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A SURPRISE PEGGING

A TALE OF EROTIC FEMDOM

JT Holland

Copyright 2017 by JT Holland

AE PUBLICATIONS

 SMASHWORDS EDITION

Smashwords Edition, License Notes

This ebook is licensed for your personal enjoyment only. This ebook may not be re-sold or given away to other people. If you would like to share this book with another person, please purchase an additional copy for each recipient. If you’re reading this book and did not purchase it, or it was not purchased for your use only, then please return to Smashwords.com and purchase your own copy. Thank you for respecting the hard work of this author.

WARNING: This story is written for adults only. It contains explicit, graphic sex and language, including bdsm, rough sex, femdom, alpha male, romance and more. It is intended for individuals over 18 years of age. All character are over 18.

 

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TABLE OF CONTENTS

A SURPRISE PEGGING

MORE TALES OF EROTIC FEMDOM BY JT HOLLAND


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A SURPRISE PEGGING


Never in his wildest dreams did Greg Bailey think that by midnight he’d be blindfolded and gagged on the bed of a woman he hadn’t even known when the day started, but he sure was excited at the way the night was playing out. Especially now, as this insanely hot, completely perverted, bad-ass of a woman named Hailey Weston was pummeling his asshole from behind with her big, black dildo, making him scream and causing him pain in that oh-so-wonderful way.

It had started in a bar two hours prior, where he’d seen this glorious blonde, with a slim, athletic body and tits the size of watermelons. She was wearing a slinky black leather dress and high-heeled boots, and although pretty much every guy in the place was sneaking looks at her, only Greg had shown the balls to go up and talk to her.

After about an hour of conversation and ten shots each, Hailey cut to the chase. “What do you say we go back to my place and get freaky,” she’d said.

“That sounds great,” Greg had replied.

“But I have to warn you, my idea of freaky is a bit different than most,” Hailey had said.

“That’s good to hear,” Greg had answered. “Because so is mine.”

Then, after a few more drinks at her place, and some real honest, open talks, they both realized that they were into the same kind of freaky shit. Namely, femdom. So one thing led to another, which led them here, with Hailey fucking Greg’s ass the way he’d always wanted to be fucked: the way he fucked women; hammering away with reckless abandon with no care for the other person’s wants and needs, talking dirty the entire time.

“Take it you piece of shit,” Hailey snarled as she grabbed ahold of Greg’s hair and yanked back, arching his spine and allowing her dildo to penetrate his ass more deeply. “Take it like a man. You can handle it. You’re a tough guy, aren’t you?”

Greg nodded his head vigorously. He tried to answer her verbally but the ball-gag was making it impossible. The only audible sounds were Hailey’s demanding voice and the muffled sounds of Greg’s screams.

“Yeah, you say you are, but sure as hell don’t sound like one right now,” Hailey said in a mocking tone. “You sound just like every other little bitch I’ve fucked before.”

And with that, Hailey began to hammer away at him even more mercilessly, grabbing him by the hips and pulling his body towards hers as she slammed forward, driving the dildo deep into his asshole, bottoming out with every pump.

“There you go,” Hailey said, putting one foot up on the bed for more leverage. “That’s what I’m talking about. I love fucking you from behind, watching your tight little ass slam back into me. You like it too, don’t you, Greg? My fucking little ass slut?”

Greg yelled out a yes that was muffled by the ball-gag but still got the point across.

“Yes you do, yes you do,” Hailey said, speaking to him in tones normally reserved for a dog. “And you want it harder too, don’t you?”

Greg nodded his head up and down as she continued slamming away at him. Hailey replied by upping the ante, smacking away at his asscheeks with her open palm, slapping them over and over and over again until they were bright red and he cried out in pain.

Hailey finished off this part of the session by driving her cock all the way into his asshole, balls-deep, and holding it there while Greg squirmed and groaned and saliva dripped out of his mouth and around the gag.

Finally she pulled out, giving him a moment’s respite, which he desperately needed. Even though he was thoroughly enjoying himself, he definitely could use at least a few seconds to get himself back together.

He could sense Hailey moving around behind him but remained in place, waiting to see what was going to come next, like a good little slave.

“Well, as much fun as that was,” Hailey said, coming around so she was in front of Greg. “It’s time we mix things up a bit.” She slipped his blindfold off, allowing him to gaze up at her incredible body. “How does that sound?”

Greg tried to say it sounded great but the gag muffled most of it.

Hailey laughed. “Ooops, I forgot. You don’t get a say in it.” She tilted her head and gave him a devilish look. “And that’s just how you like it, right?”

Greg nodded.

Smiling, Hailey said, “But don’t worry, I’ll take that gag off in a little bit. When I’m ready for you to suck your ass juices off this dildo. Does that sound good to you?”

Greg nodded again.

“Are you sure?” she asked. “I don’t know if I believe you.”

Greg moved his head up and down more vigorously and said, “Yes, I’m positive,” even though he knew she wouldn’t be able to make it out properly.

“That’s better,” Hailey said. “In fact, I think I might have you suck on it now. It’s pretty fucking dirty from that ass-fucking I just gave you.” Her grin was evil. “What do you say, Greg? Do you want me to fuck your throat with this dildo while it’s still got the remains of your asshole all over it?”

He nodded as vigorously as before.

“Well, if you insist,” Hailey said, leaning over and undoing the ball-gag.

Greg coughed and swallowed hard, trying to get air back into his lungs now that he was able to breathe properly.

“That’s it,” Hailey said, grinning madly. “Go ahead and get yourself right. Catch your breath. Get nice and filled up with air. You’re going to need it.”

Greg took a deep breath and let it out as slowly as possible. Then another.

“Are you ready?” she asked.

“I’m ready,” he replied.

“Good,” Hailey said, positioning him so he was on his stomach and his mouth was right at the edge of the bed, allowing her to stand on the floor in front of him with her strap-on directly in front of his face. “Then open wide, baby, because here it comes.”

Greg did as he was told, wrapping his lips around the dildo as Hailey thrust it forward. And she didn’t treat him gently, jamming her cock halfway down his throat right from the get-go, causing him to gag and cough violently.

“No, no, no,” she said as he tried to force her cock out of his mouth. But Hailey held it there, halfway down Greg’s throat, her hands on the back of his head to make sure he didn’t try to get away. “You’re not going anywhere until I say so.”

Greg gagged again, forcing a stream of saliva out of his mouth and onto the bed. His eyes were leaking tears and snot was dribbling out of his nose.

“Look up at me,” Hailey said. “Eye contact, baby. Always maintain eye contact. You know that, even if you’re usually on the other side of it.”

Greg turned his head upwards to gaze up at Hailey. The change in the angle caused him to gag once again, more violently this time.

“That’s better,” she said, a devilish grin tickling her lips. “Now you’re starting to get it.”

Hailey held her cock in his throat for another couple of seconds before finally pulling back.

Greg coughed and struggled for breath. His face was bright red and his entire body was tingling.

“It’s not that easy to suck cock, is it?” Hailey said, smiling down at him. “Especially when you’ve got a fat cock with ass juices all over it.”

Greg shook his head from side to side.

“What?” Hailey said. “I can’t hear you?”

“No,” he said. “It’s not.”

“And that’s nothing compared to what you usually do to other girls,” Hailey said. “No, I bet you jam your whole cock all the way down their throat and keep it there until they’re ready to pass out, don’t you?”

A little grin found its way onto Greg’s face as he recalled all the times he’d done just that.

“Yeah, I thought so,” Hailey said. “So why don’t you go ahead and turn over onto your back and hang your head over the side of the bed so I can get some payback for all those girls you’ve deepthroated over the years.”

Greg did as he was told, his grin disappearing quickly as Hailey jammed the dildo into his mouth once again. This time, at least, she got there gradually, pumping his mouth with medium-paced thrusts, giving him more and more of her cock until eventually she was slamming the whole thing into his mouth.

“Holy shit this is so fucking hot,” Hailey laughed. “No wonder you guys love doing this so much! It looks fucking awesome!”

Greg was too preoccupied to acknowledge her in any way. He was just trying to keep from gagging so hard he puked. Which became even harder as soon as Hailey slammed the dildo all the way into his mouth and held it there, deepthroating him while he squirmed and his legs bounced against the bed and saliva poured out of his mouth and down his upside-down hanging head and into his nose and eyes.

“Hold it, hold it,” Hailey said, staring gleefully down at him. “Don’t you let that cock out of your mouth. Don’t you fucking dare! Not until I say you can!”

Greg gagged mightily, barely keeping himself from throwing up. A couple seconds later he gagged again, but less violently this time.

“Good boy, good boy! You’re starting to get it now! Just five more seconds and I’ll let you go,” Hailey said. And then she started counting down.

“Five.

“Four.

“Three.”

Scoot gagged again, so violently that it lifted his body up off the bed. But still Hailey held the cock in his throat.

“That was a close one,” she said, giggling, before continuing the count.

“Two.

“And one,” Hailey said, backing the dildo out of Greg’s mouth and allowing him to breathe once again.

He did so fiercely, gasping and coughing, drawing breath until he was relatively no longer in danger of passing out.

“That was quite impressive,” Hailey said. “So impressive, in fact, that I’m going to reward you.”

“You’re going to let me fuck you?” Greg asked, even though he was pretty sure he already knew the answer.

“Don’t be silly,” she replied, looking at him like he was crazy.

“You’re going to suck my cock?” he asked, even though he knew that answer to that one too.

“No, not quite,” Hailey said again.

“Then what?” he asked.

“I’m going to finish you off while I’m fucking your ass,” Hailey said, giving him a couple smacks on the cheek. “Your cock looks like it could use the relief.”

It was then that Greg noticed that his cock was rock-hard. He’d been so busy trying to keep from losing it that he hadn’t even realized he had a raging hard-on. “Has it been like that the whole time?” he asked.

“It sure has,” Hailey replied. “Rock fucking hard the whole time I’ve been debasing you. Quite the feat, actually. You must really like this shit.”

“Even more than I’d realized,” Greg said.

“Well, it’s time to finish you off then,” Hailey replied. “After I have my fun first, of course.”

“Of course,” Greg said. “I wouldn’t have it any other way. Not that I have a choice in the matter,” he added.

Hailey smiled and ordered him to turn around so he was facing her. “On your back though,” she said. “I want to look into your pretty eyes as I fuck your ass raw.”

Greg laughed softly. “You’re one hell of a unique woman, you know that?”

“One of a kind, indeed,” she agreed, smiling at him. “Now do what you’re told, slave. I’m ready to burst from all this fun and I know that you are too.”

“Yes, mistress,” Greg said, flipping onto his back and turning around and spreading his legs wide.

“There you go,” Hailey said, grabbing him beneath the thighs and lifting them up, raising his ass off the bed and giving herself a better angle to attack his asshole. “Time to fuck your ass until we both cum.”

“Sounds like a plan.”

With the dildo still slick from Greg’s saliva, Hailey proceeded to slip it into his asshole, giving him just the tip at first but continually pumping her hips forward and back, giving him more and more of the cock with each thrust.

As the dildo went deeper and deeper, Greg’s sensations intensified. It wasn’t long before he was back to grunting and groaning with every thrust, although more loudly now that the ball-gag was no longer muffling the sounds.

“Tell me how much you like it when I fuck you ass,” Hailey said, grinning down at him like the devil.

“I love it,” Greg groaned. “I fucking love it.”

“Even when I do this?” Hailey said, slamming her hips forward, driving the dildo into his anus until it completely disappeared and holding it there.

“Yes,” Greg said after grunting loudly. “Even when you do that.”

“You’re such a good little boy,” Hailey said, laughing softly before letting her cock slip almost completely out of his asshole. “Now I want you to do me a favor,” she said.

“Anything,” Greg replied.

“Hold your legs up for me,” she said. “I want my hands free to do a few things.”

“My pleasure,” he said in a forced voice that sounded like it didn’t hold much pleasure at all. But his cock was still rock-hard, which proved he was enjoying himself, on some level, at least. He hooked his arms beneath his knees and held them aloft.

With her hands now free, Hailey went to work with them. While fucking Greg’s ass with long, slow strokes, she started playing with her pussy, rubbing her clit with one hand while sliding three fingers into her pussy with the other.

As she ramped up the intensity in which she fucked Greg, she also turned up the heat on herself, banging away at her pussy with her fingers while she slammed his asshole with the dildo.

After almost a full minute of pummeling him harder than any other time all night while simultaneously working her pussy with reckless abandon, Hailey was ready to cum.

“Holy fucking shit I’m gonna fucking cum,” she said, still working his ass and her pussy with a frenzied intensity. “Are you ready to taste me?” she asked.

Greg just nodded. He couldn’t have spoken right now under any circumstances.

“Fuck, fuck, fuck!” Hailey cried as she yanked her hand out of her pussy but kept rubbing away at her snatch while fucking Greg. “Here I cum, baby, here I fucking cum!”

The words had barely left her mouth when a jet stream of her juices flew out of her pussy, drenching Greg’s abdomen, chest and his face as Hailey squirted all over him.

Her pussy was like a firehouse, spraying juices everywhere and with serious velocity as Hailey screamed in pleasure and continued banging away at her clit until her well finally ran dry after nearly five seconds of squirting. The dildo was still planted deep in Greg’s ass but she was no longer pumping away.

“My god that was fucking intense,” she said, laughing as she stared down triumphantly at Greg. “And now that it’s out of the way, I can finish you off too. Would you like that?”

Greg nodded, taking a moment to catch his breath as Hailey recovered from her orgasm.

“I want to hear you say it,” she told him. “Tell me exactly what you want me to do to you.”

“I want you to make me cum while you’re fucking my ass,” Greg replied.

“How do you ask?” Hailey said.

“Please.”

“Ask again, and this time make it sound like you mean it,” she said.

“Please make me cum while you’re fucking my ass,” Greg said, begging now. “I want it. I need it. Please, mistress. Please.”

“If you insist,” Hailey said, smiling wickedly.

And with that she began to move her hips once again, pushing forward and back, forcing her cock deeper and deeper into Greg’s asshole as she turned up the intensity, until she was slamming away at him, giving him the entire dildo with each thrust, pummeling his anus as hard and fast as she could.

Greg was grunting and groaning continually now, his asshole raw and his cock as hard as a steel rod.

“Are you ready?” Hailey asked, staring down at him while she continued destroying his asshole. “Are you ready for me to finish you off?”

Greg nodded like crazy.

“What?” she said, grinning at him deviously. She was thoroughly enjoying herself. “I can’t hear you.”

“Yes,” Greg managed to say between gritted teeth. “Yes please.”

“Are you sure?” Hailey asked.

“Yes,” Greg said. “I need it. Please give it to me, I need it so bad.”

“Oh, fine,” Hailey said, reaching down and grabbing ahold of his raging cock in her hand. “I guess you deserve it.”

Hailey continued hammering away at Greg’s asshole while she jerked him off, not wasting any time by taking it slow. She gripped his cock tight and let her hand fly, moving it up and down his shaft so fast it was a blur.

As wound up as Greg already was, it didn’t take long at all until he was right on the edge of cumming. He was too exhausted to say anything, but Hailey could see it on his face, and ramped up the intensity just a bit more in return.

Greg let out a low, deep moan and then released, sending his seed shooting out of the tip of his cock, which Hailey had cleverly aimed directly at his head.

And so Greg came all over of himself while Hailey grinned widely and hooted and hollered and continued fucking his ass. It was a monstrous load, the biggest he’d ever shot in his life by far, and it just continued pumping out, spraying him in the chest, the neck and the face, some of it even getting in his own mouth.

His entire body above the waist was covered in his and Hailey’s juices but he was too spent to care. He’d never been the exhausted in his life.

Once Hailey had jerked Greg off to completion, she finally let the dildo slip out of his asshole and climbed up on the bed next to him. She propped her head up on her arm and gloated over him with joy.

“Well, what did you think?” she asked.

“I think that was fucking incredible,” Greg replied, still trying to recover. “But I have to admit, I’m glad it’s over.”

“Fair enough,” Hailey said. “But the real question is: would you do it again?”

“In a heartbeat,” Greg said. Then, thinking better of it, he smiled and added, “Although I might have to let my asshole heal for a day or two.”

Hailey laughed. “I hear you there. And I might have a solution for you.”

“What’s that?” he asked.

“Well, maybe while your asshole it recovering, I’ll let you do to me what I just did to you.”

“You’d do that?”

“Fuck yeah,” Hailey replied. “After all, I follow the golden rule. Don’t do to others what you won’t let them do to you. Or something like that.”

“Close enough,” Greg said. “So what do you say? Tomorrow night?”

“Same time, same place,” Hailey said. “Minus the bar, of course. Just bring a few bottles of red wine over here and we’ll get drunk and do it all over again.”

“Except we switch places,” Greg reminded her.

“Of course,” she said. “As long as you promise me one thing.”

“What’s that?”

“That you fuck my ass as hard as I fucked yours tonight.”

“Oh, you don’t have to worry about that,” Greg said. “I’m going to give you a reaming you won’t forget.”

“I sure hope so, my friend. I sure hope so.”


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MORE TALES OF EROTIC FEMDOM BY JT HOLLAND

MAKING HIM MY DIRTY BITCH

TURNING HIM INTO MY LITTLE SLUT

A SURPRISE PEGGING

PEGGED BY HIS TWO KINKY ROOMMATES

PEGGED BY HIS KINKY BOSS



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