Bartender Steve. 24, has a serial date with Charlie 20 Heather 25 Barbara 21 Kayla 23 Noel 20 Steve's date starts with kayaking followed by harborside drinks and a sunset beach walk In the second segment 18 Year old Ashley dates Scott 21 Anthony 21 Dane 21 Nick 19 Tyler 19 Ashley likes to spar with her dates and then play some pool