People do a lot of crazy things for money, I should know because I'm one of those people. Working a dead-end job that paid just enough for rent wasn't cutting it for me. I wanted a way to make more money without getting a second job, a side hustle as it's called. That's when the crazy idea came to me while I was watching porn on my computer. Why not rent myself out as a bondage boy toy. Bondage had always been a secret enjoyment for years but I never had the chance to indulge it because I lived with my parents and had school to worry about. Now, that I was on my own, it seemed like the perfect way to make money and explore my bondage fantasies.
I spent weeks putting together my website, checking out other male bondage sites and seeing what people liked. I took hundreds of pictures of myself tied up in crazy ways and posting them on my site and in bondage forums advertising myself. First things moved slow, just random guys coming to my site and writing how hot I looked and what they'd like to do to me but nothing ever serious. Then one day I got an email from some thirty-five year old man named Kevin. He was different from the others, he knew what he wanted and laid it all out for me. What he wanted was to rent me for 24hrs. We went over my limits, what I wanted and what I was willing to let him do. We agreed on $1,000, paid upfront and the other half once the job was done.
The week leading up to our meeting is one big blur. I remember backing out almost twice but he had paid me so I had to go through with it. Our meeting place was his house, about a half hour drive from where I lived. Nervous anticipation filled me as I drove out there. His neighborhood was nice, everyone's houses and lawns looked almost cookiecutter. They were so much alike. Pulling up into his driveway I took a steadying breath and hoped he wouldn't see how nervous I was as I knocked on his door.
Kevin promptly answered, looking every bit as handsome as his picture with his dark wavy hair, light blue eyes and fashionable stubble. "Your picture doesn't do you justice," he said, a warm smile on his face.
I relaxed a bit. "Same goes for you," I said as I entered his house.
Once inside I relaxed more as I took in my surroundings. I had expected to see dungeon furniture, the kind you see all over the internet, not clean hardwood floors and a living room that looks like it could be a showroom in a furniture store.
"Have a seat on the couch," Kevin said, going to the living room. "I want to talk a bit. Can I get you anything to eat or drink?"
I shook my head as I took my place on his very soft couch. On the coffee table in front of me was a large, flat black box. Kevin sat in an armchair on the other side of the table. "I know we talked about this over the phone and online but before we go further with this I want to make sure you really know what you're getting into," he held up a hand to stall my response. "Hear me out before you speak. I know you want the domination experience, can't say I blame you, but I'm not sure you know what you're asking. Not sure if you're ready for it. BDSM isn't what you see in films or on porn sites, that's just an exaggerated aspect of it."
I straightened in my seat and tried to put as much confidence in my voice as I could. "I may be only 25 but I'm not a virgin. I'm ready for this."
Kevin leaned back in his seat and regarded me with amusement. "You say that but I doubt you really know what that means. Nevertheless I'll take your word on it. Now for the ground rules, just so you're clear on my role. I will never hurt you without your permission. You will always be safe with me. If you're ever uncomfortable and want me to stop just say the word goldfish and it's over. No questions asked. If you can't speak I will give you a clicker to hold. Click it twice and I'll stop whatever is happening."
I swallowed, my palms sweating. "It's a little unnerving that you have this down to a system."
"Systems are comfortable and that's the job of a Dom, to make sure their Sub is very comfortable," he leaned forward and gestured to the box. "If you're ready, open it."
Feeling like a giddy kid given a present I lifted the lid and forgot how to breathe for a few seconds. Inside were four black leather cuffs, fur lined with silver buckles. Next to them was a matching fur lined leather collar with a silver hoop hanging at the center. I looked over at Kevin who was watching me intently. "Do you want me to put them on now?" I cringed inwardly at how shaky my voice had become.
Kevin shook his head. "I will put them on before we start our sessions and I will remove them at the end." He stood. "Follow me, I will show you to your room and then I'll show you my dungeon."
I did as told, my heart pounding like mad as adrenaline pumped through me at the thought of being inside a real dungeon. I followed Kevin down a short hallway that had three closed doors. "My room is across from yours and the other is the bathroom." he said, opening the third door. "That room there is yours."
I expected to see an empty room with a bed equipped with restraints to be used during a session. Instead I walked into a beautifully decorated bedroom big enough to be a one room apartment. The king-size bed was covered with a creamy-white duvet and a pile of blue-and-white bed pillows edged in lace. A wood desk was in the far corner and across the bed, mounted on soft blue walls was a sleek flat-screen TV.
"Wow. I may not want to leave if this can be my room permanently," I said, only half kidding.
"I'm glad you like it. This is my sister's room. She's married but visits now and then," Kevin went to the wall closet and pulled out a light blue cotton bathrobe. "You can wear this when you're not earning your money. This is your safe place. I won't enter without your permission. Ready to see the dungeon?"
"Oh yeah," I couldn't keep the eagerness from my voice. If his house looked picture perfect then his playroom had to look just as good.
He chuckled and led me back to the living room, over to a large cloth oriental tapestry. Unhooking it from the wall he revealed another door. "Be careful, there's stairs," he said, opening the door and turning on a light.
I could feel my dick trying to push free of my jeans as I followed him down a flight of stairs to paradise. The room was spacious, painted red and every piece of furniture was black leather. A grey carpet covered the floor. A padded St. Andrews cross was on one wall, a wood post covered in leather stood in the center and long, thin chains hung from the ceiling.
"It's not much but I'm still working on it," Kevin said. "You'd be surprised how much quality bondage furniture cost."
"I do know because I window shop a lot online," I said, going over to the cross. "So when do we start?"
Kevin looked at his watch. "It's a little after ten, we have time for a quickie before lunch. Some things you need to know before we do. First, go to your room and remove all your clothes, underpants included. Then come to me in the living room where I will cuff and collar you. Once we are down here we are no longer Kevin and Jason. You will refer to me as Sir and I will refer to you as Boy. You do not speak unless I tell you to. You do not look me in the eyes unless I tell you to. If you disobey I will punish you. Do you understand?"
My mouth chose that moment to become dry as a desert. Kevin spoke with such authority that it was a bit intimidating. Swallowing hard, nodded. "Yes sir."
Kevin smiled. "Good. Now go take those clothes off."
I didn't run up the stairs but it was close. As I removed each piece of clothing I felt more and more vulnerable. Never before had I felt this way getting naked, not even when I was about to get it on with a one night stand. The house was warm thankfully, it was hard enough not to tremble from nerves and racing adrenaline as is. Once I was naked I went into the living room where Kevin was waiting. My dick was at attention and I couldn't help but blush as his eyes lingered on it. He took great care with securing the cuffs around my ankles and wrists, asking if they were too tight which they weren't. They felt snug, the fur lining soft against my skin. He locked them on with small padlocks, an added touch to show that I wouldn't be free of them unless he wanted. Next came the collar. I almost exploded as he fastened it around my throat and I heard it lock.
"Are you ready, Jason. We're about to start," he said from behind me.
"Yes." my voice sounded hollow and strained with emotion.
"Tell me the safeword."
