Chapter 8
Millie and Steve had run all the way to Judy's apartment. Steve still couldn't believe that what Millie had told him was true. Of course he'd known all about Dan's affair with that waitress, but Dan had instigated all those new rules right after that. It was hard to believe that Dan was going to fuck Judy.
"Are you sure?" Steve asked in a whisper, ducking low under Judy's living room window. "He told me he was going to fire her."
"I'm positive," Millie said softly. "Just watch, Steve. Dan's going to fuck Judy. I just needed a witness to this whole thing. I don't want the poor girl fired just because Dan is jealous."
"She won't get fired if what you're saying is true," Steve promised. "And those damn rules are going to be changed too. Dan can't have one set of rules for the rest of us and another for him."
Steve and Millie cautiously raised their heads above Judy's window sill. They peered in the crack in the drapes and Millie giggled triumphantly. There they were! Dan and Judy were on the floor as planned, and Dan was driving his hard cock into the pretty, blonde waitress's pussy!
They watched in silence for a few minutes, lost in their own thoughts. Then Millie felt Steve's fingers reach out for her.
"Take off those pants," he ordered. "Jesus, Millie! Watching them fuck is making me horny!"
Millie slipped off her panties and dropped them to the ground. Then she sighed lustily as Steve's fingers plunged into the juicy hot wetness of her pussy.
"You too," she whispered back. "Let me unzip your pants. We can have real fun watching Dan and Judy."
Steve groaned softly as Millie unzipped his pants and drew out his hard, aching prick. Then he grinned as she wrapped her fingers around his cockshaft and squeezed. What he'd thought would be a wild goose chase was turning out to be a pretty wild evening!
Judy's legs were shaking as she came back into the living room carrying a bottle of lotion in her hand. She gave it to Dan and managed a nervous smile.
"Now I'm going to get you nice and slippery," Dan said, grinning. "I'm going to rub this lotion all over your hot, little ass-hole."
"You do me and I'll do you," Judy offered, pouring out a handful of the glistening lotion and reaching for Dan's big, jerking prick.
"Awwww! That's right, baby," Dan gasped as Judy's fingers wrapped around his prick. The lotion felt cold, and it slipped deliciously over his heated cock, running down his thick prickshaft and dropping onto his heavy balls. Instead of cooling his passion, the cool lotion made him hotter still, and his prick slipped back and forth as Judy squeezed his cock with her teasing fingers.
Dan's cock throbbed wildly. Something about the way Judy was rubbing his cock reminded him of the first time he'd jacked off with some of his older sister's hand lotion. His prick was cool at first and then blazing hot as Judy rubbed her fingers up and down his pulsing cock.
"That's enough," Dan told her, feeling his balls pulse wildly. "Now it's your turn. Get down on your hands and knees and let me spread it all over."
Judy giggled nervously and dropped eagerly to her hands and knees. She was still a little fearful, but she was tremendously excited also. She was so horny she could hardly hold still, and her ass-cheeks quivered wildly as she thrust them up at Dan. She could still feel the skin on her smooth ass flame from the friction of the rug when he was fucking her, and she trembled with lust as Dan began to massage her smooth, silky ass-cheeks.
"Oh, hurry!" Judy moaned, waving slightly as she tried to push her ass-cheeks out against Dan's hands. "Use lots of lotion, Dan. Push your nice, big finger in my ass-hole and get me really hot."
Dan chuckled as he poured out a whole handful of the lotion. Judy had the most perfect ass he'd ever seen. Her twin ass-cheeks were fully rounded, and they shivered and trembled with excitement. There was a hidden valley between the rounded mounds and his finger crept into the cleft, sliding down until he felt the little pulsing mouth of her ass-hole.
"Ooooooh!" Judy squealed, pushing back against his finger. The slippery digit was pushing against her ass-hole and her tiny ass mouth contracted and pulsed, just like her ass-hole was kissing the end of his finger. Her ass-hole sucked, trying to capture his stiff finger and suck it right up her blazing ass tunnel.
"Nice and hot!" Dan groaned, pushing harder and wiggling the tip of his finger lewdly. The lotion made her shuddering ass-hole so slippery that his finger slid right up into her blazing ass channel, and he gasped again as he felt how incredibly hot and tight she was in her virgin ass channel.
"Mmmmm! Feels soooo good!" Judy groaned, shaking her head and letting her long, blonde hair touch the rug in a curtain of gold. "More, Dan! Fuck my ass with your finger. Get me so hot that you can push your hard cock right in!"
"That's it, baby," Dan said, his voice a little shaky. His cock was aching and jerking like crazy, and he knew he'd have to do something with his cock soon. Her ass was really tight but her ass mouth was starting to loosen a little now. He'd be able to get his prick in if he pushed hard enough.
Judy moaned and sighed with lust as Dan fucked his finger in and out of her snapping ass-hole. His finger felt enormous, but her ass being finger-fucked was the most thrilling sensation she'd ever felt. She thought about the size of his prick, and she shivered. His cock was much bigger than his finger. She just hoped that his cock would fit. She wasn't about to back out now, not when she'd finally gotten up the nerve to try ass-fucking.
The nervous, horny blonde took a deep, shuddering breath and forced herself to relax. That was better. If she could just manage to relax, Dan's huge cock would fit up her ass tunnel just fine. She just hoped that she could survive ass-fucking. His finger felt wonderful and his cock should feel much, much better. Dan made her pussy cream and spasm wildly every time his finger hurtled up the squeezing, tight channel of her ass. Even though he wasn't touching her pussy at all, she felt like he was. Every time his finger plunged in her tight ass channel, she felt an answering wave of pleasure in her pussy. It was like her ass tunnel and her pussychannel were connected in some weird, anatomical way. When Dan thrilled the narrow channel of her ass, her pussy went crazy with lust.
"Pleeeeeease!" Judy wailed, unable to wait any longer. "Do it, Dan! Shove your nice, hot cock right up my ass!"
Dan looked down at the tip of his huge, bloated cock. He closed his fingers around the cockshaft and aimed the prickhead at the pulsing, pink ring of Judy's ass-hole. This was going to be great!
"AAAAAHHHH!" Judy screamed as Dan's huge, hard cockhead jammed up against her spasming ass-hole. It was so hot she almost jumped forward to get away from the blazing heat. She felt like he was fucking her with a branding iron.
Dan felt the way Judy's little ass-hole was sucking and fluttering against his sensitive cockhead, and he didn't stop to consider whether he was too big for her or not. He was too horny to even think about that. If his cock didn't slide right in, he'd just push harder until his prick sank all the way in. It would be like popping her cherry, pushing his stiff hard cock up her ass-hole for the first time. She had a virgin ass, and he was going to be the one to invade her ass channel with his hot prick. The thought drove him almost crazy with lusty desire. She'd love ass-fucking once he got his prick in, and he'd prove it to her. But he had to get his cock in before she could truly enjoy ass-fucking.
Judy cried shrilly again and wiggled frantically. She tried to move away as Dan pushed harder and harder. Her ass was beginning to hurt, and now she wished that she'd never asked him to fuck her ass. Her little ass-hole felt stretched and painful. As he pushed harder, her ass hurt even more, but he kept right on pushing. Now the pretty blonde waitress was sure that his cock would never fit in her ass. His prick was much too big, and she was just too small.
"Owwwww!" Judy wailed, letting out a howl of pain. The harder Dan pushed, the more her ass hurt until her sore, little ass-hole was throbbing with heat and pain.
Dan didn't notice the pained expression on Judy's face. He was too intent on shoving his stiff cock to his goal. He felt her pull back, and his big arms reached out and held her securely so she couldn't move. Now she couldn't get away. He was going to spear his hard, jerking cock into her tight, little, pink ass-hole. And nothing she could say or do was going to stop him!
"Noooooo!" Judy wailed, shaking her head back and forth violently. "Nooooo, Dan! It hurts! I don't want to do it after all! Stop! Pleeease!"
Dan heard her desperate pleading, but he wasn't about to stop now. She'd love ass-fucking once she loosened up and let him in her ass. Her ass might hurt a little at first, but a little ass-fucking never killed anyone. He was going to shove his hard prick in her ass-hole if it was the last thing he ever did. Fierce determination made him clamp his arms around her like steel traps and hold her completely still as he pushed forward steadily.
"OOOOWWWWWW!" Judy's wail of pain was louder now. There were tears of pain on the lovely girl's face but Dan wasn't about to stop. His throbbing prickhead was in her ass now, past the deliciously tight quivering muscles of her ass mouth. His cock felt like it was burning, and he was wild with lust as her virgin ass chute nipped and pulsed around the tip of his prick. There was no way he could stop now. He had to bury his prick in Judy's hot, tight ass channel. Just a few more lunges and he'd be in all the way. She wouldn't mind the size of his cock then.
Dan ruthlessly ignored Judy's squeals as he kept on pushing. She had begged him to ass-fuck her in the first place, and he wasn't going to stop now. In just a few seconds his prick would be all the way in, and then the fun could start.
Judy's eyes nearly popped out of her head as Dan fucked forward again. Her sore ass muscles relaxed for an instant, and Dan's thick, hot cock hurtled in all the way, driving forward until she felt his balls smack against her hot ass-cheeks.
"AAAAAGH!" Judy screamed a near-hysterical cry. Her ass chute was flaming with pain. She felt dizzy and weak and tears rolled down her cheeks. His cock was in! Dan had shoved his big prick right up her virgin ass!
Judy was sure she was going to pass out from the pain. Every nerve ending in her body seemed centered in her sore ass tunnel and the pretty blonde moaned weakly as her raped ass-hole began to shudder and stretch. Then there was a new sensation in her body that made the lusty girl begin to wiggle and sigh. She jiggled her ass-cheeks against Dan's body and heat traveled up and down her burning ass tunnel. Her ass was sore, but there was something else too ... a feeling that overrode her soreness and filled her with a new, exciting burst of passion. Now that her ass chute had stretched to accommodate Dan's thick cock, she was beginning to feel better and better.
"Ooooooh!" Judy gasped in delighted surprise. Ass-fucking had been shockingly painful just a moment ago, but now that her virgin ass channel had stretched, it felt good!
"Do it, Dan," Judy gasped, a smile beginning to spread across her face. "Fuck my ass. Push your cock in and out. Show me how good ass-fucking can be!"
Dan drew his cock back a little. His face was red, and there was a line of beaded sweat on his forehead. Now that she'd felt his cock in all the way in her ass, he was sure she'd beg for his prick again. And her little, virgin ass tunnel was loosening up just fine.
"Ooooooh!" Judy wailed, wiggling lustily. "Push your cock in again, Dan. Pleeeease?"
Her shivering, slippery ass-cheeks bounced up against Dan's balls, and he felt a surge of driving lust. He withdrew his stiff cock almost all the way and hurtled into her ass again in a lewd thrust.
"Jesus!" he yelped. "Hot ass, baby! Your ass is even hotter than your pussy!"
Judy rocked back and forth to meet Dan's frantic fucking. She could feel her ass tunnel shudder, and the feeling felt so wonderful she could barely breathe. This was the most exciting fuck of her life, and now she was very glad Dan hadn't stopped when she'd begged him to. If he had stopped, she might never have experienced this searing heat, this stuffed, wonderful feeling that his huge prick in her ass chute gave her.
"Fuck me, Dan!" Judy squealed. "Fuck me harder! Drive your big, hot cock right up in my ass. Give all your prick to me!"
Dan thrust forward again before the words were even out of Judy's mouth. His balls slammed wildly, and his prick plunged in and out with deep, hurtling force. Judy's ass tunnel was squeezing him tighter than any pussy could. His cock felt like a pressurized fire hose as he slammed his prick in and out of her blazing ass-hole. He speared the quivering mouth of her ass and battered her boiling, churning ass channel. This was really a hot fuck!
Dan's cock jerked so violently that he knew his prick was about to burst. No man could stand this kind of fucking for long. Judy's ass chute was so tight and so blazing, the pressure made his balls squirm and tighten in agony.
"AAAAAAGH!" Judy screamed. Her pussy was spasming so hard she almost fainted. Even though Dan's cock was in her ass, not her pussy, every time he drove forward, her pussy convulsed. Her whole body was jolted by delightful, electrical sparks of passion, and the flashes of pleasure were racing through her pussy and ass in a solid wave of crashing excitement. The lust-crazed woman hurtled her ass-cheeks back and forth to meet Dan's burning lunges, and her whole body shook and rippled in ecstasy as the first shattering bursts of orgasm swept through her.
"Aaaaaagh!" Judy squealed, shuddering and sobbing with ecstasy. "I'm cumming! Give me your hot cock now, Dan! Make your prick hose right up my ass!"
Dan felt his cock gripped in a spasm of blazing heat. Judy's ass tunnel was twisting and churning, and the jolts of orgasm that shuddered through her body were just too much for him to bear. His cock stretched out and bloomed against the back of her fiery ass-chute, and his balls started to pump in an agony of glorious release. The sharp bursts of cum slammed against her ass channel like grease on a hot griddle, and Dan let out a howl of lust as his fiery blasts of jizz hurtled out.
"Awwww! I'm hosing up your ass, baby! I'm giving you a hot enema. My cock's pumping your little ass full of cream!"
Dan's cock was pumping so hard he felt like his prick was going to blow up. He could feel the burning jets of cum splatter against the back of her as schute and pound back against his cock. She was filled to overflowing, and the creamy, heated liquid backed out of her slippery, tightly clenched ass-ring and ran down his balls, dripping to the rug in a heated shower.
It seemed like forever, but finally the last drop of cum spurted into Judy's sucking ass-hole. His exhausted cock was completely drained by her hungry ass.
"Good fuck, baby!" Dan sighed, pulling his prick out with a tired groan. "You've got a hot little ass ... the hottest little ass I've ever fucked."
Judy giggled as she heard the kitchen door open. She hoped that Steve and Millie had gotten an eyeful. She had to remember to thank Millie for talking her into fucking with Dan. Ass-fucking had been the most exciting thing in her life.
Dan's head swiveled around as he heard the footsteps but by then it was too late. Millie and Steve were in the doorway, both smiling widely.
"Oh, sorry, Judy!" Millie said with exaggerated politeness. "I didn't know you had company. Hello Mr. Beatty. Fancy meeting you here."
Dan's face was red as he nodded to Millie. He was beginning to suspect that he'd been set up.
"Well, well, Dan," Steve said, smiling. "I'm certainly glad you relaxed your rules about fucking with company employees. That kind of rule never made sense to me anyway. It just meant that people had to sneak around to do what comes naturally."
"Uh, yes." Dan had the grace to grin wryly. "You're right, Steve. It really was a stupid rule. I never should have made it in the first place."
"That's right, Dan," Judy agreed. She stretched languidly and slipped back into her nightgown. She didn't bother to tie the belt. Her rosy nipples poked out in full view as she spoke. "When you first came to the door, you said you had to talk to me. What was that all about?"
"Oh, nothing." Dan began to grin. "I was just going to tell you that you're a damn good waitress and that you had changed my mind about a lot of things."
Judy and Millie exchanged a meaningful glance. "You mean you're not going to fire Judy?" Steve asked, still playing innocent.
"Fire her?" Dan asked with a chuckle. "I should say not! I told you, she changed my mind about a lot of things."
"Wait a minute," Millie interjected. "You mean that it's all right for employees to fuck each other now?"
"S-s-sure," Dan stammered. "I think it's fine ... as long as they don't let it interfere with work, that is."
"I'm not working right now," Millie pointed out. "Are you working, Judy?"
"I'm not working," Judy replied promptly, catching on to Millie's idea.
"I'm not working either," Steve chimed in. "And Dan ... you're through with work for the night, aren't you?"
Dan grinned widely. He started to chuckle as Millie unzipped the back of her uniform and slipped out of it. The sight of her large, bouncy titties was having an effect on his tired cock. His prick was beginning to grow again, plumping up rapidly until his cock was poking out like a pole.
"I'm definitely not working, especially if I'm right about what you've got in mind," he replied.
"Let's have a party then," Millie said, giggling, shedding the last of her clothes. "I want to try a little ass-fucking with Dan. It really turned me on, watching through the window."
"I think we're going to have to change the name of this place," Dan said, chuckling, staring appreciatively at Millie's round, bouncing ass-cheeks.
"From now on it'll be known as 'FUCKER'S CITY,' but only to select employees, of course."