Men, have you ever crossdressed?

[Tayloroc]

Thigh highs are the best

 

[Swuchmann]

Have dressed for years.

When I was in my 20s had a ltr with a man in his 50s. He loved me to be dressed. I was young looking. On a few occasions he would have an Asian nail lady come to his home where she would shave my body and give me a mani- and pedi- . She would also do my wig and make-up.

My bf would have me in a sexy outfit with heels. He would take me to a low-key bar late during the evening. He would finger me at our table while I stroked him. He usually would have me blow him in the parking lot. By the time we would get home he was ready to make me his gurl.

Good memories.

 

[Briefsencounter]

Thigh highs are the best

I'd like to try those too

 

[Tayloroc]

Youkll be hooked on them

 

[Deleted member 1405174]

As much as possible. Anything from panties to long nightgowns. I will be sleeping in a hot pink babydoll or blue bodysuit.

 

[Tayloroc]

Oh my oh my

 

[Deleted member 1405174]

Ended up with pink lace panties and a matching bra with wide lace criss cross straps in the back.

 

[Tardisblue]

Wear panties and stockings quite often.

 

[cureustoo]

I am 62 and have secretly worn panties for over 20 years. The last few months I have slowly expanded to pantyhose and a few skirts.
I live in east central Illinois in a small town so I buy online.

 

[pixie07]

It started out with me just wearing panties , bra and stockings when my wife’s boyfriend made now I wear them all the time . I don’t own any male underwear at all. I have a full closet full of women’s clothing that I wear .

 

[Wageslave]

I'd like to try those too

You won't regret it

 

[Phoseman]

Pantyhose, love them.

 

[thefireman73]

I wear my wife’s panties once in a while. Usually around the house. Sometimes to work. I also found an old bra of hers that I like. It’s light weight material and no wires or anything. I’ve been wearing it under my uniform at work and no one knows.

 

[Easyvirtue]

I miss the opportunity so much. I dressed for a very long time since elementary school, through my 20’s and 30’s.
Confessed to my wife one day and she allowed it for several years until our child got older, then stopped immediately one day! Still can’t keep from dressing on occasions in my wife’s panties but her bras don’t fit and she’s not a sticking or pantyhose type of woman. I wish I could experience a weekend worth of complete dressing and enjoyment but don’t think that’s happening ever again.

 

[Ledipus]

I had a g/f in college who got amazingly turned on when I wore her panties. On occasion she’d have me dress up in a bra, panties, a skirt and a top. The sex was amazing. Unfortunately we broke up before we explored much beyond that. I know she would have eventually invited a female into the scene, and I would have loved to gotten her a strap-on.

 

[sissyboy26]

I love to cross dress I still do it all the time when I can

 

[ned63]

started young with the neighbor girs panties,an yes they caught me. These days wear wife panties when she is gone somewhere and I have enough time. Play with a couple friends wives panties when we visit. When visiting my son. I dress in his wife, then girlfriend panties an bra's an a dress if there one in the dirty clothes. Dont want to mess up a clean dress an get busted.

 

[magicalmoments]

Pantyhose, love them.

I don't make a habit of wearing them but I have a couple of times and really enjoyed the feel of them. Not enough to make it a habit, but still pleasurable memories.

 

[BeatMan]

yes i only cross-dress when i masturbate and engage on shemale on female fantasies with my FWB

 

[Take1]

Yes. A couple times even included make up.

 

[sicpup72]

Just panties

 

[ped1958]

Have enjoyed crossdressing since my teens. Don’t get many chances to do it anymore since l’m retired and wife doesn’t know about this side of me. But enjoy wearing her panties and bras when I can. Still enjoy wearing 50 years later

 

[fitandfresh]

Never done it but always enjoyed wear ing my kilt......properly lol......nothing worn underneath just well used and used well......does that count ?

 

[luvslingerie200]

Have enjoyed crossdressing since my teens. Don’t get many chances to do it anymore since l’m retired and wife doesn’t know about this side of me. But enjoy wearing her panties and bras when I can. Still enjoy wearing 50 years later

This is me. Wife doesn't know, nor would she condone. She doesn't have any sexy lingerie, she prefers "sensible" underwear. So, I buy my own. Shopping is fun, especially when the clerk realizes it's for me!

 

[gametime07]

i have worn panties a few times while stroking. Not really my thing, but did love the feeling. Also, on two occasions I did put on pantyhose. Another good feeling while stroking.