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Jack and Sheila's Kinky Night

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 “Come on in, pet.  I’ve been expecting you.”
Upon being called that, Jack shivered in delight, and he eagerly stepped into the apartment.  Sheila, his mistress for the night, was already dressed in latex gear, and was clearly ready to have a /very/ good time with her classmate.  
“The bedroom’s just down the hall,” the cheetah said, gesturing for Jack to follow.  Come on.”
The yellow Labrador obeyed her, following Sheila down the hall and into the room.  It was a modestly-sized bedroom, with nice fluffy pillows, a closet, and BDSM gear hanging on one of the walls.  The cheetah gestured for Jack to go in first, and so he did, fidgeting in excitement and anxiety as he did so.
Sheila closed the door behind him, and gave Jack a smile.  “You ready to have some fun, cutie?”  She gently shoved the Labrador onto the bed.  
Jack nodded.  “I, um, I think so?  I’m a little nervous, if I’m being honest.”
“Relax, you’ll be fine—you do want this, after all,” Sheila assured him.  The cheetah grinned.  “I can’t wait to get a collar on you and make you mine.  Now, what do you call me, pet?”
“Mistress!  You’re my mistress.  Right?”
“Correct.  And you,” she said, tracing a finger down his chest, “are my loyal pet.  And I order my loyal pet to strip.”  Sheila took a few steps back and watched Jack, waiting.
“Yes ma’am—um, I mean, yes /mistress/.  That’ll take some getting used to.”
The Labrador stood up from the bed and slowly took of his school uniform.  First he removed the dark blue vest and tie, letting both fall to the ground.  Next was his shirt, which he promptly unbuttoned to show off his furry chest.  Finally, the dog removed his pants and underwear, showing off his cock to his mistress.  From the way his tail was wagging, he was clearly enjoying this.
“Good boy,” Sheila said, making Jack brighten up at her words.  She smirked.  “Now, let’s give my good pet what he deserves. . .”
She reached into the closet behind her, and took out two objects: bondage chest straps, and a large collar, complete with a big o-ring.  “You’re going to wear these,” the cheetah said to her pet.  “Understand?”
Jack nodded, and Sheila smiled, walking up to him.  As she put on the chest straps, she whispered into his ear, “And if you need to stop say “red”, or to slow down say “yellow”.  If things are good, say “green”.  Understand?”
“Yes, mistress,” the Labrador replied, just as she finished sealing the chest straps.  The cheetah took a step back to admire her handiwork, nodding at the sight of Jack’s framed abs.
“Excellent,” Sheila said.  “Now your collar.”
She brought the collar up, and started wrapping it around Jack’s neck.  The leather on his chest was new, but the collar was a different matter—this was a method of command.  And if felt fucking awesome.  Jack shivered at the touch, eager for Sheila to be in control of him, anticipating being her plaything for the night.
Finally, the collar clicked shut around him, and Sheila let go, smiling at her classmate.  “Perfect,” she said, baring her fangs.  “That looks gorgeous on you, pet.  Shame it’s only for the night—I’d love to tell you what to do more often.”
Jack blushed.  “I’d love that too.”
“Good.”  Sheila went into the closet, and got a leash, which she strapped onto the collar.  She gave it a tug, and Jack felt it pull against his neck.  Just that simple action sent him deeper into subspace, as he now knew just how much he belonged to her.  For the night, the dog was fully and completely her pet—and that was perfectly fine by him.
“Kneel on the bed, pet,” Sheila ordered.  “And no talking for right now—unless you want to use your safeword of course.  Pets don’t speak, after all.”
Jack nodded, and got onto the bed, kneeling near the edge and looking up at his master.  She held the leash loosely, and gave him a big grin.  “Good boy.  Such a good boy.”
She reached down, and ran a hand over his head, petting gently.  Normally Jack would be embarrassed by such an action, or tell the petter to get off—he might be a dog, but that didn’t mean people were allowed to pet him all the time!  But here, in this submissive space, the pets felt absolutely lovely, and the Labrador leaned into them, letting out a happy sigh.
“My goodness, my pet is clearly pleased by that,” Sheila said, chuckling.  “I wonder what more I can give him. . .”
For a while, she continued to pet, watching her dog get comfortable.  Until finally, she removed her hand, and gestured for him to stand up, which she did.  “You can speak now,” said Sheila, grinning.  “I want to hear you call me mistress, after all~.”
She got a tarp from the closet and over the bed, then gestured for Jack to lie down on it.  “Get on the bed and spread yourself out,” ordered Sheila.  “I’m going to play with your ass.”
“Yes, mistress!” Jack said happily.  He got down on the bed and did as she said, spreading his legs and butt as much as he could, feeling the leash tighten just a bit as the distance between him and his mistress widened.  Then, the Labrador waited.
After a long pause, he got what he was looking for.  Sheila’s hand landed on his butt cheek, running over its furry surface.  Then her fingers danced on his skin, teasing him immensely, playing without committing to anything yet.  “Patience, pet,” his mistress said, tugging the leash, bringing her other hand to his other butt cheek.  “I’m not through yet. . .”
That’s when her hands reached his asshole, gently probing at it, widening the opening with her fingers.  That was more like it.  Jack let out a contented sigh.  It was finally starting. . .
Then Sheila said something that surprised him.  “I’d love to lick your asshole, pet,” she whispered to him, leaning into Jack’s ears.  “Rim you.  Is that something you’re interested in?”
Jack’s eyes widened.  He had heard of rimming, but like with most things, he didn’t have any firsthand experience with it.  “Um, ok!” he said, eager to give it a try.  “But if I don’t like it, we can stop, right?”
“Of course, my pet,” his mistress replied, the cheetah letting out a gentle laugh.  “Play’s no fun if both people aren’t enjoying it.  So if it makes you feel uncomfortable, just safeword, and we’ll try something else.  Ok?”
Jack nodded.  “Ok.”
He lay his head against the pillow, feeling Sheila running her hands against his buttchecks again.  Then her hands reached his anus, massaging it gently.  After a long time of rubbing, the cheetah finally began.
It started with a kiss.  She smooched his anus, surprising Jack with the touch.  It was warm and wet against his butt, and . . . it felt amazing!  “All good, pet?” Sheila asked, feeling the dog startle.
“Yes!” Jack exclaimed.  “Please, mistress!  Keep going!”
Sheila laughed.  “Certainly, my pet.  Anything for you.”
And so she continued, kissing his anus up and down, making Jack moan as pleasurable sensations ran down his body.  And that was even before her tongue got involved. . .
When she started licking his anus, the Labrador startled again.  Fuck!  He had no idea rimming was /this/ good!  “Like that, pet?” Sheila teased, stopping her advances.
“Very much!” Jack managed to say.
“Good.”
Her tongue continued its pursuit, flicking in and out of his asshole, licking with gentle vigor as it chased after Jack.  The dog moaned, his hands running down to his hard cock—but before he could reach it, Sheila grabbed his wrist, and said, “Uh-uh, pet.  Not yet.  I don’t want you to orgasm tonight until I tell you to.  Understand?”
Jack knew he could safeword out of that.  But the idea of her controlling even that part of him was so enticing—how could he refuse?  “Yes, mistress,” he said.  “I understand.”
“Good boy,” she praised him.  Then she dove back into his anus, holding his leash tight as she did so.
Jack howled in delight as she licked and sucked his asshole, feeling every sensation amplified now that he couldn’t orgasm.  He was at the edge now, but he forced himself to stay there, to not cross the line—he promised his mistress, after all!  And so she played with her pet, and he held himself back, crying out as the pleasure increased.
Until finally, Sheila said, “Now, pet.  I know you’ve been waiting,” and he came beautifully, semen spurting underneath him, landing on the tarp and on his stomach; the dog let out another howl as he orgasmed, and his mistress smiled as she watched the display.  When it was all over, she retreated from his ass—for now—and Jack panted, catching his breath after such an amazing experience.
“Lift you body up,” Sheila ordered.  “Sit up for me.”  Jack obeyed, and she came around in front of him.  Then she bent down, and lapped up the cum on his chest, meeting his eyes as she licked it, and grinning as she swallowed it down.  “You taste good, pet,” she teased the Labrador, tugging his leash.  “I like that flavor.  Now stand up so I can replace the tarp.”
“Yes, mistress.”  Jack did so, and she took the tarp off and got a new one, placing it on the floor in front of them..  That meant they weren’t done yet—what could she had planned for them next?”
“So you like anal play, do you, pet?” asked Sheila, walking to the closet.
“I guess so!” Jack said, laughing.  “Um, mistress! I suppose I do, /mistress/.”
“Well then, would you like me to fill up that little ass of yours?”
Jack’s heart skipped a beat.  “I . . . I would love that, mistress!”
“Good.”  She reached into the closet, and pulled out a harness and a dildo.  Then she put on the strap on, smirking at Jack as she lubed up the dildo.  “You stand right there, pet.  I’ll fill you up nice.  And don’t forget: you can always safeword if you need to.”
The Labrador nodded, and watched as Sheila got behind him, putting her hands on his shoulders.  Then, the pegging began.
Jack gasped as the tip of the dildo touched the outside of his asshole, rubbing around it.  It was a soothing touch, and the fact that he’d be filled up by it was extremely enticing.  He widened his anus as much as he possibly could, and waited for his mistress to cat.
And then she did.  The dick began to enter him, filling up his entrance and making Jack moan.  Feeling full like this felt so good—and he was only going to get fuller.  “Like that, pet?” asked Sheila.  “Feel’s good, doesn’t it?”
Jack was so caught up in the moment he could barely speak.  “Y-Yes, mistress!  It does!”
“Good.  Because I’m going to fill you up /so/ good tonight. . .”
And so the dildo advanced, going deeper inside of Jack, and he cried out.  The penis massaged his insides, rubbing against his prostate, and the dog moaned in absolute delight.  “M-More, mistress,” he managed to say.
“Oh, alright,” the cheetah said sweetly.  “Be careful what you wish for~!”
And suddenly he was all filled up with the dildo—it was completely inside him, filling his rear, and Jack was in complete ecstasy.  He cried out happily, feeling Sheila rub the cock around inside him, and wanted to reach down and rub himself out—but once again, Sheila grabbed his wrist before he could.
“Not yet, pet,” she told him.  “Wait until I tell you, understand.”
“Y-Yes mistress!”
And so she fucked him hard in the ass, moving up and down, rubbing against his insides and filling Jack with delight.  His cries turned to howls once again, the dog finding himself so caught up in the moment, and behind him Sheila couldn’t help but grin.  The Labrador felt himself ready to cum but once again, he held himself back, teetering over the edge but refusing to fall over it.  Not until his mistress said he could—
“Now, pet,” whispered Sheila.  “Go on.”
And so Jack came, howling as he did so, cum leaving his penis in an arch and splattering down on the tarp below, making a loud sound.  The dog panted, catching his breath again, and as he did so, Sheila slowly removed herself from his asshole, going slowly until the dick finally left his anus.
“T-That was. . .”  Jack turned to his mistress, his eyes wide with delight.  “Holy crap.  That was amazing.”
“Good.”  She reached out and pet him again, and the Labrador leaned into her hand.  “I’m glad, pet.  Now, there’s only one thing to do.”
“What’s that?” he asked.
The cheetah grinned, stopping her pets and taking off the strap-on, tossing it onto the tarp.  Then she walked over to the closet, and pulled out some sort of sleeping bag.  “You’re going to get into this bondage sleepsack,” she explained.  “It will limit your movements, but in a comfortable way.  Sounds good.”
“Yeah, sounds great!” Jack said, excited.
So Sheila put the sleepsack onto the bed and unzipped it, gesturing for Jack to get inside.  “Go on, pet,” she purred, giving him a smile.
“Yes mistress!” the Labrador said eagerly. He climbed onto the bed and went on the sleepsack, lying down on top of it.  It was actually /really/ comfortable, which was a nice relief.
“Alright, I’m going to zip it up now,” Sheila said, bringing the top of the sleepsack over Jack’s body.  “Get ready, pet.”
He nodded, and she began the process, zipping the bag up over his body, starting at his feet.  As she went up, he realized he couldn’t really move his feet from their original position, and when she reached his arms, they too were restricted.  When she was finished, the only part of him that remained free was his head, which was quite a thrill.
“All good, pet?” Sheila asked, smiling down at Jack.  He nodded, and she grinned wider.  “Excellent.”
The cheetah went next to her pet, snuggling at his side.  “I had fun tonight,” she told him, unclipping the leash from the collar.  “I assume you did, too?”
“Yeah!” exclaimed Jack.  “This was good.  Thank you.  I really enjoyed our night together.”
“I’m glad, pet.”  Sheila reached over, and gently removed the collar.  She turned over and placed collar and leash on the bedside table, a sad smile on her face.
Jack cocked his head.  “Hey, you know what?  Perhaps we should . . . do this again sometime?”
Sheila nodded.  “For sure.”
And so the two of them snuggled next to each other, and went to sleep. 

Jack and Sheila's Kinky Night

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