I've been searching for a while, but no luck. I've found that on-ear and around-the-ear headphones hurt less. Earbuds are extremely painful. The in-ear silicone ones didn't work either. So, I think my best bet is an on-ear or around-ear pair that doesn't put too much pressure on my ears or the surrounding area. Looser-fitting seems the way to go. (If you disagree, let me know!)
My ears are slightly bigger than average, my head is a bit wide. I will be using them while working on the computer. I'm hoping for something affordable.