I’d say they’re only anachronistic because people, nowadays, aren’t used to seeing them. Back in the 90s it was simply normal and no one would bat an eyelid. I guess things change, though given some of the clown outfits that pass as uniform now (yes TFL!) it’s a matter for debate whether things have changed for the better.
I certainly do think some TOC uniforms are downright scruffy - Northern's is one of the worst. No objection to the combination of a polo and smart trousers and shoes, but the shade of blue used just gives it a very scruffy look.
I do think the Belgian uniform is charmingly anachronistic, which sums up Belgium as a whole really. I'm not sure the UK peaked cap has quite the same association - most people associate it with "jobsworths", i.e. unhelpful staff - indeed, Esther Rantzen's quite amusing "That's Life" programme used to issue a trophy which was a peaked cap on a wooden base for their "Jobsworth Award".
As for paramilitary security staff, I don't like that either. I get that stab vests are necessary in some places, and that they probably need to look threatening in some cases, but there's threatening and there's looking like a soldier. I saw a couple of Avanti ones not so long ago and they were actually wearing army style boots, which gives totally the wrong impression - together with the Avanti green colour they genuinely looked military. Though I do like the fact that my regular bit of the railway doesn't really need them because there's relatively little antisocial behaviour.
At least most of them don't get close to committing the offence of impersonating a Police officer, as per the ones that patrol Canary Wharf, where they've clearly sought legal advice on just how close they can get to Police uniform without committing that offence. (See also those hi-vis jackets worn by some horse riders and cyclists that say "POLITE SLOW"* on them with the chequer markings you get on actual Police cars and uniforms).
* That's one reason you often see "Polite Notice" on signage - not because they're being polite, but because people will misread it as "Police Notice" and so be more likely to do or not do what it asks.
I can get why the exist, but they’re not really something I’m enthusiastic about. It does kind of give the impression that the criminals have won.
It's certainly my line that if a pub has bouncers it's because it needs them (because the trade's finances are so tight that nobody would pay for them if they weren't necessary), and thus it isn't a nice pub that I'd perhaps better give a miss, though I am conscious some licensing authorities just require it of all alcohol serving venues.