In the first segment lesbian photographer Jessica (21) has a serial date with Angelina 23 Lily 23 Courtney 23 Angie 22 Erica 21 Jessica's date starts with a make up session and photo shoot followed by sushi and dancing In the second segment Jared 21 gets his serial date with Sean 19 Zach 22 Bobby 19 Ian 25 Chase 22 Jared's date starts with a spa treatment followed by a trip to a chocolatier.