Bibs are the least of your problems in that regard, they’re covered up soon enough. Getting dressed for an autumn ride and being stood there in arm warmers, legs warmers, a HRM and socks makes for a very niche look.
I probably wouldn’t be wearing any of that other stuff though 🙈
If winter riding I’ll wear a cycling jacket with a long sleeve base layer until it, use wrist base heart rate and normally just shorts – but if it’s cold maybe tights. Not a long socks pulled up kind of riser either.
I’m not really a roadie clearly – way more into mountain bikes with just a bit of a dabble with some road riding just for fitness more than anything else.