This story is a continuance of the first time story, so read on for further adventures. After my first time having anal sex with a man my ass was sore for a week but not permanently damaged. I began to notice the guys at work in the steel mill where I work when I was in the shower. I had never thought of the guys in any particular way except that they teased me about being so small. I only weighed 110 pounds and had a 27 inch waist. A couple guys would slap me on the ass and tell me I looked like a girl from behind. These were single guys that would hang out in the shower longer than the married guys. Those guys would barely get wet and would fly out the door trying to get home to the wife. Two older guys would always be there when I was in the shower and they were both fairly good looking with average builds. The big difference was that both had large cocks that hung down at least 6 inches soft. One guy had huge balls and had a nickname of bull because of them. The y guy would kid him and call him bull balls or just bull on the job. His cock matched the size of his balls as well and had a huge mushroom head on it. Sometimes when no one was around he would stroke it in front of me and it would swell up and look enormous, YIKES!! Then he would shake it at me and ask if I liked it. Now I looked at it in a different light and began to wonder what it would feel like in my now non-virgin ass. The next Friday night I went back to the same bar where I was picked up by the first time guy. It had been almost 3 weeks and my ass was back to normal. As the night wore on the bar became crowded and filled up with all types of guys, old, young, big and small. Then I overheard a guy talking about breaking a young guy in with his big 8-inch cock. I turned to see who was talking and the guy was older about 45 and dressed in a work coverall. He was fairly good looking but rough. He went to say how he picked up a hitchhiker and proceeded to fuck the kid for a couple hours. Oh man, that kid must be walking funny. Well, I got up to hit the toilet and was standing there when the big guy came in and stood next to me. I looked down and saw that his cock was really big. He saw me staring and began to stroke it. It was huge and indeed looked 8 inches long and fat. He told me to touch it and I reached out and wrapped my hand around that fat cock. Oh my gosh, my hand almost didn't fit. He pulled my pants down in back and started to rub my ass asking if I wanted to fuck. I told him I had only been with a guy once a couple weeks ago and was new at it. He then smiled and said let's talk about it and zipped up. I followed him to the bar and told him my story. He asked if I wanted to have him break me in proper. I was a little drunk by then and a little scared of his cock size but said yes. We left the bar and to my amazement he had an apartment right above the bar. He immediately took me in his arms in a bear hug and kissed me full on the mouth, another first by a guy. I opened up my mouth to protest and he rammed his tongue into my mouth. I was on fire then and began to moan and kiss him back. He broke the kiss and told me to undress while he pulled his coveralls off. He was really built solid and I was a runt compared to him. His cock was standing straight out and was leaking pre-cum from the head. He pushed me down to his cock and I wrapped my lips around the head. He pulled on my head and rammed more cock in my mouth. It barely fit and I was choking on it. I could taste the cum leaking from his cock and thought that it didn't taste too bad. That was another first because the first guy just wanted to fuck my ass. He told me to keep sucking until he came down my throat, not that I had much choice since he was holding my head on hi cock. He lasted about 5 minutes and shot a huge load down my throat and squirted a couple more shots until he pulled out...still hard. His come tasted good and I knew I would do that again. He pulled me up and we went into his bedroom. He had a large bed but then I saw something I didn't know existed, a swing or harness gadget hanging from the ceiling by chains. He said it was time I started to get broke in and pushed me on my back and brought my legs up exposing my hole. He reached over to a table and brought out a jar of lube and began pushing lube into my hole. His one finger was almost as big as the first cock I had, ouch. Then he pushed in a second finger with more lube and stretched my hole even more. He used his other hand to jack me off and my cock was steel hard by now and aching for relief. As I got into the masturbation he put a bottle of poppers under my nose and told me to smell. Oh man what a rush. That was when he pushed the third finger in my open hole. I was really opened up then but the pain had lessened a little. He pulled his fingers out and I felt like my hole had stayed open. He then put my legs down and crawled up on the bed and had me suck him again. His cock got hard as a rock in no time and the head was huge and almost purple. His cock had a slight curve too it and got bigger as it got closer to his balls. The head was bigger than the rest of the shaft so I knew I was in for a ride right from the start and began to have doubts. He pulled out of my mouth and told me to lay back and pull my legs up and hold them up. He said he wanted to see my face when his cock went in me. He put more lube on my ass hole and his cock. He bent his cock down so that the mushroom head was up against my hole. I told him maybe this was a mistake and maybe we should try again later. He just smiled and pushed the head of his cock hard against my hole. It started to go in expanding my hole until I thought surely it would rip when suddenly the huge cock head popped in past my sphincter. I yelled for him to take it out but he said relax, it gets better. Then he pushed in about two inches and my ass felt so stuffed, I couldn't believe it. He fucked me with those two inches for about 5 strokes then sunk the rest of his huge 8 inch cock all the way in until I felt his big balls hit my ass. I really yelled and he just smiled and twisted his cock in me grinding my ass into the bed before pulling almost all the way out before sinking back in. Oh man what did I get myself into. At least I was drunk and a little relaxed plus the poppers helped. He pushed the poppers under my nose again and I breathed in the smell and it seemed like my ass opened up to him. He really began to fuck into me using long strokes in and out. I was moaning and twisting my ass hoping he would come soon. Since he had come earlier he went for a long time. He speeded his long dicking into my now stretched hole so that his cock was a blur going in and out ravaging my hole. Then he let out a roar and shot his scalding hot come up my ass until it squirted out around his plunging cock. He held his cock in me for awhile and asked how I felt. I felt fucked for sure and could feel some of his come leaking out. He pulled out and I yelped when the huge head went out past my sore sphincter muscle. My hole was gaped open and he let my legs down. His huge load of come was running out of my open hole as I got up to got to the toilet. I sat down and shit out the come with a blast. It even hurt to shit. He came in and said he was going to give an enema to clean me up. When he was done with that painful duty my ass was empty again but clean. We went back to the living room and he gave me another drink, vodka and soda. He said my ass was the tightest he ever fucked. I thought wow what a fuck I just had and looked down to see his cock stirring again. Oh my gosh he wants to go again. He saw me looking and had me get up and follow him back to the bedroom. This time he put me in the swing and had my legs strapped up to either side. My hole was totally exposed to him now. He put some salve on it that made it go a little numb and took the pain away. I found out later that it was he same stuff a dentist uses to numb your gums before he gives you a shot. He proceeded to lube my hole with Crisco and pushed his fingers into me but at least I didn't feel as sore. He had four fingers in my ass and was twisting them stretching my ass open. He pulled them out and I looked up to see him with a large butt plug that was tapered down to a huge diameter. He lubed it up and pushed it in my hole going deeper until he couldn't get it in anymore without really pushing. He ran it in and out more and more, my hole opening more each time until suddenly the base popped in my hole. I almost passed out. He held it there for a minute or so and pulled it back out. My hole was really open now and he stood up with his huge cock in his hand. He pushed the head against my open hole and it slid right in on all the grease up to the hilt with out hesitation. I was stuffed again. He pulled on the swing rocking in and out fucking my ass for at least twenty minutes before shooting another load up my ass. I could feel the pulses each time he shot and the come felt so hot in my ass. I was moaning and suddenly my own cock pumped out a load. He had literally fucked a load from me as well. I was a mess when he pulled hs cock from my hole. His come ran out of my open hole and I was almost too weak to get up. He helped me out of the swing thankfully and onto his bed. I rested there for about and hour and he woke me up to go home. Oh man I could have slept there all night. The salve had worn off and my ass was really sore now. I thanked him and he said he wanted to see me again for more lessons, maybe fisting. As I crawled into bed at home I could still feel huge cock in me and the days that followed his come still came out of my hole. What would my next adventure be now that I had been broken in to real ass fucking anal sex? The story will continue.