Destroyed by Damon

Brooke rushed around, getting ready for work, in a pair of cutoffs that didn't cover much. I smiled, thinking about all the horny guys checking her out as she worked the bar, and stuffing money in the tip jars, thinking they had a chance. She would show off her ass, flirt, get their money, then at closing time she would kick them all out and come home to me.

I had met her about two years before, smoking a cigarette outside of a tattoo studio. She asked for a light and I asked her for her number. We went out on a date, and had a great time. We had so much in common. We both loved rockabilly, old punk, tattoos and vintage fashion. She did pinup photography and burlesque, I dressed like a greaser with a tall pompadour, tight t-shirts and Levi's. She was twenty-three and I was twenty-five. After a few more dates, I began to fall in love, and we moved in together.

Now I've always been bisexual, although back then I preferred girls to guys. I did have a couple of guys that I saw occasionally when the mood struck. I  loved to bottom, and liked it pretty rough and a little kinky. I even crossdressed for one guy. But it wasn't something I did often. And when I fell in love with Brooke, the urge went away all together. For awhile. But then it began to slowly creep back. I found myself craving it, and thinking about it more often. I refused to act on my urges though, wanting to remain faithful. I began watching some gay porn, sometimes fucking myself with one of Brooke's dildos. That would satisfy the urge for awhile, but it always came back.

Brooke left for work, and I made myself a drink, then began browsing through the Men Seeking Men section on Craigslist. I wasn't looking to meet anyone, I just liked looking at the dick pics, and reading the ads that the horny guys posted. I saw one that said, "Blk Male, 31, 6'2" 230# 9" looking for a submissive bottom. Can host in my hotel room." Well that sounded hot, I thought to myself. I loved getting fucked by black guys. The ad had a couple of pictures of a very large dick. I began to get horny, thinking about what this guy did to submissive bottom boys, and was thinking about going to the bedroom and playing with the dildo. Then my phone started ringing, showing Brooks number.

 

I answered, but all I heard was her moaning. The way she moaned during sex. Then I heard a man say, "I'm gonna cum!" Then more moaning. Then just some heavy breathing. Then I heard Brooke say, "Oh shit!" Then the call ended.

I just sat there for a long time, staring at my phone. I couldn't believe it. She was cheating on me. When she came home later, she was really nervous, but I acted like nothing had happened. I wasn't sure how to deal with this and needed time to think. 

The next day, my mind ran wild, as I tried to decide what to do. I truly loved her, and I was hurt. I didn't want to break up with her, but I knew I couldn't ever trust her again. I was also pissed. Here I was, resisting my own urges, while she was out fucking other guys. It had been so hard, but I had managed to do it. The more I thought about it, the madder I got.  I started to think that I should just give in, and act on my own urges. If she could get dick so could I. So, a few days after the phone call, I looked at Craigslist again, hoping the guy with the big cock was still looking for a bottom. He was, or at least his ad was still up. With shaking hands, I clicked reply, and sent him a message. A few hours later, he replied, "Pics. Stats." 

I looked around nervously. I was at work and somehow felt like people would know what I was up to. I didn't really have any pics, at least none that I was going to send a stranger. I didn't want my face out there. I wanted to reply though. I snuck into the bathroom, dropped my pants and snapped a few pics of my ass. Then I replied "26 5'10 160" and attached the pics. Did I really want to do this? The answer was yes. I did. So I pressed send. 

"Nice ass." He replied. "What U into?" 

"I love to bottom and I like it rough." 

"Nice. Free tonight?" 

I thought about it for a few minutes, and tried to talk myself out of it. But I didn't. "Sure. After 7." 

"Cool. I'm at the Holiday Inn express by the airport. Rm 312." 

That evening as soon as Brooke left for work, I jumped in the shower, cleaned myself, got dressed and drive out towards the airport. I was a nervous wreck. I couldn't believe I was doing this. I pulled into the parking lot, and tried to calm myself down. For a second I almost left. But, I got out and walked into the lobby.

"Good evening!" Said the guy behind the desk cheerfully. 

"Hi." I mumbled, looking down and hurrying to the elevator, where two men in suits were waiting. The door opened and we all got inside. "Three please." I said to the man standing by the buttons. He smiled. He knows what I'm up to, I thought to myself. I thought about leaving again. The elevator dinged at the third floor, and I hurried out, looking nervously around. Thankfully the hallway was deserted. I found his door, and stood there for a minute, giving myself one last chance to back out. Then I knocked. 

"Hey!" Said the man who opened the door, wearing nothing but a pair of boxer briefs.  I stepped in the room and he closed the door behind me. "I'm Damon." 

"Nice to meet you. I'm Jon." I replied looking him over. He was a big guy, with a muscular chest and arms, a bit of a belly and a large bulge showing in his boxer briefs. He had a full beard and a shaved head. 

"Well, Jon, I'm glad you could make it." He said, looking at me with a smile. Then, he stepped close, put his hands around my waist and kissed me. I felt myself melt. All the nervousness was gone. His hands slid down to the back of my tight Levi's and squeezed my ass. Our lips parted and he whispered, "Damn, that's nice." 

"Thanks." I whispered back, undoing my jeans. They were tight so it took a little effort to get them down. They fell to my ankles and I stepped out of them, then pulled off my t-shirt. 

Damon looked me over with a dirty little grin, and lust in his eye, and I felt a little adrenaline rush. It's hard to describe the way I feel when a top gives me that look. I feel very vulnerable, weak and submissive. It's like I am now his bitch, and he is about to do whatever he wants to me, and there isn't a thing I can do about it. I had really missed this feeling. He kissed me again, squeezed my ass with one hand, slid his other hand up my side, finding my nipple ring, and giving it a gentle tug.

"Damn boy, you are fucking sexy as hell." He whispered into my ear giving me chills. I reached down and found his bulge, and felt a very large dick throbbing beneath his boxers. I began to rub it. "Oh yeah, you like that?" He asked.

"Yeah, it feels big." 

"Oh it is baby. You're gonna love it." We kissed some more, and his cock felt very hard in my hand. He continued groping my ass and playing with my nipple ring. My own six inch cock was fully erect, and rubbing against his leg. One of his fingers touched my hole, and I let out a low moan. Fuck this was hot. I couldn't take it anymore, and I got down on my knees and admired the outline of his cock that showed in his boxers. Then, I slowly slid them down, freeing his giant cock. 

"Fuck that is big!" I gasped, seeing it up close. I had never seen a cock this big in person before. The biggest I had played with was around seven and a half inches. Damon's made that one look small. 

"Think you can handle that boy?" He asked in a cocky voice. For a second I had my doubts. But then I opened my mouth and began sucking. "Shit yeah, suck that dick bitch." Damon moaned, while I tried swallow it all. I was blessed with a deep throat, but this was alot to handle. I worked my head back and fourth, getting him a little deeper each time. Finally I was able to get it all. He held the back of my head, and I gripped his muscular thighs, trying not to choke. He released his hold, and I came up coughing and gasping for air. 

"Fuck, that's a big cock!" I said again, admiring it. It looked even bigger now, and was wet with my spit. I caught my breath and then went back for more, taking him deep again, looking up at him and making eye contact.

"Fuck yes, bitch, you're a good little cocksucker aren't you?" He moaned, looking down at me. It was ridiculous how turned on I was. I loved when a guy talked dirty, calling me a cocksucker and a bitch. He made me take it deep again, this time holding my head and fucking my throat until I was choking, then he let go and let me catch my breath. 

"Damn!" I said, after catching my breath again. He chuckled, pulled me back up to my feet, kissed me again then looked me in eye.

"So you like it rough, huh?" He asked, his hands squeezing my ass. 

"Oh yeah." 

"That's a good boy." He said, spanking me once then pushing me down on the bed. Fuck I had missed this. He climbed on top of me, then straddled my face, rubbing his cock all over it, then put his balls in my mouth. "Oh yeah, suck those balls you dirty bitch. Fuck. That feels good baby." He pulled them out of my mouth, and rubbed them all over my face, then fed me his dick again. Fuck this is hot, I thought to myself as I choked on his cock some more. This was just the way I liked it. Then he rolled over onto his back, and I began bobbing my head up and down on him, and he started playing with my hole. "You ready to give me this pussy baby?" He asked, rubbing me hard. 

"Mmmmmhmmmm." I replied, with his cock still in my mouth. 

He slapped me hard on the ass, then maneuvered me around so that I was face down on a pillow, and he pulled my ass up in the air, then spread my butt apart. "Damn, look at that. That's a pretty pussy boy. Clean and smooth just how I like it." He touched it lightly with his finger, then gave it a lick, which sent me into a moaning, squirming frenzy. "Oh yeah, look at that hole pucker. It wants more doesn't it?" 

"Fuck yes!" 

He licked it some more, swirling his tongue around, making me crazy. "Oh, it's just begging to get fucked ain't it?" He said, spanking me with both hands then going back for more. I buried my face in the pillow to muffle my moans, as his tongue teased my horny hole and one of his hands roughly groped my cock and balls. Then, I felt him slowly insert a wet finger. "Goddamn boy, your dick is just dripping!" He said. I hadn't noticed. "Oh you must really like this huh, slut?" 

"Shit yeah, Daddy!" I whimpered. He slapped me on the ass. 

"So, ready for some dick?" He asked, slowly sliding his finger around in my ass, and spanking me again. 

"Oh yeah, fuck me Daddy!" I cried. I'm not sure I had ever wanted a dick this bad before. 

He squirted some more lube on me and fingered me some more. "Yeah, get you nice and wet boy. I love a wet pussy. You're pretty tight to. Damn. I'm gonna destroy your pretty little ass boy. You want that?" 

"Oh hell yeah! Fuck me good!" I begged. He pulled his finger out, and I felt him get off the bed, then heard plastic tearing. I just laid there with my ass in the air and waited. He climbed back onto the bed, then got behind me, and pushed the thick head of his cock against my hole. 

"Open that pussy up, bitch." He said, pressing hard. I put my head in the pillow and felt him spread me open. Fuck it hurt. I had never taken anything this big before. He got it started and grabbed my waist with both hands, then slowly started to bury his big cock in me.

"Ffffuuuckk!" I cried, feeling as if I was being ripped in half. Anal had always been a little painful at first, but I liked that. But I had never felt anything like this. My first time hadn't hurt this badly.

"Yeah baby, give me that ass." He whispered, pulling himself back, then pushing back in, this time a little deeper. I wiggled around, but he held me in place, and continued pushing himself in, an inch at a time. "There you go boy, take it all." He said, finally getting it all in. "Damn, that's a tight hole. Shit!" I just lay there, trying to breathe, which at the moment was difficult. He slowly pulled it back out, then pushed back in.

"Oh my God!" I cried. "Fuck!" I heard him chuckle, then spanked me twice. 

"That's some good dick ain't it?" He asked, spanking me again. 

"Fuck it's so big!" I gasped, feeling it go deep. "Shit!" He chuckled some more, then began fucking me slowly, taking long strokes. I felt myself start to relax, and it started to feel good. He felt me relax as well, and began to do it a little faster.

"That's it baby. Take that cock like a dirty bitch." He said, fucking me a little harder. "Feels good don't it?" 

"Oh yeah Daddy!" I moaned. It did feel good now. It still hurt a little but it rubbed my insides nicely. I reached down and touched my cock, which was soft, but wet. I felt like I would cum if I touched it more. I wasn't ready yet so I just squeezed the pillow, which was now wet with my drool. He speed up a little more, then just went crazy, slamming his cock deep in me and ripping it almost all the way out, then shoving it back in. It was brutal, and didn't exactly feel good, but it was also extremely pleasurable for me, having this strange man beat up my ass, while I could do nothing but take it. I had always loved it really rough. This was a bit rougher than I was used to, but I was enjoying it. He wasn't talking dirty now, just grunting and breathing hard, and having his way with me. After several minutes of brutal fucking, he pulled out, and I felt myself let out a fart, feeling lube squirt out of my destroyed hole. "Oh my God, I'm sorry." I said, feeling completely embarrassed. 

"Oh, it's ok, baby. That means I fucked that pussy good. I like that." He said, then pulled my butt apart. "Oh hell yeah. Look at that gape. That's sexy as hell." He slid two fingers in me, wiggled them around, then pulled them back out. "Hell yeah. Blow me a kiss boy." I wasn't sure what he meant, then it occurred to me that he wanted me to clench my ass so I gave it a squeeze. "That's right. Work that pussy for me. I like that boy." I did it some more, feeling really turned on, knowing he was enjoying looking at my hole. "Yeah, now push it out baby." I pushed, and felt more lube dribble out. "Damn, I like that." He said, then shoved his dick back in, and began fucking me some more. He grabbed my arms, and pulled them behind my back, holding them there and driving himself in me. "Yeah boy, you're my bitch now aren't you?" 

"Fuck yes, Daddy!" I moaned, feeling helpless and pathetic. 

"Yeah, bitch, I'm turning your ass out boy. This is my pussy now." 

"Shit, Daddy, you own this ass!" I cried, feeling him twist my arms around. I was really enjoying this. "Oh Goddamn I love your cock!" He drilled me this way hard for a few more minutes then pulled out and quickly flipped me over, then got on top of me and fucked me missionary. 

"Spread those legs boy, and take it deep." He instructed. I obeyed and then we looked each other in the eyes while he fucked me deep. I had never experienced anything so intense before. This wasn't just a fuck. There was something more to this. Without dismounting, he drug me to the edge of he bed, so he could stand up. "Jerk off for me. I want to see you cum baby." He said, reaching down and twisted my nipple ring. I grabbed my dick. It was soft, but got hard instantly. It didn't take much. 

"Oh fuck, I'm cumming!" I cried, then felt my whole body explode. When I finished my stomach was covered in my own sticky cum, and I was limp. He continued to fuck me, but all I could do was lay there like a rag doll. 

"Oh yeah, boy, I'm gonna cum." He groaned, then pulled his dick out of me. He quickly climbed back on the bed, and pulled his condom off, then aimed his dick at my face. In just a few seconds he came, covering me in cum, making me feel like the dirty slut that I truly was. "Fuck." He muttered, after he finished, then collapsed beside me on the bed. I lay there for awhile, listening to his heavy breathing, then started to feel really guilty about what I had just done. 

"Um, so, I better get going." I said, feeling really awkward. 

"That's cool baby." He replied. I slowly got up and went into the bathroom. I was a mess. His cum was all over my face, my cum was all over my stomach and my ass was wet with lube. I quickly cleaned myself up, then went back out and began to gather my clothes. He layed on the bed watching as I got dressed. "That was hot baby. I really liked that." 

I zipped up my jeans. "I did to." I said, then put on my shirt. 

"I'll be here for at least two more weeks if you want to get together again." 

"Yeah, sure." I replied, thinking I probably wouldn't. I felt like shit. I just wanted to get home. Once dressed I said a quick goodbye, then practically ran to the elevator. Of course when the door opened, there was several people in the lobby. I took the walk of shame, just knowing they could tell that I had just been fucked. I wondered if there was still cum on my face somewhere. I got in my car, and sped home. 

Thankfully Brooke wouldn't be home for a few hours. I took a shower then got in bed. I was still awake when she got home, but pretended to be asleep. Even though she had cheated on me, and had probably been fucked tonight, I felt extremely guilty. I lay there beside her, feeling my sore ass, and hated myself. Never again, I thought before I finally drifted off to sleep.