Chapter 6
Ron Crawford laughed out loud when Connie told him of her session with his brother. He wasn't shocked. He wasn't jealous. He was just amused. Phil was a phony, he said. He was the kind of guy who would never admit he wanted to fuck the teenaged babysitter, but if he had the chance, he certainly would do it. The guy was a fake.
Connie had to agree. Phil Crawford was as phony as they come. She saw that now. Her crush on him was over. It was as though she'd woken up from a girlish dream. Now she was a mature adult, and not a child anymore. She saw people for what they were, not for what she wanted them to be.
She was sitting with Ron in the dimly lit restaurant of his hotel. They'd just finished the most expensive dinner Connie had ever eaten, and now she was sipping her third glass of wine and bringing him up to date on her activities. She was going to stay overnight with him in his suite, and this made her feel even more adult. She'd never spent a full night with anyone before.
It had been quite an afternoon. Ron had taken her shopping, and bought her a low-cut black evening dress. He'd also bought her a lacy, black garter belt and a pair of matching, sheer, black stockings. He refused to let her wear a bra or panties with the outfit, and now she sat beside him in the restaurant feeling half-naked. It was a good thing they had a cozy private booth, she thought.
The dress was really something. It was cut so low that her tits kept threatening to fall out. The outer rings of her areolas peeked into the open each time she moved. There was a slit up the side of the dress that went so high her naked thigh was visible above the top of her black stocking. There was an occasional flash of black garter for anyone who took the trouble to look.
And lots of people did. As the waiter escorted them to their booth, Connie saw several jaws drop in amazement. She knew Ron had dressed her up like a whore for this very purpose, so he could parade her about as his property. But she didn't mind. The attention was very flattering and made her feel like a real woman.
She had her lovely blonde hair piled up on one side of her head again. And she'd applied the gobs of make-up that made her look like a teenaged whore. Her lips were shiny and wet with red gloss. Her eyes were coated with deep-blue shadow. She didn't look any older, strangely enough. She just looked more sluttish.
Ron gazed at her hungrily. He was going to have her to himself all night long. He would be able to do anything he liked with her. The thought sent a quiver through his cock and balls. And quickly he slid a hand inside the slit of her dress and stroked his fingers up the length of her thigh. Her sheer stocking was dry and electric to his touch.
"Mr. Crawford! What are you doing?" Connie laughed. "Someone will see!"
"Who cares? At the prices we're paying for this dinner, they should let us fuck on the table if we want to. Doesn't it feel nice? Aren't you glad you're not wearing any panties?"
"Mr. Crawford, you're terrible. You really are a dirty, dirty old man."
He ran his hand over the dry, sheer material of her black stocking, then traced his fingers up the taut length of her garter. He felt the tight garter belt stretched across her belly and began working his way down the other suspender. He loved the feel of the lewd underwear against her ripe teenaged skin.
"Fuck, I always dreamed I'd get a sweet teenaged slut to dress up in garter belt and stockings for me. You're a dream come true, little girl."
Connie squirmed in her seat. She wondered if the waiters, or other diners could tell what was going on. They were fairly private in their booth, and the lights were low, but still. Suddenly she gasped out loud. Mr. Crawford had slid a finger into her pussy and was circling it about inside her.
"Mr. Crawford!" she hissed. "People will see us! Ooooooh!"
He probed the finger deeper, and Connie spread her legs wide in spite of herself. It really was exciting, she thought, to be doing dirty things in public like this. But what if they were caught? She raised her ass up off her seat slightly, allowing his finger to go even deeper.
"Know what I'm going to do to you later, in the hotel room?" he grunted, slipping a second finger up her cunt.
"What are you going to do to me?" she panted. Her pussy was juicing, she realized. It was soiling his hand with sex-slime.
"I'm going to shove my cock into every hole you've got, little girl. I'm going to fuck your cunt, and your mouth, and then I'm going to shove my twelve-inch prick up your sweet little asshole."
Connie whimpered softly, scarcely believing her ears. She had to bite her bottom lip to keep from crying out with pleasure. Then she saw the waiter approach and she felt something close to panic. She gripped Ron's arm anxiously.
He pulled his hand from her pussy just in time. The waiter stood smiling down at them, asking if everything was satisfactory. If he had noticed anything, he didn't let on. But Connie couldn't look him in the eye, She blushed prettily and stared at the table cloth.
"Would the young lady like some dessert?" the waiter urged. "Some ice cream perhaps?"
"No thanks," Ron replied for her. "I've got a special treat I'm going to give her myself later."
And as soon as the waiter left he grinned wickedly at Connie and told her the only cream she'd be eating was the cream from his cock, and she'd have more than her fill of that before the night was over. Then he grabbed her hand and pulled it into his crotch. He forced her to feel the warm bulge of his cock and balls.
"Unzip me. Take out my cock and jerk me off," he ordered. There was a slightly strained tone to his voice.
"Right here? In the restaurant?" Connie gasped. "Mr. Crawford, you can't be serious!"
Just to show her how serious he was, he unzipped his own fly and thrust her hand inside his pants. He was wearing no underwear, and her fingers closed automatically around his thick prick. She struggled gamely to pull it into the open. It was so amazingly big.
"That's it. Pump it up and down," he encouraged. And he watched as she hauled his giant prick out and began slowly yanking on it with her slender fingers. She was staring around the restaurant nervously.
"What if you cum? Your stuff will hit the ceiling."
"I won't cum. I'm saving that for you later. I'm going to cum in your mouth. Or up your cunt. Or up your ass. Or all three. I haven't decided yet."
Again Connie blushed prettily. It was funny, she thought, how she could still sometimes feel like a little girl around Ron. With Phil, and with Daryl, she was the aggressor, confident and in control. But with Ron it was different. She never knew what dirty notion he would think up next. Now, for instance, she was jerking him off under the table in an expensive restaurant, with people all around. She was masturbating a man thirty years older than she was, in a public place.
"You're very naughty, Mr. Crawford, to make me do this here." She pouted prettily.
"Do what?" He grinned, wanting to hear her say the words. "What am I making you do?"
"You know. Jerk you off. If someone sees, they'll throw me out."
"If someone sees, they'll line up for their turn. But if you think this is kinky, wait till I get you out of here. Have you ever sucked cock in an elevator?"
Connie stopped pumping his prick and gazed at him. She wondered if he could be serious. Within five minutes she found out. He packed his huge cock away in his pants, paid the bill, and then for the next half hour they rode the hotel elevator together, taking turns performing dirty sex acts on each other.
First he stood beside and slightly behind her as the elevator rose to the top floors. For the entire ride his hand was down between her ass-cheeks and his middle finger was up her cunt. Connie smiled pleasantly as people entered and left the car, all the time squirming as Ron's finger poked about deep inside her.
For a few minutes at a time the elevator was empty but for the two of them. That's when Ron dropped to his knees, raised her dress, and sucked and ate her bald cunt between the taut elastic of her black garters. When the car stopped to let people on, he quickly stood up and looked respectable.
He made Connie get on her knees and suck his cock between floors. She ran her pretty mouth up and down on his blazing hard-on, keeping one eye on the door. She barely had time to spit out his cock and stand up on one occasion, before an elderly couple strode into the car.
She was sure they would get caught eventually. And she wondered what she'd do if she were there on her knees when the next group of people came into the elevator. It would be hard to act casual if she had a nine-inch cock in her mouth. And so finally she gazed up at Ron and pleaded with him.
"Take me to your room. Do all those dirty things to me that you promised. I'll let you do anything. Even, you know, fuck me up the ass. And you can cum in my face again if you want to."
He took pity on her. And within minutes they were alone inside his hotel suite. As soon as the door was closed he crushed her to him, feeling her huge swelling tits mashing against his chest. He grabbed her ass-cheeks and mauled them harshly. Then at last he slipped the straps of her dress off her shoulders and let it fall to the floor.
"Get on the bed on your hands and knees," he said, unbuttoning his shirt. "Stick that pretty little ass high in the air for me."
Feeling very much a little girl again, Connie strode to the bed wearing nothing but her black garter belt and stockings. She did as he instructed, laying her head on the pillow and sticking her tight little ass into the air. The black straps of her garters arced over the trim cheeks and dug into her firm flesh.
"Perfect. What a gorgeous little ass," he grunted. He was completely naked already, and the monstrous spike of his prick jutted out a foot in front of him. As he moved to the bed the cock-shaft bounced up and down.
"Will it hurt?" she whispered. "Will it hurt when you fuck me up the ass?"
"Just relax and you won't feel a thing," he reassured her. "Ass-fucking is like anything else. It just takes getting used to. Spread your legs."
Connie wished she could relax, but the sight of his huge cock was scary. She couldn't imagine it stuffed all the way up her ass. She closed her eyes and braced herself against the pillow. She tried to think of other things, but it was just impossible.
She had her thighs spread wide apart and her cunt had cracked open like a wet, rubbery mouth. He could see her clit, and the pink inner folds of pussy-skin quite clearly. It all glistened wetly, a result of all the finger-fucking earlier. He came up on his knees behind her and nosed his cock-head all over the gaping cunt. Then he eased his cock inside her.
"I thought you were going to fuck me up the ass?" she groaned, feeling his great stiff cock bulling deep up her cunt.
"Be patient, little girl," he soothed. "Let's get my cock good and oily with your cunt-juice. Then it'll slide up your ass real easy."
Connie sighed into her pillow. God, his cock felt good inside her. He was shoving it in all the way, and soon she felt his pubic hair against her ass-cheeks. His cock-head seemed to be buried far up in her belly somewhere. She shifted about on the bed and her big dangling tits grazed the coverlet. Her erect nipples were on fire.
He began fucking her gently, driving his cock in and out with easy strokes. The shaft grew wetter and more greasy as it churned through all the cunt-sap she was producing. He planted both hands on her ass-cheeks and pried them apart. The perfect round bud of her asshole was clearly visible. It winked up at him invitingly.
"Here goes, baby," he warned, after another minute of straight fucking. "Just relax and enjoy."
He withdrew his dripping prick from her cunt and quickly slotted the purple cock-head onto her asshole. Then, before she could protest, he was pressing forward and down, drilling his cock into the puckered ring of her ass. She began to groan softly, then to whimper. Her fingers clutched at the coverlet and she bit at her bottom lip.
"It's so big! Your cock's so big and thick!" she moaned. "It won't go! It'll hurt me!"
"Just relax," he grunted, still applying pressure. "It'll go! Don't resist. Spread your legs wider."
"Nnnnn!" Connie whimpered. "It won't go! It's too big! It'll split me in half!"
"I'm not going to stop till every last inch of my cock is buried up your ass to the balls," he warned, his voice harsh. "So you'd better get used to the idea. It'll go. The fucking cock-head is inside already."
It was true. The ugly purple head of his cock had disappeared inside her and the circle of her asshole was stretched grossly around the monster cock-shaft just below the flange. He pressed farther, and her ass-cheeks warped out of shape around the bulk of his thick prick. Two, three, four inches of cock slid up her asshole as he moved forward.
"Nnnnnn! So big! So big and hard!" she croaked, her mind reeling. She could still scarcely believe she was letting him do this to her.
"It's going in, baby! So smooth! So easy!" He grunted. He forced her ass-cheeks apart cruelly and watched another four inches of cock-meat bull up her ass.
Connie began a series of little whimpers into her pillow. She felt so weird. His cock wasn't hurting her. In fact it felt kind of nice. But it felt so strange. For no reason at all she thought of her parents. What would they say if they could see her now, decked out in black garter belt and stockings, letting a man old enough to be her father fuck her up the ass?
"All the way, baby! All the way up your sweet little ass!" Ron growled. And he watched as the final few inches of hard cock-meat disappeared up her ass. Once the last inch vanished and his crotch hair pressed onto her ass-cheeks, he rested. He held onto her garter belt tightly.
He began fucking her viciously, driving his cock back and forth up her ass as if his life depended on it. The prick-shaft slid in and out quite easily, considering how tight she was. His balls slapped onto her upturned cunt and sent shivers through her. Her whole body shuddered with the force of his thrusts. She felt like she had something monstrous inside her.
"How does it feel, little girl?" he panted. "My twelve-inch cock feel good up your tight asshole?"
"Oh God. Oh God!" In spite of herself she reached a hand beneath her and began poking her fingers about in her cunt. She felt faint with pleasure.
He leaned his body low over her, till his chest grazed her shoulder blades. And he slid his hands under her and scooped up her big quivering tits. He squeezed them crazily as he pumped his ass up and down. His balls grew heavy and swollen against her cunt. He knew he wouldn't be able to last very long.
He'd had a hard-on for the better part of an hour, after all. She'd jerked his cock in the restaurant and sucked it in the elevator. His load was ready for dumping. Still, he tried to make it last. He buried his face in her sweet-smelling blonde hair and breathed in the teenaged freshness of her.
"Are you going to cum? Are you going to cum up my ass?" she asked, sensing what was happening to him. Her voice was shaky as he rammed his cock deep inside her again and again.
"Yeah baby. And here it comes," he groaned. He began pistoning his ass up and down so fast it was just a blur.
Connie felt him stiffen on top of her, and then shudder. And suddenly she felt the warm flooding sensation deep up her ass. He was cumming, she knew. He was spurting his hot sticky cum up her asshole. It was the strangest feeling she'd ever had. It was like someone had stuffed a fizzing pop bottle up her ass.
"Feel it, baby! Feel it!" he grunted. He spurted out jet after jet of sizzling cock-cream up her ass. He couldn't stop it. The sperm jetted out in quarts.
He buried his cock up her ass again and again, and time after time it exploded, drenching her asshole with cum. It went on for ages. Till Connie began to think it wouldn't stop. But then he pulled his still-stiff cock out eventually and pressed it like a log between her pretty ass-cheeks. It oozed the rest of his semen into the small of her back, soiling her garter belt.
"What a sweet fucking asshole," he groaned, completely drained. "And this is just the beginning, baby. We've got all night to plug up your other holes with cock. You ready for that? You ready to have your cunt and mouth fucked?"
"Yes! Oh yes! Oh God!" Connie moaned hopelessly.