>>63859958 (OP)
Drop leg really only makes sense for duty carry, and especially if you're doing anything where "duty" means you're dripped out in gear.
I have long weirdo arms so I came to understand drop leg (when worn appropriately, more or less like OP's picrel as opposed to my picrel of the homies from SG-1) setups are useful for mutant fucks like me. But the same benefit comes from just getting an OWB holster that offsets a bit lower down the leg, frankly not unlike OP's picrel again.
In fact, all dude in OP's pic would need to do too look less retarded in 90% of situations would be to lose the lower retaining strap around the thigh (and get a holster with actual fucking retention).