Kendra Sunderland

Kendra's career began while she was a student at Oregon State University. In October 2014, she performed her first MyFreeCams show under the name Babyyygirl420, earning about $150 for an hour of work. A user suggested she take her show to a public place, and in that same month, she did a live show from the university library, flashing and masturbating while classmates walked by. That show earned her about $700. Weeks later, she dropped out of college and began doing webcam shows up to five times a week.

In January 2015, a recorded video of the library show was uploaded to Pornhub and went viral. She was recognized by a fellow student and soon arrested for public indecency on January 27, 2015. The video's popularity propelled her to fame, and she capitalized on it by launching PlayWithKendra.com, a website devoted to her webcam shows, on February 14, 2015. She also created DateBrokeCollegeGirls.com, a dating site she said was meant to match college girls with rich older boyfriends to help them avoid getting naked in the library. On February 27, she signed a deal with Pipedream Products, and the resulting "Kendra Sunderland Collection" of sex toys was released on March 19.

Throughout her career, Kendra has achieved several milestones. She was named Penthouse Pet of the Month in May 2015, Twistys Treat of the Month in April 2020, Hustler Honey in April 2024, and Playboy All Star of the Month in January 2025. She has also been a Fleshlight Girl. In September 2015, she pleaded guilty to misdemeanor public indecency and was fined $1,000. She has amassed a large social media following, including over 965,000 followers on Instagram as of May 2026. Her other platforms include TikTok, YouTube, and Twitch. Kendra has tattooed stars, hearts, and a rainbow on her right ear, and she has piercings on both nipples, her navel, and her nose. She performs solo, girl-girl, and boy-girl scenes, including anal and interracial content.