Kendra was on a date with a guy at a bar recently, and a guy named Jay was there, too. Jay bought Kendra's date a bunch of rounds and her date ended up getting sloppy drunk, which freed Kendra up to chat with Jay! He totally sabotaged her date, but they ended up getting along great. She didn't want to ditch her original date, so she still stuck with him, but now that some time has passed she keeps on thinking about Jay and wants our help to ask him out. Can we help her out?