Stalking through the bar, the poor little femboy did not know what was coming his way. No one comes to this place without wanting some action, and people approach you if you're interested. Everyone was used to Vivian's assistance, and rarely was she wrong. I sometimes struggled to think what this place would be without her, and Amber walked in front of the pink-topped femboy with a smile that promised many deep, dark things.
Following suit, I took a spot behind him, and he looked back and forth, seeing the two women stalk up to him, and he blushed. "Hello, cutey," Amber began, "I wonder what someone like yourself is doing alone on such a good night?" She asked.
"I—I am looking not to be alone," he replied. "I—I am Riley. I—I am a bottom," he admitted a moment later.
"Oh, we can tell," I said and put my hand up for the bartender, "A Stewed, Screwed, and Tattooed, please," I ordered, and I grinned, turning to the blushing at the femboy. "Which one of those are you interested in," I asked, and he blushed harder. I took his hand in mine, and I slowly brought it up to my cock, and he blushed HARD. It went up to his ears, and I grinned, "Have you ever been with two women before?" I asked slowly.
"Oh, you are making him easy prey, Honey," Amber said slowly as he blushed hard, looking a little overwhelmed. "I am Amber, and that is my Girlfriend, Honey. She is a Switch, and I am a Queen," Amber said slowly, and the bartender brought my drink. "What is it that you are looking for, Riley?"
The question made him look lost for a minute, "I- I- C- Can I admit something?" Riley asked.
"Of course," Amber purred.
"I- I never-" He paused, "Um, I never, You know, Been penetrated by someone," he said, "I- I was brought here by a friend, but he has been trying to convince me to take the last step and-" He looked away.
I leaned forward, "Well, well, you little sissy boy. You want to lose your cherry. Become a true little slutty girl," I whispered into his ear, and my hand pushed his hand against my cock, and it throbbed for him, and I pushed my hand against his ass, pushing the cheeks apart a little. "What do you say, both the real thing and a Queen's cock. A ride for the ages. Your friends will never believe you, and we will drive you insane. Make your first time so addicting you will be here every night after looking for the same thrill. To be fucked again and again like a sissy fucking slut. You little femboy bitch, I will make you cum inside that cage, Hands-free."
His whole body shuddered, and he nodded, blushing. "I—I like the sound of that," he whispered, and Amber smiled.
"Well then," Amber said, "You certainly are easy prey for this Queen, but it is so good to listen the first time."
"Now is negotiations, you slutty bitch, The Queen wants to hear your requests," I whispered, and I felt a thrill. Sure, this was an easy catch, but you could always fail at the finish line. There was always a chance he could back out, and with him being a first-timer going this distance, they get shaky and run easy.
So slowly, we went, and he blushed as I took the drink the bartender gave me. I took a drink. I licked my lips and enjoyed the burn down my throat and licked his ear a little, making him shudder. I loved this hunt, too; Amber was picking up her role perfectly. I was playing my sidekick role, with her being the Queen. It was so perfect, and he was a stuttering mess as we both played with him. I could see her raising her foot as she sat, and it pressed up against his caged cock and played with his balls. He shuddered more and looked down, then up to the Queen of the night.
My hand continued playing with the hole I would be occupying tonight, and I knew I could not wait. "I- I like to be dominated by a S- S- Sadist," He admitted. That almost got me to pause, as it was his first time.
"Oh, you a little pain slut?" I asked straight into his ear, "Tell me your pain fantasy, slut. Tell me how you want me to hurt you."
The femboy shuddered again and leaned back into me as I reached up and pressed against the small of his back. The position of my hand rubbed up to the edge of his pants, threatening to dive in and play with him directly. His body trembled in anticipation as I teased him, and he opened his mouth, "I- I want my nipples to be pinched and hurt; I-" He blushed, "Like to be edged and forced to go more than once, I-" He stopped.
"Tell me," Amber demanded.
"I dropped my Sex machine remote once while it was on the max setting, and it made me cum four times before I pulled myself free from my restraints," Riley spilled out all at once.
Oh?
Self-restraint was a hard thing to do. It was also extremely scary for those doing it. It also takes a good bit of intelligence to put things in a way that you can free yourself after the play. If you fuck up, you could be in a spot that could kill you by starvation or be fucked to death because you dropped the remote to a sex machine that will endlessly fuck your ass at max speed. The very thought sent a shudder through me.
It would not be a good way to go, as after a certain number of orgasms, the body really starts to dislike it. I had to quickly cut those thoughts off as I heard Amber ask, "Oh, and what did you think afterward," The Queen asked. She brought her hand up to her chin, and her heeled foot was toying with his cock slowly.
"I- I," He shuddered then moaned as she pressed her foot up against his cock, and I playfully dipped into his pants but pulled out before doing anything. "I never could repeat it," He sighed, "The feeling of the first time, it-" He paused, "I like being forced to cum, and stopped."
"Oh, I am going to have fun with you," Amber promised, and she pulled back, and he shuddered, and I knew now that he was probably getting close to something. She grinned, "You, Slut, are going to go to Vivian and tell her we want the Secret room. Honeys, favorite room, and pay for the stay. Then you will come back, understood?"
He nodded, and I let him walk away. I smiled and pulled close to Amber as I took a drink of my drink. The heavy flavor was nice to my senses at this time, and Vivian looked over to us obviously and smiled. With that out of the way, Riley started coming over, and I could not help but wonder if this little Femboy was using a fake name or if it was his real name.
Not that it mattered. We will be done with him after this.
"I- I got the room," He said, and we both walked over. Amber and I headed toward the stairs. As we headed up, the upstairs had a nice wood finish, and there were five doors and a bookshelf in the hallway. The bookshelf was filled with BDSM books, and each of the doors was immaculately well-designed wooden doors with old-style patterns. The anticipation of sex coming crept through my spine as we walked with the boy towards the door and opened up the hidden entrance, and he looked at me with shiny eyes. He said nothing, and we stepped into the room with him walking into the Queen's den.
The room was just like it was when I met with Amber. The room was outfitted to the top with nothing but the best. There was a sex swing in the corner with matching restraints—a four-poster bed with bed restraints all over for various positions. You only had to pull the ones you wanted from under the bed, which I was sure we were going to use tonight. There was a Saint Andrew's cross and a wall full of various whips and paddles. From hard to soft whips, this room remained a dominant dream. The two hundred dollar pay we made the boy pay was going to be worth every penny and was quite cheap for the clean-up and use cost. I knew from talking to the owner that the business worked because of the drinking downstairs and that these rooms were mostly used for an hour max with a twenty-minute clean-up job, Dan pulled off. It was forty minutes when Dan wasn't here to keep with the same level of cleaning that people expected. The rooms were almost always used at least twice, if not three times a night.
Anyway, this was the hidden room, and we could get away with it. The bookcase closed behind us so no one would know the room was here, and Vivian would not give out the keys to anyone, not on the known and approved list. Giving us plenty of time to enjoy ourselves while others could use the other rooms.
We all looked at the Pillory and the large Cabinet of toys to play with a sub for hours. Each was in a little charging port that Dan made. Every time he introduced a new toy, it was only after he had everything ready for it. This room was the best of the best, and I loved it. I could not wait to find out what Amber was going to do with the Femboy. I could see in her eyes that she wanted to do something, and she was quick to say, "Strip."
The order came out that the little Femboy had to lose every scrap of cloth on him. His cock was locked in a tick steel drip that pressed to his balls, and both of them pressed up against them. Amber smiled, looking at him. His chest was a little puffy, and his nipples were protruding, showing both desire and his proclivities.
I brought my body up against his, and I took his hand again and let him grab my panties so he could feel my cock pressing against the latex panties, and he flushed. I brought it up and pushed his hand against my hard cock, and I asked, "What do you want to do with this, my little slut?" I asked.
"I- I want to suck it," He moaned a moment later, and I grinned. "I- I want you to fuck my throat."
"Hmm, Have you earned that, though?" Amber asked, pouring cold ice down him, his hand was now stroking my cock in my panties as he turned to the Queen of the night, taking a seat, and I pulled his hand out. Amber took a seat on the bed and pointed at her foot, and I joined her by her side.
It felt like a Queen and her right-hand woman as the femboy looked upon us. His caged cock throbbed visibly. It jumped, looking for the action, and the twist of lust and pain in its expression showed that the cage was working overtime right now to keep him in his place and soft. I smiled, and the boy got on his knees and looked up. Amber brought her heel up and smiled at him, showing him what to do.
His lips pursed, and he kissed her boot, and she kicked him lightly in return. "Clean it, you nitwit," She sneered, and he looked shocked but excited. It was a foot fetish thing I knew, and I watched as his tongue lashed out and lapped the red leather boot, and he moaned. Amber and I watched, and he brought himself forward, and my cock started to throb in anticipation. I walked over to the toys and started to pick out what we were going to start with. When I turned to look after a minute, Amber handed him licking her second shoe as the first was now glistening with a layer of his saliva.
Grabbing toys, I picked out a couple, and one was a vibrating cock ring to assist in fucking him silly and enjoying myself some more. Then I grabbed a small egg vibrator meant for the anus, and I grinned. Then I picked out a couple of things for my Queen, walked back over, and handed her the Nipple clamps.
The Genuine smile Amber gave me made me shiver, and I grinned as I held up the vibrator as the bitch went to town on her shoe. "Take it off, slave," Amber ordered, and he slowly assisted her in removing her leather boots her clean white feet appeared, and his caged cock jumped more.
I squatted and pressed my body against his back, and I whispered, "Do you like cleaning up filth toilet?" I asked, "Like cleaning up dirty fucking shoes like a fucking mop?" He shuddered, and I brought the toy forward to his vision, "Spit on it," I ordered, and he looked at the egg vibrator for a moment before spitting on it, and Amber kicked him in the face.
"Get back to work. You still have another foot, you stupid slut," Amber barked with dignity.
My hand brought the vibrator back and watched as Ambers's feet were enjoyed as I twisted the vibrator turning it on before pressing it to his asshole using the spit as lube. The vibrations made him tense and moan as I teased his asshole, and Amber shoved her foot into his mouth, making him suck on her toes. He moaned with his full mouth, and his body forced him to relax.
Then I struck, pushing in the vibrating egg, and my finger went in deep, and I found a clean little asshole inside as my finger went up to his prostate and pressed. He shivered as one would and felt my cock throbbing with need as I withdrew my finger, letting the vibrator work his prostate and soften it up for what came next.
He shuddered as my leather-covered breasts pressed against his back as he continued his work, and Amber chuckled darkly as she pushed him back with her foot. Her bare toes wiggled a little enticingly to the sissy bitch. She brought her foot under his chin and smiled, "Now, You should help my girlfriend with her problem," She said as I pressed my cock against his ass, and I felt him tremble.
"Yes, Queen," He moaned, and I backed off and I stood tall as he turned around. To slow for my liking, I grabbed him by the hair and pulled him to my leg, pressing his head against my bulging cock and pressing his face against my cock.
His eyes were on my bulge, and I slapped his cheek hard with my hand to wake him up. "Get to fucking work," I snapped, and he nodded against my Latex dress and his hands reached up and pulled down my latex panties, and my cock slapped him in the face as my cock released from my panties. He brought it down as his tongue licked the shaft of my cock pressing against his cheek. When my panties reached the floor, I stepped out, and Amber was moving in the background.
I watched Amber with steel handcuffs with a pink fur cover to stop them from damaging the skin, and she grabbed his hand, brought it behind him, and quickly cuffed his wrist. Amber quickly finished cuffing his hands behind his back, and my cock throbbed as he gasped. I pinched his nose and pulled my hips back, and I thrust my cock into his throat. I felt him gag a little as I pushed half my cock into his throat. He gagged hard, saliva covered my cock, and he shivered. I pulled his head back, and I thrust deep without caring.
The sound of him choking and gagging was throughout the room, and I pulled back and shoved my cock in deeper, feeling his throat stretching as he struggled. Did he want to be forced? Here was that force, and my hands held him hard, and I used him like a masturbation cup, and I moaned. His throat was tight, and it got tighter when I pushed in, and he gagged. I pulled my cock out for a moment and used one hand to slather the spit all over his face making him wince as I grinned, looking down at him. "You like that slut bitch?" I asked bluntly. "You like taking my cock like a fucking slut? I do not give a fuck if you are ready or not; my cock is going to explode before I pull out again," I told him, and he looked up at me with tear-stained eyes, and I loved it.
My spine tingled with pleasure, and I shoved my cock into his throat once again, but his body jumped as I noticed Amber behind him now as I was looking up. I was enjoying his throat, and he gasped and moaned as I fucked his throat like I would his ass pussy later. I moaned as Amber took the clamps and, while pressing her breasts against his back, clamped his nipples, then put a vibrator on a hook onto the clamps before backing off.
The moans and gags filled the room, and I moaned as I shoved my cock in and out faster and faster. Pleasure hit my head hard, and I got more and more into it. My cock was throbbing, and his body was jumping and moaning. I reached my peak and pulled out, and I exploded in his mouth before grabbing my cock and spraying the rest all over his face.
Sperm shot in long ropes down his face, covering it, and he shuddered as some of it hit him in the eyes. I did not care and continued to jerk my cock, caking his face with cum until I was finished. I moaned and backed off, and my cock throbbed, ready for another round.
The femboy coughed, and Amber smiled and pulled his hair back, "How did you like sucking real Futa cock, slut?" She asked, and he shivered in her hand.
"Amazing," He moaned, and I grinned. Amber grabbed the clamps and pulled hard, and he gasped.
"AH~! MY NIPPLES~!" He cried out with tears still streaming down his eyes, and she pushed him to the floor. She pointed at the Pillory, and I nodded.
I quickly adjusted things, and she undid the cuffs and pulled him up. He gasped, and she guided him over. We put him into the Pillory, ensuring he had no ability to move, and he pulled against the restraints a little as the wood held him still. Amber grabbed the Sex machine on an adjustable platform and then grabbed a strap-on. My sadistic smile echoed hers, and we both looked at him like a piece of meat to be used and abused.
"Ready or not, we are about to fuck you," I said.
"Oh, you are going to be screaming for hours from now on," Amber added with a promise. His body visibly trembled, and she grabbed two floggers. She passed me one, and I took the ass, and she walked up to his mouth, and we smiled at each other.
"Please, Queen, I want to cum," The Sissy bitch said, but we both did not care. I was thinking of denying him, but I knew Queen was originally thinking the same thing.
"You know, you have been such a good slut bitch. Sure, you can cum; I was thinking of edging you for hours. Instead, by unspoken agreement with my girlfriend, you may cum as much as you want. Even if you beg for mercy, we will let you cum," Amber told him, and he shivered, and she smiled and spat on his cum covered face, then shoved a long eight-inch black silicone cock into his throat; he gagged, and I grabbed a bottle of lube and a condom.
I covered and lubed up my cock then I pressed it against his ass, and I pushed against his little pussy. His asshole tightened as Amber thrust into his throat again and pulled out a moment later, and I heard him gagging and choking as she shoved her cock in and out of him hard. The moment his body loosened up, I pressed my cock into his pussy, and I moaned as the head of my cock felt him tighten up. Then I thrust home pushing the vibrator deep into him, and we both smiled and by unspoken agreement, we started to spit roast fuck tonight's prey.
He liked pain?
So we both started to whip him with the floggers, both of us with perfect technique hitting his back and ass as we fucked him. Amber had to stop to let him breathe and cough, and his ass was tight as he moaned. I felt him shiver, and he screamed. "CUMM–!" then Amber shoved her cock down his throat, cutting him off as I heard the dribbling of his cum all over the floor. We both moaned, and he shivered and tightened up, and I increased my speed. His asshole spasmed on my cock, and his body responded by him crying into the silicone cock and shuddering more.
The Sissy bitch quickly was reaching another orgasm, and I shuddered as I felt him spasm, and I was quickly reaching my peak, so I slowed down. He shuddered, and I ensured I pressed his weak little prostate. I pulled out, slipped the cock ring down my cock, then put it to the max, and my cock started to vibrate.
It was always intense to feel this, and I pressed against his little ass pussy, and it twitched, and I heard him moan. I shoved home the tip of my cock, touching the vibrator deep inside him, and I vibrated inside him, making him spasm more, and I pulled out. I shoved in, and I moaned, entering my own world. I slowly fucked him and felt his body twitch.
He was struggling, and the sound of his cum trickling through his cage as he cummed through his cage kept him soft. I brought the flogger down on his ass, then pulled back, then flogged him again as I shoved myself back deep into him, and we started to fuck him hard. I heard him cough and gag as Amber did her best to fuck his throat.
We both continued to make this Sissy bitch's first experience the most intense fuck ever. We both were enjoying ourselves fucking him, and I reached my peak, quickly picking up speed and feeling him cum. I shuddered, and I exploded deep inside hi.m I filled the condom deep inside him, and Amber grinned.
We both pulled out, and he coughed and sputtered again and gasped. "Oh, Fuck, too much," He moaned, "Please, Queen! I am so sensitive." He cried, and I pulled the condom off, moved the sex machine behind him, and smiled at Amber.
"Want to give him a show while he enjoys the machine?" I asked, and Amber grinned as I tied the knot and put the condom on Sissy's back, and she nodded.
She pulled down her leather pants and walked to the bed, "Fuck him with the machine hand me the remote!" She announced, and he shuddered. "I can't wait to hear him cum again and again." She noted, and I lined up the machine and set things up while Amber watched. We picked an eight-inch cock that was a little thinner than my cock, and I lubed it up with the long-lasting lube and covered the cock, and he shuddered.
"Queen, Please, Mercy, I- I would ra-"
"Enjoy cumming as much as you want. It is my Girlfriends turn to make me cum since your so fucking useless," Amber snapped; I finished and finished everything with the eight-inch cock deep inside him, his body shook, and I walked over, handing Amber the remote.
A moment later, I was behind Amber on the bed, both of us facing the Sissy bitch as we both got ready, and I found a dripping wet cunt between her legs. She shuddered as I lined my cock up to her pussy, and she began the show. She twisted the knob on the machine, and it started. He moaned, and I shoved my cock into Amber, which she instantly gripped like a vise. We were not paying attention to each other.
The show was about to begin, and we had a nice view of everything. His body shuddered, and I noticed the small puddle under him. His cage was dripping with a clear white fluid, and the machine started to pump in and out of him as I started to fuck my dominant girlfriend, she moaned as I pleasured her, and my thumb teased her asshole for the flavor of it.
Then the Sadistic bitch turned the knob, and the warm-up was over, and the machine started to thrust into him again and again. It was in and out once a second, and he shuddered and cried out, "Oh~! OH~! OH~!" His hands strained against the restraints, clearly trying to reach his mouth, and his body trembled more, and he gasped, "I–I–-I~! I AM GOING~!" Amber turned the dial, and the speed picked up, and the machine was in and out of him more than twice a second, and it was loudly fucking him. My cock throbbed as I watched him struggle to cum, and I saw his little cage shudder and a clear fluid shot out the cage onto the ground then he screamed unintelligibly, and the machine did not stop, and he moaned as we watched.
Amber gripped me harder, and she moaned louder, "Oh, Fuck," She was barely audible under the screams of the sissy as the machine tumbled his little prostate, and I shuddered as I was reaching my peak as I watched. It was amazing, and he clearly was reaching a hard peak again. It looked like an intense orgasm as he spasmed and screamed, but we both loved it. Watching him scream and the pissing of his cum out of the cage made us both moan, and the pool grew under him, and I felt Amber orgasm on my cock, which swiftly made me shudder and throb, and I peaked.
We came again, and I smiled, "Go another round, say, Make me cum before a break?" I asked, and Amber nodded and slowed it down so we would not break him.
"I wonder how many intense orgasms he can have in the time it takes for you to cum five times inside me without pulling out," Amber asked.
"Let's find out," I said, and the shuddering sissy before us seemed not to have heard us.
That was unfortunate for him.
Not that it would make a difference.
A moment later, Amber turned the dial, and he woke up as the machine started to fuck him again. His screams were delightful, as were his forced orgasms.
I felt better already.
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