AFL, you got an interesting look to you. you could probably pull off a bunch of crazy stuff. I wanna see you all wild-west steampunked out.
I feel like this would be possible / really fun. Very costumey, but I've had the same kind of thought about an old west inventor / snake oil salesman or some shit. I'm too fickle to go all out with a weird look like that, though, so this is what I end up wearing. Oh well.
I hate to be that guy, but the Rick is too large on you, man.
It's hard to tell unless he zips it up, it might actually fit... the sleeves are supposed to be long. The bigger problem is trying to wear an RO jacket with preppy stuff
The BR is the only thing in there that could be qualified as "preppy," and even then, I don't think it looks as out of place as you might think BR with RO would. Still, I don't much like striped sweaters, so I'd swap it out for something else on that demerit alone.