8 comments/ 219081 views/ 66 favorites I Thought I Wanted It Rough... By: LonelyVirgin Let me start off by saying I'm straight. I'm very attracted to women, but feel absolutely no attraction to men. When I was younger, I always had a fascination with anal sex. I don't know why, but from when I first started looking at porn on the internet, I was always looking for anal sex. The odd thing was, I wasn't so focused in on the penetration of all the tight asses (although I enjoyed that as well), I really loved watching the girls faces as they took big dicks in their asses. They usually had fake expressions as they took it in the pussy, but they became all serious when something was getting shoved up their back door. They looked very focused and nervous as it began pumping into them, faster and faster...and then the ecstasy they seemed to be in when they got use to it, and it began to really pound their hole. After quite awhile of exploring this (I guess you could call it my fetish)...I began to go further into it. I started to realize that I was more turned on by thinking of what it must feel like to take it in the ass, than to give it to someone in the ass. I refused to consider guys because I know I am straight...so this lead me to shemale/transsexual porn. While I enjoy it all...I really get off on the transsexuals who are tops. I swear, I still believe there is nothing hotter than a top transsexual giving it to a guy...and for some reason, I really love it when its pretty rough. The slamming of the bodies, the fact that the guy is just getting used to get the tranny off...just a hole to pound as hard as they need to get off...for whatever reason, I found this ridiculously desirable. Well, it really got to the point where I was only looking at this kind of stuff to get off. I felt a real need to act on it. I'm pretty shy around women, and had not had sex yet (22 years old). The thought of a woman doing me with a strap-on would work for me, but I just cannot see myself ever asking a woman to do that to me. The thought of meeting a shemale would also be perfect, but I figure my chances are quite slim on that as well. So, I figured that meeting a guy would be my best chance. There are a lot of ways I could meet with a guy for sex, and sex only without anyone knowing. I figured me being a virgin would be a pretty good draw. I also figured that if I was going to go through with this, then I would really prefer to do it based completely off my hottest fantasy. What was that you might ask? Well...it really involved me having no control...and being used anally for as long and hard as the giver was willing. I posted on a couple sites exactly what I was looking for...someone dominant, someone a top, and someone willing to use a virgin bottom roughly. Preferably tie my hands behind my back so I would be pretty helpless...then bend me over something, or put me flat on the bed before using me. I had no real specifics on body type or age or anything. Like I said, I wasn't going to be attracted to them anyway. If anything, I'd probably prefer they be not of huge endowment given that I wanted to session to be rough (them slamming their whole body weight into me with each penetration of my hole). After several conversations, which usually led to me saying I'm interested, but never following through (I wouldn't make a date...doing that then not showing up would be a terrible thing to do)...I finally got up the courage to follow through. I had only been signed up with Squirt for a couple weeks when someone messaged me and described pretty elaborately what he would do to me...using specific requests I had made in my profile into his scenario. I decided it was finally time to follow through with this...and setup a date to meet him at a hotel that he had picked out. Now, when I say I was a virgin...I mean it. The only thing that had been inside of me was 2 of my fingers. I had done it in the shower a couple of times. I never got all that deep, and well, 2 fingers are not that wide. I used an enema on myself the morning of (we were going to meet at noon)...and shaved all my hair on my ass, balls and around my dick. This was the first time I had ever done this...and I was really turned on by how it looked. I was getting really nervous, but there was no turning back...I had to go through with this. I checked my e-mail and found one from him just like he said there would be...with the room number in it. When I arrived at the hotel, I knew what the plan was. He had told me that he would be in his car while I went into the room first. I was to take off all my clothes and put the handcuffs that were on the bed onto myself (behind my back)...then lay face down in the middle of the bed. As I was doing this...I could feel my whole body shaking. Fear or anxiousness...I wasn't sure. After clicking the handcuffs on I began to consider how risky a thing this was to do. I quickly dismissed it and told myself that this would only lead to me living out a very hot fantasy and that was it. I assumed the position on the bed and waited. It only took about 5 minutes until I heard the door open. We had corresponded for a few days before we agreed to meet today. He had asked me specifics about all my fantasies, and things I wasn't so interested in. I had told him that in the future I wanted to try being a part of a group. Having several guys use my ass for a long period of time really sounded hot. I had told him about my interest in cross-dressing, and being used like a girl. I also expressed my lack of interest in giving oral or kissing. For me, it was really just about getting used up the ass roughly. However, if they made me give them oral...I guess there wasn't much I could do given the fact that I was tied up. I heard the footsteps leading to where I was on display (face down on the bed, arms cuffed behind my back). I kept my eyes shut, a little overwhelmed by the moment. I could hear his clothes rustling as I assumed he was removing them. As the rustling stopped, I felt him pull me by my arm so my head was over the edge of the bed. I opened my eyes and found his semi-limp dick directly in front of my face. He pushed himself against my lips and I reluctantly agreed. I figured the quicker I could get him hard, the quicker we could move on to what I was here for. I wasn't really all that enthusiastic, but I allowed him to pump into my mouth...fucking it to some degree. I didn't really use my tongue or anything, but I did gag a little as he started to fully harden. At last, he pulled out, and I was pretty relieved that we were done with that part...I didn't enjoy it in any way. I watched as he reached for his pants that were on the floor and removed a condom from the pocket. I thanked God that he followed through with his promise to use protection (which I demanded). I only just now realized how he could have chose not to use it and there would really be nothing I could do to stop him. He slid it on as I looked over his dick for the first time. It wasn't all that big...thank goodness. I would guess it was around 6 or 6 and a half inches at the most. I felt this would be the perfect size to allow someone to really pound me without killing me. He walked up behind me and said his first words. "You ready for a plowing honey?" A little bit ashamed, I didn't speak...but just nodded my head up and down. I felt his body weight shift onto the bed behind me. He pulled my legs apart and moved in-between them. He placed and hand on each shaved cheek and spread them apart. Then I felt it...No, not his dick, but his tongue. I had told him that I could only imagine how great rimming would feel in one of our previous e-mails...and now he was doing it. His tongue was taking long drags from just below my balls, to the top of my crack. He did this 3 or 4 times before settling on my hole and licking hard against it. I let out a moan as I had never felt anything this good...Hell, I had never imagined anything could feel this good. After about a minute or two of this, I felt two of his fingers sliding in my crack. He decided to skip just one finger, and pressed them both against my virgin hole. It was definitely tight, but he was able to get them inside of me. He only pushed them about half way in, before pulling them almost all the way out...and then back in to the same depth. He was doing this very slowly, and it was really feeling quite great. It actually felt better than when I would do it to myself...although I couldn't say why. I tried to squirm back a little bit to get more inside me, but he spanked my left cheek...he said he wanted to be able to get his dick inside me, but he still wanted me to be very tight. With that, he removed his fingers and shifted his weight. He placed his hands on my lower back, and pushed down...supporting most of his weight with them. I then felt his dick begin to slide around my smooth crack. It brushed against my hole for a second, but quickly slid past. Then, suddenly he slammed his bodyweight down onto me. My heart fluttered before I realized he had not penetrated me. He did this several more times...teasing me until I said it. "Please...just fuck me...please..." I could almost sense his smile. He removed one hand from my back and positioned his cock right against my virgin hole. I felt the pressure and began doubting whether I could take it...he was about 2 and a half fingers on top of 2 and a half fingers thick. I pushed back and felt him slide in. He took his time as he slowly worked it deeper into me...stopping when I would take a deep breath in. I would definitely feel pain each time he pushed a bit deeper...almost like there was nowhere else it could go...like he was pushing against something inside me...but, as he slowly worked it in, the pain lessened. I was a little shocked as I felt his balls touch my cheeks. It wasn't nearly as bad as I thought it would be. What I felt most of all was complete fullness. Its hard to explain, but it felt like he had filled my ass as much as it could take, and it tingled...in a good way. Just having him inside me felt good, and he wasn't moving or anything. Then...he did move. He started to slide himself out, still going slowly...until he was about half-way out, then he pushed in, a bit faster this time. I moaned real loud to let him know that I was feeling good, and he could start to use me how we had talked about. With that, I felt his hands move to either sides of my shoulders, as he hovered over me. As he started to withdraw his cock again, the only part of us touching was his knees forcing mine apart, and his dick inside me...As only the tip of his dick remained inside of me, he came crashing down again. Now, this did in fact hurt a bit. I think when he did this, it pushed him deeper into me than he was before. Unfortunately, from the position I was in (stomach flat on the bed...arms secured behind my back), I couldn't move...let alone pull away. He ground his hips into me aggressively...keeping himself in a bit deeper than I was comfortable with. I think I probably would have said something at this point, but I didn't have a breath in my body. His initial slam had knocked the air out of me and I was struggling to regain it. He began withdrawing again as I trembled a bit in fear...wondering if this was going to get out of hand. He crashed down into me again, but did not take the time to grind this time...instead choosing to withdraw immediately and slam into me again. When doing this, I would only feel a twinge of pain when he was fully inside of me...but he was withdrawing so fast, it was quickly replaced by the great feeling of the fucking. I was continuously feeling the extreme pleasure of the fucking, followed by the slight twinge of pain of the penetration every time he reached his deepest inside of me. He was really giving it to me. All I could hear was the incredibly loud smacking of his thighs against my ass as he plowed into me from directly above. He removed one hand from my side every so often to spank my ass...a little harder than I probably would have preferred, but I was in no place to argue. The pain of the fucking was not subsiding, but neither was the pleasure...I think between the pleasure of the fucking, the idea that I had no control over anything that was happening, and the fact that I was finally living out my fantasy...my mind began to accept the pain as payment for all the pleasure. Hell, I was willing to take it as long as he could give it. Speaking of that, he had been plowing my now non-virgin ass for a good ten minutes before giving signs of slowing down. He started to finish each thrust with a very rough/aggressive grind into me, which extended the pain of each penetration. He also started taunting me during the grind, before slamming another thrust into me.... *SLAM* *grind* (me squirming in pain) *SPANK* "You're a dirty ass-slut aren't ya?" *SLAM* *grind* (me squirming in pain) *SPANK* "You want to be my personal ass-whore don't ya?" This repeated for a couple minutes before a final slam and grind was followed by a loud incessant moan rather than a taunt. I could feel his dick spasming inside me as I assume he dropped a huge load. He spanked me harder than ever before withdrawing completely from my used and abused hole. My mind was racing as my breath finally began to recover from its almost 20 minute hiatus. I heard him get up and dispose of his condom before returning to me. I had expected him to get dressed, unlock me, and head out like we had discussed. Instead, he sad down next to me, and asked me how I liked it. Ashamed, I admitted that it was incredible. He then asked if I was interested in going for another round. Stunned, but still very much turned on, I agreed. He then told me that he had some stuff in the bathroom that he wanted me to put on while he recuperated. He unlocked the cuffs and I quickly scurried toward the bathroom, shutting the door once inside. I was stunned and very excited to see what was waiting for me... I Thought I Wanted It Rough... Ch. 02 I had just been fucked for the first time. I couldn't believe what I had just done. Some stranger had just used my ass for their own pleasure. Someone had stuck their dick INSIDE me. What was I doing? What kind of slut would do something like this? I didn't even know this guy, and I agreed to meet him, and let him pound my virgin hole. Before I had made up my mind that I was going to go through with this...I had convinced myself this would be a one time thing. I would live out my fantasy of being controlled and fucked, and call it quits. I had more fantasies...but they were all so freaky, and I didn't want to be a slut. This would be an experience that would let me live out my fantasy, but limit my humiliation. However, after having just been fucked hard, and rough by this stranger...I was scared by how much I liked it. I had imagined this as being an experience that would be intense, and probably very painful (which it was a little bit), and something I could jack off to for the rest of my life. But now, walking into the bathroom, I realized that I was more turned on than I had ever been in my life. I had even agreed to extend the session past what we had originally agreed to. I looked at the floor of the bathroom at everything he had laid out. I guess to put it generally, it was a schoolgirl outfit. After all the transsexual porn I had watched in the past, I had a real fascination with cross-dressing. I had never done it, and certainly didn't expect to ever do it in front of someone else. But, after what I had just been through, and how it made me feel...I knew there was no way I wouldn't go through with this. I now looked more closely at exactly what he had left me. There was a small white shirt, a black skirt (that looked extremely short), white panties (a thong in fact), and white stockings. Sitting on the lid of the toilet was a gag that had a small dildo facing inward on it (it looked like it would literally make me gag), and a butt-plug that at its thickest point, was quite a bit thicker than the cock that had just fucked me. My legs were a bit shaky as I stood at the door. I became vastly aware of my own cock for the first time tonight as it began to grow at the thought of what I was in for. Suddenly the door opened (knocking into me from behind). My owner (as I'll choose to call him, as I never got his name), looked at me with a disgust. "What the fuck is taking so long?" I just stared back at him not saying anything. "Fuck it...I'm going to go get some beer....hurry up and get everything on, and then put these on (as he sat the handcuffs in the sink). " Just as suddenly, he shut the door. I quickly started toward my new wardrobe. I pulled the thong up and realized a small problem as my hard dick wasn't making this easy. I decided the best route was to pull my dick up towards my waist...then pull the thong up high so the waist band ended up around my belly button. This also resulted in the back of the thong sliding deep into my crack...likely disappearing. I pulled the shirt on, even though it was extremely tight. Next was the skirt, which presented a new problem. The skirt was not long enough to cover my entire ass. Either, I had to pull it down a little low, exposing the top of my ass crack...or pull it up higher, exposing the bottom of my ass cheeks. I chose to expose the bottom. Finally were the stockings, which really made me feel like a slut as I pulled each one up to mid-thigh. The thought of being a slut, the feeling which I was hoping to avoid when this all started, only turned me on more at this point. Now it was time for the accessories. I grabbed the butt-plug and examined it. It was not long at all, but its thickest point was nearly as thick as my wrist. My face became flush at the thought of forcing this inside of me. I sat the plug on the toilet seat, and drooled liberally onto the tip. I then used my hand to make sure every inch got covered. I used the same hand (still with a little of my saliva on it), to reach for my hole. I pressed 2 fingers against my hole and was shocked as they slid easily inside of me. In the past, this sort of penetration was always extremely tight. Now, as they slid in, there was no resistance, and I could hardly feel them inside me. I put my legs on either side of the toilet and lined my hole up with the toy and slowly lowered myself. I reached down and grabbed the base with my right hand as I continued down...contacting the tip with my hole. The first inch and a half went quickly, and the next inch felt incredible. The smooth plug was stretching my hole, which felt amazing, but only to a certain point. I was down about as far as it felt comfortable, when I reached up with my index finger of my right hand to feel how much was left. It was only about an inch, but I began to fear the pain I was going to have to accept to let this inside of me. I took a deep breath, and then released all the air from my lungs. In unison with the breath, I pushed hard with my ass muscles, and finally lifted the weight of my body off my feet, causing me to crash down on the dildo...impaling myself. Immediately I regretted this tactic as the waves of pain passed through my ass. Tears actually welled up in my eyes. I sat there for several minutes before the pain finally began to subside. I reached for the gag as I continued to sit on the plug. It had some sort of harness that wrapped around the back of my head to secure it in place. The gag was in fact a dildo, that when I slid it into my mouth, ended up being just short of touching my tonsils. There was no way to make any noise at all, except the slightest moans as this fake dick filled my entire mouth. As I stood to reach for the handcuffs, the butt-plug made me again aware of its presence...shifting inside of me, and actually making me feel a bit of a tingle over the radiating aching. I grabbed the handcuffs and opened the bathroom door. As I walked towards the bed, I clicked them into place behind my back. I sat on the bed and my mind began to race. What was his plan? Cross-dressing in itself was hot, but was there going to be anything else new about what was next? Why did he give me such a huge butt-plug. He wasn't all that well endowed, and I began to doubt if I could even feel him inside of me after this thing had stretched me to its full girth. Then, I realized something else that was very strange/concerning. My clothes were no longer on the floor where I left them. What would he possibly be doing with my clothes? My heart never stopped racing for the 30 minutes I was left alone in that room. Was he coming back? Was I going to be stuck here until the next morning, only to be found by the maid? The only thing I was certain of was that something was definitely wrong. My eyes shot to the door as I heard the key being inserted. My fears were realized when my owner was followed into the room by two black men. My eyes widened in fear...what had I gotten myself into? From the moment the three men had entered the room, I was trying to think of a way out. Unfortunately, there were several problems with any plans I could come up with. One of which was that fact that I was handcuffed...behind my back. This left the obvious problem of attempting to open doors or driving home. Next, was that fact that I was in women's clothing. I didn't look anything like a woman, just a complete idiot dressed in really tight, revealing woman's clothing. What was I possibly going to do even if I was able to get out of this hotel room? So, that left only one option...I had to tell my owner that this was too much, and I was no longer interested in continuing. Well...there was also a little problem with that. I had voluntarily put a gag in my mouth that made it impossible for me to communicate...just as I had voluntarily put the handcuffs on my wrists. I began to sweat, which I tend to do when very nervous. "Hey slut, meet a couple of my friends," My owner said as he had a big smile on his face. He sat a brown paper bag down before coming over towards me on the bed. I looked over at the two black men as they stayed standing near the door. Their proportions immediately got my attention. One of them seemed to be about my height (6 foot), but was enormously thick. I couldn't tell whether he was overweight, or extremely muscular, but he looked to be at least 250 pounds. The other man stood out as well, but not because of his thickness...but because of his height. He had to be a basketball player. He was easily 6 inches taller than his friend. I was visibly trembling at this point. My master roughly grabbed me as he reached the bed, pushing me face down. I didn't know what to do...there was nothing I could do. "Let me be honest with you slut," he said as he spanked my skirt-covered ass aggressively...his hand coming in contact with the base of the plug. As a quick note here...I had mentioned spanking in one or two of our e-mails. However, I didn't really intend for it to be this aggressive...more of just a slap on the ass while I was getting fucked, just to show who was in charge. I never wanted it be painful, which this was. The fact that he was hitting the base of the plug was just making the sensations all the more intense and overwhelming. "I had a little more planned for today than I led you to believe in our e-mails." All through his talking he continued to spank my ass. The loud smacking of his hand against my skirt-covered cheeks (and the base of the plug), was making it difficult for me to hear exactly what he was saying. I think the heat of my red ass, the pain, and the sensation of the plug moving abruptly with each swat was also impacting my ability to focus on what he was saying. Nevertheless he continued his swats, while revealing more of his plan. He told me that he worked with his friends over in the corner. He told me that they were both married, and that neither of them had ever had the opportunity to fuck an asshole before (their wives wouldn't let them near theirs). He said that when he showed them the e-mails I had wrote, with my kinky fantasies...they both were interested in getting involved. I quickly regretted everything. Why had I been so graphic in our e-mails? I had exaggerated a lot of stuff with the assumption that they would never happen. I truly never thought I would be in a group situation, and had definitely gone overboard in describing what I wanted. I think I even described it in one of the e-mails as me wanting it to be similar to a prison gang-rape...each guy using my ass to get off, not worrying about whether I liked it, or if they were hurting me. I remember saying that I would pretend to struggle to make it more authentic, but I would really be loving every second of it. My God, if these guys had seen that e-mail, I was in for a horribly rough ride. The relentless spanking finally stopped as he had finished explaining everything. I had shut my eyes at some point, overwhelmed by the sensation. I opened my eyes, my head facing toward the door...but the two black men weren't there. I quickly turned my head over to find both men standing on the other side of the bed...naked. They were both masturbating to the sight of my ass-beating. My stomach turned over when I saw what they were masturbating. The shorter man...which I guess could now be called the muscular man, was not exceedingly long. In fact, he was likely only an inch longer than my owner who had fucked me earlier. However, he was enormously thick. He was thicker than the plug in my ass. It basically looked like he was stroking a beer can. I was in shock. I could very easily describe what the tall black man was stroking. It looked like a beer can, with another half of a beer can stacked on top. It had to have been at least 9 inches, but probably more...I'm not that great at estimating the size of things that I have never seen so big. There was no way I could go through with this...I had to get out. I truly believed that I would die if they tried to fuck me with there huge cocks. Without the use of my arms, it really limited my ability to do anything, but I had to try. I quickly slid my knees up to my stomach...then lifted my head. My next move was going to be to walk on me knees off the other side of the bed and head for the door. This didn't quite work out. The tall black man grabbed the back of my neck as soon as I raised my head up. His hand was huge, and practically wrapped ¾ of the way around my neck. With this grip, he violently slammed my head down into the bed, He removed his hand from my neck, and used it to grab my leg and pull it straight out again...then pulled it out wide, towards the side of the bed. The other black man had moved to the other side of the bed while this was going on, and grasped my other leg, spreading it out wide like his counterpart had just done. This left me flat, face down on the bed...my legs spread wide open on either side of the bed, with the black men both having a firm grip on my ankles. With the handcuffs, I was completely immobile. My owner chuckled. I felt the bed shift as he made his way between my legs. He pushed my skirt up to my waste and pulled the string of my thong to the side. He grabbed the plug that was in my ass by the base, and began rotating it in circles, and spinning it. It was touching places that it hadn't touched before (hell, nothing had probably touched before)...and while it wasn't painful, it was a little uncomfortable. He then grasped the base and began to pull. The plug had been inside of me for quite awhile at this point, and was not releasing it easily. It felt like my ass was getting pulled off of my body as he continued. Finally, it released...with more than a little pain. But, before I could dwell on it, he began to push it back against my hole. He was applying a lot of pressure, and it was just inevitable. It pushed back inside of me with a pop. It wasn't an audible pop, but my hole somewhat popped as it pushed back inside me. As soon as it was in, he again started to pull it out. He continued to push it in, and remove it for several minutes. The duration of this time found me squirming and writhing from the onslaught. By the time he had stopped, there wasn't any pain, but definitely a dull ache all around my definitely looser hole. At this point, my owner got off the bed and headed across the room towards the bag he had dropped off when they entered earlier. I heard him rifling through it, clearly searching for something specific. When he found the package, he headed towards the bed, ripping it open. He pulled out what looked to be cuffs, that had long rope connected to them. He wrapped the cuffs around my ankles tightly. The black men pulled me by my legs to the bottom right corner of the bed. In this position, my upper body was still fat on the bed, all the way down to my dick (which was smashed between me and the bed). My feet were both now touching the floor, on opposite sides of the corner. My owner then grabbed the rope connected to my left ankle and tied it to the bottom right corner bed leg...he tied it tight enough that my leg was stretched straight out uncomfortably towards the right bottom corner. He then grabbed the rope connected to my right ankle and tied it to the top right bed leg in the same manner. This left me with my legs tied so tight that they were slightly off the ground. I basically was part of the bed now. The tall black man got onto the bed, on his knees in front of my face and began to stroke his enormous cock. I was actually thankful to have the gag at this time. He taunted me every couple of strokes by hitting my face with his hardness. I felt two big hands pull my ass cheeks far apart and then a large amount of saliva landing directly on my hole. Accepting my fate, I quickly allowed my hole to open, and the saliva to slide inside of me...knowing I was going to need every bit of lube I could get. "Oh, they aren't going to use condoms," my owner announced. "They are married, and you're a virgin, so it's all good." "Break this bitch in...get her tight ass ready for me," the tall black guy encouraged his friend. I felt the thickness as it slid up my crack, making contact with my quivering hole. I prayed that the plug had loosened me up enough. I prayed that these guys were clean. I prayed that it felt good. I prayed that I could please them. I prayed that I stop being such a slut. Then he began to push... I Thought I Wanted It Rough... Ch. 03 How could I have let this happen? Every bit of it was my fault. I was responsible for the gag in my mouth and the handcuffs on my wrists. No doubt it was my fault that I was bent over the corner of a hotel room bed, with my legs bound tightly in opposite directions...spreading them wide. I was responsible for the school girl outfit I was currently sporting, complete with white stockings, white thong (that was currently pulled to the side), black skirt (which was currently bunched at my waist), and white shirt. It was definitely clear that I was to blame for the enormously tall black man, stroking his monster cock right in front of my face, and the extremely muscular black man standing behind me...preparing to rape my freshly devirginized hole with his equally thick, but several inch shorter dick. I had been so desperate to get fucked for the first time that I refused to consider the risks I was taking. I had been talking online for quite awhile before making up my mind to go through with it. All the nasty things I wrote helped get me turned on enough to follow through, but they also were coming back to bite me now. I had talked about how I wanted my first time to go. I talked about how I just wanted to get totally used. I wanted my first experience as a virgin, to give me memories to last a lifetime. I exaggerated excessively, just because it was hotter that way. I talked about how I wanted to be restrained and rough-fucked, with no way to pull away or back out. I brought up getting cross-dressed. I talked about getting tag-teamed, or gang-fucked as a first time experience...even having my virgin hole used for hours by toys was mentioned. I was so graphic and explicit. However, I never intended on doing these things. They were fantasies. It turned me on to tell different tops about these fantasies as if we could do it together. But in reality...I had never had more than 2 of my fingers inside of me. There was just no way I could take getting tag-teamed in my tight ass for my first experience...or so I thought. I had told "my owner" (I call him that because I never asked his name, and he never told me), all of these fantasies...insisting I wanted to live them out. He seemed very unimpressed and very in-charge whenever he responded to me. He talked down to me like I was a little girl. He pretty much demanded that we meet at a hotel, where he would handcuff me and then rough-fuck me. His dick was pretty average, and he seemed to understand my needs. I was so turned on with how he spoke to me that I finally agreed to go through with it once and for all. Everything had gone incredibly. He had fucked me just like he said he would. I was flat on my stomach on the bed, with my wrists handcuffed. He had plowed down into my virgin hole from above...with great intensity...verbally taunting me, and spanking me. It had only hurt a little, but I loved every second of the experience. I guess that's why I agreed to continue our session. I guess that's why I foolishly agreed to put the gag in, and the handcuffs on, after dressing up like s schoolgirl slut. I guess that's why I was about to be tag-team fucked bareback by 2 of the biggest black dicks I'd ever seen. "Alright, I'm ready...give the bitch what she needs," my owner said presumably to the big black guy behind me. I found it a very strange thing for my owner to say, but didn't get much time to dwell on it. The big muscular black man behind me kept his left hand on my left ass cheek and pushed down hard...spreading it wide and exposing my hole. His right hand had left my cheek, and I assumed was tightly holding the base of his beer-can cock. He placed his cock right against my hole, and began to apply pressure. With one last ditch of effort to stop this overwhelming act to take place, I clenched my hole as tight as I possibly could. "C'mon Honey...don't play hard to get. I'm going to get my first taste of ass tonight whether you like it or not," said the giant cock, taunting from behind me. I focused all my energy on staying tight as he increased his pressure. He groaned as he continued to apply more and more pressure against my contracted bud. I cursed the butt-plug that had loosened me moments ago...realizing that there was no way to keep him out. Out of nowhere, the room seems to go bright white, as I feel myself very light-headed. I close my eyes, and suddenly become aware of what has just happened...as I feel the ring of my ass ache for the third time today. The muscular black guy had put so much pressure on my hole, that when he finally managed to break through, he ended up slamming completely inside of me. "Oh SHIT!!! This slut is tight...no way I'm going to last long in her little hole," the muscular black man yelled out, keeping himself buried inside of me. I was now as full as I had ever been. I had probably 7 and a half inches of thickest cock you can imagine, lodged in my backdoor. What was most shocking to me was that other than the dull ache from the entrance to my hole...it didn't hurt. In fact, it may have been the most intense, greatest feeling I'd ever had. It felt as if he'd "bottomed-out" inside of me. The tip of his massive dick felt like it was touching, as deep as my ass was capable of taking...and with that, was producing the most intense feelings of pleasure I could imagine. His thickness, which I was so scared of, turned out to feel incredible once inside me, stuffing my tunnel. He continued to remain still, buried to the hilt inside of me. I had lost all sense of where I was, and who was there with me. That is, until I heard the tall black man (the one stroking his massive dick in my face), whisper in my ear. "He might not be able to handle your tight hole, but he will surely do a good job stretching you out for me. My wife can't handle all 11 inches of me. I've always wanted to know what it felt like to slam myself completely into someone. I'm going to fuck your ass so hard, you'll beg me to stop. Well, you would if you could talk," he whispered, laughing loudly as he went back to stroking himself. I cringed. I was filled to the brim already...there was no way he could stuff more than 3 inches more inside of me. I had just started to enjoy something, and now I was terrified again. However, I forgot everything he said to me just a moment later as the log in my ass began to move. The man attached to the log in my ass was breathing very heavily as he ever so slowly began to withdraw. As he continued his journey out of me, my body began to spasm somewhat uncontrollably. My legs felt very weak, and my inner thighs twitched. My fingers and toes curled and uncurled rapidly. My stuffed hole began to contract and relax uncontrollably. If I didn't have my entire body weight crushing my dick, I have no doubt I would have had an orgasm. Although, every movement of his cock inside of me was in some ways more intense than an orgasm...and wasn't fleeting. After several seconds, and several expletives yelled by him, he finally managed to get all but a couple inches out of me. He started to slowly push back into me. The sensations my body was experiencing were indescribable. I heard myself moaning uncontrollably. My entire body was trembling, and covered in sweat. I was completely immobilized by the handcuffs, and ankle cuffs that tied me tightly to the bed. However, even if I wasn't, I wouldn't have moved an inch. After only getting about half-way back inside of me, the muscular guy gave up. "Damn, this slut is just too tight. It is useless for me to try and make this last." He practically moaned. While saying this, he wrapped his right hand with my skirt...causing it to tighten against my waist. He then placed his left foot up near my shoulder, onto the bed. This created a whole new angle, and caused his dick to shift inside of me. Instead of being pushed towards my stomach like it was before, it was now getting pushed downward, towards my dick. He wasted no time. He pulled very hard with his right hand (which was gripping my skirt), while slamming his hips down into me. He began to moan very loudly, as he withdrew, only to slam back into me again...using my skirt for leverage the whole time. My ass was on fire. The small amount of lube that we used (his spit), was allowing for a significant amount of friction. Yet, I was still extracting an enormous amount of pleasure as he continued to drill me into the bed. Each thrust was violent in nature. The collision of our bodies was causing me to shift on the bed. He seemed completely oblivious to the fact that I existed. I was simply a tight hole to get his monster dick off with. This act had nothing to do with my pleasure...that was clear, as he began to spank my ass with his free hand. He finally stopped his incessant moaning, in order to taunt me. "You fucking slut," he snarled, spanking me harder. "You love big black cocks deep in your ass, don't you?" He stopped his spanking and grabbed my waist with both his hands. He quickly put his right leg up on the bed next to my ass, balancing above me, without ever missing a thrust. I thought it was impossible, but his thrusts managed to get even more violent from this new position, although he slowed down considerably. He utilized his entire body weight in order to crash his cock full bore into my abused hole, letting it grind into me before repeating. His moan re-emerged louder than ever with his final thrust. I felt his body shift, as he did the unthinkable. He pulled his feet off the bed, but didn't put them onto the ground. Instead, he rested his entire bodyweight onto his hips...which just happened to be forcing his beer-can dick deep inside of my ass. He steadied himself with his hands which were pushing on my lower back. In theory, I now had a 250lb cock up my ass. He was crushing me, and I was having trouble breathing...however, he had another surprise for me. His moan turned into a squeal as he unleashed his load deep inside my stomach. The size of his load was proportionate to the size of his cock, as I could feel myself filling up with his hot cum. Each squirt tingled deep inside of me. After probably 9 or 10 squirts, he finally put his feet down on the floor, and slid effortlessly out of my sloppy, loosened, recently virgin hole. I desperately tried to catch my breath, while also trying to wrap my head around what just happened. It all happened so fast, and was so intense I was having trouble believing it even though it had just happened. Before I could give it any more thought, the tall black man slammed his dick into my cheek. "My turn!!" he hissed at me. "You ready for a new position? I know whores prefer to see the cock as it slides into them." As he began untying my right leg, I turned my head in an effort to make eye-contact with "my owner," hoping to convince him not to let this monster impale me. Yet, I couldn't spot him anywhere in the room. "Looking for me sweetie?" I heard "my owner" question, as he walked into my view. "I'm sorry, but I just had to get a shot of that battered hole of yours. To think, we had a tight fit with just two of my fingers earlier today. Hell, I bet I could fit my whole fist in that thing now...maybe later," he said with a chuckle. Confused by his wording, I looked up towards his face in an effort to make eye-contact, but was instead greeted by a video camera. Terrified, my eyes widened to the size of plates. "Oh, this...yeah, just another thing I had planned for today that I didn't fill you in on. It's actually been on since it was just the two of us. Don't worry...I'll explain a bit later. Right now, you have "bigger" things to worry about," he said, again with a chuckle. I was visibly shaking. I couldn't decide if I was more worried about what the video was intended for, or the baseball bat sized cock that was about to rape me.