Excited and nervous as we kind of have a complicated relationship. Originally met her through a dating app but at the time it just didn’t work out romantically. However we became really good friends and have stayed such for a while now. Despite not initially being romantic we have strayed occasionally into a FWB situation. She has always been way more open sexually than I was and we’ve always told each other that we would never judge each other. A few nights ago I was home alone dressed up and drinking when she texted that she had met someone that was wanting to explore some scenarios. They ranged from me just watching them have sex, her giving me a handjob while they fucked, him jerking off while we had sex, and few others. Reading all these options while dressed up and tipsy got me so turned on so I asked if I could share a really big secret.

Told her that I had begun experimenting with CD and had even fantasized about jerking a guy off or possibly blowing him. Then I sent her pictures of my fake nails, toenails painted, the outfit I had on and the thong I had on underneath. She loved the pictures and was supportive right away, felt so relieved. Then last night she messaged me to ask if we could go dress shopping together, that she’d love to pick out an outfit for me to wear! So fun and helps make it way easier to walk around women’s clothing stores when there’s a female. I may ask her to help with makeup but we’ll have to wait and see how shopping goes