After a good two years of pretty consistent begging, my wife finally gave in to anal last week. (She got really drunk, and then suggested we do it). I’ve read a lot and researched how to pursue it so as to maximize pleasure and minimize pain, and got out my “kit” of goodies I had put together for just such an occasion. (The kit includes Astroglide, the thinnest condom available, and surgical gloves. There's also some Anal Ease, which I didn't use because I didn't want to reduce the sensations completely). I started out with the lube, using my bare finger to get her used to having something inside and to loosen things up. (I would have preferred using a gloved finger, but I knew the gloves weren’t sexy and would probably kill the mood). I got to the point of getting my pointer finger all the way in, and she was OK with it. It was a bit uncomfortable for her, but she communicated well and I was able to adjust to what she wanted. Once she was used to one finger, I went for two. At this point, it became clear that my fingernails (as predicted) were causing some soreness, so I put the glove on. I didn’t spend much time with two fingers in (and didn’t get them in very far) before she told me to put my dick in. I put on the condom and lubed up and then pressed the head against her anus. (BTW: I was on top, as this seems to be the most recommended position for beginners). In some ways, all the lube actually made entry somewhat difficult because I was slipping around. But I eventually got the head in, and then stopped. It took her a little while to get used to, and then I went in further. The visual of my cock inside her ass was amazing. After a little while, I started sliding in and out. We were both REALLY into it. It was a bit strange for her at first, but then most of the feeling went away and she was perfectly fine with it. I lasted a really long time (probably because of the condom), and was going to try to cum inside her but I decided not to try because of the condom and because I was worried about thrusting too hard and too deep. I pulled out, took off the condom, and then entered her pussy. It felt unbelievably good, I think because I was no longer wearing the rubber. I spent a little time inside, then pulled out and blasted all over her stomach. It was a GREAT experience for both of us, undoubtedly the hottest sex we’ve ever had. The thing is, though, that the actual physical sensations weren’t what made it so hot: it was the emotional (and even, spiritual) connection we felt when I was inside her ass. It was incredibly intimate, and I’m not sure we’ve ever felt so close to one another. We both felt like anal actually transcended sex, into a different realm of love-making. I'm happy to say that she experienced only mild soreness in the days after the event, and no other problems. I’m also very happy to say that she’s open to incorporating anal into our sex lives, not on a regular basis, but on either more special occasions or just when we’re really into having sex at the time. That's perfectly fine with me…
I felt the same way you do about it, way back in high school the first time my girl swallowed my cum and let me do her in the ass, it was like we were one, very cosmic. even though I have had anal sex with alot of women since then I still think about her once in awhile and have that same feeling about her. Should have married her but she was Jewish and I am not her Grandmother did not approve. Think I still love her.
I'm not opposed to the idea, but she thinks she could never look at me the same way again. I think she thinks it would emasculate me.
