A few years ago, I had an appointment coming up at the White City VA clinic. I had already established that my wife would be staying home and since my eyes would be dilated for the eye exam, I would be getting a room for the night. I reserved a room at the Royal Crest motel so if I wasn't able to connect with anyone on line, the Adult Shop was right next door.
I connected with a top (I'll call Don) on a gay dating site who said he was looking for someone to service his cock. I told him my wife had our only cell phone, but I would have my laptop and send the room number through a message on the web site when I checked in, and I'd be in my room by 4 PM at the latest. He said his wife was going to be home that day and he wouldn't have private access to his computer but he would be at the motel at 4:30 PM exactly, and I was to leave the door ajar, and tape a blank piece of paper to the door so he could locate the room. He wanted me naked, on the bed, face down, spreading my cheeks, ass toward the door when he walked in. I told him I'd put the paper on the door at 4:20 and get positioned as instructed.
After my appointment, I was in my room which was on the second floor, by 3:30. At 4:20, I was naked as a jaybird, enema clean, lube on the night stand, and towel on the bed. I opened the door, leaned out enough to slap the paper onto the door. As I moved back into the room, I looked down to the parking lot, and saw two men who had just gotten out of their car. One of the men was looking up at me. I closed the door quickly, making sure it didn't latch. I wondered what that guy must have thought, seeing a naked man in a doorway, and hoped he wouldn't complain to the management.
I assumed my face down, ass up position, on my hands and knees and settled in thinking that the next ten minutes would take forever to go by. It was less than two minutes that passed when I heard the door open. I heard the door close. A voice said, "What a fucking whore we have here"!! "Can you believe this slut is willing to let two strangers come in and see his bare pussy up in the air for us to use"? Don had brought a friend with him. I heard a click and saw a flash of light on the wall in front of me. He slapped my ass and said, "you looking to get this pussy fucked boy"? I simply said, "yes, please"! I felt a hand squeeze my balls gently. There was another click and flash of light. (those photos are among my profile photos). Don said, "Let's get our clothes off and warm this guy up"!
It was only a few moments before I felt a hand squeeze my ass cheek, then a finger probing my man hole. I felt the coolness of lube dripping on my hole and a finger pushing in to me. At the same time Don's friend was probing my ass, Don got on to the bed in front of me, on his knees. Don said, "Look up", I raised my head. Don's cock was only a couple of inches from my mouth. He rubbed his cock left to right across my lips. I opened my mouth, leaned forward and began to suck his cock. Don's cock was longer than my 7 inch cock, and about as big around as a "D" cell battery.
As I began sucking Don, his friend had retrieved a dildo from the briefcase they had brought. He placed the head of the dildo against my hole and pushed. The pain was sharp, and intense. I let out a moan and started to remove my mouth from Don's cock to ask his friend to go slow, but Don grabbed my head with both hands and shoved his cock deeper, almost to the gagging point. He began fucking my mouth in short strokes.
I felt the head of the dildo pop in, past my outer muscle. Don's friend stopped there. He said "Let me know when you're ready for more"! When the pain began to subside, I pushed back, taking more of the dildo inside me. Don's friend began fucking me with the dildo.
They used me this way for a while, I'm not sure how long when Don pulled his cock from my mouth and told me to lay on my back. Once on my back, Don grabbed me under my arm pits, and pulled me to the edge of the bed. With my head just over the edge of the bed, Don shoved his cock into my mouth, as his friend pushed my legs up and began fucking me with the dildo again.
I reached out with my arms, and grabbed Don's hips, pulling him toward me, forcing his cock into my throat. Don started fucking my throat with slow full strokes. I couldn't breath, and pushed his hips away from me. He pulled out, let me get a few breaths, then shoved his cock in till his balls were pressed against my nose and eyes. He face fucked me like this for a while before he pulled out and told me to get on my hands and knees.
With my knees at the edge of the foot of the bed, Don stood behind me and placed the head of his cock against my hole. When he pushed forward his cock slid into me with little resistance and he immediately began fucking me with full deep strokes.
Don's friend got onto the bed, and spreading his legs, scooted toward me until his crotch was positioned under my head. I leaned down, taking the head of his limp cock into my mouth. I licked and sucked on his friends cock for all I was worth, but was not able to get it to show any signs of life. I licked over his balls, slid my tongue down his scrotum toward his asshole. He lifted his legs, pulling his knees toward his chest. I spread his ass cheeks with my hands and placed my lips over his hole. My tongue pushed into his ass and I began licking, sucking and tongue fucking him, Don's thrusting pushing my face against his friends ass in a carnal rhythm.
I don't know how much time went by before Don said, "Come here and trade places". I stayed on my hands and knees as his friend got off of the bed and Don laid on his back where his friend had been. I took his cock into my mouth and slid my lips down the length until my lips were buried in his pubic hair. I sucked him with full, deep strokes, amazed that I was able to control my gag reflex, and fully enjoy the feel of his cock reaming my throat.
After about a minute, or so, I looked back to see Don's friend tightening up the straps of a strap-on dildo. I looked at the size of the strap-on and thought, "holy shit"! I didn't say anything, but turned my attention back to Don's cock. Precum was dripping down the under side of his cock. I licked up the precum and slid my lips over the head. Don's cockhead was entering my throat when I felt the head of the strap-on press against my manhole.
The silicone cockhead violated my ass easily, and caused only a small amount of pain. Don's friend pushed into me slowly and steadily until I suddenly felt a sharp pain as the head hit my inner sphincter. I raised my head, letting Don's cock fall against his abdomen and said, "hold up, you're hitting my inner pussy"! "Just hold there for a minute"! "Please"!! He held there. The pain eased up. I pushed back. the pain returned, I held there. After a few more cycles, the silicone monster was past my inner muscle and I was able to push back until my ass cheeks were pressing against Don's friend. I'm thinking three or four inches of the strap-on made it past my inner muscle.
Don's friend began fucking me slowly, with short strokes. It was extremely uncomfortable, and I was groaning and moaning each time he withdrew, and each time he pushed forward. My right cheek was resting on Don's cock and abdomen, and my hands were clenched and full of bedspread. I think Don's friend realized he was causing me pain and slowly withdrew. When I looked back at Don's friend standing behind me, the strap-on hanging down, shiny with lube, I felt a sense of relief that the enema I had given myself earlier had done it's job.
I collapsed onto the bed next to Don. The pain was subsiding quickly. I asked Don, "How big is that thing"? He said, "12 inches". I just said, "Damn"! It occurred to me that I'd just experienced the most uncomfortable fuck of my life. It also occurred to me that if the opportunity came up to do it again, I probably would. But not tonight.
As Don's friend began removing the strap-on, Don looked at his watch and said, "We're going to have to get going, it's almost 6"! He got up and moved to the foot of the bed. He grabbed my ankles and pulled me toward him until my ass was near the edge. He pushed my legs up, resting them against his shoulders as he leaned toward me. He placed the head of his cock against my hole and pushed in effortlessly. I was surprised that I felt no discomfort at all.
Don fucked me hard, his face inches from mine, my knees almost to my chest. After a few minutes, he stood up, withdrawing his cock and began jacking off. I lay there my knees still pulled back to my chest, thinking he was going to cover my cock and balls with cum. He stroked his cock rapidly for about 30 seconds before he suddenly shoved his cock back into my ass and grabbed my shoulders as he began thrusting into me, grunting as he pulsed his load into my ass.
Sated, he pulled out, looked down at my ass, then headed to the bathroom. I heard water running. Shortly, he came out handed a damp wash cloth to his friend who took it and wiped down the dildo and strap-on.
As they got dressed, I rolled over and got to my hands and knees. I looked back between my legs, and saw a string of cum dripping down. I reached back with my right hand letting the cum pool in the palm of my hand. I tried pushing, and a large gush of cum poured out filling my palm. I tightened my sphincter, and brought my hand out. I put my lips to the translucent pool of cum and sucked it into my mouth. I used my tongue to swirl it around in my mouth, savoring the taste and feel of it.
I swallowed, licked my palm clean then put my hand back under my ass and pushed, catching another small pool of cum which I sucked up and swallowed. I sat back on my heels, and looked over to Don and his friend. They were dressed and the friend was closing up the briefcase containing their toys. Don was looking at me with a smile on his face. "Taste good"? I smiled as I replied, "Yeah, you taste great"!! Don said, "You really are a fucking whore, aren't you"? I shrugged, and said, "Is that a bad thing"? He said, "No, you're just what we needed today".
I got off of the bed, held out my hand and said, "Thanks for an awesome time, you guys are just what "I" needed today". He grabbed my hand, pulled me to him and placed his lips to mine, shoving his tongue into my mouth kissing me deeply. When he pulled away, he said, "You're right, I do taste great". He looked directly into my eyes as he said, "I need to take a piss before we go. Your profile say's you like piss. You want some"?
I instantly envisioned his thick cock with that perfectly shaped mushroom head, a stream of warm piss shooting from it. I took his hand and headed toward the bathroom saying, "For you"? "Anything"!!
Once in the bathroom, I turned to him, went to my knees and looked up at his face. His friend stood in the doorway, watching. Don unzipped his fly and fished out his beautiful cock. He rubbed the tip across my lips. I said, "I prefer it in me, not on me. But I'm o.k. with whatever you want".
I opened my mouth wide. Don rested the head of his cock on my lower lip. I put the tip of my tongue to his piss slit, and was licking it when his stream erupted from his cock. I instantly withdrew my tongue and let his warm fluids begin filling my mouth. When my mouth was about half full, I closed my lips around his cockhead, and swallowed. A small amount of piss leaked from around my lips, running down my chin and dripped onto my chest. I noticed a slightly musky aroma, and was surprised that Don's piss had a somewhat salty/sweet taste. I opened my mouth again so Don could see his stream shoot into my mouth.
I had to swallow three more times before Don's bladder was drained. My chest was wet with what escaped my lips during the swallowing process. I stayed on my knees as Don tucked his cock away and zipped up. He said, "You 'ARE' my kind of slut"!! I stayed on my knees until I heard the door close behind them.