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Medical sanitary gloves, ky jelly, 1 finger, 2 finger and 3 for stretching while vibrator on clit will help as well, but hopefully the stretch first will help and slow and easy is a must
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how to apply the lube and where to apply it??
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My girlfriend had the same problem.  The guys have to learn to fake their time and us plenty if lubricant.  I enjoy ansl sex as she dies also.  Another excitement added to our relationshi

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Listen guys you have to learn the virtue of PATIENCE. Go slowly, very slowly and use an excessive amount of a lubrication the first several times. Both of you will enjoy this added sexual pleasure.
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Omg this is my very very very first time
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As a guy who enjoys anal sex, that is a reasonable thing to consider. Get strap on so you can also f**k him.
The first time a guy screwed me, he was very slow, and made sure I was well lubed. There was temporary discomfort, but not pain when he first put his penis in me. Once he started stroking in and out, I was in ecstasy. I am now 60 years old, and can easily take any size penis in my ass, with no pain or discomfort at all.

Ric
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There is an anal cream called Anal Eze that numbs the anus. Actually after looking at the active ingredients it's the exact same stuff as Oral gel. Try it, it worked for me.
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i think the part about damaging the muscles, i think you made that up. a penis in most cases is close to the same size as a t**d !!!!
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I know I am a bit late with the reply, but this post really resonated with me. I never learned to enjoy anal sex, I absolutely hate it and it is always a little painful. It honestly feels like having a very painful poop. My husband insists on it on special occasions, so I let him do it. I have basically learned to bear it and usually try to give him a blowjob as foreplay to make sure he does not last that long. Regarding the positions, I have tried most of them and it does not really matter. I suggest doggy as firstly he usually lasts much shorter and secondly if your eyes tear up like mine do you can just hide your face in the pillow.
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LOL at the "very painful poop". I feel the same way. Anal is a huge chore, I do not like it, but still land up doing it to please my boyfriend. He does treat me very well for weeks after, so it is sort of worth it. As per all the other comments, not once did I not feel pain or even mildly enjoy it.
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Anal Eaze is a life saver. Anal sex really hurts and the only way I can tolerate it is with a lot of this gel. I usually put some on in the bathroom, if I think we are going to have anal sex and ten also get my husband to put more on just before he puts it in.
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Thank-you for being honest, my wife and I have been enjoying anal sex for a very long time and she has very powerful orgasms when we do have anal sex
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Yes, before analeaze it was unbearable. I would found myself literally crying from the pain. Now, with the gel if you use enough the pain becomes a lot more manageable, especially if you keep on applying more as you are having anal sex. However, the only downside is that my husband lands up lasting a lot longer when we use analeaze.
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OK - anal sex is painful, unsanitary, and spreads disease, These facts alone which nobody can dispute should tell you that the anus was NOT intended by nature for this use.
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Poppers do NOT increase blood pressure. They lower it via vasodilation or relaxing/expanding of the blood vessels. They have both a pyschological and physiological effect. There are 4 different kinds and they have differing, but similar effects. It's next to impossible to get high quality poppers now. The main supplier in the USA died 4 years ago and they are now illegal in Canada. However, at their very best, poppers are an amazing sexual enhancer.
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