To me glamorous definitely means old school Hollywood glamour, e.g. Audrey Hepburn, Liz Taylor, et al. So the modern, day-to-day version of that, keeping it just on the rude side of over-dressed (because if you go too far you just look a bit silly I think). A number of colleagues of mine told me I was always glamorous as well. I do make an effort to wear well-curated outfits, and I love beautiful handbags and shoes. At that particular job I did wear heels quite often, plus a little bit of make up, but not OTT - No full face make up, just a bit of eyeshadow, mascara and lipstick or lipgloss, nicely groomed brows etc. I generally don’t do much with my hair, blow dry it and wear it down or in a pony tail. It’s more to do with how you carry yourself I think, and also if your dress sense tends toward the classic/timeless/some would say boring.
I also got called glamorous because I carried a Becksøndergaard fabric bag (which I got free for spending over a promotion threshold) as my shopping bag rather than just a big standard supermarket bag for life. I’m flattered, of course. But to me it was just a nice, useful bag to carry my shopping and/or work stuff in.
There is another version of glamorous...TOWIE/WAGs/Love Island. That’s not glamour to me, though. That’s just OTT, and a bit tacky, unless it’s kept very understated and elegant and on the right side of the line.
It’s very subjective, isn’t it.
And, it goes without saying that if it makes you happy and you feel good, wear what you like whether or not anyone else thinks it’s OTT, tacky, too much, too little, or whatever other judgement one might conceive of. As long as it’s appropriate for one’s circumstances I think the more variety of fashion and style, the better and more fun!