Diddy timed his sordid ‘freak off’ orgies with biggest nights in showbiz’

Diddy timed his “freak-off” orgies with the biggest nights in showbiz, according to videos and documents obtained by the New York Post.

The rapper, real name Sean Combs, held at least three raucous sex parties after major events, the videos show.

Prosecutors allege that many of the sometimes days-long sessions called “freak-offs” involved women who had been blackmailed or coerced into participating.

The Post reports that it has reviewed footage of star-studded after-parties hosted by Diddy following the 2004 and 2005 MTV VMAs in Miami and the 2005 Super Bowl in Jacksonville, among others.

One clip, taken after Diddy, 54, hosted the 2005 VMAs, reportedly shows the afterparty descending into a wild party, with two men having sex with a young girl who had powder under her nose.

Diddy timed his “freak off” orgies with the biggest nights in showbiz, according to videos and documents obtained by the New York Post

In another clip, a couple is reportedly seen having sex on a table while other people watch.

The afterparty was attended by Eva Longoria, Paris Hilton, Ice-T, Fergie, Quincy Jones and NASCAR director Jeff Gordon, among others.

There is no indication that the celebrities were aware of what the party had gotten themselves into when they left before the videos were taken.

However, Diddy is clearly visible in the Post reports and is seen wearing the same T-shirt he was photographed in earlier in the evening.

Clips from after Diddy’s post-Super Bowl party in 2005 show similarly debauched scenes set in a $2 million Sawgrass mansion, which the rapper is said to have rented for $20,000 a week.

The images show two men having sex in the presence of a group of people. The Post says another clip shows Diddy filming from his perspective having sex with a woman.

Earlier in the evening, Diddy had teamed up with the likes of Ashton Kutcher and Ashlee Simpson, though there’s no indication they knew or were present for what would happen later.

The behavior apparently seen in the videos echoes claims made by a woman who filed a lawsuit claiming she was raped by Diddy at the age of 13 at the 2000 VMAs in New York City.

The videos reportedly show a wild sex party at the 2005 MTV VMAs after-party, which featured a celebrity guest list including Eva Longoria (pictured). However, there is no indication that Longoria or others knew what happened at the party

The videos reportedly show a wild sex party at the 2005 MTV VMAs after-party, which featured a celebrity guest list including Eva Longoria (pictured). However, there is no indication that Longoria or others knew what happened at the party

The clip reportedly shows Diddy having sex with an unknown woman at the afterparty. Pictured: two dancers hired to perform at the event

The clip reportedly shows Diddy having sex with an unknown woman at the afterparty. Pictured: Two dancers hired to perform at the event

Combs allegedly “aggressively approached” the young girl with a “crazy look in his eyes” before sexually assaulting her at the event, the legal document seen by DailyMail.com alleges.

She claims that an unnamed male celebrity also raped her while Combs and an unnamed female celebrity watched.

The music mogul was hit with a host of sex trafficking and extortion cases after his arrest on September 16. Since then, more than 120 victims have come forward.

The charges were filed after investigators raided the rap star’s homes in Miami and LA, where prosecutors say they found “1,000 bottles” of baby oil and lube allegedly used in the freak-offs.

Diddy maintains his innocence and will appear before a jury in the spring.

He is currently being held at Brooklyn’s infamous Metropolitan Detention Center (MDC) since his arrest after his bail requests were denied.

The Post reports that it has reviewed footage of star-studded after-parties hosted by Diddy following the 2004 and 2005 MTV VMAs in Miami and the 2005 Super Bowl in Jacksonville, among others. Pictured: Diddy at his post-VMA party in 2004

The Post reports that it has reviewed footage of star-studded after-parties hosted by Diddy following the 2004 and 2005 MTV VMAs in Miami and the 2005 Super Bowl in Jacksonville, among others. Pictured: Diddy at his post-VMA party in 2004

If convicted, Diddy could be sentenced to life behind bars.

Larry Levine, president and founder of Wall Street Prison Consultants, appeared on DailyMail.com’s podcast, The Trial of Diddy, where he revealed that Combs receives daily visits from a psychological team that monitors his mental health.