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Netflix's Jailbreak: Love on the Run, has received much attention from subscribers because of its thrilling narrative. Vicky White is an upstanding corrections officer who always abides by the rules. And so, her peers and loved ones are understandably shocked when it comes to light that she helped a convict, Casey Cole White, escape from prison.
Jailbreak: Love on the Run features eye-opening interviews with Vicky's co-workers and Casey's fellow inmates. In addition, surveillance footage and recorded phone conversations help viewers understand more about how the relationship between the two progressed into something intimate. It also focuses on the 11-day manhunt led by law enforcement officers to find the runaway pair.
Fans of the genre who binge-watched Jailbreak: Love on the Run and are looking for similar titles can check out the engaging documentary films on this list.
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Disclaimer: This list contains information from various sources.
Love It Was Not and five other documentary films like Jailbreak: Love on the Run that will feed your curiosity
1) Alias Ruby Blade (2012)
One of the biggest reasons why Jailbreak: Love on the Run has generated so much interest is because it follows a love story that blossomed in unexpected circumstances. This captivating documentary film by Alex Meillier also captures an unconventional love story that is tied to the history of Timor-Leste.
The audience is first introduced to human rights activist and filmmaker Kristy Sword, who gets a rare opportunity to document Timor-Leste's road to independence. She eventually joins the Timorese resistance, leading her to Xanana Gusmão, the resistance leader at the time, who was in prison. Their relationship evolves as they interact via messages, photos, and letters.
Like Jailbreak: Love on the Run, this documentary film offers a never-seen-before perspective that is both revelatory and succinct. It is particularly a must-watch for viewers who would like to know more about Timor-Leste's freedom struggle.
Where to watch: Alias Ruby Blade is available to stream on Apple TV+.
2) The Life and Mind of Mark DeFriest (2014)
Jailbreak: Love on the Run has people talking because prison breaks tend to have that effect. It is no secret that most prisons have high-security protocols in place, so it is always interesting to see how shrewd prisoners are able to get past them. As expected from the title, this Gabriel London documentary film focuses on Mark DeFriest, popularly known as the Houdini of Florida.
In terms of prison breaks, DeFriest has plenty of experience. In fact, he has successfully escaped from prison seven times in total. The Life and Mind of Mark DeFriest is a clever documentary film that brings Mark's story to light and highlights the cracks in the criminal justice system.
Unlike Casey White in Jailbreak: Love on the Run, viewers will empathize with Mark DeFriest, who paid a heavy price for taking the tools his deceased father left him before the will had completed probate.
Where to watch: The Life and Mind of Mark DeFriest can be viewed on Apple TV+.
3) The Barkley Marathons: The Race That Eats Its Young (2014)
At first sight, it may seem like this documentary film by Annika Iltis and Timothy James Kane has nothing in common with Jailbreak: Love on the Run, but after closer inspection, it becomes clear that both films can be linked to famous prison breaks. In fact, the prison break mentioned in The Barkley Marathons made bigger headlines than Vicky and Casey because it involved the infamous James Earl Ray.
Ray was serving time for the assassination of Martin Luther King, Jr. when he made a break from Brushy Mountain (Tennessee) Prison. He was able to evade the authorities for 54 hours before being caught. This historic escape sparked the idea for the Barkley Marathons, an obscure event that has earned cult-like status among amateur and skilled runners worldwide.
Like Jailbreak: Love on the Run, this documentary is an engaging watch that will have viewers hooked from start to finish. It also helps that it introduces many eccentric characters who are hilarious and charming in their own ways.
Where to watch: The Barkley Marathons: The Race That Eats Its Young is available on Prime Video.
4) There Is Many Like Us (2015)
This documentary film by Josh Webber, like Jailbreak: Love on the Run, involves a behind-the-bars romance along with a prison break. Set during World War II, There Is Many Like Us tells the true story of Max Fronenberg, who was put into forced labor at Pawiak Prison Camp.
Max meets Rena Rosenbaum in the camp and soon becomes attached to her. When the atrocities inside the camp increase, he devises an escape plan but is unable to take Rena along. Fortunately, fate does bring the couple together later in life.
There Is Many Like Us beautifully captures the indomitable human spirit and how people are able to hold on to hope even in the cruelest of situations. Fans of Jailbreak: Love on the Run who want to believe that true love can blossom even in the harshest conditions will certainly relate to the undeniable bond between Max and Rena.
Where to watch: This compelling documentary film can be viewed on Prime Video and Apple TV+.
5) We Stand Corrected: Dannemora (2018)
What makes Jailbreak: Love on the Run interesting to watch is the insider's perspective provided by Vicky's colleagues who have worked with her for several years.
The prison break in question in this documentary film involved the maximum-security Clinton Correctional Facility. Even though most people have heard about the case wherein two convicted murderers escaped the facility in New York on the news, this film takes viewers behind the scenes. Candid conversations with corrections officers highlight all the events that led to the escape.
We Stand Corrected: Dannemora, like Jailbreak: Love on the Run, humanizes people working in the prison system with insecurities and vulnerabilities.
Where to watch: We Stand Corrected: Dannemora by Richie Elson is available for streaming on Prime Video, Apple TV+ and Tubi.
6) Love It Was Not (2020)
There are many layers to Vicky and Casey's love story in Jailbreak: Love on the Run; however, this documentary film by Maya Sarfaty puts light on an even more complex romance that will keep viewers on the edge of their seats.
Helena Citron, a young Jewish prisoner in Auschwitz, is chosen to perform at the birthday of Franz Wunsch, an Austrian SS officer. After the performance leaves her in tears, the two of them build a rapport that eventually blossoms into love. Many years after the war, she is called to testify against Wunsch in court, but it isn't easy for Helena to choose a side, given their complicated history.
Sarfaty does a great job of covering all angles to make the narrative well-rounded and gripping. Cinematic and emotional, this underrated documentary film is a must-watch that deserves to be on every cinephile's watchlist.
Where to watch: Love It Was Not can be streamed on Apple TV+ and Plex.
Documentary film fans who enjoyed Jailbreak: Love on the Run should make a point to check out these engaging titles that boast eye-opening narratives related to prison escapes.
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