Executive Business Trip

I haven't seen him for almost one year since he moved back to the big city. He used to be lean and toned but he had packed up more lean muscles now. Looking at his photos, he had been going to the gym religiously every day before and after work.

The following story is our role playing session.

He is now a senior manager at a large corporation and since I happened to be passing through the city, I contacted his secretary to arrange for a business meeting. Using an alias, my plan was to give him a surprise. Sure, we could talk business, but after our butt business.

I kept him in the dark and he told his boss that he had to go to the hotel to meet an important client. 

When he arrived, the receptionist instructed him to go up to my room. Hesitant but wanting to close the deal, he took the lift up and knocked on my door. He was surprised to see me. I ushered him in and closed the door behind us. 

He had to use the washroom. When he came out from the toilet, he was cornered. He tried to resist but his crotch was groped and his nipples were getting licked. Ropes and gears were lay out on the bed.

Soon, translucent spots on his crisp, white shirt. I grabbed his hands and tied them behind the back. He struggled but he knew it's futile. It's an ordeal he had to go through in order to secure the deal. He hates to be whoring himself to seal business but his body was responding sexually to the caressing. His cock was hard from getting pleasured from the nipple licking. 

He was ordered to kneel. Helplessly, he obeyed and waited anxiously as I pulled out my 6" cock and coaxed him to open his mouth to feed my meat. He did his best not to choke and gradually let my dick slid in and out without gag reflex.

I ordered him to stand and untied his wrist. His hands reached for his crotch and was stroking his own 7" hard cock inside his pants. His embarrassed predicament soon gave way to hedonism.

Pinning him against the wall. I forced a kiss on him and moved my face slowly rubbing against his neck. My hands reached behind and grabbed his firm, bubble butt. He let out loud moan as I squeezed his ass. I took his hands and guided him to tease my nipples. My cock was raging hard and I could fuck him on the spot. 

I carried him and dumped onto the couch. Soon, he was blindfolded and his hands were strapped to the side of the bed. His pants were stripped off and his ass was fingered and lubed up. He knew what awaited him next. Nervous, he breathed loudly and kept shaking his head. 

A prostate massager was forced into his tight butt. His cock was getting hard and leaking precum. He felt humiliated, and ashamed of himself for reacting positively to the pleasure. He hated it when he was objectified and attention was focus on his prick and hole. He was vulnerable and he was liking it.

I pulled out the prostate massager and pushed my fingers in. His hole was still tight so I played with his nipples to relax him. He began moaning louder and caused me to get even more excited. My cock was throbbing as I listened to his helpless moaning. It was time to fuck. His ass were spread wide as I pushed my cock in. He groaned loudly as my dick was entering him. But soon, his loud cries turned into sensual moaning. We experimented with several missionary positions - with one leg up, with both legs wide apart.

As I pulled out my cock, a vibrator ball was shoved up his hole. I edged his raging hard cock and he was so close to cumming several times. Each time he cried, "Cumming, I'm cumming", I would slapped his dick and balls to cum control him. Finally he was unable to hold back, he was moaning and breathing heavily as he spilled his seed from a ruined orgasm. 

But cock was still hard. I climbed onto the bed and ordered to ride my dick with playing with his sensitive nipples. I enjoyed caressing his lean muscular body and appreciating the result of his daily workout. He rode my cock like a wild horse until he was ready to ejaculate. He gave me a cum facial as his semen was shot all over my torso and face. I fucked his ass harder until I was ready to shoot my load.

We kissed after I had cum and I look forward to do more business with him in the future.

Hotel Lavender

It was a raining afternoon.  He texted to inform that his meeting was delayed and he would be late for the appointment. Under his well-pressed shirt and bespoken black slacks, he was feeling powerful. He loved the feeling of being the manager who was commanding the meeting. But his cock stirred as he thought about how he was going to be used and ordered around later in the hotel room.

As instructed, he was wearing the classic look with a slim-fit white top, black pants and black necktie. In contrast, I was in my blue shirt, black slacks with a blue necktie which I borrowed from a Singapore Airlines cabin crew friend. We checked in to our room and he offered to run down to the convenient store to get bottled water. 

When he was returning, I hid behind the door. Once he opened the door, I grabbed him and wrestled him down while attempting to knock him out with chloroform. He struggled profusely but found himself getting drowsy and lying motionless on the bed.

While he was knocked out, I worked against time to have his hands cuffed up and tied to the side of the bed. And then he was blindfolded. In his semi-conscious state, he could feel hands fondling him, teasing his nipples and squeezing his semi-hard cock. He tried to struggle but to no valid, the effect of chloroform held him glue to the bed. He begin to feel a warm sensation as my hand was placed on his crotch. Stroking him, he felt his cock growing harder and shook his head to protest.

Next, he discovered a familiar warm and wet sensation on his chest as he realised that his nipples were being licked. "Oh fuck," he cried as the stimulation caused his dick to grow harder. I placed one of my knees between his inner thighs, pressing on his groin until I could feel his hardon. Then I moved my lips closer to his ears and used my tongue to penetrate his ears; whispering to him, "Just relax and enjoy."

He felt like he had been sexually violated, but he was enjoying it. I love to play with him because we both love executive scene and he likes to be the victim - being forced against his will. "Please... (don't)... stop..." he pled and repeated over and over again. He loved power exchange, especially after a long day of commanding work meeting and then being forced to be turned into a slut in the bedroom.

His necktie was loosen and his white shirt was undone one button at a time till I was able to reach in to pinch his nipples. His hands grabbed the pillow as I squeezed his hardon. It felt good, he felt so used and slutty at that point in time. 

I pulled down his black slacks. He was wasn't any underwear. I took the vibrator wand from the side table and used it to tease his cock and nipples. By now, his dick was throbbing and leaking drops of precum. Placing the vibrator near his balls, I reached forward to suck on his nipples. Again, he moaned like a bitch in heat. 

Wetting my index finger with lube, I probed his tight hole. As a flex-top, he was seldom fucked, except in executive bondage. With some effort, my finger managed to go in. He breathed heavily while I was fingering him. This was only the beginning of ass play for this session. 

I pulled out my finger and he groaned. Lubing up the prostate massager, I gently pushed it into his butt. I tried to relax him by fondling his nipples to make sure that he was still horny. I sucked on his nipples and that relaxed his tight hole for me to successful insert the Aneros inside. Once it, I told him to squeeze his ass to feel the stimulation from the prostate vibrator. He rolled back his eyes in euphemism and moaned loudly as I placed the vibrator at the base of the Aneros, stimulating him further.

After 10-15 minutes of nipple playing and prostate stimulating, I knew his ass was more relazed and he was hungry for more fun. Slowly, I pulled out the prostate massager from his hole. He groaned once more at the feeling of a void in his ass. Without delay, I shoved a mini anal plug up his butt to fulfill his lust for ass play. The anal plug is semi-hallow and it allowed me to connect it to the vibrator wand, which I used to send more waves of pleasure inside him. He kept moaning and crying out my name to ask me not to stop.

He was enjoying the ass play so much that I felt bad if I was to pull the plug out. I asked if he prefered to get fucked instead, he simply smiled and said he would do anything I wanted and his role is to be my sex toy that afternoon. Hearing his words made me even hornier, I unrolled a condom and placed a pillow behind his back to prepare my entry. 

My cock went in without much difficulty as I had already relaxed him through the ass play earlier. But I paused to let him get used to my size inside his ass. Once he was comfortable, I began at a slow pace, then I went in deeper to touch his g-spot and then sped up to slam my cock fast and deep into his ass. He was moaning so loudly, I believed hotel guests next door could heard up.  I enjoyed fucking him in missionary style as he would play with my sensitive nipples which were hardwired to my cock. Every time he pinched my nipples, I would slam my dick harder into him, causing him to moan like a slut.

I pulled out from his ass. Taking his hand, I guided him to stand facing the toilet door and cuffed his hands to the top corners of the door. I made him arced his back and pushed my boner back into his ass. Once it was in completely, I continued to pleasure him but fucking him mercilessly in the doggie / standing style. The fact that his hands were chained to the door made him feel that he had surrendered his power to me. My hands grabbed his butt to spread it wider so I could shove my cock in deeper. He moaned as I continued to fuck him and my hands moved to his chest to pinch his sensitive nipples.

I pulled a stool over. With his palms still on toilet door, I motioned for him to move down till I was sitting on the stool and he was sitting on my lap with my cock directly inside his ass. He groaned as my dick was deep inside him, stimulating his g-spot. 

We moved back to the bed and I replaced my cock with a dildo inside his ass. I sucked on his nipples and he wanted to smell my armpits. Seeing that his veiny cock was rock hard, I grabbed it, unrolled a condom and positioned myself to sit on it. I rode on his cock while I turned on the vibrator on the dildo to stimulate him. I was jerking my cock while riding his dick. I don't like to get fucked but I like to ride. I like to sit on my hot sub and feel his cock in my ass while I jerk off till I cum on his abs.

After 5 minutes of riding on his cock, I switched back to fuck him. The action was so intense as I was fucking him. At the same time I was grabbing his cock and jerking him until he was crying that he was cumming. I sped up till he shot his thick, creamy load all over his torso. I pulled out from his ass to jerk off until I, too, shot own load all over my body.

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