Anal Sex is another way to show someone you love them. Most women are really afraid of anal intercourse. If you really want to stick your dick into a lady's rectum, then you need to follow some steps here.Originally Posted by CyclonePackFan
1st float the question out there, if she is totally disgusted with the idea and threatens to cut your dick off if you would ever go near her asshole, then maybe you should back off. If she shows the smallest interest in the idea thats great but don't push it.
2. If the lady showed mild interest in anal sex then you can move on to this step. The next time you go down on this lady do everything you normally would but about half way into oral sex use one of your fingers that is not currently inside her vagina, and masage the area between the vagina and the asshole. Just don't go jamming a finger up her A-hole, it will startle her and probably ruin the moment. IF she is showing that she is uncomfortable with this step than stop and consentrate on the vagina.
3. If your girlfriend or lady friend is getting turned by your finger dance, then start moving closer to the A-hole, massage the A-hole, and the area around it, again just don't jam a finger in there, you have to ease it in and relax her to the sensation.
4. By this time she should be ready for you to place your finger in her rectum. Again you should be doing this when your giving her oral pleasure. You should still be concentrating on her vagina with your mouth, and if your are using both hands. So when you are fingering her rectum, you need to ease the finger in there, don't wiggle it around ease it in and out. Remember your not digging a hole with your finger, there is simply no need to ram your finger as far as it possible can go. She won't like this especially the first time.
5. After you have done this several of times, she should be comfortable with things entering her rectum. She still may not be willing to accept your penis into her asshole, but your making progress. Keep talking to her about it, especially during sex, or fore play. If you all aren't at least talking dirty, then I don't know if your going to be ready for anal sex.
Now you might meet a total freak, and you could be banging that ass during the first sexual encounter, but that rarely happens outside of Penthouse Letters.