Hi guys and girls, I am new here so forgive me if this is a duplicate thread. For those who missed my introduction, I have been in a committed and monogamous relationship with a woman for nearly 10 years. We have done a lot of kinky things but the one thing I fear she will never try is anal. Here's the deal: she said she tried it with an ex but that she hated it because he was too rough and then made her feel embarrassed for getting his cock dirty. I really, really want to have anal sex with her and every once in a while I bring up the topic which of course she doesn't want to discuss. I have had anal sex with 3 previous people (2 men and 1 woman). The really funny thing is that I much preferred it with the girl. It think this was a psychological turn on, because to be honest, it felt about the same with both sexes. The reason it turned me on more with her is because I guess it's rare to find a woman that will not only let you do it, but will enjoy it enough to let you do it more than once. Also, it's fairly accepted that gay guys are going to do it, but I think there is still a cultural taboo regarding women that do it. I feel that my wife has been missing out because she and her ex weren't doing it right – it seems her negative experience with anal has made any chance of me doing that with her very slim. I was always very gentle and sensitive when doing it with my female ex, constantly asking if she was alright and if I was going too fast, and I would show the same respect with my wife, if only she would allow me a chance. As for the messiness, that can easily be avoided with an enema. To be quite honest, I had gotten my cock a little dirty a few times before and didn't think much of it...just had to shower immediately after. Is there any possible way I can ever breach the subject in a manner that will get her interested in giving it another try? Also, she says she thinks I am too girthy and that the last guy was smaller than me, so it would hurt even more with me. I've tried to tell her that if you use tons of lube and go very slow then it can be quite pleasurable. The female ex I tried it with said it hurt the 1st time we did it, but by the 3rd time she said it was almost as good as vaginal intercourse.
