It turns out my new boyfriend is a cross-dresser — and I’m turned on by seeing him in women’s clothing.

He’s still nervous about dressing up in front of me, though. What can I do to make him comfortable?

— L.Y., New York

The fact that your boyfriend has shared his fetish with you at all is huge, and you should take joy in that. It may take time for him to feel comfortable sharing more of his feminine side with you, though. It’s not always easy to share something like that with a new partner.

When he does start to show you more of his womanly side, verbally encourage him by telling him how hot he looks and how much it turns you on seeing him all dressed up.

He may not share his fetish with you all the time because he probably enjoys... Read More