Paltrow's former bodyguard Dennis Bridwell read some of the explicit messages he said were sent by Dante Soiu to the Oscar-winner roughly 17 years ago.
Lynda Westlund, an attorney for the 66-year-old Soiu, repeatedly objected to Bridwell's testimony about the items that were part of the previous case that resulted in Soiu being sent to a mental institution for several years.
The current case focuses on Soiu's recent messages to Paltrow. He is accused of sending Paltrow 66 letters and packages between 2009 and 2015, with some containing messages about religion, his desire to marry her and her death.
Soiu has pleaded not guilty to felony stalking
Westlund described him in her opening statement as a Christian who wrote repeatedly to Paltrow in an attempt to minister to her.
Westlund argued outside the presence of the jury that the older messages — which described sexual fantasies involving Paltrow and various sex toys sent to her — were too prejudicial.
"They're hand-picked for super damaging content," Westlund argued. "It's just purely being offered for inflammatory reasons."
Judge Mark E Windham ruled the messages might add context for jurors to understand Paltrow's fear of Soiu.
"That's why it's all the more disturbing that these letters were sent," Windham said about the more recent messages.
Westlund characterized Soiu's recent writings to Paltrow as "biblical and religious ramblings".
The testimony came during the second day of Soiu's trial. Bridwell is one of the final prosecution witnesses.
Paltrow cried on Monday when a prosecutor asked her whether Soiu's writings made her fear for the safety of her children. She also told jurors she was upset when she learned in 2009 that Soiu was writing her again.
Soiu was found not guilty by reason of insanity in 2000 in the previous case involving pornographic messages to Paltrow. He was sent to a mental institution then re-arrested last year after sending the actress new correspondence.
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