This one could’ve gone one of two ways, ’cause Tadano has a history of bottoming as well (especially in drag). I’d be up to do that version of this pairing eventually, but I kinda wanted to go this route here.
A while ago I did a pic of Shikimori’s brother, and mentioned wanting to do a bit with this subset of character (brother to the girlfriend of a girlfriend anime). Shousuke is the other one I had in mind that I hadn’t drawn before, so I did this little pin-up of him.