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Lubricate the anus

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The right lubricant can make anal play feel amazing. But with so many different varieties of lube to choose from, it can be a bit overwhelming. Try something as simple as coconut oil. Since this is a natural oil, it can damage and break latex condoms. When performing an anal massage, you can use a glove or use your fingers. Remember to keep your fingers trimmed and clean to avoid damaging the sensitive skin in and around the anus.

Go slow and slippery. Use a high-quality, water-based lubricant instead.

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Really just play around and see what works. In my limited to 1 partner, only occasional, she's generally the instigator, though we have also played on me with toys experience, there's no such thing as "spontaneous" anal sex, it's one of those things that progresses slowly and takes a while.

Once he's "through" that, it gets much easier. Also, it's OK to stop if it's not going well. Always test out lube by rubbing a small amount on your forearm well in advance of having anal sex. Keeping the above advice in mind will always lead you to the right lube but having a list of recommendations is always a good way to start a shopping trip.

The taste is awful.

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WHICH LUBE IS THE BEST LUBE?! (LUBE FOR ANAL SEX & ORAL SEX)

Should I see other people? Or did he want to be exclusive? Protip - Using too much is almost as bad as not enough. If you use too much you may accidentally slip in there waaaay too quickly before she's. Obviously vaginal lubricant is not an option for male same sex partners wishing to participate in anal sex. So, if this applies to you, ignore that option!..

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