Interesting topic. I frequently feel self concious using my old film gear. Not because of the hipster connotation though, as I am old. Just because it calls attention to me and what I'm doing, and I really don't want to interact with people when I'm in my "zone." I get the hipster thing, my kids have an opinion on that (they grew up in Hipster Central), and it's not complimentary. Just do your thing, make some good work and be proud of it.
On a side note the "friendliest" camera I use is an old Rolleiflex TLR. Everyone smiles and likes it, young and old. Doesn't hurt that it is capable of taking outstanding photos, too.