Learning to... let go?

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The boy next door was named Jason as I would later find out, even though I feel like you should be at least on a first name basis before you dig through a persons underwear drawer. Or even better, you should have at least bought that person dinner first. Imagine my shock when I awoke to a kid who I'd never seen standing by my dresser with his grubby little hand digging through my things.
I had woken up slowly to rustling in my room though I had just figured it was the cat walking around outside my door or a bird outside my window. I woke up fully when I heard the drawer open. An odd rolling and creaking noise from a dresser as old as me. I had turned my head to see where it was coming from then sat bolt upright when I saw a dark figure near the foot of my bed. I felt a scream caught in my throat, all of my worst fears had come true. A murder was in my room and... going through my underwear drawer? No, that wasn't a typical murder tactic. Who the hell was this?
The figure looked over at me and we made eye contact for a brief second. He grabbed a lacy black pair of underwear from the drawer, slammed it closed and then bolted to the window. I slid my feet over the side of my bed as he put the waist band of the bottoms in his mouth, his face illuminated by moonlight, and gave me a wink. Then he climbed out the window and jumped across just as I was sticking my head through.
What had I just witnessed?

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