The anus lacks the natural lubrication the vagina has. The pictures may help you.
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Third, have a shower together before sex, and wash each other's anuses. Obviously there has been some contamination of its use as an oral caress by the well-known folk phrase or insult in many languages, in which ultimate contempt is expressed by inviting another person to kiss one's arse ass. Having said that, some women do really enjoy it, since the sense of naughtiness and trying something forbidden can be very arousing. Second, he gets his prostate massaged by her finger or the dildo, and if she simultaneously masturbates him, he may find that he comes in a tremendous orgasm. Well, think of the possibility of cunnilingus and analingus combined, which is most easily performed in the sex position "Playing the Harmonica":
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Postillioning can best be done by the middle finger, but in cunnilingual positions it is usually necessary to use the forefinger, or - after the woman has become accustomed to anal penetration or anal coitus - the thumb, with the same disadvantages. And Hepatitis B and Hepatitis C as well.
Positions Anal sex isn't for everyone, but it can be interesting to try if you don't have many inhibitions and you're happy to experiment. It's also the most exciting for men, with the sight of her buttocks being a powerful sexual stimulus. Stop until they heal, and next time use more lube, and relax more as you play with the positions.
Since the lining of the rectum is much more delicate than that of the vagina, and tears much more easily, you may want to ensure you trim all your fingernails before you go poking around inside your partner, and you may want to ensure all vibrators and dildos are soft and flexible before you put them into your partner - or even yourself!