Prostate Milking Endless Orgasms
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I awoke feeling drowsy and unaware of my surroundings. My eyes struggling to adjust due to a bright light above me, I could hear muffled voices and what sounded like someone in pain from another room. At that point I noticed that I couldn’t move my arms or legs! I could move my head slightly and looked down and to my surprise I was lying naked. The voices I could hear from the other room started to be clearer, I could hear two male voices, and another person who was making loud moaning noises. The two men seemed to be laughing.
Looking around the room I could see that the walls were mostly covered with mirrors and what looked like a couple of cctv cameras. I was wondering what had happened to me. The last thing I could remember was being in a gay bar talking to a group of men and we had been chatting about fantasies. I am 24 years old and had recently started to cross dress. I noticed the tight top and small pink skirt I had been wearing hanging on the wall. Below them were my high heels. I start to wonder if I had told someone about my darkest fantasies about being dominated. This started to excite me a little, my heart beating a little faster. My 7 inch penis starts to grow slightly. Could this be my dream coming true?
The voices from the seem to be getting closer, I start to breathe heavier and hear the handle of the door move. I shut my eyes and pretend to be asleep. I can now hear their voices clearly. At least two men are now in the room with me. As they are talking to each other I realise I don’t recognise any of the voices. I hear one of the men say “look he is awake” my heart is now beating out my chest. I then feel a hand on my chest, they know i am awake. I open my eyes fully and see two faces looking down at me. Both wearing black balaclavas so I can’t see their faces. I notice how muscular these two men are. I am of a small build, about 5’6 tall and about 66kg. I really do like a tall muscular man. So I’m very impressed with these two men.
Both men still standing over me, I feel their hands begin to touch me. Rubbing over my chest over my shoulders and down my arms to my hands. One takes his hands from my ankles up my legs toward my thighs, over my thighs up to my hips. I hear one of the men say “let’s prepare the subject” just then I feel a cold substance land on my stomach making me inhale heavily. Both their hands back on me rubbing this cold substance all over my body. I think they have covered me in some sort of lube. My penis is semi erect now as this massage feels great. A pair of hands are now rubbing the lube all over my balls and penis. It feels fantastic. My penis is getting harder and harder. They seem to like rubbing my cock as now both have their hands on my now rock hard cock.
“he is ready” one of the men says. He then shouts “bring in the machine”. My heart is pumping fast with excited and nerves. I’m frantically trying to see the door. As the door opens I can see another man with a balaclava on, he has a big machine on wheels and is pushing it toward me. He positions it hanging over me. They turn the machine on and I can hear what sounds like a pump, one of the men swings some sort of arm around and positions it right above my rock hard penis. It is some sort of suction device! One of the men leans over me and says “your dream is about to come true sissy slut, you are about to be milked dry” to this I reply with a whimpering yes please.
more lube is then poured over me, my cock is not covered in lube and small amounts of pre cum that has leaked. A hand takes hold of my penis and holds it tight as the suction machine is lowered towards it. I’m breathing so heavy, how is this going to feel?! The man holding my rock hard cock then says hold on! “I want to taste him first” he leans over and takes my mushroom head in his mouth. Sucking hard only on my head he sucked pre cum out of me. Leaning back up he says “now he is ready”. The machine now right at the tip of my cock I can feel the strength of it.
It then takes the full head of my cock in the machine. Wow it feels intense. Slowly the machine is moved down my shaft. It is sucking my cock so hard, pumping up and down on my shaft. There is a see through tub attached, it is sucking any cum up the tube and into tub. I notice the tub is over half full! That isn’t all my cum as I realise the moaning I had heard earlier were other men who had been milked dry. This turned me on so much and I let out a huge moan. “He’s loving this” one of the men said. I was, I really was. It was getting to much for me. The machine was pumping my cock at a steady pace. I knew I wasn’t going to last much longer. Two of the men still rubbing my oily body the other controlling the speed of the machine. He was slowly making it go faster, the machine was now pumping my hard cock really fast. He knew I was going to cum. He could see it on my face as I stared into his eyes. Moaning louder my body starts to twitch involuntarily. “He’s going to cum” one of the men says, “go faster” the other says. One slides his finger into my mouth and I starting sucking on it just as the first rope of my cum shoots from my cock and into the machine. Sucking his finger hard as my full load is sucked up the machine and into the tub. It felt incredible. One of my desires had just came true. The machine started to slow down as my penis softened. My cock is then pulled from the machine and all three men take a shot of sucking on it removing what is left of any cum and lube. It’s so sensitive And sends shivers all over my body. They continue to suck my cock and rub my body for a few more minutes. I am tired after the intensity of it all. They tell me to go back to sleep.
I have no idea how long I slept for this time but i wake up much more alert this time. I am now bent over a table with my wrists and ankles chained to the legs of the table. I notice I am now wearing my short mini skirt and heels From the night before. The men return a short time later and ask if I enjoyed round one! Round one I ask myself? How many rounds are there going to be! I am asked “are you ready for another of your fantasies to be fulfilled?” I hesitantly say yes. In truth I’m super excited. I love all of this. I have had fantasies of being dominated for years. Again the 3 men start to rub their hands over my smooth body, lubing me up again as they go. Their hands now reaching my skirt, it is lifted to my hips unveiling my hairless asshole. Lubing my tight hole and all over my hanging cock and balls. It already feels great, my cock is getting hard again. It is pretty sore from the suction machine but the pleasure is more than the pain. One of the men shouts “the slut is ready” a few seconds pass and I hear the doors swing open, I can hear more voices! Now in the room five men are circling me. All now walking around me with their semi hard cocks in hand. Touching my ass, cock and balls as they pass by me. I am excited by it all, am I going to be fuck by all these men? Another one of my fantasies. My ass cheeks are then held open as I feel one of the men begin to eat my asshole. His tongue licking from my Balls to my hole. He is licking me out. They move around in the circle all taking turns of eating my ass and sucking my cock and balls from behind. Back to the first man and he now has his finger inside my tight ass. It feels incredible. My cock is already leaking pre cum. He is squeezing my balls as he fingers my tight ass. All men take a turn fingering me. A puddle of pre cum on the floor below me. They are milking me again. What can be next??
the first man is now behind me again! I can see all the men around me stroking their hard cocks. My cock is rock hard too now. “Time to get fucked” one of the men say. I feel the head of the first mans penis at my tight asshole. He spits down onto my crack and it’s slides down to my hole. He lubes his cock and pushes his head inside my ass. I let out a loud moan. He’s pushing it in balls deep. The rest are all watching eagerly as he is now balls deep in my ass. He starts off slowly but I know my tight ass will feel amazing, he is quickly fucking me hard and fast. The whole table is shifting forward. I tell him to fuck me hard and fill me with your cum. He is close, I can tell. I’m squeezing my ass trying to make it as tight as I can. He shrieks as he unloads in my ass. I have just taken my first ever creampie and I loved it. I can feel it inside me. Slowly he pulls his softening cock out of me followed by a load of cum, he spanks my ass so hard I let out a small scream. I’m reality I loved it. But pretend to be scared. The second man is now already positioned behind me. He is smaller than the first man. But he is making up for it in effort! He is fucking me hard and fast from the get go. His balls smashing into me with every thrust. He didn’t last long at all, only few minutes before he’s grunting heavily and filling me with his hot semen. Fully expecting another slap on the ass ass he pulls out of me I ready myself for it. But it doesn’t come sadly. Instead he grabs my hair pulling my head back he shoves his semi erect cock into my mouth and says “taste your ass you slut” this was the first time I had tasted my own ass, along with cum. It tasted great. Before I knew it the third man is inside me. Still sucking on the cock I am now being double ended. The man fucking me is pushing my head further down onto the cock, basically choking on his cock my eyes start to water with tears running down my cheeks. Just thence number four drags him away and pushes his own cock into my mouth. He cums instantly down my throat! Watching me get fucked must have been too much for him. It’s a huge load he shot into my mouth. Looking me right into my eyes he tells me to swallow. I do as he says swallowing every drop. He pulls his cock out my mouth and leaves me with a hard slap to the face. He knows me well as I love being slapped. I had almost forgot about man number three going to town on my ass. He is fucking my ass hard and fast now I can feel all the cum in there already along with his cock. I ask him “are you going to cum in me daddy” this makes him thrust harder. My cheeks slapping of his thighs loudly, the other men egging him on. He grabs onto my skirt and thrusts deep into me and shoots his load. He pulls his cock out fast. I was overflowing with cum now I felt it pour out my ass and splash onto the floor. He bends down between my legs and starts sucking on my hard cock tasting all my leaking pre cum. It feels fantastic. I’m exhausted with lack of sleep and being fucked. Man number five is now lined up behind me. He enters me with ease due to the amount of cum I have in me working as lubricant. Wow I like man number five already. He has a big thick cock I can feel every inch sliding into me. My asshole is gripping onto his cock because it’s so thick. It feels fantastic. It’s pushing me close to the edge. I’m moaning loudly and the men know I’m getting close, fucking me hard the thought of his huge cock fucking me sends me over the edge, I feel it build up in my balls. My cock still in the mans mouth I let out a yelp and say “ I’m cumming!!!” I shoot my sissy load into his mouth just as the man fucking me also cums as my asshole contracts as I cum. I have been fucked good and proper. I’m shaking after my huge orgasm. Cum spilling from my ass to the floor. I am then removed from my chains and handed the remaining clothes I wasn’t wearing. Walking by each man they give me a kiss and a squeeze of my ass and show me to the door. As I leave the building I turn to the men and thank them for a great time. The door is closed behind me and I can hear them high fiving each other. I’m glad I have maybe made their fantasies come true as they have for me. As I make my way home I am still shaking from my orgasm with cum dripping from my ass into my panties. After I make it home I have a fantastic sleep which felt like forever! I am awoken with a message to my phone. All it says is “same place on Sunday?” I text back with a simple “yes please”. Already thinking about what I should wear and what lies in store for me this time.
i cannot wait ;)
Looking around the room I could see that the walls were mostly covered with mirrors and what looked like a couple of cctv cameras. I was wondering what had happened to me. The last thing I could remember was being in a gay bar talking to a group of men and we had been chatting about fantasies. I am 24 years old and had recently started to cross dress. I noticed the tight top and small pink skirt I had been wearing hanging on the wall. Below them were my high heels. I start to wonder if I had told someone about my darkest fantasies about being dominated. This started to excite me a little, my heart beating a little faster. My 7 inch penis starts to grow slightly. Could this be my dream coming true?
The voices from the seem to be getting closer, I start to breathe heavier and hear the handle of the door move. I shut my eyes and pretend to be asleep. I can now hear their voices clearly. At least two men are now in the room with me. As they are talking to each other I realise I don’t recognise any of the voices. I hear one of the men say “look he is awake” my heart is now beating out my chest. I then feel a hand on my chest, they know i am awake. I open my eyes fully and see two faces looking down at me. Both wearing black balaclavas so I can’t see their faces. I notice how muscular these two men are. I am of a small build, about 5’6 tall and about 66kg. I really do like a tall muscular man. So I’m very impressed with these two men.
Both men still standing over me, I feel their hands begin to touch me. Rubbing over my chest over my shoulders and down my arms to my hands. One takes his hands from my ankles up my legs toward my thighs, over my thighs up to my hips. I hear one of the men say “let’s prepare the subject” just then I feel a cold substance land on my stomach making me inhale heavily. Both their hands back on me rubbing this cold substance all over my body. I think they have covered me in some sort of lube. My penis is semi erect now as this massage feels great. A pair of hands are now rubbing the lube all over my balls and penis. It feels fantastic. My penis is getting harder and harder. They seem to like rubbing my cock as now both have their hands on my now rock hard cock.
“he is ready” one of the men says. He then shouts “bring in the machine”. My heart is pumping fast with excited and nerves. I’m frantically trying to see the door. As the door opens I can see another man with a balaclava on, he has a big machine on wheels and is pushing it toward me. He positions it hanging over me. They turn the machine on and I can hear what sounds like a pump, one of the men swings some sort of arm around and positions it right above my rock hard penis. It is some sort of suction device! One of the men leans over me and says “your dream is about to come true sissy slut, you are about to be milked dry” to this I reply with a whimpering yes please.
more lube is then poured over me, my cock is not covered in lube and small amounts of pre cum that has leaked. A hand takes hold of my penis and holds it tight as the suction machine is lowered towards it. I’m breathing so heavy, how is this going to feel?! The man holding my rock hard cock then says hold on! “I want to taste him first” he leans over and takes my mushroom head in his mouth. Sucking hard only on my head he sucked pre cum out of me. Leaning back up he says “now he is ready”. The machine now right at the tip of my cock I can feel the strength of it.
It then takes the full head of my cock in the machine. Wow it feels intense. Slowly the machine is moved down my shaft. It is sucking my cock so hard, pumping up and down on my shaft. There is a see through tub attached, it is sucking any cum up the tube and into tub. I notice the tub is over half full! That isn’t all my cum as I realise the moaning I had heard earlier were other men who had been milked dry. This turned me on so much and I let out a huge moan. “He’s loving this” one of the men said. I was, I really was. It was getting to much for me. The machine was pumping my cock at a steady pace. I knew I wasn’t going to last much longer. Two of the men still rubbing my oily body the other controlling the speed of the machine. He was slowly making it go faster, the machine was now pumping my hard cock really fast. He knew I was going to cum. He could see it on my face as I stared into his eyes. Moaning louder my body starts to twitch involuntarily. “He’s going to cum” one of the men says, “go faster” the other says. One slides his finger into my mouth and I starting sucking on it just as the first rope of my cum shoots from my cock and into the machine. Sucking his finger hard as my full load is sucked up the machine and into the tub. It felt incredible. One of my desires had just came true. The machine started to slow down as my penis softened. My cock is then pulled from the machine and all three men take a shot of sucking on it removing what is left of any cum and lube. It’s so sensitive And sends shivers all over my body. They continue to suck my cock and rub my body for a few more minutes. I am tired after the intensity of it all. They tell me to go back to sleep.
I have no idea how long I slept for this time but i wake up much more alert this time. I am now bent over a table with my wrists and ankles chained to the legs of the table. I notice I am now wearing my short mini skirt and heels From the night before. The men return a short time later and ask if I enjoyed round one! Round one I ask myself? How many rounds are there going to be! I am asked “are you ready for another of your fantasies to be fulfilled?” I hesitantly say yes. In truth I’m super excited. I love all of this. I have had fantasies of being dominated for years. Again the 3 men start to rub their hands over my smooth body, lubing me up again as they go. Their hands now reaching my skirt, it is lifted to my hips unveiling my hairless asshole. Lubing my tight hole and all over my hanging cock and balls. It already feels great, my cock is getting hard again. It is pretty sore from the suction machine but the pleasure is more than the pain. One of the men shouts “the slut is ready” a few seconds pass and I hear the doors swing open, I can hear more voices! Now in the room five men are circling me. All now walking around me with their semi hard cocks in hand. Touching my ass, cock and balls as they pass by me. I am excited by it all, am I going to be fuck by all these men? Another one of my fantasies. My ass cheeks are then held open as I feel one of the men begin to eat my asshole. His tongue licking from my Balls to my hole. He is licking me out. They move around in the circle all taking turns of eating my ass and sucking my cock and balls from behind. Back to the first man and he now has his finger inside my tight ass. It feels incredible. My cock is already leaking pre cum. He is squeezing my balls as he fingers my tight ass. All men take a turn fingering me. A puddle of pre cum on the floor below me. They are milking me again. What can be next??
the first man is now behind me again! I can see all the men around me stroking their hard cocks. My cock is rock hard too now. “Time to get fucked” one of the men say. I feel the head of the first mans penis at my tight asshole. He spits down onto my crack and it’s slides down to my hole. He lubes his cock and pushes his head inside my ass. I let out a loud moan. He’s pushing it in balls deep. The rest are all watching eagerly as he is now balls deep in my ass. He starts off slowly but I know my tight ass will feel amazing, he is quickly fucking me hard and fast. The whole table is shifting forward. I tell him to fuck me hard and fill me with your cum. He is close, I can tell. I’m squeezing my ass trying to make it as tight as I can. He shrieks as he unloads in my ass. I have just taken my first ever creampie and I loved it. I can feel it inside me. Slowly he pulls his softening cock out of me followed by a load of cum, he spanks my ass so hard I let out a small scream. I’m reality I loved it. But pretend to be scared. The second man is now already positioned behind me. He is smaller than the first man. But he is making up for it in effort! He is fucking me hard and fast from the get go. His balls smashing into me with every thrust. He didn’t last long at all, only few minutes before he’s grunting heavily and filling me with his hot semen. Fully expecting another slap on the ass ass he pulls out of me I ready myself for it. But it doesn’t come sadly. Instead he grabs my hair pulling my head back he shoves his semi erect cock into my mouth and says “taste your ass you slut” this was the first time I had tasted my own ass, along with cum. It tasted great. Before I knew it the third man is inside me. Still sucking on the cock I am now being double ended. The man fucking me is pushing my head further down onto the cock, basically choking on his cock my eyes start to water with tears running down my cheeks. Just thence number four drags him away and pushes his own cock into my mouth. He cums instantly down my throat! Watching me get fucked must have been too much for him. It’s a huge load he shot into my mouth. Looking me right into my eyes he tells me to swallow. I do as he says swallowing every drop. He pulls his cock out my mouth and leaves me with a hard slap to the face. He knows me well as I love being slapped. I had almost forgot about man number three going to town on my ass. He is fucking my ass hard and fast now I can feel all the cum in there already along with his cock. I ask him “are you going to cum in me daddy” this makes him thrust harder. My cheeks slapping of his thighs loudly, the other men egging him on. He grabs onto my skirt and thrusts deep into me and shoots his load. He pulls his cock out fast. I was overflowing with cum now I felt it pour out my ass and splash onto the floor. He bends down between my legs and starts sucking on my hard cock tasting all my leaking pre cum. It feels fantastic. I’m exhausted with lack of sleep and being fucked. Man number five is now lined up behind me. He enters me with ease due to the amount of cum I have in me working as lubricant. Wow I like man number five already. He has a big thick cock I can feel every inch sliding into me. My asshole is gripping onto his cock because it’s so thick. It feels fantastic. It’s pushing me close to the edge. I’m moaning loudly and the men know I’m getting close, fucking me hard the thought of his huge cock fucking me sends me over the edge, I feel it build up in my balls. My cock still in the mans mouth I let out a yelp and say “ I’m cumming!!!” I shoot my sissy load into his mouth just as the man fucking me also cums as my asshole contracts as I cum. I have been fucked good and proper. I’m shaking after my huge orgasm. Cum spilling from my ass to the floor. I am then removed from my chains and handed the remaining clothes I wasn’t wearing. Walking by each man they give me a kiss and a squeeze of my ass and show me to the door. As I leave the building I turn to the men and thank them for a great time. The door is closed behind me and I can hear them high fiving each other. I’m glad I have maybe made their fantasies come true as they have for me. As I make my way home I am still shaking from my orgasm with cum dripping from my ass into my panties. After I make it home I have a fantastic sleep which felt like forever! I am awoken with a message to my phone. All it says is “same place on Sunday?” I text back with a simple “yes please”. Already thinking about what I should wear and what lies in store for me this time.
i cannot wait ;)
Madison
- 11.02.2023
- 8
- 0
