Lily Phillips cried after sleeping with 101 men in one day

Lily Phillips cried after sleeping with 101 men in one day

The newly released footage shows a different side of the stunt (Image: @lilyphillip_s/Josh Pieters)

When 23-year-old OnlyFans and porn star Lily Phillips comes out of the bedroom in a casual striped two-piece, she cries.

She just slept with 101 men in a single day, a feat that catapulted her to viral TikTok stardom in October.

The never-before-seen footage comes from a brand new documentary by YouTuber Josh Pieters called I Slept With 100 Men in One Day.

While Lily told it before metro She enjoyed the “extreme” challenge and was enthusiastic about her sex work. In these behind-the-scenes shots, taken in the hours afterwards, she appears far more vulnerable.

When Josh walked into the Airbnb where it all happened after the 101st Man left, he marveled at the state of the bedroom, which was littered with lube, used condoms, wrappers, and tissues from the last 14 hours.

With his film crew in tow, he asks Lily how she’s feeling, her eyes red from a combination of bodily fluids and crying.

“If I’m honest, it’s not for the weak girls – it was hard,” she says through tears. “I don’t know if I would recommend it.” It’s a different feeling. It’s just one on one, it feels intense.”

“More intense than you thought?” Questions from documentary filmmaker Josh.

This causes Lily to break down, barely managing to sob the word “definitely” before she goes into the next room inconsolably.

To explain to Josh why she’s so unsettled, Lily says, “I had to end the interactions early, and you had to speak up about business and say, ‘I’m sorry you have to leave.'”

“There was the awkward interaction of feeling the pressure to make them cum when you haven’t spent enough time with them and shown them a good time.”

“It’s hard to interact with them when they’re like, ‘You’re not getting me to the end?’ ‘I came all the way here,’ a kind of guilt that makes me stumble a little.”

I slept with 101 men in one day - it's a shame people judge Mebonnie Blue and Lily Phillips
Lily slept with 101 men in 14 hours, initially giving each man five minutes but then reducing this to two minutes (Image: Instagram / @lilyphillip_s)

Lily admits that she started to distance herself by the 30th encounter and adds: “It’s not like normal sex.” I can only think of five, six, ten guys that I remember and that’s it. It’s strange.’

Josh seems surprised that the porn star is “so upset” at the end, but even more so when she later announces that she wants to set a new record – sleeping with 1,000 men in a single day.

Who is Lily Phillips and why did she do this?

Originally from Derbyshire, Lily got her start in the adult industry at the age of 18 when she signed up to OnlyFans and earned £2,000 playing solo games in just 24 hours.

She dropped out of Sheffield University shortly afterwards but only started making porn with men earlier this year. She says her recent TikTok videos about sleeping with dozens of men every day bring her in six figures a month, but wouldn’t elaborate.

Her popularity has risen largely thanks to her collaboration with Bonnie Blue, another adult content creator on OnlyFans, who went viral after claiming she slept with 158 men in two weeks. What you might call Bonnie’s “unique selling point” in the oversaturated world of porn is that she sleeps with teenagers she describes as “barely legal” and settles in student-rich areas across the UK during study weeks.

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Bonnie’s antics sparked controversy from Mexico to Australia, where she invited 18- and 19-year-olds to sleep with her at Schoolies, a week-long holiday where Grade 12 graduates celebrate together after graduation.

Together, Lily and Bonnie arranged to sleep with a large group of men in a single session. On that day alone they each had sex with almost 40 men.

When it comes to challenging herself to have sex with 100 men in a day, Lily told Metro that she is driven by a desire to be “the best” in the adult industry.

“I’m extremely competitive,” she said. “Filming my 101 boys in 14 hours felt like my biggest sexual fantasy had come true and now I want to do bigger and better things,” she says. “The thrill drives me crazy – I would never do anything I don’t want to do.” Maybe it’s a kink? Who knows.’

When Lily slept with 101 men, she did it alone. Her personal assistant Claudie-Louis, who is 25 and has been working with Lily for three years, has hired 200 men to accommodate dropouts. They had scheduled 15 men per hour from 9 a.m. to 7 p.m. (that’s 4 minutes per man).

That day, men who had a one-on-one interview with Lily only had five minutes, which was later reduced to two minutes when she ran out of time.

“I stayed in the bedroom all day – I think I went to take a shower once or twice,” she says. “I just waited for the next guy and then said to the security guard, “Send one in.”

“At that point it became a conveyor belt of cocks; in out, in out. We walked for about four hours, but we made it in the end. I wasn’t planning on going through all that and not making it to 100.’

However, it seems like “going through all that” has shaken her up more than previously thought.

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