When a woman is willing to engage in anal sex with her lover, it is usually coming from a place of significant trust and love of her male partner. Like anything, introducing it slowly may help you both be more comfortable about making a decision. It may end in anger, a lower opinion of your partner, or feelings of coercion or disrespect. It requires more trust and communication than regular sex, and oftentimes your SO is sacrificing some of their comfort and possibly dignity to give you pleasure. Most of all, it is important for you not to make an assumption about why your guy wants to have anal sex. This information is not intended to be a substitute for professional medical advice, diagnosis, or treatment. Is This Really Happening? Does anal sex have to be painful? If you are worried about it, nervous, or just downright opposed, but appease him anyway, it will not be a positive step in your relationship. I have met a few women in my time that truly liked it and I think they liked it for the same reason. So I think there is a primal, biological reward system for a man to want to be with a woman in all ways and mix with her completely. Should it be like a dirty comment that doubles as a compliment, or just something randomly dirty? We should cuddle, right?