Aspen Romance
As fate would have it, the dating app entrepreneur ended up meeting her beau the old-fashioned way: IRL. In 2013, while vacationing with their respective families in Aspen (one of Whitney's go-to destinations), she and her now-husband, Michael Herd, were introduced by a mutual friend. After a hilariously charming turn of events in which Michael suggested she teach him how to ski, only to reveal that he was actually kind of a pro, Whitney claims, "[Her] life has never been the same since!" Oh yeah, did we mention he's a Texas oil heir?