My wife and I would like to have anal sex (her idea), but we are both afraid of the pain it might cause. How can we properly lubricate or otherwise prepare for first time anal sex ? What is the best way to enter her?
by 
PeeNut62
ANSWERS: 10
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Relaxation, tension and stress will make it difficult if not impossible without pain. Little bit at a time, perhaps "train" with small to larger butt plugs over a week or two. Some say an enema beforehand helps since any feces in the rectum could "get in the way" and cause pain on penetration.
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The best way I've found is to do it in the missionary position, have her put a pillow under her bottom, you kneel between her legs, she should have her knees bent, and enter her that way, with lots of lube, be very slow at first until you are in then just go slow and easy, she will love it!! (always remember to wash yourself before going back to vaginal sex, if you don't she could get a bladder infection). HAVE FUN!!! *Also, it helps during foreplay to use your fingers to get her ready for anal entry)
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Read this post. It tells you what you need to know about how to do anal sex the right way: http://mflife.wordpress.com/2006/10/12/anal-sex-101/
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Relax and take your time. Start off slow and steady with plenty of foreplay first. make her relax by putting her in the mood with the dim lights, candles, and lots of touching, caressing, kissing. Also, use a lot of lube and since it is her first time don't just start off with anal sex, work your way up to it - use your fingers gently. For a first timer, the easiest position would be doggy style.
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Start small. Use a dildo or device made for sex that is smaller than you cock. Let her enter that into herself at her own pace. This will stretch her out and allow the muscles to relax around the object inside her. Use plenty of KY jelly. I mean plenty. Spit will dry up and for anal I have found that more than a little dab of lube in needed. Once she is comfortable with that object either move to a bigger one or your dick. Make sure at first you go at her pace.
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I have two things I'd advise: 1) lubricate liberally. For anal sex not involving a condom - like with your monogamous wife (I presume) - vaseline petroleum jelly is an excellent lubricant. 2) Do NOT be too gentle and enter her slowly. This seems like a nice thing to do and it seems like you're helping, but it's unhelpful. Once you're both ready, push your cock all the way in using a persistent thrust. There is no need to be rough, just don't push it part way in and stop. Get it in there! She will love it! Good luck, and have fun!
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go on man.don't afraid.
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First of all, get mentally ready her for anal sex, after hugs and kissings, finger her asshole for a while, then lick her asshole for a while, then finger her asshole to get wet and apply your dick lubricant on her asshole, go to two fingers and then three, in and out, if she can take 3 fingers, then she is readu for your dick.
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USE PURE COCONUT OIL FOR LUBRICATION , ALL OTHER OILS CONTAINS UNWANTED CHEMICALS THAT MAY CAUSE INFECTION
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I am a woman and can tell you that my husband and I took it slow and started with fingers and thin toys before we ever got to the main "event". Use lots of lube and I prefer the my hubby use a lubricated condom (seems less messy to me). I make sure that I have gone to the bathroom (if you know what I mean) before we ever start. I also want to mention that I used fingers and toys on my husband as well, because I wanted him to understand what it felt like. This way, he would be more aware of what I was feeling and understand the need to go slow. Luckily, my husband is comfortable enough in his sexuality to let me do that to him.
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