This is such a great site. I have masturbated solo my whole life, also have been an underwear Crossdresser even longer. I never got the chance to masturbate with any of my buddies growing up, but I am now very disappointed in myself for not taking a chance and trying to connect with some of them. I will never cheat on my wife but love to chat and read about mutual masturbation.

My best friend when I was 13 or 14. He spent the summer with our family at our cottage. I had been wearing my moms bras and girdles whenever I could since I was 5. So one day when everyone else went to town I told him how I liked to dress up and we both put on panty girdles and bras. We laughed and paraded around. I looked at him and he was rock hard under the girdle and so was I. We sat on the bed in our bunkroom and touched each others penises and started to kiss each other. I went down on him and took his decent sized cock in my mouth and sucked him just like the girl in a porno movie I saw at another friends house about 6 months before. It didnt take long before he began moaning and he came in my mouth. I pulled my smaller penis out from under my girdle and he fondled me and rubbed it for a bit before I shot all over his hand and arm. I have been underdressing for over 50 years now and have sucked quite a few cocks, but never as fun as the first time.

I love looking at pictures of women & men wearing beautiful bras! And moreover I love wearing a beautiful bra everyday along with a panty girdle. I really enjoy stroking one off while watching vids of crossdressers masturbating each other and cumming in time with the video.

I like to wrap ME in panties and a bra and stroke one off.

Hey guys, i am a mid 60s life long crossdresser. Due to medical reasons I have had chronic Erectile Disfuncrion for along time. I love to masturbate, but now I end up rubbing my cock under my girdle, actually similar to a woman rubbing the button. If you guys dont mind a guy wearing a bra and girdle I would love to join your group. I am married and love my wife, but to hang out and jack off with some guys who take their time and appreciate the glory of masturbation would be great.

I still enjoy bras and panty briefs and girdles on tumblr. Many years ago it was my favorite pastime to slip into my moms foundation wear and stroke off a great orgasm looking at the catalogs and rubbing my nylon encased body with my free hand. Now I have a wonderful lingerie collection that is twice the size of my wifes. Nothing beats the sensuous feel of jerking off in a bra and girdle, nothing.

Wearing a bra and girdle and watching sissy porn.

OMG yes by accident. I can remember crossdressing in my moms girdles and bras as early as 5 years old, but did not stumble onto jacking off until I was 12. I was in the shower cleaning up one evening and while soaping up my legs, my arm brushed up against my tiny cock head and there was just a huge sensation that was almost electric shoot through my lower body. Puzzled as hell I rubbed my soapy hand over my penis and I got another jolt. By the third rub my heart was starting to beat out of my chest. At about the sixth stroke I shot out a rope of cum and my knees buckled and I fell in a heap in the shower with water splashing down on me. At that time I became the cleanest kid in my neighborhood, showering with benefits every day. After about a month I combined,my love of dressing up in womens underwear and jerking off.

I wear a panty girdle everyday. I love to rub my cock head through the tight nylon of the girdle just like I had a clit. The sound and feel of the nylon being rubbed does not take long until I gush a load underneath my girdle.

For me, there is nothing better in the world than dressing up in a tight girdle and a pretty bra with my silicone breast forms in it. Because of my diabetes my small penis does not harden, so I end up rubbing it like a clit through the girdle. As I get close to ejaculation the euphoria is so intense! I push down on my penis head as I cum in my girdle. The ABSOLUTE best feeling in the world. I need to jack off now! Great thread!

Oh god yes! When I was 12, I had a buddy that loved to get dressed up in my mom's girdles and bras with me. We started off just jerking off with each other, then it progressed to masturbating each other. Not too long after that we started sucking each other off. We did that for about 4 years until my family moved across the country. I miss that friendship so much!!

Typically, I would stroke as described in #2 but as I would begin to start to ejaculate, I would pull a sock over the head and grab my cock head with the palm of my hand and gently squeeze it as I pumped my hips and cum what felt like buckets full.

Due to medical conditions, I can't get erections any more, so I now rub my glans through my nylon girdle and treat it like a clitoris. I continue rubbing as I orgasm and then toss that girdle into the laundry.

I had been dressing up in my moms girdles, bras, stockings and slips since I was 5, any chance I got. Never thought about masturbating or ever heard about it. When I was 12, I was in the shower washing up, I soaped up and was cleaning myself when my arm brushed my little penis. It was a very pleasant feeling and I started rubbing my cock. It was so intense that within a couple of strokes I shot a load of seamen out the tip. I was in total ecstasy My knees buckled and I immediately fell in the tin shower stall with a loud clashing sound. I just lay in the bottom of the shower, water spraying down on me. Luckily my parents did not hear the commotion, so after a couple of minutes of trembling and sheer bliss, I stood up and tried to figure out what the heck happened to me. Within a week or two I figured out that dressing up in a bra & girdle went amazingly well with rubbing my cock until I shot a load of cum into a kleenex. Ah, life before the internet.

I remember getting dressed up in my moms girdles, bras and nylons as young as 5. I would get dolled up ANY chance I got, I did that for 7 years. Then in 1971 at 12 I discovered masturbation by accident while showering, my legs gave out on me as I shot my first load of cum. It wasnt long before I combined my love of crossdressing and my love of rubbing my penis. Due to diabetes I cannot get hard anymore, so my constant wish for god to make me a woman as I jerked off is finally coming true, I pretty much have a clit that I rub like a girl to cum. I get to wear a bra and panties everyday and rub my clit less often but regularly.

Usually A, laying on my back, propped up watching porn on my iPad. But my favorite is on my knees, wearing my long leg panty girdle and bra, stroking my little cock and watching myself in the mirror fantasizing about sucking a cock. Always a great shot of jizz.