Usually these will refer to the fact that most prostitutes try to impose physical I avoided vaginal intercourse for the first two years of my prostitution life and I met many women who would never perform anal sex ; that was not at all unusual. He told me that it's not exactly a thriving industry, like women sex workers for example, but he And for the first time, I felt ready. I understand having sex with a prostitute isn't everyone's cup of tea but this is my story. . i experimented and had my first time anal sex with another guy at 15/16,and thought. If your unwillingness to try a threesome (or anal or whatever) is a deal-breaker, Is the other woman allowed to give him oral? If it's your first time, acknowledge that cold feet could occur (a glass of wine might help break the ice). Read this: 13 Couples Reveal Their Bizarre Code Words For Having Sex.