“Go ahead, Ryan. Ask or say what you were about to.”
“Do we take the play collar? I know we take it to parties and I know it’s not a real one—”
“Yes, Ryan,” I said confidently. “Yes, you will wear your play collar.”
“Even though, it’s not a real one? I mean, I know it’s a real collar and all. But I know that I’m not your—”
I had to stop him because I didn’t want him to think for a minute that I didn’t want him as my own collared sub. I wanted that very much, and I was ready. But I needed Ryan to be ready. Lately, I’ve begun seeing an increased interest on his part for the play collar. I believe that he is warming up to the idea that he can be completely and wholly mine, but still maintain his independence and masculinity.
“You will wear your play collar and tag that identifies you as a loved sub and mine. How does that sound?” I asked.
Ryan’s cheeks had turned a light shade of red and his smile was enough of an answer for me.
“I think that sounds great. I like the way that sounds.”
“Good, my boy. So, we will go tonight.”
“What should I wear?” Ryan asked as we headed to the parking lot.
“Wear your jeans and a black t-shirt. I know those are comfortable clothes for you, and I would rather you be comfortable.”
“Will I be naked there?” he asked as his hand gravitated to the back of his neck.
We stood between both of our SUVs to finish our conversation. I knew and fully understood where Ryan’s worries about being naked came from. Ryan was like many subs and was nervous or concerned about being naked in front of others. However, unlike many subs who have this same fear, Ryan’s wasn’t because he was ashamed or embarrassed by what his body looked like. He was ashamed of his body as a whole. While they were valid worries, I was slowly working on getting him comfortable with that body of his.
Because truth be known, his body made me ache.
“I would like to flog you tonight while I have you on the spanking bench. And you know that having a naked body on the spanking bench makes you feel good.” Ryan’s eyebrows raised slightly and his smile appeared. I pulled my gaze from the dimple on the right side of his cheek. “I know how your body loves the friction from the bench.”
Ryan’s cheeks were still nice and red as he looked down. He tried to busy himself with a rock on the ground that he was compelled to move around with his foot. So shy and modest. I had to put my hands in my pocket to prevent myself from reaching out and tapping the underside of his chin.
“Eyes on me, Ryan.” He brought his big brown eyes up and looked in my eyes. “There’s no shame or reason to be embarrassed. You have found something that you like and feels good.”
“I know,” he said.
“Come by at 6:30 and then we will go, okay?”
“Yes. I will be at your place at 6:30 in jeans and a black t-shirt,” Ryan confidently repeated my instructions.
“Good boy. Then we’ll pick out one of your jockstraps from your toy box to wear tonight.”
I winked at him before I playfully slapped his bicep as I turned to get into my car. For the rest of the day, I busied myself with a relaxing swim and soak in the spa. I showered, dressed for the evening and had been staring at the several jockstrap options when the doorbell rang.
My pulse sped up with excitement as I neared the door. I had been waiting a long time to play with Ryan at the club. When I opened the door, my heart clenched, and my stomach dropped. It was the familiar love-sick feeling I get when I see him after being apart from him even for a little while. But here he was; waiting for me to proudly take him to my club.
He walked inside and I had barely closed the door before my hands found their way to his body. My hand pulled him closer by his belt and waistband until our mouths collided. Motivating me to pull apart from him was the fact that the club was waiting for us.
“Come, let’s go pick out a jockstrap for you and we’ll select a flogger that I’ll use tonight. I would prefer the flogger to be one that you are already familiar with, rather than for us to use one that they have for public use at the club.”
“I would prefer one of yours, too,” Ryan said.
I led him down the hall to my room first. There was the matter of the play collar for us to tend to. I gestured to the nightstand and I took up my seat at the black leather loveseat. Ryan knelt with the tag and handed me his play collar. As I put the tag on the D-ring, and the leather collar around his neck, I also used the time to remind him about his safe word.
“Yes, Sir. I won’t forget.”
Sir.
I took him to the play room and over to the table where I had set out several of the jockstraps I had put in his toy box for Christmas last year. I asked him if there was one on the table that he had a preference to wear. I had already made the decision that whatever jockstrap he selected I would agree upon as well. I wanted him to be as comfortable as possible.
