I've been getting exceedingly "cheap" vs. frugal on haircuts over the last few years. In the cooler months, I was letting it get to the point where I didn't like looking as myself before I'd go spend the $14 (with coupon) + tip or a haircut because I hated paying for them and spending the 1.5 hours driving there, waiting, getting cut, driving home (almost 3 months).
I finally ordered a set of Wahl clippers on Amazon for $18 (cost of one haircut). I've been getting the same haircut for 15 years, so I've seen it done a bunch of times. Read the flyer in the package, lined up my guides, and started trimming. 30 minutes later, I look like a new man.
The cut isn't perfect, but I look a hell of a lot better than I did. Frugality for the win. Now, I can cut my hair once a month and not resent it!