Probst says that the next tape is unusual, and they wouldn't expect any less from a relative of Boston Rob. But can it top the tape Greg's weird sister made? Rob starts laughing and looks embarrassed already. The tape starts, and a guy in a giant Gap sweatshirt who either has really large teeth or is wearing fake novelty teeth starts rapping. Rob laughs and everyone else just looks uncomfortable. Rob explains that his brother was imitating Don King. Oh. Oh, dear. Rob adds that he misses his brother, and that his brother has always been there. To supply Don King impressions in times of need? What a valuable service. Everyone kind of sniffles. Aren't they sick of crying?

Probst tells Shii Ann that it's her turn. Her parents appear on the tape, holding a giant cat. Shii Ann's mother talks to Shii Ann in the cat's voice, which my mom would totally do. Shii Ann cries and clutches Kathy's hand. Probst asks if this is motivating, and Shii Ann says it makes her "energized." Well, that's a first. Shii Ann says that her parents will be shocked that she got as far as she did. They won't be first in that line.

Kathy's son, Patrick, got to visit her at camp last time around, Probst reminds us. On the tape, Patrick pretends he was in the middle of reading a book and got interrupted by the camera. Why does his tape need a schtick? Shut up, Patrick. He wishes his mother luck and asks her to bring him home the million. Kathy laughs and jokes that her son is "not too focused on the almighty buck." Kathy sobs that her son is funny and good and great. Rob, whose heart is two sizes too small, actually swallows hard, as if he might be...crying?

Oh, God. Rupert is up next. I can't take much more of his baby talk. It's fucking baby talk. Who talks like that? Probst says that they've heard a lot about Rupert's wife and daughter, and starts the tape. Aw, Rupert's daughter is cute. It's not her fault her father's kind of a dillweed. Rupert simultaneously laughs and cries. Someone says that Rupert's wife is beautiful, which she is. Surprisingly so. Rupert growls that he knows his family is worried about him, and that he told them he wouldn't leave, but then he did. Oh, save it for your A&E Biography.

Probst makes a big production about how, last time, Jenna's tape didn't get sent in on time before revealing that, this time, she does have a tape. He turns on the tape to reveal Jenna's daughters, Sadie and Sabrina. They cheer that they love and miss her, and one of them uses sign language. Jenna signs back. Again, it's not a webchat. They can't see you. The girls blow kisses and wave to the camera, as Jenna sobs. Probst comments that the girls are cute. Jenna babbles that Sabrina used sign language, and dissolves into tears again. Probst says that all the tribe members had a lot of love for their family and friends, and now it's time for the challenge.