1. Something that is considered painful, but yet is really fun.
2. A person who is a pain to be around but the things that they have such as a Wii are fun.
Person 1: That Jonah kid is such a painfun!
Person 2: Why is that?
Person 1: He is so annoying but yet his house has some of the most amazing things!
A person who is painfully average would rate on a scale of 1-10 directly in the middle, a 5. This causes the person to become almost invisible because of their mediocrity rendering them completely undesirable. Therefore it's better to be a 4 than a 5.
I'd rather be with Rachel than Amy. Rachel's a 4 but it's better than being with a painfully average 5.
Short-hand for the word floccinaucinihilipilification, meaning the estimation of something as valueless (encountered mainly as an example of one of the longest words in the English language).
Precedes or follows either a gratuitously disrespectful or honest remark, originated in New York City. Used in similar fashion to "no offense" or "to be honest," interchangeably.
Ya mans is wild buns, respectfully. Respectfully he's washed.
After school, The Modells on Jamaica Ave was active. Respectfully.