sluttyjimmy Posted 14 hours ago Report Posted 14 hours ago I worked for a suit-and-tie job for several years in my 20s and 30s and had some guys who regularly fucked me on my way to work. When I was about 22, I met one of them on Craigslist one night with the plan for me to drive to his apartment the following morning before work. As part of our CL conversation, he asked what I wore to work, and I told him a suit and tie. We agreed I would keep most of my work attire on while he fucked me full of cum and I would follow his lead without question once I arrived at his place. He also asked me what kind of car I owned, which I felt was a strange question to ask, but he said it was so he could watch for my arrival. The next morning, I parked my car in the parking lot where the guy lived. It was a run-down building just off a busy road that housed many businesses. As I turned the corner to drive down the side street to his apartment, there was a home improvement store on the corner with 20-30 day laborers looking for work. As I drove by them, some of them looked at my car with keen interest and I felt a bit uncomfortable and out of place. I debated on just driving directly onto work, but my fuck hole was twitching in anticipation of getting fucked. The apartment building the guy lived in must have been a motel back in the day. It was a two-story building with doors to each apartment facing the parking lot and street. There were outdoor stairs on each end of the building that took you to the 2nd-story units. His apartment was on the 2nd floor and as I walked up the stairs in my suit, I saw some of the day laborers watching me. I knocked on the guy’s door but got no response. After a second knock with no response, I decided to quickly leave. When I got about 20 feet from the front door, I heard someone from behind me say “Hey…” I turned to see what looked like one of the day laborers. He had to be close to my 70-year-old grampa’s age. He wore a flannel shirt, jeans and work boots, and a cowboy hat. As he approached me, he towered over my 5’7” frame, as I guessed he was 6’9”-6’10” tall. As I looked up to his face, I realized the top of my head was at the bottom of his shoulders. He also looked like he weighed 3-4 times my 135 lbs. and his body was fucking huge in comparison. This guy had a big broad nose and large nostrils, gray hair, with a matching goatee and mustache that were unkempt and way overgrown. His face looked like leather from too many years working in the sun. I don’t mean to be rude, but there was no way I was going to have sex with this guy. As I looked at him, I thought “What the fuck?!” Other than being Hispanic, this guy looked nothing like the 32-year-old fit guy he described himself as in his Craigslist response. He had also included a body photo with his response the night before and the body in the photo was definitely not this guy's! I did not want to be rude, so as we stood on the landing, I told him I really had to go and turned to walk away. He said, “Hey” in a booming voice that stopped me in my tracks, and I nervously turned back around to face him. He said, “Come here a minute,” as he turned and walked over the railing that overlooked the parking lot and the road. “See those guys over there?” I looked to see the group of day laborers, specifically five who were significantly older than the rest of the group, who were looking up staring at us intently with shit-eating grins on their faces. Two of them waved at us. The guy said, “It is time for Papi to fuck ‘a puta’s pussy,’ and you are my puta for today. I told mis amigos I am going to fuck your pussy and I let them know that if you walked back down the stairs, that means they should join me fucking you and to bring ya on back. Either way I'm gonna fuck that pussy, so you decide how it's going to be. And with that, he turned and walked to the apartment door I knocked on a few minutes before. I slowly followed behind him, my humiliation complete as I looked back at this guy’s old friends; their eyes glued on me as Papi led me to be totally and thoroughly fucked. Papi walked into apartment and had not even closed the door when he ordered me to remove my suit pants and leave everything else on. I stripped off my suit pants, sliding them over my dress shoes and socks. I looked around for a place to put my pants, but he held out his hand. I cautiously handed them to him, and he commanded me to “stay,” as he carried my pants into another room. When he returned a few minutes later without my pants, he was naked except for his work boots, socks, and his cowboy hat. I stared in disbelief at the huge brown fat donkey dong between his legs. Without thinking, I blurted out “There was NO WAY that’s going to fit inside of me!” He chuckled and said, “I may need to re-arrange your insides a bit, but it’s gonna fit.” He then added, “Mis amigos call me ‘Donk’ and now you know why!” I was still mesmerized by his cock when he unexpectedly tossed something to me that hit my chest and then fell to the floor. As I bent down to pick it up, I realized it was my cell phone that he had taken out of my pants pocket. He told me to call my boss and tell him I was sick and needed to stay home. I took my phone and just stared at it in my hand as he added, “Tell your boss you are having some gastrointestinal issues…by the time I get done with you, it is going to be true!” as he chuckled at my impending reality. I quickly called my boss so I could get this humiliating experience over as soon as possible. I told my boss I had GI issues, and he told me he hoped I felt better soon…Yeah, not likely! “FUCK ME!” I thought to myself as Donk pointed to an overstuffed chair and commanded me to kneel on it. He ordered me to put my knees and legs together, completely exposing my ass and putting it on full display. In this position it seemed like this guy could easily envelope my hips with his massive hands and mount me for a good hard ride. With my knees and legs both together, my ass cheeks were also close together. The inside of my ass cheeks were going to provide extra friction against the full length of Donk's mammoth cock, as it rubbed against the insides of my ass cheeks with every thrust in and out...Fuck! With me kneeling on the chair like a total slut, Donk moved toward the back of the chair to be closer to my face. He grabbed my silk necktie and pulled it out toward the wall. He scrunched the open end of the necktie and pushed it through the opening of a large eye hook I hadn’t noticed before, and pulled the tie all the way through until it was taut. Donk then tied a knot, in effect, making my necktie a leash to hold me securely in place. “WHAT THE FUCK!” Donk then walked around and stood behind me, straddling my legs that were now together. He must has sensed my suit jacket hung too low for him to have easy access to my ass, because I heard him say, “Let me take care of this,” and he pushed the bottom of suit jacket up my back, so all the material clumped against the back of my neck. I thought he would stop pushing once he had full access to my ass, but instead he grabbed the clumped material covering the back of my neck and pulled it up and over my head, so it was now all in front of my chin. I lifted my chin, so the clumped material was wedged between the top of the chair and underneath my chin. With my suit jacket now under my chin, I had flashbacks to when I pulled the bottom of my t-shirt up over my head as a teenager, to have it off my chest and stomach when I masturbated. With the tightly stretching fabric of my t-shirt all behind my neck but my arms still in the t-shirt, it felt like my t-shirt had me in a full nelson. In this moment, my suit jacket now had me in a reverse full nelson of sorts. The suit jacket fabric was tight over my head and under my chin. My arms were also still in the suit jacket and there was tension because the fabric was now pulled so tight. Because of the tightness the fabric had on my arms, I could not move or use them, and my upper arms started to feel sore from the tension. As I settled into my new reality, I felt Donk grab the bottom of my dress shirt which still covered my back and hung over my ass. I feared my shirt was going to join my suit jacket under my chin, but Donk forcefully pulled his hands apart at the bottom and to my horror, ripped my dress shirt up the center of the back. I felt the rip go all the way to the base of my collar. Donk then ripped at the top of my shirt underneath the collar toward both arms so he could move the shirt off to the sides, fully exposing my back. With that, Donk said “I think you are ready!” I was feeling pretty dazed at this point, and didn’t even notice Donk had moved, until I heard the front door open and he greeted who I assume were his five amigos who watched us outside that morning, I didn’t really know at that point, with my necktie forcing me to stare at the wall with limited range of motion for me to look elsewhere. Pretty soon, the guys in the room all migrated behind me. While I didn’t understand Spanish, I got the feeling they were admiring my ass. I then felt a finger on my hole and asked the guy to please use lube. Amigo #1 called out for some lube and after a short time, I felt something incredibly cold on my hole, to the point it was almost numbing. I felt some pressure and resistance from my hole. I suddenly felt the coldness go away as he inserted a finger up my ass and I felt him moving his finger around inside my hole in a clockwise motion to open me up. Amigo #1 then pulled his finger out of me, and I felt the coldness directly against my pucker hole again. There was still some resistance, but I finally felt my hole open and a cold sensation going up inside of my ass! It was so fucking cold that I lost my breath for a moment. By the time I had my wits about me, the inside of my ass felt like it was fucking freezing, and I said “What the fuck?!” to which all Amigo #1 said was “Frozen Butter!” I found out later this old man had stuck a frozen stick of butter up my ass! I repeated “What the fuck?!” one more time as I felt the guy’s cock head push inside my hole. Amigo #1 had 7” and was not as thick as the stick of butter. Once the head of his cock was inside of me, he pushed the rest of his cock inside my hole in one fluid motion until he was balls deep. Between Amigo #1's cock and the stick of butter, I had 12” up my ass and the fluid motion caused the stick of butter to go deep inside my hole. As Amigo #1 gained momentum in fucking me, he firmly grabbed onto my hips and started to ride me like I was the pony, and he was the jockey. The overstuffed chair was wide enough to support Donk’s big body, so there was room for Amigo #1 to put his feet on the seat of the chair on either side of my ass. That allowed him to squat down from above me to mount me like a bitch in heat. The forcefulness of his fucking made me feel like we were galloping to the beat of this trusts! After a while, Amigo #1 pulled out and Amigo #2 started to fuck me. His cock seemed short equally fat. It was about 5” long and about 2.5” thick; about the size of a standard can of beer. Amigo #2 stepped right onto the seat of the chair and mounted me, opening me wider. We repeated this process three more times, each cock being bigger than its predecessor. Amigo #5's cock was about 8” long and about 3” wide and once he got a rhythm, he was pushing his cock all the way in and pulling it all the way out with each fucking thrust. Once Amigo #5 pulled out of my hole, I could feel my hole gaping open. While I caught my breath and waited for the main event, I felt another stick of frozen butter being pushed up my ass. There was a sense of anticipation from everyone in the room, as I felt Donk behind me. His feet were on the floor as he started to push the head of his cock inside of me. I screamed because it was so fucking fat! I tried to stay quiet and calm, but it was just impossible given his size. I then saw someone out of my peripheral vision with a ball gag. He ordered me to open my mouth, and he secured it tightly. I had never worn a ball gag before, but it made my screams less noisy. With my noise level taken care of, Donk started fucking me slow. It felt like I had a fucking 32-oz beer can up my ass and it was nowhere near all the way in. It took a while for me to adjust and I was in a daze and lost track of time as Donk fucked me slow and steady for long time, opening me up as much as possible. At one point, he pulled out and stood on the chair with his legs on either side of me. He squatted down and stuck his massive cock inside and started to push it in with one steady and uninterrupted motion. Once he got it a good way in, he said, “Now it’s time to take my puta’s pussy for a ride!” and with that he started fucking me with his huge Donkey dong. As Donk fucked me, I went into another zone. I could feel his cock and the weight of him as his huge body covered me. I am quite confident none of his friends could see me as Donk's body consumed mine. At one point, I hear Donk yell, “I’m all the way in!,” to which the guys all “whooped and hollered,” and that motivated him to fuck me even more. While I could not see my fuck hole, I could tell it was stretched open like never before. At some point, Donk pulled out and said, “Good open puta pussy!” and then started talking to the guys in Spanish. Suddenly and unexpected, I saw a set of hands untying the end of my necktie from the eye hook in the wall and I could now move my neck back and forth! We were finally done, and I could go home and crash until work tomorrow! I’m so glad Donk made me call out sick…Maybe he’s not so bad after all! Before I could lift myself off the chair, I felt hands on my chest, pushing it upward so I was kneeling totally upright in the chair from my waist up. I then felt the hands move to my thighs and my lower back to steady me. The hands on my thighs grabbed them firmly and started lifting me up and off the overstuffed chair, while also supporting my back. I tried to wiggle myself out of their grip, but to no avail. Once I was fully suspended a couple of feet above the chair, Amigo’s #4 and #5 started to move me away from the chair altogether. Once I was clear of the chair, I was able to straighten my legs which dangled freely in the air. As they turned me around at a 90-degree angle, I could still see the overstuffed chair, plus three guys and Donk. As I suspected, these guys were the old day laborers who were looking and smiling at me I now realized that was their plan from the beginning. In that moment though, I felt like I was the primary entertainment at a fucking senior center! My eyes then turned to Donk. He still wore his cowboy hat, socks, and boots, and had a big smile on his face. He told me I was a good puta…”too good for him not to share with his amigos.” They all laughed as Donk approached me. He smiled and put both of his hands on the center of my shirt, where the buttons are located. He slipped his fingers inside with his fingers facing outward and forcefully yanked his hands apart, ripping off the buttons and ripping my shirt open. You could now see my nipples and my chest. With that, Donk sat in the overstuff chair I had recently vacated. He told one of the guys to get more lube, and I watched as Amigo #3 walked to the freezer. I’m thinking to myself, “Oh God, more butter!” I watched as the guy unfoiled the stick of butter at the kitchen counter and brought it on over. I realized as he got closer, however, that I am mistaken about the stick of butter. It’s not a stick of butter, but rather a fucking pound of butter the size of four sticks of butter combined! Amigo #3 approached me with a big smile. He held up the pound of butter at eye level so I can fully see what is about to be stuck up my butt. He then lowered the butter so the hard freezing cold mass it up against my stretched pussy. He pushed the butter up my butt, never breaking eye contact with me, and I realized that while I feltl the intense coldness, I did not feel any friction of the butter going in, because my pussy is stretched open so wide…HOLY FUCK! Once Amigo #3 pushed the butter all the way inside of me, he looked me straight in the eyes, smiling widely, and said, “There ya go!” I was jarred back to reality when Donk loudly loudly slapped both his palms against his thighs on either side of his mammoth rock-hard cock and yelled, “Come to Papi!” With that, Amigos #4 and #5 shifted me so I was facing away from Donk and the chair he was sitting in. They started moving me backwards in a coordinated effort, and before I knew it, both guys were on either side of the overstuffed chair. I was suspended over the chair, with my overused hole just above the massive head of Donk’s 32-oz beer can cock. All the guys start yelling “Uno, dos, tres,” in unison, and on "tres," Amigos #4 and #5 let go of me, and the weight of my body and gravity caused my hole to rapidly impale itself on Donk’s cock balls deep. There was no stopping the slide once it started. When firmly impaled, it was like Donk was Santa Claus, and it was time for Jimmy to tell Santa what he wanted for fucking Christmas! As I sat totally impaled on Donk’s cock, he grabbed my necktie and held the crumpled accessory taut in his huge hand like a fucking leash to keep me in place and to control me. Amigos #4 and #5 moved to the front corners of the chair, bent over and grabbed my legs and started to raise them up high in the air. As they raised my legs up, they pulled them apart like it was Thanksgiving Day and my legs were the fucking wishbone! As they lifted my legs into position, I had no choice but to lean my back against Donk’s chest. In short order, I was lying firmly against Donk’s chest with my legs up in the air and spread wide, like a two-bit whore. At that moment, I saw a flash as Amigo #2 took a photo and came over and showed it to me. Here I was impaled on Donk’s mammoth cock, his fat dong opening my swollen puffy pussy wide. Donk’s impressively huge cum-filled cojones hung very low. The photo showed my expensive dress shirt ripped to display my nipples and chest. Donk’s face was not in the photo, but mine was on full display with the ball gag in my mouth. The photo showed my suit jacket clumped underneath my chin and covering my neck. My arms were sticking out, almost looking disfigured, because they were tightly secured in the suit jacket. Donk’s big shoulders and neck were in the background behind my much smaller boyish body. My body also seemed that much smaller in comparison to Donk’s huge hand in the forefront, clamping onto my scrunched silk necktie and holding me firmly in place. Closest to the camera, the photo also highlights four old, wrinkled hands spreading my legs wide, with my dress socks and expensive leather shoes completing my ensemble. As I stared at the photo in disbelief, Amigo #2 announced, “Great photo for us to use for your next Craigslist Ad!!!” Next Craigslist Ad???! WHAT THE FUCK???!!! As Amigo #2 walked back to his original position, Donk announced to his friends, “We have a good puta who needs mis amigos to fuck cum up his pussy and make him pregnant. Our puta needs lots of biracial babies!” With that, as Amigo #1 approached me and Donk, I realized what was about to happen and I attempted to cry out and furiously shook my head “NO!!!” to which Donk said, “Si, Puta!” As the Amigo #1 squatted down to align his cock with my hole, Donk added, “Don’t worry, Puta! Mis amigos are going to fuck you by cock size, saving the largest for last!” And with that, Amigo #1 started to push his cock up my pussy to join Donk’s!” 1 1
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