Showing posts with label milked dry. Show all posts
Showing posts with label milked dry. Show all posts

Friday, 15 April 2016

OCS Cadet Cumming 9 Times

My last blog post reminded me of this session that happened some time ago. 

Yes, I wasn't telling a tall tale when I wrote the title of this blog post. This was probably one of the most intense and tiring, yet fun and satisfying sessions I ever had. I have never known anyone who can cum so many times but this boy is really awesome.

When he contacted me, he was already super horny as he had not cummed for 5 days. He kept texting me to ask if I could meet him early as he really needed to relieve his blue balls. But as I was busy with work, he had to be patient and wait for me to edge and milk him. 

After several failed attempts at scheduling a session, we finally managed to meet up that Saturday afternoon. It was more than a week since he released his load. Being young, naturally his ranging hormones were causing him a lot of agony. 

The big day came and I booked a hotel room specially for our session. Being unfamiliar with the area, he went to the wrong hotel and was late. Though it was his first bondage session, I told him that I have a pet peeve on lateness, and I won't go easy on him as he had to be punished for making me wait for more than half an hour.

When he arrived, I was surprised to find out that he was fairly tall, only slightly shorter than me. He's easy on the eyes and has broad shoulder and a nice big chest. A pair of black frame glasses sat above his nose, giving him a geeky look.

I told him to remove his berm shorts. To my surprise, he was wearing a pair of grey tights that wrapped tightly around his muscular thighs. The tights hugged his bubble butt firmly and I couldn't resist the urge to squeeze and slap his ass.

He was ordered to change into his Officer Cadet School (OCS) red singlet and red shorts. I was enjoying myself by simply standing there watching the young meat changed as per instructed.

Once he was in the sexy red OCS attire, I pinned him against the wall and bound his hands together behind his back. His cock was super excited and was standing at full attention. I grabbed his hard rod and squeezed it, attempting to soften it so I could trapped his 6-inch boner in the CB6000 cock cage.

The boy likes bondage and it was hard to control his excitement. I put a neoprene hood over his head and sealed him into darkness. Once he was in the sub zone, it became evidently harder to squeeze his dick into the cock cage. I tried several times before giving up.

That's when I decided that if I couldn't deny him of an orgasm via chastity, I would make him feel worse by milking multiple ruined orgasms from him.


I had him lie spread eagle on bed while I tied his hands to the side and his legs to the bottom of the bed frame. Lubing up my finger, I slowly massaged my way into his hole. His ass was tight but I took my time to gently loosen him up. Once he was ready, I probed his hole with an Aneros. The moment the prostate massager went in, his cock was throbbing non-stop.

Then the edging started. I would jerk off his cock and gave it a few light slaps on his cock and balls to prevent him from cumming prematurely. After several times, he was moaning uncontrollably. I knew he would erupt soon and I managed to stop in time to watch his cum juice flowed from the tip of his cock onto his lower abdomen.

His cock remained rock hard and it was a sign that the little fellow was craving for more. After 30 seconds of rest, I continued on the routine of edging follow by light CBT until I was able to milk another 2 ruined orgasms from him. 

Total count now: 3 ruined orgasms

I felt that it was too easy for him to cum so I took a shoe string and tied it around his cock and balls. His dick looked very beautiful with the veins popping out. I removed the Aneros and replaced it with the small size anal beads. Again, I applied lube on the ass toy and slowly poked it into his tight ass.

I went on to edge him. This time the strokes were more rapid and he was grabbing onto the pillow as I attempted to milk another load from him. Soon, his body was jerking and it was a sign that he was close to climax. I pulled away my hands and heard him groan as another load of ruined orgasm was forced out from him.

"When the last time you cum before meeting me?" I questioned him. "More than a week," he murmured. "How many times shall I milk you today?" I asked, and he replied, "7, Sir." "Then I will milk you 10 times today!" "Yes Sir," he said.

I released the cuffs that had held him securely bound to the bed and guided him to stand facing the wall. Taking the coil of rope on the dressing table, I wrapped it around him in a simple Shibari style around his torso. I made effort to ensure that the rope work was tight to arouse him but not too tight to cut off his blood circulation. His cock was semi-hard and leaking precum. I licked his nipples through his red singlet, forming two wet patches on his chest.
His cock was throbbing non-stop, he was simply too excited from being rope bound. I gave his manhood a few light slaps and it jumped. He seemed to have a very sensitive boner. I stood behind him and sniffed his neck while grabbing onto his chest. I guided his hands downwards and let him fondled my hardon as I proceeded to edge him again. 

This time, I managed to find out the most sensitive spot on his cock. He struggled really hard, I had to hold on to the Shibari to prevent him from breaking free. I carried polishing his dick in a circular motion with silicone lube until he cummed again. 

Total count now: 5 ruined orgasms 

I guided him to sit close to the side of the bed and began slow teasing his cock in a circular motion again. His body kept jerking as I continue to edge him. I couldn't believe that his dick was still rock hard after 5 ruined orgasms. 

I went on to finger him, and realised that the anal beads had come out while he was struggling during the 5th ruined orgasm milking. 

The 6th ruined orgasm happened when he was seated facing me. He was on the edge and he cummed as I was fingering his hole. 

I continued to play with him by rubbing our hard cocks together. He struggled a lot and almost cum, all the while moaning and begging that he's going to cum. 

The horny boy was lost in his own sub space and was moaning so loadly forgetting that we were at a hotel. When asked how many time he had cum, he replied, "Five." But in reality, it was six. 

I was playing with his left nipple as I watched his 7th cum load dripping slowly onto the carpet. The housekeeping staff would have a hard time cleaning up the room tomorrow. 

I checked if he required a break for water but he replied No. When I asked if he wanted to cum some more, he eagerly said Yes. And his semi hard cock immediately turned fully hard again. 

Standing behind him, I proceed to edge him again. Changing position to stand facing each other, I grabbed his cock and rubbed it between my legs and alternate with rubbing our dicks together. 

The 8th ruined orgasm came while I was fingering his hole and I managed to force out a drop of juice from him. 

Finally, after more than 3 hours of non-stop edging, dickhead polishing and ass play, I was getting tired. I ended the session by jerking off his hard cock and milked a full orgasm from him. I kept stroking his dick until he was struggling with the post-orgasm torment. 

Grand total count: 8 ruined orgasm + 1 full orgasm 

Friday, 9 October 2015

Smooth, Muscular Sub

I'm not normally a fan of legs, but last night's session hit the spot. He is a mid-30s guy with smooth, hairless legs and sexy, muscular thighs. Nowadays, I start to workout more and I have a new found appreciation for guys who invest time and energy in body building.   

It was a session which we had planned for a long time. We spoke about it before my USA trip to San Francisco. He is a newbie, curious about the world of BDSM. I was hoping to be the first guy to introduce him to kink. But he had already scheduled to meet another dom and I had to be away. But he promised not cum for 7 days before we meet as a treat for me.

Yesterday was another stressful day at work. I was worried that I might not be able to complete my work before meeting him. During lunch, he texted to say that his regular fuck buddy had messaged him, asking for a quickie. Knowing he was extremely horny, I was expecting him to sneak out for the escapade. But he was quick to say that he had rejected the request and saved his load for me to milk him instead.

As I initially told him I might be late, he decided to head for a workout first. He said pumping iron would make him more horny, so I was looking forward to fondle his hard muscles and a good time squeezing his chest and pecs. Luckily, I managed to finish work on time and have time to head to my gym for a quick workout before meeting him. 

My taxi drove into along the street and picked him up after his gym session. He wore a button up shirt as instructed. On the way back, we chatted on casual stuff, while my eyes were staring at his muscles and thinking of ways to induce pleasure till it tortured.

After our shower,  I led him into the bedroom. He was blindfolded with his arms stretched above his head bound by the door straps. Slowly, I undid the buttons on his short sleeves shirt. I unbuttoned the top 3 buttons and teased him by grabbing his big, smooth chest and fondling his nipples. I enjoyed caressing his fit body, grabbing his butt and feeling his crotch.  

I peeled open his shirt to lick his nipples which caused him to moan softly. His semi-hard cock immediately turned rock hard. I unbuckled his jeans and allowed them to drop down at his knees. I continued to toy with his sensitive nipples before stripping his jeans away.
Turning him to face the door, I removed his shirt and secured his hands to the door straps once again. I grabbed his hair and pulled back his head leaving his exposed nipples in a vulnerable situation. My hands reached for his pink nipples to tease him and grabbed his hard chest and abs.

My right hand invaded his white undies and I reached lower to finger him. I pulled back the elastic band and let it smack against his lower back. His briefs were pulled down slowly exposing his bubble butt and I knelt down to rim his ass. When his ass was properly worked on, I took the Aneros and gently probed it into his hole while playing with his nipples to relax him.

I turned him back to face me so I could have easier access to suck his nipples. By now his precum was already leaking. I scooped it with my finger and fed him with his own juice then licked his cock head.

Using the ropes I had, I did a shibari bondage on him. Once completely, I removed the blindfold and showed him in front of a mirror while fondling his smooth body. I pulled out his cock from his undies and stroked it gently. 

I guided him towards the bed and got him to lie on his bed in spread eagle position while I bound his hands to the side of the bed. Pouring some silicone lube onto my left palm, I began to edge him slowly. Once he got on the edge, I would slow down and stroked his hard cock gently. 

Several times he was so close to cumming. I would form an O with my fingers and made him thrust against my hand. My free hand went on to molest his smooth thighs and big, hairless chest. It was an intense session as he almost shot his load several times but was held back by me.
Finally, he couldn't hold back anymore and cum without permission. I stopped edging to give him a ruined orgasm and watched his non-stop massive outflow of his cum juice which had been stored for 7 days. When he thought it was over, I grabbed his hardon and began to milk his cock for another load again. He struggled as his dick had gotten more sensitive and his balls were almost dry. I managed to squeeze out the remaining load before he had a dry orgasm.  

I kissed him as a reward for being a good boy. He was untied. We embraced and rest until we both had recovered before heading to the shower to clean up. 

Tuesday, 13 January 2015

The MP Boy and a Cum Slut (Part 2)


I kept jerking off the MP boy until he was milked dry and emptied his balls. His cum juice was all over the cum slut. I tried my best to avoid the cum stains when I put the blindfold over the cum slut's eyes and tied his hands behind his back.

When I released the MP boy from bondage, he was surprised to see a hunky gym fit boy kneeling in front of him, with the Adonis' body covered with cum. I led the MP boy out for him to shower and change, before returning back to the bondage room. 

The cum slut puts in a lot of effort to work out in order to achieve a body worthy for cum dump. Previously, he shared that his wildest bukkake experience was an overnight session when a white guy cum dump 9 times on him. He was not allow to shower or cum until he went home. During the night, he was awaken many times to be edged and getting more cum dumped on him; every time with the white guy cumming like a horse. Before he was pushed out of the house, the white guy grabbed the cum slut's FBT shorts and used it as a cum rag for his last cum and made the cum slut wear them home. Everyone on the train was staring at him. When he finally showered his cum stained body, the water turned white. 

By the time I returned, the cum juice had dried up, forming patches of cum stains on his chiseled body. I picked up the nipple clamps, pinched his chest and clipped them on the tip of his nipples. Immediately, precum was oozing from his cock. I held his cock and stroked it, then slapped his dick and balls, sending him moaning. 

I grabbed his muscular chest and told him to flex his biceps while I groped his arms. He loved it when I muscle worshipped him, it makes him feel really horny. I would talk dirty to him while I grabbed his muscles, telling him how much I loved his iron pumped body and running my fingers down his torso to caress him slowly. 


After some time, I tugged the chain connecting the nipple clamps and pulled them off his nipples, causing him to moan. I loved to fondle his smooth, well-defined torso. He was hairless. He made effort to shave off every inch of hair from his arm pits and pubic. His smooth pubes made his 4" dick look bigger. I enjoyed stroking his smooth thighs which I wasn't sure if he had shaved them or he was naturally hair-free. 

I pinned against the wall. In the stand position, I attached a pair of nipple suction clamps and draw the air in, causing him to moan and his cock getting rock hard and leaking precum once again. At the same time I was jerking my cock, feeling horny from watching him so helplessly bound, I shot my load all over him. To add to his predicament, I sandwiched his balls between the flaps of the ball crusher, leading him to secrete stringy precum. I then pulled off the nipple suction and began sucking and fondling his nipples avoiding the cum trails that had dried up on his chest. 

Next, I made him sit on a chair and tied his torso to restrict his mobility and his wrists behind the back of the chair. I filled a water bottle up and tied it to his balls. Naturally, CBT was administered. I would alternate between slapping his balls and cock with caressing of his muscular body and sucking on his nipples. I gave him a few sniffs of poppers, to make him more horny. Then fondled his nipples again or stroked his inner thighs. 

I released him from the chair bondage and got him to lie on the floor. Massaging his ass hole slowly, I began to finger him. After being able to insert two fingers in, it was time to pop his cherry by forcing the vibrator egg in. Needless to say. he was moaning like bitch in heat. I gave him more poppers before doing more muscle worshiping and edging his rod.

After playing with his ass, I had him stand leaning against wall again, while my hands worked fast to tie him up in Shibari bondage. I switched on the vibrator egg, once again causing him to quiver uncontrollably. I fixed a lot of nipple clamps attached with weights onto his sensitive nipples and continued to grab his muscles. He loved it when I fondled his tight body and moaned like a slut. It felt so hot that I had to jerk off till. I cum a second time. Being a cum slut, he wanted more cum dumps and begged me to invite my friend, the owner of the bondage room, to cum on him. In return, he promised to gym harder for a cum dump worthy body.


I went out of the room to find my friend. He wasn't in the mood to waste his cum on this cum slut but he didn't mind toying with him. At this point, I was feeling exhausted after cumming twice and 5 hours of non-stop play time. I gave them some time alone and went to shower. When I return, the cum slut was tied up in spread eagle position on the floor. His legs were hanging in the air supported by ankle cuffs. My friend was edging and the vibrator egg was still inside his butt,. We wrapped his cock with a towel and tied it into a ball, and used a handheld massager to stimulate his genitals.

Feeling tired, I planned to release him after my friend had his fun. but the cum slut didn't want to cum. I gave him the rule that if he didn't let me milk dry his balls, he was not going to shower and had to wear the cum stains home. Being a hygiene freak, he reluctantly agreed to let me drain his balls dry. I played with his nipples and squeezed his pecs while he was jerking off. 

Soon he was moaning as him emptied his balls. He was shooting his cum juice all over the place and some landed on me even thought I was behind him. I spread his cum over his body, rubbing his man juice all over his torso. I waited till the cum had dried on him before allowing him to wash up.