Leonardo DiCaprio and Toni Garrn, 18-Year Age Difference

Sugar Daddy Leonardo DiCaprio and Toni Garrn

Born in 1974, Leonardo DiCaprio got his big break in show busi­ness at the age of 16, when he landed the recur­ring role of Luke Brower in the tele­vi­sion series Grow­ing Pains. Although he had done com­mer­cials and minor film and tele­vi­sion roles, join­ing the cast of Grow­ing Pains is what really set the stage for his suc­cess­ful career in act­ing. After Grow­ing Pains, DiCaprio moved on to film, receiv­ing crit­i­cal praise […]

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 […]

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 […]

Tom Cruise and Katie Holmes, 16-Year Age Difference

Sugar Daddy Tom Cruise and Katie Holmes

When it comes to the most rec­og­niz­able names in Hol­ly­wood, there’s a good chance you’ll find Tom Cruise at the top of the list. Cruise was cat­a­pulted to movie star sta­tus after star­ring in the 1983 block­buster Risky Busi­ness and 1986’s Top Gun. Many of his films have grossed hun­dreds of mil­lions both domes­ti­cally and inter­na­tion­ally and he remains one of the industry’s highest-paid actors. In 1987, Cruise mar­ried actress Mimi Rogers, […]

George Clooney and Stacy Keibler, 18-Year Age Difference

Sugar Daddy George Clooney and Stacy Keibler Relationship

From his days play­ing a young Dr. Ross on the tele­vi­sion series ER, George Clooney has grown to become a part of Hol­ly­wood roy­alty. Between his act­ing and direc­to­r­ial accom­plish­ments, Clooney has taken home over 60 awards, includ­ing two Acad­emy Awards, one BAFTA, three Golden Globes, and four Screen Actors Guild Awards. His per­sonal life has also been the sub­ject of end­less media hoopla, espe­cially since he made it very clear that […]

Alan Ruck and Mireille Enos, 19-Year Age Difference

Alan Ruck and Mireille Enos Age Difference

Any­one who’s seen the movie Fer­ris Bueller’s Day Off will prob­a­bly rec­og­nize Alan Ruck, who played Bueller’s best friend, Cameron. Fast for­ward 28 years and Ruck has become a well-known face in Hol­ly­wood, hav­ing made more than 100 appear­ances in movies, the­atre, and tele­vi­sion, includ­ing a lead role in the Emmy-winning series Spin City. Unlike many other actors, Alan Ruck has man­aged to keep his per­sonal life out of the spot­light, perhaps […]

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 […]

Princess Charlene of Monaco Opens Up About Her Age-Gap Marriage to Prince Albert

Princess Charlene of Monaco Age-Gap Marriage to Sogay Daddy Prince Albert

It def­i­nitely pays to marry a prince. On a recent cover of ¡Hola! mag­a­zine (the Span­ish edi­tion of Canada’s Hello! mag­a­zine), Princess Char­lene of Monaco, 36, showed off a stun­ning gift from her hus­band, 55-year-old Prince Albert of Monaco: the Ocean tiara, made by Van Cleef and Arpels, adorned with 850 dia­monds and over 350 sap­phires. In honor of the publication’s 70th anniver­sary, Princess Char­lene gave a rare inter­view from inside the […]

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 […]

Alan Thicke and Tanya Callau, 28-Year Age Difference

Alan Thicke and Tanya Callau Age Difference

Cana­dian actor Alan Thicke started his career in the spot­light in the late 70s, host­ing a Cana­dian game show called First Impres­sions. He also had his own suc­cess­ful talk show in the early 80s. But per­haps what he’s best known for is play­ing one of the most famous TV dads of the 90s, Mr. Seaver on the sit­com Grow­ing Pains. Since the series ended in 1992, Alan Thicke has gone on to […]

Kelsey Grammer and Kayte Walsh, 25-Year Age Difference

Kelsey Grammer and Kayte Walsh Age Difference

Kelsey Gram­mer started his career in tele­vi­sion by mak­ing appear­ances in sev­eral C-list titles until he landed the role of a life­time in 1984 play­ing a straight-edge psy­chi­a­trist, Dr. Frasier Crane, in the sit­com Cheers. Gram­mer was report­edly only sup­posed to do six episodes, but his char­ac­ter ended up becom­ing part of the main cast, and Gram­mer held on to the role for the next nine years. Dr. Frasier Crane was the […]

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 […]

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 […]

Marc Anthony and Chloe Green, 22-Year Age Difference

Marc Anthony Sugar Daddy With Chloe Green

Nowa­days, Marc Anthony is usu­ally just asso­ci­ated with being Jen­nifer Lopez’s ex-husband more than any­thing else. But he’s actu­ally a suc­cess­ful musi­cian in his own right, espe­cially south of the bor­der. Anthony has won two U.S. Gram­mys, three Latin Grammy Awards, and sev­eral awards from the Con­gres­sional His­panic Cau­cus Insti­tute. He’s sold 12 mil­lion albums around the globe, and has become one of today’s most well-known salsa singers. In June 2004, less […]

Prince Albert of Monaco and Princess Charlene, 20-Year Age Difference

Sugar Prince Albert of Monaco and Princess Charlene

Albert Alexan­dre Louis Pierre Grimaldi was born on 1958 and in March 2005, at the age of 46, it was announced that he would take over the throne from his father—the reign­ing Prince of Monaco—who was in ill health. His father died the fol­low­ing month, and Albert offi­cially took on the title of Albert II, Sov­er­eign Prince of Monaco. Today, Prince Albert is said to be the ninth rich­est royal in the […]

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 […]