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A little preparation will help a lot. One of the common misconceptions is that anal sex will hurt, weaken or damage the anal muscles. People have enjoyed anal sex for many years without ever causing damage. The way they do that is by never going further than what feels good. You can do something else on those occasions and have anal sex another time.
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Anal Sex Safety: Everything You Need to Know

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Does Anal Sex Always Hurt?

The rectum is the lower part of the large intestine, and it ends at the anus. Injury, inflammation, and infections that affect the anus and rectum can cause rectal pain. For instance, determining when the pain occurs — such as when sitting or during a bowel movement — and uncovering any additional symptoms can help narrow down the cause. Rectal pain has a wide variety of causes, from minor to serious. Because pain around the rectum has so many possible sources, it is important to get a proper diagnosis. Hemorrhoids are veins in the anus that have swollen up.
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The 19 Biggest Misconceptions About Anal Sex

Does it hurt? Can you orgasm from it? Is everyone having anal regularly now?
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The idea that anal sex always hurts is a common myth, not unlike the idea that vaginal intercourse always hurts the first time. Neither of these is true. Doing it right also means paying attention to your body and knowing how to respond when you notice a change in how sexual stimulation is feeling.
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