CATHLEEN (diary of a lesbian hooker of the 1930s). - Sex Stories

CATHLEEN (diary of a lesbian hooker of the 1930s).

CATHLEEN. Diary of a lesbian hooker of the 1930s. Part 1. This diary was found in an old hotel room in a city we will not mention. The writing is Cathleen’s but the dialogue is sometimes made up, although it would have been close to the original. Cathleen worked the joints in downtown Boston during the 1930s, the end of Prohibition, the great Depression and especially the golden years of the Mob. Any resemblance to people dead or alive is purely coincidental. _______________________________________________________________________ « Where are you going ? It’s late,” my mother asked, as she had been asking every Friday night for the last two years, without ever getting an answer. She didn’t insist. She didn’t really want to know. I worked in the factory like the other girls in our Boston neighbourhood, but my mother knew that the money I brought back home was more than what I made at the factory. I gave a lot of it to my mother. She had three k**s to raise without a father. I’m only 20 and quite pretty. I have red locks and only a few freckles on a very white skin. My tits are not huge but they’re hard and so are my little ass cushions. Don’t get me wrong. I’m no saint and I enjoy those Friday nights which extend into Saturday early mornings. My mother closes her eyes and puts the money to good use. That Friday night, I sat at my usual place in the noisy and smoke-filled Langley Pub. I wore my straight dress just above the knee, held loosely by a wide cotton belt. My little ...

... cap was stuck to my hair with two pins (which could come in handy). I always wear medium-height shoes. I blended in and looked like one of the many college girls who hung out in downtown Boston. “Where is she ?”, I cried “Oh. she said she had an errand but she’ll be here soon, my love”, answered Barbara the buxom barmaid who looked at my tits every time she could and tried to “catch my eye”. She was pleasant and in her 40s probably although her make-up made her look older. She had been flirting with me for months now but she knew it was business. “Maybe on a slow night….Keep me in mind”, she whispered, as she wiped the counter. “One day I’ll elope with you”, I answered with a big smile which made Barbara blush. “Su…su…sure you will”, she stuttered “Sure you will what ?”, asked a voice behind me “Sure I will wait until you arrive before I leave on an errand by myself”, I replied without missing a beat. Alanis, known as “Al”, was my handler. She had been a horse trainer, a hooker, a dancer, a cook, a hooker again, and now at 50, she worked for the mob getting girls for men, and girls for women. “Here is one for you. Apparently important for my boss, so be nice. You should be out of there by 11 since she has a train to catch at midnight”, Al instructed me. I read the small piece of paper and gave it back to Al. I couldn’t be found carrying it. The Majestic Hotel was just that…Majestic. But it was owned by the mob and the goings-on were not always legal, pretty or healthy. I took ...