Harry Chooses Max

“It’s my gift, I want to use it.” Harry said after a moment.

“Max, are you okay with that?” Tara bent close to Max’s face to check on the exhausted young man.

“Harry’s right. I was his gift, please use me. I want him to enjoy it and I don’t care if it breaks me.” Tara sighed and looked at Harry.

“Looks like you get your wish.” Tara stepped off to the side.

“You’re not going to join?” Harry asked as he grabbed a bottle of lube.

“I feel bad. Look at her.” Tara gestured to Max’s broken body.

“Suit yourself.” Harry squeezed lube into Max’s still winking gape. The cool liquid soothed the torn walls of Max’s colon as it slid down from his entrance and trickled deeper. It felt like ice on a burn and Max began to wake from his stupor, lifting his face from the puddle of Tara’s cum.

“God you look so perfect.” Harry ran his hand along Max’s ass cheek as he took in the damaged hole, the smooth skin reddened and bruised. He bent and ran his finger from the tip of Max’s cock, up the shaft and along the seem of his sack and up to his smooth taint. Max felt his loins stir as Harry’s finger aroused him, the small hints of pain as Harry brushed the lashes on his sack goaded him further. “You’ve been so generous Maxine. I’m sorry but I can’t resist.” Harry rubbed the head of his cock against Max’s torn sphincter. The dull aching pain returned and Max braced himself for the next round of Harry’s indulgence. Without warning Harry sank deep into Max, a slow pressing thrust driving deep into Max’s injured hole. The lube and the stretched walls offered little resistance and Max felt every inch as it pressed along the soft inner lining of his hole, rubbing against the large swaths of flesh that had been clawed and pried apart by the pear. Max threw his head back as the pain returned, his eyes glued to the ceiling and his mouth agape. The air in his lungs left with a low moan. Harry thrust his hips forward, hilting with a light plap against Max’s bruised ass.

“Hhrk.” Max’s vocal cords vibrated as the last of the air in his lungs was pushed from his body. Harry shifted his hips, stretching and pulling at the tender walls of Max’s hole. Max’s body squirmed instinctively in unison with Harry’s impalement, trying to maintain consistent contact and prevent Harry from tearing him apart. Max continued to stare at the ceiling as Harry toyed with him.

“You watching?” Harry looked at Tara as he waved Max like a flag on his shaft.

“Yes Hare.” Tara rolled her eyes but couldn’t help but watch as Harry played with his food.

Harry slowly withdrew from Max’s bowels, tugging and pulling at his pink flesh as it held to the invader before allowing it past as the lube did it’s work. The slow friction was too much stimulation for Mx to process, a mix of satisfaction and overwhelming pain as his abused hole continued to crave the feeling of fullness. Max attempted to draw breath. Harry slammed back into Max before fully withdrawing with a satisfying slap of flesh.

“Hrk.” A guttural gasp of breath escaped Max as Harry drove the oxygen from his body. Harry’s excitement got the better of him, he had been holding back but the constant stimulation had overwhelmed him and he pursued his satisfaction without hesitation. After the second stroke Harry began his onslaught. His pace was slow and rhythmic but he thrust forward with ****, hilting with each one. Max’s eyes rolled into the back of his head as Harry began to pound him. Each thrust **** what little air was in his lungs from his throat and his body contorted as Harry’s cock gouged out his hole. Max couldn’t control the sounds that escaped from his lips, it felt like each wet grunt came directly from his stomach. Harry groaned with satisfaction as he took Max for everything he was worth. Max cock bounced and slapped against the bench splattering his precum against the padded wood.

Tara watched as her ex demolished her friend with a brutal precision. She’d watched him do this many times over the years but had never cared about the girls they would tag team. Her friend looked sublime with every muscle tense, her head thrown back and her face skyward as if beseeching god to free her or let her cum. Harry grunted and began to sweat, he didn’t slow his pace even as Max began making a low continuous gurgling sound. Tara felt herself getting wet and the temptation to join them was too much to bear. She crossed over to where Max was being harpooned and wrapped her hand around Max’s throat. Harry smiled.

“I knew you’d come around.” He said between thrusts.

“You knew I couldn’t resist.” She turned to Max. “I’m sorry Maxine, but watching you get obliterated like this is just too good of an opportunity to miss.” She tightened her grip on Max’s throat and the gurgling turned into a stifled ****. Drool slid from Max’s lips and Tara licked it off his face, standing on her tip toes to kiss it back into his mouth. “Forgive me please.” Tara went to her bag and stepped into a harness. She slid a large black dildo into the setting and secured it.

“Let me know when you get tired Hare.”

“You can have a turn with her.” Harry plowed one last thrust into Max, grabbing him by the head and pushing as deep as he could go.

“Gaahh.” Max cried out as Harry bottomed out in his colon. Harry yanked himself free and the cool air rushed into Max’s gaping hole. Tara massaged lube onto her dildo and stepped in to fill the void almost immediately. Her silicone shaft was thicker than Harry’s and it took some effort to part Max’s toned cheeks. His used hole gave up resisting and she sunk deep into him. Max groaned and collapsed forward. Harry walked around to Max’s face and gripped him by the hair. He yanked his head up, his jaw remained slack and Harry entered Max’s throat, pressing his trimmed pubic hair into Max’s nostrils. Max choked and coughed but didn’t resist. Tara slowly fucked her way into her friend, each inch of her cock that his ass swallowed brought a wave of joy. She loved watching the large shaft sink into a tight hole and was happy to see that the pear hadn’t broken Max beyond repair. Max moaned around Harry’s cock.

“How does your asshole taste? There’s parts of you that I’ve touched that I’m sure you haven’t. Harry continued to **** his shaft down Max’s flexible throat. Max could taste himself all the way down his shaft, the lube and the flavor of his ass mixing on his tongue. Max could no longer breathe, Harry wasn’t as large as Denver but it still created an almost air tight seal as his girth collapsed Max’s airway. The familiar weight and pressure sent shivers down his spine as he felt his loins betray him. He craved this more than he’d like to admit.

Tara was close to hilting but was meeting resistance. The pear had broken Max’s hole wide open but it didn’t reach very deep. Tara was entering uncharted waters and the thought of christening a new section of Max’s bowels with her silicone tool was too much excitement to resist. She pulled back and set her feet before slamming forward. The dildo bent as it met the deep recesses of Max’s tender hole before bounding back to position, warping inside Max and then pouncing forward. Max felt his body distend and he could practically taste Tara’s massive plastic shaft. He screamed as Tara broke new ground, stretching deep parts of him that he didn’t know could be reached. Harry moaned as Max’s throat vibrated around his shaft.

“Holy shit Tara, do that again.” Tara was already preparing another stroke and delivered it, this time the dildo struck true, shoving Max’s innards aside as it bore deep towards his stomach. Max felt it push his stomach into the padded bench and screamed again as his organs shifted to accommodate the invading mass.

“Holy shit, she’s perfect. Even when she screams I don’t feel any teeth. Don’t stop Tara.” Tara was breathing heavily with the effort of churning Max’s guts. Each deep thrust facing more resistance as the tip of the plastic dick spread the tight recesses of his colon apart. Max’s body danced and convulsed between them, shoved this way and that as the couple stretched and shredded his tender flesh. Spittle poured from his mouth and his vision grew spotty as he struggled to draw breath. Harry grabbed the chain around Max’s neck and pulled it tight until he could feel it pressing the walls of Max’s throat against his embedded member. Max’s body stretched and shifted as Tara disemboweled him, he sputtered and coughed as Harry choked the life out of him. He could taste precum as it slid down his throat towards his besieged stomach. As Max began to slip towards unconsciousness something in him broke. His prostrate was ground to dust and he could feel a steady stream of cum leaking from the tip of his cock.

“She’s cumming!” Tara cried as she continued to defile her friend. She slapped at his bruised cheeks. Harry slapped at Max’s face, a rapid tapping against his cheek and head.

“Stay awake little slut. We’re almost done with you. I want to hear you thank us when we’re done.” Max struggled to remain concious, his brain overwhelmed. Everytime he tried to breathe he rasped against the thick concoction of saliva, lube, and precum. He could barely feel Tara as she demolished his hole. A dull stretching pain punctuated by the thud of her plastic cock hilting in his gut. Finally Harry tugged the chain tight, the blood pooled in Max’s face as Harry dumped his load down Max’s crushed throat.

“Fuck yes. Fuck yes.” Harry groaned as he pumped Max’s broken stomach full of his seed. He jerked backwards and Max breathlessly felt the sticky substance spill from his throat onto the bench in front of him. Tara hilted one last time and undid the straps of her harness, leaving the massive plastic cock jutting out from Max’s broken hole like a flag planted deep in new ground. Tara walked around to where Max was gasping for air in a puddle of Harry’s cum, rivulets of the white substance still pouring from his gasping maw. Harry grabbed Tara and pressed his fingers to her puffy lips. He rubbed vigorously and she shook violently as he freed her from her constant teasing. Max felt the warm sprinkling of her orgasm as it sprayed across his face. She screamed and shook. Max barely registered his friend’s throes of lust.

Tara and Harry stepped back to admire their broken toy. Max’s body was covered in welts and bruises. Cum dripped from the tip of his cock, pooling on the floor below. He sputtered and gasped in the combined juices of the couples orgasm and his ass shook and fought as the dildo remained solidly planted in his anal cavity. Max’s sphincter fought to push the invader from his hole, it bounced up and sank back down, too heavy and deep to be pushed out.

“Well?” Harry slapped Max’s face lightly.

“Thank you.” Max slurred.

“Any regrets?”

“No sir.” Max said breathily.

“What now?” Harry turned to Tara.

“I’m exhausted. Let’s get something to eat.”

“That sounds lovely. What do you want to do with this mess?” He gestured to Max’s broken body.

“I’ll have the girls clean it up.”

“I need to do this again.” Harry was serious.

“You’ll have to ask Max.”

“Can you set her up here?”