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Copied from "l DONT EVEN TRY" on trueachievements.com

To start this mission chain for kerrys storyline meet with jonny in the mission HOLDIN ON finish that

Then the mission
SECOND CONFLICT will start right after you finish holdin on

To start
A LIKE SUPREME skip time by 24 hours exactly to wait for a call from nancy

Then after you finish the performance
Start skipping time by 24 hours until you get the mission REBEL! REBEL! not sure how much time you have to skip until you get the call from kerry just do it till it pops up

After you have had coffee with kerry leave the area and start skipping time by 24 hours you will then get a text from kerry make sure you read it then start skipping the time by 24 hours again till kerry calls you giving you the mission I DONT WANNA HEAR IT

Once you have finished the mission in the club leave the club and leave the area start skipping time by 24 hours periods again until you receive the mission OFF THE LEASH

After that mission has finished leave the terrance and leave the area start skipping time by 24 hours periods again until you receive thr final mission in kerry mission chain called BOAT DRINKS

Once mission BOAT DRINKS has finished your achievement should unlock

Kerry story line should take a little over an hour to complete hope this guide helped happy hunting