Femboy Wrestling Tournament, Round 1

A surprising winner of this month’s polls! Enjoy your femboy on femboy fighting tournament’s first round of horny action.

I won’t lie to ya: I’ve written it before but always feels weird writing male-on-male fics. Honestly, it’s fine. My personal priorities have always been lesbian > straight > gay guys. I feel like girls just have more to write about and describe. I had the actual thought of “I miss boobs” partway into this story. As much as I like buff women or chubby girls, I’ve only really been attracted to art of femboys/traps. I guess I’d file under bi out of technicalities, but I can’t think of a situation where I’d prefer a guy over a genuine girl.

I’ve often said that I have one dick in my life and that’s almost too many. You might notice how I almost never detail the guy’s junk in my stories. It’s just something that needs focus, I think, and I have no attraction to them so I don’t know what people would want to see in them or hear described. Even with herms/futas/nonbinaries, I just don’t get the attraction to wangs I don’t even use strapons that often!

So don’t expect toooooo much gay content, but it’s not out of the question. Good to know people are interested in that side of the action too after years of my writing lesbians and goblin-fucking. This was testing the waters with the backers and readers after last month’s Bridget vs Astolpho story got a lot of love, so hope I handled writing about dicks well enough.

It had been tough to get them all in one place, but Jake had gathered every twink, femboy, crossdresser and trap in his class. His parents were away for the weekend, so he had hurried to set up a ring around their huge bed and a couple of webcams to film the action. All eight of the variously girly boys were free to meet up and take part in what Jake was calling his Femboy Wrestling Tournament.

He called it wrestling, but apart from there being ropes and ending the fights with a 3-count pin or submission, there weren't many rules. He wanted a catfight out of them as much as anything, and seeing what they were willing to do to each other on camera was just as exciting to him as anything else. He gave one final glance over his lineup.

First as Ian and Jamie. The chubby, curvy trap against the webcamming gamer girly boy. 

Then he had Alex, the local gothy femboy, and Jean, the skinny cheerleader who insisted on wearing the skirt and dolling himself up.

Kaylie was the popular flirt around school, a girlier version of a himbo. He was taking on Lyla, the Asian femboy who came in full on geisha gear to fuck with his opponents.

And last was Jess the curvy Texan cowgirl trap against Rich from the swim team. The tanned and athletic boy had leaned into his slim and shapely muscle build, wearing a loincloth and asking to go by Unga for the match.

With the recording started (and planned to be sold online to fellow classmates), Jake started the show.

It was clear Ian was the biggest fighter as he came out to the bed/ring. He had smooth dark skin, long black hair in a ponytail, and a lot of excess weight he’d managed to keep in check to give him some feminine hips. He was even chubby enough to sport some notable boy boobs to go with his gut, and he leaned into it as he entered the ring in a pink two-piece bikini. His broad areolas peeked out past the skimpy swimsuit as he adjusted his bottoms around his wide ass.

Jamie opponent was much slimmer, the pale gamer slim and hairless below the eyebrows like most of the competing femboys. He had straight, cherry red hair and some weight in his juicy ass that was packed into a snug pair of black briefs with “Play with me” and a controller on the ass. Jamie swayed his hips in a showy dance, blowing a kiss to the camera before sliding under the ropes. He stretched his arms over his head, showing the small bulge in the front of his briefs and long, black and green-striped socks.

Jake hit the soundboard on his phone, setting off a ring bell to start off the sexy trap tournament. Jamie showed off his gamer reflexes as he went right after Ian, pulling his hair to put the chubby femboy off balance right away. Ian whined and grabbed at Jamie’s wrists to try to ease the pain.

“Get good, bitch!” Jamie laughed as he shoved Ian to the mats/bedspread. The jiggling boy landed on his back and the pale boy was quick to jump on top of him. He planted his bubble butt on the bigger femboy’s belly, getting him to grunt and flop noisily. He tried to shove Jamie off, but he just giggled and wiggled her ass into his gut.

“Looks like I just found my new gaming chair,” Jamie teased, folding his arms behind his head to arch his back. It showed off his chest for the camera, more than used to teasing fans over a webcam.

Ian seemed to finally get over his awkwardness as he grabbed Jamie by his balls. The skinny boy squealed and shook as the soft hand squeezed his nuts.

“Give up, you little slut,” Ian grunted as he gave a few firm tugs on his sack. The whining Jamie squirmed around and when he couldn’t get out of his clumsy grip, he pushed up Ian’s bikini top.

“Make me, tubby!” He grabbed and pinched Ian’s dark nipples and a piece of his moobs, getting him to join in his opponent’s girlish screams. He finally pushed firmly enough to get them to roll apart, rubbing their injured soft spots that were quickly starting to turn into hard.

With them both dropped to their knees, Ian crawled over to his opponent with his belly dragging on the bed. He tackled him down, the bulky black boi clumsily wrestling with the scrawny gamer.

“Get off me, you fat bimbo bitch!” Jamie demanded, thrashing wildly to keep his limbs out from under Ian’s folds. He spanked his ass but couldn’t budge the bigger boi. He kept smacking and pinching as if he just liked the feel of the jiggling booty. This annoyed Ian enough to grab a handful of bright red hair and pin Jamie’s head down, dropping and squeezing his chubby moobs over his face. Jamie’s thrashing grew wilder at the bigger trap’s tit smother, seeming to have the match under control until he pulled back with a yelp.

“Yow! No biting!” Ian whined as he shifted back upward. Jamie threw a knee up into his balls, getting the black boy’s whole body to jiggle from the cheap shot. He gave a husky moan as he dropped to his side, clutching the bikini-clad nuts.

“I’ll teach you to get your flabby tits in my face!” Jamie snarled, clearly growing angry that the match wasn’t going all his way. The bratty camboi grunted with effort as he forced Ian to roll onto his back, getting back to his knees and showily stripping out of his briefs. He shook his pale ass for the camera, his smooth balls peeking out from behind his thighs before he straddled and sat on Ian’s face. It was the brunette’s turn to let out a series of muffled moans as the bratty gamer’s sweaty ass and balls settled onto his face.

"Yea, you like that, bitch? That gets your tiny dick hard, doesn't it?" Jamie bullied him. He ground his femmy ass in his rival's face while reaching down to slap and pinch at Ian's small cock hiding beneath his belly.

Jamie did a good job of keeping Ian trapped underneath his ass, the chubby femboy slapping at his cheeks but unable to get the slimmer boy to budge. Ian reached around and caught his hand around Jamie’s dick, but rather than going on a genuine offensive he simply started to stroke him off. The redhead gasped as Ian started to jerk him off, opening his mouth to catch his balls inside and suck on them as well.

“Ohhh fuck,” Jamie moaned as he started to grind himself against Ian’s face. He was too caught up in enjoying himself to focus on the smothering facesit, and Ian seemed content with putting up with the humiliation and sexual servicing to avoid any further punishment. A short while of the wet sucking and stroking of the bratty gamer had him squeal and shoot his load, letting his cum spray over Ian’s pale brown belly and moobs.

With his opponent suddenly feeling drained, Ian made his move. He rolled over and shoved at Jamie’s hips, knocking him flat on the bed. He rolled on top of him and planted his hands on his shoulders, pinning him as his modest erection pushed down into Jamie’s. The redhead gamer winced and moaned as his cum-soaked cock was wrestled and pinned, his fading erection reducing him to even smaller than Ian’s lesser dick.

“1! 2! 3!” Ian panted out breathlessly. He slumped down as soon as he got the pin, squashing Jamie under his soft bulk. The redhead gagged as the prerecorded ring bell sounded to declare Ian the winner.

---

The second match started with the contrasting boys slipping into the ring. Alex had fair skin and long, dark hair that stuck out from under the hood of his hoodie. The scrawny boy had a moody glare that was highlighted by some eyeliner and black lipstick, further leaning into his natural ambiguity. He wore nothing but some black socks and a matching pair of red and black briefs beneath his baggy hoodie.

Jean was as bright as Alex was dark, apart from his lightly tanned and smooth skin. He had his long blonde hair tied into twintails and arrived dressed in his cheerleader uniform and pompoms from school. The pink skirt and top bounced with his perky steps, hops and high kicks flashing his matching pink thong underneath.

The boys met in the middle of the ring with Alex’s glare met with a smug smile from Jean. The goth femboy flipped him off, just for Jean to throw him rustling pompoms into his face in reply. Alex fumbled to shove them aside, but Jean had already broken into a high kick. His leg shot straight up and caught Alex in the chin, staggering him on the spot as Jean showed off his bulge beneath his skirt.

Alex was still reeling as Jean flipped into a handstand, swinging his legs forward to wrap around the punky trap’s head while he was still upside down. His skirt flipped up with him, shaking his ass into Alex’s face briefly before flinging him to the bed with his handstand head scissors.

Alex landed with a groan as Jean hopped back up, perkily blowing a kiss and a wink to the camera. He shook his hips as he strode towards Alex, turning and hopping up, bringing his perky ass flying down towards Alex’s head. The goth managed to roll out of the way and let him hit the bed instead, getting a surprised gasp out of the cheerleader.

“Hey! Sit still!” Jean whined, but Alex just growled and grabbed him from behind. Jean gave another girly grunt as the rougher goth got him stuck in a chokehold. It was clumsy and not especially effective, but it did keep Jean stuck in one place and unable to reach him. He swung and clawed at Alex’s hair, but couldn’t escape his squeezing around his throat.

“You like that, sunshine slut?” Alex growled in Jean’s ear. He moaned and shook his head, just for Alex to slap him across the face.

“You do so, you bimbo bitch. You’re too dumb and spoiled to know what real pain is. So lemme give you a lesson.”

Alex grabbed and pulled back on Jean’s chin, pushing his knees into his back. Jean shrieked girlishly as his skinny chest was pushed out and his long legs thrashed in pain. Alex freed up one hand long enough to pull up Jean’s top, raking his black-painted fingernails across his chest. Jean whined and moaned as he scratched over his nipples, just to suddenly yank his hand up and scratch over Jean’s face. The prettyboy wailed as he bucked to one side, clutching his watering eyes.

“Owwww~! Not the face, you emo little pussy!” Jean whined.

“Oh what a bitch,” Alex scoffed as he crawled after him. Jean was still blinded enough that it was easy for him to grab the cheerleader by the hair, dragging him roughly towards the camera by the ponytail. He shoved Jean’s head through the ropes and pushed his neck down on the bottom rope, giving the audience a great view of Jean’s gagging and twisted expression as he was choked in front of them. Jean was left flopping like a fish as he pushed on the ropes, Alex smirking grimly behind him.

“That’s right! Choke on it, slut!” Alex jeered.

Jean managed to contort his position enough to slam his heel up into Alex’s balls, getting him to groan and grab his package. Jean dragged himself up to lean on the ropes, pulling himself up and throwing a double kick into Alex’s stomach that knocked off into a corner. Alex was still nursing his nuts long enough for Jean to kick the legs out from under him to leave him seated in the corner.

“Lemme show you what a little team spirit can do for your ugly ass,” Jean mocked. He turned and seductively pulled down his panties before shoving his ass into Alex’s face, shaking it to stinkface him into the corner. Alex thrashed as his protests were muffled by the sweaty cheeks and balls over his mouth.

“Aww, is that enough pain and suffering for you, goth bitch?” Jean teased. He suddenly yelped and jumped as Alex bit down on his ass. The tanned thot hopped away as Alex shoved on his cheeks, forcing him to the mats. Alex climbed onto his back, mounting the bottomless cheerleader and grinding his bulge against his ass.

“Now you’re in for it. Time to make you my bitch,” Alex threatened as he pushed down on Jean’s hair, keeping him stuck down. He pulled at his own briefs enough to free his hard cock and rammed it into Jean’s ass, getting another girlish squeal out of him.

“Ahhhh~! Stop!” Jean whined, just to turn his high voice up another octave as Alex reached around him. He firmly grabbed his balls and squeezed, adding more pain and discomfort as he railed him from behind.

“Give up, bitch!” Alex ordered, slapping his opponent’s tight ass. “Or I’ll keep on pounding you in more way than one!”

He roughly dragged his thumb up along Jean’s cock, halfway between scratching and rubbing it. Jean’s eyes and dick leaked as he was fucked up the ass and his cock teased painfully, pawing at the bedding dramatically in front of the camera.

“I… I… AHHH~!” Jean shook violently and his eyes rolled back as he came on the blanket, slapping them rapidly to tap out. Alex shoved his hand down, stopping him in mid-surrender as the bell rang. Alex gave a few more aggressive thrusts before grunting hard, visibly cumming into Jean’s ass. The tanned cheerleader moaned as Alex finally let him go, dropping to the bedding with the winner leaking out of his ass.

---

Kyle was one of the richer kids in school and it showed in the flashy outfit he wore to the ring. “Kaylie” wore a flashy one-piece that hugged his minor curves, sparkling in the simple lighting of the room. He wore some high wrestling boots and had his shoulder-length blonde hair curled at the tips. A few bits of jewelry lined his wrists, fingers and even ankles to draw even more attention to him.

His opponent came out in a silky robe, the dark-haired Asian boy Lyla wearing some light white and red makeup to draw on his femininity. His similarly smooth hair was tied back into a bun behind his head. He shed the robe in his corner to strip down to just a pair of silky shorts, smirking confidently across the ring at his opponent. His tan-colored arms rested lazily back on his corner.

Kaylie gave a clumsy mimic of a bow towards Lyla, trying to bait his opponent into a chance for an ambush. Lyla didn’t fall for it in the slightest and didn’t bother returning the gesture. He charged and grabbing the blonde boy’s hair.

Kaylie wailed as he flailed at Lyla, battering him with weak punches as the geisha boi kneed him in the stomach to cut him off.

“Nice try, bratty bitch,” Lyla scoffed. He dragged Kyle towards the ropes but the rich femboy adjusted one of his bracelets. He slid it over his fist like a set of knucklers before slamming them into his Asian opponent’s nuts from behind. Lyla gave a noisy howl as he dropped to his knees in an instant.

“It was a nice try. Thanks for saying,” Kaylie scoffed. He took a beaded bracelet from his other wrist and brought it around Lyla’s throat, pulling back in shameless foul play right in front of the camera. Lyla winced and thrashed as he was choked out by the bracelet, but he finally managed to buck forward and flip Kaylie over his shoulders.

While the blonde boy tried to figure which way was up, Lyla returned with his own catty attack. He grabbed the top of Kaylie’s leotard and tore it open, exposing his skinny chest. He grabbed and twisted his nipples between his fingers, drawing a shrill scream from the rich bitch.

“Owww! Let go my tits, you piece of shit!” Kaylie griped as he kicked at the mats and pulled at Lyla’s wrists. The geisha boi just pulled up on them, briefly lifting the hurting blonde off the bed before losing his grip and letting him drop back down. Kaylie quickly rolled away from his opponent, even sliding out under the ropes.

“Oh where you going? Give up already?” Lyla laughed at him. The blonde brat scowled back at him as he leaned against the bed, trying to take a moment to recover. Lyla didn’t wait for long, reaching through the ropes and dragging him back in by his hair. Kaylie screamed and protested but was forced back into the ring as Lyla reached past him, grabbing the back of his leotard. He gave it a sharp pull, wedging it up his ass and crotch before lifting him up and slamming him back down on the ring. Kaylie bounced off the firm mattress and landed in a heap, groaning as his head spun.

Lyla blew a quick kiss towards the camera before he straddled Kaylie’s face. He teabagged the battered brat as he flexed for the camera, getting a 2-count before Kyle swung his leg up and kicked him in the head. His shiny anklet hit precisely against his temple, rattling the geisha boy as he stumbled off clutching his head.

Kaylie quickly capitalized, tackling Lyla to the bed and yanking down his shorts. He squeezed and twisted Lyla’s dick cruelly while grinding his elbow over his neck, clearly trying to work his stronger opponent’s weak spots to compensate. Lyla grunted and struggled briefly before driving Kaylie off with a few sharp slaps. As Kaylie winced away, Lyla leaned to one side and swung a swift kick into Kaylie’s balls. The blonde huffed and curled into a fetal position, rubbing his junk tenderly as Lyla crawled after him.

He went for another pin, gradually forcing Kyle onto his back. Lyla laid across his chest rather than toying with any fancy pose this time, but was interrupted again as the count reached the peak of its 2. This time, Kaylie produced the small baggie he’d hidden in the crotch of his outfit. He blew the handful of emergency glitter into Layla’s face, the clingy mess sticking to his face as he yelled and recoiled. He rubbed at the stinging bits of plastic as Kaylie hurried to his feet and leaned on the ropes. Lyla tried to stand as he wiped most of it away, just for Kaylie to rush at him and cream him with another bracelet-weighted punch to the face. Lyla’s eyes rolled for a moment before collapsing limply on the mat. Kyle sat with his plump booty in Lyla’s face, preening and fixing his hair as he casually rattled off the 3-count. His trickery had paid off as he won his first match.

---

The last match of the first round involved two of the more athletic competitors. Rich was a part of the swim team, the sleek but muscled himbo sporting short but scruffy dark hair. He had a slim but toned look that only showed the muscle when he tensed or flexed, which he was sure to do for the camera whenever he had the spare moment. He had gone with the muscle theme and worn nothing but a piece of leopard-print fabric for a loincloth.

His opponent was Jess, a boy with a long blonde braid down his back. He wore denim short shorts and a cowboy hat to the ring, his slim and lanky body making his curvy hips and slight chest look that much girlier. The lightly freckled boy grinned at his opponent, flashing him a quick finger gun as he straddled the ropes and finally slid into the ring.

The boys came right out for a lockup at the bell, both looking eager to prove their strength. They grabbed at each other’s chests and arms for leverage, but Rich grabbed between Jess’ thighs. The buff swimmer lifted him completely over his head in a clear show of power. He showed the blonde off like a trophy before he suddenly squirmed loose, wrapping his legs around Rich’s neck. His horse-riding thighs squeezed around the buffer boy’s cheeks as he rained limp-wristed slaps and punches down on the rival femboy’s head.

The feisty cowboy finally brough Rich down to the bed with his relentless assault.

“Time to break this stud,” Jess declared cheerily, wrapping his legs around Rich’s neck to lock on a laying head scissor. Rich grunted and struggled with him a bit before arching his back and pushing Jess’ legs back off him.

“Not that easy, shrimp,” he groaned as he suddenly yanked down Jess’ shorts. The cowboy femboy gasped and squirmed away before he could be dragged into Rich’s grasp, but he was still caught by the ankle as he escaped out of his own shorts.

“No you don’t, slut,” Rich grunted before hugging him against his chest. He stood up and turned to body slam Jess to the bed, making him groan as he was crushed under the bulkier boy. Rich leaned into his pin, pressing his swollen pecs into Jess’ face like a breast smother.

He barely got to a two-count when Jess bit down on his nipple, not ready to get taken out yet. Rich gave a husky howl as he pulled back, his chest muscle briefly stretched out before snapping free from Jess’ teeth. Rich moved up to his knees when the cowboy trap kicked him beneath his loincloth. The low blow got him to gasp and grab his junk, allowing Jess to tackle into him.

The two entered a frantic series of clawing and slapping, rolling over the ring in a catball of pulling hair and hips. Jess tore off Rich’s loincloth to leave them tumbling naked together like a mockery of lovers. Their erections smacked together as they vied to stay on top, neither keeping it for long. Rich finally managed to catch his wrists and pin Jess down. With his hands busy, he was left with few other options. He rammed his thick cock into Jess’ balls, hitting like a tiny fist to get him to give a noisy groan of pain and pleasure combined.

“Take that, bitch,” Rich jeered as he kept cock-punching his rival. Jess finally rolled to slap his own firm erection against Rich’s, knocking it aside and ripping one hand free. He squeezed Rich’s dick and shoved it back against his hard abs, rubbing it to leave a trail of precum on his toned stomach.

“Not goin’ down that easy, slut,” Jess defied. Rich moaned and eased off on his pressure a bit, letting Jess slip free from his grasp. He slid down the bed, ducking between Rich’s legs. Rather than simply escaping, he grabbed him by the hair and pulled his head into the bed. He left his own face right below Rich’s hips, snatching his meaty cock into his mouth and sucking noisily. Rich gave a startled gasp, but the cowboy being tucked under his hips and forcing him to stay bent over made him hard to reach to stop him.

The cute blonde kept bobbing his head, sucking noisily and drooling over his balls. “Not feelin’ so tough anymore, city boy?” Jess teased coyly before peppering kisses up his rival’s dick. Rich breathed heavily, his muscles heaving as he kept groping and failing to reach his rival beyond the occasional grasp at his ponytail. He had no choice but to let go and shoot his load over Jess’ face. The blonde chuckled, making his lips and tongue vibrate against his smooth cock and balls to milk out a few more squirts.

“Nice try, pardner, but I broken bigger bulls’n you,” Jess teased. He slid out from under him at last, letting Rich get back to his knees properly. He was shining with sweat as it was clear that the orgasm drained a lot of the twinky jock’s energy.

Jess charged in and got into another test of strength. They shoved and grappled but this time the blonde started overpowering the bigger boi. Jess shoved him back into the ropes before snapping a backhand chop across his muscular boy boobs. Rich winced and grabbed his chest as the bullying blonde grabbed him by the hair and flung him into a corner. The swim jock tripped into the turnbuckle, slumping down in an exhausted sitting position with his legs spread out and limping cock leaking.

Jess came charging recklessly after him, jumping and slamming his hips and groin into Rich’s face. He bounced rapidly with his legs going between the ropes, bronco busting the swim boy’s head between the ropes and his junk. Jess finally pulled back from humping his opponent’s face in the ringpost, leaving Rich dazed and slumped in the corner. Jess dragged the swimmer’s legs out into the ring, stepping on his balls once for good measure as he stood triumphantly with his hands on his hips. The 3-count went by without any further resistance as the round wrapped up.

​​​​​​​

Jake cut the feed to the default waiting screen, sorting through things while he let the winners rest up for a bit before the second round. He sorted through the names and with a few strokes of his pen on the brackets, he had the next matches. Kaylie would pit his rich ass against the moody Alex, and Jess would go up against another bigger foe in Ian. He smiled as he couldn’t wait to see what (and who) came next.