“Good. When you peel yourself out of it tonight, put it in the box and set it outside your door. You’ll receive another delivery tomorrow morning.”
Heat colored my face, and I opened my mouth to get more air as my pulse raced. Why was he sending me clothes? And why did I like it so much?
“Understand, Cash? Put your worn jockstrap in the box and set it outside your door tonight.”
I nodded like a puppy listening to his owner waiting for instructions for a treat. “I understand,” I answered.
“Good,” he praised and put his hand on my upper arm. “Have a good night, and I’ll see you in the morning.”
“Thank you; goodnight,” I managed to say. I felt like I was walking on clouds and floating on the way back to my room. I closed my door and leaned against it while my mind threw scattered thoughts from every direction. What the fuck did the gifts of clothes mean? Surely he wasn’t doing it to the others.
I got out of my nice new clothes, folded, and set them on the dresser. The air conditioning in the room felt good on my bare ass. I pulled the jockstrap down, stepped out of it, and flung it up to my hands by my foot. I held it up by the waistband and looked at the inside of the fabric where my dick leaked off and on throughout the day.
“Fantastic,” I said sarcastically. “Here’s your jockstrap back, Tristen,” I said quietly as I put it in the box while shaking my head.
When I stepped under the spray of the rainfall shower, my hand immediately found my cock. I’d been aching all day to stroke it until I came. I blamed the jockstrap because I had never felt so needy for a release than I did today. I wasted no time and didn’t want to prolong coming. I fisted my cock and thought about Joel and Tristen feeding me their dicks. I came hard and fast and was almost disappointed that I came that quickly. I hadn’t wanted to drag it out, but that was almost too fast.
I dried off, put on some clean boxer briefs from my bag, and put the lid on the box with the jockstrap in it. I opened the door and set the box outside on the floor just as Tristen had instructed. I shut the lights out and climbed into bed, hoping to get some rest and fall asleep while thinking about tomorrow’s sketches.
But that didn’t go as I had planned.
My mind was occupied with the days’ events. While I enjoyed everything about the day, there were certain things that I kept replaying in my mind. The main thing was my interactions with Joel and Tristen. From the small glances after breakfast, to the lunch with both of them to stealing glances at dinner. I sat at a large table for dinner with Joel, Tristen, Richard, Nolan, Owen, and the glass blown artist, Leo. I ended up sitting between Leo and Owen and talked mostly with Owen. Multiple times during dinner I’d sneak glances at Joel and Tristen and nearly every time I’d look at them, they’d been staring at me.
Had that meant anything? Throughout the night of my tossing and turning, I managed to convince myself that did mean something. At least, that was what I wanted to believe. Plus there was the excitement over what Tristen’s box would have today. I tossed and turned most of the night and ended up getting out of bed at 5:20. I wasn’t thrilled about getting up early, but staying in bed not even sleeping didn’t seem productive to me. I decided to go to the resort’s gym. I didn’t necessarily want to work out, but I felt like I needed to keep moving because I was so anxious and nervous about today. Tristen’s box and what scenes and interactions from the guests had me too excited to sit still.
I brushed my teeth, washed my face, shaved, and went to the dresser. I pulled on a pair of gray gym shorts, a black shirt, then sat on the bench at the end of the bed to put on my Nikes. I grabbed my UCLA Bruins cap from my bag and put it on backward.
When I opened the door, I was surprised to find the black box still there. But on second glance, this wasn’t the original box, which meant it was my new surprise. Fuck yeah! As I carried the box in, excitement and curiosity began to take over. I wanted to tear the box open and see what I had, but I also wanted to wait until I got back from the gym before I looked. I set the box on the table and forced myself to walk away from it and head to the door.
“Just look,” I said out loud to myself. There was no reward or special treat for waiting.
I hurried back to the box, slid off the black ribbon, and shimmied the lid off the box. I tore off the gold sticker that kept the black tissue paper closed and pulled back the paper, revealing my outfit for the day.
Folded on the top was a light green, almost sage colored V-neck T-shirt. I pulled it out of the box and noticed it felt just as soft and lightweight as the white one he gave me yesterday.
“Nice! I like,” I said as I carefully set it to the side.
Next I pulled out a lightweight pair of light tan shorts. They were similar to the ones yesterday in length and material, which I really liked. But they were lightly colored and when I held them up to the floor lamp in the room, they almost looked like they could be see through. I set the shorts next to the T-shirt and stared at a white jockstrap. I could feel my balls tighten as I pulled the jockstrap out of the box by the waistband. I held it up and smiled.
“What the fuck is wrong with me?” I whispered out loud. Why was this so exciting to me? Was it because I enjoyed how sexy, erotic, and dirty these jockstraps made me feel? Or was it that I was pleasing Tristen?
Remembering how sexy the black one made me feel, I was excited, almost eager, to oblige Tristen’s jockstrap fetish. I didn’t really know if he had a jockstrap fetish, but the possibility was high since he’d sent me two now. I set it on top of the shorts, and when I picked the box up to move it to the dresser, I noticed it felt as though there was still something in there. I set the box back on the table and rummaged around the tissue paper.
“What the fuck?” I mumbled as I stared at a black silicone cock ring. At least from my ample experience watching porn, I thought it was a cock ring. It had two rings and a thicker piece of silicone between the rings, so they didn’t touch.
I quickly snapped a picture of it and uploaded the picture to the search engine on my phone to look it up. I set the phone on the table and went to grab a bottle of water from the mini fridge. My mouth and throat were bone dry, and I downed half the bottle while I walked back to my phone. When I picked up the phone I saw tons of info for the cock ring that looked exactly like the one that was now sitting on the jockstrap.
“Soft, stretchable silicone designed to separate the shaft from balls for harder and larger erections,” I read out loud. Oh good, because erections are hard to come by at this resort, I thought sarcastically. “Easy to clean, top rack dishwasher safe. I’m sure Joel and Tristen will love if I toss this in the dishwasher of their cabin I’m staying at.” I finished the water and then continued to read. “Nonporous, odorless, hypoallergenic, and phthalate free.”
I went to get another bottle of water from the fridge and downed it while I watched several videos of ripped guys putting these things on. Several guys then pulled on their underwear and then pants to show how obvious your dick is in pants while wearing it. They all commented about how comfortable it is to wear even to the office. I rolled my eyes and then shook my head as I imagined wearing it under a suit at the law firm.
Deciding that I definitely needed the gym now, I grabbed my key card, a clean pair of boxer briefs, shorts, and T-shirt, and headed to the gym. I knew they had lockers in the locker room and would store my clean stuff in one of those. Even I knew it was immature to leave the gym of a resort of this caliber in sweaty gym clothes rather than shower and change into clean clothes there.
As I made my way to the state of the art Equinox gym, I thought about the cock ring and jockstrap from Tristen that awaited me. I didn’t know how busy the gym would be this morning, but assumed most of the guests would be sleeping in, or fucking with other guests. Walking into the quiet gym, I thought about Owen and what he possibly got up to with Nolan. I went to the men’s locker room, which was quiet, and tossed all my clean clothes in the first available locker. I shut the door and typed in a three digit code, set it, and headed to the gym. I grabbed one of the white towels that were rolled and stacked perfectly by the locker room door. While I’d toured the resort, I’d never actually used the gym, so this would be a first for me.
I went to a treadmill and started it on a light jog and looked around the gym for people. I heard some noises of weights when I walked in but didn’t spend time looking around. I saved that for while I was jogging. There were a lot of weights along the edges of the gym, and there were mirrors all around the walls. So it took a moment to find the actual people amongst the mirror reflections.
On the side of the gym just to the left of the treadmills was a room that had cycles for spin classes. There were glass windows so anyone could see into the room. There was one guy in there cycling, but his head was down and his back was to the rest of the gym.