I have been with my boyfriend in a sexual relationship for about a year now and he is really interested in trying anal sex. So finally, I let him try it. He went in once, about half way and VERY slowly, but it hurt too bad so I made him stop. We did use the proper amount of lube as well. So my question is, does it hurt less once its been done once? Like with sex, after the first time, it doesnt hurt. Help?
Yeah the first time is always going to hurt, no matter how much lube you use. It hurts less and less as the hole is stretched though there are always those risks you are taking with anal.
I wouldn't necessarily say that it's less painful the more you do it ... anal sex is not the same as vaginal. It's all about technique.
I'm sure you've read up about anal sex (i.e., other posts on this very website), and know about lube and taking it slow, etc. But you really have to be in a certain mood to properly enjoy anal sex. For many women, it's not an everyday thing. Perhaps more foreplay would help? Also, try stimulating your clit while he's entering - this should help you "accept" him. Or, it's possible that even though he went really slow, it wasn't slow enough ... I know when me and my husband have anal sex, he sometimes has to stop (inside me) and wait for me to "accept" him further. So why not try a little communication? And maybe get him to read up about it, too, just so he understands a little better.
Hope this first experience doesn't scare you away. Anal sex can be very enjoyable and erotic for the both of you - you just have to be open and honest with each other.
I have had different experiences with anal sex. My first time to try anal sex was with my first boyfriend and it was completely painless. We used condoms everytime but never used lube. After me and him broke up i never did anal again until after i got married to my husband. The first couple of times we tried to do it, it would always hurts no matter how much lube we used or how slow he would enter. But now when we do it, it feels great. So to answer your question, its nothing like vaginal sex. Every experience is going to be different than the last. What works for me is to not think about it. Just kinda trick yourself into believing that he's putting it in your vagina. I hope this helps.
I have learned from experience that anal sex should be attempted slowly. You need to RELAX and use a LOT of lube. It is best if you control the penetration instead of your partner so you can pause when it hurts. I like to position myself on top. My current boyfriend has a large penis which presents a greater challenge; however, when I am aroused and sufficiently relaxed, I am able to fully insert his thick, nine inch erection anally with only a minimal amount of pain. Once I get used to his size, I can comfortably ride him quite vigorously or receive hard thrusting. It takes practice to relax your anus, but is essential to enjoying it anal sex. I had only done it with one other person, my previous boyfriend, who has an average sized penis. Surprisingly, I found the experience to be more pleasurable and exciting with my current boyfriend who is a MUCH bigger man! I have orgasms during anal intercourse with him. Perhaps this will encourage you to keep trying as it has enhanced my own sex life.