Update: Lined and colored. This would be more of a support sissy pokemon, in the sense that it just grabs people and pokemon and then brings it to an ''attacking'' type sissy pokemon who has a skill to feminize. I also think this would be a popular way of transport for Team Sissy, if not also for regular sissy region citizens. Just grabbing the Drifblim to get to your salon appointment.
Drifloons would probably be popular around Valentines day, hanging around plaza's, maybe caught by the mayor or who ever goes about town decorations. Maybe couples get sissy drifloons for each other etc
I've just been in a pokemon sissy version mood recently, so I redid some older sissified pokemon designs.
Drifblim became more heart shaped