Master Pops His Mommy-whore's Anal Cherry free porn video

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It's been a few days since my sweet sub turned me from his mommy-dom into his personal fucktoy. He has really enjoyed his new role as my Master, as he has used my mouth and pussy several times already, he has made me crawl on the floor and beg for him to fuck my face. He has shot his cum on or in me several times per day.

I'm in deep sleep in our bed, exhausted from the days activities, sleeping naked as my new Master has told me to do. Suddenly I feel something. I don't wake up fully, not until a moment later I feel a sharp pain as something pushes into my ass.

"W-what?" I try to move but Master is holding my hip and shoulder tightly.

"I've never gotten to use your asshole before, it feels so fucking tight around my hard cock," he moans as he slowly pushes his cock deeper.

The pain makes me gasp for air. "Ah, Master!! It hurts! Please, stop!" I beg, but he just keeps pushing deeper.

"Just relax, it'll pass soon. I know you can take it, you didn't even wake up when I opened your hole up with my fingers. Your ass basically sucked my fingers inside, seems like it's needy for my cock too, just like all of your other holes are," he says teasingly.

I wince and gasp as he pushes all the way in. To my relief he stops and stays still for a moment, balls deep inside my ass.

"Don't worry, whore," he whispers in my ear, "I know you're going to love this."

"It hurts," I whimper.

"Aww, poor Mommy. If only I cared," he laughs.

He starts moving slowly, pulling halfway out before pushing back in. I try to relax the best I can, but it hurts so much. He pulls mostly out, and I can feel him adding more lube onto his cock and on my hole. He pushes back in slowly.

"There, is that any better?" He asks.

"Ah, a bit," I whine. He starts moving slowly, in and out.

"Tell me whore, have you ever had a cock up your ass before?" he asks. I shake my head.

"No, Master. Just fingers and a toy, but never a real cock," I admit quietly.

"Oh? I'm surprised, I assumed that a slut like you would've gotten all her holes fucked loose by now. But then again, I'm happy to know that I'm popping your anal cherry," he grins.

I'm slowly able to relax as my hole stretches around his thick cock, and the pain starts to fade away. He said he didn't care that it hurts, but his actions say the opposite: he's been very gentle, moving slowly and even adding more lube. A small moan escapes my lips.

"Oh, is my whore starting to enjoy getting her ass fucked? I knew you would, I knew you've been waiting for me to force myself into your only virgin hole, haven't you?" he almost growls.

"Ah!" I moan as he starts moving faster. He slaps my ass hard.

"Answer your Master's question, whore!" he barks.

"Yes! Yes Master, I've hoped for this!" I admit.

"Such a good whore. I never would've guessed how much you enjoy it when I take you with force, use your holes against your will. But you are such a whore that you can't fight against me for even two minutes before you start to enjoy it, isn't that right, mommy?" he asks.

"Yes, I love it when you take me like this, Master!" I moan. I'm surprised by how good his cock feels in my ass. All the pain has gone, and now all that is left is pleasure. It feels a bit odd to have a thick cock moving in and out of my asshole, I'll admit that, but it also feels really good.

"I know you do, you love being my fucktoy," he adds, and all I can do is nod.

He grabs a hold of my breast and squeezes it so hard it hurts. At the same time he starts fucking me faster, harder, pushing his cock even deeper inside of me. I yelp and moan as he fucks me, which makes him chuckle.

"I can never truly take you against your will, because no matter what I do, you end up loving it. I bet you are already about to cum, aren't you? You're going to cum with just my cock up your ass, nothing else?" he teases me. He's right, I can feel my orgasm building up inside of me.

"Yes, Master," I admit.

"Well then, let's make sure you cum really hard," he says, and quickly pushes me fully onto my stomach. He gets on top of me, pushes his cock back into my ass and starts fucking me brutally hard. I scream against my pillow, but I can't lift my head up because he's pressing me down, one hand on my head, the other one on my shoulder.

"Fucking take this cock, whore!! Take it, take it! I'm gonna make you cum from anal only, with just my hard cock pounding your fucking tight, needy hole. Cum for me, slut, cum on this fucking cock!" he growls.

I can't hold my orgasm back, it hits me fast and hard. I scream and twitch as I cum, and somehow it feels different that any other orgasm I've ever had before. It's really strong, I can feel how my asshole is throbbing around my Master's cock.

"That's my good whore, such a good little fucktoy," he says, sounding out of breath. He slows down a little, and releases his hold on me.

"Please, Master, don't stop," I moan.

"I won't, mommy, I'll keep going until I fill this hole with my cum," he assures me.

"Thank you, Master."

"Mommy is being such a good toy for me tonight, I always knew you'd be a good sex slave for me," he says, sounding proud.

"Thank you, Master. I just want to please you, to be used by you, obey you," I say. He leans down and kisses the side of my face.

"My perfect Mommy-whore," he whispers. I turn my head and he places a kiss on my lips.

"Yes Master, Mommy is your whore," I whisper back to him.

We look into each other's eyes for a moment while he keeps fucking me, until I can see the look on his face change. I know that look.

"Please Master, fill my ass with your hot cum, I need it," I beg.

"Fuck, I'm gonna cum!" he groans. Just a moment later I can feel his cum filling my ass for the first time ever. Somehow it feels special to me, I love feeling every spurt hit my insides.

He stays still for a moment after he has emptied his balls in my ass. He reaches to his side and grabs something, I can't see what it is until he brings it up to my mouth.

"Open up, Mommy. You better make it wet before I push it into your ass," he says as he holds a pretty sizeable butt plug in front of me. I take it into my mouth and make sure to cover it with spit.

He takes it out, pulls his cock out of my hole slowly, and quickly pushes the plug in before any cum can drip out.

"Mommy is gonna be a good anal whore now and keep that plug in. I want all my cum to stay inside, I will use it as lube the next time I fuck your ass," he informs me.

"When will that be, Master?" I ask. He looks at his phone, it shows us that it's a bit past 3 am.

"In about 6 hours," he tells me. My eyes widen but I nod. "Now go to sleep, my perfect little whore. You need to be full rested and full of energy tomorrow, I have a lot planned for you," he says.

"Yes Master. Sleep well," I say with a small smile on my lips.

"Oh, I will, I feel very relaxed after emptying my balls into your surprisingly needy hole," he teases before he slides closer to give me a quick kiss.

"Sleep well, my Mommy-whore."

We drift off to sleep quickly, and I can't wait for another day of serving my Master.

 

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A refreshing breeze entered the hospital room. A girl dressed in a school uniform dashed straight to her grandfather’s side. The girl plopped her young ass into the sitting man’s lap. She kissed his cheek and softly asked, “Hi Pops. How’s Grammy? How long has she been asleep?” Pops smiled and hugged his precocious granddaughter. Katie always brought a joyous thrill to this man’s heart whenever she was near. At 16, the girl was a petite, pretty, and perky handful of infectious fun. ...

2 years ago
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Oh mommy is going to be so upset with me when i get home from school Part 2

Oh, mommy is going to be so upset when I get home from school Part 2 (All I added a couple of the last paragraphs from Part 1 so the reading goes a little smoother. Hope you enjoy! Hugs Princess) "I think you look very pretty Barry I mean Carrie," hearing Jimmy say as we walk towards are bus. "I guess I am the new big brother and you're the little sister now hahaha." I hear him laugh as I hear my other brother laughing too and Miley giggling. We get on the bus before I can...

1 year ago
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Caught by Mommy Part 3

Caught by Mommy Part 3 By Princess Panty Boy "Mom I hope none of my friends see me dressed like this. It is bad enough you're making me wear girl's cloths but this outfit is so girly. I look at myself in the mirror. I see I'm wearing a pink ballerina outfit with pink tights. Of course I'm also wearing a pink leotard with the Princess ballerina details on it. Oh, my goodness I'm playing with my hair again. I can't believe how girly I have been acting since mom stopped me...

3 years ago
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But mommy I mean mom

But Mommy, I mean Mom!!! By Princess Pantyboy Me, Chris, Chrissie 18-years-old Amy & Jill 5-year-old twin sisters Miley 12-year-old sister Mom/Mommy single mom 42-years-old but looks 25 Jenny my 18-year-old girl friend All, I was transferring files from my old laptop to my knew MacBook Pro and found some stories I wrote back in 2011 and never put on line. Here is one of them. I hope you enjoy...

1 year ago
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Mommy

Mommy AUTHOR'S NOTE: This story is set in the same world as my "At the Beach" stories only without the "Morality Tale" tag or the need to visit a certain gift shop for the transformational fun to begin. That is a good thing since the "Morality Tale" label has certainly come back to haunt me. I was raked over the coals by one reviewer for being too easy on the characters while another pilloried me for being too harsh. You sure can't please everyone. Anyway, I hope you enjoy this one....

4 years ago
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Humiliated by Mommy part 3

Humiliated by Mommy by Naughtieboys [email protected] © Julian Smith and Em-bare-assed Press 1999-2001. Revised 2013. THIS STORY IS PURE FICTION (or unpure friction) FOR ADULTS ONLY. NO REAL CHILDREN WERE HARMED IN THE PRODUCTION OF THIS STORY. BY READING FURTHER, YOU ARE DECLARING THAT YOU ARE A CONSENTING ADULT. This work is copyright by the author. Commercial use is prohibited without permission. Personal/private copies are permitted only if complete and include...

3 years ago
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Turning the Wheeler Familys Lives Upside Down Part 2 Just lIke mommy

The white comforter was stained extensively from where two men had tag teamed his trophy wife. Cum, sweat, makeup and cigarette ash littered the once pristine blanket. Ted scrubs at the stains with a stiff brush in the laundry room, trying desperately not to remember where they had come from. Upstairs he hears his wife Karen and his daughter Nancy giggling together. Instantly his stomach turns over. Before today sounds like that meant someone was trying on a fun outfit or had told a...

1 year ago
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Pet Mommy Becoming a Mommyslut

Introduction: MILF Mom catches nerdy son masturbating and becomes obsessed. Pet Mommy: Becoming a Mommy-Slut Summary: MILF Mom catches nerdy son masturbating and becomes obsessed. NOTE 1: This is dedicated to Michael who suggested a story involving a son masturbating with his Moms stockings. NOTE 2: Thanks to Estragon for copy-editing and LaRascasse for plot suggestions. Pet Mommy: Becoming a Mommy-Slut If you are a parent you have probably read, or even own, What to Expect When You Are...

3 years ago
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Mommy and Daddy Really Love Me

It's Friday and I can hardly wait to get home from school. Tuesday was my eighteenth birthday and Mommy and Daddy have promised me that Tonight will be the best birthday party I've ever had. We're going to spend the entire evening and night celebrating. Now I'm an adult and tonight Mommy and Daddy are going to show me how big people love each other.I've been looking forward to this evening for years. I remember when Daddy first noticed my boobs starting to grow. I had just gotten out of the tub...

3 years ago
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Summoning My Succubus Mother Chapter 5 MommySuccubuss Teacher Conference

Chapter Five: Mommy-Succubus's Teacher Conference By mypenname3000 Copyright 2021 Note: This is based off a one-off story was commissioned by a fan! “Huh, my mom wants me to wait in a safe place,” I said. She was really freaked out about Mrs. Spartan being a witch. Just what would witches do to me? A day ago, I was a normal college student with a single mother that all my friends thought was the hottest MILF. Now, I was the son of a succubus which made me into something called a...

1 year ago
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Humiliated by Mommy part 2

Humiliated by Mommy by Naughtieboys [email protected] © Julian Smith and Em-bare-assed Press 1999-2001. Revised 2013. THIS STORY IS PURE FICTION (or unpure friction) FOR ADULTS ONLY. NO REAL CHILDREN WERE HARMED IN THE PRODUCTION OF THIS STORY. BY READING FURTHER, YOU ARE DECLARING THAT YOU ARE A CONSENTING ADULT. This work is copyright by the author. Commercial use is prohibited without permission. Personal/private copies are permitted only if complete and include the...

3 years ago
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Pet Mommy DP Slut

Introduction: Mom is dpd by son and his best friend. PET MOMMY: DP MOMMY-SLUT!!! Summary: Pet Mommy: Creating a Mommy-Slut Summary: A mother learns her son fantasizes about fucking her and, realizing just how much he resembles her deceased dominant husband, decides to make his fantasy a reality…in the end seducing her son and becoming his submissive pet Mommy. Note: A special thanks goes to Mab7991 DP MOMMY-SLUT!!! I am sure you have heard the saying be careful not to wake up the sleeping...

1 year ago
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Oh mommy is going to be so upset with me when I get home from school Part 3

Oh, mommy is going to be so upset when I get home from school Part 3 (All I added a couple of the last paragraph's from Part 2 so the reading goes a little smoother. Hope you enjoy! Hugs Princess) I watch as Miley puts her hand over her mouth giggling as she stares at me smiling from ear-to-ear. "Okay sweetie you are done just like your big sister." Oh that is good as I smile knowing I am done too at the same time as Miley. "Oh that is great I am done at the same time as Miley...

1 year ago
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Call you mommy are you serious honey part 9

Note: I would like to apologize to all my readers for taking so long between chapters. I have had some serious personal drama that I had to deal with and I hope and pray things start to mellow out soon. Again please forgive me and I hope everyone had a great Merry Christmas!!! I hope you continue to enjoy my stories and thank you for your support and words of comfort. Hugs, Princess Pantyboy Call you mommy, are you serious honey Part 9 By Princess Panty boy "Wow...

3 years ago
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Futa Daughters Naughty Temptation 2 Mommy Tempts Her FutaDaughter

Chapter Two: Mommy Tempts Her Futa-Daughter By mypenname3000 Copyright 2020 Note: Thanks to Alex for beta reading this! “This is very, very bad,” whimpered Grace the Futa-Angel. Her motherly face, lit by the golden halo floating above the crown of her head, twisted with concern. Her long, blonde hair spilled down her back and amid her white-feathered wings. “I'm going to be in so much trouble.” Spice had been bad. Again. Last time she had escaped, she started a century of witch hunts in...

1 year ago
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Mommys Hypnotic DisciplineChapter 3 Mommyrsquos Hypnotic Surprise

Note: Thanks to WRC264 for beta reading this! Anna Miller “So what did you want to speak to us about?” my neighbor Rita Bowers asked. She was the mother of Wendy, that little slut that helped my daughter destroy my kitchen a few days ago. Her daughter was turning into a handful the way my daughter had. And Wendy’s older sister, Sheila, was even worse. Holly Anderson, another one of my neighbors, nodded. “This isn’t some sort of pyramid scheme, is it?” I laughed at that. I stood in Rita...

3 years ago
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18th Birthday for Mommyrsquos Special little boy

(This story contains consensual ageplay, baby talk, and first time, bisexual intercourse between a special little 18 yr old boy, his Mommy, and his Mommy’s new Male friend.)
Ever since I can remember Mommy spoke to me in a tone that never changed. A tone of sweetness and affection that made me melt in her arms. The more I obliged her with a c***dish tone of my own, the more she showered me with this motherly love. She called it “agePlay” and said it was perfectly normal for a mother and son in...

2 years ago
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Mommy Adriana Makes Greta Become a Secretary

Dear Readers, it took me a while because reality caught up with me, but now the next chapter is ready. I simply hope you don't get bored and enjoy also the 6th installment of my little story. Mommy Adriana makes Greta become a secretary By: Greta Finally I lay in bed. I heard Mommy Adriana was sound asleep while I tossed and turned. I simply couldn't sleep after today's events. I would never be the same man again....

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