Intergender Debut: Jessie Blue vs Ivan Ramirez

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Re: Intergender Debut: Jessie Blue vs Ivan Ramirez

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Ivan paused with her bottoms at her ankles, a wicked grin spreading across his face as he noticed the panic in her voice.

"What's wrong, Prinsesa? Scared of what comes next?" he asked, his accent thick with amusement.

He let her bottoms hang there for a moment, letting the anticipation build. The crowd was absolutely electric now, some of Jessie's former fans joining in on the chant: "FINISH HER!"

Ivan's gaze locked onto the glistening folds peeking out from between her thighs, barely concealed by a thin layer of equally soaked panties.

"These look like they need to come off too," he said, gripping the delicate fabric between his thumb and forefinger.

Ivan grabbed the wet, sticky fabric of her panties and yanked them backward with sudden force, creating a deep wedgie that disappeared completely into her crack. The thin material stretched taut, now acting like a plug, pressing firmly against her sensitive areas and digging deep into her slit.

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Re: Intergender Debut: Jessie Blue vs Ivan Ramirez

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Jessie tried to move but her blue bottom completely immobilized her legs give little to no movement! The chant grew louder but Jessie felt Ivan grip her underwear. “H-hey..let go you pervert! AAGHHH!!!!” You yank hard on her panties giving her a massive wedgie
Tears were forming as the eye as her own panties dig into her ass crack and clit! “AAGHh-you fucking asshole!!!”

It was as if the pain woke her back up from her orgasam but didn’t do much good as the wedgie still kept her in place! It was as if her sticky underwear was gunna break apart..the stretch deep and deeper into crack and pussy slit..again to her surprised she moan as her or underwear was working her soaked puss.

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Re: Intergender Debut: Jessie Blue vs Ivan Ramirez

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Ivan grinned wickedly at her reaction, noticing the way her body shuddered despite the discomfort. He gave the fabric another sharp tug, ensuring it stayed wedged as deep as possible.

"That's what you get for makin' me angry earlier," he said, slapping her ass hard enough to leave a red handprint. The sound echoed through the arena, followed by another wave of cheers from the crowd.

He hooked a finger under the tight elastic and gave it a playful tug side to side, causing the wedged fabric to shift and press even harder against her clit.

"How does that feel, hmm?" he asked, his voice dripping with sadistic curiosity as he repeated the motion several times - each tug sending small jolts through her trembling body.
"You're gettin' wetter again just from this, aren't you?"

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Re: Intergender Debut: Jessie Blue vs Ivan Ramirez

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Jessie eye widen as her underwear dig deeper in her pussy! The pain was unbearable and she became more and more teary eye, she then felt a sharp smack into her ass! “OW!” But as she leaked a bit more from the slap. It was shameful Jessie thought herself.

How is this asshole beating me?! Why won’t my body fight back?!! Jessie was becoming more and more embarrassed and shamed as her body betrays not listen to her command as it was at Ivan mercy! Her leg continue to tremble!

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Re: Intergender Debut: Jessie Blue vs Ivan Ramirez

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Ivan noticed her body's involuntary response, the way her hips bucked slightly despite herself. He slapped her ass again, harder this time, leaving another red mark.

"Look at that," he said, pointing to where moisture was beginning to leak around the tight fabric wedged inside her. "Your body knows what it wants."

Without warning, Ivan grabbed the sides of her soaked panties and yanked them downward, freeing them from her ass with a wet sound. The damp fabric dropped to her ankles, joining her shorts there.

Behind her, he quickly unbuttoned and unzipped his wrestling trunks, fishing out his semi-hard cock. As soon as it was freed, it began to swell further under the arena lights and thousands of watching eyes.

"Let's see if you can handle this," he said, positioning himself behind her suspended body.

He gripped her wide hips with both hands and thrust forward, burying his 7-inch length inside her soaked pussy with one rough stroke.

"Oh fuck!" he groaned, his accent thick with pleasure as her tight walls clenched around him.

He started pounding into her without preamble, using her position on the ropes to his advantage. Each thrust made her breasts bounce heavily above the mat.

"You're so fuckin' tight, Prinsesa," he said through gritted teeth. Switching from her hips, he grabbed on her arms to leverage in pounding her.
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Last edited by MR. Q on Sat Mar 21, 2026 1:47 am, edited 3 times in total.

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Re: Intergender Debut: Jessie Blue vs Ivan Ramirez

Post by jdweaver117 »

Jessie felt only small relief as the plain subsided slightly as you pull down her underwear! It as if her pussy was no longer being strangled by her own thong..but then she glance at the monitor and saw what you doing behind her! Her eyes open wide in fear and shock as you pull out your cock!

“No!no! Please don’t!!!” But he cried were not as loud as the audience demanding her demise. It didn’t take long for Ivan cock to get hard and aim at it target! “No! Wait! Wait!” But Ivan then t his cock deep inside her pussy! “AGHHHH!!!!”

It first it painful for Jessie she has not lost her virginity yet and didn’t expect to fuck like this! She wanted her fist time to special and romantic and had full confidence that she would be winning this match! as Ivan cock went hard! Her pussy not even putting up a resistance! The crowd cheer in approval! “UGHhHHH!!!” This thud thud Ivan thrust were deliberate and non stop as he started to pound her ass!
Last edited by jdweaver117 on Sat Mar 21, 2026 3:09 am, edited 1 time in total.

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Re: Intergender Debut: Jessie Blue vs Ivan Ramirez

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The crowd erupted in a deafening roar as Jessie's screams filled the arena. Ivan's hips slammed against her ass repeatedly, each thrust making wet slapping sounds that echoed through the venue.

"Take it!" he shouted, his accent thick with dominance as he pounded into her.

Her pussy was impossibly tight around him, her walls fluttering and clenching with each brutal thrust. He could feel her trying to push back against him instinctively, but in her weakened state, it did nothing.

Between thrusts, Ivan leaned forward, his chest pressing against her sweaty back as he spoke directly into her ear.

"Remember when you talked all that shit before the bell rang?" he taunted, punctuating his words with particularly deep strokes. "All confident and tough?"

"Where's that attitude now, prinsesa?"

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Re: Intergender Debut: Jessie Blue vs Ivan Ramirez

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Jessie could feel every pound Ivan give her! Soon the whole arena was echoing with the sound of her Ivan crushing her pussy! She couldn’t believe she was losing like this!! At the start of the match..she fully prepared..ready for this match..she train day and night to win her debut! “AAGHHHHMMM-FUUUUCK!”

Jessie grinned her teeth and bit her lip as Ivan dick felt like knife penetrating her body! It wasnt long that both Ivan and Jessie body became hit and sweaty..but Jessi started to feel warm out! She try to push him away but Ivan has her lock in! His cock working her g-spot easily! Now more pre cum started to drip out! “Aghhh-eghhhhmmmm-good—hhhhmmm”

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Re: Intergender Debut: Jessie Blue vs Ivan Ramirez

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Ivan suddenly realized something - the way her body reacted, the tightness, the way she squealed when he hit certain spots...

"Wait... you've never been fucked before, have you?" he asked, his voice laced with surprise and amusement.

That explained so much. The wet, desperate sounds her body was making. The way she clenched around him like a vice.

"It makes sense now," he growled, increasing his pace. "First time in front of all these people too. How does it feel, Prinsesa? Having your cherry popped in the most humiliatin' way possible?"

His fingers dug into her wrists possessively as he claimed her virginity in front of thousands of witnesses.

Ivan felt it immediately - the telltale warmth spreading across his shaft as her inner walls seemed to pulse and release. Her whole body shuddered with each thrust now, and he could hear the lewd wet sounds of her arousal mixing with the impacts of flesh meeting flesh.

"Not even five minutes in and you're already squirting for me," he said with dark satisfaction. "What's gonna happen when I really make you cum?" He punctuated his question with a particularly deep, grinding thrust that made her entire body jolt.

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Re: Intergender Debut: Jessie Blue vs Ivan Ramirez

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Tears formed in Jessie eye as Ivan thrust become more aggressive, he had full control of her hips. “Ughhh..please…at-aghhhhmm” she can no longer finish sentence as the pain and pleasure was overwhelming. Drool started to drip out her mouth, Ivan cock opening up Jessie pussy, stretching her out. The moist wet sound of her slit being dominated was echoing in the arena

“Eghhh-ggghhh” she continue to bring her teeth and her breast sway back and forth as Ivan fucks her from behind! She was hopeful that when she had sex it would someone she loved or special moment in her life..not in front of crowd in wrestling ring as the camera streams all over the globe! Her fighting spirit was completely broken as she now just become fuck doll. “AGHHhHH!!!!💦💦💦💦💦💦💦” she squirted again as her body shakes and crying out moans.

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