Butt Plug Punishment Stories

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Butt Plug Punishment Stories
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Kinky sex over sixty, mature man enjoys older woman.
Sissy Adam trained to accept nectar.
Past butt plug pearls pussy lips punishment.
Professor helps airport security inspect her intimate parts.
Deciding to go drag one last time he wants his man!
Becky's blackmail continues as Steve trains her for anal.
Denise's high stakes dinner for Joey with special dessert.
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Kitten decides to surprise Daddy with “lunch”.
Crossdressed at a party he has to decide, gay or straight!
I came at work and showed a coworker too much.
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First time called a sissy and serving at a party.
Yasha escapes the church then runs into a meal on two legs.
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More bondage adventures in the attic.
August has another surprise for Jules!
Mistress and Charlotte having a much needed play date.
Callum matches with Alima on a dating to try to fulfill her.
Plug play and a young lover gives his first facial.
Meanwhile, at the Princess Asshole Hospice…
A wife knows almost too much about her husband's fantasies.
When Jen lost a drunken bet I had to step in to help.
Bored, my best friend proposes we play a novel, kinky game.
Day 4 and Diana is Harry`s sub plus fun in the sauna.
Rachel expands her horizons and one of her holes.
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Joseph tries to be helpful, but gets pegged instead.
A man finds true love at the cost of his freedom.
An unexpected person from Ava's past arrives.
A woman submits to a professional acquaintance.
Three women kidnap man to harvest his sperm in a cruel way.
Scott and Anna continue to explore their hidden desires.
His girlfriend can’t fall asleep without sucking on a dick.
A couple experiment with a new dynamic.
The sissy training intensifies as Adam learns his place.
Another gift, another game as the woman finally reveals all.
My nude daughter, her friend, and I get riskier.
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What to do on a one year anniversary? All sorts of things.
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Young sub recounts her bondage face fuck dream to her Master.
I wore a vibrator and butt plug at a family dinner.
The Pool Party gets a bit out of hand.
Sissy gets tested and Crystal gets a strap-on.
Jen's discovered trying a plug the first time while shopping.
BDSM fantasy with spanking, rectal thermometers and more...
Star and Joe make babies. Zephyra and Myrine await visitors.
He's a family man... with a pretty slave-boy in his basement.
Our shopping spree continues and more.
The shopping spree begins and humiliation continues.
A gf's slut pussy tenderized as her past-fuck visits present.
The pretty son of a mob boss becomes his rival's plaything.
A disussion leads to a mutually beneficial punishment.
A mistress writes one final message to her loyal slave.
Our night of fun continues and things get crazier.
An enslaved couple embraces their submission.
We continue our new way of life with a new surprise.
Liz becomes the pet of a young and hungry power couple.
My daughter reveals her secrets to me.
Jane remembers their first time with a cane.
His plug leads him to some steamy sex in the car park.
A gf's crazy sexual past unwraps when she gets slutty.
A need for the toilet leads to unusual camming encounter.
My bitch disobeys the rules and is severely punished.
Richard is given his new schedule as Mistress' sissy maid.
Their first night together, and Emily is punished.
Max's Master invites a special guest.
Mistress, Charlotte, Juliet, and a change in family dynamics.
High Heels, Butt Plug & New Schedule For Sissy.
Mistress buys Richard high heels & a butt plug
She enjoys a full filling walk alone in the park in bondage.
A spanking assignation takes a surprising turn.
Third story in "Lindy my slut wife" series - sub wife
Public play in park with a butt plug.
Hanna has a first face to face session with her new mentor.
Kelly's friend-zoned buddy Mark gets his revenge.
Marjorie Taylor Greene gets punished and dominated.
Her dreams of being double teamed come true.
One mistake leads to Lisa's punishment and gangbang.
She volunteers as a sex ed subject to reduce her sentence.
My girlfriend puts her ass on the line.
The party continues and my ex learns a lesson in control.
Lisa takes a butt plug then is forced to squirt.
I can’t help but go back for the final hole.
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Butt Plug Horror Stories (As Told By Really Embarrassed People)
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By Rebecca Jane Stokes — Written on Feb 09, 2017
Butt plugs are hand's down one of the best sex toys around. 
If you haven't used one, let me just tell you, you are SERIOUSLY missing out. 
For men, butt plugs are a great way to explore the fast and sexy unknown (you know, the prostate) .
For women, butt plugs can heighten sensation during orgasms and make for a great tool if you're into being teased, and let's face it, we all love a little teasing now and then (and I refuse to hear otherwise.)
But if you're new to butt plugs they can be a little, well, scary.
Why's that? Well, because unlike your vagina, your butt isn't designed for stuff to go INSIDE. 
If you're playing around with butt plugs and you use the wrong tool, a butt plug can actually get LOST inside your body making for one of the world's most awkward ER visits. 
Also, a lot of people rush into using their butt plug. I don't mean they make the decision lightly, it's not that big I deal.
I mean they literally rush in, minus lube, and cause themselves a world of hurt. 
I think these sorts of fears keep people from exploring what can be a totally bomb sex experience. 
To that end, I rounded up stories of butt plug sex toy horror from my friends (who because they all have real jobs and parents have asked to remain anonymous). 
You should know that none of the people here QUIT using butt plugs because of a bad experience. Instead, they learned, moved on, and got better at embracing the butt plug! 
And here's a bonus story. It's not about a butt plug, but it's definitely about a butt!
"My story isn't really about a plastic or even glass butt plug. It's about my ex-husband's real penis tho!! Lol. We were in his parents' camper and long story short, he took my ass virginity. The hilarious thing about it is that as he pulled out, I couldn't stop farting! Yes, I had uncontrollable gas!! What I thought would be an embarrassing moment turned out to be extremely hilarious to BOTH of us!"
The content produced by YourTango is for informational and educational purposes only. Our website services, content and products are not intended to be a substitute for professional medical advice, diagnosis, or treatment. Please consult your doctor before taking any action. See additional information
© 2022 by Tango Publishing Corporation All Rights Reserved.


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I slept quite well, even though I was plugged . This was but the second time I had to sleep with it. The first time was a painful experience. The second time did not leave me feeling sore at all. I woke up a lot during the night, and each time I did, I was aware of the plug. But I fell asleep fairly quickly. Just out of bed, I went to the bathroom to shower, but of course first the plug had to come out first. It was here that I felt the sensitivity of my asshole. It was not really painful, but just sensitive to the touch. Once the plug was out, the feeling quickly subsided.
Master T. reminded me to take the plug with me. I rolled it in one of His handkerchiefs and put it in my bag. We were going out to a theme park for the day and I had to wait for His orders to put the plug in. As soon as we were in the park, I had to use the toilet, but I did not tell Him. I postponed until I could not and then I went. I fully expected Him to tell me to put the plug in since I was going to the bathroom anyway. He did not. Neither did He when I went to the loo for the second and third time. I wondered if He was still going to punish me. Actually, I started to think the punishment was just this: being aware of the plug in my bag all the time and constantly awaiting His order to put it in.
At 3.57pm He told me that the plug should be in my ass at 4pm. I rushed to the bathroom and entered a stall. I sat down, got the plug out and realized that I would have to insert it without lubricant. There was no way I was going to push it inside without a bit of wetness on it, I thought and put the plug in my mouth. I wet it as well as I could and then pressed it against my opening. This was when I realized that this was part of the punishment. The spit on it dried far too quickly and getting the plug inside was a bit of a battle. Especially since my asshole was sore after sleeping with it the night before. I succeeded in putting it in and when I walked back to where Master T. was sitting.
The four and a half hours that follow after that before Master T. spoke the releasing words ‘ you may now take the plug out ‘ became continuously more painful. Once I sat down after I have inserted the plug, it felt okay. Until I moved. Then I felt the plug. Then we had to walk quite a long way to get back to the car and with every movement I felt the plug. Up to that point I did not really experience it as punishment anymore.
It was only once we were in the car for the hour long drive that it turned into punishment. Every bump in the road left me with a burning sensation in my ass. I did not know how to sit not to feel the pressure. I knew it was burning and uncomfortable because I had inserted the plug without lubrication. I have been in the car with the plug many times before and always found it quite pleasurable, but that was when I had used lubricant.
When we got out of the car at home I told Master T. that the plug was becoming a painful experience. I told Him how it hurt on the way home. He looked satisfied. Punishment is supposed to feel like punishment, right? I was relieved when at last He told me that I could go upstairs and take the plug out.
I cannot promise that I will never disobey again, but I will think twice before I do. That’s for sure.


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A husband learns his ass is literally on the line.
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It is early on a Saturday morning, and I'm already showered and dressed for the day. My husband is still asleep, curled on his side. After all this time together the sight of him still makes my heart beat a little bit faster. I want to lean over and kiss his forehead. Instead I steel myself for the ordeal ahead of both of us.
"GET UP!" I scream as I tear the covers away from his body. He's naked, as usual. Nakedness is the default in this house, since we can barely keep our hands off each other at any given time. Jase's blue eyes are confused for a moment, but then I see remembrance on his face. He remembers the deal he made to save our marriage, so he stumbles to his feet. I shove him and he loses his balance, causing him to crash against the closet door.
"Don't speak. Get in the bathroom, do what you need to, and get in the shower." He goes off without a word, but with a new look on his face. Oh, he agreed to the terms I insisted on, but I gave him no specifics on what this day would bring. I think he thought my love for him would make me soft. Instead, its made me resolute.
He will learn a lesson he will never forget. I prepare a few things and then barge into the bathroom a moment later and throw back the shower curtain. "You have sixty seconds to finish this shower and go into the bedroom."
I let him go into the bedroom first. My hunch pays off. Since Jase saw I was dressed, he assumes we are going out and is wearing boxers when I walk into the room.
"Did I tell you to get dressed?" I ask coldly. "Lay face down on the bed." My wood-backed hair brush is on the bedside table. I admire the sight of my husband for a moment, take a deep breath, and bring the brush down on his left cheek. Jase makes a strangled sound. I bring the brush down again and again. Red splotches appear all over my husband's backside and his grunting grows more intense. He's fighting to stay in control. I kneel by the bed and gently touch his face. His eyes are bright, but I can tell he still thinks this is a joke.
I ignore that for a moment. "You did well," I tell him. "Just like in prison when you behave your time passes easier. When you misbehave there are consequences." I let myself give him the kiss I wanted earlier. "Remember why we are doing this?"
Jase sighs. "Yes. I'm sorry, Mags."
I don't respond. Instead, I dip my fingers into the Vaseline jar next to me, and move so I'm sitting next to Jase's legs. "I want you to spread your ass cheeks," I say with as much authority as I can muster. I can't let him see my heart is breaking for him.
"Mags," he says, panic obvious in his voice. I pick up the brush with my non-Vaselined hand and deliver another smack.
"NOW," I say in response. I notice his hands are shaking, but he spreads his ass. My index finger presses against his tight anus as Jase clenches every muscle in his body.
"This is going to happen whether you fight me or not. It will hurt less if you relax," I say as I shove the tip of my finger into his asshole to make my point. I rub his lower back with my other hand. Jase looks back at me with the expression of a trapped animal, but finally nods and I can feel his body relax slightly. I use the opportunity to insert the tip of a second finger. Jase makes a slight groaning noise.
"Very good. Now I want you to raise up on your knees so your ass is in the air." Jase follows the direction. "Okay, now I want you to lean your ass all the way back." He turns and looks at me, realization of my plan on his face. He knows I am asking him to impale his ass on my fingers. "Do it now," I say levelly.
Jase looks away from me, takes a few deep breaths, and with one motion pushes back until both of my fingers are completely embedded in his ass. His body is trembling and his face is buried in this pillow, but as I wiggle my fingers around in his tight ass I notice an erection springing up. I have to admit, I am also incredibly aroused. I can feel juices dripping from my pussy. I reach behind me for a small butt plug already well lubricated with Vaseline. Quickly I pull my fingers out and just as quickly have the tip of the butt plug pushed into his ass. Jase groans, and I concentrate on working the plug in and out until I'm certain it is securely in place.
"We are going out," I inform him as I throw a pair of sweatpants, a t shirt, and flip flops onto the bed. "Get dressed."
"I can't go out with this!" Jase cries out. I simply look back blank faced. He hangs his head and starts to get dressed. I admire the way the little red plug looks sticking out of his ass.
Jase starts to get in my car, but I shake my head and direct him our old pickup truck. I have two reasons for taking the truck this morning, and the first becomes quickly apparent to Jase. The truck has a very hard bench seat that I'm sure presses in a most uncomfortable way against the butt plug.
Unbeknownst to Jase I did the majority of the shopping for our day earlier in the week. I don'
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