How to get Dwayne to 90% like
Dwayne was alway the haerdest to get above 90% for the acheivement.
During your firt few missions with him, dwayne will send you an email, entitned 'yo'.
Read it, and answer it positively.
If you answer it negatively, you will have to start a new game to get the liberty city (5) acheivement.
Once you;'ve answered positively, you should recieve a call from dwayne, asking to go bowling. From here, just keep taking him on man dates until you are at 90%.
I only remembered the email when I'd finished the game, so Im unsure when you recieve the call.
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