10 comments/ 68216 views/ 19 favorites On a Run Ch. 01 By: yeaimbored I bent over to tie my shoe when suddenly I felt a hand on my ass and a voice say, "well what do we have here Johnny?" I instantly tried to stand up, but another hand on my back pushed me back down. "You'll stay there for now, I like the view," the man said as he rubbed my ass through my spandex running shorts. I was terrified, I knew there were at least two men there seeing as my name isn't Johnny and the man had clearly spoken to someone else. I was too shocked to speak and I knew I was in for something I wouldn't like. A bit of background before I go any further. I'm a 19 year old college student. I'm about 5' 9", 130 lbs, pretty thin, and kind've a "pretty boy". I've been running for a LONG time, and just recently started doing triathlons. Because of this, I started shaving my legs (and most of the rest of my body hair). The shaving has of course added to the "pretty boy" comments, and I've had more than a few gay guys start coming on to me. I'm not, by the way, gay, or even bi. Not my thing. Ok, maybe a little curious. I will admit I really liked it when my girlfriend fingered my ass while she blew me, but that's it. So anyway, back to the story at hand. My girlfriend and I had just broken up and I took it pretty hard. We'd been dating for about 6 months, and it was going great till it just stopped going. So I decided I'd sort out my feelings on a long run at one of the local parks. The weather was great and I knew that I would probably have the park to myself, so I decided to forgo a shirt and just run in the tight spandex shorts that I race in for triathlons. I was about 8 miles in to a 13 mile run when my shoe came untied. I bent over to tie it which is when two guys came out of nowhere and my day went to shit. "I think we could have some fun with this one, look at that ass, and those legs," said the second man, Johnny I assumed, speaking for the first time. "Mmmm you know it," the first man replied as he slapped my ass. "Get the fuck off me!" I yelled, finally getting over the shock of the situation. I tried to kick the one behind me as I attempted to stand up again. My kick met nothing but thin air and just served to piss the two off. "Boy you better calm yourself," Johnny said, "Me and Will here are gonna have a good time with you, and if you chill the fuck out, you just might enjoy it!" At that the one behind me (Will) pulled my shorts down as Johnny walked around in front of me and I got my first real look at him. He looked to be about 6'2" and at least 190 lbs of muscle. He was already naked and his cock was BIG. I'd say around 8". It put my 6" to shame. "Not only are his legs shaved, but his asshole is too!! Damn I can't wait to slide in there," Will said from behind me as he began stroking my ass with one hand and his cock with the other. "Guys please stop. I'll do anything but don't do this. I have money!" Which was aa complete lie by the way, I'm in college after all. "I'm not missing this ass for anything," Will said as he began to tease my ass with his fingers. I tried to move away, an act made harder by the spandex around my knees, but Johnny pushed me back. "Why don't you put that mouth to better use," he said as he pushed his cock towards my mouth. "Go on, suck it. I know you want to pretty boy, you probably take dick all day every day." I had no choice, I took his cock into my mouth, a definite first for me. It tasted kind of salty, especially the pre-cum already pooling on the tip. As soon as his dick was inside my mouth, Will pushed a finger (lubricated with something, thankfully) into my ass. Johnny pushed his cock deeper into my mouth. I clumsily attempted a blow job, by this time deciding if I could make them cum I could get home faster. Seemingly in response, Will added a second finger to my ass and began to finger fuck me. As Johnny moaned in response to my sucking, Will began to rub his cock across my ass. I don't know how big it was, but it certainly felt hefty. Almost subconsciously, I pushed my ass back onto Will's fingers, enjoying the sensation. Will immediately noticed exclaiming, "Look at that Johnny! This little queer is already enjoying it!" Johnny did nothing but moan in response. I could feel a trail of pre-cum on my ass from where Will had dragged his cock. For whatever reason it turned me on, and my cock began to harden. After another couple of minutes, Will and Johnny switched places. I noticed that, to my surprise, Will was black (surprise because there weren't many black men in our town). Will certainly had the cock of a black man, and I struggled to take his cock into my mouth in much the same way that I had struggled with Johnny's. I managed, however, and then began to give him a halfway decent (in my opinion) blow job. Johnny managed to put 3 fingers into my ass, then began to spread them, stretching my ass far more than it had ever been before. I moaned around Will's cock, which Johnny must have taken as his signal that I was ready to fuck. He spread my ass cheeks and put a bottle of something, presumably lube, against my asshole and squeezed some in. He then lined his cock up and began to tease me with it, pushing the tip in, then taking it out. In and out, in and out. By this time I was happy to be Johnny and Will's little slut for the day. I pushed back towards Johnny's cock as I sucked on Will hard. Johnny leaned with me and continued to tease me. Finally, without warning, he grabbed my hips and pushed his cock the whole way into my ass. I moaned as loud as I could around Will's pulsing dick, enjoying being spit roasted by the two hung guys. As Johnny let his me get used to having his cock inside my ass he told Will, "From back here, he really looks like a she! Smooth legs, nice ass, skinny. Damn I'd fuck this dude any day." "True dat," Will replied, "Put some tits on him and we'd have ourselves a real shemale! Hell, even without the boobs he'd be passable with a thong and bra. He's so slim he almost has curves!" The way they were talking about me like I wasn't even there was really turning me on. I could feel my cock throbbing, pulsing up and hitting my stomach then falling back down. Before I could think about the long term implications of my present situation, Johnny began to fuck me, slowly and almost sensually. I forgot where I was, my entire being was focused on the sensation of his cock pulling out, then thrusting hard back into my ass, slowly but forcefully. With every stroke, he pushed Will's cock deeper into my mouth. After not much longer, actually a surprisingly short amount of time, I felt Will's cock begin to pulse. He began to shoot cum into my mouth. I, of course, could not keep up with the amount that was spurting from his cock and it began to dribble out the sides of my mouth. He pulled his cock out and shot one or two spurts of cum across my face before his orgasm began to subside and his cock began to soften. He put it back into my mouth and I started cleaning it off. Johnny grabbed my hips and began to fuck in and out harder and faster. I moaned loudly as his cock too began to pulse and he shot jet after jet of hot cum into my tight little hole. After he stopped cumming he pulled out with an audible pop from my asshole as his cum began to dribble out and down my leg. He pulled my spandex up, sealing the cum in my ass. "Can I go now?" I asked tentatively? "Nah, you're coming with us." Johnny said as I felt a prick on my ass and my world went dark. I'm thinking about writing a second chapter, I'd love to hear any ideas people have. Right now I'm thinking some sort of she male thing, but I'm not quite sure. As always, eedback is greatly appreciated, positive and negative. Thanks! On a Run Ch. 02 I awoke in much the same position that I passed out in, sans clothing. I could feel where the cum had dried after dribbling out of my ass. I tried to move, but couldn't. I began to really come to my senses and realized that I was tied in my current position: face on the floor, ass in the air. I moaned, which I instantly realized was a terrible idea. "Hey Will!" Johnny shouted, "Looks like our new slut is awake!" "I'll be there in a minute, lets let him know how it is," Will replied. After a minute a light turned on and I could see the room I was being held in, well part of it anyway. There really only seemed to be a bed, a large one at that, a toilet, a mirror, a sink, and a dresser...the bare essentials. Will and Johnny walked in. Johnny was naked while will was clothed. One thing that I hadn't noticed in the park was that they were both in amazing shape. Johnny had an eight pack!! Johnny's cock was already hardening as he walked out of my view. "We've done some checking in to you," Will began, "We know you're out of school for the next three months. We also know that your girlfriend just broke up with you and that you don't speak to your parents. Long story short, nobody's going to miss you, not for a while anyways." As he was talking, I could hear Johnny walking around behind me. "You're going to be our slut for the next few months. After which, we'll let you go. I have a feeling that you'll actually enjoy most of what we have in store for you," Will continued. "Like what..?" I asked nervously. Almost immediately after I finished, almost in response, I felt Johnny press his cock against my ass and then thrust the entire thing in. "GAAHHH!! OHH HOLY FUCK!" I moaned loudly. They must have thoroughly lubed my ass while I was out because Johnny's cock slid right in with very little pain. In all honesty, it felt pretty damn good. "Well for one thing, that," Will replied. "If it's out there, you'll be doing it. We'll be fucking you, of course, gang bangs, bukkake, glory holes, you name it. Hell we're gonna rent your ass out. And, my personal favorite, we'll be dressing you up in some girly clothes and putting you out there for anyone who wants some. Yeah, your ass is gonna get WELL used. Now I'm gonna leave you two alone for a bit, when I come back I want you wearing the clothing in the top drawer of the dresser." With this Will turned an left the room. As Will was talking, Johnny had begun to fuck in and out of my ass. "Mmmm I'm gonna stretch that nice little asshole of yours out," he whispered to me, "You haven't had Will's cock in there yet. I know you blew it, but I was surprised about that. Jesus does he have a big dick. I'm stretching you now, just wait till he gets in here." Johnny continued to fuck me, taking long deep strokes in and out of my ass. I couldn't help but moan in pleasure. Although I was being kept against my will I figured I could enjoy as much of this as possible. Johnny grabbed and kneaded my ass as he fucked me. He kept telling me what a nice ass I had and how he couldn't wait to fuck it every single day for the next three months. Honestly, I was kinda looking forward to it. "We need a new name for you," Johnny said after a particularly deep thrust, "As we said, we're going to let you go, and I'd hate for any of the guys you'll be fucking to recognize you based on your name afterwards. Hmmmm, I know, Sam! You'll go by Sam most of the time, but Samantha whenever we have you dolled up, which by the way will be every time Will fucks you." How Johnny was able to keep talking and making coherent statements as he began to fuck me harder and faster, I have no clue. After not much more time I felt his cock begin to throb in my ass. "OH FUCK!" He shouted, "Oh yes, I'm cumming in that tight little ass of yours Sam! Mmmm god damn!" Johnny shot streams of cum into my ass and then pulled out. I could feel my ass gaping open, then closing, then opening like a fish out of water. The cool air on my open asshole felt amazing. "Don't bother cleaning up," Johnny said as he cut away the ropes tying me down, "Will likes to push a load into an ass, and that's one big load into one nice ass." After Johnny left I walked over to the dresser and opened the top drawer. Inside was a sexy lacy black thong, a matching bra, some black thigh high stockings, a school girl skirt, and a white button up blouse. I quickly took them out and began to put them on. The thong actually felt kinda sexy, especially against my still slightly open ass. Underneath all of the clothes I found a blonde wig that I put on as well, along with more lube. When I looked in the mirror I barely recognized myself. I looked fucking SEXY. "Hell," I thought, "I'd bang me!" The clothes and recent fucking had left me feeling extremely horny. I decided that I would please Will like the slut I would be for the next three months. I lubed my ass up again, reveling in the feeling of the lube mixing with the cum. I then went and sat on the bed, folding my legs underneath myself, trying to look as sexy as possible. I didn't have to wait long, soon enough Will walked in, naked, and looking ready to fuck. His was already semi-hard and jerked upwards as soon as he saw me. "Damn Samantha," He said to me, "you look so damn good. I can't wait to sink this cock into that little white ass." "Mmmm and I can't wait for you to," I said as I stood up and walked over to him as sexily as possible. I kissed him once, then slid down his body to his now fully erect cock. "I want to please you and Johnny as well as I possibly can," I said as I began to play with Will's massive cock. "I want to be your little white slut, doing anything and everything you ask me to." I ran my hand up and down his cock a few times, then used it to guide his cock to my waiting mouth. I licked the tip and sucked off a bit of pre-cum as Will gasped slightly. I slowly took the head of WIll's cock into my mouth, licking around it as I did so. He gasped again and began to run his hands through my (fake) hair. Without warning, his hands grew firm on my head and he pushed his cock deeper into my mouth and then into my throat. I had no experience deep throating, so I gagged on his cock. He kept it there as I gagged then pulled it out. I felt as though I was going to throw up. He gave me a second, then forced it back down my throat. I was ready this time and was able to hold off the gag reflex for a few seconds, but then I gagged again. We continued this gag, take out, gag again cycle for a few minutes until I was actually able to deep throat him for a good 30 seconds before I ran out of air. After I was able to deep throat him, Will picked me up and quite literally threw me onto the bed. He walked over to me, pulled my skirt up, and yanked my thong down. "Johnny really did a good job on that ass," He said as he spread my ass cheeks, "Mmmm look at that gape, I love seeing cum drip out of an ass like yours." Will placed his cock at my asshole, and much like Johnny just recently had, pushed his cock the entire way in. Even with the way that Jonny had stretched my ass, Will stretched it more. I moaned, enjoying the fucking, then pushed back trying to get as much of his cock inside of me as possible. My own little white cock, which had been hard throughout, began throbbing and slapping against my stomach. Will picked my thong up off the bed and began to jerk me off with it as he fucked me. With his cock in my ass and the lacy feeling of the thong on my cock, I soon began to cum. As soon as I stopped cumming, will pulled the thong off of my cock, flipped it around so the cum was on the outside and stuffed it into my mouth as I moaned. "Suck your cum off that you slut," Will commanded with a particularly deep thrust. I moaned in response and began to try and suck the cum off the thong. Will began to smack my ass as he fucked me harder and harder. Then he picked me up and put me on the floor with my ass in the air and my head on the ground. He put his cock back into my ass and forced my cock towards my face. "By the end of the summer you'll be able to suck your own cock Sammy," He informed me. With that, he began to fuck my ass harder and faster. I could tell he was about to cum. I pulled the thong, now clean of cum, out of my mouth and said, "Mmmm yea Will, cum on my face baby. I want your warm hot cum all over me. He pulled out of my ass and pointed his cock down at my face. Ropes of cum shot out from his dick and covered my face and filled my open mouth. I willingly swallowed all that went into my mouth and licked everything I could reach with my tongue. Will kneeled down over me and had me clean his cock off, which I of course did willingly. Afterwards he left the room. After the treatment I'd been given, I was actually looking forward to the next three months. --------------- I hope you all enjoyed the second chapter of On a Run. As always, feedback is appreciated. I'll definitely by writing at least one more chapter, doing some of what Will detailed earlier so let me know in the comments which you like most or anything I missed. On a Run Ch. 03 I lay with my back on the bed, holding my legs spread apart, feet next to my head. I had on my usual uniform for when Will fucked me: a bra, a thong (pulled off to the side), a short skirt, and heels. Will took a bottle of lube, put it up against my ass, and squeezed, almost giving me a lube enema. Once he was satisfied that my ass was slippery enough, he put his cock at my ass and began to push. As usual, my asshole resisted for a moment or two, then gave way to his large tool. I began to moan as Will reached down and twisted my nipples as he went balls deep into my ass. "I've got something special planned for you tonight," WIll said as he started slowly fucking me. "Uoohhh mmm yea? Like whaaat oohh?" was my moan filled response. "Well I'm showing you off for the first time. Johnny and I have some friends coming over and you're the main entertainment for the evening." As he explained this to me, he grabbed my ankles, pushed them back farther and started fucking me faster, using them as handles."You're gonna get WELL used tonight you fucking slut. And you know what? I bet you're going to like it. Look at you now! We're keeping you here against your will, yet you're on your back moaning like a god damn porn star while I ream your ass." "Oaahhhh, I mean I may as ooohhhhh well enjoy it, not like mmmm I have a choice," I replied. "Hmmm good attitude...you're still a whore though." Will said as he slapped my cock. "I guarantee you won't have anybody get you off tonight, so I may as well help you out with that now." With that, he pulled my body up so my ass was way up in the air and I was more on my shoulders than my back. He continued to fuck me as he grabbed my cock and began to roughly jerk me off, not wanting me to think he enjoyed it. "Mmmmm ohh yeah Will, fuck my ass. I may be a whore, but I'm a whore for you." I definitely didn't have any feelings for my captors, I didn't love them or anything like that, but I did love the attention I received from them. I was digging the anal poundings that I was getting so often. It was far better than any type of sex I'd ever had before. I even enjoyed blowing them. I'd found a submissive streak that I didn't know existed in me. Before long I knew that I was going to cum soon. Will must have felt my ass tighten or my cock stiffen because almost immediately he said, "Time to swallow your own cum slut, open up!" I obediently opened my mouth saying "Ahhhhh" like at the doctors while I began to shoot cum at my own face. The first spurt fell short hitting me in the chest (on the bra Will had me wearing), the second, third, and fourth spurts all fell squarely into my mouth. The rest began to dribble out of my cock onto my stomach as Will continued to fuck my ass. "That's a good girl," he told me as I opened wide to show him my load, "Keep it in your mouth, I want my cum to join it." I did as told and began swirling my cum around in my mouth, trying to avoid swallowing it. I had no clue how long it would be before Will would cum, but I would do my best not to disappoint him. Maybe it was the site of my own cum in my mouth, or just my ass squeezing around his cock, but soon enough Will was ready to cum. As he pulled his cock out of my ass I spread my ass cheeks so he could see my gaping asshole. As I did that his dick began to pulse, even without him jerking it, and he began to shoot huge ropes of cum straight down into my mouth. It filled my mouth rather quickly and began to spill out the sides. "Swallow slut," he ordered me as he finished cumming and began to slap my ass with his still hard cock. I, of course, obeyed and swallowed our combined loads in one gulp. "By the way Sammy, company's here already, so get ready to please." WIthout any warning I was picked up and thrown onto the bed by another large black guy who immediately plunged his already stiff cock into my gaping asshole. The man immediately began to thrust while two others walked around in front of me stroking their cocks, clearly wanting me to blow them. I grabbed one and began to suck the other, the man behind me forcing the cock in my mouth down into my throat. The guy in my ass must have been extremely horny because after just a minute or two he began to cum deep in my ass. As soon as he pulled out, another cock replaced his. I switched the cocks in my hand and my mouth, knowing that if I didn't please everyone adequately there'd be hell to pay later. I gagged on the cock in my mouth as the guy behind me forced into me harder than usual. The one I was blowing grabbed the back of my head and began to cum down my throat as the one in my ass continued to fuck me hard. Once the one in my throat had enough, he pulled his cock out. I expected to take the one in my hand in my mouth next, but the guy in my ass grabbed me and pulled me back onto him so I was on my back. The one in my hand pulled away and spread my legs. I realized what they were going to attempt and I was less than pleased. Sure enough, a few seconds later (long enough to lube up his cock) I felt him put his cock at my asshole. This wouldn't have been a problem except for the fact that I already had a cock in my ass! I felt the guy begin to try and push into my ass. Worse yet, I felt my ass begin to stretch and allow him entrance. After another minute or two he'd actually worked the head of his cock into my ass, and the rest soon followed. I was actually being DP'd!! Before I had time to get used to the DP, another cock was thrust into my mouth. I began to suck, knowing that's what my captors would want. The two in my ass took different rhythms at first. While one was thrusting in, the other was thrusting out. At random intervals they one would stop on the out stroke and they would both thrust in at once. The feelings that were coming from my ass were unbelievable. I'm sure I came multiple times, thing is, I really don't know cause I was too absorbed in how my ass felt. After a couple of minutes of this, in quite possibly the most extraordinary coincidence I'd ever been apart of, all three of the men fucking me began to cum within seconds of each other. My mouth got a fair sized load, but my ass was literally filled. I could feel cum squirting out from between the two cocks as they throbbed and shot cum into me. As the two of them pulled out, a river of cum streamed from my ass and onto the bed. Will walked in as I got up (slowly and tenderly) and forced me to lick the cum up from the bed. "Good job sammy," he said when I finished, "Now get ready for next time."