Josephine, My First Whore. free porn video

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I had some spare time in the big city after concluding my business and had usually gone to strip shows to conclude such trips. This time I wanted to see what it was like to hire a prostitute. The idea of a woman who would sell her body was intriguing to me. I knew that many of them did it not only for the money but also for the pleasure.

I saw the ad in the weekly paper. "I am Josephine and I love men. You will enjoy yourself as will I. Call this number." I called the number and asked if she was free. She laughed and said, "Well I am NEVER free, but I AM reasonable." We both laughed over that then she said," I don't have any clients right now. If you want to visit me, I am available as soon as you get here." She gave me her apartment number and address. I said I would be there in twenty minutes. I had a bit of difficulty finding the apartment complex, but when I did, my stiff cock led me up to her door.

The woman who opened the door looked like she was thirteen. She was dressed in a teal teddy with matching panties. Her auburn hair was in pigtails over a foot long. I almost walked away, but she smiled and said, "This is the right place. I am Josephine. Are you Peter?" She bid me to come in and I did. I can't say I wasn't intrigued with her young look, but asked, "How old are you Josephine?" She grinned and asked, "How old do you want me to be?"

I looked her slim body up and down and said, "You need to be 18 or I will need to leave. Her laughter was like bells ringing. "Oh all right honey. Some men never ask, here look at this. She got out her driver's license and showed it to me. Josephine Walters aged 19 years old. She took back the license and said an hour would be $120 with an extra $70 for each half hour after. I took out $200 and three condoms and lay them on her desk.

After the deal was made she asked,"Is that good enough Daddy?" She seemed to know what I wanted. She asked again, "How old do you want me to be?" I thought about it a bit, looking at her small breasts under her teddy. "What is your bra size Josephine. She beamed and said, "I am a 32A. You will LOVE my tits."

"What age do most men want you to be Josephine?" She was thoughtful and said, "Most of the men want me to be their daughter or niece , usually around twelve. Many of the women like that too, though most of them are content with the age I am. Personally I like to play Daddy/Daughter and be about the age you probably think I appear to be." I gave her a look and she said, "Twelve is good for me Daddy if it's good for you." My smile was my acceptance.

Josephine led me to the bedroom and said, "Whatever you want Daddy, I will do for you." I told her to get on her knees and to unlace my shoes and take them off and then my socks, followed by my pants.

"I am your step-father and you will answer to the name Jessica. You have gotten terrible grades on your report card, just like you did last grading period. You were told there would be consequences beyond the spanking you got last time. You will be nervous and excited because you liked the spanking." I asked then if spanking was okay and she said again, "Whatever you want Daddy. Reddened flesh is fine, just no bruises please."

Her hands trembled as she undid my shoes. Her hands caressed my feet as she pulled the white socks off of me. She didn't have to be told to unbuckle my belt. Josephine had a worried look on her face while fumbling with my belt. She looked up at me practically tearful and said, "I'm sorry Daddy. I don't know why my grades were so bad, but I will do better...I promise!" She was giving me a nervous smile as I removed my shirt and undershirt and lay them on a chair.

"You promised last time and it seems the spanking wasn't enough of a punishment. Your mom and I have agreed you need more punishment this time. Since I have discussed with her what I will do to you, you don't need to talk about it with her. It just makes her angrier.

Josephine had her head hanging, but her eyes looking up at me as she said, "Yes Daddy." She reached her tiny hands up to my shorts and trembling, slipped her warm tiny fingers inside the boxers and pulled them down slowly. She gasped when my cock popped out and said, "Golly Daddy, you are really big! I didn't know you were so big there."

I pulled a chair from her desk and sat on it. "You know what to do Jessica!" Josephine stood up and untied what was holding her teddy on her body. She took the flimsy fabric away and I saw her luscious breasts in all their tiny glory. Her nipples were pink and puffy, and hard at the tips. "You let me keep my panties on last time Daddy. Is it okay if I keep them on again this time?" I said nothing and signaled her to come where I was sitting. She lay directly over my erection which lay just under her smooth belly. I stroked her back and she got goosebumps. My fingers took the elastic of the teal panties and pulled them down to her thighs. "No Daddy, please no." She had her hands behind her back, her palms over her tiny white ass. The rest of her body was lightly tanned. "Look at me Jessica!"

Josephine turned her face up to mine. "I am going to spank your ass for failing all your classes. Last time I was lenient with you, this time you will feel it. Do you have anything to say before I start?" Josephine had tears pouring from her eyes. What an actress! "No..n...no Daddy. I am so so so sorry. Please don't spank me."

I gave her an angry grin and raised my right hand in the air. She was splayed across my open naked thighs, the hairiness of my body in sharp contrast to the smooth slim body there. I could barely feel her weight on me. My right hand came down hard and she cried. There was a red hand mark right on that white bottom. Josephine cried, "No Daddy No more PLEASE!"

I rubbed my right hand over her bottom, tracing my handprint with my forefinger. I moved that forefinger down the crack of her ass, and further down to her smooth shaved cunt. I let my finger take a long slippery ride along that luscious slit. "How many swats did you get last time Jessica?" She sputtered out, "Fa fa five Daddy. It really hurt. Please don't do that many again!" I asked, "How old are you Jessica?" She sputtered her fictional age and I said, "So that you learn THIS time,that is how many swats you will receive." She cried but said nothing. When I brought down the next swat on her ass she cried again, but didn't say anything else until I had paddled her butt the dozen times she had been promised.

"All right Jessica. Get up and stand in front of me. She seemed to be happy to be off of my lap, but then mesmerized by my large hard cock. She stood with her hands in front of her cunt, her head bent down.

"Just so you remember this very well Jessica, I want you on your knees again. She nervously moved to her knees. I opened my legs apart, my large hairy cock standing up like a maypole. She looked nervously at my cock then back up at my face. "What are you going to do now Daddy?" I told her to give me her hand. She held up her right hand. I took her wrist and brought her hand to my cock. "Put your hand around my cock." Reluctantly she did so, holding onto it tightly. "Is ...is this what you want me to do Daddy?" I smiled and said, "Yes, that is part of it."

She asked what else I wanted her to do. I told her, "Open your mouth as much as you can Jessica. She opened her mouth, her face looking up at me, showing her tongue and all her teeth. I traced my right forefinger on her lips. "These lips are all that will touch my cock...except for this." I touched her tongue with my finger.
"What what do you mean Daddy?" I told her to put her open mouth over my cock and to take as much as she could into her mouth. She gave me a nervous look. I was unrelenting.

She moved her mouth over my cock as if there had never been such a thing in her mouth before. She gagged a little when the head reached the back of her throat. "Close your lips around my cock Jessica and use your tongue. She closed her lips around my prick and I moved her head up an down to show her the motion I wanted. Soon she was moving her head like a pro (LOL).

When I was ready to come I stopped her by pulling her mouth off my cock. I held her head right in front of my cock, four inches or so away. "Put your hand back on my cock Jessica. She did as she was told. I put my hand over hers and moving her hand up and down said, "When I let go of your hand I want you to keep moving just like that. Do you understand?" She shook her head no first then nodded yes.

Josephine's hand moved in a jerky motion that got stronger. "Do NOT stop moving your hand until I tell you to stop Jessica! She looked at me nervously and questioningly. "If you stop, then I will have to spank you again." She nodded her head and concentrated hard on moving her hand just right on my cock. I really believed her. She should be an actress.

When the first spurt came out, Josephine crunched up her face and said, "Ooh yuck!" She did keep on moving, her eyes open and looking to see the next shot of cum. There was a series of four large spurts onto her face and into her hair, followed by lesser spurts. Her tiny breasts had splashes of semen on them, some dangling from her left nipple.

My erection pill I took, I knew would last for at least an hour. She looked up at me, her innocent face covered with semen. "Lick the rest off of my cock Jessica." She stuck just the tip of her tongue between her lips and winced as she gathered up the last warm drops that hung there.

"Did I do okay Daddy?" She looked charming with those pigtails behind her less than adult looking face. The semen was a nice touch. She looked at my cock, which was still quite hard. I reached for one of the condoms I had laid on her desk. I held it up and asked, "Do you know what this is Jessica." Her cum splattered face turned bright red and she said, "That is for having sex without having babies." I smiled and she smiled back, the semen shifting on her cheeks as she grinned at me at her correct answer. Then her mouth opened wide and she said, "Daddy! You aren't...you won't...Are you going to have sex with me Daddy?" I smiled and nodded my head. "But...I am a virgin Daddy. I know it will hurt. Please don't do this Daddy."

I opened the package, handed it to her and said, "This is what they call the 'reservoir tip.' You will roll the condom down on my cock and do a very very good job of it if you don't to get another spanking. Tears in her eyes, Josephine's trembling hands made several false starts before finally rolling the prophylactic down my long hard shaft. In a tiny voice she said, "I am a VIRGIN Daddy. This will really hurt, won't it?"

I smiled wickedly and said, "Well, not as much as the spanking, but it will hurt a little. The second time I fuck you it will hurt less...I think. I've never fucked a virgin before honey." She was crying now as I had her stand up. I told her to wipe her face clean with her panties because I wanted to kiss her while I fucked her. Sobbing she smeared the cum from her face. I pointed out some near her right eyebrow and she wiped that off too.

I stayed on the desk chair. I had Josephine approach me with her face to me. She moved her legs apart to have my legs between them. I put my large hands on her tiny body and moved my thumbs to her swollen cunt lips, spreading them apart. The thick head of my cock pressed against her slit as my hands now held her by the waist and pulled her down. We both looked to where my cock was pressing up into her. She gasped when the head popped inside of her. I let her rest only a second before I moved her body down. Josephine yelled out "Ow Daddy it hurts right there. Don't push me down anymore Daddy Please!!" I grinned at her, my eyes locked on hers and pulled her cunt slowly and seemingly agonizingly all the way down on my prick. Josephine's eyes opened wide and she started crying. I lifted her up then and lay her on top of the desk after pushing the money and other condoms to the floor. I held her thighs up as I pounded her whore cunt. I released her thighs and squeezed her puffy nipples with the thumb and forefinger of each hand. I pulled on them and twisted them as I fucked her slender body. I was surprised to see what looked like blood on the condom.

(Josephine told me later that the men always want a virgin, so she uses these little cellophane bags of thick red fluid made with corn starch, red dye number whatever and some water. She said she places one or two deep in her cunt.)

When we were done we took a shower together still in character. I washed Josephines' little Jessica body with my hand and Ivory soap. She hugged me for that loving touch, then was puzzled when I told her to put her hands on the shower wall and lean over. I had put on a condom and then soaped the condom and her little rosebud and shoved my cock hard up into her ass. She was the tightest ass fuck I have ever had. She cried convincingly during the whole buggering episode.

We toweled each other off after the shower and were now client and whore again. Josephine told me she had enjoyed this playtime even more than she usually did. I told her, "Yeah, you say that to all the Johns." She touched my chest and said, "You know all those times it sounded like I was coming to beat the band? Well I WAS. You are very good actor Peter." Laughing I said that she made me think it was real. Being a professional she liked hearing that she had done a good job.

Though we were barely over an hour, I gave her the entire $200 and said I would love to come play with her again. The phone rang and she took it into another room. When she came back in she hugged me, handed me a slip of paper and said, "This is my cell phone number. Use this number and I will find a way to be available to you even if I have to let someone else down for a bit.

We talked like old friends for about fifteen minutes and shared what our sex lives had been like. She wasn't surprised I was married. Most of her male clients and all of her female clients are married. She asked me about my first time and I told her about Gloria in the barn when we were both almost old enough to drive. When I asked her about her first time, she grinned and said, "I was the age you had me play today Peter. It was with a family member and it continued until just last year. She asked if I really had a daughter named Jessica. I said I did, but that she was an excellent student and that I would never lay a hand on her. "I do think about her though when I fuck my wife. Sometimes I have a pair of Jessica's panties that I sniff when I am fucking my wife doggy style."

Josephine thought that was a reasonable way to enjoy my daughter without going too far.


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The first time was in my parents attic. I fucked her on the floor and saw the blood drip out of her pussy, so I knew she was telling me the truth when she said she was a virgin. She was the most submissive girl I have ever fucked. I can't tell you the number of times I would have her strip stark ass naked and ride that way in our car. I would drive down the interstate, slowing down when I was pulling beside a semi, just so they could get a good look at her pussy and her firm little tits. She...

3 years ago
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The Accidental Whore

Bright lights, pubs and clubs. Laughter, shouting, drunkenness and expectation; scattered chips, spilled beer and kebabs reduced to vomit. Most married couples our age merely skirted the area, heading for the more upmarket restaurants, or maybe a bit of musical theatre. Not so Belinda and I.But we weren’t here for the pubs and clubs. Nor to laugh and shout. Nor were we drunk, though we’d popped into the Merry Crow for a drink. We were here for the narrow passage where a certain establishment...

Outdoor
4 years ago
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Finding WendyWhore

Emshon's Authors Note -- This is an older story of mine that was posted on Crystal's Story Site (R.I.P.) back in 2001. I'm going to consolidate everything here on Fictionmania. I hope you enjoy this oldie-but-a- goodie. Finding Wendy Whore It was late Friday night and I had enjoyed a few beers too many. As usual, I was feeling quite randy, so I decided to browse the internet and seek out a little cyber-action. I live in a small town some three hours outside of Dallas, so my...

1 year ago
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Wife wants to whore

Wife the whoreAfter her first dips into the wild side Kathy came up with all sorts of scenes and some of them were just off the wall. We had been playing for about a year and out drinking at a bar at the hotel we were staying at for the weekend and Kathy watched as three different women came into the bar and were picked up by what seemed to be total strangersKathy followed a woman into the ladies room and started a conversation with her and found out that this place was a great place to meet...

3 years ago
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Diary of an Interstellar Whore

Yana of Wavaq, Age Fourteen Planet Wavaq[1] Year 9700, Earth Calendar My world is pretty bleak for females. We were conquered by the Prapt[2], the interstellar pimps. Why the slimiest, ugliest, invertebrate creatures in the known universe have a monopoly on prostitution, especially owning or controlling a majority of the most beautiful bipedal, mammalian females, is one of the mysteries of the universe. Wavaq females have long been considered the loveliest mammalians in the universe, even...

1 year ago
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The Office Whore

Nicolette is our office whore. She started as the receptionist, but it got so difficult to get inside the front door, what with all the men lined up to fuck her every day. It was simply easier to move her to another room. Besides, it’s difficult to answer the phone when your mouth is full of cock. Every morning we all must punch in. Company policy is quite specific, punching in consists of pumping a load of cum into one of Nicolette’s well-greased holes. She is our own very special...

1 year ago
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Meeting WendyWhore

Emshon's Authors Note--This is an older story of mine that was posted on Crystal's Story Site (R.I.P.) back in 2001. I'm going to consolidate everything here on Fictionmania. I hope you enjoy this oldie-but-a- goodie. Meeting Wendy-Whore For those of you just joining us; allow me to recap. In a nutshell, I'd been drinking one night when I started browsing the internet. I was only looking for a little harmless cyber-sex, but I happened upon a sex slave site that featured a...

1 year ago
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Alison Goes to London chapter 11 A Dirty Filthy Motherfucking Assfucking Whore

Dear friends, let us love one another, for love comes from God. Everyone who loves has been born of God and knows God. Whoever does not love does not know God, because God is love. This is love: not that we loved God, but that he loved us and sent his Son as an atoning sacrifice for our sins. Dear friends, since God so loved us, we also ought to love one another. No one has ever seen God; but if we love one another, God lives in us and his love is made complete in us.It was Saturday morning,...

Incest
1 year ago
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Little Miss Sissy Whore

Chapter 1 -- The Pick-up Every year I waited eagerly for the three days when PC-Expo was back in town. In the past, I was always able to find some willing and naive out-of-town female to pick up, "do the nasty," and say my hasty good-byes. Most of them were from some small hick town and were entranced with the Big Apple. In fact, that was both the nickname for the city, and for me. Most women just couldn't wait to sink their teeth into me. So there I was, looking for some love, on the last day...

3 years ago
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Rinku 8211 secretary whore

Rinku got DK’s message about an urgent assignment for the day. She smiled as she wore a flaming red semi transparent lacy bra & matching panties. She wore a white satin shirt through which her red bra was visible quite clearly. She pulled up a dark mini skirt, which was more of a belt with two pieces of cloth in front & back. Both these pieces could be joined together with three big buttons on each side. She tucked her shirt in her skirt & wore a dark blazer to complete her sexy business...

4 years ago
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Whore

Whore by Vickie Tern I was still groggy when my eyes opened, but I managed to blink a few times and then keep them open. No use, I was still hallucinating. I still imagined I was surrounded by beautiful girls. Each time I opened my eyes there they were. Five or more beautiful, scantily clad young women seated across from me at a big sunny table in a big sunny kitchen. Chatting casually together while eating toast and cereal and drinking coffee. ...

3 years ago
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Ships Whore

Ships Whore Pt. 1 Synopsis: A man is set up by his wife and shipped off to the infamous Trans V Ocean Lines. Here he is transformed into a tranvestite ships whore and forced to serve as a whore to all that desire her, after a while she gets to like it. Of course she eventually finds a way to turn the tables but must endure incredible humiliation and repeated gangbangs with a few thousand normal degrading sexual acts thrown in. Allison caught me eventually. My penchance for...

1 year ago
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Dirty Whore

I close the door behind me as I enter the subtly lit room dressed in a long black trench coat, stockings and stiletto heels, carrying a very large handbag. The dimly lit room that you and your filthy clandestine cumslut occupy, your current underground lover on her knees facing you with her back to me. She has been properly trained so she doesn’t dare turn around. You look up to see me enter. You both look exhausted from your recent exploits. I slowly move toward you both with an unusual...

BDSM
3 years ago
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My new life as a Black Cock Whore

Introduction: Parts of this story are from a young woman that wated me to rewrite and post it My new life as a Black Cock Whore! I was a young married housewife that had an over active imagination, along with an incredible sex drive. I had mixed feelings about a number of perverse fantasys ever since I was a young girl! My interest in dark sexual encounters was so overpowering that public morals, perception and my own conscious, as to what was acceptable, along with the arrangement I was about...

2 years ago
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The Renters 8211 daddy8217s slut whore

You walk up behind me where I’m picking flowers in the back yard and put your arms around me, and whisper in my ear, “Are you my girl?” You can feel my familiar response, as your words immediately excite me, and I answer breathlessly, “Yes, John.” “Good girl!” You begin to nuzzle my neck at my collarbone, at that place you know makes my knees weak, and you slide the tip of your tongue up the side of my neck and gently tease my earlobe. As you hear my...

3 years ago
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Filthy Whore

Fred lay on his back on his palatial bed. He was lying naked. His body freshly oiled and taut after the workout. His big thick cock was erect and throbbing. He had a glass of champagne in his hand and was sipping it gently, savoring the dry fruity taste of and the sight in front of him.Standing over his naked body was Jenna, the dirtiest, nastiest slut in the world. She was a cum hungry nasty slut whore who loved to get fucked like a pig. And that of course made her Fred's most favorite girl in...

3 years ago
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Admin Whore

"Court is now in session. All please stand." A woman dressed in a black robe walked behind the raised desk and sat down. She pulled a file to her and read a few seconds. She looked up at the defendant standing there in full shackles on his wrists, arms, knees and ankles. In addition, there was a glowing band around his throat. She sighed and said, "A jury of your peers has found you guilty, Eric Denton. Your numerous and heinous crimes against women have shown your total lack...

1 year ago
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My new life as a Black Cock Whore

I was a young married housewife that had an over active imagination, along with an incredible sex drive. I had mixed feelings about a number of perverse fantasy's ever since I was a young girl! My interest in dark sexual encounters was so overpowering that public morals, perception and my own conscious, as to what was acceptable, along with the arrangement I was about to enter into allowed me to easily brush all of these concerns aside. My husband had taken me to an all black bar...

3 years ago
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Little Red Riding Whore

Little Red Riding Whore – Part One This is a work of fiction. Any resemblance to real persons, livingor dead, is coincidental. Fifteen-year-old Joely Baker kneels on the wet asphalt of a dead-end alleyoff the downtown street nicknamed the "Chicken Strip". Her soft red lips arewrapped around the swollen cock of Harry, the beat cop. The middle-aged policemanlooks down at the young girl and sucks in his beer gut so he can see into thelarge blue eyes of this teenaged whore. She looks up at him as...

3 years ago
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Animal Whore

Barn WhoreAs your slave, I never know what will be coming next. It?s part of the fear and excitement that makes me belong to you not just in practice, but in my soul.        One night, as I sleep in my cage after a long day of cleaning houses naked except for stiletto heels, leather cuffs and collar, and clothespins, you wake me up by pouring a bucket of cold water on me. Since I?m gagged - as usual - I can?t actually protest, and there?s no escape, the cage is designed so I can only fit in it...

2 years ago
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My White Wife Lori Becomes a BlackCock Whore

This is an interracial cuckold story written for and in the first-person voice of the Lush reader and enhanced for your reading pleasure.The last thirty years almost seem like a blur as I look back at my rather unconventional, but sexually-fulfilling life with my wife, Lori. My name is Howard, and now at the age of fifty-six, and Lori at forty-nine, we are celebrating our thirtieth wedding anniversary this year. It is still amazing to me, given Lori’s conservative religious beginnings, how she...

Interracial
3 years ago
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How i became a whore

How I became a whore Hi ISS readers, I am Saroj Sharma from Rajasthan, a beautiful married girl, age 26 years, doing Govt Job (gazzetted status). My hubby is also a gazetted officer. I am not new to this site. My five stories in which three were true are available on this site under category COUPLE. I want to clarify that this story is not real and totally a work of fiction. I have used my name in this story as a central character for showing reality only. My hubby is qualified as MBA and he is...

2 years ago
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Best Served Cold Chapter 12 Dirty Little Whore

Linda motioned to Johnny to follow us as we left the bar. He walked between us, nervous but hopeful, unable to escape the unending, seductive lure of Linda's big brown eyes on him. We arrived at the elevator and waited for the doors to open. Once the three of us were inside, Linda touched the glowing button, the doors closed, and the elevator began its ascent...As I reached for the button above it, she stopped me and shook her head just once, flashing me a quick, private smile. When the doors...

Wife Lovers
1 year ago
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Thy Name is Whore

For all of you like me that liked this story, but the ending was left off I found it on line at another site and author I an am posting it here with the ending. Personally I would have named it "Once a Slut Always a Slut"byMrRobbur©As I looked over the restaurant to find the client I was supposed to meet, I saw my ex-wife Susan. She was sitting with a slightly heavy middle aged man. You could tell he was once in good shape but good food and time had taken a toll on his physique. Susan was...

1 year ago
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Such a little whore

I come into the room and I look sternly at you. I tell you" I know what you did and now, now you need punished." I walk over to your bed and I grab you by your arm pulling you from you bed and letting you fall to the floor. " get on your fucking knees and face me you stupid slut" I growl at you."Look at that pretty face and your sexy pink lips.open your mouth. NO open it wider" I push two fingers into your mouth making your choke and gag a bit. " awww my little princess doesn't like that very...

3 years ago
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How I Became an Ivy League Whore

1 -I guess my journey into debauchery began like many others: from desperation.Deep down, I had always known I was a very attractive young girl, but I guess I hid it behind textbooks and nerdy big-framed glasses, sacrificing a normal teen experience in order to trudge through academics and secure an acceptance in one of the nation's most esteemed universities. I didn't mind being the pretty, petite bookworm seeing that I was an only chìld to a single parent who couldn't afford to buy groceries...

2 years ago
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My Wifes Friend is 2 Whore

Annie had been my wife’s best friend all through high school and college, as well as the through the five years that followed. She had not only been her maid of honor at our wedding, but she had also been present for the birth of both of our c***dren. In addition to the fact that she was one of the sweetest women I knew, she was also very easy on the eyes. In fact, she was one of the best advantages to me putting in the large in-ground pool in my back yard a couple summers ago; I figured it...

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