Jessa Duggar, the fifth-oldest child of the Duggars, of 19 Kids and Counting fame, went on a first date with her new beau … a double date with his parents, that is. The date, which was filmed for the family's TLC reality series, was described as "awkward" by the 21-year-old. "I wouldn't say I was like uncomfortable but definitely it was a little bit awkward," she said. "It was really good, it was really special but at the same time I was a little nervous." Duggar officially entered into a courtship with Ben Seewald in September 2013. Watch an even more awkward moment as Seewald nervously asks the Duggars for permission to officially enter into courtship with their daughter.