Man with a tash! The Adult Story Hub

Hots for a Hooker

Single chapter

Written by Kristen 

SATURDAY, JUNE 22, 1996
It was Saturday. I slept late and took my time getting going in the morning. I checked in with a call to Laura -- I needed to tell her I loved her. To no one's surprise, Tiffany didn't come up in the conversation. So, after I checked on the family, I had the day to myself, with no obligations.I was hungry, so I went to the hotel cafe for the breakfast buffet. The place was empty -- all the classes and seminars and demos and tee times for the conventioneers were already in full swing. I breezed through the paper over coffee and was on my third cup when I heard a woman ask, "Mike? Do you mind if I sit here with you?"It was Tiffany! She was standing there with her full platter, waiting for my answer. I stood and pulled the chair out for her. As usual, she looked terrific. She was wearing one of those curve-fitting cotton, flowered dresses. Hers came down to almost her ankles, and she was wearing little white socks and sneakers. Her hair was short and a pretty chestnut -- I guess she had washed the red/purple/maroon out. She looked like she was the Pastor's young wife!She smiled and sat down and signaled the waiter for coffee. "Thanks, I prefer not to eat alone. Are you a talker in the morning, or should I keep quiet?""I like to talk. I especially like to talk to you."We talked about the weather and the hotel and the town -- nothing personal. I told her how my classes were going and she seemed impressed, but I knew she had a talent for that.She got up and came back with a second full platter. "I've really been burning up the calories. I need a recharge."I knew how those calories had been burned.After breakfast, she returned to the table with a plate of strawberries and a scoop of whipped cream. I commented that they looked good (her biting into the red berry looked very, very good!) and she reached over to feed me one. I picked one up and dragged it through the cream and held it close to her lips. She locked her eyes into mine and watched me as she licked the whipped cream off, before biting the strawberry. Wow! Was she so seductive in everything she did? Who was this exquisitely sexy creature?A few more berries and we were both laughing. I felt that it was a real moment between us.Tiffany got her things together and was about to leave."Ah, can you wait a minute or two?" I asked.She leaned across the table conspiratorially, "Why?""Because I don't want to stand up, right now!"She laughed that deep laugh of hers. "I know a cure for that!""I'll be here for another week. I don't think I can afford the 'cure,' today." I wanted her to say, "Let's just go to your room for the fun of it!" but she didn't."Just as well, Mike, I'm in the mood to shop."Crestfallen, I quickly decided that I didn't want her to disappear for the day. "Want company?""Do you like to shop?""Well, I haven't picked-up any souvenirs for my wife and kids, yet. Maybe you can show me the good spots."That was one of the happiest days of my life.We shopped and walked and talked and lunched; and, the whole time, I had this beautiful, sexy, vivacious woman at my side. She drew stares from every man we were near. I think just to tease me, we went into a fancy lingerie shop and she bought a couple hundred dollars worth of sexy underthings, asking me what I thought of each of them.It was a pretty, early-Summer day, and before we headed back to the hotel, we decided to take a boatride on the river. The crowd was sparse and we had the back of the boat to ourselves. Tiffany leaned her head on my shoulder. I put my arm around her. It was cooler on the water, and we were cuddled together under a blanket."This has been really nice, Mike. You made shopping for lingerie a lot more fun than it is alone.""Glad I could help, Tiffany. It was fun for me, too.""After you got into it.""Yeah, I was a little embarrassed, at first.""If you want to get together this week, let me know in advance, and I'll wear your favorites.""That would be nice, but I don't remember them being on long the last time."She laughed. "Maybe I should make you keep your hands behind your back and you undress me with your teeth. That way you could appreciate the undies. You know, now that I think of it, I should be allowed to deduct the costs for them as 'work' clothes on my tax form."I looked her deeply in her gray eyes, "You're very casual about it."She held my hand. "It's what I do. Don't get all bent over it, I don't.""I know, Tiffany, but when I look at you, I see a woman who should be doing something else... something you could be really good at."She shook her head, "I'm really good at fuckin'. You said so yourself.""I know, I know. It's none of my business. Sorry.""Don't worry about it."We were quiet for a while. The boat turned around. Our perfect day was soon to end.I couldn't help myself. I didn't want to pry. I didn't want to piss her off, but I couldn't help it. "How... how did you get started, Tiffany?""Oh, no! The most-asked 'John's disease' question. But, in my case, that's a good story, Mike. Do you like good stories?""Sure. Of course."Under the blanket, her hand expertly lowered my zipper and disappeared inside my pants. Everyone else on the boat was up front, looking at the approaching city."Well, actually, it was my decision. I hit puberty pretty early, so I had a nice body from a young age. When I was twelve, I had an unbearable crush on my cousin, who was in college -- he was twenty. On Christmas break, I let him seduce me. He was sweet and patient and considerate, and I loved sex from that first time. We fucked whenever we could for years -- even after he married."My dick was hard and sticking out of my fly and Tiffany was stroking it very slowly."I got on the pill, and there was a lot of regular boy-girl sex over the next few years.""A lot?""Yeah, a lot! Other girls my age were still giggling about sex or experimenting with hand-jobs -- I had been taught by a wonderful lover, and the word soon got around. When I was fifteen, my best friend's father propositioned me. He said he would give me one hundred dollars every time we had sex. Money at that time wasn't really an issue for me, but I got really turned-on by the idea of being paid to have sex with an older man. What could be more depraved and naughty than that?"My breathing had changed and Tiffany noticed it, squeezing my cock as she continued."Not yet, Mike!"Anyway, I thought about it for a day or so -- I didn't want to seem like a slut! -- but, of course I agreed to do it. My friend's daddy was very happy. He loved my body. We screwed as much as he could afford. A few weeks after we started, he told me he was going out of town for a few weeks, then asked me if I would mind if he gave my number to a friend or two of his. I said, 'no, I wouldn't mind.'"By the time I was ready to go off to college a coupla years later, I had a shoebox filled with one hundred dollar bills and knew almost every man at my father's country club on an intimate basis. What I know now, though, is that I shoulda charged those horny old men a lot more for my underage pussy!"She knew what she was doing. Her grip tightened and her stroke increased. I was ready to blow.To my surprise, Tiffany lifted the blanket and dove her head under it! It made me so excited, she almost didn't make it. I started shooting my cum just as she wrapped her lips over the head of my dick.When I regained a little composure, I smiled at Tiffany. "That was unbelievable! You tell one hell of a story! I especially liked the special effects!"She laughed as I zippered up. "You couldn't get off the boat with cum all over your lap."I looked at her. "I don't have that kind of cash on me, Tiffany. I can get it back at the hotel."She patted my cheek, "That's okay. I had a nice day. It was my idea, anyway. You'll just owe me."As we disembarked, I asked, "What happened after you went away to college?"She shrugged, "Just college stuff. Then I met a guy and we got married young. No pregnancies. No more hooking until recently. Now, no more questions."We took a cab from the dock, and it dropped me off at the hotel. I bent down to pay the fare, with enough to pay for Tiffany."I had a really great time, Mike. Thanks for the company.""My pleasure. I had fun, too."She smiled that wicked smile of hers, "I hope so! Well, see you around." And the cab pulled away from the curb. I watched as it made a left at the next street.

Back in my room, I showered and dressed and turned the TV on. I didn't feel like sitting in the room, so I went down to the lounge. It was empty. I sat at the bar and ordered a beer. I was watching a game on the TV and the two bartenders were talking when Tiffany walked in.She was definitely dressed for a Saturday night on the town. She was wearing black highheels, dark stockings and a black leather mini-skirt. On top of that was a gray, silky blouse and a small black vest. Her hair had that punky look and color, again, and her make-up was heavy (but flattering). She may as well have tatooed "FUCK ME" on her forehead, because that was the only thing a man could think about when he looked at her.One of the bartenders disappeared into the back. Tiffany walked down the corridor where the rest rooms were situated.Twenty minutes later, the bartender reappeared and the other one went through the door at the back of the bar. He came out fifteen minutes later and gave the other bartender a discrete high-five. A few minutes later, Tiffany walked over to the bar. The first bartender had a drink waiting for her."Thanks, Brian," she smiled.I picked up my beer and walked around to sit next to Tiffany. "I just wanted to thank you, again, for such a nice day, Tiffany."Tiffany lit a cigarette and exhaled a long stream of smoke -- I almost wished I smoked, again -- Laura and I had quit smoking on our honeymoon."I had fun, too, Mike, and I don't want to hurt your feelings, but that was off the clock and now I'm on the clock. I don't want you sittin' here and we're gabbin' like two old friends. It would give the wrong impression. So, unless you're makin' me an offer I can't refuse, I'll see you later.""Sure, Tiffany, I wasn't thinking." As I was about to leave, I noticed something glinting between Tiffany's breasts. Her blouse was sheer, but nowhere near see-through, but there was something gleaming under there.Tiffany saw me staring and laughed. "Haven't you ever seen tit jewelry before?"Stupidly, I shook my head.Tiffany opened one button and pulled out a fine gold chain. "Do you know what holds it up, Mike?" I shook my head. "My nipples. An end tightens over each nipple. It's very erotic, if you're in the mood."Just then, four guys, obviously just off the golf course, walked into the lounge and ordered single malt scotches.I looked at Tiffany again, and walked over to a small table, to nurse my beer. Within ten minutes, Tiffany had been invited over to the table with the four golfers. She joined them, laughing and drinking.The lounge filled up slowly. Two of the men at Tiffany's table left and I was making a mental bet on which of the remaining two would go upstairs with Tiffany. I would have been wrong either way. The three of them left the lounge and went up in the elevator together!I could feel the stab of cold jealousy in my chest. Why did I care what, or who, or how many whos she did? Why did I care about a woman who repeatedly proved to me she was the slutiest of whores? I left the lounge and went for a walk. I stopped in a dark, little tavern and had a burger. I spent two hours wandering around one of the super bookstores. And the whole time, Tiffany was never out of my mind.Later in the lounge, the band was playing slow numbers and I was finishing another beer and was about to settle-up when Tiffany walked into the room. There was a good crowd, but it wasn't crowded. There were a lot of couples. I guessed most of the doctors had already caught flights out. The weekend crowd looked like locals and tourists. I was curious if Tiffany could lure another victim from the relatively few unattached men in the place. I ordered another beer and sat down to watch. Maybe in the back of my mind I had the fleeting thought that if she couldn't drum up any more business for the night, I'd have a chance of a nightcap with her.I shouldn't have worried about her ability to lure men. A guy at the bar lit her cigarette and they talked. He asked her to dance. She stood up and removed her vest. As she walked to the small dance floor, it was obvious this woman had a set of big tits, and at that moment they were bra-free. Dancing only emphasized that point.They returned to the bar and another man asked her to dance. Then another. Finally, after a slow number, the original dance partner and Tiffany walked out of the lounge and toward the elevators. I had to get out of there!

SUNDAY, JUNE 23, 1996
Sunday morning. I called Laura. There was no answer. Maybe she was at church.I was too late for the buffet, so I was sitting in the coffee shop, reading the paper and eating a cinnamon bun when she walked in."Hi, Mike."She was radiant. She had washed the "punk" color out of her hair, and it was back to the chestnut color and she had a bright red Polo shirt on with a pair of sharply-creased khakis, red belt, purse, and shoes. Class."Hi, Tiffany.""So, you were too late for the buffet, too?""Yeah, I slept in, today.""Me, too. I was up until after four!""Wow. With the guy you were dancing with?""No, the horn-player in the band playing across the street. Fuckin' musicians are nocturnal. I shouda known. Say, you're keeping a pretty close eye on me, aren't you?"I could feel myself blush. "Well, ah... you're the best thing to look at around here, and I don't have much else to do at night.""Thanks. 'Nother coffee?""I'll get it.""Thanks, Mike. Cream, no sugar."She was so casual. I knew what she was and she knew I knew, and she was absolutely casual about how she was earning her living. No sign of shame, embarrassment, or pain. No expression of guilt. Nothing. I couldn't believe it. If she showed anything about being a whore, it was enthusiasm.After we finished coffee, Tiffany wiped her mouth and reapplied her red lipstick. Then she smiled brightly at me and asked, "So, what are we going to do today, Mike?"We had another great day. We walked in the bright, clear air. We went to the movies and shared a popcorn and a soda. We shopped for CDs. We had an early dinner in a restaurant overlooking the river. And then the day was over and she left.

As usual, I was the first customer in the lounge. I took a seat at the empty bar and waited for her. I watched the two bartenders disappear one at a time behind the door in the back of the bar. Then I watched Tiffany walk into the bar in her emerald dress. By now, I had a pretty good guess what was going on behind that door.The Sunday night crowd was light. People drifted in and out. The tourists and doctors were gone. A few engineers were checking-in a day early. New hotel guests stood at the doorway and stepped in or turned away. There was a D-J, but he kept it mostly to mellow oldies and nobody was dancing.Tiffany sat at the bar. Men came and went. A man lit her cigarette and bought her a drink before he left. Finally, she was surrounded -- a guy on each side and one behind her. There was a lot of laughing and flirting. One of the men wrote something on a napkin and then each of the other two did the same. Tiffany tore the napkin into pieces. She cupped the pieces and then pulled them out, one at a time. The men were joking back and forth as she did it, and then she left with one of the men. After another round, the other two left. I went up to my room at midnight. I hadn't seen Tiffany again.

MONDAY, JUNE 24, 1996
Monday morning. I felt like hell. I had switched from beer to scotch waiting for Tiffany to re-appear, but she never did and I drank too much. Hungover, already away from home for a week and another week to go, another week of classes to teach -- no wonder I was depressed.Bullshit! I was depressed because of Tiffany. I was depressed because I had such strong feelings for a whore, a hooker, a slut. In my life, I had never felt the excitement, the lust I felt for Tiffany. I wanted to be with her. I wanted to tell her, "Stop this! Quit right now! I'll take care of you!" But she would laugh at me. And what would I tell Laura -- that Tiffany excites me more than her? There goes my marriage.I showered, dressed and dragged myself to work.The lounge was already open when I got there. Brian was behind the bar, but Tiffany was not in sight. Probably on her first fuck of the evening!After one drink, I went into the restaurant for dinner. When I got back to the lounge, Tiffany was at a table with a couple. They were acting like they were life-long friends. They talked and drank and smoked for almost an hour. I was wondering why Tiffany was taking herself off the market for so long, especially with all the new conventioneers in town. Finally, the three of them stood and made their way out of the lounge together. Was something kinky going to happen, or was it my overactive imagination?It was almost midnight when Tiffany returned to the bar. There were only a few open seats and she sat next to me, but didn't acknowledge me. Brian walked over with her drink."I think I want a real drink, Brian."He poured orange juice over cubes and vodka. "Extra tough duty?"She exhaled a large plume of smoke, "Get this... I was his birthday present! He's always wanted two women at the same time."Brian raised an eyebrow. "How did it go?""Well the first twenty minutes were swell, but after that, I was doing things I haven't done since I was twelve at an all-girls summer camp. I began to wonder whose idea it really was. I can tell you which of them got their money's worth, and it wasn't him!"Brian laughed along with Tiffany. My boner was threatening to rip my trousers."You done for the night?" Brian asked.Tiffany took a sip of her screwdriver, "Why? You gonna take me away from all this?""I made you that offer last week, Tiff. It's still on the table, whenever you want to take me up on it.""I know, Brian. You're sweet and I'm givin' you a hard time. Well, it's late, but I wouldn't mine catching a nightcap."Brian nodded. "Well, the guy in the blue suit on the other side of the bar asked me if I knew any girls that he didn't have to impress all night."Tiffany looked across the bar. "He doesn't look like a cop. Bring me another screwdriver over there, Brian. Thanks."Within ten minutes, Tiffany and the blue suit were going up in the elevator. I went to my room and fell asleep still dressed.

TUESDAY, JUNE 25, 1996
Tuesday afternoon. The happy hour crowd was filling the lounge when I got there. Tiffany was at the bar in a deep conversation with "Brian the Bartender." She looked upset. I couldn't tell if she was angry or scared. Brian stopped talking and looked toward the doorway. I turned around and saw a large, older man standing there in a dark shirt and suit. Brian nodded to him and Tiffany looked at him and stubbed out her cigarette. She made her way through the crowd and walked up to the dark man.Was Brian pimping for Tiffany, I wondered. Last week he had introduced Tiffany to the little geeky guy, and last night to the blue suit, so maybe he was.At the doorway, the dark man grabbed Tiffany by the arm and quickly led her away. It was obvious he wasn't a client. I followed as fast as I could, but by the time I reached the lobby, they were gone. Strange. Had she been arrested?Back in my room, with a bottle of scotch and a local college ballgame on the tv, I fell asleep before the fourth inning.

WEDNESDAY, JUNE 26, 1996
Wednesday afternoon. Everything looked normal in the lounge. I was the first customer, Brian was behind the bar and soon after he returned from a short disappearance, Tiffany made her entrance. She was wearing the blue-pinstripe suit with that half-blouse thing under it. To my surprise, she sat down next to me."Hi, Mike. How's it hangin'?""Hi, Tiffany. I'm fine, but it doesn't do too much 'hangin'' when you're around.""You're a sweet guy, Mike. Are you saving your pennies for me?""Yeah, I have enough for an hour. I'd like to make it later in the week.""Whenever you want. Hey, how about this? You hang around late and if you're my last... ah... date of the evening, I can stay longer -- off the clock, of course.""Gee, that's really nice of you.""Hey, anything for a buddy."We sat and drank our drinks. The bar was still empty. It was nice sitting with her, being quiet."Tiffany, can I ask you something?""As long as I don't have to answer, if I don't wanna.""Sure, of course. I was just wondering what the whole routine with the bartenders is everyday."She looked at me and smiled, then leaned close and whispered into my ear, "And what do you think the routine is?"I moved my head around and whispered in her ear, "I think you 'service' the bartenders before you work the lounge. I hope it's for more than free drinks.""It better be for more than a couple a' club sodas. You have to spend money to make money, Mike. Brian gets a blow-job and a hundred dollar bill, every day, so I can work the lounge. On the weekends, the extra bartender gets a b-j, too. It was a good deal, even with the money. Sometimes, bartenders will go for just the head or just the money, but Brian's smart and he's been around too long. My problems started last night. I was busted by hotel security.""The guy in black?""You saw? Yeah, he's the head man and he was on vacation last week, but Brian warned me he's sharp and knows his job. Apparently, he was doing a routine review of some security tapes and saw me enough times here in the lounge and with some clients up in the halls and knew what I was up to.""But you're back here, working.""Yeah, Brian's right, he is smart. What's the benefit to him if he calls the cops? I'm not hurtin' his business in here -- I look good and I act discretely. He just wanted a piece of the action, too. I'm not the only girl working this hotel, and they pay, too."I was having trouble taking deep breaths. "Sex?"She exhaled her smoke and shook her head. "I wish just sex. He got a thousand for the week and then he and his night manager buddy bent me over his desk and... um... had their way with me. Nasty bastards.""Did they hurt you?""No, not hurt. They just liked manhandling and humiliating me, to let me know who was in charge. Now, I have to be in his office every night at seven for a repeat performance, before he goes home to the wife and kids. You know... for a girl that makes her living the way I do, I sure seem to be the one paying a lot of money to men to have sex with them.""Can you afford it, Tiffany?""Well, I've worked cheaper places than this lounge, but the action is good and there's a pretty high level of clients, here. Tips have been good. Yeah, it's been worth it.""But Brian and the Security guy, it sounds like extortion -- blackmail -- to me."Tiffany patted my upper arm, "Relax, Mike, it's just business."People were beginning to come into the lounge. Someone plugged in the juke box. The seats at the bar were beginning to fill up.Tiffany stood up. "No offense, Mike, but I'd like to get a session in before seven. That bastard's messing up my evening routine. See ya soon, Sweetie." And off she went.I stayed for a while, watching Tiffany and wondering how many miles of cock she had sucked and fucked.It took a while -- I don't think the engineers were as aggressive as the doctors -- but Tiffany finally paired off with a guy. I saw him order another drink as Tiffany shook her head as she glanced at her watch -- it was 6:30, already. They sat there and talked a few minutes, and then Tiffany leaned in close and whispered in his ear. He reacted to what she said with a shocked look and then a nod. The two of them rose and made their way to the restroom corridor. I waited a few minutes and followed.As I washed my hands in the men's room, I saw that the happy couple was in the handicap stall. Tiffany was sitting and the client was standing facing her. No doubt from the sound being made by both of them, she was sucking his brains out through his dick. I was still drying my hands under the air dryer when the stall opened and Tiffany casually walked out, flashing me a hundred and two twenties. The client was now parked on the throne trying to catch his breath, and Tiffany would be in time for her seven o'clock appointment.I left the hotel and had a great meal at a little Italian restaurant. I think I had had my fill of the lounge -- I knew what went on there with Tiffany. I went back to my room and fell asleep early.

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Apropos nothing...

"There is nothing wrong with going to bed with someone of your own sex. People should be very free with sex–they should draw the line at goats though."
Singer Elton John sets out his position. Does a chicken count as being above or below the 'goat' line, Elton? Umm...asking for a friend.

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