Our expert says:
Anal sex is a sexual activity potentially pleasureable for both men and women. What is important to know is that anal play requires proper information about the hygien of anal play and anal sex, the anatomy of the anus, the technique of relaxing the anal sphincter for penetrative anal play, the importance of lubrication as well as the risks for HIV and STI infection with un-protected anal play and anal penetration.
Anal sex done in the correct way, especially with the initial relaxing of the anal sphincter before rougher anal pentration and thrusting, be it with fingers, sex toys and/or a penis will not damage the anus.
Google the techniques for anal sex and you will get good information on certain sites describing the how of anal sex.
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