Like most blokes, I spend decent money on shoes, trainers, jackets and coats. This is stuff I wear a lot, so I usually go for name brand hard wearing gear - Nike, Levis, Jones the Bootmaker, etc.
Though the initial cost is high, I have a tendency to wear this stuff until it falls off, so each item of clothing will last up to 5 years - except trainers, which last about 2 years.
The most expensive item of clothing I ever had was a Tag Heuer wrist watch, which was worth several hundred pounds.
However, this all pales in comparison to a girl I once dated whose Agent Provocateur bra was worth more then my entire wardrobe - including the IKEA wardrobe.