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Pamela cleo-godard, a 28-year-old office assistant from new york city, has had anal sex with only two men (one of whom is her current boyfriend), but views it like any other item on the sexual menu. Wonder what anal sex is like? You can either try it or learn from these 12 women, who spilled the dirty details about having butt sex for the very first time. Although anal sex and vaginal sex both often involve insertion, a transgender woman is, as is true of all people, never required to engage in any sex act at any time. What a journey our attitudes towards anal sex have taken over the last few years. From drake and the butt-eating conundrum, to scientific celebrations of big booties, to pegging on broad city, to. Sex heterosexual anal play increasingly popular the evidence suggests that heterosexual anal sex is increasingly popular. In fact, a 2015 journal of sexual medicine survey found that 36. 3 of heterosexual women had tried anal sometime during their lifetime.