Here's a concept. Trans lil sis who's finally gotten bottom surgery. The healing process has been going well and she's starting to explore how her new parts work. But... She can't quite seem to reach orgasm. How lucky, then, that she has an experienced big bro who is happy to help her get there... Again and again and again~
Big bro who's always been supportive of his lil sis and her transition, they were close before but it seemed like after she came out, they only became closer. He loves his sis, he's always supported her through the entire process, and thinks it's cool how much she's changed and grown into herself. Big bro who's really curious on how she looks now.... How she works.... What she feels like.... One day, home alone, he wanders into her bedroom to check on her, his cheeks burning subtly as he sits on her bed with her.
"So, uh, how's everything going... Down there?" Lil sis who's probably just as embarrassed replying, "Oh everything's good... Feels good... Except....." She can't meet his eyes. "I haven't been able to, y'know...... Orgasm yet." She mumbles softly.
Big bro who can't help but have dirty thoughts rush into his head. "Really? I mean..... Heh, I've never heard that from any girl I've been with--" He says, semi joking but with a hint of honesty. After some time of silence, he moved his hand to slowly walk his fingers up her lower leg. "...... You want me to show you?"