Here is the full list of all 17 Oh...Sir! The Insult Simulator achievements worth 1,000 gamerscore.
Win your first argument.
Play the basic tutorial.
Complete the Insulting Tournament.
Unlock two additional characters.
Take 50 honour points off your opponent in a single insult.
Compose a phrase with "Your country is not a part of Europe".
Unlock a secret character.
Compose a phrase with "Your mother is your father".
Compose a phrase with "Your mother was a hamster".
Compose a phrase with "Your hovercraft is full of eels".
Play more than 100 duels.
Compose a phrase with "Your son died because of your sins!".
Compose a phrase with "You still use Windows Vista".
Compose a phrase with "You are silly".
Compose a phrase with "A duck hunter probably murdered this poor man".
Compose a phrase with "Your wife is interested in photography".
Mention Satan 6 times.