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A lot of men enjoy anal stimulation: tickling, even penetration. It does not mean he's gay. Men have a gland called the "prostate" which sits between the wall of the rectum and the genitals. When stimulated, it may produce an erection.

Although the anus itself is fairly tough, the walls of the rectum are more delicate. Do not put sharp objects (including untrimmed fingernails) into the rectum.

Also, since the rectum does not produce its own lubrication, it's wise to use something like KY jelly. If you use petroleum jelly (Vaseline, etc), remember that oil-based lubricants can weaken or break condoms.

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Q: What if he likes fingers or objects in the anal?
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