Unlike women who are drawn to cute and witty tshirt designs, when designing for men you can be a little more obvious. Men want to see the joke right away so a giant pile of beers on the floor as an image with a one word phrase like Tuesday would make them laugh. I should know I just chuckled a bit. If you want men who wear funny tshirts to buy your stuff you have to know what stands out to them. Anything with sexual innuendo, graphic sex jokes, beer and pot jokes, fart jokes, and pop culture references from movies usually works.
The reason these type of tees work is that in the male culture nowadays it is common to see men in their forties and fifties still rocking frat humor shirts. I know I will be at that age. Just because you get older doesn’t mean you still aren’t going to like things that guys like.
I do want to add though although what works best in getting men to wear funny tshirts is to appeal to their most basic instincts, there still exists plenty of guys that wear funny witty tshirts. Jokes about math or science with a smart or ironic twist can definitely appeal to the male tshirt wearer. Taking a funny famous image, pop culture phenomenon, or quote and changing it will also get male tshirt enthusiasts buying your tees in bundles. An example of this would be putting Darth Vader in an apron and having him say “come to the dark side, we have cookies.” Or taking Michelangelo’s “The Creation” and changing God and Adam touching hands to having them give each other fist bumps. Putting a unique and fun spin on something that has been seen millions of times can be a huge hit for selling funny tshirts for men.