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My early 20's
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Posted:Oct 24, 2016 7:39 pm
Last Updated:Oct 24, 2016 7:40 pm
2507 Views
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My early 20's is when I would say really got into crossdressing. I lived alone from the time I was 21 until I was 24. I did have a girlfriend at this time but she lived out of town while she was in college and would visit on the weekends. During this time I really started completely dressing up and when I was home I was dressed fem most of the time whether it was fully dressed or just in some lingerie. I also got my first wig and breastforms at this time and put makeup on for the first time. Any extra cash I had would go towards my fem atire. Like most CDs I did purge my stuff clothes and then have to buy new ones.
At this time I also seriously considered dressing with another CD and had several offers from local CDs but unfortunately I never took them up on their offers. I was supposed to meet a CD once but I got cold feet. I am not sure if I was affraid of what would happen or if it was because I couldn't cheat on my girlfriend. Although if I had known at the time she was cheating on me maybe I would have gone through with these offers. Not long before I found out about that she did find a few of my items I forgot to hide. I had to run to the store and was gone for 5 minutes and she had gone through my dresser drawers and found a pair of panties, a bra and my wig. I got back and she freaked on me. She called me every name in the book, faggot, queer, gay, homo. She did not understand. My apartment came furnished, so I tried to say it must have been left in the dresser from a previous tenant and it was in the dresser I didn't use. I don't think she really bought it but it got me out of having to deal with that then. Needless to say we broke up for good a week or so later. In an attempt to make things work though I had gotten rid of everything so when we broke up I had to start all over from scratch again.
Here are my first pics of me fully dressed when I was probably 22 or 23
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Later Years
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Posted:Oct 16, 2016 7:46 pm
Last Updated:Oct 24, 2016 7:24 pm
2826 Views
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When I was 15 is when we got the internet, well AOL, but this helped me to see I wasn't the only guy who wore panties. I would go onto AOL chat rooms and they had user created rooms and I happened to find a room named Wearing Hers. I discovered it was other guys like myself and crossdressers. This opened up a whole new world for me. This led me to search the internet and I found pictures of hard cocks in panties and CDs. I would look at them and get hard, even masturbating to them. Even though a hard cock in panties got me hard I still thought of myself as straight. This also led to my discovery of shemale porn and this just blew my mind. I was like what is this? I never knew or even thought about someone who looked like a woman but had a cock. Most of my later years were spent looking at this kind of porn and got me further into CDing.
I eventually found local CDs and would chat with them. Most were much older than I was and was only interested in getting me to dress with them for some fun. I would think about it but always got scared and never did dress with any of them. I wonder where I would be on my CDing journey if I had. I am further into my crossdressing journey now but my years are what really formed me into the CD I am today.
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Years
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Posted:Sep 25, 2016 4:39 am
Last Updated:Sep 26, 2016 8:12 pm
3131 Views
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My years were a very trying time for me. I had all the normal thoughts and feelings of a normal straight . I thought about women constantly but thought about wearing panties just as often. I had a Playboy I had found of my dads but I think I looked at the lingerie section of the Sears wish book just as much if not more than the Playboy. I liked seeing the women wearing the lingerie but also wanted to wear them too. I would think about wearing panties as an adult but with women.
I only borrowed my moms panties for a short time as I quickly outgrew them. She was pretty thin as was I at the time. She wore a size 6/M witch fit me except when I got hard, which was most of the time when I had panties on, I would pop out of the top, which was uncomfortable to wear around under my clothes. I did get my own though I am not proud of how I got them. I stole many pairs from Ames, luckily I never got caught. I had a jacket that had a hole in the pocket. I would go grocery shopping with my mom which was in the same plaza as Ames and either go over there myself or just wander around the store if my mom had to go too. I would go over to the panty section and get the pairs together that I wanted, size 7/L, and take them off the hanger and shove them all in my pocket through the hole, between the outer layer and lining. It was such a rush and I was always so excited to get home and try them on.
I am not sure why, but when I was a after I would cum I always had this bad feeling come over me, and I would take my panties off and think what is wrong with me. This feeling didn't last long, maybe 5-10 minutes and then I would have a pair of panties on again. Other times I would throw all my panties away and just want to be a normal boy. Days later though after thinking about wearing panties most of that time I would be so mad I threw my panties away and then end up stealing new ones. Since I started down this road the longest I have gone without wearing them was close to a year. I thought about wanting to wear them constantly but as a I didn't have the best luck with girls, I was real shy and quiet. I convinced myself it was bad karma or something that I didn't have a girlfriend because I wore panties and that's why I went about a year without wearing panties, I was probably about 15 then. When I did finally wear a pair I wore a pair of my moms, they really didn't fit well at all now, and I also had my first thoughts of I wonder how a bra and pantyhose feels. This is when I went further down my path. I will write more about my years soon.
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My Begining
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Posted:Sep 25, 2016 4:37 am
Last Updated:Nov 18, 2018 12:22 pm
3126 Views
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I started down this path like so many others, wearing my moms panties when I was about 11. I still remember how it all happened. I came home from school and no one was home, my parents had recently split and my mom was a stay at home mom, so this was out of the norm for me. Since I was home alone I decided to go through my moms room, probably looking for money or just being nosy.
I eventually got to her panty drawer. I looked around in there and then I felt a soft satin pair in my hands. after that it is kind of a haze for a bit, I don't know why or what came over me but I just dropped my pants and put them on. I really liked how they felt, I instantly got hard in them and came just as quickly. I immediately had this weird bad feeling, sort of like a feeling of guilt come over me, and I had to take them off. I thought what did I do, why did I put those on, that was wrong. That feeling only lasted about 10-15 minutes though and I had to try another pair on. That is how things went for me though my early teens.
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