Okay so alot of people have an issue with it since to get actual break in scene is abit of hard to know about, in order to get that scene you need to participate in Wrestling at the fair, and get a chance to pair up against Barrel, and you will have a choice to win agains him or to let him win ( not sure if the outcome will change what comes next or not but I decided to win ) and after that Barrel suggest rematch at your house and you can invite him for a wresling at you housein bed , and after you done with it, there is a chance that at night Barrel might break in at night while you asleep and do stuff, and you can have a talk with him about it later, and after you talk with him about it he will be available to invite on fair for firewarks event.
Alot of people got wrong idea of him visiting you at night is him breaking in, but that isjust his visit and not actual break in moment