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Josephine, My First Whore.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 canlı bahis 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 bahis siteleri 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 güvenilir bahis 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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