I'm not quite sure what this is, but as far as I can tell it is either the single most frightening example of a video personal add, or............ a pilot for "Libbies Gone Wild!".
One wonders. Did the guy sit down and conciously think, "I've got the bad haircut, the unseasonal red turtleneck, but there most be something more. Something that is going to put me over the top with the earth shoe wearin' chicks."
"I know! Where is that leather jacket that mom gave me?!"