixed in when putting away the laundry. But then she found several more pairs of pantyhose and a few pairs of panties. She told me that once she got back home from bringing me my change of clothes she went back and went through all my drawers.

Mom told me she could not believe everything she had found and where she found it. I had “collected” over the years about 20 pairs of pantyhose and 10 pairs of panties. I had them in several different dresser drawers and I even hid 3 pairs in the brown pencil bag. Mom asked me if all this stuff was just hers and my sisters and I told her yes. She told me that she would not say anything to my sister about all of this. She asked how long I had been wearing pantyhose and why was I doing so. I told her that I started back in the third grade and that I like the way they make me feel. She told me that she was not that surprised that I took a liking to pantyhose. Because when I was younger, I had apparently loved to rub the legs of the women around that were wearing pantyhose. I would apparently always cling to them.

What she said next floored me. She told me that one of my uncle’s came out to her years ago about being a crossdresser. That only a few of the family members knew he liked to dress up and that he even had a girl’s name when he would. As we sat there, I could not believe that I was having this conversation with my mother. Not only was I apparently not in trouble for stealing and wearing my mom’s pantyhose but that I just found out that my uncle likes to cross-dress. As we sat there my mom looked at me and asked if there was anything else that I was doing or needed to tell her. I sat there thinking, yeah, I have used several of your sex toys and dress in your clothes also, but just told her no it is just the pantyhose and panties. She asked if I liked boys and I told her no. I could not muster the courage to tell her that I think about boys and girls all the time. She looked at me and told me that she loves me very much but that I cannot be wearing their stuff anymore. She wanted me to say to her that I would stop, so I told her that I would not wear their stuff anymore.

As we got up from the bench to leave, she gave me a hug and told me that she loves me. We got back in the car and left for home. It was a quite ride home. As soon as we pulled up at home, I went straight to my room to see the damage. I walked in and could tell that someone had been in there looking for something. All my dresser drawers were open and there was A LOT of my clothes thrown onto my bed. So, I began to start the long process of folding all my clothes and putting everything back where it belonged. From that day on I stopped wearing pantyhose and panties.

I did not stop watching the porn tape and using her sex toys though. Even though I had broken the trust of my mom by wearing her pantyhose and panties she still left me home by myself quite often. I stopped wearing pantyhose and panties for about 3 months, I just could not stay away. When I started school again it was my sixth-grade year and feelings inside me intensified. Up until that point I was able to wear pantyhose to school because gym class did not consist of us changing clothes. But that all changed when I started the sixth grade. We had to change into P.E. clothes, a jockstrap and shower after gym was over.

The only part of gym liked was when we were in the locker room changing. I tried so hard not to look at the other boys, but I just could not help myself. It was like a fantasy come true having 25 boys getting naked in front of me. I had plenty of memories stored in my spank bank. I was sad that I could not wear pantyhose to school like I had before, but I got something in return for having to stop. I mostly wore pantyhose on the weekends and to bed every night. On occasion I did get to wear pantyhose to school when I knew I would not be having gym class. Over the next several years this was my life at school.

During the summers though I would be wearing pantyhose and dressing up in my mom and sister’s clothes. During my freshman year of high school my mom met a guy that would become my stepdad. When Christmas break came that year we moved out to his house in the middle of nowhere. I would be starting a new school when Christmas break was over. Since I was changing schools, I was able to have an entire month off for Christmas until my new school started their new semester. Currently my sister was driving and working. So, every morning when my sister, mom and stepdad left for work I would get all dressed up and watch tv or just hung out.

During my freshman year of high school, I was getting careless again with where I was storing my pantyhose and panties. I just was not taking my mom and sister’s pantyhose and panties during this time either. Just before school ended for the year I got busted again.

That part will have to wait for another time. I hope you are enjoying my story.


Source URL:https://bigclosetr.us/topshelf/fiction/84665/my-life-pantyhose