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.
If he handled this even a little better, Robby could've gotten away with it. But instead of laying things out in a Robby-positive manner, Robby drops the W-word -- that people are saying he's here for the Wrong Reasons. Not since Chad has someone been accused of being here for the wrong reasons in those exact, deadly words. So I'm honestly really not sure why Robby thought it would be a good idea to out himself. JoJo wants to know if he dumped his girlfriend to come on the show. Robby says, "no!!!!"
But really... wouldn't that be a potentially positive thing? Robby had this girl -- and claims the relationship was basically over nine months before it was actually over, which is totally a real thing -- and when he found out that he had a chance to win over JoJo's heart, he finally pulled the ripcord and went to follow his heart, as informed by last season.
That's some good spin, Robby. You loved her already! The old relationship had decayed, and this was the perfect chance to hedge-trimmer it right off and allow for new love to flower on the Robby branch. This was the story to tell. Robby didn't tell that story. But everything eventually goes fine and they make out in the rain. As Robby's mom said, with almost anything you do in life, there's always a chance you're going to get hurt. Like, even if you're sleeping, the ceiling could fall on you. Even if you're locked in a windowless padded room where theoretically nothing bad could ever happen, the ceiling could also fall on you. Happens all the time. So let's take some chances, kids.