Playboy Jokes / Recent Jokes

A playboy is a cagey guy Who has a lot of fun. He samples every pretty wench And never Mrs. one.

The 2008 Presidential Election is right around the corner and Senator Hillary Rodham Clinton has gained support from Playboy magazine founder Hugh Hefner.

Political experts believe this is payback for all the support Bill Clinton has given Playboy magazine and Hefner over the years.

You've undoubtedly heard about the number of magazines required to fill a baby carriage: a PLAYBOY, a Mademoiselle, a few Liberties and Time.

Of course you've heard of the playboy baron who went serf riding.

From the March 1990 Playboy interview with Donald Trump: Playboy: How is your marriage? Trump: Just fine. Ivana is a very kind and good woman. I also think she has the instincts and drive of a good manager. She`s focused and she`s a perfectionist. Playboy: And as a wife, not a manager? Trump: I never comment on romance.... She`s a great mother, a good woman who does a good job. Playboy: What is marriage to you? Is it monogamous? Trump: I don`t have to answer that. I never speak about my wife--which is one of the advantages of not being a politician. My marriage is and should be a personal thing.

Here's how," said the playboy, raising his glass.
"Say when," said his date, "I know how!"

Playboy is coming out with a new magazine for men who are married. Every month the centerfold is the exact same woman.