Middle-Aged man: I hope we don’t get caught.
Prostitute: Don’t worry, I never have.

–81st & Amsterdam
Headline by: Sean 

Runners-Up:
· “…Not Once in My Ten Years on the Force.” — Ingwall
· “Any Extra Charge For the Lip Service?” — Hobo Whisperer
· “He Was Looking For, ”Cause Then We’d Have to Be Punished…’ ” — alex
· “I’ve Got My Lucky Condom” — Sheri
· “Is Hugh Grant Considered ‘Middle-Aged’?” — Matthew McGuirl
· “My Parents Will Be Home in an Hour” — Lois
· “Skip the Condom. She’s Been Tested, Too” — Andy Adelewitz
· “Take Your Father to Work Day” — Sean Mc Grath

Honorable mentions:
· “Charge Me If You Can” — petch
· “If You Can’t Beat ‘Em (in Public)” — Heather
· “They Were Talking About Their Braces.” — Allison

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