Most people think of vacation as a chance to get out of town and go somewhere exotic. A nice beach in Florida, hit the clubs in NYC, backpack through europe, etc. So when I decided to take some time off from work and spend my weekend in Boston as a bondage slave, I was doing something very different. I had wanted this, I signed up for this vacation while I was in a horny haze. Each step of my journey that brought me here was a choice I made. I chose not to tell any friends or family, I chose to board the plane, I chose to take a cab to this townhouse, and I chose to enter the townhouse. With each choice I became more deeply involved.
Now the very cloths from my back have been tossed into the flames and destroyed, and a collar has been padlocked around my neck. From this point I am not going to have many choices. My bondage vacation has started and I hope I find it as enjoyable as I had hoped for. A weekend of fun to itch my bondage desire and then back to my normal everyday life. Master Scott sent me into this small dank room to change into the outfit he has selected for me.
The outfit draped across the chair was sexy. I had never seen anything like it before in my life. It was a slick rubber top with some rubber chaps. Also on the chair was a ball gag. I squeezed into my outfit as quickly as I could and secured the ball gag tightly into my mouth. I looked into the cracked mirror and admired myself. Damn I looked hot. I almost looked like I could be some sexy slave from a porn flick. The only thing off was that I still looked a little vanilla under the outfit. No tats, no piercing, and a plain haircut.
I must have been in the other room too long because the next thing I know a bad tempered Master Scott stomps into the room. "What the fuck is taking you so long? Get your ass out here. Its time I show you where you will be staying."
I bounded out after him and followed him up the stairs. I almost thought I could here other people and wondered to myself if they were other guests in his hotel, or roommates.
"here we are faggot." announced Master Scott
The room wasn't much to look at. It had no window, and not many furnishings. It looked like it could have been a bathroom before. Where the tub would have been was a twin sized bed. The room still had tile flooring, a sink, and a toilette. None of which looked very clean. The room had the oder of sex. Along the wall I saw different bondage toys. Harnesses, cock devises, dildos, plugs, gags, hoods, a sleep sac, a straight jacket, etc. I was charged with energy and approached master Scott, fingers feeling for his chest.
"Get your damn hands off of me, I will let you know WHEN and IF you touch me." He shouted as he pushed me backwards onto the floor. He went over to the bed and grabbed a metal chain that he brought over and padlocked to my collar.
"Now listen up. You signed up for a bondage vacation and that is what you get. You will live and breath life as a slave. I have clients in the neighborhood who will be coming in and paying me to enjoy your hot ass and fuck those pouty lips. I don't have many rules here but they aren't aloud to cause you too much pain or destroy any of my gear. If they do hurt any of the gear in this room you will be responsible." Master Scott explained.
"Wait a minute. I didn't know anything about being fucked by strangers." I slurped with great effort through my gag.
"What do you think slavery is? You think you get to make all the decisions, pick and choose, do whatever you like?" Master Scott said mockingly. "Thats not how a slave works around here, and thats what you will be doing, working. I couldn't care less if you have fun or not. Whenever you are with a client you will be paid minimum wage. I will write you out a check for however much money you manage to collect while you are here when your vacation is over."
I panicked. I rarely was brave enough to do hookups because I was afraid of getting some std, or I wasn't attracted to the person. Now I was basically being forced to perform for whoever walked into my room. For some reason I had just assumed this would be a safe bondage weekend of fun. "What about condoms?" I slurped again.
"I put a box of rubbers on the side table next to the bed. Clients can use them or not. The first box is free, after that you have to buy more from me." Master Scott said matter-of-factly. "Been a long flight you may want to take a rest before a client stops by." With that Master Scott left the room, I heard him bold the door behind him.
It was then that I had the first panic attack of my life. I pulled on my chain, cried and then banged on the door. Finally exhausted and hungry I flopped on the bed in tears and just looked at the room again. Now I saw that there was no clock, and I didn't have a watch on. The door made me think of a prison door. There was some sort of slot at the bottom, probably for food, and near the top was some sort of mini window that could be slid open and shut again.
I assumed it was getting later, however I was still to scared to do much of anything. I laid down on the bed and kinda fiddled with my cock. I couldn't help but feel turned on by the room. Even scared I knew there wasn't anything I could do and I might as well just have some fun. So as I fondled my junk the window opened and closed. I heard some mumbling on the other side of the door and my heart started pounding in my chest. I waited and nothing happened. Later the flap opened again, this time for longer and I could see the eyes of some man.
Soon I saw Master Scott open the door and some older smelly chubby man walked into the room. I slurped and suppressed a gag as he approached. The door was closed but not locked and the two of use were along in the room.
"mmmmmmm, looks like we have some fresh meat tonight. How long you been here boy?" Quizzed the man.
"Just arrived today" I said through my gag.
"Is that a fact?" said the man surprised. "I'll be damned that means I have first crack at you." A smile filling in his face and showing off a few missing teeth.
He came over and rubbed my body with one hand while he used his other to unbuckle his pants. They fell to the floor and he stepped in closer to my face. He pushed my face up against his filthy stinky dick and massaged my head. I closed my eyes and prayed for a quick fuck.
I felt him reach behind my neck and unclip the ball gag. It fell away to the floor.
"Open up for daddy bitch." he said. I just grunted and shook my head no. The smell was disgusting and his uncut dick wouldn't go into my mouth voluntarily.
"Play nice." he said as he moved my head up to my cock. I tried to resist some more but he started to slap my face. Finally I closed my eyes and opened up as he slid his engorged cock deep into my mouth.
I slowly got used to its foul taste and sucked as best I could. Perhaps I could get him off quickly and get him out of the room I thought. However as he got bigger and hornier he just started to play with me in other ways.
First he smacked my ass with some paddle he found from the wall. I have never been into spanking, and flinched with each strike. I could feel my ass on fire. After it was tender and red he then spit on my hole and lined up his cock.
"Wait wait wait!! Here is a condom," I squealed practically falling off the bed as I grabbed the box and pulled on out. He just grabbed it from my hand and threw it on he floor.
"No way kid. I have been waiting for one of you fresh meats for a long time. I am gonna has your red ass raw." He said with satisfaction pulling my hips up close to his cock.
He spat again, this time on his cock and I could hear him run it up and down a few times to spread out his saliva. I prepared for his entry. I knew it was going to hurt. I had such a tight ass.
And hurt it did. His cock slid in and I tried to slide right off. The man just held me by the hips so I had no way of escaping. "fffuuuuccckkkkkk. ow ow ow ow owwwwwww. ddaamnnn" I squealed and pounded my fist onto the bed several times. Tears of pain tricked down my face and I clenched my jaws closed tightly.
"Fine ass you have boy." He huffed as he pumped in and out of my ass.
He continued to fuck me and finally the pain subsided and started to feel pretty good. The man still didn't turn me on but this raunchy room, and the fact he didn't have a condom made me feel dirty and sexy. These thoughts helped my ass grab onto his cock. I had no idea how much time had passed but his finally started to pick up his pace and huff louder. He was getting close to cumming. Seconds latter he let out a long moan and I felt his dick pulsate inside my ass. He slammed into me a coupe more times and then pulled out pushing me down onto the bed.
"Fuck I needed that kid." He said "Its been a long week at work, now I can go home and enjoy my weekend. He got dressed again and walked out of th room. I heard him bold the door shut behind him.
I walked over to the toilette and squirted out the man cum. I used water from the sink to reach up in and wash as much out as possible. Satisfied I had done the best I could I picked up the condom box from the floor and set it on the nightstand and flopped down on the bed again. I just sat and thought about what had just happened and tried to decide if I enjoyed it or not. Then I wondered how many more men would there be? I felt a sinking pit in my stomach while the tip of my cock leaked some precum in anticipation.