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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.

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.

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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).

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