Dean & Vanessa met on the dating app, Bumble! Bumble puts the female in charge to message first within 24 hours of "Matching" with someone. Vanessa let that clock tick down until Dean couldn't take it and decided to use his never-used "Extend" to get Vanessa's attention, giving her another 24 hours. Vanessa then sent out the first message and within a week of talking they had their first date. They decided to meet at a small restaurant in Costa Mesa, where Dean says Vanessa was late because she was "Facetiming with her nieces." Dean was suspicious with that excuse, but I think we all know the validity of that statement. Dean remembers Vanessa walking up with a big smile and a goofy wave. Vanessa remembers Dean with a little smirk on his face and a skeptical attitude. True to each's first impressions, the rest is history. Vanessa is now the one waiting for Dean more often than not, and Dean is the true goofy one.