I’m the DM, I do this all the time woth my players.
It’ll never not be funny.
Making character portraits by crudely mspainting yearbook photos sounds like a bomb idea tbh.
Well, let’s see. Did I remember to cast Mage Armour? Yes, so that raises my AC to sixteen, so YES IT HITS WHY DO YOU KEEP ASKING IT ALWAYS HITS
Well my wizard is a blade singer with the shield spell activated so a 28 does in fact still hit
No because I’ve got over two dozen protective spells active!
Funnily enough, assuming 5e, wizards are the only class that stands a chance at dodging that. Stupid minimax with some magical items, but still
Mage armor Bladesinger, 20 Int, 18 Dex Bracers of defense Shield
Gets you to 13+5+4+2+5=29AC
If it’s mid-level or above Pathfinder, no, 29 doesn’t hit