I know she wants to go back to the show and be a Housewife again, but I don’t think she needs to sleep with the guy who has slept with half the cast, if not more.

She thinks it would be a story line.

Tinsley Mortimer

Real Housewives of New York

Harry Dubin

Meet Harry Dubin, the Millionaire Who’s Dated Multiple Real Housewives of New York

You may not recognize Harry Dubin, but you’ve certainly heard his name if you watch The Real Housewives of New York City.

The businessman’s colorful history with multiple women on the show is making headlines once again after he cozied up to Ramona Singer on the May 8 episode. Scroll down for a quick overview of Harry’s complicated web of RHONY relationships.

The real estate investor and Aviva, who appeared on the Bravo series in Seasons 5 and 6, got divorced in 2005. Together they share a son named Harrison.

In 2012, Aviva accused her ex of failing to pay over $340,000 in child support. A source told Page Six at the time that Harry’s wealthy parents had been footing the bill until 2009.

“It pains me to see Harry and his family abandoning a child, emotionally, physically, and financially,” the 48-year-old shared when asked about their dispute. “This can all be resolved.”

Harry denied the mother-of-four’s allegations. “This is totally untrue. The amount I owe is minuscule,” he told Page Six. “I love my son more than anything in the world. I see him all the time. My parents have nothing to do with this. This is what happens when you get divorced.” It’s unclear whether the pair settled the issue privately or in court.

Before Aviva, there was Sonja Morgan. The 55-year-old revealed that she first dated Harry 30 years ago. “He cheated on me,” she recalled during an appearance on Watch What Happens Live. “I broke up [with him] over that. Then, he married Aviva.”

Though the duo briefly got back together in Season 6 of RHONY, Harry ended up ditching Sonja after giving her a promise ring to hang out with Luann de Lesseps. The countess never confirmed nor denied that she hooked up with the playboy, but given his track record with housewives, we’d say there’s a good chance it happened.

A couple of years ago, Tinsley Mortimer claimed to have seen Harry in Miami with Kelly Bensimon, who starred on RHONY from Seasons 2 to 4, and now it looks like the bachelor has checked Ramona off his list. – Source

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