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, […]

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 […]

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 […]

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. […]

Dennis Quaid and Kimberly Buffington, 17-Year Age Difference

Dennis Quaid and Kimberly Buffington Relationship

Den­nis Quaid has his brother to thank for a suc­cess­ful career in the spot­light. After watch­ing his brother win an Oscar, Quaid decided to drop out of uni­ver­sity and move to Hol­ly­wood to chase his own act­ing dreams. Although he strug­gled to get noticed, Quaid man­aged to land his first cred­ited movie role in 1977’s I Never Promised You a Rose Gar­den. Although he starred in a cou­ple other movies, it wasn’t […]

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 […]

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 […]

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 […]

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 […]

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 […]

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, […]

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 […]

David Cross and Amber Tamblyn, 21-Year Age Difference

David Cross and Amber Tamblyn Relationship

Fun­ny­man David Cross comes from hum­ble begin­nings. Grow­ing up, his fam­ily wasn’t very well off and after mov­ing around sev­eral times, they set­tled in Geor­gia, only to be evicted from their home a few years later. Cross began his career in com­edy doing stand-up per­for­mances through high school, later join­ing a sketch group at Boston’s Emer­son Col­lege. He became a reg­u­lar act at a club called Catch a Ris­ing Star, which is the […]

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 […]

Bradley Cooper and Suki Waterhouse, 17-Year Age Difference

Bradley Cooper and Suki Waterhouse Age Difference

Bradley Cooper’s very first act­ing role was a single-episode appear­ance on the tele­vi­sion series Sex and the City in 1999. It was a small part, but it was the start­ing point of what would soon become an immensely suc­cess­ful act­ing career, and the begin­ning of his sta­tus as a bona fide celebrity. Cooper landed his first film role in 2001 play­ing a sum­mer camp coun­selor in the com­edy Wet Hot Amer­i­can Summer—it […]

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 […]