I have posted in the past about my wife coming home unexpectedly and finding me trying to get out of one of her blouses. This was before I found this forum and I missed a great oportunity to come clean.
A few months ago I was complaining to her about her wearing a "moo-moo" (sack dress) around the house. She told me it was comfortable so I said I wanted one too. Surprisingy, she bought two, I suppose thinking I wouldn't wear them, but I did, just about every day when relaxing after a shower, etc. She commented a couple times, but got used to it. One is pretty nice with lace and elastic underneath the boobs.
A few months ago I ordered her some "Ahh Bras" off ebay at her request. She has been wearing them but complained that she was overflowing them. I asked her if she wanted me to order her a larger size and she said "yes" so I did.
A couple days ago, the bra came in the mail addressed to me. I brought in the mail but didn't open it yet as she wasn't home. Later, after she came home, I noticed that my package was missing and the bra was on a chair. I picked it up and said "Is this my new bra?" (jokingly) She said yes so I took off my shirt and put it on in front of her. She even told me to step into it and pull it up from the bottom. Rather than take it off, I left it on, poured myself a cup of coffee, and sat down in the living room with it on.
After a few minutes I said "I guess I better let you try this on" so I took it off and gave it to her. She took off her (smaller) Ahh Bra and tried on the new one. I took her smaller one and put it on. She said "I don't believe you're wearing my bra." I said "It's my bra now, I traded for it."
I slipped my good moo moo over my head, she put hers on, and we went about her business. Later that day, she even slipped her hand underneath my bra and tweaked my "boobies".
The next morning she was getting ready to go out and asked me "Can you see my pink bra under my blouse?" I said "No, can you see mine?" She said "No, are you wearing it? I said "No, but I'll be wearing it this evening." She said "By itself or with panties?" I said "With panties."
So, that evening, after my shower, I put on my bra, a pair of her panties, and my moo moo and went out into the living room. I was sitting in my recliner and after a while she noticed the panties. She said "I don't believe you're wearing my panties." I said "I told you I would". She made a couple jokes about it and dropped the subject.
Later I told her that wearing her clothes made me feel closer to her. She seemed to accept that and there's been a lot of hugging, kissing and snuggling the last couple days.
At any rate, it's now OK for me to wear a bra, panties, and one of my dresses around the house. I've hinted at more, but I'm going to take it slow for now. The goal of course, is to wear boobs and a wig as well. And to keep her love.
I'm pretty happy.