Hi girls!
A few weeks ago my gf decided she wanted to do my makeup. She has known about my dressing since shortly after I accepted it myself, which was a few years ago, and she has seen pictures of me dressed, but never seen it in real life. I was excited to see what I would look like once she did my makeup, since she is much better at it than me. We laughed and had fun while she did my makeup and when she was done it was time for me to get dressed. I've read in other threads here that a lot of people suggest transforming in front of your SO rather than walking into the room fully dressed. I only left the room to get my tuck right, because she really doesn't need to see that. I put on my bra, forms, hosiery, shoes, and LBD in front of her and I got my hair just right. She even asked if my feminine side had a name so I told her my name. As I modelled for her she said it's unfair how good I look in a dress since I'm not even a woman. At this point I asked if I could kiss her and she agreed. The kiss was slightly more than a peck since I didn't want her to think that my dressing was a sexual fetish. I then got back into boy mode.
Here's the important part that might help some others out there. After I was back in boy mode, she told me that she was glad I had kissed her since the kiss showed her that it was really still me under the makeup and clothes. I am really blessed to have such an understanding and accepting SO, and I do think that actually getting dressed in front of her made it easier for her to accept that this is just another side of me, but it's still the same me.
I hope this helps someone out there.