The Riverside jails were just 19 years old when Teddy Gloss arrived in town. The year was 1925 and Gloss, just 17 years-old at the time, managed to do quite a bit of damage to the structure during her brief incarceration.
The Press Enterprise reported Gloss was initially bound for San Diego and in fact, the Oregon native’s mother had purchased her a train ticket to that very destination. Instead, Gloss sold the ticket and hopped a freight train. Authorities in San Diego arrested her for the illegal ride and sentenced her to half a year in jail. Newspaper accounts indicate she was such a problem inmate that the San Diego County Sheriff released her from custody before she hit the two month mark- but made her promise to leave town immediately.
From there, she moved on to Riverside. She was arrested shortly thereafter for public intoxication and taken to one of the Riverside jails. Gloss was hopeful that by duplicating the shenanigans she pulled while in custody in San Diego, she’d get the same result. She flooded the women’s area of the jail, tried to commit suicide, and destroyed a door. Some believed she had a mental condition, but doctors found her to be “completely normal”.
Three weeks into her incarceration, the Riverside jails released her from custody under direction of the County Board of Supervisors. They purchased her a one-way ticket back to Oregon and made sure she didn’t cash in her ticket.