Cassie Randolph started dating reality TV personality Colton S. Underwood in 2019. The duo confirmed their relationship in March 2019. They both were a part of the 23rd edition of the dating and relationship reality television series, The Bachelor, in which Colton S. Underwood was cast as the bachelor and Cassie Randolph emerged as the winner after winning over Colton’s heart. Their journey on the show was quite an interesting one and in an episode that aired on March 4, 2019, Cassie even decided to end her journey on the show as she did not feel that she was ready to get engaged at the end of the season.
However, Colton persuaded her to rejoin the show after he broke up with the other finalists, Tayshia Adams and Hannah Godwin, just to be with Cassie Randolph. He also committed the famous “fence jump” in order to quit the show when he got to know about Cassie leaving the show. Moreover, their romance had started on a sweet note because when Cassie and Colton met for the first time, Cassie brought along a box of fake butterflies to signify how nervous she was at the time. They also keep their fans updated by posting their loved up pictures on their respective social media accounts.
Cassie was studying for a Master’s degree in Speech Pathology when she was cast in The Bachelor Season 23 to compete for Colton’s affection. In Week 9, Cassie was one of the last 3 remaining ladies along with Tayshia Adams and Hannah Godwin when she realized she was not ready to get engaged to Colton by the end of the show. She decided to break up with Colton that left him devastated. In a fit of frustration, he jumped over the automatic gate of his hotel room and fled to the dark countryside of Portugal. This scene gained widespread publicity over the internet. In the next episode, Colton broke up with other finalists Tayshia and Hannah G. to pursue Cassie. He convinced her to give him a second chance after coming to an agreement that they should put in substantial time and effort into their relationship before even considering an engagement. Colton moved to Los Angeles to be able to meet Cassie every day. The couple intends to move in together only after getting engaged.