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My wife and I have been married for nearly 50 years. I’ve been wearing woman’s lingerie, stockings, heels, and makeup occasions for romps with my wife in bed. Now I’d like to try CDing only at home several times a month. Dress, makeup, stockings, and heels only around the house — maybe up to all day. Should I write up what I want to do for my wife or tell her at dinner. I’d appreciate any successful suggestions.
Jamie, that is the million dollar question. Given your previous experience, your starting point is very different from what mine was when I told my wife. Personally, I would recommend the conversation option as opposed to the written letter option. That way, you will be present to address her questions and concerns. For me, it took more than 3 months for me actually to share with my wife after I decided that I needed to tell her. Thankfully, I was blessed with a wife who was accepting and approving in her own way,
MacKenzie Alexandra
It sounds like your wife would be OK with you crossdressing at home without it being part of the bedroom routine. You might say that you really enjoy it and would like to dress up more often.
If your wife likes you dressed up for "romps" then she'll probably like you dressed up for normal times...
Cerys
Hi Jamie, welcome to CDH.
Following on from what Alexandra said, I'd add that your starting point is very different to that of most of us, whether or not we've confided to our wives!
Your own wife seems to have accepted your crossdressing on a bedroom level. She may not be prepared to let it go any further than that. On the other hand she might, as she already appears she might be receptive to the idea. Either way, all you can do is ask.
I would imagine that most if not all the ladies here will advise the spoken word approach rather than the written. But take it easy, at least at first, as it may come as more of a surprise to her than you might anticipate. Pushing for too much too fast might be counter productive. I hope it goes well for you both!
There is possibly a distinction between the two being one is fun and the other is for you. Obviously she enjoys the fun but to move forward and dress fully is a different matter as it could cross that line but at least you know there is an element of acceptance.
My thought would be to plan what to say and have the 'talk'. The other option would be to ask her if you could dress more in the fun sessions and see how she reacts. That would give you an idea of further approval. If she approves then gradually build it up.
On the other hand she may have an inkling and Cerys says it all on that.
I hope it goes well for you.
There is no best or correct way to do this since we and our spouses are all different. You know her so you are best to judge. I am not that different in I too wore lingerie mostly for fun rooms, but later dressed more and more. We have been married for 39 years this year. I just had a nice conversation with my wife over dinner and a nice bottle of wine. She was fine with it all since it was not too surprising considering all the lingerie I have worn over the years.
Hi Jamie,
Welcome to CDH. As others have said you know your wife best and can sense her reaction to your announcement. Dinner is a fine opportunity to raise the subject. You may want to set limits she’ll be happy with so your discussion may feel out your wife’s limits.
Alice
My favorite time to talk about such things was at night before going to sleep. Pillow talk.
Jamie -
Welcome to CDH.
I really don't have anything to add to the advice already given. Hope things og well for you.
XOXO
Suzanne
I shared with my wife as we finished dinner tonight. She had some suggestions to how we could make it happen and agreed to help me with my clothing. I’m looking forward to have a picture soon I can post in my profile.