Here's a list of all the costumes that you'll need for this achievement. Basically, you need to play 5 games of each game to unlock ALL the costumes. Use this as a reference and check off which ones you have.
“Twister” Costume (play three games)
“Mouse Trap” Costume (play three games)
“Yahtzee Hands Down” Costume (play three games)
“Clue” Costume (play three games)
“The Game of Life” Costume (play three games)
“Ernest Tatingway” Costume (play one game of each title)
“Spud Aldrin” Costume (play five games of each title)