First Time Whore by islutmyself54

Rating: 83%, Read 39524 times, Posted Aug 23, 2013

True Story | Anal, Bi-sexual, Boy, Consensual Sex, Gay, Teen, Teen Male, Young

This is my second story of my life. It is a continuation of the first, so I recommend u read the first one before reading this one. Also, I am a bi, sometimes crossdresser that got around a bit. If that's not something you are into, you shouldn't read any further. Everyone else, I hope you enjoy.

The next day. Caeser and myself went to visit Alex in his playhouse. His sister and another kid from the area were hanging out. The kid was named michael, who is about a year older than I am. Alex's sister eventually left, and Alex began telling Michael how he had fucked us. Michael was a surprised and listened closely. Alex and Caeser agreed I had the best ass. They began describing how white and soft and bubbly it was. Alex said it was better than a girl's and he couldn't wait to fuck me again. We all agree to meet that night.

That same night, Caeser and myself went to Alex's, but Michael didn't show up. We hanged out a bit in his playhouse, and Alex said he wanted to fuck us again. Caeser and I didn't want to take his dick, cause it was too painful, so he convinced us to take turns on each other and he would just watch. Caeser laid down first, face down. Alex and I played with his ass a bit, and Alex spit in his ass a bit so it could go in easier. I climbed on top behind him, and began putting my dick in his ass. Again, it felt ok, but nothing that I thought was worth the effort. I fucked him for a maybe a minute, but no one was really excited about it. After a while of this, Caeser wanted his turn so we switched. Alex began groping my ass and slowly fingering me. Caeser joined him, and after a little while, I felt Caeser get on top of me. I felt the tip of his dick going in, making it slightly painful, but nothing I couldn't tolerate. He began fucking me, and I began to like the way it felt. I began shaking my ass like the prior night, and Caeser just kept fucking me. He didn't feel deep, but the sensation was great. Alex took notice of how I was liking it, which I denied, but kept shaking my ass. I eventually asked to switch again, but after fucking Caeser for a bit, I wanted to feel him fucking me again. I told them I didn't want to fuck anymore, so we switched and Caeser began fucking me. It felt even better the second time. Alex made a comment again on how much I was enjoying it, and how I moved my ass to take it. I told him I didn't like it, that I was just making it better for Caeser, which I assume he knew I was lying. Caeser kept fucking and fucking until he didn't feel like it anymore. I declined to take a turn fucking him, and told him he could just fuck me if he wanted to. He didn't want to, so Alex told me to just lay there so he could play with my ass. I layed there so they could have their way. They both began groping at my ass, almost massaging my cheeks. They both commented on how good it looked. Caeser opened my ass up, and Alex began fingering me. His long fat finger hurt a little, but I layed there and took it. He pulled his finger out and I heard him spit. He began inserting two of his fat fingers in my ass, which was really painful. I felt him reaching in as deep as he could, I held myself from screaming, as he pushed in deep and then out. Caeser continued holding me open, while Alex continued fingering me. I felt his long fat fingers start going all the way in, all the way to the knuckles. I got this weird sensation in my balls from having him so deep, it was painful. I told him to stop and he did, just like that. We got dressed and hanged out for a while. They both commented how much they liked my ass, and how I enjoyed getting fucked again, which I denied again.

I had been out of town for a few days, when I came back I met with Caeser and we went to hang out at Alex's again. We began talking and Alex said he had been fucking Caeser while I had been gone. He said Caeser was taking it all the way up his ass now. I turned to look at him, and he agreed. He fired back saying he had fucked Alex also. Alex agreed. I couldn't believe Caeser could take all that dick in his ass, but they assured me it was true, that he was taking it.

I didn't meet with them for a few days after, I don't think Caeser was in town or something. But I went to hang out with Alex one night. He asked if I wanted to fuck him, which I declined. He then asked to fuck me, but I told him it hurt too much. He reminded me Caeser was taking it all, and that he would go slow, that I could do it. I pulled my pants down and layed down face down like always. He began groping my ass, and fingered me slowly. It was painful again. He asked me to suck on his dick, which I declined. He told me to spit on it and stroke it. I spit all over it and began stroking it. I felt how it grew in my hands, it looked huge. it was the first time I ever had a dick in front of me in that way, I was really amazed by it. I loved how it felt as I stroked him. After stroking him for a bit , he climbed on top of me and began to put it in. It felt even bigger than before. I felt myself being split in two from my ass. I told him to stop. He pulled out and went for it again. He put the tip in, then put both hands on my ass cheeks pinning me down, opening me up really wide. I loved the way it felt having him open me like that. Something about being groped and having myself opened up felt amazing to me. We did that over and over, each time he would go deeper and deeper. I was in horrible pain, but somehow, I felt like I needed to take it. He kept going and going, deeper every time. It seemed like there was no end to it. He would push in a bit deeper, than pull almost all the way out, then back in again. I began liking how it felt on the way out, and hating how it felt going in. I screamed a load moan every time he went in, and moaned again as he pulled back. It felt so relaxing having him pull out, I began to want him to put it in, just so I could feel him pull out. He kept going, deeper and deeper. I had that weird sensation by my balls as he went deeper, it felt like pain. Almost like a stab inside. It felt awesome as he pulled back out, then he went in deep, all the way. I felt his big fat dick all the way in, he was deep inside. The pain was horrible, I had a weird sensation in between my balls. I almost felt stabbed on how deep he was inside. My eyes got watery immediately as I screamed a loud moan. He began pulling out, which would relax my entire body and make me moan in pleasure. I couldn't help it, I was moaning like a girl as he pulled out. Hearing myself moaning like that reminded me of that girl Alex had fucked in front of us. I wondered if this is how she felt, I wondered if her moans were pleassure or pain. My vision was blurry and I could feel tears roll down my face. He began doing it over and over, all the way in, out all the way to the tip. It was the worst pain and best pleasure I had ever experienced. I sounded more and more like a girl as he continued, slowly speeding up. I felt so helpless, like I didn't even exist, like my ass was the only thing that existed. He continued a little faster, saying how good my tight ass was. I was screaming and moaning as he went in in pain, then again in pleasure as he went out. He let go of my ass cheeks, put his hands next to my body, and began fucking me, harder and faster. I had no control of myself, a was swinging my ass back towards him. It felt so natural, I wasn't even thinking about it. I felt so helpless, so submissive. He continued fucking me, every time going in deep. He said something like,"You like it now, huh?"

I couldn't even deny it, I just screamed ,"yes." while he continued taking my ass. He answered,"good, you will be my other girlfriend." He fucked me and fucked me, I was in a realm of existence of plain and pleasure. I felt so penetrated. I could feel his entire dick inside, every inch. I could feel my entire anus as well, stretched to the max, every bit of space filled. After him fucking me for what seemed to be an eternity, he began fucking harder, 100 miles an hour. His dick felt thicker, and he seemed to be deeper, he was stabbing me inside. I felt his body tense up, and he began grunting with every pump. I was in tears from both the pleasure and pain. I truly felt like a girl in every sense. He fucked full strength, pushing my ass with his hips. He let out a load moan and then stopped. We were both completely out of breath, as he lay on top of me, his dick still in my ass. We lay there catching some air, I could feel his dick getting smaller inside of me. He pulled out, and my ass felt wide open. He opened my ass with both hands, just staring. I felt my anus completely open and wet, I was probably gaping. I could feel the wetness dripping down from my anus to my balls. He left and came back with some toilet paper. I remember feeling so used by him, but so excited at the same time. We cleaned up. He complimented my ass, and said he knew I would be able to take it all. I felt so proud of myself, seeing him so happy. I can't explain it, but I felt so girly myself, felt like I belonged to him. Felt like I was his, and he had used me for his pleasure, and somehow, that felt good. He asked, "are you hurting?" I responded I was ok, even though I was hurting. He said he wanted to be able to fuck me like that more often. We agreed we would do it again soon. Before I left back home for the night, he told me,"from now on, you will be my whore."

I will be writing my third story in the next few days. Hope you enjoyed. Rate and comment please.

Rating: 83%, Read 39524 times, Posted Aug 23, 2013

True Story | Anal, Bi-sexual, Boy, Consensual Sex, Gay, Teen, Teen Male, Young


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