All the usual caveats If you are under 18 turn back now. If you a bothered by M/M sex, bondage, spanking, or reluctant sex turn back now. While I don't describe the sex in this fantasy as safe. In real life always be safe.
It all started when with an ad on Craig's list titled "Bondage Anyone???" I had been searching casual encounters looking for a woman or couple to join my wife and I to have some fun. Since I've always been intrigued by bondage I clicked the link. What I saw in the add surprised me a little but caused my already hard cock to ache. The pictures were all of men in bondage! I surprised myself when I muttered "God thats hot" after looking at the pictures for a few minutes and adjusting myself a few times to make myself more comfortable (and to tease my cock some) I went to the ad. A few lines resonated quite deeply within me.
This could be you...
Let me restrain you, tie you up and use your mouth and ass for my pleasure and yours...
Str8 guys looking for something different to try, looking to have some fun move to the front of the line. I'll work your cock like it's never been worked before...
You see at this point I considered myself straight, I'd thought about what it would be like to have a guy suck my cock but I'd never done anything close to to what this ad was suggesting. But damn if the thought of being tied up by a stranger and letting him work my cock didn't turn me on.
Months passed, and I kept up my search for fun for my wife and I. Yet every time I searched I came across this same ad. At first I would just come across it in the natural course of searching, then I would look forward to finding it in my searches. Until finally I would start my searches by seeking it out to fuel my mastabitory fantacies looking at the pictures of bound guys wishing it was me tied up having my cock played with and sucked by a guy. After seeing versions of that ad with different hot guys (yes I was now thinking the bound guys were hot!) for 6 months. I took a few selfies and after a few shots to build up courage sent the pictures and a note to the poster.
"40 year straight MWM old looking for first time with bondage
I've been seeing your ad for half a year and just had to write you. I've never done anything with a man but your ad and pictures have me thinking that being tied up and having no control as you work my cock `as it has never been worked before' sounds so hot. Here are a few shots of me and my 7 inch cock if you like what you see message me back and we can see where this goes
John"
I took another shot of whiskey and hit send.
I walked away figuring it will be awhile before he gets the gets the message let alone replies. My stomach is full of butterflies. Will he reply? What will he say? WIll I go through with this? A few minutes pass and my inbox dings. I shake myself out of my thoughts noticing that while my brain is having doubts my cock isn't. I sit down and read the reply.
"John,
MMMM if you are sure you want this (picture of tied up man) to be you, and you want to have your first taste of gay sex be here (an address) in an hour. If that time doesn't work for you, to bad I guess you don't really want the greatest pleasure of your life.
Max,
See you in an hour"
I look at the address and realize I can walk there in 10 minutes. Which is good because I am a bit buzzed. It never even occurred to me not to go. I quickly replied
"Max,
God that's so hot, I will be there.
John"
I hopped into the shower to quickly cleaned myself, I lingered on my cock, balls and ass just a bit but resisted the urge to play with myself. I dressed in baggy shorts and a ribbed tee shirt and made my way to Max's. I'd like to say I had doubts or second thoughts as I took the ten minute walk to the address from Max but I didn't. I am glad I didn't pass anyone on the street as the tent in my shorts was just shy of obscene. As I approach the beautiful house I realize I am about 10 minutes early. I walk up to the door and knocked. After a brief wait (giving my cock time to soften) I here some stirring behind the door and the sight before me when the door opens has been forever burned into my mind. Max was about 5'6" with short salt and pepper hair, Wearing a shirt that clung to him like a second skin, showing off his muscles and six pack abs, and black leather pants with with a noticeable bulge in the front.
He slowly looked me up and down as if he was committing my appearance to memory. Without cracking a smile he finished his assessment looked me in the eyes and said "You are early." his voice gave no hint of how felt about me being early or how felt about my appearance. He took a step back clearing the way for me to come in. I started to take a step forward as it occurred to me he never invited me in. So I stopped just before I would have crossed the threshold to his house. When I stopped just short of entering a half smile crossed his face,
"Please come in" he said. With the invitation I entered his house thanking him as I walked past him. "Thwap!" was the sound as his hand slapped down on my right but cheek. " What was that" He said is a calm stern voice.
It took me half a second to recover "Thank you..." and then seeing no change in his expression it dawned on me what he wanted "...Sir" the half smile returned and my cock stirred to half mast.
He started down the long hallway that was the entrance to his house. "Please follow me" not waiting for a response he continued walking down the hall and talking to me "Are you sure you want to do this, it is not too late to turn back now."
"Yes Sir, I am sure." while that might have been only half true of my thoughts, my cock was 100% sure the combination of my still stinging ass cheek and his warm stern voice had me about as horny as I have even been. When we reached the end of the hall he turned to face a door that looked like it belonged in some medieval castle not a house in the suburbs. He opened the door which led to a metal staircase the descended into the basement.
"If you are sure.." he stepped close and rubbed the bulge that was tenting the front of my shorts. "...then strip out of these clothes and walk down the stairs and wait for me. However once you descend into my playroom you are mine until I let you leave. Understood?"
With zero hesitation I said "Yes sir" and started to strip. I bent forward to untie my shoes making sure my ass was pointed towards him as I did. Once they were removed I slowly peeled off my shirt, and then finally with my back to him I pulled down my shorts exposing my ass which I am sure has one red cheek. Carrying my clothes I turned to the stairs letting my hard 7 inches point the way. He stopped me as I started forward.
"You won't be needing those" he stretched out his hands and took my clothes from me. I started slowly down the dimly lit steps and once I was inside the he shut the door behind me. I tuned to see that I was alone and noticed there was no handle on this side. Continuing down the stairs taking in every detail wondering what have I gotten myself into. The first thing that caught my eye was that the walls of the staircase were padded in what looked like thick grey pillows. When I reached the bottom of the stairs. I had to turn again to enter the "playroom" when I made that turn my jaw must have dropped. The whole room was padded the same as the staircase. The padding gave just a little as I stepped into the room. The room was softly lit so you had to focus to see anything. Everything in the room was dark wood and padded with the same grey fabric. I saw two sofas that looked extra padded on the arm rests, a few benches also padded but they looked too narrow to sit on, a stock(?!) over in one corner, a chair that really could only be done justice by calling it a throne, and a metal rack in the center of the room. It looked like a giant cube with no sides floor or top, and a bar running across the center of the top and bottom, the bar on the bottom was padded. As my eyes adjusted I noticed movement as Max entered the room from the far corner behind me. I struggled to see the door he came through but failed.
"What do you think?" he asked in the softest tone I had heard from him yet.
"Impressive Sir." I said trying not to let me nerves show.
"Relax I am going to treat you to pleasures you have never felt." he said as he walked to the center of the room. Reaching the cube and running a hand down one of the poles he declared "I see this had caught your eye, Do you know what it is used for?"
I looked at it and him then shook my head "No, Sir" I said not daring to venture a guess.
"Come here and I will show you." he ordered. I walked towards him, naked my cock bouncing as the padding acted like a mini trampoline under my steps. "Put out your hands" he commanded. I complied without hesitation. He then snapped cuffs around both my wrist, then he pulled chains out of the top bar of the cube and clasped a chain to each wrist. I realize I should have been scared, I am trapped naked in a room with a strange man, I don't know where my clothes or or even how to get out of the room and he is putting me in cuffs. Yet fear is not what I was feeling, I was excited and even if I wasn't my cock was. "Step to the center" he continued. I moved to the center standing on the padded part of the bar. When I reached the center he attached cuffs and then chains to both of my ankles.
"This isn't bad" I thought, while I was cuffed and chained I had a good degree of movement as the chains were very loose. That thought lasted about half a moment as he walked over to one of the corner posts and put his hand on the post (I later discovered there were buttons on the posts) And I heard a whir pierce the silence, and the chains started to move. While this started me, I maintained my composure and silence as first my arms then my legs pulled until my legs were pulled wide apart and my arms were stretched out and I was spread eagle but upright.
Max looked me up and down again as he circled me. "Very nice" he declared. "Now we can have some fun" he continued as his circles move him closer to me, until finally he stopped behind me, he brushed up against me and then I felt his breath on my shoulder. His arm circled around to my stomach and I let out a little sigh as his hand came to a rest on my stomach "Yes we are going to have some fun" He breathed onto my neck as he started to lower his hand dragging his nails down my abbs across my pubes sending a shiver up my spine. Reaching my the base of my shaft he encircled it pulling forward as he twisted slightly. Slowly he stroked and twisted the feeling was unlike anything I felt before.
Lost in the moment I moaned out "oh yes" at which point he just stopped and released my cock from his expert grip.
"I think you are ready for the next phase" he said as he moved around me. My eyes having finally adjusted to the light I was able to really look him over as he stopped in front of me. Seeing me look him over her grinned then slowly pulled his shirt over his head. Revealing a chest that can only be described as sculpted. When he pulled down his jeans my jaw dropped and I must have made a sound as he looked up and his grin transformed to a broad smile as he watch me look at his massive cock at least 8 inches long and 3 inches thick hung between his thighs. "Do you like what you see?"
"Yessss Sir" I practically hissed.
"Wait till it gets hard" he said proudly as he stepped out of his jeans which caused his cock to sway. He stepped up until he was almost pressed against me. I could feel the heat from his body radiating against me, he went to his knees and slowly engulfed my cock. Alternating between sucking and licking he slathered my cock till it was dripping with saliva I was in heaven I would have given him anything to keep working my cock with his mouth. After a few minutes he stopped. I whimpered as he stood up, as quickly as he stood up he turned around and placed the head of my cock between his cheeks as slowly worked my cock in. When he bottomed out and the chains stretched as he pushed back onto my cock. He slowly slid back and forth on my cock.
As I cried out "Oh God." He pulled off leaving me on the edge.
"Now that you have had a sample, which do you want mouth or ass" If I wasn't so horny I might have thought, or might have analyzed his words but I didn't.
"Oh God that was so good, ass definitely" I exclaimed. With a grin he walked over to the buttons and the chains started to move, pulling my arms forward and down causing me to bend at the waist leaving my ass thrust in the air. I must have looked like an obscene version of the yoga pose downward facing dog. He then walked back to me and slapped me hard on the ass.
"I knew you would say that" he chuckled. It wasn't until he started to walk behind me that I realized what was about to happen. I started to protest, realizing he was going to fuck me, this led to another hard slap across my ass. "You can yell all you want this room is soundproof, but if you make me gag you this will be a lot harder on you" He paused and I lifted my head to speak but he cut me off. "Before you think of crying rape." I heard a click and a screen came on on the wall in front of me. On the screen was me naked at the top of the stairs agreeing to be his...
"Relax you will love it trust me" He said as I felt his cock flop down onto my back.
It felt greasy. Slowly he slid it back till it trailed down the crack of my ass. I felt the head slid across my hole and I shuddered. But he didn't stop there, the tip slid down rubbing my prenum then...
to be continued...
(and if you liked what you read feel free to message me at johnrain24601@yahoo.com)