The anonymous, open hotel door fuck the night before had been a long-time fantasy, and it couldn’t have been hotter. After just enough drinks at a business dinner I got the courage to post my hotel door would be open, I’d be waiting face down, ready to be fucked.
And the man who ultimately bred me was insanely hot. Mid-50s, tall, distinguished, black and sexy as hell. He was aggressive but not rough. Forceful, but not cruel. Tough, yet sensitive. Most importantly, he gained my trust early on that he wasn’t a wacko so I could relax and surrender to him. He referred to himself as “daddy” and me as “his boy” which was the cherry on the Sunday. To be anonymously fucked in a hotel room by a dominant daddy was my all-time wet dream.
I never got a good look at him and he made no effort suggest we meet again. Although I was disappointed, the experience had so exceeded my expectations that I decided to take what I could get.
Immediately after he left I noticed a personal business card on the bedstand. It contained his name, David, along with his last name, mobile number and email address.
My head was spinning. I wanted to reach out immediately and let him know I’d be interested in another round, but it was too late for that so I decided to get some sleep and respond in the morning when I was thinking more clearly.
I slept like a baby that night with dreams of David’s thick cock deep inside me. He was aggressive, but I know I could’ve taken more. Although last night had fulfilled a fantasy, I still had other, even kinkier wet dreams, yet to be fulfilled.
I decided to text him to let him know I’d found his card and was interested in “another round.” I was leaving his city today but I’d be back in a few weeks, as I travelled there routinely. I chose my words carefully as I wanted to take this to the next level, but didn’t want to appear overly eager. I wrote…
David, seriously hot time last night. Since you left your contact info, I’m taking you up on your implied invitation get together again. I’m leaving town today, but will be back in about three weeks and staying in the same hotel. Let me know if you’d like me to reach out when my plans firm up. Thanks again for the hot fuck. Steve
I hit send and didn’t know if he’d get back to me quickly, take a while, or maybe not at all. I didn’t have to wait long as less than an hour later I got this reply…
Steve, you’re one sexy guy and, of course I’d like to fuck you again…why the hell do you think I left my card? Let me know when you expect to be back. Given the nature of our hookup last night, it would appear you’re a bit (a lot?) into kink. Please confirm and I will plan accordingly. David.
Fuck. Just reading that message made me hard. Not only did he get right back to me, but it looked like my limits would be tested again. Given my limited experience I really didn’t know how kinky I actually was, but if last night had been any indication, I definitely was ready to take the next step.
I let several hours go by, collected my thoughts, and finally replied..
David, great hearing from you. And, you guessed right. Full disclosure, I’ve had little experience in this area and, in fact, last night was a longtime fantasy of mine that you fulfilled. Absolutely no regrets BTW. When my travel plans firm up I’ll reach out and you can give me an indication of what you have in mind. I don’t want to bite off more than I can chew..:-). Steve
My heart was pounding as I hit send and wondered how quickly, if at all, I’d hear back. Once again, it didn’t take long at all for him to reply with a “thumbs up” emoji. That was actually kind of perfect. We had both made our intentions clear, and we could put the back-and-forth on hold until my return.
Three Weeks Later
I solidified my plans for my next trip: I’d be there for two nights, flying out on the third day. I reached out to him and suggested either night and asked him straight up what he had in mind, referencing back to our previous conversation.
He replied pretty quickly. He clearly had thought this through…
“Steve, good to hear you’ll be heading back. Let’s plan to meet the second night you’re here. With what I have in mind for you, I don’t think you’ll be ready for a full workday then next day. You told me the anonymous open hotel door had been a fantasy for you that I had fulfilled and that you want to experience more. What would you say to leather, restraints, and blindfolds?”
Fuck me, I thought. I got instantly hard and my heart starting beating about 130 beats/minute. He was so onto me. Being restrained and worked over was another longtime fantasy. And the blindfold only made it hotter. My response was right to the point and I hit send before I could back out…
“Yes.”
The die was cast. We texted back and forth as the day approached and agreed to the following: I’d text him my room number and leave the door open again. At 10PM he’d let himself in and expected to find me nude, spread eagle on the bed, face up, and blindfolded.
He added some specifics which literally made my cock drip. “I will restrain you and you will be under my control. You will be helpless and blindfolded. I will bring toys, etc. to use on you. I expect to go several hours so you should be well rested. I believe I’ve earned your trust after our last time together, but you need to be ready to be used. Your safe word will be ‘red’, but if you use it, the night will be over”.
That’s all I needed to hear. I was in.
I arrived in his city and while I had two days of work along with client entertainment, my mind was 99% on what lied ahead. I slept-walked through my work and the dinners, and made an excuse to not go out for drinks the second night so I could be ready for whatever David had in mind for me.
I was back in my hotel room by 9, showered and aggressively douched, turned up the heat in the room a bit as I would have to wait for him naked on the bed, completely exposed. I worked the lock on the door so it appeared to be closed, but could be pushed open. I turned down the lights and put lube and poppers on the bedside table like the night before. Finally, at precisely 9:55, I placed the leather blindfold over my eyes that I’d bought at a sex shop, laid back spread eagle, fully erect, and waited.
My mind was racing but unlike the last time, I couldn’t check the clock. Every sound made me flinch. It felt like more than 5 minutes had elapsed but I couldn’t be sure. Was it more or was my imagination in overdrive. Every sound from the hallway made my cock jump. Every creek from the heater in my room made me flinch. The wait continued, and continued, and continued.
Until finally, I heard the unmistakable sound of the door being pushed open. I heard footsteps through the short hallway to the actual room and then sensed his presence more than heard it. I knew he was close but couldn’t tell if he was at my feet, my head, or somewhere in between.
“Good boy. You follow directions well,” I heard him whisper to me, apparently standing right over me. “You’re as sexy as I remember.” Another long pause in which he appeared to be inspecting me followed by, “Are you ready to go to the next level? You can still say ‘no’, but once I start, you’re in. No going back then unless you use your safe word, and that ends the night.”
“Fuck yes, sir”, came out of my mouth without me even knowing it.
And then it began. I heard him lift what likely was a roller bag onto the baggage rack and open it. It sounded like he was shuffling through a packed bag of god knows what and I finally heard him gather what he was looking for and walk back toward me.
I had no idea where he was until I felt him take firmly grasp my right hand, secure a leather restraint around it and buckle it tight around my wrist, but not uncomfortably so. He slowly and methodically repeated that on my right ankle, left wrist, and left ankle. Four leather restraints, but that was all. I heard him return to his roller bag and pull out another set of something that I really couldn’t hear. He returned to my right hand, where he started, and apparently put a rope through a D-ring on the wrist restraint and secure my wrist to the bedpost. Like the restraints, he methodically repeated the process with ropes until I was completely spread-eagle and restrained.
I strained at the four bedposts with my arms and legs and it quickly became apparent how immobilized and completely helpless I was. The eroticism was indescribable. I thrashed and writhed, not really wanting to get free, but because it was human instinct to not be restrained as I was. As I continued to struggle, the voice said, “That’s it boy, keep it up. Like I said, you’re not going anywhere.”
“But I have one more before we’re done,” and he apparently picked something off the nightstand. I sensed him at the end of the bed and could feel his weight on the bed hovering over my body between my stretch out legs. I quickly felt his hands clutch the base of my cock and attach and snap shut what felt like a leather studded cock ring. “Still kneeling between my legs, he said, “There we go…now you’re all mine including that thick cock of yours”, and he gave my balls an aggressive, firm squeeze.
He now had me exactly where he wanted me…prone, helpless, completely vulnerable, and ready to explode sexually. I now sensed him at the foot of the bed and it sounded like he was stripping. I could hear zippers, a belt buckle, and clothes being carefully folded and put aside. I wasn’t sure if he was nude, like me, or still had some clothes on. I knew I’d find out sooner or later.
He had one more thing in mind when I felt him tightly secure what felt like a leather armband being secured around my right bicep. He walked around to the other side of the bed and I felt something rub against my face which turned out to be a leather armband around his bicep as well. He placed his armband so close to my face and lips I could smell the leather and he said, “Your armband is on your right arm. Guess which arm mine is on.”
“Your left, sir”, I whispered.
“Damn right, it is”, he sneered.
He stepped away and I could sense him staring at my body, deciding what to do with me. That alone was incredibly erotic. I writhed and hopelessly struggled against the restraints, which only turned him on more. I felt him closer again and then quickly felt his fingers squeeze both of my nipples. “Ooooh,” i groaned.
“My boy likes have his nipples worked over?” he asked.
When I didn’t respond, he pinched them harder, “What’s your answer boy? You like your nips worked or not?”
Knowing he would demand an answer, all I could do was whisper, “Yes, sir."
I heard him walk back to what I believed was an open roller bag full of toys and pull out something that jangled. He laid down what felt like a chain across my stomach and began working my nipples harder. I groaned and writhed, half in fear, and half in sexual ecstasy. I unintentionally thrust my pelvis into the air I was so excited. After several minutes of that he picked up the chain and methodically attached a clamp to each nipple. Thankfully, they were the type with rubber clamps and they weren’t set too tight, so I felt only exquisite pressure and no pain. Again, I struggled and writhed, loving every minute.
“Don’t get too used to it”, he said. “They’re going to get tighter. I want to see how much you can take.”
He gave the chain between my nipples several light tugs, each time increasing the pressure. “Fuck yeah” I responded, again, again in pure ecstasy. I felt him reach for something else that apparently was another chain. With great deliberation, he attached the new chain to the middle of the chain between my nips to what apparently was a hook on my cock ring.
Once secure, he gave that a light tug that pulled equally on both nipples and the base of my cock. Like before, pressure, but no pain. The simultaneous tug on my nips and cock was exactly right. I moaned with pleasure to signal to continue. He read me correctly and gave the chain another tug, this time harder. Another, louder moan. Another tug, still primarily pleasure, but just enough pain. I moaned louder again. Another tug, harder, harder and finally so hard I writhed to indicate I was reaching my threshold.
“Fuck” I whispered. “Please daddy…” I didn’t know if I was asking him to stop or keep going. I just know I was in sexual heaven.
He decided to use that opportunity to lube up his hands and slowly massage my legs, starting at my feet and then up to my inner thighs. I was mesmerized. Hands and legs restrained, my nipples connected to my cock with chains and two hands slowly massaging me, getting closer to my ass, taint, and cock with every stroke. I kept lifting my hips into the air, encouraging him to find my hole. But he teased me unmercifully. Every stroke brought him closer, but my hole and cock begged to be touched. Even a light grazing with his fingertips would’ve sent me into orbit.
I was nearly giving up hope that he’d ever reach that magic spot, and then he did. With the back of his hand, he grazed my raised ass, up through my perineum, and over my balls and cock. Wanting him to know how good that felt, I audibly gasped and croaked out, “FUCK YEAH”.
“You like that, don’t you boy?” he mocked me.
“Yes daddy”, I replied. “Fuck yes”.
“I’m gonna play with this all night, boy. Think you can take it?”
“Oh yeah, daddy. Oh-fucking-yeah”, I groaned.
I kept my ass in the air hoping he’d either stroke my cock and finger my hole. Amazingly, he did both. Apparently leaning over me, I felt one hand firmly grasp my cock and the middle finger on his other hand find my hole. “Oooohhhh”, i moaned. “Fuck yeah…”
He knew what he was doing to me. Teasing me unmercifully…both my hole and my incredibly swollen cock. He pulsed his finger in and out of my hole while he stroked my cock with an alternating rhythm. I was so restrained, I could only respond by thrusting my hips in the air, but I did as forcefully as the ropes would allow. He added a second finger to my hole which slid in effortlessly given the amount of lube he was using. And with that he was able to precisely find and work my prostate. “Oh my fucking god..” I gasped. “Please…don’t stop”.
“You’re leaking like a faucet, boy” he responded. Sensing I was close to shotting, he released his grip on my cock.
I felt him rub the tip of my dick with the thumb of the hand that had just released it, and with the fingers in my hole he more aggressively worked my P-spot. “Oh, oh, oh…please daddy, please, don’t stop” I begged as i thrust my groin into the air.
“MMMmmmmm, look at all this nice pre-cum you’ve creamed. Here, take a lick”, he did as he lifted the thumb that had collected it to my lips. He inserted it into my mouth and I devoured the pre-cum, along with his thumb and other fingers, like a starving man.
As he was removing his fingers from my mouth and hole, I seemed to hear what sounded like the door opening. I assumed it was my imagination but he seemed to hear it as well as he quickly moved away from the bed toward the door down the hall. I listened carefully wondering (fearing?) if someone else had entered the room. Being blindfolded, my other senses were heightened and I was now sure a second person had entered. At first they didn’t speak but then I heard an unfamiliar voice whisper, “You still going?”, immediately followed by footsteps bringing them into the actual room, close to the bed.
I could feel their presence and knew they were both inspecting me. Still bound, I squirmed uncomfortably, yet not a word. All I knew is now both of them were staring at me and my cock had never been harder. The silence was deafening until I finally heard the second voice say quietly, “Yup, that’s him. This is gonna be fun Steve.”
To be continued….
