Male model says 'obsessed' socialite hired detectives to destroy him

Male model, 34, sues socialite ex-lover, 71, for $1.8M for ‘paying private investigators to hang posters in New York City saying he was a human trafficker’ – after she became ‘obsessed’ with him when he dumped her

• Male model Trevor Dutch Shapiro is suing former lover Trudy Jacobson
• He claims private investigators stalked him in a plot to destroy his reputation 
• Shapiro alleges Jacobson was behind the plot and defamed him, interfered with his business relations, and intentionally inflicted of emotional distress upon him

Trevor Dutch Shapiro, a male model, is suing his socialite ex-lover he met on an escort website for allegedly ruining his life in an elaborate plot after they broke up. 

Shapiro, 34, claims that he was pursued by a team of private detectives who were part of a purported scheme to ruin his reputation both online and in real life – and has now lodged a $1.8million lawsuit against ‘obsessed’ Trudy Jacobson.

Shapiro has accused Kansas-born Jacobson, 71, of masterminding the plot, alleging that she defamed him, disrupted his business connections, and intentionally caused him emotional distress, reports The Daily Beast.

In March 2021, when Shapiro received the mysterious folder from a stranger in New York City, containing photographs of him with female friend, along with his personal information, including his Social Security number. 

Model Trevor Dutch Shapiro received a folder containing info and photos in March 2021, which led to the breakup of his relationship with former lover Trudy Jacobson

Shapiro has accused Trudy Jacobson, 71, of masterminding the plot, alleging that she defamed him, disrupted his business connections, and intentionally caused him emotional distress

Shortly afterwards, Jacobson also informed him that she too had also received a similar folder containing ‘graphic photos’ of him with other women. However, when Shapiro asked if she was behind the images, she blocked him. 

The couple had broken up three months prior, but Shapiro discovered that the folder incident was just the start of an alleged plot to destroy him, court documents state. 

He claims that a group of private investigators stalked, harassed, and defamed him and his associates – which damaged his future job prospects, court records show. 

Shapiro claims he endured a year of surveillance and harassment so intense that he needed the help of a psychotherapist to get through.

The detectives would allegedly hang posters in his neighborhood, depicting Shapiro and his new girlfriend, with the words printed: ‘Report human trafficking’ alongside a hotline number.   

Shapiro initially filed a lawsuit against Law Enforcement Today (LET), a far-right conspiracy site after they wrote three ‘inflammatory’ stories about him. But he has since filed a proposed amended complaint that adds Jacobson along with a group of private investigators as defendants. 

Shapiro claims that a group of private investigators stalked him as part of an alleged $1.8 million plot to destroy him online and in real life

Trudy Jacobson has been married for more than 40 years to John Jacobson, left

Shapiro, pictured, claims Jacobson paid investigators to track people he knew, as far away as Philadelphia and Florida, some of whom she had never even met

The complaint alleges defamation, tortious interference with business relations, and intentional infliction of emotional distress.

The court filings in Shapiro’s case mentions a supporting cast of characters including a Manhattan nurse, an Instagram influencer who blames Jacobson for sabotaging a male escort service she attempted to launch with Shapiro, and a friend whose marriage was allegedly ruined by the smear campaign. 

Shapiro claims that Jacobson paid investigators to track people as far away as Philadelphia and Florida, some of whom she had never even met.

When contacted by The Daily Beast, Jacobson declined to comment on the lawsuit, dismissing it as ‘nonsense’ and describing Shapiro as ‘an opportunist trying to cash in on a private situation.’

Her lawyer, Alexander R. Klein, warned that Shapiro would regret trying to add Jacobson to his litigation.

‘The plaintiff is asking the court for permission to change his complaint,’ Klein stated. ‘Whatever the merits were of his first version, he was wise to not include some of the new parties and claims he is trying to add now. We expect that the plaintiff will learn that lesson the hard way.’ 

Shapiro’s attorney, former federal prosecutor Kenneth McCallion, has also declined to comment on the lawsuit.

Shapiro alleges Jacobson, pictured, was behind the plot to defame him, interfere with his business relations, and intentionally inflicted of emotional distress upon him

The court papers reveal how Jacobson’s relationship with Shapiro lasted until December 2020. 

Jacobson remains married to her husband of 40 years, John. The couple founded TransAm, a premier trucking company, in 1987. 

But she is believed to have met Shapiro through the escort service Cowboys 4 Angels soon after she moved to New York City ‘to find herself’. 

The site describes its offerings as ‘straight elite male companions for women’ and ‘the perfect boyfriend experience with no strings attached.’ 

Court papers allege how Jacobson would take Shapiro out on exotic trips, pricey meals and high-end designer clothing, while he could keep her happy in return.

After their relationship finally came to an end, according to Shapiro, Jacobson was unable to let him go.

She is alleged to have hired a team of private investigators to follow him and his friend, and sent them mysterious folders complete with personal information inside. 

Shapiro’s lawsuit accuses Jacobson of conspiring with LET and other parties to portray him ‘as a prostitute, thief, perpetrator of assault, and general criminal.’

Jacobson is said to have grown fond of Shapiro but after their relationship ended, Jacobson allegedly became obsessed with him hiring private investigators to follow him and his friends

In January 2022, Shapiro contacted Jacobson’s husband, John, in a desperate plea for help

According to the court papers, the surveillance of Shapiro and his friends continued throughout 2021, with numerous instances of stalking and harassment.

In January 2022, Shapiro contacted Jacobson’s husband, John, in a desperate plea for help.  In an email, he detailed his alleged affair with Jacobson and the subsequent harassment he and his friends had faced. 

‘My name is Trevor Shapiro. I’m sorry to write to you like this but it is time for me to reach out, since you are my last resort here,’ the note began.  

‘She helped me financially, which was a huge blessing, and we traveled to places I could only have dreamt about if it wasn’t for her. I will be forever grateful for her,’ he explained before noting the darker side of their relationship.  

Jacobson remains married to her husband of 40 years John. The couple founded TransAm, a premier trucking company, in 1987

Soon after Shapiro emailed her husband, Trudy Jacobson hit him with a cease-and-desist letter

Shapiro has described Jacobson as ‘having trust issues over friends that I was spending time with,’ while noting ‘Trudy has admitted to having me followed and photographed.’

He said the pair fought and things ‘became rocky’ with ‘the majority of our fights were about her feeling a need to have control over me.’ 

Shapiro described Jacobson as ‘having trust issues over friends that I was spending time with,’ while noting ‘Trudy has admitted to having me followed and photographed.’

Shapiro pleaded: ‘I have no other choice than to reach out to you, asking for you to speak to her to put an end to this harrassment [sic] that me and my friends are having to deal with. Several police reports, even with all the evidence, have gotten us nowhere. Can you please help.’ 

Shortly after Shapiro’s email, Jacobson hit him with a cease-and-desist letter. 

Around that same time, Jacobson and her former private investigation firm, Conflict International, filed lawsuits against one another other in a back-and-forth about confidential information allegedly being maliciously leaked.

Conflict International filed a countersuit, alleging that one of Jacobson’s investigators, Stephen Komorek, displayed increasingly erratic behavior and divulged confidential information without authorization.

The suit claims that as a result, between 2019 and 2021, LET published several stories about praising Conflict. According to the suit, Komorek claimed to have complete editorial control over what would be published on LET. 

But after Komorek left Conflict, LET began posting slanderous articles about the company and its associates, written by a pseudonymous contributor named ‘Sgt. A. Merica.’ 

Conflict’s lawsuit suggests that Komorek is likely the author of these articles, as they contain factual information known only to Conflict and Komorek.

Conflict employee, Andrew McLaren, in a message to Jacobson, claimed that Komorek failed to pay him a 10 percent commission for taking her on as a client. 

On March 14, Conflict asked a federal judge to issue a restraining order against Komorek to prevent him from revealing confidential information protected under a non-disclosure agreement he signed. The company argues that the ‘Sgt. A. Merica’ articles published in LET were a violation of this NDA.

Trudy Jacobson, also known as the ‘Lady Trucker,’ continues to reinvent herself

The Jacobson’s company, which started with a fleet of 170 18-wheelers before growing to 3,600, now rakes in an annual revenue of nearly $250million

In 2022, Jacobson launched a short-lived talent agency with Pressly and announced a novel titled ‘Diesel Smoke and Dangerous Curves’. It’s unclear if the book was ever published

Meanwhile, Jacobson, also known as the ‘Lady Trucker,’ continues to reinvent herself. 

In 2022, she launched a short-lived talent agency with Pressly and announced a novel titled ‘Diesel Smoke and Dangerous Curves,’ though it’s unclear if the book was ever published. 

After ending her partnership with Pressly, Jacobson hired Reyes’ marketing firm to promote her web series ‘Great American Women’ that focuses on ambitious female philanthropists and entrepreneurs. 

Yet, the complex legal battles over Jacobson’s alleged harassment of Shapiro continue to unfold.

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