Try harding

Trying hard to get one's penis hard. Can be used when someone is trying to get someone else hard of themselves hard

Dude, Envy is try harding but his erectile dysfunction won't let him.

Try-hard Comedian

A person who tries way too hard to make a joke, but ends up making an ass of themselves. On occasions, they'll bring up memes from 2009 and call them relevant.

Get a load of that try-hard comedian over there. He's such a jackass.