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Full Episode Summary

From Harold and Maude to Ashton and Demi. From Mrs. Robinson to Mr. Nicholson. For several decades, the May/December romance has been blossoming in America, but only recently has the phenomenon reached front-page status.

With the burgeoning affair of the 'it' boy of the moment and the 'it' girl of the 1980's, Ashton Kutcher and Demi Moore have turned the nation's attention to a once taboo subject that shows no signs of aging.

Join VH1 All Access: Robbin' the Cradle for a no-holds barred look at mature celebrities and the youngsters they love, from the greatest cradle robbers of all time, to the ones stealing the headlines today.

VH1 All Access: Robbin' the Cradle will examine the couples that are not bound to the social mores of age differences, contextualizing the trend in a fun, lighthearted fashion.

By framing these relationships not just by the number of years separating the couple, but also with pop culture references to film, fashion, tv, literature, gadgets, politics, catch phrases, music trends and quirky ways of measuring the age span.

  • At Demi's prom, the kids were 'whipping it' to Devo, while Ashton was doing the Macarena at his

  • While Hugh Hefner buddies were "hep cats" his playmates' are "homies"!

  • Nice Jewish Girl, Erica Levy, hadn't even begun studying for her Bat Mitzvah when Geraldo was uncovering the mystery of AL Capone's vault

  • Jack Nicholson was nominated for 5 Oscars before Lara Flynn Boyle was 5 years old

  • Woody Allen had been in therapy for almost a decade by the time Soon YI was born

  • It was only 10,220 days after Tony Randall made his debut on television that his wife was born (that's 490,560 episodes of the odd couple)

VH1 All Access: Robbin' the Cradle will be rollicking and irreverent while we give an unexpected look at the generational gaps between our couples.

The New School of Cradle Robbers: Ladies that Like'Em Young

  • Ashton and Demi

  • Cameron Diaz and Justin Timberlake

  • Sandra Bullock and Ryan Gossling

  • Naomi Watts and Heath Ledger

Hollywood hunks that found the fountain of youth

  • Harrison Ford and Calista Flockhart

  • Jack Nicholson and Lara Flynn Boyle

  • Michael Douglas and Catherine Zeta Jones

  • Billy Bob Thornton and Angelina Jolie

  • Kelsey Grammar and Camilla Donatacci

  • Kevin Costner and Christine Baumgartner

Mid-life crisis or Crisis prevention?

  • Madonna and Guy Ritchie

  • Geena Davis and Reeza Jarrahy

  • Paul McCartney and Heather Mills

Sleeping with the Boss

  • Jamie Lynn Siegler and her manager/husband

  • Celine Dion and her manager/husband

  • Geraldo Rivera and Erica Levy

Viagra, Anyone?

  • Tony Randall

  • Larry King

  • Woody Allen

  • J Howard Marshall (Mr. Anna Nicole Smith)

  • Hugh Hefner

Older Ladies Need Love Too

  • Elizabeth Taylor

  • Joan Collins

  • Cher