Just buy what YOU know and what YOU like!!! Enjoy your discovery and acquisitions!!

IMHO go classic lines:

Rolex DateDay or Date Just white face or silver concentric dial with stick markers
Rolex explorer II - my favorite Rolex model
Rolex LV mariner

VC dual time regualtor with leather strap

PP Overseas stainless steel bracelet
Mont Blanc Automatic with leather strap