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    The Carolyn Saga
    The Carolyn Saga
    The Carolyn Saga
    Ebook96 pages1 hour

    The Carolyn Saga

    By Jack Stratton

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    About this ebook

    Four kinky stories about one woman's downfall. Carolyn is a rather shy and rather plain young woman. When her boyfriend’s roommate takes a liking to her, she is thrust into a strange game of teasing and torment. She is brought to new levels of objectification, humiliation, and eventually ecstasy.

    LanguageEnglish
    PublisherJack Stratton
    Release dateJan 2, 2024
    ISBN9798215371619
    The Carolyn Saga
    Author

    Jack Stratton

    Writer, hedonist, feminist, queer, kinky, polyamorous, dandy. Join my Patreon for access to over 100 stories, audiobooks, and more. 47 years old. Brooklyn. He/him.

    Read more from Jack Stratton

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      Book preview

      The Carolyn Saga - Jack Stratton

      The Carolyn Saga

      Jack Stratton

      Published by Jack Stratton

      Smashwords Edition

      Copyright 2024 Jack Stratton

      Author's note: All characters depicted in this work of fiction are 18 years of age or older.

      Discover other stories by Jack Stratton at writingdirty.com

      Part 1 - Carolyn Blushes

      She was such a timid little thing. When my roommate brought home his new girlfriend for the first time, I couldn’t help but laugh a little. She was hardly five feet tall and looked even shorter the way she shyly folded her hands and looked at her feet.

      Hey, Mark, this is Carolyn.

      I held out my hand, and she looked at Tom, my roommate, before shaking it, as if asking permission.

      She was cute in a very girl-next-door sort of way. Straight mousy brown shoulder-length hair, dull brown eyes, pale skin peppered with freckles. She was a little chubby, holding on to baby fat around her middle and bottom. She didn’t really seem to know how to dress, with her long skirt and her three layers of shirts which she was wearing to try desperately to cover up the fact that she had quite a nice chest. I think she noticed me staring at her tits, because she folded her arms in front of her breasts and blushed slightly.

      How old is she? I asked when she got up to get a drink.

      She’s twenty, why?

      She looks like she’s in high school, I said with a laugh.

      My roommate Tom was a nice enough guy. He was a bit old-fashioned and religious, something I could never understand. We didn’t talk much, but we were friends and had been roommates in college. I was 25, Tom was 24, and living together always seemed to work. This was his first girlfriend after his big breakup with the girl he dated all through college, so I guess it was a good step for him.

      It was strange. From that first day, I was drawn to Carolyn. Maybe it was the way she seemed so embarrassed to be there, and how every time I looked at her, she looked down or looked away. It wasn’t even like I was ogling her, but she seemed so intimidated by me. I wasn’t a bad-looking guy, but I was probably a foot taller than her, and I outweighed her by a good hundred pounds. I was certainly a lot more experienced than Tom, and I dressed better.

      I chuckled to myself as they got on their coats and got ready to go out. I could only imagine the sex that they would have, Christian Tom with his morals and Carolyn with her almost immobilizing shyness. I doubt they would kiss until the third date. Sex was for the wedding night.

      They went out to a movie, and I found myself thinking a lot about this shy little thing. I was off for the weekend and didn’t have anything planned, so I had a few beers, watched some television, had a few more beers, and by the time Tom and his date got him, I felt pretty good.

      They smiled at me, sort of nervously. I wondered if they wanted to make out on the couch or something, so I got my stuff together.

      I’ll let you guys have the living room. I was just going to bed.

      No! they both said in unison. Then Tom laughed. Carolyn has to get home pretty soon anyway. We just came back to get her scarf.

      Tom went to the bathroom, and I turned my attention to the girl.

      Carolyn, you go to our old college, right?

      She nodded, still looking down.

      I stood up and stretched and felt how drunk I really was. I walked over to her, and she seemed to cower. It was an odd feeling, having this girl so intimidated by me.

      I smiled at her, and she nervously half-smiled back.

      You seem kind of nervous around me.

      She swallowed and looked very embarrassed.

      I-I’m not.

      She looked delicious like that, quivering. I don’t know what it was, but it turned me on a lot. I looked up at the bathroom door. I hadn’t heard any flush or running water. I looked at her, moved forward a little, and looked at her behind, now obviously checking her out. She froze.

      You’re a cute little thing. I can see why Tom likes you.

      She didn’t say anything. She just looked down at the floor.

      Nice ass. Nice tits.

      Still nothing out of her, but her face turned bright red. There was something electric in that. Having the power to make her blush so easily felt good.

      I reached behind her and placed my hand on her ass. It felt deliciously soft. Soft, tight-skinned, like a twenty-year-old should be. I squeezed it and rubbed it a little.

      Very nice.

      She opened her mouth, but all that came out was a little squeak, like a mouse. A low flush of the toilet had me back on the couch in a second, leaving her standing there, blushing and bewildered.

      Hey, Carolyn. Do you want some coffee or something? he asked with a tender smile.

      She shook her head, no.

      I-I should go home, she mumbled, and Tom nodded sadly, looking like a kicked puppy.

      I was a bit nervous as they left, wondering if she would tell him what I had done, but something told me she wouldn’t.

      The next time I saw Carolyn and Tom, I came home to find them on the couch watching a movie. I smiled at them, said hello, and proceeded to heat up my dinner in the kitchen.

      It had been a few days since that first meeting, and she had undoubtedly not let on that anything about the ass grabbing. I’d thought a lot about it, even jerking off to the idea at night. The way she looked so frightened and didn’t do anything to stop me. I wondered how far I could go.

      "I hope you guys don’t mind if

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