SAN JOSE — After four years, dozens of criminal charges and a superseding indictment, a trial is fully underway for a Los Gatos woman accused of hosting boozy, raucous teen parties for her son and his friends — and, prosecutors allege, goading them into inebriated and nonconsensual sex acts with girls who attended.
SAN JOSE, CALIFORNIA - OCTOBER 20: Shannon O'Connor, the Los Gatos woman charged with throwing drunken and sex-filled parties for her son and local teens attends an arraignment hearing in San Jose, Calif., on Wednesday, October 20, 2021. (Anda Chu/Bay Area News Group)SAN JOSE, CALIFORNIA – OCTOBER 20: Shannon O’Connor, the Los Gatos woman charged with throwing drunken and sex-filled parties for her son and local teens attends an arraignment hearing in San Jose, Calif., on Wednesday, October 20, 2021. (Anda Chu/Bay Area News Group) Anda Chu/Bay Area News Group

Shannon O’Connor, 51, faces 20 felony counts related to child endangerment and 43 misdemeanor counts accusing her of furnishing alcohol to minors. The trial, which began with opening statements Dec. 1, is expected to take months, with Judge Elizabeth Peterson noting in court documents that proceedings could extend into March.

During testimony Wednesday, as O’Connor, wearing a black sweater, looked on from the defense table alongside her attorney, a witness identified as Jane Doe 11 answered questions from Deputy District Attorney Morgan Willis. The questioning was aimed at portraying O’Connor as the central organizer of the illicit parties and supporting the prosecution’s argument that an inappropriate sexual fascination with children fueled the alleged crimes.

Jane Doe 11 is listed as a witness and is not among the dozen-plus victims identified in the charging documents. She testified that she was friends with Jane Doe 7 — described as the girlfriend of John Doe 3, the pseudonym used for O’Connor’s son — and with Jane Doe 12, an uncharged victim whom prosecutors allege was pressured into drinking and sex by the defendant.

Doe 11 recalled being one of more than a dozen boys and girls — all friends of John Doe 3 — included in group text chains and Snapchat messages with O’Connor, which she used to probe their sexual lives and coordinate their alcohol orders.

She testified that the sexual questioning was troubling in hindsight, given that some of the children were as young as 12 when the alleged misconduct began.

“It was weird an adult was asking sexual questions to 12-year-olds,” Doe 11 testified. “I thought it was odd someone was asking a 12-year-old these questions and it was uncomfortable.”

She also described steps O’Connor allegedly took to conceal the parties from her husband, including instructing teens to hide behind landscaping and shrubbery across the street until he left, then enter the home.

Doe 11 also recounted text messages and phone calls between O’Connor and her son’s girlfriend, Doe 7 — some of which the girl secretly placed on speakerphone — in which Doe 11 said O’Connor suggested  her son would become suicidal if Doe 7 did not engage in sexual activity with him.

“She would feel pressured to have sex with him,” Doe 11 said of Doe 7.

The witness also testified that O’Connor told the girls they “should be honored to be around the boys.” When asked about whether sexual activity at the parties appeared consensual, she said the girls “did not seem sober enough to (consent to sex).”

Willis later asked, “Did it seem like Ms. O’Connor was normalizing sex at that age?”

“Yes,” Doe 11 replied.

Prosecutors say the criminal accusations stem in part from O’Connor’s efforts to bolster her son’s social status at school, including cultivating a reputation as a “cool mom” who allowed him and his friends to drink alcohol at her Los Gatos home as early as their middle-school years.

Authorities allege that once her son entered Los Gatos High School, the conduct escalated, both in the scale of the parties and her alleged role in encouraging sexual activity between underage boys and girls, whom prosecutors say she pressured and supplied with alcohol.

The parties, and the consequences, did not escape notice, with other parents developing suspicions after teens who attended the parties got home inexplicably injured or heavily intoxicated, according to witness testimony given both to a criminal grand jury two years ago and in the budding criminal trial. That surge in suspicion aligned with O’Connor moving with her children to Idaho, which is where she was arrested in 2021.

One teen recounted nearly drowning in a bathtub after a night of heavy drinking; several recalled having little to no memory of being sexually penetrated. In another incident, a teenage boy suffered a serious head injury after falling from an SUV during a drunken joyride — with prosecutors alleging O’Connor was driving.

Another throughline, authorities say, was O’Connor’s effort to ensure that teens who went to the parties — many held at her home but others at out-of-area lodges and cabins — did not spread word to outsiders. That effort, according to pretrial filings, continued as recently as this past summer in recorded jail phone calls between O’Connor and her son.

The filings from prosecutors include excerpts from a recorded July 2025 jail call in which O’Connor reportedly tries to dissuade her son from cooperating with prosecutors.

According to the filing, O’Connor responded, “No, you cannot do that … you need immunity first,” to which John Doe 3 replied, “Mom, they’re not out to get me.”

That was followed by O’Connor telling him, “you could ruin my whole case. You know that, right?” When her son expressed doubt about whether to talk to the DA’s Office, she reportedly said, “no, no don’t do anything … Don’t go through the DA, that’s crazy! Don’t go!”

The case has been marked by repeated delays, including O’Connor changing attorneys, allegations of misconduct while she was housed at the Elmwood women’s jail in Milpitas — including drug smuggling — and her periodic refusal to appear in court due to medical issues she has attributed to her time in custody, including a recent outbreak of hives.

The delays accumulated to the point that, in October 2023 — roughly two years after her arrest — the District Attorney’s Office sought and secured a grand jury indictment, bypassing the preliminary hearing process and placing the case on a more direct path toward trial.

Before the indictment, O’Connor balked at the prospect of pleading guilty after learning she would receive a 17-year prison sentence. Under the indictment, she now faces the possibility of over 30 years in prison if convicted on all counts and sentenced to the maximum term. She has also sought to avoid any sentence that would require her to register as a sex offender, a requirement tied to a conviction on a felony indictment that accuses her of proxy sexual penetration by allowing a victim to get so drunk she could not resist sexual advances by one of the boys.

On Wednesday, Doe 11 also testified that O’Connor sent messages to Doe 12 describing “dreams of three girls having sexual relations with boys on Mount Umunhum.” Prosecutors cited the testimony as support for their argument that O’Connor was motivated by an inappropriate interest in sexual behavior by children.

Doe 11 also described troubling changes she observed in Doe 12 following her interactions with O’Connor, including wearing more revealing clothing and engaging in sex acts at a young age. The changes, she said, strained the girls’ friendship and ultimately caused them to drift apart.

“She started acting older than her age,” Doe 11 testified. “Looking back now, I don’t think it’s normal at all, and no adult should be asking those questions.”