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In this exclusive clip from ’90 Day: The Single Life,’ Jesse and Jeniffer spend their first night together after he traveled to Columbia to meet her in person after a year of talking online. It was revealed in the trailer for season 2 that Jesse, who was known for his tumultuous relationship with ’90 Day Fiancé’ star Darcey, is now dating Jeniffer. Fans were introduced to Jeniffer when she was dating Tim during season 3 of ’90 Day Fiancé: Before the 90 Days.’ New episodes of ’90 Day: The Single Life’ air Fridays on Discovery+.