Inside Vanessa Trump's alleged relationship with a gang member: Report

Long before Vanessa Trump ever met estranged husband Donald Trump, Jr., she reportedly dated a notorious gang member, according to a shocking new exposé in Page Six.

Vanessa's alleged ex, Valentin Rivera, opened up about their relationship in a tell-all interview with the Post, claiming that she was his high-school sweet-heart. They first met in fifth grade.

According to the report, Vanessa frequently helped Rivera deliver marijuana in her step-father’s convertible, which Rivera says often had an illegal gun in its trunk. She was in high school at the time, attending Dwight School on the Upper West Side, which costs nearly $50,000 per year.

SEE ALSO: Donald Trump Jr. wants to know estranged wife Vanessa’s net worth

Rivera also revealed that Vanessa visited him in prison on Riker’s Island, and they continued to date even after he joined the Latin Kings, which is one of the largest, most notorious gangs in the United States.

See photos of Vanessa Trump with Donald Trump Jr.:

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Donald Trump Jr. and Vanessa Trump's relationship in photos
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Donald Trump Jr. and Vanessa Trump's relationship in photos
WASHINGTON, DC - APRIL 17: Vanessa Trump, Donald Trump, Jr., and daughter Kai attend the 139th White House Easter Egg Roll at The White House on April 17, 2017 in Washington, DC. (Photo by Leigh Vogel/WireImage,)
Donald Trump, Jr., (R) his wife Vanessa (L) and their daughter Kai (C) attend the White House senior staff swearing in at the White House on January 22, 2017, in Washington, DC. / AFP / MANDEL NGAN (Photo credit should read MANDEL NGAN/AFP/Getty Images)
CLEVELAND, OH - JULY 21: Donald Trump Jr. along with his wife Vanessa Trump, attend the evening session on the fourth day of the Republican National Convention on July 21, 2016 at the Quicken Loans Arena in Cleveland, Ohio. Republican presidential candidate Donald Trump received the number of votes needed to secure the party's nomination. An estimated 50,000 people are expected in Cleveland, including hundreds of protesters and members of the media. The four-day Republican National Convention kicked off on July 18. (Photo by Jeff Swensen/Getty Images)
Donald Trump Jr., left, and Vanessa Trump arrive for the White House Correspondents' Association (WHCA) dinner in Washington, D.C., U.S., on Saturday, April 30, 2016. The 102nd WHCA raises money for scholarships and honors the recipients of the organization's journalism awards. Photographer: Andrew Harrer/Bloomberg via Getty Images
WASHINGTON, DC - APRIL 30: Donald Trump Jr.(L) and Vanessa Trump attend the 102nd White House Correspondents' Association Dinner on April 30, 2016 in Washington, DC. (Photo by Larry Busacca/Getty Images)
NEW YORK, NY - DECEMBER 11: Donald Trump Jr., wife Vanessa Haydon, and children Kai Madison and Donald John III attend the Z100's iHeartRadio Jingle Ball 2015 at Madison Square Garden on December 11, 2015 in New York City. (Photo by Jim Spellman/WireImage)
BRIARCLIFF MANOR, NY - SEPTEMBER 21: Donald Trump Jr. and Vanessa Trump attends the 9th Annual Eric Trump Foundation golf invitational at Trump National Golf Club Westchester on September 21, 2015 in Briarcliff Manor City. (Photo by Bobby Bank/WireImage)
BRIARCLIFF MANOR, NY - SEPTEMBER 21: Donald Trump Jr., Vanessa Trump, Ivana Trump, Eric Trump, Lara Trump, Ivanka Trump and Jared Kushner attends the 9th Annual Eric Trump Foundation golf invitational at Trump National Golf Club Westchester on September 21, 2015 in Briarcliff Manor City. (Photo by Bobby Bank/WireImage)
NEW YORK, NY - APRIL 30: Vanessa Trump and Donald Trump Jr. attend The Breast Cancer Research Foundation 2015 Pink Carpet Party at The Waldorf=Astoria on April 30, 2015 in New York City. (Photo by Gilbert Carrasquillo/FilmMagic)
NEW YORK, NY - FEBRUARY 16: (L-R) Donald Trump Jr, Vanessa Hayden and daughter attend 'The Celebrity Apprentice' finale at Trump Tower on February 16, 2015 in New York City. (Photo by Debra L Rothenberg/FilmMagic)
PALM BEACH, FL - JANUARY 04: Donald Trump, Jr. and Vanessa Haydon Trump attends Trump Invitational Grand Prix Mar-a-Lago Club at The Mar-a-Largo Club on January 4, 2015 in Palm Beach, Florida. (Photo by Gustavo Caballero/Getty Images)
NEW YORK, NY - APRIL 02: Trump Organization EVP of development and acquisitions Donald Trump Jr.and Vanessa Trump attend the 2014 Smile Train Power Of A Smile Gala at Barclays Center on April 2, 2014 in the Brooklyn borough of New York City. (Photo by Stephen Lovekin/Getty Images)
NEW YORK, NY - APRIL 01: Donald Trump, Jr. and wife, Vanessa Haydon, are seen on April 1, 2014 in New York City. (Photo by Patricia Schlein/Star Max/GC Images)
NEW YORK, NY - JUNE 13: Vanessa Haydon Trump and Donald Trump Jr., attend the Make-A-Wish Metro New York 30th Anniversary Gala at Cipriani Wall Street on June 13, 2013 in New York City. (Photo by Desiree Navarro/WireImage)
DORAL, FL - MARCH 07: Donald Trump Jr and Vanessa Trump attend the Carolina Herrera Fashion Show with GREY GOOSE Vodka at the Cadillac Championship at Trump National Doral on March 7, 2014 in Doral, Florida. (Photo by John Parra/Getty Images for GREY GOOSE)
NEW YORK, NY - MAY 19: Vanessa Trump (L) and Donald Trump Jr. attend 'All Star Celebrity Apprentice' Finale at Cipriani 42nd Street on May 19, 2013 in New York City. (Photo by Robin Marchant/Getty Images)
NEW YORK, NY - DECEMBER 07: (L-R) Donald Trump, Jr., Kai Madison Trump and Vanessa Haydon Trump attend Z100's Jingle Ball 2012 presented by Aeropostale at Madison Square Garden on December 7, 2012 in New York City. (Photo by Paul Zimmerman/WireImage)
NEW YORK, NY - NOVEMBER 12: Donald Trump Jr. and Vanessa Trump out for dinner at Streets of Manhattan on November 12, 2012 in New York City. (Photo by Bobby Bank/WireImage)
NEW YORK, NY - OCTOBER 20: Donald Trump Jr., wife Vanessa Trump, son Donnie Trump and daughter Kai Trump attend 'Secret Of Wings' premiere at AMC Loews Lincoln Square on October 20, 2012 in New York City. (Photo by Laura Cavanaugh/FilmMagic)
NEW YORK, NY - SEPTEMBER 06: Donald Trump, Jr and Vanessa Trump at a photocall during Ryan Lochte Hosts 'Guys Fashions Night Out' Presented By Ainsworth Park and Windsor Custom on September 6, 2012 in New York City. (Photo by Michael Cohen/Getty Images for Fingerprint)
NEW YORK, NY - MAY 03: Donald Trump Jr. and Vanessa Trump attend the 2012 Operation Smile Gala at Cipriani Wall Street on May 3, 2012 in New York City. (Photo by Mark Von Holden/WireImage)
NEW YORK, NY - DECEMBER 12: Donald Trump Jr and Vanessa Haydon Trump attend Ivanka Trump's Fine Jewelry Boutique opening at on December 12, 2011 in New York City. (Photo by Taylor Hill/WireImage)
NEW YORK, NY - DECEMBER 12: Donald Trump Jr. and Vanessa Trump attend Ivanka Trump's Fine Jewelry Boutique opening at on December 12, 2011 in New York City. (Photo by Cindy Ord/Getty Images)
BRIARCLIFF MANOR, NY - SEPTEMBER 13: Donald Trump Jr. and Vanessa Trump attends the 5th annual Eric Trump Foundation Golf Invitational at the Trump National Golf Club Westchester on September 13, 2011 in Briarcliff Manor, New York. (Photo by Bobby Bank/WireImage)
NEW YORK, NY - MAY 22: Donald Trump Jr. (L) and wife Vanessa Trump attends 'The Celebrity Apprentice' Season 4 Finale at Trump SoHo on May 22, 2011 in New York City. (Photo by Jim Spellman/WireImage)
Donald Trump Jr. (L) and Vanessa Trump attend Operation Smile as they honor Santo Versace at The 2011 Smile Event at Cipriani, Wall Street on May 5, 2011 in New York City.
NEW YORK, NY - APRIL 05: Vanessa Trump and Donald Trump Jr. attend the 9th Annual Dressed To Kilt Benefit at Hammerstein Ballroom on April 5, 2011 in New York City. (Photo by Charles Eshelman/FilmMagic)
BEVERLY HILLS, CA - SEPTEMBER 24: Donald Trump, Jr. and Vanessa Trump attend the 9th Annual Operation Smile Gala at The Beverly Hilton hotel on September 24, 2010 in Beverly Hills, California. (Photo by Jeffrey Mayer/WireImage)
Donald Trump, Jr., Executive VP Trump Organization, Vanessa Trump and their daughter Kai Madision Trump attend the 4th annual Eric Trump Foundation Golf Invitational at the Trump National Golf Club Westchester on September 14, 2010 in Briarcliff Manor, New York.
NEW YORK CITY, NY - MAY 6: Vanessa Trump and Donald Trump Jr. attend OPERATION SMILE Celebrates Annual Gala at Cipriani Wall Street on May 6, 2010 in New York City. (Photo by NICK HUNT /Patrick McMullan via Getty Images)
NEW YORK - APRIL 30: Donald Trump, Jr. (R) and Vanessa Haydon Trump attend the Cinema Society with Vanity Fair & Ambrosi Abrianna after party for the of 'Ultrasuede: In Search of Halston' premiere during the 9th Annual Tribeca Film Festival at the Trump SoHo on April 30, 2010 in New York City. (Photo by Stephen Lovekin/Getty Images)
BRIARCLIFF MANOR, NY - SEPTEMBER 15: Donald Trump Jr., Donald John Trump III and Vanessa Trump attends the 3rd annual Eric Trump Foundation Golf Invitational at the Trump National Golf Club Westchester on September 15, 2009 in Briarcliff Manor, New York. (Photo by Bobby Bank/Getty Images)
NEW YORK CITY, NY - OCTOBER 28: (L-R) Donald Trump Jr., Kai Trump and Vanessa Trump attend ROYAL CHIE Celebrates Their New ECO-Friendly Collection at Geisha on October 28, 2008 in New York City. (Photo by PATRICK MCMULLAN/Patrick McMullan via Getty Images)
Executive Vice President of Development and Acquisitions for The Trump Organization Donald Trump Jr. and wife Vanessa attend The Celebrity Apprentice Finale at Rock Center Cafe, Rockefeller Center on March 27, 2008 in New York City. (Photo by Jim Spellman/WireImage)
NEW YORK, NY - OCTOBER 31: (L-R) Vanessa Trump, Donald Trump and Jr. attend ROBERTO and EVA CAVALLI and GIUSEPPE CIPRIANI Along With ROBERTO CAVALLI VODKA Host a Halloween Party at CIPRIANI 42nd St. at Cipriani 42nd St. on October 31, 2007 in New York. (Photo by JIMI CELESTE/Patrick McMullan via Getty Images)
NEW YORK - OCTOBER 29: Donald Trump, Jr. and wife Vanessa Trump attend the 2007 Angel Ball presented by the G&P Foundation at the Marriott Marquis on October 29, 2007 in New York City. (Photo by Dimitrios Kambouris/WireImage)
NEW YORK - MAY 19: Vanessa Trump and Donald Trump Jr. attend the 68th Annual American Ballet Theatre Spring Gala at the Metropolitan Opera House on May 19, 2008 in New York City. (Photo by Dimitrios Kambouris/WireImage)
NEW YORK - OCTOBER 24: Donald Trump Jr and Vanessa Trump arrive at the Fox Business Network launch party at the Metropolitain Museum of Art on October 24, 2007 in New York City. (Photo by Bryan Bedder/Getty Images)
NEW YORK - SEPTEMBER 29: (ITALY OUT, NY DAILY NEWS OUT, NY NEWSDAY OUT) Donald Trump Jr. and wife Vanessa Trump pose with their daughter Kai Madison Trump on Madison Ave on September 29, 2007 in New York City. (Photo by Arnaldo Magnani/Getty Images)
Kai Madison Trump with parents Donald Trump Jr.and Vanessa Trump at The Eric Trump Foundation Golf Invitational at Trump National Golf Club September 18, 2007 in Briarcliff Manor, New York.
Donald Trump Jr. and Vanessa Trump during In Style & Warner Bros. Studios Host 8th Annual Golden Globe Party - Arrivals at Oasis Court - Beverly Hilton Hotel in Beverly Hills, California, United States. (Photo by Chris Polk/FilmMagic)
Vanessa Haydon Trump and Donald Trump Jr during New Year's Week Miami 2007 - Jonathan Cheban Launches Kritik Clothing at Casa Casuarina Arrivals at Casa Casuarina in Miami Beach, Florida, United States. (Photo by Rodrigo Varela/WireImage)
Donald Trump, Jr. with Vanessa Trump during Mercedes-Benz Fashion Week Fall 2007 - Chaiken - Front Row and Backstage at The Salon, Bryant Park in New York City, New York, United States. (Photo by Jemal Countess/WireImage)
NEW YORK - NOVEMBER 15: Vanessa Trump and Donald Trump Jr attend the launch party for the holiday issue of Hamptons Magazine on November 15, 2006 in New York City. (Photo by Bryan Bedder/Getty Images)
BEVERLY HILLS, CA - SEPTEMBER 21: Vanessa Trump and Donald Trump.Jr arrive at Operation Smiles 5th Annual LA Gala held at the Beverly Regent Hotel on September 21, 2006 in Beverly Hills, California. (Photo by Frazer Harrison/Getty Images)
NEW YORK CITY, NY - OCTOBER 16: (L-R) Bonnie Haydon, Donald Trump Jr, Vanessa Haydon and Veronica Haydon attend Chie Imai 30th Anniversary Fashion Show and Cocktail Reception benefiting Operation Smile at ST. Regis Hotel Roof on October 16, 2006 in New York City. (Photo by Scott Rudd/Patrick McMullan via Getty Images)
NEW YORK CITY, NY - OCTOBER 27: (L-R) Vanessa Haydon, Donald Trump and Jr. attend Fashion Group International Presents The 22nd Annual Night of Stars Honoring 'The Romantics' at Cipriani 42nd St. on October 27, 2005 in New York City. (Photo by Jimi Celeste/Patrick McMullan via Getty Images)
Donald Trump Jr. and Vanessa Haydon during The Smile Collection - Billy Bush to Host a Premiere Event and Fashion Show to Benefit Operation Smile at Waterfront NY in New York, New York, United States. (Photo by Harold Cook/FilmMagic)
Vanessa Haydon and Donald Trump Jr. during Fashion Group International Presents The 22nd Annual Night of Stars Honoring 'The Romantics' - Inside at Cipriani in New York City, New York, United States. (Photo by Dimitrios Kambouris/WireImage)
NEW YORK CITY, NY - MAY 19: (L-R) Donald Trump, Jr. and Vanessa Haydon attend The Smile Collection Couture Event at Waterfront NY on May 19, 2005 in New York City. (Photo by Jimi Celeste/Patrick McMullan via Getty Images)
Vanessa Haydon and Donald Trump Jr. during Operation Smile's Smile Collection 2004 Couture Event at Whitney Museum's Robert J. Hurst Family Galllery in New York City, NY, United States. (Photo by Lawrence Lucier/FilmMagic)
Vanessa Haydon and Donald Trump Jr. attend A Grand Celebration of Canouan Island at The Magic Room, 19 East 57th. St. on February 5, 2004 in New York City. (Photo by Donald Bowers/Patrick McMullan via Getty Images) *** Local Caption ***
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"She was heartbroken that I was being taken away," he said. "The first time [she came to visit], she was upset -- she cried a little bit -- but after a while, we get used to things. She only came to visit me twice because her mother forbid her from coming to visit me."

Vanessa's alleged ex also claims that she got into a couple of cat fights herself on the streets and was jealous of other girls throughout their years-long relationship.

The pair dated for five years and even talked about marriage and having 5 fives kids together, which is something he says she always wanted. Valentin reportedly says they broke up when Vanessa began dating Hollywood actor Leonardo DiCaprio. 

SEE ALSO: Vanessa Trump 'went gangster' on Aubrey O'Day after learning about alleged Donald Trump Jr. affair: Report

Valentin himself said that he is not a fan of President Trump or his ex's estranged husband, but is "happy for her that she has five beautiful children and she's doing well."

When Vanessa found out about Donald Trump Jr.'s alleged affair with Aubrey O'Day back in March of 2012, a friend of hers says she called the "Celebrity Apprentice" contestant and "went gangster on her" with her children on the line.

Vanessa filed for divorce in March after 12 years of marriage to Trump Jr.

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