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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. Once he's riled up, test the waters by gently sliding just the tip of your middle finger inside. If he clenches his sphincter muscles, which encircle the anal opening, pull your finger out and continue rubbing the outer area to help reduce his tension. Then, try to insert your fingertip again.
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What Does Anal Sex Feel Like For Men? 12 Men Share What It's Really Like To Be Giving Or Receiving

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Anal sex or anal intercourse is generally the insertion and thrusting of the erect penis into a person's anus , or anus and rectum , for sexual pleasure. While anal sex is commonly associated with male homosexuality , research shows that not all gay males engage in anal sex and that it is not uncommon in heterosexual relationships. Anal sex is considered a high-risk sexual practice because of the vulnerability of the anus and rectum. The anal and rectal tissues are delicate and do not provide lubrication like the vagina does , so they can easily tear and permit disease transmission, especially if a personal lubricant is not used. Strong views are often expressed about anal sex.
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Back to Sexual health. Penetrative anal sex has a higher risk of spreading STIs than many other types of sexual activity. This is because the lining of the anus is thin and can be easily damaged, which makes it more vulnerable to infection. Use a water-based lubricant, which is available from pharmacies. Oil-based lubricants such as lotion and moisturiser can cause latex condoms to break or fail.
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Looking to add some kink into the bedroom? My ex-girlfriend and I tried it one afternoon just for the hell of it. She'd actually lured me away from the college football game we were at with a promise that we could try anal if we left at halftime, which seemed like an okay deal to me. There wasn't really anything too special about it, to be honest, and she certainly wasn't enjoying it, though that was probably due to lack of proper preparation and lubrication. I had not.
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