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 […]

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. […]

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 […]

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 […]

Eddie Murphy and Rocsi Diaz, 22-Year Age Difference

Sugar Daddy Eddie Murphy and Rocsi Diaz Relationship

Women tend to like a man with a good sense of humor. That could very well be how come­dian and actor Eddie Mur­phy has man­aged to land so many young, beau­ti­ful women. Through­out his career in Hol­ly­wood, Mur­phy has starred in nearly 40 fea­ture films, most of which have been come­dies. He’s played every­thing from a city cop, to a grand­mother, to the voice of a bum­bling don­key. He was also part of […]

Sean “Puff Daddy” Combs and Cassie Ventura, 17-Year Age Difference

Sugar Daddy Sean Puff Daddy Combs and Cassie Ventura

With a net worth of about $580 mil­lion, Sean “Puff Daddy” Combs was the rich­est hip hop artist of 2013, beat­ing out icons like Jay-Z and Dr. Dre. Combs didn’t make his money just off rapping—he’s also a suc­cess­ful record pro­ducer, entre­pre­neur, and actor. In fact, most of his money comes from non-musical work. Sean “Puff Daddy” Combs started his career as the founder of Bad Boy Records in 1993, which went […]

Stanley Tucci and Felicity Blunt, 20-Year Age Difference

Sugar Daddy Stanley Tucci and Felicity Blunt

Stan­ley Tucci had his first brush with fame in 1982 when a friend’s mother helped secure him a role as a sol­dier in a Broad­way play. Two years later, he landed his first movie role play­ing a mob sol­dier in Prizzi’s Honor. Not only did he score more film roles, but Tucci also moved to tele­vi­sion with recur­ring roles on the series Miami Vice, Wiseguy, Mur­der One, Bull, 3 lbs., and ER. […]

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 […]

Another Royal Baby on the Way

Princess-Charlene-Royal-Baby

Princess Char­lene, 36, has said in the past—on more than one occasion—that she’s ready to have kids with her much older hus­band, 56-year-old Prince Albert of Monaco. Her wish has now been granted, because the royal cou­ple is offi­cially expect­ing their first child. The palace of Monaco released an offi­cial state­ment con­firm­ing the celebrity couple’s preg­nancy news, adding that the baby is expected to arrive at the end of 2014. This is Princess […]

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 […]

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 […]

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, […]

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 […]

Celine Dion and René Angélil, 26-Year Age Difference

Celine Dion and René Angélil Age Difference

Singer Celine Dion is one of Canada’s most sig­nif­i­cant con­tri­bu­tions to the music indus­try. Born into a musi­cal fam­ily in Que­bec, Dion worked with her mom and brother to com­pose her first Fran­coph­one song at the age of 12. They sent the record­ing to 38-year-old music man­ager René Angélil, who was so impressed with Dion’s singing that he made it his mis­sion to make her a super­star, even mort­gag­ing his home to […]

Mel Gibson and Oksana Grigorieva, 14-Year Age Difference

Mel Gibson and Oksana Grigorieva

Mel Gib­son has enjoyed a suc­cess­ful career in film, hav­ing starred in and directed sev­eral award-winning titles, like his 1995 film Brave­heart, which earned Acad­emy Awards for best direc­tor and best pic­ture. His ros­ter of film titles spans many gen­res, with roles in dra­mas like Ham­let and The Pas­sion of the Christ and come­dies like What Women Want and Mav­er­ick. Unfor­tu­nately, Gibson’s per­sonal life hasn’t seen so much suc­cess. In 2006, the […]

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 […]