Noun. An insult used to refer to someone who tries too hard in order to compensate for somethinglacking (i.e. trying to be cool; i.e. Carson Daly). It is often associated with a decreased mental capacity. One of the most vicious insults that can be bestowed upon a fellow human being.
Carson Daly, Tom Cruise, and Colin Farrell are some of the biggest poondaggers in Hollywood.
A girl (or guy) who tries to date, flirt or get with you in order to get access to your apartment's pool, particularly prevalent in the robust pool party scene in Houston, TX.
Man...I was crushing it at the party when this pooldigger rolls up to me and tries to get the passcode to my apt complex. You know I don't give that sh*t out for free!