iOS app Android app

May December Romance

Weekend Lover

Sandra Ramos O’Briant | Posted 02.15.2017 | Fifty
Sandra Ramos O’Briant

The telephone rang twice before the machine answered. Lydia paused, fingers over keypad to hear who was calling before answering. "Garry?" "Hello. H...

Inside The Marriage Of Dick Van Dyke, 90, And His 44-Year-Old Wife, Arlene

OWN | Lisa Capretto | Posted 01.25.2016 | OWN

There was something about Arlene Silver that instantly captivated Dick Van Dyke. The two first crossed paths in the green room at a SAG Awards dinner ...

Jeff Goldblum Engaged To Much Younger Girlfriend

The Huffington Post | Stephanie Marcus | Posted 07.15.2014 | Entertainment

Jeff Goldblum and Emilie Livingston are engaged! The 61-year-old actor proposed to his 31-year-old girlfriend while on vacation in Hawaii on July ...

4 Great Things About Being Married To A Younger Man

Shelley Emling | Posted 06.02.2014 | Fifty
Shelley Emling

When I married my husband in 1991, I was in my late 20s and my husband was, well, a few years younger. It wasn't a massive age gap but -- as the years went on -- I'd be lying if I said I didn't think about it from time to time.

Dear Self: Do Not Fear Aging

Terry K Carr | Posted 03.23.2014 | Fifty
Terry K Carr

By 46, men stopped noticing me. Women, too. I began to understand why older people wore bright colors and stripes with polka dots: How else were they going to be seen?

Transactional Love Reconsidered With Jaime

Fred Waitzkin | Posted 02.15.2014 | Healthy Living
Fred Waitzkin

Before she arrives at my office on Wednesday evenings, rather than assessing the state of my scoliosis, I think about ideas or stories I want to tell her. We might discuss an essay or scene I am writing or fall into a conversation about love, deceit, or mutability. Increasingly our talks have become probing and intense, a high point of the week for me, and I think for her as well.

What Happens When A Mature Woman Meets A 25-Year-Old Guy

Abby Rodman, LICSW | Posted 01.29.2014 | Fifty
Abby Rodman, LICSW

It was a late night at Foxwoods when my guy announced he wanted to stay up and gamble. Because I have as much chance of understanding craps as I do learning to speak fluent Mandarin, I headed up to our room for bed.

Does Abigail Breslin Have An Older Boyfriend?

Posted 11.06.2013 | Entertainment

Boy, do they grow up fast. Former "Little Miss Sunshine" star Abigail Breslin reportedly has an older boyfriend. According to Us Weekly, Breslin, ...

The Governor's Wife Is a Hoot!

Jackie K. Cooper | Posted 01.23.2014 | Entertainment
Jackie K. Cooper

The two sisters are the reason to watch the show. They have the best one-liners and the best matter of fact statements. They speak of their father's impending death with clarity and gusto and they do it to his face.

4 Reasons To Date A Younger Man (And 4 Reasons You Shouldn't)

Meryl Hartstein | Posted 10.21.2013 | Fifty
Meryl Hartstein

Pros and cons of dating a younger man! Let's be honest, the main reason a woman will date a younger man is because physically it's very appealing. But there could be more than meets the eye. Here are four good reasons to allow yourself to jump into the kiddie pool.

Which Would You Choose? Money Or Love?

Joanna Perry-Folino | Posted 08.18.2013 | Fifty
Joanna Perry-Folino

Does it make any sense at all then for a man of 60 to hook up with a woman of 30? Or vice versa? Logic would dictate against it; yet it happens all the time and many such relationships last for years.

12 Happy Hollywood Couples With A Huge Age Gap

2013-02-21-grandparentslogo.jpg | Posted 02.25.2013 | Fifty

SPECIAL FROM Hugh Jackman & Deborra-Lee Furness Age Gap: 13 years All hail Deborra-Lee Furness. The 57-year-old Australian isn...

Celebrity May-December Romances

Posted 01.22.2013 | Celebrity

"Real Housewives of Beverly Hills" star Adrienne Maloof is the latest celebrity to take a dip in the cougar pool. The 51-year-old is dating Rod Ste...

Hef's Is Big But It's Not the Biggest

Liz Langley | Posted 03.05.2013 | Weird News
Liz Langley

When Hugh Hefner married former "runaway bride" Crystal Harris on New Year's Eve, family, friends and fans everywhere thought "Congratulations!" "Finally!" and "He's how much older than she is?"

Why Hugh Hefner And His New Bride Could Work

The Huffington Post | Ann Brenoff | Posted 01.23.2014 | Fifty

Playboy founder Hugh Hefner, 86, married model Crystal Harris, 26, on New Year’s Eve. Even though a fair share of people (ourselves included) have p...

May-December Romance 'A Struggle At Times,' But Worth It: Couple (VIDEO)

Posted 11.18.2013 | HuffPost Live 321

Ron Lambert and Gayle Luster, a couple with a fifteen-year age difference, joined HuffPost Live host Nancy Redd to share their story and explain why t...

12 Things Hugh Hefner And His 26-Year-Old Fiancee Couldn't Possibly Talk About

The Huffington Post | Shelley Emling | Posted 12.03.2012 | Fifty

Hugh Hefner was born on April 9, 1926 in Chicago. He served in the U.S. Army for two years during World War II before transforming the adult entertain...

Are You Older Than Your Parents' Dates?

Dr. Peggy Drexler | Posted 11.08.2012 | Women
Dr. Peggy Drexler

Mallory was nearing 30 when her 60-something father got divorced from her mother and started dating younger women. As in much younger women--none more than a few years older than Mallory, and some even younger. Naturally, a few issues came up.

The Weird but Wonderful Way That Culture Survives and Thrives in Unusual Places

Myra Chanin | Posted 09.02.2012 | Arts
Myra Chanin

When most people, including myself, think opera, they envision a portly lady singing/dying in a massive theatrical venue with most seats too far away from the stage to see and hear unassisted by binoculars and "secret" sound amplification.

Tara Reid Reportedly Dating 60-Year-Old Jeweler

Posted 05.22.2012 | Celebrity

Actress Tara Reid, best known for her role in the "American Pie" franchise, reportedly has a new, much older beau. The 36-year-old actress was rec...

Successful May-December Celebrity Marriages

Posted 04.24.2012 | Celebrity

Megan Fox, 25, is reportedly expecting her first child with husband Brian Austin Green and the exciting news has us taking a look back at some of our ...

The Scare That Changed My Sex Life

Rebecca Land Soodak | Posted 04.09.2012 | Weddings
Rebecca Land Soodak

But in time, the perception of our relationship became much less compelling than our actual relationship. We married. There was a baby, and then another. We built a home and grew a business. Towers were targeted and toppled. We had twins. His mother died. In short, time passed.

May-December Romances

Posted 11.17.2011 | Celebrity

Now that Demi Moore has ended her six-year marriage to Ashton Kutcher -- shaking our notion of age-defying love -- we got to thinking about other famo...

Is This Relationship Model Doomed?

Vicki Larson | Posted 12.07.2011 | Divorce
Vicki Larson

Sure, at 48 Demi looks fantastic and, yes, Ashton has become a good stepdad to Demi's three kids, but many may have wondered if, sooner or later, their age difference might become an issue.

Do Cougar Couples Survive?

The Daily Beast | Posted 11.29.2011 | Women

Amid rumors that Ashton Kutcher, 33, and Demi Moore, 48, have split after six years of marriage, May-December relationships still keep everyone guessi...