Colton Underwood can seemingly always get his Are You My First? cohost Kaitlyn Bristowe to spill the tea - especially when it comes to details about her first times. "How would you describe your first time in three words?" Colton, 33, asked Kaitlyn, 40, while playing a game pegged to their virgin dating show. Kaitlyn quickly replied that the experience was "scary, painful and terrible." (Colton, for his part, concurred, adding, "Same, same, same.") As Colton continued prying for details, Kaitlyn answered each question with her signature candor.