The victim’s family, who we are not identifying because the boy was a victim of a sex crime, allege he was told to keep his mouth shut about his relationship with Caswell.
She appeared on the Dr Phil Show claiming that she was ‘not a rapist’ and blamed the 15-year-old boy for making the first move.
Caswell, who was formerly known by her married name Sexton, said she was disgraced by her 10-year sentence and said: ‘I didn’t force anything. I didn’t manipulate. I didn’t take advantage.’
But Hollis Public Schools agreed to pay the six-figure sum to settle the claims made against them in relation to the illicit relationship.
It did not end without consequences for Caswell. Subsequently she lost her job and state teaching credentials, divorced, appeared on national TV with Dr Phil and become a convicted sex offender. She is serving jail time and will register as a sex offender, on release.

The boy’s parents said his life outside of school and his grades suffered as a result of the relationship and that he suffered emotional distress and humiliation when word got out to classmates.
Watts said: ‘The truth is that this has a terrible effect on a child.
‘You can expect in his future life that he will have a hard time with relationships.’
It was claimed the school allowed Caswell to resign so that she could keep her teaching credentials.
School attorney Andy Fugitt argued school officials notified police and the local district’s attorney’s office when Caswell resigned, and said the Oklahoma State Department of Education has the right to revoke a teacher’s credentials, not the school district.
‘The school district responded to the information it had — which was very limited — in an appropriate way,’ Fugitt told The Oklahoman.
In May 2015, Caswell appeared on the Dr Phil Show claiming that she was ‘not a rapist’ and blamed the 15-year-old boy for making the first move.
‘I didn’t force anything. I didn’t manipulate. I didn’t take advantage,’ she said at the time.
Harmon County District Judge Richard Darby sentenced Caswell to 15 years in prison, with five years suspended, for each of the six incidents involving sex with the teenager.
The sentences were ordered to run concurrently, totaling 10 years behind bars for the then 29-year-old divorced mother of one from Hollis.
‘I can’t say that we had ever considered it being that harsh,’ Caswell’s attorney, David Cummins, told the station NewsOK after the hearing.
Cummins said they had expected a maximum sentence of five years.
Caswell, whose son is now 8, will only become eligible for parole after serving six and a half years.
After her release, she will be required to register as a sex offender.

In the wake of Caswell’s sentencing, the young victim’s mother said she felt the disgraced teacher’s punishment was fair.
The victim’s father initially sought $1million in damages after alleging that at least two people saw Caswell engaged in sexual acts with his son in her classroom.
After she resigned in April 2014 with her credentials intact, Caswell had sex with the boy in a vehicle, her house and the boy’s father’s house, according to prosecutors.
After the woman followed the 15-year-old 650 miles to Mississippi, where he had been sent to stay with his mother, the boy began cooperating with authorities.
During her appearance on the Dr Phil Show in May, Caswell suggested it was the boy’s persistence that led to them having sex in her classroom in April of 2014.
On May 19, 2015, Caswell appeared on an episode of the “Dr. Phil” show and admitted having sex with the student.
“I’m not a rapist,” she told the talk show host in the interview. “I didn’t force anything. I didn’t manipulate. I didn’t take advantage.”
Significantly as her attorney admitted, she was paid for her guest appearance.
She told Dr Phil: ‘He came in, I was working on things, he kept coming closer to me and I would kind of walk away to the other part, you know another room, another areas of the classroom and he just walked up to me and then he kissed me. And then it just kind of went from there.’
‘I was walking around the classroom straightening up the desks and he came and I guess it was standing up,’ Caswell said.
The 31-year-old admitted that she did not tell the student to stop what he was doing.
She said: ‘I kept on saying, ”No you know we can’t do this. No, no, no.”.
‘He wasn’t forcing me, I mean, I couldn’t easily just walked out of my classroom, but I didn’t.
‘But I was resisting because I knew it was wrong, but I didn’t.’
Caswell said that following sex with the student, she felt ‘terrified’.
‘I just couldn’t believe I had done something like that,’ she added.

Caswell claimed her failing marriage with her now ex-husband, as well as the culture in her small town, all contributed to the unlawful relationship.
She said: ‘I felt very unwanted by my husband. I was with him for ten years and I was never complimented. We never held hands or were physical.’
The former English teacher said she was flattered and came to enjoy the attention, flirting and compliments she received from the student.
She told Dr Phil: ‘He was very flirty and I should have put a stop to it and I didn’t. I wasn’t used to the attention.’
After Caswell resigned April 7, 2014, authorities say she continued to have sex with the boy in her parked vehicle, her house and the boy’s father’s house. When the father found out Caswell had been visiting his home while he was away for work, he arranged for his son to visit the boy’s mother in Mississippi for the summer.
The enamored teacher drove 650 miles to pick up her former student and was arrested at a motel.
Following Caswell’s arrest in Mississippi, the boy began cooperating with investigators.
In June 2015 Caswell, pled guilty to three counts of second-degree rape, two counts of enticing a child and one count of forcible sodomy.