First off, Cassie was one of the few contestants who didn't have an awkward comment about Colton's virginity prepared for the first time they met. Of course, that doesn't necessarily mean they're together at the end of it, but it shows that she has a deep respect for Colton and his experience. (Fans will remember that when Cassie met Colton for the first time, she handed him a box of butterflies.) And Colton told The Hollywood Reporter that he wants to be known "for much more than just being a virgin," so Cassie's thoughtfulness could have gone a long way.
Cassie did bring up the virginity topic with Colton on one of their dates, but it was in relation to her own experience. She mentioned that she might feel judged by others in her community for the fact that she isn't a virgin, highlighting the issue from her own perspective. Cassie didn't joke about Colton's virginity; instead, she had an honest conversation with him about it. And that's worth noting as the fantasy suite dates draw nearer.
