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...