A Whore for a Night

By Sheila Smith

Published on Dec 20, 2007

Encounters

Controls

"It's all set, Sheila." "What's all set?" Ruth had this irritating habit of starting conversations in the middle, leaving me to guess what the hell she was talking about. "What we talked about the other night. You know, the whore thing." I had a vague memory of some chat about whores, but it had been well into the second bottle of wine. "Refresh my memory." "Sheila, I think your head must be full of sweetie mice. Don't you ever remember ANYTHING?" That Irish expression again. Sweetie mice indeed! "Something about whores, something about..." And then I remembered. She had challenged me, bet me I wouldn't have sex with another woman for money. She saw the expression on my face. "Ah! So you DO remember! Good girl. So, are you still up for it?" "Up for what?" She was beginning to irritate me. If it kept on, I would flare up, all Irish and full of rage, and then we would have a row, which, thank goodness, always ended up with a torrid love session in our queensize bed. "Listen," she said, using her schoolmarm's voice which she knew I detested, "I have arranged for you to visit a woman who is prepared to pay you for sex, ok?" "What woman? Where? When?" She smiled. "Well, at least you didn't say no! She's a woman visiting the town on business. I think she's into cosmetics or something like that. Anyway, she's staying at the Holiday Inn and is expecting you on Friday evening." "This coming Friday??? That's tomorrow!" "Yes, dearest, so you'd better get yourself ready! Seven o'clock in the Primrose Bar for drinkypoos, then dinner, then...." Wisely, she left the sentence unfinished. "No way!" I said emphatically. "No way!"

At five minutes to seven the following evening, I walked into the Primrose Bar, wearing - I swear, Sylvie, it's true! - a "little black number" with the usual tasteful accessories, and, daringly, a pair of fuck-me shoes that I had bought that same afternoon on the way home from work. There were only a few people in the bar, mostly couples, but my eye was drawn to a woman sitting alone at the bar. She hadn't seen me yet. About fifty, I guessed, but well preserved. Shortish hair, black streaked with grey, it looked very distinguished in fat. A flared pleated skirt, dark grey, with white blouse and jacket, hm, very formal, very businesswoman, very unsexy. I approached the bar and took the seat next to her. She turned. "Are you Sheila?" she asked, her voice softer than I had expected. "Yes. You must be Allie." A handshake, firm grip holding mine just a fraction longer than was decent. "Hell, what a day! Have a drink." Conversation was not difficult, because she did most of the talking, mostly about her work and the stupidity of the men she had to deal with. We went through to the restaurant, walking with her arm slipped through mine. Just friendly, though. Good food, lots of wine, and again more chat about her work and the tribulations of having to deal with fools. And then, without warning, she took my hand, pulled it below the table and directed it between her thighs. Then she pulled it up to her crotch. "That's for you, dear," she said, her voice suddenly harsher. I froze. It's amazing what you can conceal under a flared pleated skirt, and this was no mean little strapon, this was a seriously big girlcock. Until this moment, I had almost forgotten that I was playing the role of the lesbian whore selling her body to some middle-aged horny dyke. She leant across and whispered in my ear: "And I really want to fuck you, Sheila. Hard." Then she smiled and released my hand. "Sweet?" "Wh-what?" I felt the sweetie mice in my head again. "Would you like a sweet? A tiramisu, perhaps?" I can't remember the tiramisu or the coffee or the liqueurs that followed. My whole being was focussed on the prospect of being fucked by that enormous cock that she had between her legs. But I knew it was too late to escape, to get out of this situation that Ruth had inveigled me into. Bitch.

I really don't want to describe the "bedroom scene". She undressed me, then stripped off herself. Not a bad figure for her age, but that cock sticking out from her crotch was just incongruous. To my surprise, she began very tenderly, kisses, lovebites, licks, she worked my body from my eyelids to my toes slowly down and slowly all the way up again. Then she turned me over and scratched her nails down my back over my butt and down my calves and back again. I have to admit that it was all very pleasurable. Not bad if you get paid for it too, I thought. I felt her fingers exploring my "petit trou d'amour", but lovingly. I was getting roused and she knew it. Play with my little lovehole and I am yours! "Now, darling," she said hoarsely, "time for you to get to know my lovely joystick." Joystick? "My cock, darling. It's just for you." With that, she pushed it between my lips. What's the point, I thought, of sucking on an artificial penis? But she seemed to get off that way, and I realised that making it wet with my saliva was not a bad idea, although, to be honest, by this time, my pussy was just about as hot and as wet as you could ask for. OK, I know, maybe I AM a whore, but she had really worked on me, and I was roused as hell now. "Mmm, my little Sheila likes Allie's joystick, right?" I continued sucking. "Answer me!" she snapped. "Answer me, whore! Tell me you like my cock!" Wow, that was like a slap across the face. "Yes, I like it." "YOU LIKE WHAT?? Say it!" "I like your cock, Allie." "Tell me what you want, you little slut!" I thought quickly. "I want it in me, Allie. I want you to fuck me!" "That's good little whore, that's my girl!" She laid me on the bed, face down and pushed a pillow under my hips. My ass felt very exposed and vulnerable. "Mmmm, sweet butt," she murmured, "just what Allie loves. A sweet butt." Her voice was thick with lust now. By the time I realised what she was after, it was too late. With her hands gripping my hips tightly, she drove the huge dildo between my asscheeks and pushed mercilessly against my little lovehole. Thank god she had lubricated it or she would have torn me apart. I felt her cock stretch my anal sphincter painfully, and I yelped. "There, there, dearest, it's only pain," she murmured. Another thrust. This time, I felt the knob of her girlcock breach the defences of my sphincter and sink inches into me. At that point she held completely still, giving me time to get my breath back. "Mmmm, methinks my little whore likes it!" she said, with just the edge of a sneer in her voice. "You want more? You want Allie's joystick deep in your ass?" I remained silent. Which was a mistake. "TELL ME, BITCH!" she screamed. "Tell me you want it!" "I want you to fuck me in the ass. I want it deep inside me." My voice was emotionless. "Say it with feeling, whore!" "Please! I beg you! Allie! Please fuck me HARD in my ass! I want it so bad!" And, my god, she did. This was the first time I had been fucked this way, and I discovered, to my amazement, that I liked it. Not at first, but as she worked her cock inside me, I found myself becoming more and more aroused. I slid a hand between my legs and started to masturbate in rhythm to her thrustings. It felt good. I wanted her to go on, I never wanted this to stop. I peaked, though Allie was unaware of it at first, and then I rode the wave, cumming again as her cock and my fingers combined to send me off the richter scale. "Oh my! You DO like it, don't you, dear?" she said, but this time her voice was different, friendly, admiring almost. After that, I can remember waking up next to her some time later. It must have been in the early hours. She was snoring softly. I extricated myself from her arm, which had lain heavily across me, dressed, quietly slipped out of the apartment and got a taxi home. Next morning, Ruth couldn't wait to hear all the gory details of my night as a whore. I tried to keep it brief, I really didn't want to relive it, even though in the end I had quite enjoyed it. "Wow, you seem to have been a real whore, Sheila. Well done you!" "Thanks, bitch," I said, but without rancour. "By the way, how much did she pay you?" Shit! I had never thought to ask Allie about money. Fine whore I would make!

[Comments to sheilamoist4u or visit http://groups.yahoo.com/group/whereloveis/]

Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2024 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate