Author's Note: Just a walk on the other side of the tracks, as it were, written for a Litster a couple of years ago.
"So...penny for your thoughts...?"
I didn't look up at you; not yet. I just kept pushing the eggs and the sausage around on my plate. I normally devour breakfast; right now, I wasn't sure if I could hold in a bite. The Waffle House waitress would slide past every once in a while, but I was pretty sure she was reading my mind, so I didn't want to look HER in the eyes either.
My thoughts? Oh my... I had so many thoughts, swirling around in my head. The butterflies had returned, and were doing some aerobatic maneuvers; "You're a little late NOW, guys!" I thought briefly.
So what were my thoughts? Embarrassment, I thought first. Shame? Yeah, maybe a bit. Nervousness, about what would happen next, what the future would look like, what I had to face about myself... Those were a few of the hundreds of thoughts.
But one thing, one thought, was somewhat spectacular by way of its absence from the whirlpool: There wasn't a shred of regret.
"I...I...really...really enjoyed it. And..." my voice trailed off.
I finally looked up at you. There might have been a smirk there, but it wasn't too obvious. (And thank you for that.) "And...?"
"And...I'd...I'd like to...do it again. Sometime. I mean, if you, you know, I mean, don't feel any pressure, and if you don't, that's okay, I mean, I understand, I mean, I have no delusions about myself, or what I look like, or..."
I was interrupted by the pressure of a foot, making its presence known by pressing against my crotch.
"Jay...that would be fine. I'd like to do it again, too."
Inside, part of me, the part that is scared of me, of my thoughts, of my desires, of what those desires would make of me, what they would make me do...that part groaned. Some of the groan may have even slipped out of my mouth.
"You okay, sweetie? You need some more coffee? Here, I'll fill you back up..."
Yeah, I'm pretty sure she read my mind.
**********
We picked the hotel because we knew it was just far enough off the beaten track that it wouldn't be busy, but it wouldn't be a run down meth motel. It's a Baymont, so it's a pretty decent place.
Picking the weekend was a little more difficult. I had to buy my absence from the family with a web of intricately woven lies and by giving them enough money to go to Gatlinburg for the day and go shopping. I hoped the money would be well-spent; now, if only I don't chicken out!
I get there first, and check in, leaving a key for you at the front desk. I text you only the room number; you respond with only this: "7:00." I look at the time on my phone; I have a little over 2 hours to prepare.
Entering the room, I set the air conditioner to 70 degrees, grateful for a digital thermostat versus one of those where you just set it to Max until you freeze, then turn it off and sweat. I put my bag down, and begin to pull out what I needed first. Then I head to the bathroom.
I shave my face smooth, then my legs, and finally everything below the belt, front and back. I brought clippers to help with the bush up front, then I shave every hair from there and then, not without some discomfort, everything I can reach in back. I shower all of this off, and then administer the first enema. I hold it as long as I could, then expel it, then use the second. I would rather be thorough than even a bit remiss on this task! Lastly, I brush my teeth, gargle some mouthwash, and exit the bathroom.
I return to my bag, and pull out one item: a black jockstrap. I can't remember the last time I wore one of these; high school? The Army? No idea, but as I pulled it up over my thighs, pulled it into place over my cock, and smoothed the waistband, I couldn't help but think how different the circumstances are now. Not to be a conqueror or competitor tonight; just vanquished. Surrendered. All I know is that you'd mentioned it at some point during our steamy chats, and it was then and there that I had decided that, if this day ever came, this would be my clothing choice. Kind of a gift to you; or perhaps a gift wrapping?
I look into the bag at the other items. I have included handcuffs, but you specifically told me I am NOT to wear them at first. You told me then that my initial submission to you has to be completely of my own free will, and now I see the wisdom in it. Part of me would love to be "helpless," but that is because then I could rationalize that I was not actually submitting to you, you were just "taking" your pleasure from me, or perhaps I should say in me. You know better, though, don't you? You know that's not really submission, that it's a cop-out. Still, I brought them, just in case later...you...well...
And then there is the blindfold. It might seem silly on the surface; obviously, it will be you that has the key to open the door (in more ways than one tonight), And I have an idea of what you look like; a whole lot better than me. If anyone, it should be you that wears the blindfold, I think, so you don't see what I look like. But I know the blindfold is an important part of the submission; it involves trust.
I look at my watch; 20 minutes! "That's twelve hundred seconds!" my mind ridiculously calculates, as if considering it in seconds means it is even closer. I take off my watch, then pause only a moment before taking off my wedding ring and put both in the nightstand drawer. You hadn't mentioned that, but somehow, it seemed important to me to shed any signs of who I was before this night. It might not matter to you; you probably wouldn't notice, but to me...it was significant. I take a pillow off the bed and put it on the floor beside the bed, on the door side.
I lay out the items you specified on the corner of the bed. Lubricant; I surely wasn't going to forget that! Two packages of condoms; you hadn't been specific, so I got both regular and Magnums. (Buying the Magnums, I admit, gave me a little shiver right there in the store.) I had seen the pictures, and you told me how long you were, but I have zero experience in large cocks; my own has never even required a full unfurling of a standard condom.