How much have you crossdressed?

[juliexcd]

whenever i can, which is not very often right now, but hopefully change soon

 

[SWR101]

I’ve occasionally walked around my house in nothing but a set of my wife’s silk panties. But I’ve not had any interest in going further.

 

[Bigaug]

My wife thinks she started me on cross dressing, but I never told her my mother started me. I had to wear a pair of my sisters silky panties when our washer died, because I forgot to tell my mom I had no clean underwear. 7 kids in the family, she was headed to work, did one of those open my sisters drawer, grabbed a pair and said put these on. Once I did I was hooked, I jerked off in them after school and kept swiping a pair of my sisters or mothers after that to wear and jerk off in. Once I left home I would wear panties when my girlfriend was at work or away. My wife never knew, she would always pull off her panties before we had sex and throw them at me, I would sniff them, when she got into bed we would sniff together. One night I slid them on and said now go down on me and you can sniff as well. After that she would save her worn panties and make me wear them, then she bought me some negligees and on sex days I would wear them and she loved it. When she was away I would wear some of her satin sun dresses and walk around the house. So I look forward to our sex days because she will tell me to get dressed if she is interested

 

[Nadinet]

Older sisters bras when a young teen, then progressed onto most of her things, stopped for a while, then started again, work from home a lot these days, love dressing in a secretarial style ( obvs waist down on video calls days!)

 

[Pantyguy44904]

My first experience was a high school friends Mother's bra and panties. I masturbated quite a bit wearing them. I still like wearing bras, panties, heels, hose, lingerie as often as possible.

 

[Smoothshavendad]

My first experience was a high school friends Mother's bra and panties. I masturbated quite a bit wearing them. I still like wearing bras, panties, heels, hose, lingerie as often as possible.

Naughty gurl!

 

[AllAmericanMale]

Just once, in college, to join a fraternity. I was "asked" to dress as a cheerleader.

 

[jp8155]

My first experience was a high school friends Mother's bra and panties. I masturbated quite a bit wearing them. I still like wearing bras, panties, heels, hose, lingerie as often as possible.

No better feeling in the world

 

[crem]

I would wear my wife’s panties and bra and go to local ABS and suck dick in them, I was wearing her matching pink panties and Bra one time and it turned the guy on so much before I knew it he had me bent over and fucking me with them on and that was the first time I got fucked, you never forget your first time.

 

[Jonstories]

Not in public, it's a dream I just can't get the courage up. But at my house in front of friends, all the time.

 

[easyoff]

Not in public, it's a dream I just can't get the courage up. But at my house in front of friends, all the time.

Sounds like fun

 

[FeelingLikeMyself]

I dress this much. Having someone who supports your kinks is amazingView attachment 2372746

 

[ChrissyCD64]

I don't call it cross-dressing, It's just how I dress. I haven't worn any male clothing since I retired almost six years ago, and even before that I only dressed male to work and had sexy lingerie under my male suit.

 

[jp8155]

I dress this much. Having someone who supports your kinks is amazingView attachment 2372746

I love this outfit

 

[FeelingLikeMyself]

I love this outfit

Thank you Flattery will get you everywhere, lol.

Not bad for a 44 year old stoner, I think.

 

[jp8155]

Thank you Flattery will get you everywhere, lol.

Not bad for a 44 year old stoner, I think.

You look great. I'd absolutely love to get in your panties.

 

[wifes_fag]

[ material prohibited per our forum guidelines]

 

[lowcollar]

I think I was 60 when I crossdressed at home for my Madame the first time. I love it now, especially because I know my "pussy" will be filled.

 

[sissyboy26]

I try to crossdress when ever I can I love it so much

 

[Yael_L]

I also try to dress as often as the situation allows. Not knowing if I have to be on camera for work and I need to know my wife will be gone for a solid 4 or 5 hours.

 

[sissinabra]

This much.

https://ibb.co/02nKSzG

Show the skirt !!

 

[AsianFusion]

I went to a party dressed as a boy once.

 

[sissinabra]

I dress this much. Having someone who supports your kinks is amazingView attachment 2372746

Yess! Bra ,
Top and skirt! I do this and it’s fun !

 

[sissinabra]

I went to a party dressed as a boy once.

Cutest one there I bet !

 

[AsianFusion]

Cutest boy anyway