What It's Like to Be Married to a Convicted Killer on Death Row

PHOTO: Rosalie Bolin believes her husband Oscar Bolin is innocent of the 1986 murders of three women that he is on death row for.PlayCourtesy Rosalie Bolin
WATCH Why This Woman Fell in Love With a Convicted Killer on Death Row

Rosalie and Oscar Bolin have been married for 18 years. Oscar sends her love letters and hand-drawn cards practically every day, and Rosalie has kept them all.

“I couldn’t bear to throw any of them away. I couldn’t. I think the art of love making is probably in these cards,” Rosalie Bolin told ABC News' "20/20."

But the couple has never lived together. In fact, they are only allowed to see each other twice a week.

That’s because Oscar lives on death row at Florida State Prison in Raiford, Florida.

Oscar is a convicted serial killer, who has been awaiting execution 19 years. He was found guilty of the 1986 murders of 25-year-old Natalie Blanche Holley, 26-year-old Teri Lynn Matthews and 17-year-old Stephanie Collins. Each woman was found dumped on the side of a road in the Tampa, Florida area, stabbed multiple times.

But Oscar’s convictions don’t bother Rosalie because she truly believes her husband is innocent.

“I never, never, ever thought for a second that he was guilty of those three murders,” Rosalie told “20/20.”

In fact, for the 20 years, Rosalie has been on a mission trying to prove Oscar didn’t do what a court said he did.

“The evidence to me doesn’t support a conviction. It does not. Oscar Bolin, for me, has not received a fair trial,” she said.

Rosalie, who is a full time licensed private investigator and mitigations specialist on other cases, first met Oscar when she was working as a lawyer’s assistant assigned to his case over 20 years ago.

PHOTO: Rosalie and Oscar Bolin, pictured together here at Florida State Prison in an undated photo, married in 1996.Courtesy Rosalie Bolin
Rosalie and Oscar Bolin, pictured together here at Florida State Prison in an undated photo, married in 1996.

Though at the time she was the wife of a prominent Tampa attorney and lived a lavish lifestyle with their four young daughters, she wanted more from her own marriage, and Oscar caught her eye immediately.

“A door opens. There's this young man standing there. His back is towards me and he turns around. He says, 'Who are you?' I said, ‘I'm here to help you,’ and I think I said, ‘I'm your angel,’” Rosalie told “20/20” about their first meeting in an interview that first aired Nov. 1996.

Over a two-year period, Oscar and Rosalie became close. Rosalie said she would bring him depositions and ask him to underline things that were inconsistent. She said the endless hours of study leaded her to the conclusion that he was innocent.

“This was not a situation where she came in naïve or ignorant to the system or the circumstances,” Oscar told “20/20” in 1996.

Rosalie’s husband divorced her and he was given primary custody of their four young daughters, then-aged 6 to 14, while she kept parental rights and liberal visitation. She and Oscar then married, not only out of their growing love, but also in a sort of legal maneuver. They hoped the marriage would bring more media attention.

ABC News’ “20/20” was there for the wedding in 1996. Oscar and Rosalie exchanged vows over speaker phone while Rosalie wore her wedding dress and a photo of Oscar stood in for him. Instead of a honeymoon, the newlywed couple was in a courtroom when Oscar was given a death sentence for one of the murders.

Rosalie Bolin is pictured here during her 1996 wedding over the phone to her husband Oscar Bolin, who is on death row at Florida State Prison.ABC News
Rosalie Bolin is pictured here during her 1996 wedding over the phone to her husband Oscar Bolin, who is on death row at Florida State Prison.

Almost two decades later and after numerous appeals and convictions totaling 7 murder trials in all, Rosalie still supports her husband, who she drives to see twice a week.

“He doesn’t belong there. He just doesn’t, and when you know someone’s innocent, it’s the worst place to be, you know? And when you can’t do anything to help them,” Rosalie said.

Despite the fact that Oscar spends 23 hours a day by himself in a six-foot by nine-foot cell, Rosalie said he is a wonderful husband, though not a traditional one.

“I can’t ever expect him to change the oil in my car or take the garbage out or … go to the movies,” Rosalie said. “It’s none of those things … He puts me on an emotional pedestal, you know. He listens. He’s there, completely, one hundred percent. He’s not distracted … Nothing’s more important than I am.”

When it comes to physical intimacy, there are no conjugal visits allowed on death row, so Oscar and Rosalie have never consummated their relationship. But Rosalie said it doesn’t matter to her.

“I find it very interesting why people would be interested in my sex life,” Rosalie said. “It’s no one’s business, and you know, that’s not part of our relationship.”

As a licensed private investigator, Rosalie is working to help her husband and others who claim they are innocent of their crimes.

“I just want people to listen that there are innocent people who are wrongfully convicted. It happens,” Rosalie said.

But Oscar did plead guilty to kidnapping and raping a woman at gunpoint. When police came to arrest him for the murders of the three young Tampa women, he was in Ohio serving 25 to 75 years in Ohio for kidnapping and rape.

“I was a very angry man 27 years ago. Twenty-seven years later, would I do the same thing? No. I have learned a few things since then,” Oscar said.

“Oscar did accept responsibility. He pled guilty to that crime,” Rosalie said. “And I believe – ‘cause I know Oscar very well – if he had committed these three murders, he would have pled to something other than death. And never did that. He’s always professed his innocence.”

Rosalie and Oscar blame investigators for putting him on death row. Oscar can’t say where he was on the nights of the three murders, but he strongly denies killing anyone.

In the next few weeks, Bolin will have two new hearings: one about a claim that another serial killer confessed to one of the murders and the other about whether the work of a discredited FBI agent should have an impact on Bolin's convictions.

“I started this back on February the third 1995, and I’m going to finish it. I will finish this,” Rosalie said. “I don’t know how my story will end but it can never be said in the text that I didn’t try.”

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