I have talked about having anal sex with my girlfriend before but she is scared of it because it makes her bleed and she dose not like it. She has tried it before with one of her ex boyfriends. I said that we don't have to have anal sex because I respect her. But I just want to try it once, I know the proper way to do it too. I want to ask again but I am afraid that she will get angry with me for bringing it up again. I need some advice.

When in the past few weeks have you met in person? I thought you weren't going to visit her until early next year according to your first thread asking questions about her?

If your relationship is still long distance and all contact is over the phone, Skype or at her work, then leave the thought of anal sex as a personal fantasy. There is no reason to try to get her to change her mind at this point in time. That is for a future time after you have been together in person and know each other in a more physical sense.

Or are you having sex with someone else who is closer to you?

Oy vey!!

If she bled the last and only time I'm not surprised she doesn't want to do it again... that guy must have been a clueless dolt that didn't have a clue about what he was doing.

There isn't blood or pain if you do it right.

'There isn't blood or pain if you do it right.'
Some women have blood and pain regardless, because of hemorrhoids, polyps, or fissures. All of which can be tiny and unnoticeable until something like anal sex.

Why not get a plastic penis and allow her to do it to you first, if it is that great, I am sure you would not mind going first

why not get a plastic penis and allow her to do it to you first, if it is that great, i am sure you would not mind going first

Nicely done! My favorite response since 19 amd 27.

:)