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Anonymous
@confessions
02 Jan 2017 12:07AM
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So I posted once before about a woman I met on CL. She likes to watch me suck dick, has pegged me and I pretended to be her cuckold husband in front of another guy she met on CL. After he came in her, she let me lick her pussy clean.

So on Friday we took off from work and hooked up again. She took me to an adult bookstore that had private viewing booths in them. She had been watching videos of gloryhole cock sucking and wanted to watch me do it.

I sucked and swallowed one and then we shared a cock. When it came time for him to cum, she made sure I got the load.

After she picked out a double headed dildo and some anal lube and made me buy them. We got a motel room and she fucked me with the dildo. One end in my ass, the other in her pussy (also an idea she got from watching videos). The position we found that worked best was both of us on all 4's, ass to ass.

I really felt like I was close to cumming so I was careful not to touch my dick until she told me she was cumming. I came and was done in seconds but she kept cumming, pushing harder. The dildo in my ass went from being pleasurable to uncomfortable to downright painful. I tried to move away and she told me to hold still so I pushed back and took it until she was done.

When she was done she had me hold the dildo in my ass while she pulled it from her pussy. Then she made me lick my sperm off the sheets with the dildo still sticking out of my ass like a tail.

I haven't actually had my dick in her pussy yet, but I hope to soon.

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Anonymous
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08 Dec 2016 8:32PM
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How It Started 3 1 and 2 were posted earlier
After Jack left I jumped up and got in the shower. It was Saturday and I didn’t have to work until Monday. I thought I had better hurry before Jack gets impatient and starts to get angry. I had grabbed a razor and some shaving cream before I got in the shower. I have been shaving my private areas for a couple of month now. I didn’t have very thick hair on my arms or legs and I had never had much facial hair. I only shaved maybe once a week and only because it looked straggly. I shaved my legs and what few hairs I had on my chest. I made sure my ass and front side was smooth. The plug was still in my ass when I got ready to shave there so, I had to pull it out, shave and then put it back in. My body felt strange when I got out of the shower. It was cool and tingly. I went to the mirror and started doing my hair. I was trying to curl it while I was blow drying it and it sound funny but, it was looking pretty good. I put on some make up to help me look more like a girl. When I got done I went to get something to wear. I didn’t have a lot of clothes to wear. Mostly what I had were panties, sleepwear, and a couple outfits. I never needed much because I only wore them in my room. I put on a thong and found a pair of shorts that were really tight and short. I remembered I had bought a halter top when I bought those shorts. Then I heard Jack say “Come on Sue. We don’t have all fucking day.” He was mad, so I hurried up and put on the shirt I had on last night and tied it over my stomach. Then I thought “OH FUCK. I had forgotten my chastity device.” I got it out of the drawer and put it on my dick. I clicked the lock and didn’t know what to do with the key. I stuck it in my pocket and ran downstairs.
When I got downstairs, Jack was in the kitchen. I said “I’m sorry for taking too long.” Jack looked me up and down. He said “You are worse than a woman. Did you wear everything I told you to?” I nodded yes. “Well let’s see.” He replied. I unbuttoned the front of my shorts and turned around. I pulled them down over my ass and bent over. I reached back and spread my ass cheeks so, he could see the pink jewel on the end of the plug. He walked over and rubbed my ass. Jack grabbed the end of the plug and started to pull it out. The fat part the plug slipped out of my ass and he pushed it back in. I moaned when he did it. Jack said “You like that sissy don’t you. Now turn around and show me what else you got on.” I stood up and turned around. He snickered when he saw the lock and said “That’s nice. Where’s the key?” I reached down and got the key out of my pocket. I handed it to him with my hand shaking so much I almost dropped it. Jack said “Is that the only one?” I nodded yes and Jack smacked me a crossed my face hard. He said “Don’t lie to me. Is this the only key?” My eyes watered up as I shook my head no. He told me to go get the rest of them. I ran to my room and got the other two keys. I went back to the kitchen to where Jack was standing and put my hand out with the keys. He took the keys and said “This better be all of them or you will be sorry.” I blurted out “I’m already sorry.” And he just laughed.
“Come on Sue.” He said “Were going for a ride.” My eyes got wide with fear. I had never been out of the house dressed like this. I said “Please Jack no. I don’t want to leave. I’ll be good and do anything you want. Just don’t make me be seen like this.” Jack said “It will be ok. You look great and where we’re going nobody will see you.” I was kind of flattered that he thought I looked good but, was scared of where he was taking me. He grabbed my arm and started pulling me towards the door. We got to the driveway and he told me to get in his truck. I got in the passenger side and he started to back out when he said “Slide over here next to me.” I slid over and it looked like I was his girlfriend on a date. We didn’t drive far before he was reaching in his pants and pulling his cock out. I looked down and knew what he wanted me to do. I slid down the seat and turned so that I was facing his lap. I lowered my mouth until it was just above his cock and he pushed the back of my head down on his cock. I bobbed my head up and down sucking him. We were going down the highway with me sucking him the best I could when I heard a horn blow. I never stopped but Jack laughed and said “I think the truckers like you. Get back on the seat with your knees pulled up.” I never stopped sucking his cock as I climbed back on the seat and put my knees under my body. My mouth was on his cock and my ass was up pointing towards the passenger window. I didn’t look back not wanting to see who was going to see me. Jack told me to take my shorts and thong off. I shook my head no with his cock in my mouth. He grabbed the hair on the back of my head and shoved me down until his cock was all the way down my throat. I couldn’t breathe this way and he knew it. Then Jack said “Do it and I will let go.” I couldn’t get my shorts off fast enough and when I did he released my hair. Now my ass was bare and facing the window for everybody to see. Jack loved it. He would speed up to catch some trucks and then slow down when we were beside them. He did this a couple of times and then told me to reach back and pull my plug out. I did as I was told and the he said “Start fucking your ass with that thing until I tell you to stop.” The plug would stretch my asshole when the fat part went in and out. I was still sucking his cock and every time the large part would pass though me, I would be forced to take a deep breath causing me to suck him deeper in to my throat. He rolled the window down and I could hear horns blowing and I thought I heard people hollering something. This went on for a while and then Jack rolled the window up. He told me to sit up and put my shorts back on.
I got turned around and when I looked up I saw that we were pulling into a mall parking lot. I was scared as hell, not knowing what Jack was doing. He said “We are going shopping. You need some new things to wear.” I was scared. I had never been in public dressed as a girl. I had fantasized about it but, never had the courage to do it. He parked the truck and got out and said “Come on lets go.” I just sat there and refused to get out and Jack said “Sue, you better do what I say or I will take you to that truck stop on the highway and let all the truckers that you just flashed fuck you until can’t walk!” I knew I had to do what he said so; I got out and walked into the mall with him holding my arm really tight. Our first stop was Victoria Secrets. Jack was picking up lacy thongs and sleepwear. Then he turns and said “You need some bras. What size do we get? Double A-.” and laughed. He called a sales woman over and asked where they kept the bras that would fit his girlfriend. It was funny I almost smiled when I thought about him calling me his girlfriend. She pointed to the area of the store to go. He found some bras that were for flat cheated women. He handed me several and then he saw the garter and stocking. He like them and grabbed a few of them. My arms were full of things and he walked me to the checkout. I put the stuff on the counter and the girl scanned them. It was over $400 of stuff. I looked at Jack and he bent down and whispered to me “You better get your credit card out before I start sending your pics to my friends.” I paid for the thing and we left the store. The rest of the day was more of the same. We want into a lot of store and bought more clothes. Everything he picked out was slutty clothes that a prostitute might wear. He even made me but heels and boots at a shoe store.
We were walking down the mall and I was amazed that all day nobody seemed to know I was a guy. I even had seen a few guys checking me out like I was girl. Then all of a sudden I saw a group of guys that I had seen before. They were friends of Jack and John for the gym or the bars. I never looked up and just walked by them. Jack stopped to talk to them. I walked down the mall and thought I better stop and wait. After a few minutes Jack walked up and grabbed the back of my neck and said “Don’t you ever walk away from me? You should have stopped and chatted with the guys that will be fucking you soon!” I didn’t know what to say but, “I’m sorry” Was he really going to make me fuck all his friends? Maybe he was just threatening me. Then he said “You owe me for that and I know how make you pay.” I guess we were done at the mall because he led me out to his truck and we started to drive.
We drove for awhile to a place I was not familiar with. It was a part of town that was run down and an area that most normal people go. There were vacant building everywhere and a few people that looked like they were wondering around. Jack pulled the truck over and said “Get out! I want you to get out of the truck and walk down this street. I’ll pick you up in three blocks if you make it that far. All you got to do is anyone you pass you got to ask them if you can suck their cock! If they want you to you got to go with them and do as they say. Suck them; fuck them or whatever it takes to get them to cum on or in you.” I panicked and pleaded Jack not to make me do this. I told him I would do anything he asked just please take me home. He said “Tell me what you will do to make this not happen.” I started blurting out that I would suck his cock anytime he wanted and he could fuck my ass as often as he liked and I would be a good slut for him. He said “OK only two blocks then.” I screamed “NOOO, I’ll dress like a whore and you can show me off to anybody you like. I will act like a slut and you can take me anywhere you want and show me off to your friends.” Jack said “Just one block unless you got more to offer.” I thought and then whimpered “I will suck and fuck all of you friends and I will be your whore to use. Please don’t make me walk down this street.”
Jack said that he would agree to this if I proved that I was a good whore. He said “Pick someone on this street and suck their cock and we could go home.” I didn’t have a choice and it was better than having to walk three blocks and have sex with everyone on the street. I looked around and pointed to an old bum that was sleeping in a doorway. I figured he probably not interested. Jack pulled the truck next to the doorway and rolled down my window. Jack said “Go ahead and ask him.” I called out to the man and he just grunted. I yelled again and he rolled over and I seen his face. In the doorway he was all balled up but, when he looked up I saw he was a black man. “Tell him” Jack said. I said “Sir, Do you want me to suck your dick? I will if you want me too. He got up and started to walk towards the truck and Jack said “Show him your ass.” I turned around and put my ass up toward the window. I pulled my shorts down over my ass just as he got to the truck window. He was looking at my ass and Jack asked him if he wanted to get in. I heard the door open and I moved over to let him in. He got in the truck without saying anything. Jack said “Ask him again.” I asked him if he wanted me to suck his cock and then he started reaching in his pants. He unbuttoned and unzipped his pants and pulled out the biggest fucking cock I had ever seen. Jack started laughing and said “Good choice Sue.” His cock looked more like an arm than a cock. It was at least a foot long and as big around as a beer bottle. I knew there was no way I could suck his dick. Jack started to drive and told me to get busy. I crawled down to the floor in between the bums legs and put my face in front of his cock. I reached to the side of the seat and moved it as far back as it would go. This gave me room to move around and kneel in front of him. He smelled terrible. He smelled like burnt wood and strong body odor. I started licking his cock and it tasted just as bad as it smelled. I tried spitting on it a lot to help the taste, but it only helped a little bit. He was getting hard and thank god it didn’t get much bigger. I was licking up and down his cock and he was moaning. I put the head of his cock and tried to take him in my mouth. I was only able to get a couple of inches in and my mouth was full. Jack must have thought I wasn’t trying hard enough because he grabbed the back of my head and started pushing me down. Even with him pushing, it wouldn’t go down my throat. I only had less than half of his cock in me. The bum was starting to breathe heavy and was moaning. Jack pulled my head back and said “Not to fast Sue. Don’t make him cum yet. I want to see how much of that monster you can take in your sissy ass.” I pleaded with Jack not to make me do that. I knew his cock would hurt me and probably give me some sort of STD. Jack didn’t want to hear it. “We can go back and you can fuck all the men in that area if you want.” Jack said. I told him that I didn’t want to do that either. He said “It your choice.” I knew I would lose. I lost the last night. I lost this morning and I’m going to lose now.
I got up without saying a word or looking at either one of them I got up and pulled down my shorts and thong down. Jack said “Bend over and let your lover pull that thing out of your ass.” I leaned towards Jack and put my ass up towards the bum. He looked at my ass for a while with a confused look on his face. Then I thought “Oh fuck, he thought I was a girl.” He reached out and touched my ass and I cringed. He spread my ass cheeks and was looking at my bottom with a pink jewel in it. He grabbed the plug and started pulling like he didn’t knew what it was. He kept pulling harder watching my ass stretch around it until in came out. He looked at the plug and then I saw him put it his pocket. I remember thinking it was kind of funny. He must have thought the jewel was worth something. I got back up and moved until I was sitting on his lap. I rose up until I could point his cock at my asshole. I sat back down and started putting pressure on it to push it in. It felt like I was sitting on a pole. It wasn’t going in at all. I pushed back as hard as I could and it never went in anymore. I looked at Jack and said “It’s not going to fit.” Jack told me to look in the glove box. I opened it and saw some condoms and some gel. I grabbed the condoms and Jack hollered “No slut, use the gel.” I squirted some of the gel on my hand and reached back to put it on his cock. I thought I better use a lot and put more in my hand to spread on my asshole. I got back up and put his cock back to the entrance of my ass and pushed. “OH FUCK” I squealed. Only the head of his cock went in me. It felt so big and burned as my ass tried to stretch around it. It still only went in an inch or so and stopped. I would push back but, my ass won’t open for it.
Then all of a sudden we hit a big bump in the road. The jolt slammed me down on his cock and another couple of inches went in me. I screamed like I stabbed and was not able to breathe. The pain was terrible. I was trying to maintain my balance while I got used to the size of his cock. Jack saw what the bump did and must have got an idea. He started giving the truck gas which pushed my back towards the bum’s cock. Then he would slow up and then give the truck gas again. This made me moved back and forth on the bum’s cock. Another inch slide in me and I was holding on the dash trying to control. All of a sudden Jack turned down a street and I recognized the area. We were back at the mall. I thought “Oh no, everybody was going to see me.” That was not why Jack came here. The mall was big and had a road that circled it. When we hit the first speed bump I knew why Jack came here. The bum’s cock slammed another inch in me. The mall road had a lot of big speed bumps on it to keep people from speeding. I was doing my best to hold on to keep control when Jack said “Put your hands on your head Sue.” I knew that meant there would be nothing stopping that cock from going all the way in me. I let go of the dash and put my hands on my head when the next bump hit. His cock slammed into me and I think I almost blacked out. I pushed with my legs trying to lift myself some and the next bump came. More and more of the bum’s cock was going deeper into my ass. The speed bumps seemed to be very close together and my legs were tired and I couldn’t lift myself anymore. Every bump pushed his cock farther in me. My ass didn’t hurt much now but, I felt a lot of pressure on my insides. My weight forcing down and the speed bumps slamming me on his cock must have pushed the bum over the edge. He grabbed me around the waist and pulled me down hard on his cock. I felt his cock drive deeper than ever and I felt his course hair rub against my ass. He was all the way inside me. My stomach felt like I had been punched in it. He grunted as he came in my ass and then he released me. I was too weak to lift myself off his cock and just sat there impale by his big cock.
Jack reached over and grabbed me by the arm and pulled me towards him. The bum’s cock was yanked out of my ass and Jack said “Funs over get the fuck out dirt bag. Get the fuck out.” The bum never said a word and just stuffed his cock into his pants and opened the truck door. As soon as he was out Jack sped off. He looked at me and said “What a slut you turned out to be. Time to go home sissy.”

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fredmiller
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@confessions
24 Dec 2016 11:52AM
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How It Started 4
Jack drove off and I was laying a crossed the seat. Jack said “Don’t make a mess on my seat bitch. Put that plug back in your ass.” I looked up and told him that the bum had taken it. He roared with laughter and said “Well stuff your panties in your ass. If you ruin my seats I’ll beat the hell out of you.” I reached down and grabbed my thong and wiped my ass. There was gel and cum running out so I balled them up. I pushed them into my asshole to stop it from leaking. I got my shorts off the floor and put them back on. I was exhausted, and then Jack said “My cock needs sucking. Get your ass over here and suck it. I’ll make a deal with you. If you can make me cum in your mouth before we get home you can just relax the rest of the day.” I got turned around so I was lying on the seat like earlier and undid his pants so I could pull his cock out. I started sucking his cock when I thought I don’t know how close to home we were. My mind was racing thinking of how much time I had. I really wanted to be able to rest when we got home. My ass still hurt and I felt dirty after being close to that bum. I started working on his cock like I was dying for it. I could tell he wasn’t in a hurry because he never grabbed my head or pushed his cock in my mouth. I said to myself I can do this. I took him all the way down my throat and held it there. I even tried working my throat like I was swallowing thinking that would help. He started to move around like he was trying to get away from my mouth and I thought he must be close. He was getting ready to cum and he said “Oh Fuck Sue, I got to pull over.” I felt the truck turn and come to a stop. He grabbed my head so he could start fucking my mouth. In just a couple of minutes, he came in the back of my throat. I swallowed his load thinking I had done well. I got a good feeling knowing that I wouldn’t have to do anything for the rest of the day. I would be able to clean up and rest while trying to figure out how I was going get out of this situation. I pulled my mouth off Jack’s cock and he opened the truck door. Jack said “Nice try sissy but, we are already home.” I sat up and saw that we were sitting in the driveway of our house. “Now get upstairs and get cleaned up. Put on one of your new outfits. I’m going to take a nap.”
I couldn’t believe that we were home. Now I had to go to my room and get ready for god knows what. I want to stop this madness but, I didn’t know what to do. I got the stuff I had bought today and thought how I was going to pay for all this stuff. I ran up to my room and turned the shower on and sat on the floor and cried. I reached back and pulled the thong that I had stuffed in my ass out. It was nasty with cum and lube. My ass still hurt from the fucking the bum gave me. My dick was still locked up but, I did notice my dick did leak some cum while my ass was being abused. I wished I hadn’t bought such a good one so I could get it off. The water in the shower felt good on my skin. It washed the stench of from the bum and soothed my ass. I got out of the shower and sat on my bed wanting to lie down. I knew I had better be ready if Jack called me. I brushed my hair and decided to pull it up in pigtails because that was easier than anything else. I put my makeup on and remembered that nobody at the mall even noticed I was a man. I started to take pride that I could look like a woman. I spent a lot of time on my hair and makeup and realized I better get dressed. Jack had made me buy a lot of stuff. I had new panties, bras and stockings. He made me buy shorts, skirts and all kind of shirts. I decided to put on a matching set of a lacy bra and thong. I’m still not sure why he wanted me to wear a bra. All my clothes were very revealing so it didn’t make much difference what I chose. I picked a very short skirt and a low cut shirt that matched. I put on thigh high stockings and a pair of heels that a prostitute would wear. I had never walked in heels before so I walked around the room to practice. I had been a couple of hours so I sat on the bed to wait for Jack to call me. I thought that he would probably think I should have a plug in me. I opened my nightstand drawer and got out the only other plug I had. It was a lot smaller than the other one. I figured I was going to get fucked in my ass so I got some lube and squirted some in my ass. I pulled my thong to the side, inserted the plug and it slipped right in. My ass was so stretched that it didn’t really resist the penetration. That when I heard Jack called “Sue I need you down here now.”
I went downstairs and heard the TV in the front room. I walked in and Jack and John were sitting on the couch. I knew it was only a matter of time before Jack would tell his brother. I looked up at their big screen TV and a video of me sucking Jack’s cock was playing. Jack said “Come in here Sue and meet my brother John. John, this is our new roommate Sue.” I walked in front of the couch without looking at either one of them. For some reason I felt I should say “Hello John, It’s a pleasure to meet you.” I never looked up and Jack told me to sit on the couch with them and watch a movie. When I walked to the couch they slid apart so the only place that there was to sit was in between them. As I sat down I felt Jack’s hand slide under my skirt and squeeze my ass cheek. He told me my new outfit looked nice and I think I blushed. Jack said “John don’t you think Sue looks hot.” John just nodded yes. I think he was stunned by the whole episode. When I looked back at the TV it was me slamming my ass back on Jack’s cock. We sat there and watched as I fucked Jack’s cock and then beg him to cum in my mouth. Then the scene changed and I was sucking his cock in the truck while fucking my ass with the plug for the truckers. Jack was rubbing my leg like I was a girl that he was trying to feel up. The next scene was of me begging the bum to let me suck his cock and then it switched to me being slammed down on his big cock. I never even noticed that Jack was recording me in the truck. My ass tingled just looking at the bum’s cock on the TV. It looked even bigger than it looked today.
Jack said that the movie was making him horny and asked John if what he thought. John never said a word; he just unzipped his pants and pulled his cock out. His cock looked a lot like Jack’s, I guess because they were brothers. He was a little thinner but, was a little longer. I knew what was next; Jack pushed my head down towards John’s cock. I didn’t fight because I knew it was pointless. I knew Jack could overpower me than I didn’t stand a chance against both of them. I just leaned over and put my face in front of John’s cock. I opened my mouth and started sucking him down my throat. I started to slowly fuck John’s cock with my mouth. I felt Jack move around behind me. He grabbed my hips and lifted them so I was up on my knees. He flipped my skirt up to reveal my ass. Then all of a sudden “SMACK” he slapped my ass hard. When he did it I gasped and sucked John’s cock all the way to the base. I lifted up off John’s cock and Jack smacked my ass again and again. John must have like my throat because he grabbed the back of my head and pushed me down on his cock. Jack continued smacking my ass while John held me down. I couldn’t breathe and thought I was going to pass out when John pulled my mouth off his cock. I gasped for air and pushed me back down on his cock. This continued for awhile. My ass cheeks were burning and so were my lungs from being choked. John finally pulled me off his cock and let me catch my breath. Jack had stopped smacking my ass and told John to come look my ass. John got up and moved behind me. John said “Damn Jack you really whooped that ass.” I felt my thong being pulled to the side and heard them laugh. “I told you she was a slut.” Jack said.
I felt a hand reach between my legs and grip my dick that was in the cage. They pulled on it really hard trying to see if it would come off. They twisted and pulled. Even though they were being rough it wasn’t that bad to have them playing with caged dick. They both started laughing saying it would take a tow truck to get it off. They let go of my cage and started playing with my plug. One of them pulled a little and it came right out. Jack said “This one is too small for you Sue. We’ll have to get you one that fits better.” They both started laughing. I guess the lube started leaking out of my ass because I felt a hard slap on my ass and Jack yelled “Who told you could use lubricant.” I had made him mad and I knew that was not good. He said that I needed to be punished. He grabbed my shirt and pulled hard, ripping off buttons and pulling it off of me. He started wiping my ass to remove the lube. Then he shoved his shirt covered fingers straight in to me. I squealed and pleaded for him to stop. He would shove his fingers in and twist them around. Jack said “Help me out Bro.” John gets beside me and reached back to pull my ass cheeks apart. He pulled really hard and I could feel my ass being pulled apart. Jack returned to stabbing his wrapped finger in and out of me. I heard John say “Just stuff it in her Jack” Jack started using his fingers to try and stuff my shirt up my ass. I don’t know have much he got in me but, my ass was hurting. He pulled it out and threw it on the floor. Jack said “Open her up Bro and see if we got her clean.” John pulled my ass cheeks apart until I thought my ass was going to rip. All I could think about was I had two men staring onto my gaping asshole. I started to get aroused and wondering why I felt like this. John said “I think you got it all.” Jack grabbed my neck and pulled me up. He said “Your mouth is the only lube you get unless I tell you to. Understand sissy!” I nodded yes and he pushed me back down.
They both got up and pulled me to the middle of the living room. John said “This should be good.” That when I realized that they had set up a camera to video what was going to happen. Jack got on the floor and pulled my head towards his cock. I opened my mouth and sucked him in. It was pointless to refuse. I had been beaten and abused. I had all but given up so, I figured to just try and get it over with. While I sucked Jack’s cock, John was poking his cock at my ass. John said “Turn her around she is to dry.” They spun me around and now I was sucking John cock. It made me think I should have spit on Jack’s cock more because he just forced it into me. Jack said “That’s how you do it.” I wasn’t going to make that mistake again so; I was giving John a sloppy blowjob. They turned me around again and now John was fucking my ass and I was sucking Jack’s dirty cock. This went on for a few minutes and then Jack got on the floor and told me to fuck his cock. I crawled over to Jack and sucked his cock hoping to lube it a little before he pulled me on top of him. I lowered myself on to his cock and moaned as he went in me. I was starting to love the way it felt. He was thrusting in and out of me when John got in front of me. He put his cock in my mouth and started fucking my face. His cock would push to the back of my throat and then force me down on Jack’s cock. I was stuffed and had never felt anything like this before. I loved my ass and throat being abused at the same time. Jack was rubbing my chest where my bra was like I had tits. He started pinching and pulling on my nipples. I felt my dick start to stain in the cage.
Jack told me to turn around and sit on his cock. I got turned around and was on my knees facing away from him. I put his cock back in and started to bounce up and down. John got back in front of me and was fucking my throat again. Jack reached up and grabbed me around my chest. He pulled me backward towards his chest and held me tight. My legs were bent under me at my knees and my little dick cage was pointing up. I saw John go and move the camera so it was pointing at Jack’s cock in my ass. Then Jack said “Go ahead and see if it will fit John.” I realized what they were going to do and started screaming. They were going to double fuck me. I pleaded with them to stop and tried to get away from Jack. It was like they couldn’t hear me and John got between my legs. He put his cock at my ass. Jack wasn’t moving anymore and just left his cock deep in my ass. John grabbed my cage and pulled up hard. He spit on his hand and rubbed it on his cock. I begged them to let me go and promised them anything else they wanted. John placed his cock back on my ass and started to push. I felt my ass stretching and the tip of his cock went in. He eases up a little and then pushed back down hard. My ass had no choice but to open up. I screamed for him to stop. The pain was horrible and he only in a little. John started pumping working more and more of his cock in me. He was still pulling on my cage while pumping in and out. I was begging and pleading while I was gasping for air. Then with another hard push he was all the way inside me. I moaned as he held it in me. We were still for a minute which gave my ass time to adjust to the two large cocks in me. My ass was burning and felt like someone had drove a truck in me. Jack said “Showtime Bro.” They both started fucking me at the same time. John rose up I guess to give the camera a better view. My ass still hurt but was getting better and John pulling on my cage was starting to have an effect on me. I was not screaming anymore. I was gasping for air and started moaning. I remember thinking that I sound like a whore.
After a few minutes of double fucking me, Jack started to grunt and started pumping fast. He thrust in hard and said “That’s good sissy make me cum.” I felt him cum in my ass. It felt great because it helped lubricate my ass while John was still fucking me. John was still pulling on my cage while he was fucking me. Then it happened. I guess the pressure on my prostate and John pulling my cage, cum just started pour out of me. I wasn’t even able to get hard while in the cage. Cum was dripping out of my cage onto my stomach. I heard myself saying “Oh fuck” over and over. John said “Holy fuck, the sissy just came from being double fucked. I hope the camera got that.” Then he started pounding my ass hard. He pushed in deep and came in my ass. They were both lying still with their cocks in my ass. After a while John got up and pulled his cock out of me. He stood up and Jack pushed me off of him and got up. Jack hollered at me not to leak on the floor. He said “Put your ass in the air.” I just wanted to rest. My ass felt empty and legs hurt like hell. I knew I better do it so I pulled my knees up and stuck my ass up. I watched as they got the camera and was pointing it at my ass. I must have been gaped open from being double fucked. John said “I think we ruined that ass. It will never be the same.” They both laughed. Jack said “We will stop her from leaking all over the house.” He grabbed the small plug I had earlier and slide it into my ass. It felt like it wasn’t even in me and then he pushed it in deeper. The base of the plug slid in me. It was a lot bigger than the plug itself. He kept pushing it in until it was as deep as his fingers could push. I felt pressure deep in my ass and stomach. I was moaning and grunting as he abused my ass. “That should do it.” He said. I felt him insert his fingers in my ass and pull my ass open. I guessed that was to let the camera see what he had done. He pulled his fingers out and smacked me hard on my ass.
Jack said “Ok sissy, sit up.” I slowly got up and turned around. My guts hurt from plug being lodged deep in my ass. John was holding a camera and pointing it at me. Another camera was sitting on the table where the TV was. I was on my knees and Jack said “You look thirsty sissy. Open your mouth.” He walked up to me with his limp cock hanging down. He put his cock on my mouth and I opened my mouth. I took his cock into my mouth and started to suck him. I thought he just wanted me to clean him or get him hard again. He grabbed the back of my head and fucked my face a couple of times. He held me all the way down on his cock. It wasn’t that bad because he wasn’t hard. Then I felt hot liquid pouring down my throat. He was pissing in me. I tried to push back but, he had my head held tight. I thought I was going to choke. I tried to relax and just let his piss go down my throat into my stomach. I felt his stream slow and stop. He let go of my head and I just waited for him to pull out. I was done fighting them. They had done things to me and I couldn’t stop them. I kneeled there while Jack took the camera and John walked up to me. I opened my mouth and took his cock in. I reached around and grabbed his ass. I pulled until my face was smashed against his stomach. His cock was longer and was in my throat. He started pissing down my throat and I held on to him to keep him deep. I heard them laughing. John said “This slut was easy to train.” I thought he was finished pissing and he pushed me off his cock. He was still standing in front of me and then started pissing on my face. I closed my eyes and turned my face. He hollered “Look at me and open your fucking mouth.” I did and he continued pissing in my mouth. He finished and turned around. Jack said “Clean this fucking mess up sissy. We’re done with you for awhile.” He turned to John and said “Come on Bro, Let’s go edit this movie so we can upload it. I think we will make some good money from it. We got to think about what we will do for a sequel too.”

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04 Dec 2016 7:10AM
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24F

I really absolutely love sucking cock, my favorite thing is finding reasons to give blowjobs to guys who aren't expecting it. I've blown guy friends as a birthday present, Uber drivers as a tip, coworkers to trade shifts, a random guy walking by outside when I was on break, etc. I love the look on their faces when I'm tonguing their shaft and shoving their dick deep into my throat. They treat me like an angel and it's weird but sometimes I get a feeling like that's what I was put here to do. Ever since I learned that I can ask almost any man on earth if I can suck his cock and he'd say yes I've taken advantage of it and had a lot of fun. My ex used to ask me to tell him some of my stories and every time I did I got really turned on thinking about it and it was fun to re-live the experiences, now that we're not together I want to share them again so I might as well do it here.


#1) Train Station
When I was 20 I wanted to take a vacation by myself to experience real freedom and I decided to do it on a train. I had a friend drive me all the way to the train station more than an hour from our home and when we got there we realized that the train left an hour later than we thought, so I had to wait an hour. He offered to wait with me because the train station was empty except for the man working at the counter. It was really boring sitting in the station so I asked him if I could thank him for a ride with a blowjob. I asked out loud and I think the man at the ticket counter heard me. My friend made a joke about how that wouldn't take an hour and so we should leave it for the end which was like a challenge to me, so I took him in a stall in the bathroom and made him tell me every time he was about to cum, I stopped every time and started again soon after and I sucked his cock for almost the entire hour until the train was almost there then finally deep throated him and let him cum in my throat. I couldn't actually see it but that was still one of the biggest loads I've ever felt.

#2) On the Train
I only put this one here because it happened so soon after the last one. I couldn't sleep on the train because I forgot to pack a blanket and it was very cold. There was a small store on board where you could buy items and food and I asked the man working if they had a blanket. They had one but it was so expensive because it was on a train and the only place to get one that I joked to the man that I would rather trade him a blowjob for it. He asked if I was serious and I said yes. When I made him cum he put it on my face and then grabbed the blanket he was going to give me and wiped it up without thinking about it! We laughed and he had to give me a different blanket.

#3) Tinder Friends
Another one with an awkward ending... I met a guy on Tinder on his 18th birthday and he told me he was a virgin and had never had a blowjob so I offered to come over and suck his cock as a birthday present. When I got there his parents were home, he snuck me up to his room and to make things even weirder his friend was there too. He said he didn't think I was really going to come. It was kind of kinky and I figured I would blow him in front of his friend, but I asked the friend if he had ever had one before and he said no, so I offered to suck his cock too. They didn't want to do it at the same time so his friend waited in the bathroom while I made the Tinder boy cum on his bed and then they switched places while I made his friend cum (His friend was bigger if you're curious lol). Afterward I got ready to leave but his mom saw me and said hi and thought I was his friend, we all stood in the hallway for a few minutes and made awkward small talk before I finally left.

#4) Sad Study Buddy
This one is not much of a story but it is kind of funny. In uni I was in the library working on a group project with a guy from class when he got a phone call that his mom was in the hospital. When he told me I said the first thing that came to mind which was "Oh shit I'm sorry, you want a blowjob or something?" We went in the bathroom and I made him cum before he left to see his mom at the hospital


I have so many more stories... if people really like them I will keep posting them :)

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It all started after I just got a divorce and had to rent a room in a house in town. I had just lost my job and had just started a new one at entry level pay. I shared the house with two brothers, John and Jack that had inherited the house from their grandmother. They were both jocks that went to the gym everyday and loved sports. I was the opposite kind of small and thin and never really played sports. After the divorce I didn’t really want to have any girlfriends. I started looking at porn on my laptop and started to like the sissy stuff. I wasn’t gay and had always been with women. For some reason this stuff just turned me on. It all started off innocent enough. I would jerk off to sissy porn and then started watching sissy hypno videos. After a couple months went by when I bought my first panties. I never wore them when the brothers were home just when I had the house to myself. I almost died when I left a pair of thongs in the dryer and John found them. They started joking that I must have a new girlfriend and wanted to know when they were going to meet her. I just joked back and told them it was a one night stand. They laughed and congratulated me like I had just scored a touchdown. I had let my hair grow long and told them it was because where I worked they all did. I started driving to the city and trying to buy more stuff. I wanted to buy some stuff like skirts, blouses and shoes. The hardest thing to buy were things like bras, stockings and thing like that. Even though nobody knew who I was I still felt uncomfortable buying these things. I think the way I was embarrassed, they knew I was buying them for myself. Sometimes I would just walk out of the store because I was so embarrassed. That when I decided to start using Amazon. I went crazy! I could buy whatever I wanted and never had to go to a store. I bought all kind of stuff to dress up in. I was going to the post office almost every day. Then things like dildos and things like that started to be recommended to me. I started to try some small dildos and plugs. Oh god I loved it! The more I used them the more I wanted something bigger. I started buying ones that looked like dicks and they were a lot bigger than mine. I got a chastity devise and lock my penis up. It was so cool to not to be able to jerk off when I played my games. I would get horny as hell by not being able to cum for days. That may have been a bad thing looking back! Like I said the guys went to the gym every day and went to the bars most nights so I had the house to myself most of the time. The only problem was the hornier I got the more chances I would take. I almost got caught a couple of time. I swore not to take the chance of getting caught. One day we were all in the kitchen talking and Jack said something about ordering something on line and like a dumbass I said that I had an Amazon account. He said it would be great if he could just use my account to order his stuff. I didn’t know what to say but sure. I immediately went to my room and deleted my history and thought please don’t let him see what I been buying. I thought I had deleted everything and took my laptop to Jack’s room. I logged on for him and he was searching for what he wanted when John called me in to the living room for something. When I got back to Jack he was done ordering and gave me my laptop back and said he would pay me when his stuff came in. I thought everything was ok because everything was normal for a couple of days. Then three days later Jack came in and said John was out for the night and he wanted to talk to me. I sat on the couch and Jack was walking around then he said “I seen the fucked up shit you have bought on line.” My heart dropped and my stomach turned! I didn’t say anything. I just look at the floor and hope it would all go away. It didn’t. Jack said I knew there was something funny about you. Now go upstairs and get changed. I’m going to take a shower so don’t be too long! My head was spinning. I didn’t know what to do. Then Jack yelled “you better get your ass moving sissy or I’m going to stomp your ass in the ground.” I ran upstairs and slammed my door with all kind of thoughts running though my head. I didn’t want to dress up but, I was afraid Jack would kill me if I didn’t do as he said. I grabbed a skirt and blouse off the floor and put them on real fast. I already had panties on. I found some socks and tennis shoes that I had bought for that outfit and put them on. I looked in the mirror and thought to myself I got to do better than this. He’s going to beat the shit out of me. I knew I didn’t have time to put on much makeup so I just put on a little blush and lipstick and pulled my hair up in ponytails to help me look like a girl. I was out of breath and shaking knowing nobody has ever seen me this way. I ran back downstairs and heard the shower still running so I sat on his bed trembling. I heard the water stop and I knew he would be out soon so I tried to relax so he wouldn’t be mad. When I heard the door open my heart stopped. He walked in to the room and said “Holy fuck Scott.” He just stared at me for a while and then said “You make a good looking sissy you little faggot.” I just sat there not knowing what to say when he started to get angry again. Calling me names, saying he was going to tell everyone about me. I started crying a little and he kept yelling. I kept saying I was sorry and begging him not to tell anyone. He pushed me down on the bed and I thought he was going to hit me. He started calling me names like sissy bitch, pussy boy and told me I probably like sucking cocks too. I told him that I wasn’t gay and he just laughed. He took out his cell phone and started taking pics of me. I’m going to let everyone enjoy these. He said he was going to call all the guys at the gym and have them come over and fuck my sissy ass. I kept begging him not to and was really crying now. He said for now on he would call me Sue. He said Scott is not a good name for a sissy faggot. I was lying on the bed curled up in a ball crying and thing got quiet. I looked up and Jack was just standing over top of me. For a few minutes I didn’t know what he was going to do. I felt him sit on the bed and after a while he said “Sit up Sue we need to talk” I sat up and he said it would be ok and not to worry. I was wiping my eyes and he put out his hands like he wanted a hug. I was so confused I didn’t know what to do so I leaned towards him and he gave me a hug. The hug was lasting a long time and he pulled my legs over his lap and was rubbing my back and arms. He kept saying over and over that it will be ok. I was really getting uncomfortable from his touching when all of a sudden he grabbed my ass. I was shaking and afraid to say anything. He kept saying things like “Don’t worry, it will be ok and just relax.” The whole time he was rubbing my legs and ass. For some reason his touching me was beginning to less revolting and my comforting. I almost felt myself start to cuddle up to him. Then he said something that made my fears return. He said “Just do as I say and it will be ok. All you have to do is relax and enjoy this.” I wanted to run but I knew he would get mad again so I just sat there with him while he felt me up. His hands were everywhere, on neck and face, on my arm and the whole time with one on my ass. He put his hand inside of my panties and was squeezing and pulling on my ass cheek. He slid my panties down and was really working on my ass. He started breathing more heavily. A chill ran down my spine when he said “I think it time for you to get out of some of those pretty clothes. I started to pull away and he pulled me in really tight and said “Just do as I say and everything will be ok.” I went limp from defeat and he sat up and pulled me in to a kneeling position. I just close my eyes and let him take control of me. He started to pull on my sweater and blouse until it was pulled out of my skirt. He pulled my sweater up but, I still had my arms down and he said “We can do this the easy way or the hard way. Just do as I say and you might enjoy this. You are a pretty girl. Now act like a pretty girl.” I knew I didn’t have a choice so I raise my arms above my head and let him take my sweater off. After Jack got my sweater off he stood up and looked down at me and said “Sue are you going to be a good girl or am I going to have to call for some help.” I just looked down and didn’t say anything. I heard him pull his cell phone out and it sounded like he was dialing a number. I thought he was bluffing about telling his friends but when he started talking to one of his buddies from the gym named Brice I looked at him in shock. Brice was a very large black guy that was always mean to me. He would always push me around or put me in a head lock. Brice would call me names like little man. I had heard them joke with Brice about the size of his dick. He called it his cunt buster and rectum wrecker. I didn’t have any choice but to look up at Jack and say “I will be a good girl Jack. Please don’t let Brice come over here. I will do anything you want me to do. Please!” Jack looked down at me and told Brice that he had to go because he had a hot bitch on his bed that needed his attention. I don’t know what Brice said but, Jack said he would call him if he needed any help with this cunt. Jack hung up and said I was lucky because Brice would have split my ass in two and if he has any more problems with me that I wouldn’t be able to stop him from calling him to come over. Jack started taking off his clothes and I just sat on the bed looking down, kind of whimpering. I felt Jack approach the bed and said “Time to show me how good of a girl you can be Sue.” I looked up at him. He was naked and looked huge standing over me. He was pulling on his dick and looking down at me. He moved as close as he could to the edge of the bed and ordered “Lick my balls Sue.” I was scared to death and not knowing what to do. I remember thinking it was funny that he was completely shaved. I closed my eyes and stuck out my tongue. I leaned in until my tongue hit him balls. I was trying to think what I would want a woman to do to me when he barked “You better get busy Sue or I’m going to make a call.” I started licking like crazy not knowing if it felt good to him or not. He started to moan so I figured it must be ok. As I licked his balls I took my mouth and started to suck on them to. He seemed to really like that, so I continued to lick and suck on his balls while he was pulling on his dick. He got his phone and was taking more pics and videos. I was able to suck one of his balls in to my mouth and lick it while I sucked on it then I would change and do the same thing to the other one. I thought I must be doing ok his cock was getting really big and he wasn’t threatening me anymore. Then he let go of his cock and it hit me on my forehead. Jack ordered me to suck it. I had never sucked a dick before but I did pretend with my dildos. I figured it would be the same, but it was different. It was warm and soft and bigger than my dildos. I was full of mixed emotions. The man in me wanted to fight back and to stop this, but there was a part of me that wanted to take his cock in my mouth and suck him as deep as I could. He wasn’t moving a bit so any movement was me. The more I sucked his cock the more I wanted to suck him. Now I was rocking back and forth while sucking his cock taking more and more every time. I found myself hoping I was doing a good job and hoping I was better than any women he had fucked before. The thought crossed my mind that I better make him cum or he might want to fuck me. I started to really work on his cock. I grabbed it with my hand and started to jerk him while I was sucking the tip. He was breathing heavy and I thought he was going to cum. Then he pulled my hand off his cock and shoved it all the way in my mouth. My nose was pressed against his stomach and his cock was down my throat. He just held me there for a while. He slowly pulled back and pulled my ponytails so that his cock went all the way in my throat again. I couldn’t breathe when he was all the way in. He would release my hair and I would pull back and catch my breath. As soon as I did he would pull my hair until I was pulled back to the base of his cock. I tried to push back against his thighs to get his cock out of my throat but, the more I pushed the harder he pulled my ponytails. Finally I gave up and let him fuck my throat and hope to get a gasp of air when he pulled back. I was exhausted from the assault on my mouth. Jack started to slow down and was just slowly fucking my mouth. Jack pulled his cock out of my mouth and leaned down and whispered “Ok Sue, it’s time to give me some of that sweet ass of yours.” He pushed me down and pulled my legs towards him. In one swift move he twisted my legs to make me turn over and pulled my hips up so that I was on all fours. Jack opened a drawer next to the bed and grabbed a bottle of oil. He poured some on his cock and I felt it run down the crack of my ass as he poured it on me. Jack said “Reach back and spread that ass you little fucking faggot. I’m going to fuck you so hard you are going to beg me to stop.” I reached back with one hand and pulled my ass cheek. His cock was sliding up and down my ass crack. I almost wanted to thank him for using the oil. His cock was a lot bigger than anything I had put in my ass before so I was really scared. When I played with my toys I would go nice and slow so I could get used to the size. I pleaded to Jack to be easy and he started laughing. I knew he wasn’t going to be nice. Jack was rubbing his cock around my asshole but, not sticking it in. That’s when he leaned in and said “I want you to fuck my cock sissy. Don’t go slow, don’t be easy just slam your ass back as hard as you can. I want you to make it come all the way out and then slam your ass back down on it. Don’t stop until I tell you too.” I begged him not to make me rape my own ass. I was starting to cry. I know even my smallest dildo didn’t go in without a little discomfort and he wanted me to take his big cock that was twice the size of anything I had ever tried before. Jack was starting to get impatient. He reached around and grabbed my throat so I couldn’t breathe. He said “Get busy you little whore or I’m going to shove my fist up your ass. You would probably like that wouldn’t you.” I tried to say something but, I couldn’t talk with his hand on my throat. He released me and I choked as I said “Please don’t. I’ll be a good whore.” I knew what I had to do so I made up my mind to just get it over with. I could feel his hard cock at the entrance of my asshole so I pushed back to build up pressure and with all my force pushed back as hard as I could. His cock slid all the way in to the base and I screamed in a high pitch squeal. My ass was burning like I had just sat on a red hot rod. I was panting rapidly not able to catch my breath. Then he hollered “Pull it out”. I leaned forward until his cock was out of me. God it hurt just as bad going out as it did going in. Jack ordered me to do it again. I began to repeat the process of me slamming my ass down on his cock and pulling away until he was completely out. It was still hurting like hell but I guess my ass was starting to stretch to the size of his cock. After a few times I was getting into a rhythm when I heard him say “They are going to love this.” He started saying “Come on you fucking whore fuck my cock.” I knew he was videoing me fucking his cock with my ass. The more I repeated slamming his cock in my ass; I could feel myself starting to get aroused. My dick was getting hard and my ass was tingling. After several minutes I found myself getting into this experience. I would moan every time his cock would enter me and squeezing my ass trying to hold it in. I was a whore. Jack told me to stop and I heard myself moan a disappointing sound. He pushed me away and laid down on the bed. He pulled my hair and pushed my face towards his cock and said “Suck my dirty cock you fucking little slut.” I was way past the point of refusing. I pulled his cock in to my mouth like I was starving for it. I needed him to be satisfied. I was his slut and it was my duty to please him. I had sucked his cock and balls and fucked his cock with my ass. Now it was my responsibility to make him cum. I was sucking him like a crazed whore. Jerking him and sucking him all the way to the base of his cock. While I was sucking him I reached down and started jerking my own dick. I was a horny slut needing to cum. The more I pulled on my dick the more effort I made to get him to cum. I heard him chuckle and point his phone at me. Then he said “What a nasty whore you turned out to be. Now beg for me to cum.” I knew it was another video so I pulled my mouth off his cock and said “Please Jack cum for me. Feed me your cum. I need you to cum in my mouth. I will be your whore forever. I will suck your cock, lick your balls and fuck you whenever you want. I will be your nasty slut to use anyway you like. PLEASE just cum for me!” I was so close to cumming I would have said anything. Jack got up and stood beside the bed and said “Open your mouth bitch.” I sat up opened my mouth and stuck out my tongue while he stood in front of me jerking his cock. He started to cum and shot his cum on the side of my face. He moved closer. I could feel load after load hitting the back of my throat and on my tongue. Jack pushed me back on the bed and took several pics of me with my cum covered face and said “Fuck Sue that was awesome. I can’t wait until tomorrow!”

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