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My wife, Anne, and I have at all times struggled with anal sex. I love it, but she is not a fan. Her first anal experience was fairly painful and tinged with shame. Anne would occasionally allow me to indulge but we would often go a year or more without.

So, when she asked me what I wanted for my birthday naturally I said anal sex.

“No, really, what do you want?” She laughed.

“Anal sex.” I replied. “But not just me. I want to watch a train of guys fill your ass with cum. Then, when you are too sore and tired to take any more I want to take my turn on you.”

“Ha ha. No. We’ll think of something else.”

About a week before my birthday I came home. Anne was there with three of her male coworkers. I’d met them like before, at numerous work functions. Brad sat at the desk opposite Anne, Jonathan was in accounting and Steve worked in IT.

Anne stood in the middle of the room. She was wearing a sundress, one of my favorites. Without much ado she knelt down over the coffee table and raised the dress up to her waist, exposing her gorgeous smooth ass. She wasn’t wearing panties. She looked back at me and smiled.

“I couldn’t think of anything else.” She stretched down across the table.

Brad took off his pants and lined up behind her. His cock was long and narrow. His pubic hair was a light blond and he was very pale. He took a bottle of lube that Anne had left on the table and coated his hand liberally. He jacked off for a minute, getting his cock very wet.

Anne gripped the table tightly waiting for what was coming. I loved how tense she was. How she was eager to submit to this for my pleasure. My cock was rock hard in my pants.

His cock wet, Brad stepped up behind Anne and very, very slowly started to slide into her ass. She flinched and he stopped, letting her get used to him. She reached back and spread her ass wide. He pushed forward again.

“Oh my God Anne.” He moaned. “You are so tight. It’s amazing. Your ass is gorgeous.”

“Thank you Brad.” She actually blushed at the compliment as her coworker fucked her ass. She had no way of knowing that Brad had fucked her before, one night that she had been blindfolded. It was incredibly hot that she’d chosen him for this adventure without knowing their past.

He went slowly, savoring the feel of my wife’s ass around his cock. I loved watched her face. She was wincing, biting her lip, trying not to moan in pain. Her discomfort only made me harder.

“Please. Brad, fuck me harder.” Anne wanted him to finish. She urged him on, but still he took his time. Slowly sliding in and out. Finally he went deep and rested there. I could see cock pulsing as he came inside Anne.

When he pulled out she gasped. Jonathan stepped up. He was darker than Brad. His cock was shorter but thicker. He wasn’t as gentle. He didn’t take as much care to lube Anne up, instead pushing firmly into her. Anne panted as he fucked her. Anne looked over at me.

“Do you like this?” She asked. “Do you like watching Jonathan fuck my ass?”

I nodded. Lube and Brad’s cum had started to drip down her pussy.

“Then fuck me harder Jonathan.” He obeyed, slamming into her with vigor. By the time he came tears had well up in Anne’s eyes.

Steve had the biggest cock of the three. When he pushed in Anne yelped in pain. He pushed in as far he could go, stretching her open, pushing cum out of her asshole.

“Too much, Steve.” Anne panted. He ignored her, pulling out and plunging in just as hard. Anne screamed a little and clutched the table.

“Too much.” Her voice was louder. Still he ignored her. I made no move to intervene. He pumped again. Tears started to stream down Anne’s face as she repeated “Too much, too much” over and over again.

When Steve came it was monumental. He grabbed Anne’s hips and savagely pushed in to her. She almost gagged from the pressure in her belly. When Steve pulled out Anne’s ass gaped open for second. The top of her thighs were slick with cum and lube. She slumped to the floor.

I took off my pants and walked toward Anne. Exhausted as she was she still stopped me.

“No. It’s not your turn. You said that you wanted me too sore and too tired to take anymore. I can take more.”

She directed Brad to pile up cushions under hip, until her ass was high in the air. Brad spread her wide and looked at her tight asshole, then lined up and plunged in. It was like he was trying to outdo Steve. He pushed downwards into my wife, pushing her face hard against the floor. The new position allowed him to go deeper than before. Her mouth gaped open as he reached his full depth. She gasped for air.

“Tell him, Brad. Tell him what it’s like, fucking his wife’s tight ass.”

“It hot. It’s wet. It’s not very tight anymore.” He pushed into her hard and she grunted.

“Am I a mess?” She asked.

“Yes.”

“I wanted to be messier. Make me messier. Fill me with your cum.” Brad came deep inside my wife.

Jonathan didn’t give her any respite. Brad had barely pulled out before Jonathan plunged in. Anne wasn’t expecting it and cried out. He was rough. Anne slid forward on the floor with every thrust until she grabbed a table leg to steady herself. Jonathan came deep and hard. When he pulled out cum was coating Anne’s asshole.

I’m could see that Anne was a little scared when Steven lined up to take his next turn in her ass. Rightly so. If anything Steve’s cock was harder than before and he fucked her viciously. He grabbed a fistful of hair and pulled her face up as he plunged deep. Anne wailed. He pulled back harder on hair hair, until it looked like he might pull out a fistfull. Anne looked at me.

“It hurts.” She was almost pleading. I loved it. “It. Hurts. So. Much.” Each word came with a hard thrust from Steve. Steve pulled back hard on Anne’s hair when he came. Anne’s face was covered in tears and streaked make up. Her mouth gaped open soundlessly.

Anne slumped against the cushions and made a weak gesture at me. She was ready for me. But I could see that Brad’s cock was stirring again. I couldn’t imagine how hot it must be for him to be fucking my wife’s ass. To know that she would be sitting across from him every day and he would know what it felt like deep inside her ass. Every time she looked at him, she would blush and only they would know why.

“Take her again Brad.” Anne shook her head weakly, no. But we ignored her. Instead we rolled Anne on to her back. I lifted her legs and pulled them back until her knees were touching her shoulder.

Brad looked down on her, exposed and vulnerable before him. He grabbed a fistfull of her dress and roughly pulled the fabric down, baring her breasts. Brad roughly pushed the bottle of lube against Anne’s asshole and squeezed. He emptied the entire bottle into her. The lube leaked out of her and soaked into the pillows. Brad pushed his cock into her. Anne gasped, then bit her lip. Her eyes were closed tightly. Brad took a long time in her ass. He was close to exhaustion. Just before he came he pulled out of Anne’s ass. He moved over her face and jacked himself to a finish. A long stream of cum erupted from him, coating her cheek, the bridge of her nose, her tighly closed eyelid.

Seeing Brad come on Anne seemed to energize Jonathan. He plunged in to her ass and fucked her roughly and quickly. He pulled out and put his cock near her mouth. Anne flinched. Ass to mouth was too far for her. Instead Jonathan erupted across her lips.

Steve was too much for Anne’s ravaged ass. When he pushed in she screamed. Her eyes, almost glued shut with cum, flew open. Jonathan’s cum dripped from her lips into her open mouth. Steve went deep into her. Anne put her hands on her stomach.

“Vanilla.” She whispered. It was her safe word. Steve pulled out. “You can go back in. But go very slowly.”

Steve pushed forward. Slowly. Anne put a fist to her cum soaked lips and bit her knuckle. Steve bottomed out and slowly pulled out. Then in again. He started to pick up speed. Anne put her hand on her stomach again. With a final rough thrust he came inside her ass for the final time.

He stepped back and I let her legs fall to the cushions. She was an erotic mess. Her makeup was destroyed. Tear streaked mascara ran down her cum covered face. She was drenched in sweat.

I picked Anne up off the floor and bent her over the table. She lay limply against the hard surface. I pushed her legs wide and spread her cheeks. Her asshole was raw. Cum leaked out in a long, slow stream. I held her open for a long while. The cum never let up, just a slow steady stream dripping between her legs. She made no move to cover herself, or show any modesty, even as her ass was splayed open in front of four men. I made sure that each of them could see the results of their efforts. I wanted them to remember the image of their cum dripping out of her tortured ass every time they saw her at work.

When I finally pushed my cock into her the feeling was unlike any I’d ever experienced. She was wet, unbelievably wet. My cock slid deep into her ass with no resistance. I could feel cum dripping out of her with every movement. She whimpered softly. She was loose too, I could hardly feel the walls of her ass as I plunged in. But the heat was amazing, overwhelming, almost unbearable. She was on fire, searing my cock as I went into her.

I fucked her hard. Harder than I ever had. I wanted to reclaim her more than I ever had before. I completely lost control. All I could see was the image of her ass dripping with cum. I could feel their slick sperm inside her as I pumped. I pulled at her hips, then her shoulders.

“Hair.” She whispered. “Pull my hair. Harder than he did.”

I grabbed her hair and pulled. Hard. My cock bottomed out in her ass. I let go of her hair and put my hand over her cum soaked mouth. I pushed the cum past her lips with two fingers. I pushed my cum covered fingers deep into her mouth, into her throat, pulling her tightly against me. She started to gag around my fingers. She slapped back against me. Started to struggle.

I pulled hard against her face. Pushed deep into her. She squealed. A strangled sound I’d never heard before. I exploded. Over and over and over again. Everything went black.

Finally I pulled out. She whimpered. I spread her ass. We’d made a mess. She was coated in lube and cum. Mine and theirs. It was amazing.

Finally Anne propped herself up and looked back at me. Cum and drool was drying slowly on her face.

“Satisfied?” She asked.

“Unbelievably so.” I sigh.

“Good. Because that is never happening again.” She smiled.

NSFW: yes

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