I need advice. I've always wanted to try anal but I get rejected every time. Even if they have tried it before.... 5 of my exes rejected me and hookups in between. What advice would you have for me to come right and finally experience it?
You’re asking for advice, so take it: RESPECT THE WOMAN! If she doesn’t want it, deal with it. Pressuring someone into doing something they don’t want to do is NOT cool.
I can appreciate this question. Keep in mind: many (maybe most?) girls will feel guilty or wrong to try, muchless enjoy it. With a lubed finger, when she is already turned on, touch her anus, if she doesn't reject, try to put one finger in verrry slowly. While you try this new exploration with her ass, finger her or lick her. If she's into it still, you can go from there. I recommend that if you get to the anal sex portion you continue giving her some form of clitoral and/or vaginal stimulation. Find the right person and it WILL work out. 99 and 3/4 percent guaranteed!
As others have said, proceed slowly and gently. Encourage her to research anal stimulation online. This may help ease her anxiety about things such as pain and the taboo nature of anal sex. Lastly, offer to let her finger your ass. If you can show her that you are not afraid of it, she may get curious about what it feels like. This is especially true if she sees that you enjoy it yourself! In the end, if she's not into it, then she's not into it. Don't push the issue or pressure her to do something that she does not want to so. You never know, if you plant the idea in her head, she may change her mind at some point down the road.