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In the Middle Ages, Arabic views considered intercrural sex 'reprehensible' although its lesser status led to practitioners avoiding harsh punishments. Medieval penitentials often highlighted intercrural sex as sinful and gave instructions on ways to repent early Christianity regarded intercrural intercourse as 'more respectable' than anal sex. In 15th-century Italy, it was a part of sodomy's infamous reputation in renaissance Venice, capital punishment was considered against the partner initiating intercrural sex. Historical sodomy laws have included intercrural intercourse within their purview. Joan Roughgarden refers to intercrural intercourse as the 'gay male missionary position' of Ancient Greece. Aeschylus' play Myrmidons features the implication of adult men engaging in the act. Zeno of Citium and Aristophanes have been said to reference the act the latter was the first to document intercrural sex being practiced in a heterosexual capacity. After the 5th century BC, visual depictions of it were sparse and almost exclusively found on black-figure pottery. Intercrural sex has been depicted on artworks such as vases, where they were called 'courting scenes', and was much discussed by writers. Intercrural sex was not exclusively executed by homosexual men by the early-AD era, it fell out of practice as sex with women became more encouraged in Greek society. It has been associated with Eromenos, although its prominence in such a relationship is undetermined and anal sex may have been more common. Intercrural intercourse was a common manifestation of pederasty in ancient Greece young men were forbidden from having sex with older men in a manner beyond intercrural. See also: Homosexuality in ancient Greece Red-figure Greek illustration of intercrural sex between a winged god ( Eros or Zephyrus) and a youth (perhaps Hyacinthus) History and modern practice Ancient history and the Middle Ages Kang Tchou of Cambridge University notes Dover's definition is similar to the idea of 'heavenly love' articulated by Pausanias that 'encourages a stable life-long relationship between the boy and the man and enhances the intellectual development of the younger boy'. Synonyms include coitus interfemoris, thigh sex and interfemoral sex. Webster's Dictionary defines intercrural sex as an act in which one partner 'plac penis . The Ancient Greek term for this practice was διαμηρίζειν diamērizein ('to do between the thighs'). Dover used the term to refer to sexual activity between an older man and a young boy. Kenneth Dover first introduced the term 'intercrural sex' in his 1978 book Greek Homosexuality. Studies have found a fluctuating percentage of sexual assault cases have involved intercrural rape, with little to no physical evidence.

It has been reported as a means of safe sex for human immunodeficiency virus (HIV) positive patients and has a lower risk of infection than peno-vaginal sex. Knowledge of intercrural sex that was extracted from studies and its relationship to AIDS and pregnancy is low. In South Africa, it was used to combat acquired immunodeficiency syndrome (AIDS) this practice was eventually phased out. In Africa and parts of Asia, the practice is normalised and is carried out among heterosexual and homosexual males. In modern times, intercrural sex is commonly practiced in relationships of various orientations adult women are said to use it to stimulate orgasm and in Paris, it was commonly performed as a part of prostitution.

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In the 17th century, intercrural sex was featured in several works of literature and it took cultural prominence, being seen as a part of male-on-male sexual habits following the trial and execution of Mervyn Tuchet, 2nd Earl of Castlehaven, in 1631. It later became subject to sodomy laws and became increasingly seen as contemptible. It was a common practice in ancient Greek society prior to the early centuries AD, and was frequently discussed by writers and portrayed in artwork such as vases. Intercrural sex, which is also known as coitus interfemoris, thigh sex, thighing, thighjob and interfemoral sex, is a type of non-penetrative sex in which the penis is placed between the receiving partner's thighs and friction is generated via thrusting. In modern terms it might be regarded as frotting. Kilmer, depicts 'the position most commonly adopted'. The earliest example of intercrural sex in an artwork it, according to the author of Greek Erotica Martin F.