Former Apprentice contestant Summer Zervos said the businessman forced himself on her at a Los Angeles hotel and began "thrusting his genitals".
Kristin Anderson told the Washington Post he reached up her skirt and groped her in a New York club in the 1990s.
The Republican nominee branded the allegations as "lies and smears".
Ms Anderson, now 46, said the property mogul touched her through her underwear at a Manhattan nightspot when she was a waitress trying to make it as a model.
She said she was "very grossed out and weirded out".