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 the posh elevator to the 5th floor then took the stairs back to the 3rd floor. I got on the elevator again but got off on the 7th floor, looked around to make sure the hallway was clear and walked quickly to room 716 and knocked twice.An older woman opened the door but kept the chain on.“It’s Opera night”, I said, which was the code word“Come in”, said the ladyThe elegant woman was close to 60 but quite attractive. I had seen her before on a poster or advertisement. She didn’t give her name and I sure wasn’t going to ask. The lady wore a thin white robe which she took off. She was tall and thin, the transparent satin dress she wore under her robe clearly showed her upturned breasts and her dark pubic triangle. She walked to the dresser and handed me an envelope which I put into my handbag çankaya escort without opening it. As she walked away from me, I admired her long narrow asscheeks making only a small bulge in the satin dress. “Undress, please”, ordered the lady in a firm but quivering voice.I didn’t know if the woman’s shaky voice was caused by fear or excitement.It took me only a minute to get completely naked. The lady, still in her tight transparent dress, walked around me, touching me gently, rubbing her satin dress against my flesh, cupping my asscheeks with both hands. “Do you like a woman’s ass ?”, she whispered in my ear.“Yes I do,” I answered “I love a woman’s ass”, said the lady, her hands still lifting my asscheeks and trembling.The lady left me and began to rummage in her bag which was already packed for the train trip. I turned around and watched her pull out a small linen pouch which contained a thin medium-length piece of ivory in the shape of a penis. It was attached to two narrow black linen straps at right angles to each other. “Do you know what that is”, she asked me“Yes Madam, I do”, I replied “But this one is especially designed to fuck an ass”, added the woman, surprising me with her crude words. The lady unzipped her satin dress which crumpled to the floor. She stepped out of it. She attached the strap-on to her bony hips and motioned me to get on my hands and knees.I was expecting to get penetrated right away but instead I felt the woman’s warm breath on my asscheeks, then on my private hole. Her tongue was not only licking it but penetrating it. I loved the attention and I began to moan and whisper “oh yes…oh yes”….The licking stopped after a few minutes and I felt the hard tip poking at the wet entrance of my hole, then sliding nicely inside, the woman being very gentle, pushing the instrument in stages. She kissed me on the back of my neck and nibbled on my earlobes. “Do you like that ?”, she asked“I love it”, I answered “Have you ever heard of Anna Berlinova ?”, asked the woman“No…I’m afraid not”, I answered, being used to strange questions during sex“She’s dead now but she was a great ballet dancer many years ago”, stated the lady“Did you love her ?”, I asked since she herself had started talking about the dancer“Yes we loved each other very much”, she answered“We both had to marry a man for appearances sake but we wanted to remain virgins, so we would fuck each other in the ass”, stated the woman who whispered to me that her name was Helen. “But please do not use it”, she warnedI remembered now that I had seen Helen on posters advertising classical ballet performances when I was a little girl.Helen squeezed my tits with her hands as she was ass-fucking me. I rubbed my clit until I had a very strong orgasm. “I’ll have an orgasm when you fuck me”, announced HelenThe lady unhooked the strap-on and gave it to me. Helen got on all fours while I approached her from the rear.I spread Helen’s asscheeks with both hands and began to lick her hole. I have to admit I was well-known for my asslicking skills among the lesbian customers handled by Alanis. As I drilled Helen’s tight hole, I was quite sure the lady had requested me for that reason. “Oh ..you can fuck me now, Anna”, cried Helen remembering her former lover.I mounted her and inserted the ivory cock inside the former ballet dancer. “I was your age when I fucked Anna, and we share the same age difference”, continued Helen as I fucked her gently.“Did you do anything else ?”, I asked as I suspected Helen was getting excited by her memories.“We rubbed our cunts together”, answered Helen blushing and laughing at her dirty wordsI bent forward so that my hard little tits poked at Helen’s back and I moved Helen’s hand to her pubic area so she could masturbate. Helen masturbated cebeci escort mumbling dirty words and talking about Anna. “We’ll rub cunts next time, will we ?”, asked Helen“Yes you and I will rub cunts next time, I love doing that”, I promised her.Helen came hard and crumpled slowly to her stomach. I waited a few minutes then took the strap-on out of Helen and rolled off her.“I must prepare to leave now”, announced Helen“Yes I know. I will leave”, I said I spent a few minutes in the bathroom and came out fully dressed. Helen wanted to kiss me but I refused at first as I rarely kissed customers. I finally submitted to a short tongue kiss. We promised to see each other in a few weeks.“I will always ask for you”, promised Helen.———————————————————————————————————I sometimes had one assignment per evening, sometimes two. I went back to the pub to see if something else had come up in the meantime.“It’s showtime if you’re interested”, said Alanis“Oh God…who is it with ?”, I asked trying to look uninterested so she would up the amount“It’s mob, four guys, one girl”, she answered“She’s with them”, I said“Yeah..you know..she’s one of the girlie-girls..these guys usually have good taste’, insisted Al“Ok..ok…who’s coming with me…Harry ?”, I asked because I never went to these things alone“Yeah..I’ll send Harry. He’ll keep them clean”, Al answered smilingNext thing I know, I’m with Harry in his big car and we’re driving to the Midtown Hotel, another mob hangout. I have to say here that these guys were ok with me. They never tried anything or if they tried, they stopped when I said stop. They wanted a good time and wanted to watch. I could trust Harry because I kept his secret. He played on both teams and, even though it was accepted for women, it wasn’t for men. It was more common than one would think but it had to be kept quiet. I had seen Harry in certain “situations” and kept quiet about it.“Showtime” was a lesbian show. Usually one of the girls of the group joined me or else they would get another hooker from somewhere. I preferred if I knew the girl. Some were not so clean, if you know what I mean. Some were not lesbo but pretended. I preferred it when they were lesbo like me. When we got to the room, there were four guys in their 40s and one girl. I had seen her before in the hotel with another group but I never had a fuck with her. Harry told me her name was Diane. One guy was a local mob lieutenant and the others came from out of town. “Hey baby…come here baby…”, one of the guys said as I walked towards them“Hey …you like her ? Hey ? You like our Diane ?”, another one askedDiane was blonde and thin. She looked a bit undernourished but she was pretty enough. She pretended to be a little shy but it was to get the guys even hotter.“Yes I like her. I think she’s cute”, I said rolling my hips as I walked by her and into the bathroom. A few minutes later I walked out only in bra and panties.Diane knew the drill. She was still dressed in a blouse and medium-length skirt. She kicked off her shoes when she saw me. I did also. “Oh yes…they’re looking at each other…sizing each other up”, yelled one of the guysI walked towards Diane and put my finger under her chin and lifted it. I walked around her and pinched her ass. She slapped my hand away. That was the game the guys had chosen.“Maybe she doesn’t like redheads…”, said someoneI pulled Diane to me by the collar of her blouse and kissed her on the mouth.“You better watch it Diane….she smells pussy…she wants pussy”, said anotherDiane was into this. They must have paid her well. She pushed me away and gave me a soft slap in the face.The guys went crazy. One got up and gently pushed me towards Diane. Harry told him not to touch me again. demetevler escort He apologized. Diane had gotten me excited. The guys wanted us to fight. I took a handful of Diane’s blouse and ripped it open, the buttons flying all over the floor. I unhooked my bra and jumped her. We rolled on the carpeted floor. I put two fingers in the middle of her bra and snapped it off. We pretended to pull each other’s hair as we rolled around tit to tit. I kissed her hard and drove my tongue deep inside her mouth as I tried to pull off her panties. I managed to get them down to the middle of her thighs. She rolled away from me and pulled them off completely as they were hampering her movements. I took the opportunity to slip off mine. The men hollered as we tangled on the floor completely naked. I was much stronger than Diane and had no trouble pinning her down. I held her arms down with my knees and straddled her tits. The men were yelling obscenities and wanted me to do all kinds of nasty things to her. I noticed that a few of them had pulled down their suspenders and trousers and were holding their hard cock in their hand. I moved forward on Diane and pushed my hairy cunt in her face. From where they were sitting, the men had a good view of Diane licking my cunt lips and fucking my crack with her nose. I groaned as I came in her face. I let her loose and waited for her sitting on my ass on the carpet. She didn’t seem too pleased, her face and part of her hair covered in cunt juice.“You fucking bitch, you creamed in my face”, she yelledI opened my legs in a large V and invited her to do the same.“Yeah…oh yeah…scissor….scissor”, yelled some of the menWe slipped on our ass on the soft carpet and met in the scissoring position, as the men had suggested. I could feel her shaved cunt on my pubic patch.“Shave next time, dyke”, she screamedI grabbed her hair, more roughly this time, and she grabbed my red locks, as we began to bump cunts. I could see she was excited and near orgasm. She liked the rough stuff. I let go of her hair and grabbed her small tits, digging my nails in the soft skin.“ARRRGHHHHHHHH…”, she screamed, embellishing my move and her pain.All the men had lost their pants by now and were openly masturbating as they watched us. Diane and I spit in each other’s face as we continued our mock fight. I have a pretty large clit and I was plowing her crack with it. I knew that if I touched her clit with mine she would explode. I found out she was more experienced that I thought and we controlled our act by exchanging eye signals. The point was not to cum too quickly and to let the men cum first.While three of the men were a few feet from us, Harry and one of the guests slipped inside the bathroom and half-closed the door. Diane and I had moved one leg up over the other’s shoulder and cunts were flattened against each other. We could have kissed, we were so close. When we saw the men had all squirted, we nodded and moved our hips in unison and blasted our squirts inside each other’s love canal. We untangled slowly and caught our breath. We met Harry and his friend as they emerged from the bathroom. They both seemed satisfied. Diane and I washed up with what was available. I watched her pee and could have made it a two-some (she invited) but I wanted to leave the hotel as soon as possible. Harry and I left the room while the men had put their pants back on and were pouring each other a glass of bourbon. They hardly noticed we had gone.Back in the car, Harry gave me a few pieces of tissue so I could attend to the scratch mark on my cheek and a few on my tits. “You like her”, he asked“Yeah…She’s right..I should shave for our next time”, I laughed“You did ok ?”, I whispered“Yeah…it was fine….we know each other”, Harry answered quickly“Tell me if I’m completely out of range here…but do you guys do shows too ?He took a long time to answer. “Yes…sometimes…for a very select few”, he said, “Do you want to watch ?”“Ah…you never know…it may be fun”, I answered smiling“Sometimes..there are women present”, he added and then changed the subjectEND OF PART 1