may december romance

6 Questions Women Who Date Older Men Are Sick Of Hearing

Since my dating history only began after college, I never believed I had a specific physical type. I met a guy in high school that remained my boyfriend throughout most…

Kristin Collins Jackson |

Joaquin Phoenix Is Dating A 20-Year-Old

Joaquin Phoenix, 39, is dating a 20-year-old DJ named Allie Teilz. That’s quite the May-December romance, you two. [US Weekly]
Sinead O’Connor said her seemingly endless stream of

Jessica Wakeman |

True Story: I Dated an Older Man

He was everything a girl could have ever wanted. Smart, handsome, a steady job, well-dressed, and French, Pierre met all of my requirements for boyfriend material. Our relationship — which…

Anonymous |

Dancer Fleeces Old Man Out Of NYC Apartment

In every life, a little rain must fall. For one 73-year-old man, this came from the cold, hard realization that it was not a good idea to buy his 27-year-old…

Jessica Wakeman |

12 Celebrity Reverse May/December Romances

Perhaps it’s my loyalty to Princess Buttercup (from “The Princess Bride”), but I shook my fists and cried “inconceivable!” every time there were rumors that Sean Penn was running around…

Amelia McDonell-Parry |

How’s Married Life For 16-Year-Old Courtney Stodden And Her 51-Year-Old Hubby?

“This couple really has to deal with the ‘ick’ factor.” Yikes. We should all be so lucky to have “Good Morning America” introduce a segment on our marriage…

Jessica Wakeman |

Quickies: Is Tiger Woods Dating A 22-Year-Old?

Tiger Woods is reportedly dating a 22-year-old blonde named Alyse Lahti Johnston. She’s the daughter of St. Louis Cardinals pitcher Jeff Lahti and step-daughter of a big whig at…

Jessica Wakeman |

11 Reasons Why Dating An Older Man Is Awesome

My new tall, dark and handsome boyfriend was standing across the room looking so fine in his shirt; I couldn’t take my eyes off him. It was my pal’s birthday…

Simcha |

First Time For Everything: A May-December Romance

We met when I delivered his mail, a task performed by all the interns. But I liked to think I was different: I was an eager little NYU journalism student,…

Jessica Wakeman |