Chapter 6
The next night, Ruby, Helen and Jennifer, a cheap black-haired hooker, were all standing on the street talking.
"I heard the guy you were with before," Helen said. Her hotel room was right next to Ruby's, and the walls were thin enough to hear moaning and groaning coming through. "He sounded like he must have been hot."
"What are you talking about, girl?" Ruby asked. "That was my moaning."
"Oh," Helen said. She knew now that all the moaning had been put on if it was Ruby's. It was an old whorish trick to make the John think you were loving it. "As a matter of fact, that guy's cock was so tiny and my cunt's been stretched so wide by now, that I had a hard time keeping him in. I'm surprised he could come."
"They'll surprise you all the time," Jennifer said. "I had this asshole come in my hand the second I touched him. We had already settled on payment for a fuck, which was the way things were supposed to go, know what I mean?"
"Sure," Helen said. "Always settle price before you start."
"Right. This guy wanted to get fucked, right? o the fucking asshole comes in my hand and then claims he only owes me for a hand job."
"Fucking asshole," Ruby said, looking around the streets warily.
"That's what I said to him. I said, 'Look, scum bubble, I could have gotten a full fee from someone else-for a fuck. Is it my fault if you can't hold back from coming?' Well, he seemed pretty pissed."
"Yeah, so what happened?"
"He paid me ten for the hand job, but I followed him as soon as I got down. Lucky enough for me that Jimmy was there. He saw that I was pissed, pulled me aside, and then I told him what was happening. He followed the john, then came to me with some money a few minutes later. I wonder where the poor bastard is."
"Probably in some alley with a bloody crotch," Helen said.
As she spoke, Helen noticed that Ruby was more fidgety than usual this night. During the past few nights, she had talked with Ruby more and more about leaving. Ruby had told her exactly why she wanted to leave, and Helen could understand it all. In some ways, Ruby's reasons put a desire to leave inside of her, too.
"It ain't gonna be easy, no matter how cool I try to be," Ruby had said, more than once. "Jimmy could do any fucking thing that he wants to me. He could even kill me."
"The cops would get him," Helen had said.
"Bullshit, baby. The cops could get us, too, only he pays them off. Do you think they'd bother booking him if one of us was killed? It would only be one more of us off the streets for the pigs, and nothing else."
"But ..."
"Look, Mary Mews was going to go to the cops, but she knew it would be stupid. She'd have to confess to what she'd been doing, and that would be as good as slitting her own throat, know what I mean?"
That had been the end of that conversation. However, this night, Ruby seemed to be worse off than ever. Helen wanted to know what was up, desperately, but she knew that she couldn't talk to Ruby about it while Jennifer was there.
That was why Helen was happy when a John approached Jennifer and picked her up.
"I hope this one can keep from coming until he's in my cunt," Jennifer said to the two hookers before walking off with the man.
As they stood under a movie marquee, Ruby pulled out a joint and lit it. Her hands were shaking a little bit as she toked and handed the joint to Helen.
"Do you wanna talk about it, Ruby baby?" Helen asked.
"Nothing to talk about. After tonight, I'm leaving. I've decided. This asshole who's supposed to help me keeps stalling, and I don't got no time to wait. I have a feeling that Jimmy already knows I'm goin', and he's been scarin' livin' shit out of me for the past few days."
"How?"
"Just the way he looks at me. He has an icy stare. I know that he's thinkin' bad things about me when he looks at me. He gave me some pills today and smashed the packet into my hand. There was hatred behind it."
Helen had thought a lot about Jimmy. She had seen his violence streak, but as far as she was concerned, if he only suspected something and didn't know for sure, chances were he'd make no move to attack.
"How are you going to do it?" Helen asked.
"After my last customer, which is the next one," Ruby said, "I'm just gonna leave and never come back. I ain't gonna do somethin' dumb like Mary Mews did. She packed the shit she had here, and that was how Jimmy knew she was splittin' for sure. I'm leavin' my crap, so remember, you're welcome to whatever you want when I go."
Helen smiled at her and touched her hand. She hoped that Ruby would get away okay. She liked the black girl a great deal.
A few minutes later, a tall blond man approached Helen and took her to her room. Ruby lit another joint and opened one more button to show off more tit. If that was the way to bring the men to her, she thought, then I'll do it. Just let me get one more fucking man and then split.
He was happy when a white man with black hair approached her.
"What would you like?" she asked.
"You, baby. I just love chocolate tits, and you look like you've got yourself some huge pair of tits. I love black chicks."
"And what do you love black chicks to do?" she asked.
"Dominate me," he said.
When he said that, she smiled so wide. It had been a long time since a man had come and requested that she dominate him. The last time it had happened, she had loved it. She couldn't think of a more fitting way to fuck for a last time as a New York hooker.
"Come on then," she said. "It's twenty a fuck, if I make you come more than once, it's another twenty, got it?"
Ruby figured that even if she ended up jerking him off, it was worth it to make him pay twenty because of all the extras she was going to throw in. When he agreed, she turned and started to walk up the rickety flight of stairs.
As she passed Helen's room, she heard the blonde hooker moaning. Ruby knew a phony moan when she heard one, and she had to cover her mouth to keep from laughing.
She opened the door to her room and pushed the man inside. He fell to his knees, and as she slammed the door, she lifted her foot up and placed her high boot on his shoulder, moving the toe part right next to his mouth.
"Now, white man, you can begin by licking my boot clean. I see a few spots over there. I don't know what it is. Could be mud, could be dog shit. I don't really give a flying fuck. Just lick it."
She saw the way the man was trembling, and she pulled his black hair. As she did, his coat fell open. She could see that he had already pulled his hard-on out of his pants, and he was playing with himself.
She pulled his hand away from his cock and looked at it.
"Nice dick. But don't you lay a fucking hand on it until I tell you, got it? If you lay another hand on it, I'll whip your fucking ass."
She pushed his head down toward her boot, and was quite happy when he stuck his tongue out and started to lick it. She saw him licking away all the dirt, and she could feel her pussy spasming lightly.
She loved to have control over a man like this.
He licked her boot all over, and she was getting so lost in it that she didn't even see him moving his hand to his cock again.
However, when he started to moan rather loud, sounding like he was almost on the point of orgasm, she looked down at his cock.
She pulled her boot off his shoulder, then smashed her hand across his face.
"I told you not to touch yourself, you white asshole," she said. She was walking toward her small, half-empty closet. The whip was lying on the floor, right where she had thrown it after the last time. "Now you're going to get the punishment that I promised you. One that you won't forget."
His cock pulsed when she said that, and she knew he loved the idea of it.
"Now stand up and strip off all your clothing, got it?" she asked, and she lashed the whip out at his groin, missing his hard cock by inches.
The white John stood up; and as he did, she opened her coat. She opened the top few buttons of her dress, then let it slide down to the floor. She stood in front of him in only her panties and bra.
When he was completely naked, she commanded him to lie face forward on the bed. She looked at his two rounded ass cheeks, and the thin line of black hair in his ass crack. She aimed the whip for those black hairs as she lashed it out at him the first time. She hit him hard enough to leave a red line on his buttock.
As she started to whip him more and more, she noticed that he was moving his hand back down to his cock and attempting to jerk off once again.
He was doing it, obviously, because he was getting off on the punishment. He was being punished for jerking off, and as long as he continued to do so, the punishment would continue as well.
When Ruby saw his buttocks starting to flex, she commanded him to roll over. She saw a few drops of come at the tip of his hard cock, and she whipped his hand so hard that he had to pull it away.
She was glad that she hadn't hit his cock that time, however, for there was so much force behind the whip that she sliced his hand.
Still, he didn't seem to mind at all.
Ruby started to think. She knew that humiliation was part of domination. This man loved to be whipped, so he loved to be humiliated. She decided that she was going to humiliate him more than he had ever dreamed possible.
She bent down and lifted up her dress. Then she threw it over to him.
"Put that on baby, and show me how you look in a dress."
His jaw fell open. His eyes bulged with fright and shame.
"Hey, just what the hell do you think you're doing?" he asked. "I ain't no fag who likes to dress in drag."
"I didn't think you were," she said, whipping his right nipple. "But that don't change things at all. I want to see how you look in my dress. Now put the fucking thing on right now, do you understand?"
Her voice was so cold and commanding, that he did as she said.
He stood up and then slid the dress over his head. He slid his arms into the sleeves and then pulled it down.
Ruby loved the way his hard-on stuck out in the front. She moved her hand there and started to squeeze his cock head.
"Get down on your fucking knees now, woman, and lick my pussy," Ruby commanded.
When the man made no attempt to get on his knees, she placed her large hands on his shoulders and forced him down so hard that she was sure he'd hurt his knee caps. But she didn't give a shit. This was all part of something that he wanted.
She pulled her panties down below her pussy lips, then grabbed his hair and pulled his head right over to her cunt. At first, he didn't make any kind of attempt to lick her, but she just held him there. She could hear him gagging as she thrust her cunt back and forth against his mouth.
He was breathing and tasting nothing but her pussy, and she knew that after a few seconds he was going to stick his tongue out.
It took a longer time than she had imagined for him to start licking her, and in the interim before he did, she whipped his back a few times and commanded him to start.
When he did, she told him that she wanted him to lick her deeper and harder, and that gave her the opportunity to whip him a few more times.
Meanwhile, she was keeping her eye on the bulge under her dress. He had his hands by his side, and she wanted to make sure that he wasn't going to try and touch himself. On occasion, he made a move to stroke his cock, and when he did, she whipped his hand.
She could feel her pussy starting to spasm hard, and when she began to come, she saw the way her cunt juices dripped all over his chin. She wanted to laugh, but decided not to for he might lose his hard-on.
She waited until he licked her dry and then pulled her pussy away.
"I want to fuck you," the man said to her, licking his lips.
"What the hell did you say?" Ruby asked.
She was getting off on this thing more than she had in a long time.
"I said that I want to fuck that pussy of yours. Let me fuck you."
"Jesus Christ, who the fuck do you think you are using that disgusting language with me?" she screamed. "Just who the fuck do you think you are?"
She started to whip him across the chest, and even though the front of her dress was covering his chest, she was lashing him hard enough so that it really hurt him underneath. She could tell by the look on his face.
"Perhaps I want to fuck you," she said to him.
"I don't know what you mean," he said.
She shoved him back on the bed, then rolled on over on his stomach.
She pulled the dress up in the back and ran the whip handle over his asshole.
"Well, you're dressed like a girl now, only you still don't got any cunt for me to fuck," Ruby said. "The only thing I can think of doing is fucking that asshole of yours. It's the closest thing to a cunt."
With those words, she spread his ass cheeks wide and then rammed the whip handle into his asshole. She saw the way he buried his head in the pillow to muffle his screams. Still, she knew he was getting off on it, for the handle had not been in his ass more than a minute when he started to thrust his ass up and down off the bed.
She rolled him over so that his ass was hanging off the bed. That way, she could still maneuver the whip in his asshole.
"I'm gonna fuck you now, baby," she said to him. "I'm gonna ride that dick of yours and bring you off better than anyone else ever has."
She spread her legs and climbed onto his cock. She could feel him pulsating hard as she moved her wet pussy all the way down his shaft. He moved one hand to her tits and started to pull the bra below them.
Then he started to finger her nipples and lick his lips at the same time.
"Oh, what a nice tight cunt," he moaned, and as he did, she twisted the handle in his asshole a little. His cock throbbed more.
"Yeah," she said, talking about his asshole. "You got a nice, tight cunt."
He looked so humiliated when she said that, but she knew it had worked for her. For the minute she said it, he started to shoot his come right into her pussy. She could feel his cock pulsating so hard that it was actually stretching her stretched out whore's pussy, and that was one indication of the intensity of his orgasm.
She started to moan as he filled her, for she could feel herself coming again. Her cunt cream dripped down the length of his shooting cock, and when he started to go limp she pulled the whip handle out of his asshole.
Then she fell forward on top of him and kissed him on the lips. As she did, she felt his cock fall out of her pussy. She moved her hand down to it and squeezed it.
"Nice dick," she said. "Are you thinking of trying for two?"
If he wasn't, she told herself, she was going to get him dressed and out. If he was, then she could afford to spend some more time with him; waiting for him to get it up again. When he moaned and told her he would, she was happy.
She started to slide down his legs, then fell to her knees between them. She moved her thick black lips to his cock and started sucking him.
As she did, she thought about Jimmy and the way he had always praised her thick lips, especially when she was sucking him.
She knew for a fact that he had let her suck him more than most of the other girls, just from talking with them. Jimmy always used his cock to appease his girls. Maybe, she thought, that's one of the reasons why I want to go. She was so used to his cock that it was nothing special to her anymore.
When she was pissed at him and he pulled out his dick to fuck her and calm her down, it just didn't work like it used to.
As she sucked on the white man's cock, she could feel it starting to stiffen in her mouth. She pulled on his balls a little, then heard him starting to moan steadily. She could feel his cock pulsating in her mouth soon.
As it did, she tried to pull her head away.
However, the man was holding her head down there by this time, and he was starting to fuck her face hard and fast. She knew that he wanted to come, and the only thing she thought about was the money.
If she could get him into her cunt again, she could charge him an extra ten. However, if he came in her mouth, she would be losing ten.
She had no choice, she discovered, for when she started to hit his chest with her fists, it only made him more persistent. He had strong hands, and he had such a tight grip on her head that there was no way she could pull her mouth up.
When Ruby felt him starting to come, she savored the come on her tongue.
It was the first time she had done something like that in the longest time, but she was doing it for a reason.
He was her last john, she had decided. This was it as far as her New York profession went. After she left, she was going back to Patty's, packing her shit, then taking a cab to the airport. She hadn't made a reservation, but she was planning to take the next plane to California.
Ruby had no idea what she would do there. However, her sister was still there and she figured she could stay with her sister for a short time. She had even contemplated going back to whoring, out on the Coast.
However, she had decided that it was going to be her last alternative. She was first going to make up a phony resume and then try and get some kind of normal job.
So this mouthful of come meant a lot to her.
She squeezed his balls and sucked him dry. When he was finished, she lifted her head up and looked at the pleased expression on his face.
"Wow," he said, "I've been with whores before, but I've never been with one who went into it with as much enthusiasm as you did."
"We try to please," she said. "Anyway, I have a special reason for attacking you like that, but you don't want to hear it."
"I'd like to," he said.
She was thinking about telling him that it was her last time, but she decided that she'd better not. Chances were, Jimmy had seen them going up together, and if Jimmy was waiting downstairs when the John left, he might decide to question the man.
"It's my lover's birthday," she said, telling him the first thing that popped into her head. "You're my last for the night, and now I know that I can go home and make mad passionate love to the person I really dig."
"It seemed pretty passionate just now," he said.
"Oh, baby, it was. You brought out a lot in me," Ruby said.
As she spoke, the man sat up and started to pull her dress off. She saw how much trouble he was having, but made no attempt to help her.
He started to put on his own clothes, and as he did, he reached into his wallet and pulled out some bills.
He gave her sixty dollars. Ruby was about to tell him that he had given her too much, but she decided it was better to keep her mouth closed. She adjusted her bra and then stuffed the money in one cup.
As he stood near the door, he turned to say one last thing.
"You're the first girl who ever did something like this to me. I did like it. I hope I see you around more. Do you usually hang out here?"
"Yeah," she said, "usually. But I don't think you'll see me hanging around too much longer, if you want to know the truth. I'd look for someone else to do what you want. We can all do it. See you around."
The man closed the door behind him as he left.
As soon as he did, Ruby reached into her bra and pulled out ten dollars. She knew that was Jimmy's cut, and she wanted to have it out so he couldn't see the stack of bills she had on her.
She looked around the room. The bed was a mess, but she decided to leave it the way it was. There was no sense in making it, especially when she wasn't ever planning to use it again. No sense at all.
She bent down and started to pull on her dress. However, as she did, she noticed that it was ripped in a few places, particularly under the arms. The man had obviously been too broad shouldered to fit into the dress without ripping it.
"Fucking shit," she said, throwing it back on the floor.
She walked over to the closet and opened it. As she looked through the few dresses hanging there, she couldn't decide which one she wanted more. They all looked so nice, as most of her whoring clothes were.
Ruby suddenly had an idea. She pulled down three of her favorite dresses and started to put them on, one on top of the other. She put on her sheerest dress first, the one that showed her naked shoulders. Then she put another one on over it, then the third.
When she looked at herself in the mirror, she thought she looked kind of bulky. Still, she was sure that it wouldn't be noticeable at all, and when she put her coat on over the dresses, she was even more pleased.
You couldn't tell a thing, she decided.
She walked to the door of her room, but right before she opened it, she looked back at the room and the bed.
She thought about all those men she had fucked on the bed, much more than she wished to remember. She had been in practically every position imaginable on that bed. She had been tied to the bed at least ten times in her few years.
More than two thousand men had come on that bed, because of the things that she had done. Since the bed was unmade, she could see how filthy and stained with come the sheets were then. It disgusted her.
"Well, room," she said, smiling so that her big white teeth sparkled, "you and I are goin' our separate ways. I'm movin' on, and you're gonna still be here. I imagine that some other hooker will move in here, so you won't be lonely too long. You'll start smellin' of sweat and come again, soon. So don't you worry, room. Jimmy'll make sure that you ain't alone too long."
She placed her hand on the doorknob and opened the door.
As it opened, she gasped. Jimmy was leaning against the frame of the door, and he had an evil look on his face.
"I was waiting for you to come down," he said to her. "You were taking one hell of a long time though, baby, so I thought I'd come up."
"Yeah, well, here's your money," she said, slipping the ten into his hand. "But I'm finished for the night though, and I'm in a rush. I have a date."
She tried to push past him, but he suddenly moved his hand to her stomach and pushed her back into the room. Then he stepped in and slammed the door behind him.
"We've gotta talk, Ruby," he said, "so you ain't goin' nowhere."