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Jay Cartwright
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===Personality=== Jay is the most immature and arrogant of the boys. He is also the most vulgar and harbours a generally misogynistic outlook. He is obsessed with sex, with almost all his comments being about the subject. He falsely claims to be the most sexually experienced of the group. He frequently tells wild and fictitious stories about his experiences (sexual or otherwise), and hands out highly ridiculous advice (such as claiming that inserting the testicles into the vagina during sex is something "some girls like and some don't"), which demonstrates that in reality he has very little understanding of the subject discussed, also substituting crude nicknames for the vagina. In fact, he is actually the least sexually experienced of the group, frequently relying on pornography to attain gratification, as he finds it difficult to engage with girls. In addition to his sexual stories, Jay compulsively lies about just about anything to make himself seem interesting, no matter how unbelievable. It is a well-known fact that Jay is obsessed with sex. He tries to improve his social status by telling extravagant lies, mostly about his supposed wild sexual encounters which are often later proven to be completely untrue. Due to the tendency for his tales to be exposed as false, Will and Simon rarely believe him. Only Neil tends to believe Jay's stories, which might be the reason why he is Jay's closest friend. The fact that Jay had never actually had sex before causes him to feel insecure and therefore he relies heavily on pornography to inform him about sex. This gives him a very false conception of women and sex, which leads to him sometimes coming across as a sex pest or a misogynist. Jay tries bizarre masturbation techniques and often ends up getting caught at an awkward moment. Jay mocks his friends at every opportunity, although it is mostly good-natured banter. Jay mocks Will for his posh upbringing, maturity and good-looking mother, Simon for his hair (dubbing him "The Statue of Liberty"), his mother's unattractiveness, his father's embarrassing statements and his obsession over Carli D'Amato, and Neil for his father's alleged homosexuality and unemployment; along with Neil's lack of intelligence. Jay is shown to be quite arrogant towards the other boys on several occasions, particularly when he boasts about his superior abilities in flirting with women, despite being the most sexually inexperienced member of the group. This fact plagues him as all three of his other friends have had sexual encounters, causing him to invent a number of increasingly erotic and unbelievable stories about his non-existent sex life; such as his claim of an encounter with a porn star. Although confident amongst his friends, Jay has also been shown to be socially awkward around other people. Due to his abrasive and cocky nature, Jay is extremely unpopular with women. However, he has been known to be popular among the men in more ways than one, such as befriending a guy at a house party who Jay claims he met at football trials, to the other's amusement. He often ends up saying the wrong thing at the wrong time, which damages both his and his friends' reputations. He also is the least reliable of the group as his mix of social naivety and lustful sexual desire causes him trouble in all manner of situations, such as asking an elderly ice cream lady for oral sex, throwing a nine-year-old child into a swimming pool whilst on holiday in Greece, or ejaculating in a pensioner's bedroom whilst carrying out volunteer work at a nursing home. Jay's insecurities and excessive lying most likely derive from the emotional abuse he suffers from his father, who frequently belittles him over his bad luck with girls and lack of intelligence, as well as possible sexual abuse he suffered at the hands of a previous neighbour when he was younger. Despite his claims otherwise, Jay is shown to be quite needy around the girls who give him attention, such as becoming clingy with Chloe which causes her to breakup with him and even travelling to Australia with the hope of getting back together with Jane since she had broken up with him after the events of the first film.
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