Bachelor mass-suing exes over posts on ‘Are We Dating the Same Guy’ Facebook page is facing tax fraud charges

Nikko D’Ambrosio is battling a tax fraud case after the Chicago man mass-suing his past dates for posting negative reviews of their relationships with him on Facebook. U.S. District Court / Illinois Northern District

He should put his money where his mouth is.

The Chicago man mass-suing his past dates for $75 million after they posted negative reviews of their relationships with him on Facebook is battling a tax fraud case.

Nikko D’Ambrosio, 32, is accused of filing at least two false tax returns, both in which he claimed he spent an exorbitant amount in expenses and charity while earning a salary well below the poverty line, according to court documents filed in May 2023.

He first tried the scheme in 2020, when he claimed he spent a whopping $158,528 in expenses throughout the year and gave another $29,775 in gifts to charity — with prosecutors alleging D’Ambrosio knew he spent “substantially less than that amount.”

That year, he claimed just $4,443 in taxable income, the records show.

D’Ambrosio allegedly made similar lies the following year, this time claiming $252,625 in expenses, $34,725 in charity gifts and $14,874 in taxable income.

The Chicago man mass-suing his past dates for $75 million after they posted negative reviews of their relationships with him on Facebook is battling a tax fraud case. U.S. District Court / Illinois Northern District

He has appeared in federal court every day in January for the alleged crime — including the day he filed a lawsuit against dozens of women, claiming he was a victim of doxxing and privacy invasion.

The women posted negative reviews of their time with D’Ambrosio on the private Facebook group “Are We Dating The Same Guy.”

Some exes claimed he was “very clingy” and a ghoster, while others said he was a cruel repeat offender who had a bad reputation on the site.

The women posted negative reviews of their time with D’Ambrosio on the private Facebook group “Are We Dating The Same Guy.” U.S. District Court / Illinois Northern District

“He’s been posted here before. The poster said he sent her a slew of texts calling her names because she didn’t want to spend the night with him,” one woman wrote.

D’Ambrosio claimed all the women were spewing lies in an attempt to sully his reputation.

He filed the suit on Jan. 11 against 27 named women, including moderators of the group, as well as a number of Jane Does and various parts of Facebook’s parent company, Meta, for $75 million in damages.

“The defendants broadcast their outrageous, cruel, and malicious lies about the plaintiff with knowledge that the statements were false or with reckless disregard as [to] whether or not they were true,” his complaint states.

“[Their] wrongful conduct is so outrageous in character and so extreme in degree that it is beyond all possible bounds of decency and is to be regarded as atrocious and utterly intolerable in a civilized community.”