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If he likes how this feels and is up for trying more anal action, gradually move your finger in deeper, taking care not to scratch the delicate tissue inside.

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It might take several sessions for him to learn to relax enough for you to penetrate him more deeply.

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To begin, put a generous amount of water-based lube on one or two fingertips make sure you replenish the lube often and gently massage the area around the outer rim.

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Anecdotally, it is a substantial number.

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Because of the view that anal sex is not "real sex" and therefore does not result in virginity loss, or pregnancy, teenagers and other Stimulating his anus people may consider vaginal intercourse riskier than anal intercourse and believe that a STI can only result from vaginal intercourse.

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Women engaged in anal intercourse less commonly than men.

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Seducing those not of proper age for example, non-adolescent children into the practice was considered very shameful for the adult, and having such relations with a male who was no longer adolescent was considered more shameful for the young male than for the one mounting him; Greek courtesans, or hetaeraeare said to have frequently practiced male-female anal intercourse as a means Stimulating his anus preventing pregnancy.

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And you can say, 'I'm open if you're open to anal exploration too.

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Once he's riled up, test the waters by gently sliding just the tip of your middle finger inside.

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Web MD Many men enjoy having their prostate stimulated.

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