I don't buy clothes very often, and never have. They've always been low on my list of interests, and since I work from home a lot I've generally been able to get away with a wardrobe that consists of old t-shirts and comfortable pajama pants. I bought several pairs of those over the last couple of years, but not much else until this year when I found a bunch of shirts from my favourite sports team (jersey t-shirts) on clearance and bought a ton for much less than they normally are. Seven normally $30 shirts for $28. Several more for $5 a piece, a couple for a buck each and some newer ones for $20.
I often wear clothes until they're in really bad shape. One t-shirt should go, as it's got lots of holes, but it's been washed so many times that it's become more comfortable over time. I also got it at one of my first concerts. Back then I'd usually try to buy a t-shirt until I realized how much of a ripoff they were at $40-50 each sometimes.
I sometimes splurge on hockey jerseys, because I collect them, but haven't bought many this year and don't see myself doing so in the future because they're just too pricey. They can cost $200-250, so I can't be a hypocrite. Other than the odd jersey, though, I don't spend much at all on clothes and if I do it's cheap stuff.