I have a weakness for Cohiba VI cigars- $70 a pop. (one or two a year) In a pinch I will smoke a Cohiba IV-$40 a pop.
I have 7 cameras and many many lenses, and I spent $700 for a Riese tripod, and $400 for a Wimberly gymbal head for it.
I spent $7000 on a stereo amp for my hi-fi system, and $700 for a 7' pair of speaker cables.
And $2650 (with shipping) on the AME chopper kit for the bike.
I also like Basil Hayden bourbon.
When I dress to impress, I wear my Bulova Precisionist watch and hand made leather brogues or wing tips (which I bought second hand), and a small gold nugget tie pin, which I found.
My wife has MS and requires a lot of help, so after I take care of her ($25000 worth of mobility aids in the last three years) I take care of ME!

P.S. My glasses cost $870.
P.P.S. Lest you think I'me crazy, the hi-fi took over 20 years to amass the right stuff, as did the camera stuff.