Little Pain and his one-man "Sad Rap" movement in general is a little perverse and confusing, and even though we wrote about him a while back, here are some answers to your many questions about Little Pain and his new video for "High Cry":
Yes, he's crying on purpose.
Yes, he's bragging about being sad.
Yes, he's calling weed "Reggie." As in "Reggie Bush."
Yes, girls (at least the girls in this video) find depression really alluring.
Yes, Little Pain is really really really really good.
Beyond that, there's not too much about Little Pain you need to know. He's a New York MC, he's got a unique style, he works with great producers, and everyone will be listening to him in four months when he blows up so you might as well start listening to him now.