Big Paul Castellano, boss over the Gambino crime family, had a long-term affair with his house maid, Colombian Gloria Olarte. She had been hired by Castellanos wife Nina in September of 1979 to clean the 17-bedroom 12-bathroom home. Castellano was 65 years old when he started his fling with the much younger Latina, who spoke almost no English at all.

Because Olarte spoke so little English, Nina Castellano bought a handheld English-Spanish translator so that she could communicate with the maid and tell her what chores she wanted done. Paul Castellano started to use the device to seduce the maid.

One day, as Gloria recalls it, "He put his hand on my hip and told me to put my head on his chest. I put it there, and he said, 'You could be my daughter,' and I looked at him, and when I look at him he kissed me here, on the cheek."

Castellano took her on vacations, bought her a red Datsun 280Z, even though she didn’t know how to drive.

In 1983, FBI agents slipped through Castellanos elaborate electronic security system and his two Doberman pinschers and successfully planted a listening device in a lamp on the boss kitchen table where Castellano liked to hold his meetings.

Among the many things the bureau learned was that Castellano had received a penile implant, a device that when unfolded would give him a mechanical erection. The implant telescoped inside of him like a manual car antenna.

One day, in a fit of anger, Gloria left the Castellano estate and packed her bags for a New York hotel. Costello sent five men to bring her back. Gloria agreed to come back on the ground that she “would walk through the big front door, not the back entrance."

Nina Castellano moved out of the house soon afterward.

In one conversation, Castellano asked

'Do you know who I am?'

'Yes, you are Mr. Paul, a very rich man, well loved.'

'Do you know that I belong to the Mafia?'

'No.' '

And aren't you afraid?'

'No,'

"Men like me die on the street,"

Following Castellano’s murder, Gloria left New York with $18,000 in her pocket, as well as a gift from Big Paul: a porcelain clown. She was last known to be back in Medellin, Colombia, working as a secretary at a travel agency.