Update: Charlie Sheen took the escort on a date...with Denise!

Life & Style has learned that just hours before Charlie Sheen was found naked and incoherent at The Plaza Hotel in NYC, the Two and a Half Men star was dining with a group of friends and some escorts, including the escort that he was later found with.

"They were all dining at Daniel, a posh restaurant on the upper east side near The Plaza," says an eyewitness. "Charlie was rowdy from the beginning like he had been drinking prior."

The group attempted to have a civilized dinner, but things quickly took a turn for the worse. "Charlie was stumbling and loud and being very frisky and touchy-feely," the eyewitness tells Life & Style. "Charlie and his date excused themselves to the bathroom together, for a long time. You don't have to be an investigator to know what was going on in that bathroom."

Ex-wife Denise Richards, who is in town with her and Charlie's kids, stopped by to join the dinner, but "looked like she had enough" of Charlie's antics and excused herself from the table.

As Life & Style previously reported, the police were later called to Charlie's trashed suite at the Plaza Hotel around 2 a.m., where they found a passed out and half-naked Charlie and his escort screaming from inside the closet. "Charlie broke the massively expensive chandelier in the room," a source tells Life & Style about some of his total $7,000-worth of hotel damages. "Glass was everywhere and he tried to sweep it under the bed. There was blood on the carpet, presumably from scrapes and cuts as he was trying to clean it up."

Aspen officials are now considering legal action against Charlie, who is currently on probation stemming from his domestic violence case in December, sources close to the investigation tell Life & Style.