You can certainly try
"You can certainly try" is a phrase often used by Dungeon Masters, especially Matt Mercer, to indicate that, while there is nothing in the rules preventing a player from attempting a given course of action, that player doesn't necessarily have any chance of success, and the consequences of trying could be very, very bad. Another phrase a GM might use to warn players is "Are you sure?"
Alternately, can be used to refer to any character build that's very poorly supported, such as adapting an NPC monster with a Level Adjustment for use as a player character race in Dungeons & Dragons 3e.
Examples of "You can certainly try"
- Bringing a sword to a gunfight.
- Bringing a 1d10 Renaissance pistol to a +3 Flame Tongue swordfight.
- Trying to shoot the Evil-Superman-Clone with your handgun.
- Playing any kind of Dragon or half-Dragon in pre-4e D&D. (Dragonborn seem to have filled this niche nicely.)
- Playing a monster in a setting not set up for it.
- Playing a low-combat-utility Face in a hack & slash campaign.
- Using a lasgun on a defensive shield.
- Rolling to seduce the Illithid.