I paid less than that for my Glycine Combat 6, it's an automatic (self-winding) mechanical watch with a Sellita SW200 Swiss movement, a bronze case, green dial and leather band. You can also get a nice Seiko Presage for that price.

I'd suggest you check this filtered Chrono24 search, it's what I'd consider for your budget (new automatic mechanical watches from decent brands). Laco was one of the 5 original makers of pilot's watches for the Germans (A. Lange & Söhne, Laco, Stowa, Wempe, and IWC). Lange and IWC are out of sight expensive. Pilot watches have a certain rugged and sporty charm that would seem more like your style coming from a Casio.

I omitted Seiko because they have too many cheap Seiko 5 models, which are OK, but I'd rather get a Presage for that price.