Lindsay Lohan Dating Designer Tal Cooperman While Partying Endlessly? ‘Mean Girls’ Actress On The Verge Of Disappointing Oprah

While she is rumored to be dating an 18-year-old model, Lindsay Lohan again made her fans speculate by including another guy to her roster of potential boyfriend. Last Saturday, the 27-year-old actress posted a candid photo of designer Tal Cooperman on Instagram. The black and white photo appears to be harmless but it shows the designer sleeping comfortably on a mountain of pillows.

The 'Parent Trap' actress captioned the photo with "@tallywood haha #sleepingbeauty". Cooperman is a designer and entrepreneur for DCMA Collective which he owns together with Joel, Benji, and Josh Madden. He is likewise a friend of Samantha Ronson, Lohan's ex-girlfriend.

Prior to being linked with Cooperman, Lohan is reportedly seeing young model Morgan O' Connor even if the latter already has a girlfriend. At a recent Halloween party at Connecticut's Foxwoods Resort and Casino, the 'Confessions of a Teenage Drama Queen' star was spotted having fun with Floyd Mayweather Jr.

She even posted a photo of her in a blood-soaked white dress which depicted her costume for the night.  It is unknown whether the actress is sober or not.

If Lohan decides to come back to her old ways, she will be facing the rage of renowned talk show host Oprah Winfrey who reportedly paid her a staggering $2 million just to document her path to recovery after a couple of rehabilitation stints.

However, recent sightings of Lohan contradict how Oprah perceives her. Insiders even told Star Magazine that Lohan was bragging about her contract:  "Oprah is footing the bill, and Lindsay brags about it. Oprah will be outraged when she finds out Lindsay is partying on her dime!"

The documentary, which will be shown on Oprah's OWN channel, aspires to inspire other people that it's still possible to be back on track regardless of how hopeless the situation appears to be.