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Unlikely Ally - Sherry Shocks - Pt. 6

"Sherry has more than one surprise for Sean as she reckons with what to do about his fetish!"

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Author's Notes

"This continuation to the 'Unlikely Ally' series is based on a suggestion from Redpath48 in a comment on what was to be the last chapter of this series. Thanks, Tom!"

Sherry had been out with her friends at a local bar that had an open mike night with solo artists, all guitar players. They didn’t pay much attention to the music, but it was a welcome change to the usual crap coming from the bar’s stereo. Kylie had often been invited to this occasional get-together, but not tonight due to the project Sean was helping her with. Sherry was careful with her drinking, having driven there alone and planning to stop at Kylie’s to see how the two were getting along.

What she saw when she got there stunned her in ways Sean would only realize later.

“What the fuck are you doing?” she’d said when she saw her nude husband bent over a chair with Kylie, naked as well, holding a paddle about to deliver a painful swat to his already very red ass.

“It’s … it’s not what it looks like,” Sean defended lamely after standing up.

“Oh, I’m pretty sure it is exactly what it looks like!” Sherry answered and looked to Kylie for a response. Kylie looked like she was about to say something but had no idea how to defend what they were doing. “Get dressed, Sean! We’re going home, NOW!” she said and stormed up the stairs.

“I’m sorry, Kylie! I’ll try to keep her from saying anything to Brad,” he said as they dressed.

“Thank you, Sean. I don’t know what to say,” she admitted as she started crying. Sean hugged her, trying to offer comfort, but there was nothing more he could say. “You better go,” she said as he kissed her on the cheek.

Sherry was waiting in her car, but when she saw Sean come out and get in his car, she sped off. Sean drove on autopilot, wondering what was going to happen next. Sherry didn’t know what else they had done, but if she asked him, he wasn’t sure if he could lie to her. He might be able to admit to the oral sex and avoid telling her about their fucking.

He and Kylie had something very special, and he’d always thought there was more to it than Kylie would admit, but now he had no idea what would happen. Would Sherry completely cut him off from his sister, or would she want a divorce? He’d essentially cheated on her, and he supposed she’d be within her rights to do so. He wasn’t entirely sure which was worse.

Kylie was alone and scared. Would Brad find out? If he did, what would he think of it? He was so straight-laced, she imagined him being shocked to his core. Would the fact that it was her brother, not some guy she’d picked up, soften the blow? What surprised her was that what she feared most at the moment was losing her loving brother, with whom she shared so much. She eventually cried herself to sleep.

“Sherry?” he called out when he entered from the garage.

“In the den, Sean.”

He didn’t know what to think when he walked in and saw her sitting on the ottoman with her legs together and her hands resting in her lap.

“Sherry, I’m sorry. I …”

“Not a word!” she commanded, biting off the words. “Come here!” she added, pointing to the floor in front of her. “You have no idea how this stunned me, but you’re about to find out. Take your pants down!”

“What? Sherry, Kylie and I …”

“I said NOT A WORD!” she yelled, effectively shutting him up. “If I have to repeat myself, it will be much worse for you! Now, take your pants down!”

‘What was she going to do?’ he thought. ‘Does she want to see my bottom? The proof of what Kylie was doing to me?’

“Sean!” she shouted but gave up trying to get through. “Come closer!” she said, grabbing the waist of his shorts and pulling him to her. Just as Kylie had done before, she tore open the button and zipper and tugged his pants and underwear down to his knees. “Now get over my knee!”

“Sherry! What’re you …”

“Did I tell you to speak? No! I told you to get over my knee, and that means right over my knee, Sean!” she said, pulling him down on her lap, delivering several hard smacks to his already stinging bottom. “All this time, I’ve put up with your daydreaming, struggling to get your attention, and the answer to my problem could have been right here in my lap! Do you like this? … getting spanked?” she asked, spanking him as intensely as any Kylie had. “You can speak!” she prompted when he remained silent.

“Um. Yes. Kylie and I …”

“I don’t want to hear about Kylie!” The spanking resumed on alternate cheeks at a brisk pace and high intensity. “If you’d bothered to communicate with me about this, you would have found a more-than-willing partner to smack your ass when you need it! But, oh boy, you’re going to get your ass smacked a lot now! Whether you want it or not! Do you understand?”

“Yes, Sherry! Ow! Ow-ow-ow-ow-ow! It really hurts! Please stop!”

“I decide when you’ve had enough, Sean. Not your poor, sore red bottom!” she scolded, spanking with renewed vigor, but finally stopped after what must have been a couple hundred solid spanks.

“I’m sorry, Sherry …”

“Don’t tell me you’re sorry for doing something I’m sure you’d go right back to, given half a chance! Things are going to change here, Sean, but we’ll discuss that later. Right now, I want you to go to our bedroom, remove all your clothes, and lie face up on the bed!” she said as she helped him up. “That would be now!” she added when he didn’t move and smacked his still bare butt a couple of times to send him on his way.

To say Sean was shocked was an understatement of Biblical proportions. In their almost two years of marriage, he’d never had any idea, not the slightest clue, that Sherry would be interested in spanking. He thought of poor Kylie, all alone, and what she must be feeling, having no idea what was happening here. He’d try to convince Sherry that telling Brad would accomplish nothing, but his ability to convince her of anything had taken a major hit tonight.

Which brought him to what happens after tonight? Will she really spank him whenever she feels he deserves it? If that was every time he was caught not paying attention to her, that would be quite often. Would that be bad? Would he eventually learn to listen to her? If he did, would she still spank him? She said she’d have been a ‘willing partner’ to smack his ass when he needed it. But was she the only one who decided when he needed it?

All these thoughts flooded his mind as he lay as instructed on the bed, with his burning cheeks reminding him of all the uncertainty he felt right now. As usual, his mind wandered all over the place, and he didn’t realize Sherry had made him wait nearly half an hour before she entered the bedroom.

“Good boy!” she said as she sauntered up to the side of the bed, taking note of his wonder-cock, as she liked to call it. “Ah! You’ll hold your tongue,” she said when he tried to speak, “unless I ask you a direct question. Understand?” she asked as she slowly unbuttoned her blouse. She pushed it off her shoulders to fall to the floor behind her as she reached for the clasp of her bra, quickly freeing the tits she knew he loved to suckle. “Now, Sean, you’re going to get another spanking, but with a face full of my pussy while I smack your ass harder and harder! And I’m going to keep spanking you until you make me cum in your face!”

“Oh God, Sherry! I …”

“No talking!” she said as she let her casual slacks fall to the floor, revealing his favorite cheeky, lavender panties. She smiled when she saw his nearly full erection. “You want this? Hm? You want to eat my pussy?” she teased as her hand cupped her crotch, making an apparent wet stain even larger.

“Yes, Sherry,” he said, assuming the question called for a simple answer.

“Put a couple of pillows under your head. No, the long way!” she instructed. “Good boy!” she said again as she slowly lowered the panties, letting her well-trimmed bush come into view and lower till her tingling wet lips could be seen. She smiled when Sean subconsciously licked his lips. The one thing both would say about their sex life up to this point was that Sean knew how to lick her pussy to their mutual satisfaction. She loved how he always considered it a treat.

As naked as he was, she climbed on the bed, standing above him to show her dominance and moving to straddle his body with her back to him. Getting down on her knees, she positioned her pussy right over his mouth and sat, her swollen, meaty lips splayed over his mouth.

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“No licking yet!” she said when she felt his tongue in her slit and sat harder to limit his movements. “Lift your legs up! Straight up! Towards me! That’s it,” she said, wrapping her arm around his legs below his ankles. “Ever been spanked like this before?” she asked, chuckling at his muffled reply. “It’s called the diaper position. Like a little baby, but instead of changing your diaper, I’ll be spanking you good and hard! They say this position hurts a lot more! Something to do with how tightly the skin is stretched across your ass. Now, you start licking when I start spanking! And I won’t stop spanking until my juice covers your face. Ready?” she asked but didn’t wait for a reply before smacking each cheek extra hard.

Squirming on his face, she was moaning in no time. As the familiar effects of his tongue were felt, she knew it wouldn’t take him long to make her cum, unless the spanking hampered his efforts in some way. Somehow, she knew it wouldn’t.

Sean couldn’t believe how this had turned out. Not only was he now licking Sherry’s tasty pussy, she was spanking him too, and he could feel the intensity of the spanks ebbing as he gave her everything he had. He loved when she sat on his face, and usually, he’d make her cum two or three times before she’d get up and want to ride his cock.

She was right; it did hurt a lot more, but that didn’t matter as he realized that what she was proposing for the future could not be any better. He loved Sherry, truly loved her, and now the only thing lacking from their relationship was no longer missing. The only worry was how often she’d decide he needed a spanking.

“Oh God! Oh, Sean! Huh! Huh! Oh fuck!” she cried out, feeling her silky syrup between her pussy and his face. “Wanna go again?” she asked, lifting off his face and getting an eager ‘Uh-huh!’ she added, “With the spanking?”

“Yes, please, Sherry!” he mumbled just before her pussy covered his mouth again. She smiled broadly, realizing herself how much things had changed for the better. She’d had boyfriends she spanked before, but none had the desire Sean was showing. She’d missed it too, but not as intensely as some.

“Good boy!” she said as she squirmed on his face while spanking him just hard enough to sting.

He could feel her climax coming and doubled his efforts using his fingers as well. With one set of fingers curled into her pussy, another pressing on her back door, and her clit firmly held between his lips, she was rocketing toward another orgasm, and when she came, she squirted for the first time in her life, dousing his face.

“Oh my God, Sean! That was incredible!” she said as she rolled off him, lying beside her newly discovered naughty boy.

Sean turned to face her with a small smile but was unsure what to do now with this fantastic new dynamic. Sherry had her eyes closed, both relishing the extraordinary orgasm she still felt coursing through her body but also happier than she’d been in quite a while. When she opened her eyes, it was with the same gentle smile that always accompanied a great orgasm.

“You really enjoyed that, didn’t you?” she asked, her anger abated.

“I did, Sherry. I’m sorry I …”

“No need, Sean. Once you’ve taken your punishment, there’s nothing to apologize for. ‘The slate is wiped clean,’ as they say. Now let me see your bottom. It looked pretty bad! Oh my, Sean! You’re going to have bruises for at least a few days!”

“That’s okay,” he said as she got off the bed, went to the bathroom, and returned with a tube of cream. “Over my knee! Not for another spanking, silly!” she added when he made a face.

Sean moaned softly as she applied the cooling, soothing cream to his stinging bottom; his erection revived in the process.

“Now, this is how it’s gonna work, Sean. You know how frustrated I get when I have to tell you multiple times to do the same thing, and even then, sometimes you don’t finish it.” He nodded meekly. “Before I reach my boiling point, I may decide to give you a spanking right then and there. I’ll take your pants down, put you over my knee, and spank you like a naughty little boy! It won’t be fun, Sean! It’ll be hard and painful, and while I may get some pleasure from you, you will get nothing from me! A punishment spanking should not end in pleasure for you. Do you understand?”

“Yes, Sherry. But will you also spank me just because I want it or you want to, right?”

“Oh yes! And that may happen more often than you think,” she said with a sexy smile, all the while still rubbing his bottom with the healing cream. “Though tonight was kind of a punishment, I’ll bend the rules a little and have you fuck me with that hard cock I’m feeling between my thighs!” she said, patting his bottom and motioning for him to get up. “From behind!” she said, getting up on all fours and waggling her bottom and shiny wet pussy at him.

“Yes, ma’am!” he said enthusiastically.

He slid into her velvety sheath with one smooth thrust. He grabbed her hips and pulled them together with energetic lunges, again wanting to give everything to the woman who had just proven how much she loved him … again.

Sherry loved getting fucked ‘doggie-style,’ but with all that had happened, tonight’s was the most exciting yet. She’d always appreciated his large cock, and never more than when he was stabbing her pussy with it from behind. He seemed to be wielding it with an unmatched enthusiasm and didn’t mind a bit when he came before she did. She knew he’d keep it up until she was fulfilled as well, and they fell to their sides to recover from what both would agree was some of the best sex ever.

Sean scooted up behind her, pressing his body to hers and wrapping his arms around her. They lay silent as they often did after a particularly good fucking, not wanting to spoil the mood with words that couldn’t adequately describe their emotions.

“What about Kylie,” he asked nervously after an appropriately long silence.

“Tell me about Kylie now. How did this all get started?”

“First, I promise you that this is the only time we’ve done this since we’ve both been married. It started with Kylie in the middle of my first year of college, but we both had an unrealized desire for spanking, for I don’t know … years before? It just seemed like we’d always had it.”

“I’ve heard of that. It’s a lot more common than you may think. But how did you find out about each other’s interest?”

He told her the whole embarrassing story of the spanking machine he’d made, being caught by his mother, and on through the first times they spanked each other. He held nothing back except for the fucking they’d come to love and had done last night.

“So what about her, Sherry? Are you going to tell Brad?”

“No. No, I don’t see any point in it. There’s no telling how he’d react, but he certainly wouldn’t understand it. He’s so straight and kind of a ‘mama’s boy,’ so unless she spanked him and he liked it, he would not understand.”

“Thank you, Sherry! I mean it! She means so much to me! I couldn’t see her hurt by all this!”

“I’ve always known you two had some kind of special bond. Would you like to continue with her?”

“What?” he cried, stunned yet again on this night full of surprises.

“Not just the two of you. With me, too,” she said with a thoughtful look. He still looked confused, trying to imagine how that would work. “Do you trust me, Sean?” He didn’t answer. “Sean, after all that’s happened tonight, do you trust me?” she asked again and smiled when he did.

“Yes, Sherry, but how …”

“We’ll have her over tomorrow, but I will set it up. Not you!” He looked uncertain. “I don’t want her to know what happened here tonight until tomorrow? Okay?” He still didn’t reply. “Let me put it this way. If you speak to her before she comes over here tomorrow night, I will blister your bottom with that paddle she was about to use on you, and with the condition of your bottom right now, that won’t take much! Do. You. Understand?”

“Yes, Sherry,” he said, finally smiling and wondering how close he had come to getting another spanking for not responding to her.

“Good. Don’t worry. I think you’ll both like it.”

--===<<<O>>>===--

Well, Sherry's full of surprises, isn't she! Wondering what she has in store for Kylie? Stay tuned! If you enjoyed my story I very much appreciate 'Likes,' 'Favorites,' and comments and ... THANKS FOR READING!!

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