Simon Cowell Shares Romantic Getaway with Pregnant Sugar Baby—and His Ex-Girlfriends

Simon Cowell Sugar Daddy Pregnant Sugar Baby Ex-GirlfriendsSimon Cow­ell recently took his young, preg­nant sugar baby, Lau­ren Sil­ver­man, on a lux­u­ri­ous get­away to Bar­ba­dos to ring in the New Year together, sort of like one big hur­rah before their baby comes in Feb­ru­ary. But it turns out the vaca­tion might not have been as roman­tic as their pic­tures made it look, par­tic­u­larly because they were “always with friends and fam­ily and were rarely on their own,” revealed an insider. “It was hardly ever just him and Lauren.”

Silverman’s fam­ily, includ­ing her par­ents, sis­ter, and eight-year-old son, joined the celebrity cou­ple on their trip, along with a bunch of Cowell’s friends. Because Cow­ell isn’t allowed to be near his sugar baby’s son, thanks to her strict cus­tody agree­ment, the celebrity cou­ple not only stayed in sep­a­rate rooms, but in dif­fer­ent build­ings alto­gether. Cowell’s apart­ment was report­edly “party cen­tral,” while Sil­ver­man stayed in a high-end hotel with her family.

Accord­ing to a source at the hotel, Cow­ell would send a cab to pick up Sil­ver­man and then drop her back to her fam­ily about an hour-and-a-half later. When Cow­ell wasn’t with his sugar baby, he was seen par­ty­ing with his entourage of friends, which hap­pened to include two of his ex-girlfriends, Sinitta and Terri Seymour.

Silverman’s fam­ily flew out on New Year’s Day, which allowed Cow­ell and Sil­ver­man to spend more time together, although it still wasn’t all about them. The celebrity cou­ple spent the last 10 days of their trip on Cowell’s yacht, which was fully equipped with a chef, but­ler, and 14-man crew, but there was report­edly peo­ple con­stantly hop­ping on board to party with Cow­ell. So, while he was seen sip­ping on cock­tails and sur­rounded by beau­ti­ful bikini-clad women, Sil­ver­man stayed below deck nurs­ing bouts of queasiness.

What do you think: Is this a sign that Simon Cow­ell isn’t ready to set­tle down and be a devoted hus­band and father?


Boshoff, A., “The secrets of Simon Cowell’s weird baby­moon,” New York Post web site, Jan­u­ary 15, 2014;

Photo Credit: s_bukley /