I knew a guy many years ago who wore a very nice black leather blazer. It worked for him, as it coordinated with his whole look (sunglasses, boots, jeans, restored 1970s muscle car). He was a nightclub promoter. I'm pretty sure he was "connected". His name was even "Lenny", or at least that's what he went by.
I think when you have a piece of apparel as iconic as "the black leather blazer" (and it is iconic, immediately conjuring an image), it needs to work with an overall sartorial ecology... that's why it worked for Lenny.
If you can easily just plug the jacket in and GO, then sure, go for it. I cannot. Lenny can (or could... I lost track of him after a mutual friend died.) This forum happens to have a culture which doesn't really accommodate "the black leather blazer" (it's really an example of "street style"), but if you have the right trousers or jeans, the right boots, the right hair, etc. don't let that stop you.
My two cents!
DH