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Men wearing women's underwear

How to confess to their woman?

Mark, who enjoys wearing feminine underwear, writes, "I want to come out and admit I wear women's underwear. I am just a regular guy and love women but this is something that I love to do. How would I approach this subject with a woman?"

I am just going to give a detailed answer and explain all the options since you have not given me much information.

If you are a crossdresser (dress in complete women's outfits and makeup) and do so frequently.

Photo of a leopard print thong.If you are in a relationship, sit down and calmly explain what the situation is. Also give her an opportunity to digest the information and to do whatever she feels like. Tell her that you won't judge her for her decision and she shouldn't either. If you are not in a relationship, then for future relationships, it is best to be upfront about it. Doing it in secret would be stressful and chances are you can find a woman who will support you.

If you frequently wear full set of women's underwear (bra, panties, stockings, etc.) under a man's clothes.

I would say that do the same as above if you are in a serious relationship. If you are in a casual relationship and do not dress everyday, there is nothing to do right now. There is a possibility that your situation may change.

If you frequently wear panties for a long period of time, including going to work.

Many men who have written to us say that they first approached it by jokingly telling their partner about her panties being so attractive and how you want to try them on if she doesn't mind. If she freaks out, you have to stop and decide whether you want to be with that person. If she is fine with that, then just go ahead and tell her that you like it. Do it occasionally from then on but keep her involved by showing her when you wear and asking her to go shopping with you. What freaks out women is that she starts to wonder if you are gay and that she will lose you. As long as she understands that you are just a regular guy who happens to like them for comfort, feel, and design choices, many find it normal.

If you occasionally like to wear panties.

Probably there is no reason to come out if you have even the slightest doubt that things could go wrong in your relationship. If you are very comfortable in your relationship then you can playfully tell her like in the example above and hopefully it will enhance your relationship.

And by the way, we like to know how things turn out for people like Mark, how they deal with such situations, what worked, what didn't work, etc. That is the only way we can help other people in your situation. So please share your story with us (and we promise never to disclose your identity).

Update

As per my request above, I heard from a lot of men and couples and I am reproducing a few selected stories:

I love to wear women's lingerie. As I type this I'm wearing pretty red and black lace briefs and a push up bra that I think makes me look so sissy and pretty. I'm thankful that my understanding wife can accept and sometimes even encourage this!

*****

My wife knows I wear her panties and although she doesn't request me to do so, she accepts it and sometimes enjoys it. Mostly it's up to me to judge her mood and whether or not I let her know I'm wearing her panties that day. She knows I have a crossdressing tendency and has let me know that bras are a no-no, which is OK with me. I have worn her jeans and we've gone out like that. I've worn a pair of her stockings once and she just rolled her eyes. Her nighties - no. Her robe - OK. I think when it comes right down to it, things worn from the waist and below is OK. I love my wife very, very much and don't want to upset her as the relationship is much more important than my wearing her underthings.

*****

I have worn woman's lingerie since I was in high school and have loved it. Never wore it in public but would wear it especially when taking a shower. What a great feeling, especially bras.

When I got married I had to hide what I was doing. For a couple years I kept my pleasure a secret even buying and hiding my own lingerie.

One night while we were in the middle of foreplay I got out one of my bras and put it on my wife. She asked me where that came from and I told her I bought it just for her.  As I was laying on top of her I unhooked the bra and slowly moved the straps off of her. I kept the cups on. Then as we continued into love making I managed to turn the bra over so the the cups were on me. I managed to slip my arms through the straps so I was now wearing the bra except for it being hooked in the back.

We continued to make love. I would move around so the cups rubbed on her nipples and she liked the feeling. When we finished I sat up with the bra on me. I said something like "Wow, that really felt good. I felt so close to you."

A month went by and I tried the same thing again. Then one night I said, "This feels so sexy. I feel so close to you. Can you hook your bra in the back for me?" She hesitated but did it. since then there has not been much of a problem. I come to bed now dressed in a smooth stretch top, bra, panties, half slip and stockings and she says nothing. She even likes it during love making feeling all that against her skin.

She has even handed bras into me in fitting rooms so I could see if I liked them when we go shopping.

It has been so much fun. One thing we save for every so often is to dress in bra, panties, stockings and a full slip and then soap each other up in the shower. If you have never tried this, you have to give it a try!

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