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. 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. Even in the last 20 years, theres been a major uptake in women having anal sex. As marie claire says, in 1992, a similar survey found that 16 percent of women aged 18-24 had tried it. According to a new study published in the journal of sexual medicine, one in five women between the ages of 20 and 39 had anal sex in 2010, and 46 percent have tried it at least once, compared.