OJ has served almost nine-years of a 33-year sentence for a 2008 conviction for kidnapping and robbery when the disgraced football hero and his pals confronted a pair of memorabilia dealers with loads of OJ souvenirs at the Palace State Hotel and Casino on September 13, 2007.
Most observers believe he will be granted parole after meeting with the four DOC parole board members on July 20. Simpson will appear remotely from Locklock in front of the four-member parole board in Carson City, Nevada, via video conference at 1 p.m.
One of the victims in the case, Bruce Fromong is expected to testify in favor of his release.
Even the former DA who prosecuted OJ said he believes he's served his time, according to the New York Post.
Retired Clark County DA David Roger, who won convictions against Simpson in 2008 for robbery and kidnapping, said the disgraced footballer has done enough time rotting inside a Nevada prison cell.
"The guy did a lot of time on a robbery charge, I expect he'll probably be paroled," Roger said.
Roger said he had offered Simpson a plea bargain of 2 and a half years, but the Heisman Trophy winner insisted he do no more than one year.
"He had plenty of opportunity to enter a plea to do far less time," Roger said. "He thought he was invincible. He wanted to roll the dice."
OJ was written up under the Prison Rape Elimination Act of 2003 (PREA) the first United States federal law passed dealing with the sexual assault of prisoners. The bill was signed into law on September 4, 2003. While masturbation is not directly mentioned in this act, it is considered by many states to be a sexual offense in this bill.
Brook Keast, a public information officer for the Nevada Department of Corrections told Dailymail.com that an inmate masturbating in his cell can be considered a violation if "the officer believes the inmates actions were intentional."
"It's up to the discretion of the correctional officer to decide the intent. If the officer believes the actions were intentional the inmate would be written up for MJ30 violation."
"A hearing would be held where the inmate will be given a chance to testify and tell his version of events. If found guilty by prison officials the severity of the punishment would vary depending on what prison officials believe the intentions of the violation were, It could range from something as a simple write-up to good time credited being taken away from the inmate. It depends on a lot of factors."
A Nevada Department of Corrections orientation handout given to all inmates when they first arrive at prison defines a MJ30 as - Sexually stimulating activities, including but not limited to caressing, kissing or fondling, except as authorized by department visitation regulations.
"OJ is sweating bullets over his write up. He had been intentionally laying low for the past few months to avoid any problems and now this write-up could cost his freedom for his planned October release," said the insider. "He is his own worst enemy."
"Before being caught masturbating OJ definitely believed he was going to be granted parole after the July 20th hearing, but now he seriously is worried that may not happen."
Simpson has been for the most part a model inmate at Lovelock during his nine years there.
OJ Simpson is looking forward to a life outside the spotlight when he is released from prison claims his best friend, Tom Scotto in an interview with Good Morning America on Tuesday.
'He wants to keep a low profile. Be with his kid, be with his family, play golf is one of his main things,' revealed Scotto.
Simpson has four children from his two marriages - son Jason, 47, and daughter Arnelle, 48, with his first wife Marguerite and daughter Sydney, 31, and son Justin, 28, with Nicole Brown.
His fifth daughter, Aaren, died in 1979 when she was just two after drowning in the family pool.
It was Scotto's Las Vegas wedding Simpson was attending back in 2007 when he made the ill-fated decision to rob a memorabilia dealer at gunpoint with a group of friends inside the man's hotel room.
He was sentenced to 33 years behind bars after a jury found him guilty of all ten counts with which he was charged on October 3, 2008 - exactly 13 years to the day that the former football star was acquitted of the murders of ex-wife Nicole Brown and Ron Goldman.
When he faces the parole board he hope this coming Thursday 'He's hopeful he's not going to try to retry the case. He's done a lot of positive things in prison,' said Scotto, who was the key defense witness in Simpson's robbery and kidnapping case.
He was originally going to join the group as they went to get back footballs and plaques that Simpson claimed had been stolen from him and were now being sold without his consent, but stayed back on account of his wedding responsibilities.
Scotto broke down in tears after the guilty verdict was read in the case, holding on to Simpson's sister Carmelita Durio in the front row on the courtroom.
He later tried to pitch a book about his friendship with the troubled athlete, but failed to find an interested publishing house.
Simpson, 69, has been a model inmate ever since he entered the Lovelock Correctional Center back in 2008 according to multiple reports and interviews with fellow prisoner.
His sentence was handed down by a Clark County judge after he was convicted on multiple counts of kidnapping, robbery and conspiracy to commit a violent crime as well as one charge of burglary with a firearm.
At his first parole hearing back in 2013, the board voted to parole Simpson on the charges of kidnapping, robbery and burglary, guaranteeing he would be released in 2022 at the latest assuming he committed no infractions while behind bars.
It was also determined at that 2013 parole hearing that Simpson must still serve at least four more years behind bars, confirming that his earliest possible release date October 1, 2017.
Simpson had also served the time required for both conspiracy charges by that time, and now remains behind bars on just one of the eight counts for which he was ordered to serve time - assault with a deadly weapon.
"I just wish I never went to that room," Simpson said at that 2013 hearing.
He also argued that it was his memorabilia he was taking back from the man, a great deal of which he claimed had been stolen from his storage facilities while he was incarcerated during his previous murder trial.
"They were trying to steal other people's property. They were trying to steal other people's money," Simpson told the panel.
"My crime was trying to retrieve for my family my own property."
And while Simpson may feel he has been wrongfully incarcerated, it seems that prison has been good for the athlete, who is the commissioner of the softball league and works cleaning the facility's workout center.
He has also begun taking classes while behind bars.
Simpson never completed his degree at the University of Southern California, electing to drop out in 1969 after he won the Heisman Trophy in order to join the National Football League.
That move did pay off at the time for the college sensation, with the Buffalo Bills selecting the running back with the first pick in the 1969 draft, and his charismatic personality netting him a slew of endorsements including Hertz.
Things began to spiral out of control however in the years before the death of his second wife, but that was nothing compared to the debauched life he was leading in Miami prior to the 2007 incident.
Simpson has not criminal history due to his acquittal in his double-murder trial.
Simpson and his friends were videotaped entering and leaving a Las Vegas hotel on September 15 by security cameras, and there was an audio recording of the group in the bedroom where the robbery took place confirming the victim's story that the men threatened him with guns.
It also gave the prosecution grounds to file kidnapping charges against Simpson, who can be heard screaming to his accomplices at one point: "Don't let nobody out of this room."
The recording was made by Thomas Riccio, the man who first told Simpson about the stolen memorabilia and where the man with the goods would be that night.
Riccio, who was given immunity in exchange for his testimony at the trial, said on the stand that TMZ paid him $150,000 for the recording soon after, and that he earned another $60,000 from TV appearances after the incident.
Simpson meanwhile gave an interview to the Los Angeles Times just a few days after the robbery, saying: "I'm O. J. Simpson. How am I going to think that I'm going to rob somebody and get away with it?
"You've got to understand, this ain't somebody going to steal somebody's drugs or something like that. This is somebody going to get his private [belongings] back. That's it. That's not robbery.
He then joked: "Besides, I thought what happens in Las Vegas stays in Las Vegas."
Also helping Simpson's case is that despite the court of public opinion, he has no actual prior convictions in criminal court.
Many people still believe that Simpson brutally murdered his ex-wife Nicole back on June 12, 1994 outside her Brentwood home.
She was found dead roughly an hour after the stabbing, lying next to 25-year-old Ron Goldman.
The young waiter was also stabbed to death when he showed up to Nicole's house to return a pair of glasses her mother had left at the restaurant where he worked and walked in on her murder.
Less than thrilled: "He did a horrible heinous crime and I have no feeling except rot in hell," said Ron Goldrman's sister Kim.
Should Simpson be released in October, friends of the football star think he will have no problem adjusting to life on the outside.
"O.J. has always been an upbeat guy. I just don't think [being in prison] is going to set him back," Joe Bell, Simpson's childhood friend who was featured heavily in the Oscar-winning documentary OJ: Made In America, told the Los Angeles Times last September.
Bell added however that he still believes his friend is facing an uphill battle.
"I'm not optimistic. I know parole boards. They're going to insist that he killed Nicole, even though they're not supposed to consider that. But they do," said Bell.
And while that documentary and an FX miniseries about Simpson's life were both critical and financial successes for those involved last year, Simpson will likely never be able to profit off anything he does following his release due to the $33.5million judgment awarded to the Goldman family in a 1997 civil case.
That case was filed after Simpson was acquitted of murder in the death of his ex-wife and Ron Goldman.
Simpson's income these days comes from his NFL pension, Social Security and royalties from acting in films like The Naked Gun.
The idea of Simpson being released does not sit well however with the family of Ron Goldman.
"It's like constantly having salt being poured in an open wound," said his sister Kim in an interview with ABC earlier this year.