Is Sylvester Stallone’s Young Wife, Jennifer Flavin, Defending His Racial Slur?

Sugar DFaddy Sylvester Stallone’s Young Wife Jennifer Flavin

A May-December rela­tion­ship, or any rela­tion­ship for that mat­ter, will only work if both par­ties stand by each other through thick and thin. That means sup­port­ing them even when they may be wrong. That’s exactly what Sylvester Stallone’s young wife, 45-year-old Jen­nifer Flavin, is doing. It isn’t often that we hear from Flavin, but when her celebrity hus­band found him­self in hot water with the media, she was quick to jump to his […]

Russell Simmons and Melissa George, 19-Year Age Difference

Sugar Daddy Russell Simmons and Melissa George

Rus­sell Sim­mons, co-founder of Def Jam Record­ings and cre­ator of sev­eral fash­ion and acces­sory lines, is esti­mated to have a net worth of about $340.0 mil­lion. He’s cur­rently the third rich­est name in hip hop and still has money com­ing in with new projects. Sim­mons has been known to use his celebrity sta­tus and his money to bag beau­ti­ful women, most of whom have been a lot younger than he is. He […]

Mick Jagger and L’Wren Scott, 24-Year Age Difference

Sugar Daddy L’Wren Scott And Girlfriend Mick Jagger

Mick Jag­ger is the def­i­n­i­tion of rock and roll. As the founder and front man of the iconic band Rolling Stones, Jagger’s unique voice and gui­tar style have defined the group’s suc­cess since first form­ing in the early 60s. Despite the mas­sive suc­cess of the Rolling Stones, Jag­ger has been the sub­ject of a lot of media scrutiny over the years because of his per­sonal life, includ­ing his promis­cu­ous behav­ior with women. Jagger’s […]

Bruce Willis and Emma Heming, 25-Year Age Difference

Bruce Willis and Emma Heming Age Difference

Age is just a num­ber when you’re Bruce Willis. After divorc­ing actress Demi Moore in Octo­ber 2000, Willis waited a few years before dip­ping his toe back into the dat­ing pool. In 2004 he was engaged to actress Brooke Burns. There was a 23-year age dif­fer­ence between them, and the cou­ple broke up after ten months together. Shortly there­after, Willis met model Emma Hem­ing. Their romance blos­somed after just one date. In April 2009, […]

Russell Simmons and Hana Nitsche, 28-Year Age Difference

Sugar Daddy Russell Simmons And Hana Nitsche

Rus­sell Sim­mons is best known for co-founding the iconic hip hop label Def Jam Record­ings, which has signed super­star artists like Rihanna, Kanye West, Nas, and Frank Ocean. The label, which was even­tu­ally sold to Uni­ver­sal Music, made up only a frac­tion of Sim­mons’ com­pany, Rush Com­mu­ni­ca­tions Inc., which also man­ages artists, pro­duces films and tele­vi­sion shows, devel­ops a mag­a­zine, and runs an adver­tis­ing agency. On top of all that, Sim­mons has launched […]

Johnny Depp and Amber Heard, 23-Year Age Difference

Johnny Depp and Amber Heard Age Difference

Johnny Depp has played a long list of mem­o­rable char­ac­ters on the big screen, like the title char­ac­ter in Edward Scis­sorhands and Don­nie Brasco, the enig­matic Cap­tain Jack Spar­row in the Pirates of the Caribbean series, the Mad Hat­ter in Alice in Won­der­land, and Tonto in the 2013 remake of The Lone Ranger. It isn’t too often that Depp plays the role of a roman­tic hero, but off the screen, he’s quite […]

Paul McCartney and Nancy Shevell, 18-Year Age Difference

Sugar Daddy Paul McCartney and Nancy Shevell

Paul McCart­ney holds the Guin­ness World Records title of the most suc­cess­ful com­poser and record­ing artist in pop­u­lar music—he’s sold 100 mil­lion albums and has 60 gold discs. McCart­ney first found fame as a mem­ber of the iconic pop group the Bea­t­les, writ­ing and com­pos­ing many of their most pop­u­lar tracks—his song “Yes­ter­day” con­tin­ues to be one of the most cov­ered titles in his­tory. When the Bea­t­les split up in 1970, McCart­ney pursued […]

Jerry Seinfeld and Jessica Sklar,17-Year Age Difference

Jerry Seinfeld and Jessica Sklar

The name Jerry Sein­feld has become syn­ony­mous with com­edy. Despite land­ing stand-up gigs and minor sit­com roles in the ‘70s, his career really took off after mak­ing an appear­ance on The Tonight Show Star­ring Johnny Car­son in 1981. The episode was so suc­cess­ful that it led to reg­u­lar return appear­ances on this show and sev­eral oth­ers. In 1989, Sein­feld teamed up with tele­vi­sion pro­ducer Larry David to cre­ate the com­edy series aptly […]

Simon Cowell and Lauren Silverman,18-Year Age Difference

Simon Cowell’s Pregnant Mistress

Simon Cow­ell is a man of many words, and a lot of them aren’t very nice ones. Cow­ell rose to celebrity sta­tus in the U.S. after join­ing the judg­ing panel for the debut sea­son of the com­pet­i­tive singing series Amer­i­can Idol—he quickly solid­i­fied his rep­u­ta­tion as being the most harsh, blunt, and overly crit­i­cal of the three judges. Three years after the first episode of Amer­i­can Idol aired, Cow­ell cre­ated a similar […]

Guy Ritchie and Jacqui Ainsley, 14-Year Age Difference

Sugar Daddy Guy Ritchie and Jacqui Ainsley

Guy Ritchie is a renowned screen­writer and film­maker with pop­u­lar titles such as Lock, Stock and Two Smok­ing Bar­rels (1998), Snatch (2000), Rock­n­Rolla (2008), and Sher­lock Holmes (2009). But what Ritchie is prob­a­bly more famous for is his high-profile mar­riage to Madonna, who is 10 years older than him. The celebrity cou­ple first met in the late 90s through a mutual friend. At the time, his first fea­ture film had just been released […]

Sean Penn and Charlize Theron,15-Year Age Difference

Sugar Daddy Sean Penn and Charlize Theron

Sean Penn, 53, is no stranger to high-profile romances. The 50-year-old Oscar-winner was once upon a time engaged to pop queen Madonna. The celebrity cou­ple tied the knot in 1985 and their mar­riage was wrought with vio­lence, mostly due to Penn’s wild tem­per. In 1986, he attacked musi­cian David Wolin­ski for hit­ting on his famous wife in a night­club, for which he was charged $1,000 and slammed with a year-long pro­ba­tion period. […]

Dominic Purcell and AnnaLynne McCord, 17-Year Age Difference

Sugar Daddy Dominic Purcell and AnnaLynne McCord Relationship

Actor Dominic Pur­cell has had a short, albeit suc­cess­ful, career in the spot­light. Although he had sev­eral recur­ring roles in a few tele­vi­sion series, he really became known after his stint as Lin­coln Burrows—the man framed for mur­der and try­ing to escape his loom­ing death sentence—on the pop­u­lar TV drama Prison Break. Pur­cell first decided he wanted to get into show busi­ness after watch­ing the 1986 film Pla­toon. He aban­doned his life […]

Tracy Morgan and Megan Wollover, 18-Year Age Difference

Sugar Daddy Tracy Morgan and Megan Wollover

Tracy Mor­gan has earned his rep­u­ta­tion for being a fear­less come­dian both on and off the screen. Although he starred in a few films and tele­vi­sion episodes, includ­ing his own sit­com called The Tracy Mor­gan Show, he really hit the peak of celebrity sta­tus when he joined the cast of Sat­ur­day Night Live in 1996. He became even more famous after tak­ing on the role of Tracy Jor­dan in the pop­u­lar TV […]

Marc Anthony and Shannon de Lima,18-Year Age Difference

Marc Anthony and Shannon de Lima

Marc Anthony enjoyed a slow but suc­cess­ful rise to fame as a singer and song­writer in the Eng­lish music scene. He’s won two Gram­mys, among sev­eral other notable awards, and even landed a few film roles across big stars like Den­zel Wash­ing­ton, Al Pacino, and Sean Penn. Despite his own achieve­ments, Anthony’s fame really hit the roof in 2004 when he mar­ried his third wife, inter­na­tional super­star Jen­nifer Lopez. Hav­ing already fathered three […]

David Schwimmer and Zoe Buckman, 18-Year Age Difference

David Schwimmer and Zoe Buckman Relationship

You prob­a­bly know David Schwim­mer bet­ter as Dr. Ross Geller from the TV sit­com Friends. The actor landed the role at the start of the series in 1994 and held on to it till the final episode in 2004. Friends—which also starred Courteney Cox, Jen­nifer Anis­ton, Lisa Kudrow, Matt LeBlanc, and Matthew Perry—was a huge suc­cess, earn­ing 63 Emmy nom­i­na­tions among a slew of other awards. The rat­ings were a hit from […]

Sean Penn and Scarlett Johansson, 24-Year Age Difference

Sugar Daddy Sean Penn And Sugar Babay Scarlett Johansson

Sean Penn and Scar­lett Johans­son are both respectable actors in their own right. Although Penn was act­ing well before Johans­son was, they both made their mark as a promi­nent lead per­former in the mid-90s—for Penn it was the 1995 drama Dead Man Walk­ing, which earned him his first Oscar nom­i­na­tion, and for Johans­son it was the 1996 film Manny & Lo, which earned her an Inde­pen­dent Spirit Award nom­i­na­tion for Best Female […]