Randal Perlman was jailed for four years and ordered to be on the sex offenders’ register for life after having intercourse with the underage boy.
During the trial, she claimed she “didn’t deserve” the punishment despite being on probation at the time of her arrest, for supplying the boy with marijuana.
The woman, from Elgin, Chicago, drove the boy to secluded spots such as cemeteries, parks and an abandoned school.
There, she seduced the boy and had sex with him, reports the Tribune.
She admitted a single count of aggravated criminal sexual abuse.
Investigators arrested Perlman last year following a confession by the boy, Assistant State's Attorney Denise Loiterstein told the paper.
He said it all started in August 2015 when Perlman would pick the boy up near his home and drive him to areas to have sex.
She also sent the underage teenager nude photos of herself on Instagram, and he sent back nude photos of himself, the prosecutor said.
Martin told her she had a previous conviction for conduct with the same victim, which was an aggravating factor.
He noted that he could have sentenced Perlman to seven years rather than four.
At the time of her arrest, Perlman was on probation in Kane County for providing marijuana to the same boy, prosecutors said.