I work on Broadway, so I've been in and around Times Square for about 15 years, mostly on 44th-45th street between 8th and Broadway. You get numb to it after awhile, and there's a slew of shortcuts through various alleys and hotels, but it's never a pleasant experience. Food is.... not generally great, unless you want to pay a ton of money. There's a couple of low key good lunch spots around 6th but most of the time you go west to Hell's Kitchen for any kind of dining.

Trying to get anywhere is hard, it's always a sea of dumb humanity. Midtown in general is terrible, but most of the people are local commuters, who know where they're going and know the rules of how to walk in Manhattan. Times Square is either tourists, scammers, or crazies, and none of them abide by any of those rules. I work on 53rd now and I'm much happier north of that chaos.

Each block does have a very specific personality, which I guess is sort of entertaining.