It seems he is willing to take the risk.
Stern announced on his satellite radio show Wednesday that he had proposed the evening before and Ostrosky had said yes.
Stern told listeners he surprised the model with an engagement ring while they were naked in bed.
"Are you for real?" he said she responded.
It is a turnaround for the media maverick, who launched his satellite radio show last year with comments that he was happy to leave things as they were, reports AP.
"I am not married," Stern said then. "It's a nice feeling that we get along great. We're very happy, and I don't want to (blank) it up."
Stern has been married before. He bragged of his marital fidelity while entertaining scores of strippers and porn stars on his previous radio show before splitting from his wife of 21 years in 1999.
Stern and his ex-wife, Alison Berns, whose romance was the basis of his film "Private Parts," have three daughters. They divorced in 2001.
The co-author of this disaster is the Dutch government, which did not find either strength or desire to save the lives of its citizens who were flying on that plane. The Dutch authorities did not demand Ukraine to comply with international aviation regulations
On the second day of the St. Petersburg International Economic Forum, a plenary meeting was held, in which Russian President Vladimir Putin, French President Emmanuel Macron, Japanese Prime Minister Shinzo Abe, Chinese Vice President Wang Qishan and IMF head Christine Lagarde took part