So you’ve heard, I had my first official anal! O_M_G, who knew it would be that amazing? Really, it is amazing enough that I want to tell people — vanilla friends, the person in line in front of me… I want a t-shirt announcing it. Of course I won’t, but WOW! The orgasm is amazing. As my pussy starts to pulsate, so does my ass, but it is very tightly full and there a lot of resistance. It makes the orgasm harder, more intense. I thought I might feel otherwise empty since there was no vaginal penetration. Nope – I feel filled all over. When Jack comes, his cock’s pulsations are unbelievable. I haven’t felt them that intensely before, except of course when he is in my mouth.

When Jack entered me there was a brief moment of intense pressure, it was not what I would characterize as pain. It is uncomfortable and it leads to a moment of indecision – Do I want to do this? I  continued and I was grateful that Jack was patient enough to go slow through this interval. I think if you are working with learning anal, develop some communication of when your partner needs to slow down and when they can proceed. After that sensation passed, within the first minute, I relax a bit more and everything feels wonderful. No, it is beyond that, it makes me have one continuous orgasm. Last night I added a vibrator up front to the mix and I think I might have blacked out for a bit there. I have to say that a real cock in your ass feels much better than any toy.

I have learned a couple of things beyond the need to work up to the size of the cock you hope to have in your ass. One, it helps to relax if I am already turned on. A fair amount of foreplay or some good old-fashioned cock-in-pussy fucking will go a long way here. Two, I need to be relaxed overall. I think if my legs or arms are under tension, it is going to be difficult to not also be tense everywhere. Tension might lead to a nice tight pussy, but may be detrimental to anal. My pussy gets wetter when I am bound up, my ass won’t. Combining anal with sensual bondage is going to be an exercise involving a great deal more mental discipline than I have now.

So now, three times in, I feel like we are well on our way to a whole new area of sex to explore. I can’t wait to try some new positions!