courtneycaptisa

Relaxing This Weekend

Added 2023-10-14 20:11:52 +0000 UTC

What are you doing this weekend?

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I was in desperate need of a new weekend hobby. American football was boring, I didn’t have a girlfriend at the moment so dating wasn’t even in the picture, and most of my friends were starting to have more adult responsibilities which kept them busy on the weekends. Could have picked a new video game or maybe racketball or something but instead I started to travel to a side I never thought I would take.

Growing up with a younger sister, we had our share of little arguments. But now that she was grown up and had a life of her own she was spending less and less time at our parent’s house. Weekends were often spent out and about with her boyfriend.

Due to the TG caps appearing in my feed more often thanks to algorithms, I started thinking about what my life would be like if I had been born a girl. Felt a little weird going through her undie drawer and seeing if her panties would fit me but it provided the rush I needed. This continued with me taking more steps towards feminization each weekend. Shaving my legs caused a bunch of nicks at first but I got the hang of it. Started getting compliments from people on how my long hair looked good. One time I messed up by putting her favorite bra in the wrong place but she blamed it on her lack of memory. It’s still my little secret for now but maybe I’ll tell her she’s about to have a new sister in the near future.