Updated: Apr 25, 2021
Addition to anal post
I found these comments on line from women who acknowledged that anal intercourse was something they enjoyed. There were the negative comments too. But we all know what they say. Enjoy. I did.
"I used to be obsessed with anal. At one point in high school, I was having more anal than regular sex. When done right—and by right, I mean when the guy doesn't shove his d*ck into you like a horse in heat—anal can teeter on that dangerous line between pleasure and pain. He feels bigger than ever and completely fills you up. As he's going in, you have to hold your breath because you feel like your body doesn't have room for air and his d*ck at the same time, but once he's in, the pleasure radiates through your whole body."
"The key to good anal—yes, that's a thing—is having a partner you trust completely and who will do it right. That means lots of lube, starting small with a pinky finger just like in Fifty Shades, then working your way up to small toys or butt plugs. After that, anal can be amazing! It is super-intense, and your lover has to be extremely delicate and careful and be a good listener and super patient—and you as the receiver have to have a lot of trust in that.
The anus is, after all, an exit, not an entrance, and so it could really, really hurt. This is not an act that should ever be undertaken with a random dude or at a random moment; you both have to want it, and you both have to be prepared. No assholes allowed in the asshole! I think that's one of the best parts of the whole ordeal. It takes so much time, trust, and communication that it just amplifies everything physical going on because you are so connected with your partner."
"For me, being penetrated during anal sex can cause a little soreness during insertion and in the first few minutes. Lots of lube, slow, gentle motions, and patience move it quickly to the next phase, which is an exciting, pleasurable pressure. I find that I can have stronger orgasms while being penetrated anally, but these are clitoral or vaginal orgasms, not anal orgasms—those are quite elusive. For me, it's probably the added stimulation, the intimacy, and the emotional intensity of anal that make orgasms stronger.
But if the angle is wrong in anal sex, with too much of a sharp upward or downward angle, a sting-y and unpleasant pain can be the result. Having the right angle of entry is important for me. Also, pegging someone with a strap-on can be very pleasurable with an insert-able double-ended dildo, or even just the harness or base of the strap-on grinding up against the clitoris."
"Amusingly, my first sexual intercourse was via anal penetration. My high school sweetheart was raised strictly Catholic and was 'saving it for marriage.' While I was disinterested in this wait time, he did explain that, to him, anal sex didn't count since it couldn't lead to procreation.”
His being exceedingly well-endowed made taking it slowly and using plenty of lube the obvious choice. The oddest thing I noticed was that the initial penetration would generate a tight sensation in my throat, similar to what you might feel after a bad scare. But it was an exciting feeling, not scary at all. It's a slow but pleasantly luxurious sensation of being gently and benignly pulled inside out. It certainly was extremely erotic, and I felt aware of my entire body as an erogenous zone. I discovered I was able to orgasm via anal penetration, and anal play is something I enjoy to this day."
"I was drunk, and it happened by surprise within a hookup situation because there was not enough communication. Fortunately, I enjoyed myself and had a positive experience overall. I began to realize that I liked the feeling and got pleasure from it. Now in my current long-term relationship, it's one of the activities in the rotation.
Most important, you need to properly warm up. Just like a vagina, it is easier and more pleasurable when the hole is ready to go. Proper foreplay is essential—bring in lube, fingers, mouth, toys, whatever you prefer. It could take more time than vaginal sex. I think of anal as the second course, because it's better once you're already excited and feeling great. My advice is to trust your body, and if you feel up for it, go for it! "