1. Jack the Big-Dick Gigolo


    Date: 1/30/2016, Categories: MILF, Author: Reddead2010, Rating: 13, Source: LushStories

    My name is Jack, and I’m here to tell the story of how I got involved in the business of being a gigolo, male escort, social companion, or whatever you wish to call it. I was twenty three years old when it first began. I was a regular guy; I had a regular job working at the airport. I had a girlfriend. Nothing special. Except in one area, I have a very big dick. Almost nine inches long when I’m fully hard, and two and a half inches wide. Girls seemed to like the width more than the length I found. I had enjoyed a few girlfriends, after being a somewhat late starter. I hadn’t lost my virginity until I was nineteen. That was probably due to the fact I wasn’t incredibly handsome or cute. I wasn’t ugly or anything, more just average looking I guess. As I got a little older I grew into my looks somewhat. Also, I had recently started working out in the gym, and lost a few extra pounds and toned up. I wasn’t a big muscular guy, but slim, athletic looking. I was fairly tall at six-foot two, and had close cropped hair. After having two previous girlfriends, and a couple of one-night stands, all with women of my own age or younger, I had met Sheryl. She was a year older than me, blonde slim girl. I had met her through a mutual friend. After chasing her for a date for a month, she finally relented and let me take her out. She liked drinking, quite a lot in fact. She got fairly tipsy on our first date and we ended up in bed together. Sheryl seemed to enjoy my big cock quite a lot. I ...
    certainly enjoyed giving it to her. It wasn’t a serious relationship though. Just a bit of fun really. I would meet up with her once, maybe twice a week. We would go out, and usually end up back at her place to fuck. One weekend Sheryl invited me to a party at her aunt’s house. I had heard about her Aunt Ingrid; Sheryl had told me she was quite wealthy and lived in central London in an amazing townhouse. I had nothing better to do, plus I assumed I would get to fuck Sheryl afterwards. We arrived at her aunt’s house around eight o’clock, bottle of wine in hand. It was her Aunt Ingrid’s fiftieth birthday party. I knew a couple of Sheryl’s relatives there, but not too many. I guessed there were around sixty or so people at the gathering when we arrived. It was a very nice house, as Sheryl had told me. Sheryl and I sat in the large lounge area, chatting with some of her aunts’ friends. Other people congregated in the kitchen and hallway. Sheryl began knocking back the free booze quite quickly. I just hope she didn’t make a scene and embarrass herself. Soon we found ourselves in the kitchen, with Sheryl downing more champagne. Sheryl introduced me to Allison, her aunt’s best friend. She was a fairly attractive woman, in her early forties I imagined. She had auburn hair in a stylish bob haircut . She was immaculately dressed in a black skirt, with a black jacket, which showed off a tiny glimpse of what I also imagined must be quite a cleavage. She smiled and chatted with me and Sheryl ...
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