Jimmy Donahue was the black sheep grandson of Frank Woolworth
Jimmy Donahue found here
Jimmy was born bad. Knowing he would never have to work in his life, he devised a career for himself – that of mischief-making. His antics were shocking. Only his wealth and social position kept him out of jail. Dressed as a nun he instructed his chauffeur to stop in the middle of the Lake Worth Bridge, pulled up his nun’s habit and squatted. Two passing cars collided. A parachutist and skilled pilot, he flew under the same bridge and buzzed an aircraft carrier, which got him in trouble.
not your usual nun found here
Friends never knew when he would take off his clothes in public or pee in a dish at elegant dinner parties. At other times, he would dress as a prostitute or act out the life of a male hustler or pad a dress with pillows and pretend to be the grand society hostess Elsa Maxwell.
image found here
Most of his time was spent with the super rich. His love for the theater offered a string of chorus boys on tap, but there was a dark side. He shocked everyone when he said he once slept with a cadaver and enjoyed it. It is also rumored he murdered his lover and participated in a brutal stabbing. His good friend was New York Cardinal Francis Spellman, an atrocious homosexual and sexual predator. There were many pranks. But the best was taking the Duchess of Windsor to bed.
Cardinal Spellman and friends found here
Jimmy first met the Duchess at the Palm Beach Palace hotel. He was 25 and she was 44. For the next four years, they were inseparable as the poor, ageing Duke played the tormented cuckold. Nobody else suspected, because Jimmy, until this point , had been a hugely promiscuous homosexual.
Wallis Simpson found here
By 1950, the Duke and Duchess of Windsor had been married for 13 years and their relationship was largely one-way traffic, with the Duke gaining gratification from his hectoring and abusive wife while she refused him sexual satisfaction.
The Duke, a straight repressed foot fetishist with an interest in masochism, was into sexual self abasement such as nanny/child scenes; he wore diapers, she was the mistress, etc. While Jimmy and the Duchess had non-penetrative and principally oral sex, the Duke looked the other way.
Duke of Windsor found here
‘She married a King, but screwed a queen,’ was one observation made of the Duchess’s affair with the homosexual Jimmy.
In the end, wiser counsels prevailed – and Jimmy was getting bored anyway. There was a row, Jimmy kicked her on the shin, drawing blood, and finally the tiny Duke gathered up enough courage to shout: ‘We’ve had enough of you now. Get out!’
Jimmy went back to the life he’d known before, queening it round the Fifth Avenue bars strictly reserved for New York’s gay upper-crust. When people asked him about the Windsors, he would say: ‘Oh, them! Don’t you know I’ve abdicated?’
From an article by Don Paulson found here
“One night on our way to Peabody’s he asked, ‘Can you get me an Eskimo? I’ve always wanted an Eskimo.’ ‘What age?,’ I asked. ‘What age?! I didn’t think I could get that much service here!’ he replied. Jimmy had tricked all over the world and I mused that an Eskimo was probably the only person left he hadn’t gone to bed with.
Australian band Eskimo Joe found here
“When we got to Madame Peabody’s I started looking for an Eskimo, but I only saw local Indians. Finally, I went up to a good looking Indian and said, ‘I’m looking for an Eskimo.’ He replied, ‘Well, I used to live in Alaska.’ I said, ‘Fine, are you gay?’ ‘No, but I’ll do anything for a price,’ he replied.
“I asked, ‘Do you know how to rub noses?’ He replied, ‘Why would I want to rub noses? You mean rub some guys nose on the floor?’ ‘No, rub noses, that’s how Eskimos kiss,’ I said. ‘You want me to rub noses with you for a price?he asked. ‘No not me, I want to introduce you to someone. You’ll like him and he’s very rich,’ I said. ‘Do I have to pay you a commission?’ he asked. ‘No, it’s all yours,’ I replied.
“He asked, ‘Well, what do I have to do with this man, he won’t do anything except blow me or poke me in the butt will he?‘ I said, ‘Don’t worry about whips or anything like that, it’s okay – think, ice cubes.’ ‘Ice cubes?’ he repeated. ‘Yes, ice cubes. Eskimos live in ice cubes,” I pointed out. ‘Okay, I’ll be a good Eskimo,’ he said. ‘Well then, mush Nanook!’ I said.
“Jimmy got his Eskimo and they had a good time.’
Nanook found here