Just The Tip?

You made it very clear early on what you wanted from this relationship. First among them was a monogamous relationship. Also, while we wouldn't be in a BDSM relationship, you made it clear that you are a natural submissive and that I should expect submissiveness from you. Regarding sex, you wanted sex regularly, even...anal sex. This demand floored me and I hope I didn't sound too eager when I raised my eyebrow, cocked my head slightly and asked, "oh, really? How often would you want anal?" I was super-eager, by the way. You thought about it for a few moments and said, "I think once per month would be good. When you said that, my heart did three backflips and I'm 100% certain that I became hard as a rock that very instance (as you know I often do). That was definitely something that I could live with for two reasons: 1. I'd never even had it once per year prior to this and 2. I'd been checking out your bum and I quite liked it. QUITE liked it, that is!

So it was, that over the years, I would indeed be fortunate to get to have your sweet ass once per month (and once, I got it three times in one month!) and as luck would have it, I even got it this past April! I say "lucky" because your ass had been officially retired since I last had it this past October in Palm Springs, but the booty gods smiled on me and gave me one last shot at it this April (which I will write about in an upcoming post).

I am ok with the retirement of your sweet ass, of course, and I feel like what Michael Jordan must feel like when he looks back at his spectacular career; there is nothing to regret and the future looks incredibly bright. I still get that delicious pussy of yours and that pretty little mouth to use as I please. They are eternally mine and access to them shall not be revoked.

So back to that sweet ass of yours. It occurred to me a few days ago that we have not defined what "retired" means. The dictionary gives many definitions, but none of them really apply to ass sex, so perhaps there is room for, say, levels of retirement. Actually, we did already sort that out during our sex chat in our hotel room this past April (that conversation too deserves its own post), but I have one more thing to suggest: just once per visit, I would like for you to place yourself on all four (or standing up while bent over) and allow me to put just the tip of my dick in your ass long enough to get a picture for posterity and future masturbation purposes. If you consent to this, I promise not to push any further into your tight little ass than the tip. Once done, I will wash up and we will proceed to all the other amazing sexual things that we do. Perhaps I will even replace my cock with the small plug that I got you and we go out to get a bottle of wine. Can you imagine how hard you'd get fucked later that day?