The Robby Hometown
The first thing Robby does when he meets JoJo in St. Augustine, Florida, is make her whistle, causing some horses pulling a carriage fly over to pick them up. They do a little tour of town as many highly dedicated pirate play actors walk by, then Robby tells JoJo that meeting his family is "going to be intense... but very awesome," which basically means that Robby's family is, in fact, Chad.
All goes well -- Robby's rah-rah brothers are really into JoJo, as is everyone else, and JoJo tells the cameras that she's falling in love with him too -- until Robby's mom sets him up to self-destruct. Probably because Chase's parents are divorced.
There's a little bit of an issue "out in the world," Mom tells him -- his ex's roommate has made it look, "online and in person," as if he broke up with her to go on the show. Robby feels like he needs to do something, RIGHT NOW. So he goes to JoJo, clearly without making a game plan for what he's going to say, and what she might say because of that, and what he's going to say when she says those things, and tells her the very unclear deal.