The Bachelor Colton Underwood reportedly considering proposing to Cassie Randolph in next few months 09/25/2019 Colton Underwood is reportedly getting ready to propose marriage to girlfriend Cassie Randolph, maybe even before the end of this year! Read More RELATED NEWS 'The Bachelor' alum Sydney Lotuaco pregnant with her first child'The Bachelor' alum Colton Underwood reacts to 'The Bachelorette' alum Gabby Windey coming out as gay'The Bachelor' alum Colton Underwood: I'm only about 75% gay TAGS: The Bachelor Tayshia Adams Hannah Godwin Cassie Randolph Colton Underwood Peter Weber Gregg Sulkin