Both incidents are said to have taken place at New York eateries in 2018 and 2019.
The lawsuits were submitted to the New York Supreme Court on Wednesday, November 22, two days before the Adult Survivors Act ends on Friday, November 24.
In the summer, the Oscar-winning star avoided a trial after it was cancelled just moments after jurors were due to take their seats in the New York federal court with both parties meeting an agreement.
A calendar entry in the official court record read: “TRIAL OFF.
“Reason for cancellation (on consent): the parties have resolved the matter.”
The woman had alleged Cuba raped her in 2013 in a hotel room.
However, she seemingly pulled out of the trial when Judge Paul Crotty ruled that she would have to share her name.
The acclaimed star was originally accused of violating three different women in New York City in 2018 and 2019. However, he only pleaded guilty to one of the allegations and insists he “didn’t mean to disrespect anyone”.
Cuba told Piers Morgan Uncensored: “You have to live in your truth, and I know in my truth, I didn’t mean to disrespect anyone.”
The Jerry Maguire actor has always denied any wrongdoing, insisting any acts were consensual, but apologised for making women feel “uncomfortable”.
Cuba insists he has “100 per cent changed” since he pleaded guilty to one count of forcible touching.
The Hollywood star - who agreed to attend counselling for six months as part of his plea deal - told Morgan: “It’s funny too because I don’t want this to stop me connecting with my fans.
“I don’t want this to stop me connecting with the gregarious behaviour in terms of the positive energy that I have.
“I’m 10 times more aware of what is going on around me and I just use that as my focus.”