if you can't say, "hey can i have a pair of your boxers" then maybe you're not as close as you think you are.
did you try opening your mouth?
You've supplied your own answer, trade him a pair of your panties, lacy ones if you have some. he'll love them
I'd bet he even wears them, giggle. That's how I started
No... Don't even go there.
I don't understand why... The lad is 13. He's barely started puberty for christs sake. If someone finds your underwear at his and his underwear at yours then that is an awkward situation.