
On Tuesday January 21, Lily Phillips will be having anal sex with ‘as many guys as possible’.
Speaking in a video, she said: ‘I’m having sex with as many guys as possible in my backdoor. Will you be there?’
This comes after her fellow OnlyFans star Bonnie Blue broke a world record by having sex with 1,057 men in a day – a task Lily had been planning herself.
In what looks set to be a dangerous game of oneupmanship, the two adult content creators are continuing to set themselves so-called ‘sex challenges’, each more extreme than the last.
Anal sex can, of course, be totally safe, and in recent decades has more than doubled in popularity among young heterosexual couples, according to The National Survey of Sexual Attitudes.
But Lily’s challenge is taking the practice to the extremes, and could have serious long-term health implications for both her physical and mental health. You don’t have to go as far as her to experience consequences either, which is why education about what the body can handle is so important.

NHS doctor Deborah Lee, who specialises in sexual health, tells Metro: ‘Just because you can’t physically see the risk doesn’t mean it isn’t there. As a young person, you could well damage your future life irrevocably and there is no going back.’
When trying anal sex, Dr Lee says that all partners should have a full STI screening, use a different condom for each partner and lots of lubrication.
‘I would also recommend you go to the Sexual Health Clinic and have a full STI screen 10 to 14 days afterwards,’ she adds. ‘Anyone having frequent anal sex should be immunised against hepatitis B.’
Incontinence and fissures
‘Having anal sex is riskier than oral or vaginal sex,’ says Dr Deborah Lee, who works with Dr Fox Online Pharmacy.
‘The skin lining the anal canal is thin and easily traumatised, allowing bacteria, viruses and other organisms to pass into the bloodstream.’
If you’re having a lot of anal sex for a prolonged period of time – there’s a chance that you could damage your external anal sphincter’ the ring of muscles that surrounds the anus and controls bowel movements and gas. This could lead to incontinence.
‘Trauma to this delicate area can result in painful anal fissures,’ Dr Lee explains. ‘Also, if a person already has piles, anal sex is likely to make them worse.’
You can also rupture your large bowel which the doctor says would cause ‘excruciating pain’ and allow faeces to travel into the abdominal cavity.
Dr Lee adds: ‘This could leave you with peritonitis – an infection of the inner lining of your tummy which can become life-threatening. You may need some form of bowel resection and possibly a colostomy.’
STIs

We should all know by now that with any form of sex you have, there’s a risk of STIs.
Dr Lee explains that anal sex is high risk for passing on infections like chlamydia, gonorrhoea, genital herpes, HPV (the cause of genital warts), syphilis, HIV and hepatitis B and C.
She says: ‘Lily is playing with fire. All STIs have been rising exponentially in the UK in recent years. Since 2021 there has been a 50% increase in gonorrhoea, a 24% increase in chlamydia and a 15% increase in syphilis.
‘The chance of becoming infected with syphilis after multiple episodes of unprotected sex with an infected partner is around 60%. And syphilis is more likely to be transmitted by anal sex as the skin in the anal canal is thin, does not produce enough natural lubrication and is relatively inelastic such that it is easily damaged with micro-abrasions.’
Additionally, ‘the rectum has a better blood supply than the vagina,’ which makes it easier for infecting organisms to be carried around the body in the bloodstream.
Dr Lee also notes that anal sex carries a higher risk for lymphogranuloma venereum or LGV, an STI caused by the same bacteria as chlamydia.
Symptoms include a discharge of mucus and/or blood from the anus/rectum, ulcers or cuts around the anus and pain when you poo or receive anal sex. It can be treated with antibiotics.
Other Infections
Dr Lee says: ‘Men who have sex with men are at higher risk of infectious gastroenteritis due to the nature of the micro-organisms found in the faeces and the bowel. But, the same applies to women having anal sex with an infected male.’
Amoebiasis, cryptosporidiosis, giardiasis, shigellosis and hepatitis A are common examples of these types of infections.They can cause severe abdominal pain, diarrhoea, nausea and vomiting, while Hepatitis A causes jaundice – yellowing of the skin.

Mental health
Such a prolonged sex session could also take its toll on the mind.
Psychosexual therapist Natasha Silverman tells Metro: ‘The brain and body have limits, and it is unusual for women to naturally remain in a state of pleasurable sexual arousal for a 12 hour period.
‘Having sex when no longer turned on can be psychologically and physically painful and distressing, and increase the chances of sexual interactions becoming traumatic.’
Lily Phillips confessed to disassociating in a clip of her crying after sleeping with 101 men in 14 hours, and the same could happen this time – or to others who try similar stunts.

‘Dissociation is a coping mechanism where the person might “disconnect” from their body or emotions as a way to protect themselves from discomfort, distress, anxiety, or emotional overload,’ Natasha explains.
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‘When sex lasts for an extended period or involves multiple partners, the sheer intensity of physical and emotional stimulation could lead to feelings of being “out of control” or “detached” from the experience.’
The psychosexual therapist says this could be especially true if emotional distress is compounded by physical pain – or if that person feels pressured to continue having sex.
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‘It’s important to note that dissociation doesn’t always equate to trauma,’ she adds. ‘Some individuals might find certain levels of detachment or out-of-body experiences pleasurable or even transformative, while others might find them distressing.’
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