22 year old Business Analyst Benjamin gets a serial date with 5 guys Dan 23 Justin 22 Nathan 22 Chris 19 Anders 19 Before Benjamin's date can begin there are some ranch chores followed by a race on toy horses and a trip to a cafe. In the second segment 6' 5" 24 year old Jay dates Hilary 20 Nicki 19 Nicole 19 Lindsey 23 Kourtney 18 Jay tests his dates by asking them to alter a Basketball jersey into something sexy. This is followed by some one on one and then its off to a session with a Lie Detector before they hit a cafe.