Luann de Lesseps, Tom D'Agostino


Make no mistake: Luann de Lesseps' fiancé Tom D'Agostino Jr. is shady.

This season on The Real Housewives of New York City, we learned that he's had a romantic relationship of some kind with a total of three of the women. Not only did he propose to Luann shortly after Dorinda Medley introduced the pair, but he also went out on several dates with Ramona Singer (though he steadfastly disputes Ramona's claims on how many) while also bedding Sonja Morgan for the greater part of a decade in a friends-with-benefits arrangement. 

But in the season eight finale, Tom leveled up in the shady game. After Luann confronted him over Bethenny Frankel's smoking gun photos that showed him kissing another woman at the bar in the Regency Hotel for all of NYC to see, he blamed it on the liquor, then blamed it on an argument with Luann just before, then blamed it on an old friend whose predatory clutches he apparently couldn't avoid, and then tried to bully Dorinda into supporting his version of the story with the other ladies. All that and he didn't evenappear on camera once!

The question stands, though: How does Tom's shadiness stack up against the legion of shady Real Housewives significant others? To find out his placement, you're going to have to click through our gallery below!

What are your thoughts on Tom? Is he just misunderstood or is he totally shady? Let us know in the comments.

The Real Housewives of New York City's three-part season eight reunion special begins Wednesday, August 31 at 9 p.m. on Bravo.

(E! and Bravo are both part of the NBCUniversal family.)

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