Here is the full list of all 31 Awkward achievements.
Played your first game
Played a game where everyone entered a name
Finished a game with an average answer speed of under 3 seconds
Got the final awkward question right
Got three matches in a row
Correctly matched an answer in under 2 seconds
Got your first awkward moment
Played a team game
Played a solo game
Played a duo game as friends
Played a game with 6 players
Got your first match in a solo game
Got three awkward moments in a row
Correctly matched every question during a double points round
Got the final awkward question wrong
Had a rematch
Finished a duo game on 100% matchability
Finished a duo game on under 20% matchability
Finished a duo game on 0% matchability
Finished a team game with all team scores tied
Finished a solo game with 80% or higher conformity
Finished solo game with under 20% conformity rating
Someone scored over 80% familiarity in a multiplayer match-up game
Someone scored 100% familiarity in a multiplayer match-up game
Someone scored 0% familiarity in a multiplayer match-up game
Played a duo game as friends and finished with over 80% matchability
Correctly matched 100 answers in solo games
Completed 10 games
Faced 1000 questions
Played on a Saturday night
Played on Valentine's day