"Macy's Men's Store & Esquire Present: Wear & How - Your Guide to Dressing Well" promotional/educational DVD from 2005.  Format DVD, running time 11:49.  The DVD was shot by documentary film director Doug Sloan.

This DVD was included free in a Macy's Men's Catalog that was mailed to male customers in 2005.

It includes men's fashion "pointers from the best names in the business":

• Donald Trump (who was selling his "Donald Trump" line of suits and Men's clothing)
• Sean "P Diddy" Combs (who was selling his "Sean Jean" clothing line)
• Tom Murry (President & COO of Calvin Klein Inc)
• Nick Sullivan (fashion director of Esquire Magazine)

From the back: "First impressions are your key to success. This DVD will help you understand the core ideas necessary to developing your work wardrobe".

The DVD is in very good condition, it has a few small marks on the back but it plays perfectly without any problems. The brown paper cover has a some marks on the right edge from where it was removed from a catalog. See photos.