3. Nick Lachey.
Jessica Simpson’s virginity pledge may not have been worth the wait, as Nick Lachey’s small penis evidently did not impress the singer on their wedding night. In 2006 (following their split) she revealed, “Nick Lachey didn’t pack too well if you know what I mean, but I got over it.” Geez, Jessica, we hope your new boyfriend, Eric Johnson, is able to stuff more into your suitcase than Nick did!
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