Jurors made the request to have portions of her testimony read back to them, after deliberating about 21 hours without reaching a verdict.
Mason testified that Constand said she'd waited about a year to come forward because she felt embarrassed and was daunted by Cosby's standing at his alma mater, Temple University, where she worked for the basketball program.
Trial began June 5, and the jury started their deliberations Monday night.
Jurors asked about the phrasing Tuesday morning during their sixth hour of deliberations, but Judge Steven O'Neill said he couldn't define it for them.
Six-and-a-half hours later, though, Cosby's defense team was all smiles as the jury asked to rehear the defense's best evidence: a transcript of a Canadian police detective describing an interview in which Constand made multiple factual statements that she later changed.
He also focused on Cosby's admission that he told Constand the pills were her "friends" that would help her "relax" but did not inform her what they were. That same day, the jury asked to hear read-backs of police testimony about Cosby's 2005 interview with police at his attorney's NY law office.
Most of the jurors looked tired when the judge agreed to send them back to their hotel late Tuesday night.
Last week, Pulliam accompanied Cosby on the first day of his sexual assault trial in Pennsylvania. Constand has alleged that Cosby sexually assaulted her at his Philadelphia-area home in 2004.
Sargent Shaffer told prosecutors that Cosby had a bag brought to the Manhattan law office and that it contained a number of pill bottles.
In late 2014, dozens of women went public with accusations that Cosby drugged and sexually assaulted them over the course of his lengthy comedic career.More news: LSU snaps Oregon State's streak
His defense have stood on the premise that Constand, like many others, desired Cosby for "a relationship", absolving his client of any intent to rape.
Cosby is charged with three counts of aggravated indecent assault.
The jury has been weighing Cosby's fate for more than 24 hours over three days.
As Bill Cosby awaits a verdict in his sexual assault case in Pennsylvania, the comedian's civil lawyers are fighting civil lawsuits against him by 10 women around the country.
In his depositions, Cosby said the pills were Benadryl, a common allergy drug whose side effects can include drowsiness, and maintained the subsequent sexual encounter was consensual. Camille and Cosby have been married for over 50 years now.
"Though the iconic actor and comedian [didn't] testify [during trial]", the music magazine writes, "Constand [offered] her account [on stand] of what happened that day in 2004, when she claims Cosby gave her three blue oblong tablets at his home and then proceeded to molest her while she was immobilized".
MacGregor said it's likely that they are arguing over what was said in the courtroom - and that may go to Constand's credibility.
Pulliam added that Cosby has still been in "good spirits" during her interactions with him. "That's the question", said criminal lawyer Alan J. Tauber, who wasn't involved in the case.
When asked how she would feel about Cosby should the jury find him guilty, Pulliam said, "I'm going to have to cross that bridge when I come to it".
In the jury box, a middle-aged woman with red dyed hair-presumably the foreperson-turned to gauge the reaction of her fellow jurors. See what she had to say in the video above.