On Saturday, Mr. Caldicott phoned to invite her over once again. He wanted to take a few more photographs of her, he said. Not many, just enough to fill out his collection. Of course he would pay her three times her normal babysitting fee, just as he'd done the first time. And he would have some special presents for her, in addition.
Stacy seriously considered refusing.
Whenever she saw Mr. Caldicott, he always abused her in some way. If he didn't jack off all over her tits, he squirted cum all over her face. He didn't seem at all interested in fucking her properly. Why should she put up with that shit any longer? Her dirty fuck-session with Mr. Hudson in his car had given her enough confidence now to go out and find more normal sex partners.
But then she had second thoughts. She fell like she owed Mr. Caldicott, in a way. He'd been the first man to release her sexual urges and teach her that she didn't have to feel guilty about them. And in addition, he'd paid her enough for her to afford the sexy party dress she'd been wanting for so long. She decided to go see him. Maybe it would be the last time…
He welcomed her warmly and beamed with pleasure as she showed off her new dress. It was a slinky black evening affair with a plunging neckline, and it wasn't at all proper for afternoon wear. But Stacy couldn't resist modeling it. She wanted him to see what his money had helped buy. And she wanted a male reaction to her first really adult party dress.
"It's beautiful," he praised, as she twirled around in front of him. "I love the way it shows off your big tits. And I have something extra that will go with perfectly. These are the little presents I told you about. Go try them on. I won't peek."
He handed her a small package, and Stacy rushed over to the bed and opened it up. But it took her some time to figure out what the lacy items inside really were. They were underthings, obviously – but a kind that she'd never seen before.
There was a bra, but it didn't seem to have any proper cups. And there was a lacy black belt of some kind with frilly elastic lassies dangling from it.
"It's a garter belt, you silly little bitch," he said, seeing her confusion. "Put it around your waist and attach the stockings to it. Hurry up. I really want to see you in this stuff." Still, she hesitated. But then she shrugged her shoulders and slipped out of her dress quickly.
She eased her panties and hose off and then looped the black lace belt around her waist. She sat on the bed and drew the matching black stockings up her legs. It took her a moment or so, but finally she managed to clip the dangling elastic garters to the stocking tops. She stood up.
"Perfect. Now the bra," he instructed, watching her from across the room.
His cock began to twitch in his pants as he watched the sweet teenager dressing herself up in such lewd items.
She harnessed her big tits into the bra and clasped it in back. But the cups were so small that her tits were completely visible over their tops. Not only that, but the weird item forced her fits up and out grossly, so that they appeared even bigger than they were. Stacy blushed with embarrassment. She felt cheap and sleazy, like a hooker or something.
"Mr. Caldicott, this stuff is gross." She pouted. "I'm not covered at all. Aren't there any panties or anything?"
"No," he said simply, coming closer to her.
He couldn't believe how incredibly erotic she looked. It was the weird contrast that did it. Her face was a sweet and innocent as a child's, yet her body was as arousing as a porno star's.
He forced her to turn around in front of him and then strike a few poses on the bed. He especially wanted to see her on her hands and knees, with her ass reared high into the air. He said he loved the way her black garters dug into her flesh as they stretched over her ass cheeks.
The sight of her cunt and asshole tilted up for him made his prick twitch even more in his pants.
"There are a few things still missing," he said at last. And to Stacy's amazement he produced a make-up kit that he obviously kept around for times like these.
He made her sit up on the bed while he applied a thick sheen of bright-red lipstick to her mouth. Then he expertly daubed inky blue shadow over her eyes as far as her eyebrows. He'd had a lot of practice at this, it appeared.
When he showed her the result in a hand mirror, she was shocked at how well done the make-up was. "I look like a teenaged hooker!" she complained, smiling slightly.
"That's just how I want you to look," he said. "Fuck, you look good! Get on your hands and knees again. Stick your pretty ass up in the air!"
Stacy giggled and did as she was told. She felt a bit silly, made up and dressed up this way. But if it turned him on so much, she wasn't going to complain. Would he fuck her now, at last, she wondered. He sure seemed more excited than usual. And he hadn't even bothered to take hold of a camera yet. He was breathing heavily behind her. She wiggled her pretty ass for him and spread her legs wide, letting him see the furry groove of her pussy.
"Aren't you going to take any pictures, Mr. Caldicott?" she teased, glancing at him over ha shoulder. "I thought you wanted me to model for more dirty pictures." "That can wait," he growled.
And suddenly he was unzipping his pants and stepping from them. He tossed his shirt aside and climbed on the bed in back of her, completely naked.
Stacy only caught a quick glimpse of his cock, but it was already jutting out in front of him like a steel bar. Her heart skipped a beat. It looked like this was it at last. She was finally going to get fucked by Mr. Caldicott's huge prick.
"Yes, Mr. Caldicott! I've waited for this so long!" she purred. "But you'll have to go slowly. I don't think I'm wet enough yet."
"Baby, you don't have to worry about that," he grunted. "Not where my cock's going this time."
He was kneeling behind her on the bed. And from somewhere he produced a small tube of jelly. He smeared a fingerful between her tight ass cheeks, right onto the puckered ring of her asshole.
Then he spread her ass cheeks wide and slotted his cock head into the circle of her asshole. He pressed forward, denting her buns out of shape with his massive cock.
"Mr. Caldicott!" she moaned in discomfort, wondering how a man of his experience could miss her pussy by so far. She reached between her legs and spread her cunt lips wide with her fingers.
But then, with a lurch of her heart, she realized that he knew exactly where he was putting his cock. He knew exactly what he was doing. He didn't want to shove his prick up her cunt at all. He wanted to fuck it up her ass! He was trying to ram his ten-inch prick up her tight little asshole!
She couldn't believe it. He'd split her in half. He'd kill her.
"Relax, slut," he groaned. "This will hurt me more than it will hurt you. We're going to try a little butt-fucking here, so you'd better get used to the idea. Hold on tight now."
He was applying more and more pressure between her ass cheeks. Stacy felt her knees buckling under her. She clutched a handful of the sheet and tried not to think of the discomfort.
This was too weird for words. It was hard to imagine that it was really happening. There was a word for this, she realized. She'd looked it up in the dictionary once. Sodomy. Mr. Caldicott was going to sodomize her.
"It's going, baby! Feel my cock going up your tight teenage ass!" he gloated.
And sure enough, the puckered ring of Stacy's asshole had stretched and folded down over his purple cock head. He pressed on, forcing one, two, three inches of rigid cock meat after it.
"Ooooh! Ooooh!" Stacy groaned. She felt as though a baseball bat were being shoved up her ass.
"It's too big! Mr. Caldicott, your cock's too big to go up my ass! It hurts!"
"Relax, baby. You'll learn to love it." He leered as he forced another two inches of cock meat up her ass.
Was there no perversion Mr. Caldicott wouldn't stoop to, Stacy wondered. The guy seemed to get off on abusing and humiliating her. Why did he never want to fuck her properly, in bed, with the lights out? All he wanted to do was take dirty pictures of her and spurt cum all over her. And now he wanted to fuck her up the ass. He was fucking crazy. How had she ever gotten involved with him?
"Feel it go, baby! Over halfway there now!" he yelled.
Eight inches of cock were embedded up Stacy's ass, and he was still going.
"Too big! Mr. Caldicott, your cock is way too big!" Stacy whimpered. "You'll split me in half! You'll kill me!"
He was leaning heavily over her back now, reaching under to fondle one huge tit in his hand. And with one last motion, he buried the final two inches of cock meat up her ass. He rested on top of her, all ten inches of his throbbing hard cock locked in her asshole. He'd never felt so good in his whole life.
"You're so tight, baby! So fucking tight!" he groaned. "But you took it all! You got all my ten inches up your sweet little asshole! Do you feel it?"
Did she feet it! Her entire lower body was clogged with cock. She felt bloated with cock meat. She also felt dirty and abused. For some reason, she felt a deep sense of shame. What would her parents say if they could see her now? Or her school friends? Her teachers?
What would Tim say if he could see her beneath Mr. Caldicott, with ten inches of cock up her ass? She began to whimper softly.
"Butt-fucking, baby! Doesn't it feel great?" he growled.
He began to fuck her hard, drilling his cock in and out of her tight ass. Stacy's whole body felt stuffed with cock.
Her face was jammed into her pillow again and again as he fucked into her. She began to cry softly. She wanted him to stop. She wanted this ass-fucking to be over. Never in her whole life had she been so humiliated,
But right at her lowest moment, just when she thought she'd faint with discomfort, a sweet feeling rose up between her legs. At first, she barely noticed it. But it grew stronger and stronger as he fucked her. And soon it was spreading, up her cunt and into her belly. Even her nipples were tingling. She wasn't cumming or anything. But the discomfort was fast disappearing.
"Butt-fucking slut! Cock-sucking whore!" he raved mindlessly.
He humped his hips in and out, fucking Stacy's poor ass steadily. His balls swayed and smacked against her open cunt again and again and again.
"Mr. Caldicott, this is so dirty, so perverted! " she sobbed. "Please stop! Fuck me properly, up my pussy. Please stop now!"
"Not a chance, baby! I've always wanted to butt-fuck a sweet teenage ass, and this is my first chance. Think I'm going to quit when it feels so fucking good? No way!"
He raised himself up off her a little, so that he could watch his huge hard-on disappearing again and again up her asshole. He loved the way her small pale ass cheeks kind of dented inwards each time he shoved forward. It really was amazing, he thought, that he'd gotten all of his big prick up her ass. She was so small and slender around the hips. She probably wasn't built for ass-fucking at all. But he didn't care.
"Tell me how it feels, bitch! Tell me what it's like to have a ten-inch cock stuffed up your tight asshole!" he howled.
"It's so strange! So weird! So dirty!" she groaned. "I feel like I've something really gross shoved up my ass."
"You have, baby! You have!" he laughed. He rammed his cock forward to the hilt up her ass yet again.
Stacy began to cry again. The tears welled up in her eyes and dampened the pillow beneath her head.
Her body was shoved forward and down into the bed again and again by his monster cock. Her tits were squashed beneath her and the nipples were tender and swollen. She wondered how long this would go on. He seemed very, very excited, even more excited than in the past. Maybe he'd cum quicker this time.
He ran his hands up the backs of her thighs as he ass-fucked her, up over the sheer dry material of her black stockings. The sight of her lovely slender legs encased in the black nylon only added to his excitement. And he traced his fingers farther, along the taut straps of her black garters as they stretched over her thighs and ass cheeks. He finally clutched at the rear strap of her garter belt and tugged it up high.
"You'll never know how good this feels," he moaned, slamming his cock up her ass yet again. "You're just so fucking tight, it's amazing!" He played with her garters and stockings some more, pulling them up high off her ass cheeks and letting them snap back harshly.
Stacy winced, but the discomfort was nothing compared to the feeling of his ten-inch prick up her asshole. She let him do as he liked.
She didn't complain when he began to slap her perfect little buns with the flats of his hands. The sound of the smacking only added to the weirdness of the fuck-session.
"Maybe next time I'll spank you right, little girl. What do you say?" he grunted, still fucking her. "Would you like me to take you over my knee and spank this trim little ass of yours?"
He was bringing his palms down harshly now against the curves of both her ass cheeks. Again and again he slapped her ass lightly, but hard enough to bring out red finger marks on the pale tender flesh. And all the time, he ass-fucked her without let-up.
"You didn't answer me, bitch! Would you like to be spanked next time, or what?"
"Whatever you say, Mr. Caldicott. I'll do whatever you want," Stacy moaned.
But deep inside, she was wondering if there'd be a next time. Not if she could help it. Mr. Caldicott was too kinky for her. There was no telling what he might want her to do next time. She had a feeling it might be a lot worse than spanking. "I think I'm gonna cum, baby! I'm gonna shoot my hot jizz up your sweet little asshole! " he howled. "Are you ready for it? Are you ready for an asshole full of hot cum?"
"Mmmmm! Do it! Shoot up my ass!" Stacy groaned, longing for the weird session to be over. "Spurt your cum up my asshole! Do it to me! Oh, fuck!"
Most of her discomfort had disappeared, and the pleasant sensations were spreading in her crotch. But she still wanted this to be over. She doubted she'd ever get used to ass-fucking. Maybe with someone she really liked, if he went slowly and gently. But Mr. Caldicott was anything but slow and gentle. He only thought of himself. And his cock was way too long and thick to be comfortable.
"Feel it shoot, baby! Any second!" he yelled. And he tugged on the rear strap of her garter belt as if he wanted to snap it. He fucked in and out wildly, his own ass flexing and twitching. Then he gave a loud groan and fell heavily on top of her, crushing her deep into the bed. He reached under and clawed at her tits. And he never stopped fucking her. His ass rose and fell and he buried his cock deep up her shit-chute. He shuddered against her.
His prick began spewing out great hot gobs of cum up Stacy's asshole. He buried his fucker to the hilt, and each time it spurted a hot wad of jism. Her asshole was awash with cum, totally plugged with quivering cock cream. The jizz overflowed and dribbled down over her gaping cunt. There were gross wet slurping sounds each time he forced his prick down through all the slimy cum.
"Feels so good, bitch! Fucking great to be cumming up your sweet ass!" he raved, pistoning his hips back and forth. His prick felt like it was being peeled up her tight asshole. But he couldn't stop fucking her.
"Mr. Caldicott! Oh fuck! Please stop!" Stacy cried, her face glistening with tears. "You'll split me in half with your big dick!"
He fucked his hard-on in and out of her ass without let-up, spurting gob after gob of steaming jism up her tight asshole.
He mauled her ass cheeks with one hand now and tugged on her garter belt with the other. It felt so good. He couldn't believe how good it felt to be shooting his cum-load up a sweet teenager's ass. He was learning all about the limits of sex from this innocent little bitch.
But he had a feeling she might hesitate to come back after this. The ass-fucking really seemed to bother her. If he was going to use her and abuse her anymore, he'd have to try some very special persuasion. He'd probably lost her trust for good today, he realized. But it had been worth it.
"So much cum, baby! So much hot cum shot off up your ass!" he groaned.
And after jabbing his cock to the balls up her cummy ass two or three more times, he came to a stop, his balls drained dry. He sank down on top of her again, his huge hard-on still embedded up her ass. And he pressed her small slender body deep into the bed.
Stacy was crying softly into her pillow like a very confused little girl. He nuzzled her ear and waited for his cock to go soft. He wondered if it ever would. This little girl had just taken him for the ride of his life. Ass-fucking would never be the same for him again.