Marcydelane
03-21-2022, 09:08 AM
My wife and I have been working through my crossdressing for several years. It has kind of been 3 steps forward, 2 steps back. She doesn’t enjoy it, but she wants to support me and be present. She knew I had this in my youth, but when it came into our adult life, it was mainly just panties, maybe a short nightie once in a great while if we were traveling, having a good tipsy time together.
But 2 years ago, I got slightly more up front about what I really wanted, and we had some honest conversations. Some conversations were painful. Some were great and left us both feeling good afterwards. Along the way, a few more things were allowed in - bras, stockings, and a couple of bustier-type outfits, but only once. Of course, I dressed up more when I was alone.
This past weekend was my birthday, and she knew for quite a while that what I really wanted was some time to just hang out dressed up, no big pressure - just relaxing. Well, I went for it. It was awkward, but really great. I have to share. It was a long time in coming. I got to (almost) fully express myself.
The night before, she suggested I could wear something to bed, so I just had panties, a long nightgown, and some small pink socks (feet cold at night.) It was great and I stayed dressed while we had coffee in the morning.
Then we had a really nice day with me in male mode, just enjoying ourselves. In the afternoon, she asked when I wanted to have some special time, and so I went for it. First, a nice close shave all over, and then a tight tuck, panties, and pushup bra (really gave a nice cleavage effect.) Then some leggings and a simple top, with some sassy heels. This was miles ahead of anything we had shared before, but I had prepared her, and she was very gracious to go along. I think it kind of took her aback, but her main comments were about how adorable I looked and that she wished I didn?t look quite so good. I think I do have nice legs and figure, but she was kind of overdoing those comments - she is very attractive and I’m sure I look quite awkward.
Then, we were rolling. Next was a simple, flirty dress, stockings, and a different set of heels. I decided to go for it, and mentioned how I was lacking jewelry, so she suggested a necklace of hers, and I had a bracelet and clip-on earrings. She helped put them on. I said I?d like to try a bit of makeup, so I put on some lipstick and mascara. We had a little more wine, and I asked if she had any nail polish (I had gone this far, why not?) and she told me where to find a nice color she had.
So - after all this time - there I was with my lovely wife, dressed up head to toe, drinking wine, watching a TV show, just talking like it was a regular night. Needless to say, I was on cloud nine. The only missing piece was a nice wig, but maybe in the future?? I didn’t bring it up.
The night ended with a couple of bedroom outfits I modeled, and then going to bed.
I don?t put this out there to brag, it is just that I NEVER thought this would happen, and I obviously have nowhere else to share it.
And - I am keeping in mind that I STILL need to take it slow. I get the feeling that this kind of thing can backslide quickly if pushed. But - for today I am happy.
M
But 2 years ago, I got slightly more up front about what I really wanted, and we had some honest conversations. Some conversations were painful. Some were great and left us both feeling good afterwards. Along the way, a few more things were allowed in - bras, stockings, and a couple of bustier-type outfits, but only once. Of course, I dressed up more when I was alone.
This past weekend was my birthday, and she knew for quite a while that what I really wanted was some time to just hang out dressed up, no big pressure - just relaxing. Well, I went for it. It was awkward, but really great. I have to share. It was a long time in coming. I got to (almost) fully express myself.
The night before, she suggested I could wear something to bed, so I just had panties, a long nightgown, and some small pink socks (feet cold at night.) It was great and I stayed dressed while we had coffee in the morning.
Then we had a really nice day with me in male mode, just enjoying ourselves. In the afternoon, she asked when I wanted to have some special time, and so I went for it. First, a nice close shave all over, and then a tight tuck, panties, and pushup bra (really gave a nice cleavage effect.) Then some leggings and a simple top, with some sassy heels. This was miles ahead of anything we had shared before, but I had prepared her, and she was very gracious to go along. I think it kind of took her aback, but her main comments were about how adorable I looked and that she wished I didn?t look quite so good. I think I do have nice legs and figure, but she was kind of overdoing those comments - she is very attractive and I’m sure I look quite awkward.
Then, we were rolling. Next was a simple, flirty dress, stockings, and a different set of heels. I decided to go for it, and mentioned how I was lacking jewelry, so she suggested a necklace of hers, and I had a bracelet and clip-on earrings. She helped put them on. I said I?d like to try a bit of makeup, so I put on some lipstick and mascara. We had a little more wine, and I asked if she had any nail polish (I had gone this far, why not?) and she told me where to find a nice color she had.
So - after all this time - there I was with my lovely wife, dressed up head to toe, drinking wine, watching a TV show, just talking like it was a regular night. Needless to say, I was on cloud nine. The only missing piece was a nice wig, but maybe in the future?? I didn’t bring it up.
The night ended with a couple of bedroom outfits I modeled, and then going to bed.
I don?t put this out there to brag, it is just that I NEVER thought this would happen, and I obviously have nowhere else to share it.
And - I am keeping in mind that I STILL need to take it slow. I get the feeling that this kind of thing can backslide quickly if pushed. But - for today I am happy.
M