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The woman dubbed 'America's worst mayor' has been accused of trying to cover for a trustee who allegedly sexually assaulted another employee on a work trip to Vegas.
Dolton Democrat Mayor Tiffany Henyard, 40, faces a litany of investigations over claims of corruption, sexual harassment and retaliation against political opponents.
In the latest lawsuit, Henyard is accused of attempting to protect Dolton Trustee and community activist Andrew Holmes after he was accused of sexual assault.
The alleged victim claims Holmes assaulted her before parading her naked body on a video call to Henyard's security officer after a conference on May 26, 2023.
The officer alerted Henyard - but she responded by demoting him to 'patrol duty' and firing the alleged victim, per the lawsuit. Holmes vehemently denies the claims.
Tiffany Henyard, Mayor of the small village of Dolton, Illinois, is clinging on to power - and a nearly $300,000 salary - despite a slew of complaints and investigations into her
In the latest lawsuit, Henyard is accused of attempting to protect Dolton Trustee and community activist Andrew Holmes after he was accused of sexual assault. Holmes (pictured) denies the claims
Dolton Democrat Mayor Tiffany Henyard, 40, faces a litany of investigations over claims of corruption, sexual harassment and retaliation against political opponents
In the civil suit filed with the Illinois Department of Human Rights, the alleged victim says she began to feel 'disoriented' and 'blacked out' during the trip to Las Vegas.
She said she has no memory of the night after that until waking up fully dressed in Holmes' bed, according to the documents seen by the Chicago Tribune.
Meanwhile, Henyard's former security officer, who is the second plaintiff in the suit, said that Holmes launched a disturbing video call with him that same evening.
He said Holmes appeared intoxicated and showed the alleged victim 'partially undressed' in his Nevada hotel bed during the call.
Holmes 'moved the camera to various private areas of (the employee's) body displaying them on screen... and at times moving or removing articles of clothing as he transmitted the images' according to the legal documents.
The security officer said Holmes later told him the sex was 'unprotected' and the officer relayed this information to the alleged victim.
They had a meeting with Henyard to recount the events of the night - but instead of investigating the claims, she fired the alleged victim, according to the lawsuit.
The security guard was also seemingly punished for his whistleblowing - he was 'demoted to patrol duty' just 'days later' per the complaint.
On top of this, he was also 'subjected to criticism unlike his peers for various behaviors' and was told to avoid Holmes and Henyard at work events.
The lawsuit seeks 'civil remedies' in compensation for the alleged 'assault and battery' by Holmes and retaliation by Henyard.
Attorney Burt Odelson, legislative counsel for the Dolton Board of Trustees, claims Henyard has 'pillaged the village' through her spending and alleged impropriety
Chicago Mayor Lori Lightfoot may have a new job very soon, as she's been hired by the nearby village of Dolton, Illinois to investigator their mayor, whom many have called 'America's worst'
Henyard even has a criminal past and a mugshot, having been arrested and charged with criminal trespass to vehicles in 2016, the New York Post reported
It claims Holmes violated the Nonconsensual Dissemination of Private Sexual Images Act, while Henyard, the village of Dolton and Thornton Township of violated the Human Rights Act.
DailyMail.com has contacted Henyard, Holmes and the mayor's office for comment.
Henyard cashes in a $300,000 salary for being the mayor of Dolton - a Chicago suburb - and supervisor of nearby Thornton Township.
The FBI is investigating Henyard for corruption and the Dolton board of trustees appointed former Chicago mayor Lori Lightfoot to lead a separate probe into Henyard.
Lightfoot's appointment, at a cost of $400 an hour, has also proved controversial after her disappointing stint as Chicago mayor.
Repeated efforts to oust Henyard have failed. A recall vote in favor of removing her from office was overturned by an appeals court and opponents are now hoping the slew of investigations will trigger her downfall and possibly even criminal charges.
Henyard gained notoriety and the label 'America's worst mayor' for her lavish personal spending and bombastic approach to politics, which has included recruiting DJs to perform at village meetings.
Recent meetings of the Village of Dolton have descended into confrontations about Henyard's conduct, with residents pleading with her to step down. But Henyard has used her mayoral powers to block attempts to oust her.
Last week she vetoed a resolution passed by the village board in support of an investigation into her spending. The board, which has a majority who are against Henyard, has overrode her veto powers on several occasions.
Self-described 'Super Mayor' Tiffany Henyard, 40, has been accused of embezzling taxpayer funds and retaliating against a victim of sexual assault - and last month vetoed an investigation into the allegations
Lightfoot may not get very far, however, as Henyard's mayoral powers extend to potentially vetoing the probe
The high-rolling mayor, who earns $300,000 for her public duties, has spent thousands more on first class trips, a professional hair and makeup team and a security detail
In one photo posted to Instagram, Henyard even appeared to pose with a dog laden with jewelry
Attorney Burt Odelson, legislative counsel for the Dolton Board of Trustees, said: 'Bills aren't getting paid, the poor village is $7 million in debt and she goes on Las Vegas junkets.
'That seems to be the most obnoxious thing she has done. But it is not. There [are] many, many more.'
Odelson said the litany of claims and Henyard's refusal to step down or explain herself have led to 'the oddest situation' he has encountered in five decades as an attorney representing municipalities.
'The people are suffering because they are denied services,' he said, adding that Henyard has 'pillaged the village'.
She has also been accused of weaponizing the local police force to act as her own security detail and retaliate against her political opponents. Henyard denies wrongdoing.