Good news! He won.
He's planning on wearing it to his HUGE family Christmas party (seriously, it's like a massive family reunion for his dad's side). Thing is, it's just a Christmas party, not an Ugly Sweater party, so he's going to stand out like a large walking blinking Christmas spirit atrosity, lol. I know his Dad for one will tease him to no end. We're soooo looking forward to it.