So this friend i met through my ex is awesome. Very funny and great energy. I never really thought of her in a romantic way. Well one night when we were hanging out after me and my ex broke up and she was showing me something in her games closet and suddenly said she wanted to kiss me. No make out or anything just a sweet peck. It happened a few more times that night. We cuddle a bit on her couch as we played games. That was when i definitely started getting sexually attracted. I was leaning on her butt as we played and i really liked it. Anyway. We didn't hang for awhile just because of life and work. And in the meantime i discovered i really like crossdressing. I love dressing up in sexy stockings and bought a skirt to feel cute in too. Fast forward to last night. She asked me to house sit for her for a few days an i dont mind at all but brang my cute outfit for myself to feel cute in while she's away. Then i remembered she has a camera in her home because she has a dog walker and cleaning lady that come by. So last night after getting drunk together and hanging i decided to just tell her. She got really excited and i got changed. She was quite excited and said i have really sexy legs. I really enjoyed showing off to her. Then toward the end of the night she asked if i wanted to cuddle in her bed. I was so down immediately and we went upstairs to "watch a movie" we watched 2 seconds of it before just wrapping our arms around eachother. Both on our sides facing eachother. I was lower and got to bury my head in her breasts. She was wearing a hoodie but she is quite busty so it was still very nice. I immediately got hard and even out legs were entangled so she definitely felt my boner. I was very horny but also sleepy from drinking. I groped her ass and she did mine too a little. A few kisses during the night as well before sleep. Idk if i should have been more assertive and asked for more or what. It was really nice but idk if shes even into guys at all. Quite confused and turned on by the whole thing. She said we should go shopping together and hang out more and I'm looking forward to it. Hopefully we can cuddle more. I really wanted to ask her to take her hoodie off so i could feel her breasts in her bra. I at least want to mutually masterbate together but am scared of pushing too far and ruining a good thing