Leaderboard

It's been a little while since I've gotten dressed up with bra and panties and all. I've been staying up later watching movies, and then it's time for bed. I felt like it tonight for some reason. Today, I drove to Jupiter, FL, which is about an hour and a half north of me, to have lunch with my sister, who lives in Vero Beach. It was kind of a nice halfway point for the two of us, and I had learned of a restaurant on PBS to try. Initially, I was hoping she would come by herself so I could open up to her about my crossdressing. But she was joined by her husband, so I let that drop for the time being. It was still good to see her, and we'll probably do it again soon. Another time. It's gone on this long, no need to rush.

Perhaps you should consider why you want to talk to her and possible ramifications if it doesn’t go well? Not that I think you shouldn’t tell her. Then, though, set up a 1:1 with her, telling her that you want to have a private talk about something important to you. Yes, that will pique her curiosity but more importantly her mindset will be more prepared to understand that whatever you tell her is sensitive and hopefully she’ll be receptive and reserve judgment while you’re spelling it out.