Jess Caroline was welcomed into the 90 Day Fiancé franchise for season five of the spinoff, Happily Ever After?. She was the girlfriend of Colt Johnson who had first been married to Larissa Dos Santos Lima. Caroline and Johnson gushed over each other on television and seemed almost perfect. However, as time went on, cracks began to show in their relationship. And their parents not being fond of their engagement was only the start. Colt cheated with Vanessa Guerra, a woman who he claimed to just be his friend. Jess found out and called him out by posting messages that were shared between to two.
It was a blessing in disguise for Jess though, for things only got better. Especially when she became close friends with Larissa.