Hello,
I'd like to share my experience! I've never been very good at dressing. I've worn things around home when I was alone. Had a long period of time due to living arrangements I wasn't able to dress at all. That's all changed recently. Started living alone again and dating someone new. I had made a few comments here and there about women's clothing. She picked up on my fashion and terminology were as good or better than hers. So I mentioned I'd worn women's clothing before and had a small collection of things. She's bi curious, as such that she's attracted to women also but hasn't actually done anything with another. So she was interested in the prospect. So a few times I showed her some of the things I had, and tried on for her. We made a few shopping trips and picked up some clothes and make up to try, since I'd never actually worn make up. So we played with make up a few times. I modeled some clothes. Never the whole package. After joining the forum here I wanted a picture for my avatar after seeing everyone Else's. She's into photography so seemed like a great idea.
We did make up for awhile. Tried some things out. Then I went to change in secret. I had gotten a stomach shaper with garters that she hadn't seen so I was excited to try that. Put on a grey leopard top, black ruffle tight skirt, matching belt, shaper and nylons, little black cover up jacket, and black heels. I wore a shorter wig even though she likes longer hair just because my long haired wig is a nightmare to style. So I put everything on, and asked if she was ready. When she said yes, I made sure *I* was ready and stepped out.
I stepped out and she just sat there looking at me with an expression I couldn't describe. We'd been dating seriously almost a year and it's not something I'd seen before. So I feared the worst that she wasn't ready and she was going to hate it. I tried to look cute and she just put her hand over her mouth and just kept staring not saying a word. I was really getting worried by this point, and could really only ask, "What do you think?"
To my surprise she said I was beautiful almost to the point she was in tears! She liked it very much, and is very comfortable with my dressing and with helping with make up and fashion.
So I think that means she is definitely a keeper!