My husband wears a size 33 pants and the large is somewhat small. He used to be able to fit into a Medium, but the company shrunk their sizes, which is a horrible way to do business. However, my husband still thinks these are the most comfortable underwear to wear because they are tagless and don't ride up and are loose where they need to be. They don't last long though. After washing frequently, the elastic band will develop stretch in it with holes near the top of the fabric after three months.