[Hopeless Dork]

I think it has to do with how forceful they are being, and the level of anxiety the person getting penetrated feels... look at all the couples that practice anal sex all the time with no problems and all pleasure... then you hear stories of people anally raped and ending up ripped and torn and can't sit for weeks etc... its something when done wrong can go very very terribly and be a painful if not worse experience..

I think if you are terrified you are going to be even more tight there, tense, making it much more painful than if you were relaxed so more than lube, relaxation is necessary for it to take place without much pain also patience on the mans end to not force his way but to work it slowly, over time if necessary, and not be in a hurry to plant that flag... to give it a few sessions to get past your anxiety and get comfortable relaxing.

[GUEST]

The secret to it is first he has to get you ready for it, lube, lube, then finger play to get your anal muscles to relax, you must also relax and don't tense up or it will hurt more.

While he is entering you need to push out like you are trying to take a poop, that will open you up so he can get inside you, once in have him hold still till the feeling of discomfort passes, then he can proceed.

Relax and enjoy it..

[btifulfrefly08]

I never rele thought of doing that sidneylive. It probably would work. I always do have the issue of relaxing. But he's not the type of guy to rele work up to it. He usually wants it then and there.

[LanaBear]

If he wants it then and there, especially with anal, then he needs to have a few things explained to him. That's a good way for him to ruin it for you forever. It needs to be done in an intimate manner, at least until you are comfortable with it and that way you can figure out what works best for the TWO of you, not just him. Spooning, I think, is the most comfortable and enjoyable position.

Also, next time he wants it 'then and there' ask him if you can give HIM anal, then and there, with no warm up.

[Agony_Aunt]

Personally I think, if your not ready, your just not ready.
But as you say you fully intend to keep to your promise, talk to him about how your feeling about it.
And then compromise about how it's going to happen.
Faerunner, is right! It should always be at your pace.

Then again, dont knock it until you have tried it.
You might just like it

[GUEST]

I never rele thought of doing that sidneylive. It probably would work. I always do have the issue of relaxing. But he's not the type of guy to rele work up to it. He usually wants it then and there.

If you mean the pushing out will probably work, yes, yes it does work well.

It's an odd sensation at first, it's like you're trying to push something out while he's trying to push something in, but what you're really doing is opening up for him, it makes the whole thing easier.

[Texinator]

Also, next time he wants it 'then and there' ask him if you can give HIM anal, then and there, with no warm up.

Ouch! My butt hurt just reading that.

I guess you've made your point then.

[Raina]

Ouch! My butt hurt just reading that.

I guess you've made your point then.

What makes me giggle about this is that you had to kind of imagine it in order for you to make your butt hurt. :P

[mylo99]

I left a thread on this here in the past. But I can't find it.
Key points.
1. Take two successive enemas first. (This will ensure clean fun and plenty of room in there for him)
2. Take a shower and wash your !
3. Drinking alcohol will help a lot.
4. Deep analingus will get you going. And I mean he's gonna have to tongue- your so deep, you'll think you've got a going in there.
5. Plenty of lube INSIDE and outside and on him.
6. Of course he's gotta go slow.
7. This is probably the most important part. It's not just that you've gotta relax to "let him in." Once he's got the tip of it going in (not even the whole head of it yet), you've got to flex your bowel muscles like you're trying to push something out. By doing that, his will virtually slip right in.