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XXX Mixed Wrestling with Winner Fucks Loser Prize Round

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Models / Chad Diamond


Avg Rating: 3.1

Chad Diamond Vital Stats:
Age:  27
Height:  5'7"
Weight:  150lbs
Wrestling Name:  Steel Stringbean
Wins:  13
Losses:  7
Home town:  Los Angeles, CA

Chad Diamond Updates

Nikki Zee vs Chad Diamond
Chad Diamond, Nikki Zee
07/21/2023
106 Photos, 39 min of video
Nikki Zee has been looking for a good match for her first mixed wrestling victory, She saw that Chad Diamond was totally humiliated in his recent matches against Fiesty Feminista and Betty Brickhouse in both those matches, Chad was given a clinic in sex fighting and got his ass fucked as a consequence of being an inferior sex fighter. Nikki sees a gambler's fallacy for Chad and wants to keep him on his losing streak. Chad has been made humble and there is no more Mr. nice guy coming from him. He is out for redemption on his poor little butthole and he means to take out all his aggression on lil miss Zee. This fight doesn't end well for one of these erotic wrestlers. The Winner dominates the loser and squirts cum on the losers face

Tags: Ass Eating Big Boobs Blow Jobs Facial Humiliation Male Wins Pentration Winner Fucks Loser
Channy Crossfire vs Chad Diamond
Chad Diamond, Channy Crossfire
03/24/2023
95 Photos, 41 min of video
Channy Crossfire is a brand new wrestler for us but she has a lot of experience. She has trained MMA and she loves doing the rough and tough stuff. Chad Diamond is coming off of two humiliating losses and his butthole has not forgotten it. He's out of vengeance today. Chad pulls no stops with Channy in the wrestling but Channy is a sexual gladiator and she grabs his dick a lot to get her points. The fight is hard for both of them. In fact, the wrestling was so sensual that Chad has premature ejaculation. Channy isn't having any of that bullshit. She doesn't care if he cums, she's going to use his body for her pleasure and get her Os in

Tags: Blow Jobs Creampie Facesitting Humiliation Male Wins Pentration Winner Fucks Loser
Betty Brickhouse vs Chad Diamond
Betty Brickhouse, Chad Diamond
12/23/2022
89 Photos, 34 min of video
Never have we seen such a strong dominant female on the mats. Chad Diamond is a really tough dude. He wins some and he loses some but we've never seen anything like this match. Bettie Brickhouse is exactly what you would expect from a woman with that name. She's an unmovable Brickhouse. She's 230 lbs of twisted steel and sex appeal. Not only is she strong, skilled and stacked but hse is also one horney girl who wants that dick. Chad isn't having a very good day today. We have an early stoppage for safety concerns. The Winner gets to fuck the loser's asshole. The Loser must call the winner Sir and worship their body. It's an utterly dominate performance from the winner today that can not be missed.

Tags: Creampie Facesitting Hair Pulling Humiliation Lift And Carry Pegging Pentration Strap On Fucking Winner Fucks Loser Woman Wins
Fiesty Feminista vs Chad Diamond
Chad Diamond, Fiesty Feminista
11/18/2022
120 Photos, 42 min of video
Chad Diamond has been on one hell of a winning streak. He's got a pretty big ego suddenly and we figured we should throw a real-life amazon to him to bring him down a peg. Enter Fiesty Feminista who makes her debut on our mixed wrestling site today. Fiesty has appeared on our lesbian site once and she impressed us a lot. She's a BBW with skill and sass to match. She's looking to clean house and take out all our best fighters and she is calling out chad diamond to be her first upset. This match has several submissions and sexual penalties. It's a little back and forth but let's be honest, one wrestler just out wrestles the other. The winner gets fucked in the ass after worshiping the body of the winner. The winner lift and carries the loser onto a bench, fucks their asshole more, and then demands they have an orgasm while they count to ten. If the loser does cum by the winner gets to 10, then the loser is left with nothing but a sore butthole and a ruined ego.

Tags: Ass Eating Big Boobs Blow Jobs Foot Worship Humiliation Lift And Carry Muscle Worship Pegging Winner Fucks Loser Woman Wins
Andre Shakti vs Chad Diamond
Andre Shakti, Chad Diamond
01/28/2022
124 Photos, 40 min of video
Andre Shakti is what evolved Fights sex fighting is all about. She is skilled, sensual, rough when she needs to be and sweet if someone deserves it. Chad diamond has had some losses and that has really gotten to him. He isn't proud of his losses and now he's on a mission to show everyone he's not a pushover. Today this match is pretty even. One wrestler has to resort to submission to show dominance and it works. The penalties let the submission artist use their sex skills to arouse their opponent and it makes the difference. This is a super hot power exchange between two sexual gladiators who want to prove who the better sex fighter is.

Tags: Blow Jobs Choke Fucking Cum Eating Facesitting Facial Fingers In The Pussy Humiliation Male Wins Pentration Spanking Winner Fucks Loser
Vanessa Vega vs Chad Diamond
Chad Diamond, Vanessa Vega
12/03/2021
97 Photos, 41 min of video
Vanessa Vega is Always fun to watch. She hates being on the bottom and she hates losing. Chad loves rubbing in dominance to his opponents. He trash talks and teases his opponents so much that it lights a fire under their assess to try to win so they can make that man humble. Vanessa pulls out all the stops. She struggles underneath this man and refuses to lose. Can she do what it takes to take the cum from behind victory in round 3 by making Chad cum?

Tags: Blow Jobs Cum On Pussy Fingers In The Pussy Humiliation Male Wins Pentration Winner Fucks Loser
Aria Khaide vs Chad Diamond
Aria Khaide, Chad Diamond
10/08/2021
77 Photos, 38 min of video
The Jersey Hit woman is Back. Aria Khaide is a tall lean athlete MILF with a wrestling background. She brought her strap on today with the intent of fucking Chad Diamond in the asshole. Chad has no problem getting fucked in the ass but if you are going to take his ass you need to earn his ass. Chad is on a winning streak and he does not want to lose today. He puts a wrestling clinic on ms. Aria. Aria is trapped under the steel string bean the entire time. In round 3 she knows she needs to do something big to get that instant victory. Does she have what it takes to cum from behind. Someone gets to cum from behind today but will it be the wrestler you're cheer for. The winner take their prize in arrogant fashion. The winner face fucks the loser then fucks the loser into humility.

Tags: Blow Jobs Choke Fucking Facial Fingers In The Pussy Humiliation Leg Scissor Squeeze Male Wins Pentration Winner Fucks Loser
Bella Rossi vs Chad Diamond
Bella Rossi, Chad Diamond
02/12/2021
78 Photos, 38 min of video
Chad Diamond is on a good winning streak so we had to throw him one of our toughest sex fighters, Bella Rossi, to help drop him down a peg. Unfortunately for Bella, Chad has been training hard to ensure victory and unfortunately for Chad, Bella is flexible enough to get out of his holds. This match is 3 rounds of amazing erotic wrestling on display. Both Bella and Chad are able to get their opponents into pins where they can grope and fondle their opponent. After 3 full rounds, the winner is made official. The winner choke fucks the loser and makes the loser cum.

Tags: Ass Eating Blow Jobs Choke Fucking Cum on Tits Fingers In The Pussy Male Wins Pentration Winner Fucks Loser
Sheena Ryder vs Chad Diamond
Chad Diamond, Sheena Ryder
01/22/2021
95 Photos, 39 min of video
Sheena Ryder has combat training from Serving in the Military. She has heart, strength and experience. She comes in with high expectations for herself and she delivers. However, Chad Diamond is feeling like a punk today. Chad and Sheena know each other very well. They work together a lot and they know how to push each other's buttons. So today these two trash talk each other like only two real friends can. Sheena is extremely frustrated through out this entire match while Chad lays on her and spins her around at will but believe us, Sheena enjoyed every moment of this match. She's behind on points going in to round 3 so she gets her game plan going and she tries to make Chad cum in round 3 for that instant victory. Sheena does a sacrifice move but getting on her back, sliding under Chad, grabbing his hips and sucking his cock hard. Her grip is strong enough to stop his hips from moving away from her dangerous blow job. Things get intense in round 3 as both wrestlers refuse to give in. The winner is called at the end of round 3. Winner fucks the loser's asshole so hard the loser will be walking funny for weeks.

Tags: Anal Blow Jobs Cum on Tits Male Wins Pentration Winner Fucks Loser
Miss Demeanor vs Chad Diamond
Chad Diamond, Miss Demeanor
12/25/2020
87 Photos, 45 min of video
Chad Diamond is back and he's taking on our toughest female rookie for the season, Miss Demeanor. Miss has some power in her arms and legs which she thinks will make the difference in the match today. Chad has been training regularly and he thinks his skill is going to dominate this young lady. Chad puts his skills on display instantly. He taps out his strong amazon opponent over and over again in round one just to get into her head so she knows her place. Then Chad turns on the romance during the penalies by licking Miss's asshole and pussy. This fight does go all three rounds. The winner gives the loser a good rough fucking. The winner puts the loser ass up face down while a foot stepping on their loser head while the loser is fucked. Loser is taken to the upstairs massage room where the winner oils them up and has their way with them.

Tags: Ass Eating Blow Jobs Body Scissors Facial Foot Domination Humiliation Male Wins Pentration Winner Fucks Loser
Song Lee vs Chad Diamond
Chad Diamond, Song Lee
09/25/2020
77 Photos, 37 min of video
Chad Diamond has been getting called out by a lot of our females. Today Song Lee "The Lioness" has called out Chad and she's ready to make him cum. Song is an all natural beauty who trains Cross fit and has a limited background in martial arts. She loves having her breasts fondled and this does distract her a bit in her matches but her sensual moans easily distract her opponent. Chad Diamond has had his fair share of losses and he's tired of losing so he's gone back to training to make sure he's always on the winning end. The match goes all three rounds without an orgasm but it's a great display of sex fighting and wrestling. The winner face fucks the loser and uses the loser for their pleasure.

Tags: Blow Jobs Body Scissors Fingers In The Pussy Leg Scissor Squeeze Male Wins Muscle Worship Pentration Winner Fucks Loser
Mocha Menage vs Chad Diamond
Chad Diamond, Mocha Menage
08/21/2020
120 Photos, 39 min of video
We have found ourselves a new star! Please give a warm warm welcome to miss Mocha "Choka" Menage. This is her first time wrestling on a stage but she has a ton of experience wrestling in the bedroom for fun. She is taking on Chad diamond, who has a lot of mat experience and it shows today. Chad definitely has the upper hand in wrestling today but Mocha has a way of seducing her opponent that puts Chad into danger time and time again. Mocha possesses a power of the pussy that you just won't find anywhere else. The end of this match is going to shock you. While one wrestler does get a technical win over their opponent, we end up getting a surprise in round 4 when the winner actually concedes that the LOSER is the better sex fighter and way more sexually powerful! The script is flipped and you really need to see this to believe this.

Tags: Ass Eating Black Blow Jobs Cum On Pussy Facesitting Humiliation Male Wins Pentration Winner Fucks Loser
Chad Diamond vs Alice Frost HOME EDITION
Alice Frost, Chad Diamond
07/24/2020
60 Photos, 36 min of video
Some people are not ready to come back to the studio to work but we are more than happy to watch them wrestle at home. Today we get to see how real life couple, Chad Diamond and Alice Frost settle their at home disputes. At home, there is no ref, not judges no time limit. You go until you can't go anymore. Today one of these wrestlers out lasts the other and gets to fuck the loser and make them do the dishes

Tags: Blow Jobs Creampie Fingers In The Pussy Leg Scissor Squeeze Male Wins Pentration Winner Fucks Loser
Arielle Aquintas vs Chad Diamond
Arielle Aquinas, Chad Diamond
02/28/2020
54 Photos, 41 min of video
Arielle Aquinas is Back and has more fire than ever. She didn't quite understand in her first match that we WANT women to win. She was having a subby day that day and she wanted to be dominated by her first male opponent, Rick Fantana. Today, Subby Arielle is long gone, she's in the mood to fuck some poor guy's asshole......enter poor guy's asshole....Chad Diamond is one of the fan favorites. He has a few losses on his record which makes for exciting matches for the fans because history has shown he has a chance of possibly losing. Today there's another good chance he may lose. Arielle comes at Chad like a bat out of hell. She is on a mission and that mission will require her to take down Chad Diamond and fuck her ass...but first, she needs to win. Chad has been upping his game in the meantime. This guy has started training regularly and has honed his skills very well. This match is an outstanding sex fight. Arielle is constantly grabbing cock and working the sex points she even has some legit counters for Chad. She's able to get him in leg scissors and really put him in trouble but most importantly she perves out on him like no other female has done before. She creeps on this guy so...

Tags: Blow Jobs Body Scissors Choke Fucking Creampie Cum On Ass Humiliation Male Wins Winner Fucks Loser
Riley Reyes vs Chad Diamond
Chad Diamond, Riley Reyes
01/10/2020
96 Photos, 47 min of video
Chad Diamond has been training hard for his matches. He never wants to lose again. He thinks he's going to have an easy day with a girl who is New to Evolved Fights. Please welcome, Riley Reyes to the roster. She is a brazilian Jiu Jitsu Blue Belt and she has some tricks up her sleeves however, this is nude sex fighting so there are no sleeves. Riley loves rolling around with me, She loves being choked and she loves testing her strength. She wants to dominate this man so badly and she gets an opportunity when the submissions start coming. We get penalties for the submissions and each wrestler must lay down and take the sexual punishment. This match is an exciting power exchange between two skilled sex fighters. It's bitterly close but only one can be the winner. The winner choke fucks the loser and makes the loser cum. This prize round ends with a creampie!

Tags: Creampie Facesitting Fingers In The Pussy Humiliation Male Wins Sex On The Mat Winner Fucks Loser
Alura Jenson vs Chad Diamond
Alura Jenson, Chad Diamond
08/16/2019
98 Photos, 50 min of video
Alura Jenson is back on the mats after several months off on hiatus due to an injury. Last time she was on the mats she called out Chad Diamond to fight her. Chad is coming to us after a great victory against Stephie Staar. If you haven't seen that match you MUST watch it. Chad doesn't have the greatest record. with 2 losses, he feels like he really needs to step up his game going forward. He hates losing and he loves fucking which makes him a formidable opponent on the mats. Alura Jenson is ex AirForce, ex Navy Combat trained and ready to go. Her only real weakness in her matches is she knows her hands are certified lethal weapons so she doesn't go all out in her matches because she knows she could really really hurt someone. She's definitely a lover. Chad takes control easily in rounds 1 and 2. It seems Alura is being cautious with her first shoot ever since her injury and recovery. She takes things very slowly but this is all part of her tactic. Slow, sexy movements get guys to cum fast. So Alura spends the good part of round 3, working her opponent sexually so she can get a cum from behind victory with an orgasm on the mat. Well, at least that's her strategy. But can she do enough...

Tags: Anal Ass Eating Blow Jobs Fingers In The Pussy Humiliation Male Wins Maledom Winner Fucks Loser
Stephie Staar vs Chad Diamond
Chad Diamond, Stephie Staar
07/12/2019
132 Photos, 47 min of video
Stephie Staar is coming off a victory over Tony Orlando. Not only did she destroy "the psycho" in wrestling, she made him quit after 2 rounds of wrestling and then she destroyed his butthole. She has a thrist for fucking loser butthole now and her eye is on the brown prize. She is determined to dominate Chad Diamond today. Chad Diamond had a rocky start to his sex fighting carreer. He was thrown to the wolves for his first two matches in which he was paired against females who have technical training in MMA. After his first two loses, Chad vowed to train better and harder so he would never lose to a female again. He's been doing jiu jitsu consistently and has made some great improvements. He had his first victory against BBW Julie Rocket. He showed us that size doesn't mean anything in a sex fight. Today is going to be a real battle since both fighters are confident they will win. Chad comes out quickly with chokes which leads to a lot of penalties for Stephie. But contrary to what it may look like, Chad is the one getting utterly aroused by all the submissions. He is head strong with power, he knows he can tap this girl out at will and he knows he's turning her on with the penalties...

Tags: Ass Eating Facesitting Facial Fingers In The Pussy Humiliation Male Wins Maledom Winner Fucks Loser
Julie Rocket vs Chad Diamond
Chad Diamond, Julie Rocket
02/22/2019
100 Photos, 58 min of video
Chad Diamond has not won a match yet. He really took his last two losses to heart and began training again. He has come prepared today. He is taking on a lady who outweighs him by over 70lbs. We are welcoming the divine ane fine BBW, Julie Rocket to the mats. She does not have extensive wrestling skill but she knows how to use her weight. She's a strong and powerful woman who is really determined to destroy this tiny man beneith her. This match goes 3 rounds. Lots of submissions and penalties make for some very erotic moments during the match. One wrestler prevails triumphant and owns the loser so badly that the loser is handcuffed and collared to show the winner truly owned this loser. The loser is fucked and made to clean the winners asshole. This match ends with a creampie, the winner draining the loser of orgasm and marking ownership

Tags: Creampie Facesitting Humiliation Male Wins Winner Fucks Loser
Cheyenne Jewel vs Chad Diamond
Chad Diamond, Cheyenne Jewel
01/18/2019
100 Photos, 51 min of video
Chad Diamond has been taking some Jiu Jitsu Classes lately and he's confident hes going to be able to get Cheyenne to tap to some of his sneaky moves. Cheyenne Jewel has been wrangling bitches for nearly a decade and she is confident that her rock hard solid muscles and years of experience are going to get her the "W". The match displays some brutal submissions which means there are a LOT of penalties. One of these wrestlers is used really badly and is utterly humiliated. The Loser is given orgams denial, used for the winners pleasure and the lift and carried off the mats like the little useless slut they are.

Tags: Ass Eating Blow Jobs Facesitting Foot Domination Hand Job Humiliation Orgasm Denial Pentration Reverse Head Scissors Winner Fucks Loser
Jasmeen LeFleur vs Chad Diamond
Chad Diamond, Jasmeen LeFleur
09/28/2018
58 Photos, 43 min of video
Today we have two trained Mix Martial Artists on the mat: Jasmeen LeFleur vs Chad Diamond. Jasmeen LeFleur has done MMA training with a focus on stand up but she does have a good base in wrestling and jujitsu. Chad Diamond is a BJ practitioner. He has never done competitive wrestling with females on camera but today he's very excited because he believes his training has prepared him to win. He does very well in the first round and he dominates the first part of the third round, but then we see Jasmeen LeFleur's determination set in. We trained Jasmeen LeFleur (see bonus material) in one particular move that she has never even seen before and she is able to apply the submission on Chad Diamond in the match! Chad Diamond gets tapped over and over and the 20 second penalties get his dick hard and make him useless as a wrestler. Jasmeen LeFleur wins and face sits her loser. She rides his cock good and hard until she cums. Then she uses her victim for more orgasms as she fucks him and doesn't get off while he cums. She takes gallons of his cum inside her tight pussy and pushes the creampie cumshot out onto her victim, leaving him on the mat in a puddle of his loser cum.

Tags: Blow Jobs Body Scissors Creampie Facesitting Intergender Wrestling Leg Scissor Squeeze Penalty Rounds Submission Wrestling Triangle Choke Winner Fucks Loser Woman Wins

Comments

Dinobeat
08/21/2020
You got to admit chad diamond's win record is pretty good
Deepkick
11/30/2021
Chad is getting WAY to much matches here. Its really boring to see him week after week winning over much smaller and weaker wrestling novice girls. Chad i too skilled for the evolved girls. Next week is Chad, with like 10 wins in a row vs Vanessa Vega :-( She is tiny and submissive and have lost ALL her matches here. Its a TOTAL mismatch AGAIN... You should use the other guys more, like Sam Solo, Peter King, Billy Boston, David lee. Then it would be exciting to watch Evolved fights again.
pegging
01/28/2022
Chad needs to face daisy... and daisy needs to give him the strap on ending!
Lhod
12/31/2023
I think stats are wrong, chad won 16 and lost only 4 to Jasmine,Cheyenne,Betty brickhouse and fiesty