3 comments/ 18784 views/ 11 favorites Inaugural Crossdress Sexfight By: danidhotcd Hi everyone and welcome to the Crossdressers Sexfight League (CSL). My name is Dani and I'm the primary author as well as a regular participant in the league. The league title says it all. It's an erotic sexfight wrestling league for crossdressers of all ages where the loser is forced to service the winner of each match. It takes place in living rooms, bedroom, etc. and is grappling based only with no tackling, flips, etc. The matches may be private or have a small audience of past or future participants. The rules are simple: the gurl who makes the other cum first wins! Each contestant must be "dressed" in their choice of clothing. Clothes will inevitably be removed during the matches and can be discarded or used as needed – nothing like tying your opponents wrists tied together their own panties ; ) All the stories are fiction and often feature crossdressers that I have found on the internet which I will reference so that all you other gurls out there can more clearly visualize the match. If you are interested in sending a story for me to edit/post or having me write a story featuring you, please pass along your info, desired opponent (including me!) and outcome and I'll be happy to write it up as well as provide (or receive) a winners (or losers) tribute photo! To tell you a bit about myself, I'm about 6' tall with a 6" cock and believe my sexiest feature is my ass. I confess that while I try my best, I enjoy losing as much as winning : ) I plan to start off with a few stories to gauge interest and take it from there, so your comments and feedback are welcome – enjoy! I have a weakness that winners enjoy exploiting. I often cum when I get fucked. I think my victors (and readers) enjoy seeing me moaning and spurting like a real girl when on the receiving end of a healthy fucking. CSL Inaugural Match: Dani vs. Tommi Tammi and Jamie comprised the crowd for the inaugural match. I admit that I was a nervously excited for my first match as I was effectively a virgin. My only other experience with another person was with my opponent Tommi which I had experimented a bit in the past. We had only jerked each other a couple times, but both times I came much more quickly than he did. I wasn't sure if that was due to my inexperience, his experience or a combination of both, but it certainly had me feeling less than confident for my first sexfight. I also wasn't sure what would be a good outfit to wear. I wanted to wear something that would let me move around a bit, but not be to exposed – all while trying to wear something sexy that I was hoping might get his excitement level up a bit. I finally opted for some thin, white spandex leggings with a nice red high cut thong that I thought would highlight my ass a bit while still providing some room to move around. I rounded it out with my 4" open toe white shoes with an ankle strap, padded 34C bra and a tight pink, short-sleeve exercise shirt. I admit I did feel pretty sexy when I was finally dressed. I entered the room to whistles and catcalls from TAMMI and Jamie. Tammi smacked my ass and said "I want to see that sexy ass of yours get fucked tonight gurl". The sensation of her smack and sexy remark got my cock starting to grow. It was turning out to be every bit as exciting as I hoped it would be. When Tommi entered the room, any confidence that I had remaining was quickly fading. He was wearing only a pink camisole with a skimpy, white, tie-on bikini bottom that barely contained his already erect cock and 6" black pumps. He did a quick parade in front of me and the gurls. His cock, legs and ass looked stunning as the gurls gave him an even more lustful welcome than they had given me. "I wouldn't mind losing to that lovely cock" Jamie said as Tommi's erect 7" cock nearly peeked out the top of his bikini bottom. While I still hoped my outfit might still provide me with an advantage by turning him on, my now fully erect cock quickly confirmed that he had already done that to me. We both approached the center of the room to start the match. Not really knowing what to do, we simply stood in front of each other while we each took a minute to let our eyes move up and down each other's bodies. "Don't worry gurls, this match won't take too long" he said with a devilish look in his eyes. Before I could even provide a response, he reached out his right hand and starting rubbing my bulging cock through my outfit. While the match wasn't over right there, it might as well have been as it sent sparks through my body that caused me to gasp slightly and briefly close my eyes. His hands felt so good on my cock, but I knew I had to fight back. My first reaction was to reach out and begin stroking his cock, but I was surprised when he grabbed my wrist and spun me around so that I was now facing the gurls with one hand pressed behind my back. Tommi quickly moved in behind me with his bikini covered cock pressing up against my ass. He continued stroking my cock while now slowly thrusting his hips against my ass. The match was unraveling for me quickly as he reached his hand into my pants and under my panties and pulled them down to expose my throbbing cock to the gurls. I was helpless to move as my arm was pinned and I had no way to fight back. To make matters worse, I was fully on display to the gurls while Tommi resumed working my cock. Seemingly knowing that he was in control, he took his time letting his hand run the full length of my cock. The gurls were clearly enjoying his handy work as they cheered him on. "Make that slut cum hard" Tammi cooed lustily. Within about thirty seconds, I knew the match really was over quickly. As much as I tried to suppress my excitement, I could feel the cum building and a few seconds later, I began embarrassingly shooting my load in front of the gurls. It must have been the heightened excitement as my legs nearly buckled as I came more than I ever had before. I had pathetically lost the first match only minutes after it had started. I seemingly came back to my senses to the sounds of the gurls cheering as Jamie came over to raise Tommi's hand in victory. "Be sure to put on a good show for us" she told him lustily before sliding her hand over his cock and then delivering the second slap of the night on my ass. "I'll be sure to put that ass to work a bit later, but let's start by wrapping those lips around a winner's cock" he ordered. Nervously, I kneeled down in front of him and slid down the front of his bikini bottoms with one hand while grabbing the base of his cock with the other. As I had never sucked a cock before, I started by licking his cock up the shaft and head. The musty smell and taste of his pre-cum were surprisingly welcome and I began to take the top of his cock in my mouth. Careful to use my lips only, I began bobbing up and down on the top of his cock as I slowly learned how to properly suck a cock. I began working farther down as his cock quickly filled my mouth towards the back of my throat. I was only able to take the top 4-5 inches, but it seemed to be working as he moaned his approval. After only a few minutes, it was time for my next first time experience as he pulled my head off his cock, undid his bikini strings and let them softly fall to the floor. I admit I was a bit disappointed as I was hoping to get my first facial or mouthful of cum. "Not bad for a rookie!" I heard Jamie yell out. Tommi told me to stand up and turn around and I was surprised to see both Jamie and Tammi with their legs spread wide and cocks in hand – clearly enjoying the show. Tommi then resumed the position he had previously held during the end of the match, but now with his exposed cock nestled against my ass. As I stood there watching the gurls stroking their cocks, he began grinding his cock against my ass. My own cock began to come alive again as I found myself getting excited with the prospect of my next new sexual experience. He grabbed the waistband of my spandex leggings and, leaving my thong on, pulled them down around my knees. Knowing I was a virgin, he retrieved a tube of lubricant before ordering me down on all fours in front of the gurls. I had always fantasized about being dressed and on all fours as my excitement continued to build. I'll admit that with my first cocksucking experience in the books, it was awfully hard not to want to get a taste of each of the gurls cocks as they continued working their cocks. Tommi slid my thong to the side and I felt the lubricant drip down between my cheeks. He began to work it over my boi pussy and entered me for the first time with his finger. As I had fingered myself in the past, it wasn't an entirely new experience, but it was more exciting as I wasn't the one in control. After working his finger farther into me than I ever had myself, he slid it out and nestled in behind me as I nervously waited for his cock. He grabbed my cheeks and spread them apart as I felt the tip of his cock against my pussy. With my pussy already prepped, I found that I had a limited ability to resist as he slowly began to enter me. I quickly realized the difference between a single finger and a cock, but my excitement quickly won out as I focused on enjoying the experience. He began thrusting slowly, working a little more of his cock into my ass. After only a few minutes, I felt his hips against my ass and realized that I had taken his entire cock. "Now that's a good gurl" purred Tammi as she licked her lips while never slowing down on her own cock. With his cock fully into my ass, Tommi slowly began increasing the tempo of his thrusts. He grabbed my hips as I felt his hips starting to smack against my ass. My excitement grew with the tempo and soon, slow moans began to escape my mouth with each thrust. His excitement seemingly matched mine as I could feel his cock beginning to grow and I could hear his breaths getting shorter. He increased his tempo before pulling his cock out and cumming all over my ass. I could feel each load as it spurted and began slowly dribbling down my ass. Moans filled the room as Jamie came followed shortly after by Tammi. I slowly lowered my cum covered ass to the floor - defeated and yet somehow fulfilled in knowing that I had not only successfully completed my first cocksucking and assfucking experience, but enjoyed them both. With my first loss in the books, I knew I was ready to face whatever matches would follow. Inaugural Crossdress Sexfight Ch. 02 CXSFL – Match 2: Dani vs Jamie With my first match under my belt, albeit a humiliating lopsided loss, I felt better prepared and even more excited to try another match. I was hoping to be on the giving end for my next match and felt I had learned some valuable lessons that would increase my chances of getting a win. Although it's difficult to complain about losing, I wanted to try out how it felt from the winner's perspective. This match would be against Jamie – a tight assed gurl with smooth, shapely legs who would be making his CXSFL debut. Knowing that I had a least some experience, I hoped to bring at least a partial advantage to our match. I must admit that the thought of having my way with the sexy rookie was definitely foremost on my mind. While we did not have an audience for this match, Tommi – fresh off his complete domination of me in the league's inaugural match - offered to referee for us. He arrived wearing skin tight, lycra white hot pants (that showed no ready sign of panties underneath); a black and white striped, short sleeve referee's shirt; and black wrestling shoes. I was immediately thankful that it wasn't a re-match as his hot pants looked painted on and I couldn't help but watch his sexy ass move as he walked (not to mention the lovely bulge in the front!). I decided to take the simple approach that Tommi used during our first match and chose a two piece white bikini that I was hoping would have a very positive effect on Jamie. I thought it best to go the distance with the outfit, so had slipped my red painted toes into my best clear 5" platform stilettos to give me the best advantage I could. As the wet spot on the front of my bulging bikini bottom confirmed, I was feeling very sexy and excited indeed when I entered the room. There already waiting for me was Jamie who had opted to take the lingerie route replete with a black bra, matching sheer black French cut panties, garters, sheer black nylons and 6" fuck me shoes. His panties were seemingly a size too small which helped to highlight his sexy ass more than usual and were strained to contain even his semi-hard she-cock. How he wasn't at full attention with Tommi parading around in his white hot pants and sexy bulge I don't know, but I'm sure I dribbled out a little more pre-cum seeing him in that sexy outfit. I was hoping he was going to be hard so that I could better see exactly what I was up against, but that would have to wait for the match. His eyes caught me when I entered and looked me up and down seductively with a small nod of appreciation which made me feel a bit better. I did the same to him and he spun around sticking his ass out a bit knowing that I'm a sucker for a sexy ass and I could feel the lust building up in me as he looked over his shoulder and savored the reaction that he was getting. Fortunately, Tommi gave him a quick smack on his ass letting him know it was time to get started. We both strode to the middle of the room in our most sexy walk when Jamie said "It looks like somebody's already getting a bit worked up." I looked down self-consciously at the wet spot on my panties and Tommi said "He is such a sissy slut – he has a habit of starting these matches excited which, I can tell you from personal experience, you can definitely use to your advantage." Tommi then took a quick grab of my hard she-cock through my panties to make a point which caused me to inhale sharply with excitement. "Easy gurl" Jamie said "I don't want this to be too easy!" Tommi and Jamie seemed to be enjoying my predicament, so I eagerly hoped to quickly get started to avoid any further embarrassment before the match even started. "You gurls both know the rules" Tommy said "First gurl to cums first loses and the winner gets to have his way with the loser. Of course I'll be enjoying a service of my choosing from the loser as well as payment for my efforts, so today's loser is going to be very busy after the match." Tommi emphasized this by grabbing a handful of Jamie's ass with one hand and my own with the other. That quickly brought back memories of him having his way with me after the first match and I felt my confidence beginning to slip away a little as I was once again very excited before the match had even begun. "I thought I'd also start taking a few photos of the match along the way to document them, so try not to be on the losing end today." I was surprised to hear about the photos and was suddenly nervous about losing, but before I could think much about it, Tommi told us to begin so we slowly circled each other trying to find a good opening. Remembering that Jamie's she-cock wasn't fully erect yet, I needed to get working to even the tables a bit. I reached forward with one hand and grabbed him by the waist pulling myself up against his side pinning one arm against his waist and the other behind me. I quickly slipped my free hand down over his panty covered she-cock. Holding him close and with my position on the side of him, he wasn't able to slide a hand down onto my already hard she-cock, but I had a good handful of his and eagerly began working him over. Rubbing my hand over his shaft and balls, I felt his lovely she-cock begin to harden as he struggled to push away from me. He grabbed at my ass and tried to reach between my legs from the back, but couldn't as I held him tight. I looked down to see his now fully erect she-cock was nearly the size of Tommi's and was eager to milk it and have my way with the rookie. Wanting to take advantage of this position while I could, I reached into his panties began stroking his hard she-cock at a good pace now and I saw him give into the pleasure a bit as his eyes closed. I took a moment to savor the position I had him in. "Mmmm....you know this feels good you slut," I said "so just enjoy it for a little while longer while I think of how I'm going to use you when I win." I relished the feeling of control and his helpless position which was confirmed by a flash as Tommi took a photo, but it was difficult to hold him in this position and he was soon able to push himself away. Fortunately, the match was now even – perhaps even a bit in my favor - as his large she-cock was now fully erect and deliciously poking out of his tiny panties. I have to say that I was happy to see another flash went off in the background as that was a photo that I was looking forward to enjoying after the match. While he took a moment to compose himself, I took the opportunity to press my attack and quickly ran around behind him, spun him around and pinned him against the wall. Sliding my legs in between his, I quickly worked to spread his legs so that my bikini covered she-cock could rub up against his sexy, panty-covered ass. With my arms pressed up against the wall under his, he couldn't reach back to stop me and had to endure the humiliation of me grinding up on his sexy ass. "I just want to give you a taste of what's to come later" I said teasingly. I began thrusting more intently so that I could hear the smacks of my hips against his ass while he humiliatingly turned to see another flash go off. What I forgot to realize was that while I was really enjoying this position, I was the one getting more excited by the action. "Come on Jamie, aren't you even going to put up a fight against this easy bitch?" Tommi teased Jamie. It was like Tommi was reading Jamie's mind as the next thing I knew, he had hooked my ankle with his and pushed back, sending me flying backwards flat on my ass. Like a panther, he was on me before I knew what happened. He grabbed my ankles and lifted them over my head – effectively folding me in half with my ass stuck up in the air. I quickly realized that I had quickly gone from the one being in control to the one being controlled as he now sat on my ankles – pinning them down while facing my exposed ass. Tommi quickly congratulated him and snapped a pic. "Wow - nice move Jamie!" he encouraged. "I hope you enjoyed humping my ass slut" Jamie teased, "but I think it's time for some payback. You seemed to be enjoying taking advantage of my ass, so how about I do the same to you?" With my legs pinned over my head, I couldn't help but watch helplessly he slowly started rubbing his hands over my fully exposed bikini covered she-cock and ass. His touch was electric as I know realized how excited I had been getting while humping his ass. "A slut like you deserves to be taught a lesson" he said landing a playful smack on my ass. He followed that with a couple more and I began to realize that this was potentially turning out to be the beginning of another humiliating defeat. Try as I could, I could not muster up any leverage to push him off me and my hands were in no position to grab his she-cock to fight back. I looked up to see him untying my bikini strings and discarding my bikini bottom. I stared up helplessly at my hard she-cock pointing back down at me and felt the humiliation as another photo was taken. "So this is the sexy ass that Tommi got to enjoy after your last match?" he said. "I think it's time to get it ready for my she-cock this time." He then rubbed his finger up against the tip of my hard she-cock and got it wet with my pre-cum. As he moved his finger toward my ass, Tommi suggested another plan. "Why don't you give him a taste of his own cum and let him lube up your finger with his mouth?" "Great idea!" Jamie said and pressed his wet finger against my lips. "You should be getting warmed up for she-cock and warm cum in your mouth, so why don't you work my finger like you're going to work my she-cock in a few minutes?" Embarrassingly, I was in no position to decline, so I opened my lips and tasted the warm, salty taste of my own cum as he slid his finger in and out of my mouth and the camera flash went off again. It was humiliating, but I did my best knowing what was coming next. "Wow – I'm really going to enjoy your mouth a little bit later you slut" he said approvingly "but now it's time to get your ass ready." He slid his finger, now covered in my saliva, up to my ass and began lightly teasing my boi pussy. I tried in vain to resist as he slowly entered me and began gently working his finger in and out of my ass. I had to admit that watching him finger fuck me as I watched on helplessly only served to increase my excitement. Little did I know there was only more humiliation to come as Tommi moved in and took yet another picture. "As much fun as it's been showing you who the better gurl is, I think it's time that we wrap this up so that I can enjoy my reward. I bet that you enjoyed that little taste of your own cum, so how about a little more?" With his free hand, Jamie grabbed my now rock hard she-cock and began stroking it. I suddenly realized that in my position, I was not only going to lose, but that Jamie was going to make me cum on my own face. "Time to see how much cum that your little she-cock can put out – open wide!" "Noooo...." I pleaded as I felt my balls tighten and, with his finger still working my ass, I moaned as I felt stream after stream of my own cum land all over my face and in my mouth. I had hoped to keep my mouth closed, but thanks to my moaning, had no choice but to shamefully swallow the cum that landed in my mouth as Tommi took a victors photo confirming Jamie's win. Jamie savored every moment of her win, working my she-cock until she had milked out every last drop with her finger still fully inserted in my ass. "That was an impressive win" Tommi said to Jaime. "And another humiliating loss for you" he said to me. "It must be embarrassing for him to lose to rookie" Jaime said to Tommi "but I'm surprised how easy it was" he said as he looked down at me devilishly. He landed one last smack on my ass and stood up and let go of my legs as I lay on the floor with only my bikini top and heels on and my own cum still covering much of my face. Tommi and Jamie stood over me and quietly discussed plans for the win. "On your knees slut" Jamie ordered as he rubbed his she-cock through his panties. "Time for me to feel that warm mouth on my she-cock instead of my finger." With my own cum still covering parts of my face, I slowly rose to my knees and seeing Tommi's lycra shorts and Jamie's panties bulging, began to get to pay the price of losing again. I started rubbing both she-cocks to ensure they were both ready and then pulled off Jamie's panties, then Tommi's shorts. I now had two hard she-cocks in my face and knew just was losers had to do. I first grabbed Jamie's she-cock in my hand and began sucking while I stroked Tommi's she-cock with my other hand. Taking turns, I went from one she-cock to the other, working them both as best I could as more pictures were taken. At one point they each grabbed their own cocks and enjoying rubbing them all over my face to get some of my cum on them before shoving them back into my mouth. Fortunately, that did allow me to grab and squeeze their sexy asses while they used me. I have to admit it felt exciting to be servicing two she-cocks while nearly naked and still covered in my own cum. "I think it's time to put that sexy ass to work gurl" Jamie said as he pulled his she-cock out of my mouth. "I doubt you've even been spit roasted but there's a first time for everything." Knowing what was coming next, I got down onto all fours as Tommi kneeled down in front of me to replace Jamie's she-cock with his own. Holding me in place, he slowly began to face fuck my mouth as I felt Jamie take his place between my legs. I could barely focus on the camera flashes and the feel of Jamie spreading my ass as Tommi pumped his she-cock in and out of my mouth. With my boi pussy already weak from being fingered earlier, Jamie's she-cock slowly began to fill my ass. Each slow thrust was a little deeper than the last as I finally felt his hips against my ass. I must truly be a slut I thought to myself as I enjoyed servicing cocks in my mouth and ass at the same time. My own she-cock was rock hard and if my loss and being filled by two she-cocks with my own dried cum on my face wasn't humiliating enough, I began to feel my balls begin to tighten as I felt the familiar sensations start building up in me. As Jamie's pace quickened and I begin to moan again, I felt Tommi tighten up as he got ready to cum. Expecting to have to swallow his load, I was surprised when he pulled his she-cock out of my mouth. Jamie and he must have planned it quietly as he stroked it until it exploded in my face. I was once again covered in streams of warm cum with the flashes of the camera going off and and once again ended up with some in my mouth as I moaned from my own excitement. My face was now half covered and dripping with cum as Tommi cleaned off his cock in my mouth. Meanwhile, Jamie – hearing my moans increase – took it upon himself to forcefully ride me to another orgasm as I sent my second load of cum on the floor to more flashes going off in the background. Nearly exhausted, I was now down on the ground laying in my own cum as Jamie followed me down and now fucked me while straddling my ass. Cupping my ass in his hands with the occasional smack, he began to quicken the pace – much to the enjoyment of Tommi. "Fuck his sexy ass good Jamie – you know he loves losing" Tommi said to Jamie. I could hear Jamie's breathing quicken as he pulled out of my ass, flipped me over and slid up onto my chest. He stroked his she-cock and sent the third load of the day onto my face. I had never seen so much cum as he unloaded wave after wave onto my face to the sounds of his own moans fill the room. I was once again forced to clean off another she-cock as Jamie slowly finished off in my mouth as I vaguely noticed another flash go off. Through the heavy loads of cum on my face, I could barely make out Tommi taking a final victory photo with Jamie's she-cock just in front of my face. "That's a keeper for sure" Jamie said "Dani with a triple load of cum on his face after losing to and getting fucked by a rookie. Who's the jobber now Dani?" Thankfully, that question didn't need an answer...