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How can I spend less?
There are many tactics you can use.  If your biggest problem is regretting your larger purchases, I'd suggest giving yourself rules before making any purchases over a certain minimum dollar amount that you set for yourself.  For example, if that amount is $50 for an item, then any item starting at an average price of $51 would be subject to these rules. One of your long-term goals ought to be to become the kind of person who finds joy in saving money rather than spending it.  Make friends with frugal people - look for those who prefer games nights and potlucks to nights out at the club buying expensive drinks and dinners at the newest steak joint in town.  Learn the thrill of a deal, but even more learn the thrill of your savings growing.  You don't want to enjoy money in the bank for the purposes of becoming a miser.  Instead you want to realize that money in the bank helps you achieve your goals — buying the house you want, donating a significant amount of money to a cause you ardently support, allowing you to take a dream vacation, letting you buy with cash the car you always wanted, the possibilities are endless.  As Dave Ramsey says, "Live like no one else, so you can live like no one else."