Jesse came with Syd and came early to help with decorations. He knows there was a "no gifts" mention but he brought a pricey bottle of whiskey just so he wasn't showing up empty-handed (and because he likes pricey whiskey). He'll absolutely challenge Waverly to darts (and pool, but he's better at darts) and Wynonna too if she's down. Basically anybody who wants to play darts is getting a little polite smack talk until they play a round.