Hugh Hefner

Hugh Hefner Eyeing a Hot Young Blonde (And It’s Not His Wife)

Hugh Hefner, 87, has got his sights set on a hot young blonde, and it’s not his 27-year-old wife Crys­tal Har­ris. The Play­boy mogul and sugar daddy says he thinks 23-year-old actress Mar­got Rob­bie, who played Leonardo DiCaprio’s sexy wife in The Wolf of Wall Street, is “very, very pretty” and he’d like to get in touch with her, but just to pose for his adult mag­a­zine. “She should be in Playboy,” […]

Hugh Hefner’s 27-Year-Old Wife, Crystal Harris, Reveals What It’s Like to Be Married to the Original Playboy

A few media out­lets were recently spec­u­lat­ing that trou­ble was brew­ing between Play­boy founder Hugh Hefner, 87, and his 27-year-old wife, Crys­tal Harris—not that it would sur­prise any­one, given their 60-year age dif­fer­ence. But it turns out that all is well in Play­boy par­adise because the celebrity couple’s mar­riage is doing just fine, at least accord­ing to Har­ris. The for­mer model recently appeared on Access Hol­ly­wood to clear up the rumors about […]

What’s It’s Like Being the Son of One of the Most Famous Sugar Daddies

Imag­ine get­ting to spend every day around the Play­boy mansion—now imag­ine grow­ing up in it. That was the real-life expe­ri­ence of Cooper Hefner, the son of infa­mous sugar daddy, wom­an­izer, and Play­boy Enter­prises founder Hugh Hefner. Cooper is the youngest of Hugh’s four chil­dren. His mother is 1989’s Play­boy Play­mate of the Year, Kim­ber­ley Con­rad, who was just one of the famous sugar daddy’s younger lovers—she even­tu­ally became his sec­ond wife. Con­trary to […]

Hugh Hefner and Crystal Harris, 60-Year Age Difference

Sugar Daddy Hugh Hefner with Crystal Harris

When it comes to sugar dad­dies, no one does it bet­ter than Hugh Hefner, founder of Play­boy Enter­prises, Inc. and pub­lisher of the iconic men’s mag­a­zine Play­boy. Hefner started his career in pub­lish­ing work­ing as a copy­writer for the men’s mag­a­zine Esquire. After quit­ting his job, mort­gag­ing his fur­ni­ture, tak­ing out a loan from the bank, and gath­er­ing money from investors (includ­ing his mother), Hefner launched the first issue of Play­boy in […]