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We've been married over 20 yrs and I have been a closet crossdresser for about 15 yrs. I frequently joke with her that certain clothes or make-up would look good on me and she laughs, but I think she suspects that there is something more to my comments. How can I tell her that I really love women's clothes and make-up and that I would love her to dress me up and treat me like a sissy?

2007-08-12 14:07:01 · 17 answers · asked by Anonymous in Family & Relationships Marriage & Divorce

17 answers

Tell her you want to have a serious conversation and explain everything you've just said here.

2007-08-12 14:10:08 · answer #1 · answered by Hallie 3 · 2 0

If you have been married to her 20 years you know how to talk to her. My question is why do you insist on insulting yourself by calling yourself a sissy. That is always an insult. You should ask her to treat you like a girl or a lady or something positive.

2016-05-21 01:56:02 · answer #2 · answered by raquel 3 · 0 0

I don't understand it, my question was within the norm and I got called a pervert many times, but here is a guy with a serious, but common obsession and nobody says anything derogatory to him at all!
Maybe the people here are finally learning to accept different ways and thoughts.
If that is so, Kudos to all of you and let the crossdressers/wifeswappers and all of the so called abnormal people live their lives the way they want!
There is no such thing as normal!
After all, if everyone was the same, this would be a boring life!

2007-08-12 14:19:35 · answer #3 · answered by Anonymous · 0 2

It must be really hard to live like a secret for so long. I am sorry I do not know how you should tell it to your wife. I just hope you will find the way to be out of the closet.

2007-08-12 14:12:22 · answer #4 · answered by OC 7 · 2 0

Cuckolds on the left, sissy boys on the right - let's keep the lines moving, folks. We have lots of goofballs to process and we're backed up for miles.

2007-08-12 14:16:20 · answer #5 · answered by Anonymous · 2 1

you been married over 20 yrs and never told your wife this. why? maybe she suspects but is hopeing you will let it go.

2007-08-12 14:17:40 · answer #6 · answered by Anonymous · 1 0

Just be straightfoward with you and tell it like it is. There is a chance she will not be receptive, but you never know until you try!

2007-08-12 14:10:13 · answer #7 · answered by endo_chic 5 · 3 0

so you want her to dominate you while cross dressing? one could say you do it slowly first with the domination and when she accepts that tell her about your feminization and sissification fetishes

2007-08-12 14:10:58 · answer #8 · answered by The Simurgh 3 · 1 0

ummm i dont think that is something u wld shre with your wife of 20yrs...Stay in the closet....

2007-08-12 14:11:11 · answer #9 · answered by a g 3 · 1 0

hummm .. just tell her that you would like to dress like a woman and see what happens.. you could always tell your joking if she acts too weird about it.. and then do it in secret

2007-08-12 14:10:35 · answer #10 · answered by vis 7 · 2 2

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