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A lot of men and women have done it with two realisations. They either love it or they hate it. For most men, anal sex sounds exciting, just the thought of penetrating a tight entry and getting your dick massaged and enveloped by something other than a mouth, a hand or a vagina sounds surreal. Talking about it openly is always the best approach when it comes to exploring anal sex. Trying it for the first time is always daunting so here are a few tips on how to make it pleasurable for the receiver.
After this first time, your partner will want you to do it again and again. You need to relax it fully in order to get it right. Before you insert anything inside, get your partner in a good position: the best position for anal sex is doggy style. So get your partner on their knees, facing away from you, their head close to the mattress and ass in the air.
Spread those legs so you can view the little star clearly. Now to start rimming — GQ Magazine described this part very clearly. There are four pillars of elegant anilingus.
Then you switch between flicking the entry with the tip of your tongue and lapping with the flat of your tongue to get it wet and lathered. And then you can begin to stick your tongue inside ever so gently. Now for the actual insertion. First you just use one finger with of course some water based lube. Wearing a glove will help it slide in smoothly together with some lube.
Using lube is always a good idea because it helps the anus stay wet longer and cushions the inside of the rectum as well. Stroke the knot inside and move your finger tip from side to side slowly. Alternate between your finger and your tongue so it becomes a mix of sensations.