Three types of people get their owndocumentary: those who have done remarkable things, those who have done disturbing things, and those who have been murdered (there is some wiggle room, and sometimes those lines are blurred).Lily Phillipsfalls under the disturbing category, with the British woman making waves online around one event. Released on Jul 02, 2025, on Josh Pieters’YouTubeChannel,I Slept with 100 Men in One Dayshould clue people into what to expect.
While it is apparent that the subject matter would be instantly controversial, the documentary got into the details and painted a rather harrowing picture of the marathon. We will examine the documentary’s content, the harsh realities of the industry it showcases, and the public response to the work.
Who Is Lily Phillips and What Is Her Documentary?
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The Content in ‘I Slept with 100 Men in One Day’ Is as Upsetting as You Would Imagine
Josh Pieters' sympathetic approach to Lily Phillips, showing general concern, was the perfect way to approach the subject;in treating Lily like a human instead of a freak show, the tone is one of understanding, not ridicule. Yet, despite this approach, it is difficult not to be deeply disturbed by various elements of the online documentary. Especially when the events' circumstances take on a dark edge concerning the interviews with those involved, troubles faced with the stunt, and Lily’s own words.
Lily and her team faced time-sensitive issues when trying to arrange sex with 100 men in one day, such as people canceling without notice and a shortage of available men. In a bid to get to the magic number, her team would try to combat this by asking random men, or asking people to invite their friends.This means that many who participated had not had any STD tests or criminal background checks, putting Lily in danger both from general disease and violence.
While Lily would emerge STD/STI-free and not experience any explicit, literal violence through the stunt, it is still an uncomfortable precedent. Just because nothing “bad” happened does not mean that it could have happened with how neglectful Lily and her team were.
“I think it was like… feeling so robotic. I’ve got this routine of how we were going to do this, and like sometimes you’d just dissociate and… it’s not like normal.” — Lily Phillips after having slept with 100 men.
Sex and Psychological Trauma
Interviews with those involved also painted a rather grim picture of the whole event, with one participant visually shaking after the experience, worried about what his parents would think and if it wouldlead to a dysfunctional family dynamicif they found out. A man was worried about his health, not knowing how many partners Lily had before his “turn” and perhaps disturbed by the scene in the room. We say “perhaps” because, when Josh was able to re-enter the BnB, Pieters and his team had to hold back vomit at the smell of the room; multiple used condoms were strewn about the floor, and the mattress was heavily stained.
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The shocking state of the room was also met with an exhaustedLily, who broke down cryingwhile talking to Josh, upset by the men she was unable to ‘satisfy’ and their harsh words when they felt they were cheated of their time and investment to come to the event. While many saw this as shock or trauma, Lily has said she was generally disappointed by not being able to please everyone.In the end, she slept with 100 men over an entire day, stopping only to shower or eat.
It all inevitably leads to the viewer attempting to psychoanalyze Lily, or project value judgments upon her and her actions. What made her do this? Is it morally wrong? Is it exploitation, or liberation? Is it self-harm, or pleasure? Lily becomes a Rorschach test for audiences and their perspectives on sex work, fame, men, the internet, and sex itself.
The Public Response to ‘I Slept with 100 Men in One Day’
The public response was almost unanimous in its condemnation of the act, with many considering thecontent of the documentary to be disturbing. In River Page’s piece forThe Free Press, entitled “What Does Sleeping with 100 Men in One Day Do to the Soul?” hhe talks about the social ramifications of OnlyFans, and the effect it has on those working in the sex industry. Page states, “Now, in the age of OnlyFans, sex workers are encouraged to think of themselves as part of a community with obligations to a fan base that will always push them further and harder.It’s not just a money trap; it’s a psychological one.”
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Ellie Macieira-Fielding offered an insightful look into the deeper meaning behind Lily Phillips and her reactions to the stunt forThe New Feminist. In a nuanced piece, Macieira-Fieldingquestions the validity of the act falling under the empowerment of feminism and a woman’s bodily autonomy. A chunk of the article focuses around Lily’s breakdown and potential dissociative state to deal with the trauma of the event. For Macieira-Fielding:
“[Lily’s desire to satisfy the 100 strange men] proves that there is a deeply ingrained male-centric view of sex, where her self-worth appears bound to her ability to please men. She has quite literally been conditioned (as have many women) to prioritize male pleasure over her own well-being.”
Putting aside the disturbing elements,I Slept with 100 Men in One Daydoes bring up legitimate questions about sex work in the age of OnlyFans, as well as the perils of seeking stardom. It’s a harrowing study, if you can handle it.You can streamI Slept with 100 Men in One Dayhere.
