A Creamy Blast from the Past

This is a resubmission. All characters depicted are eighteen years old or over.

*

It was the sort of beautiful Spring day that transcends all description. The sky was crisp and clear and perfectly blue. Calvin didn't take notice of the fresh green grass crunching pleasantly beneath his feet nor the burgeoning trees, with their leaves dancing in the breeze. He trudged out from school during his lunch hour beyond the football field to a secluded wooded area which was their agreed upon meeting place.

Waiting for him there was Serena. She sat at an old picnic table. The paint had long since worn off. Young lovers often carved their initials into the aged wood.

"There's my sweet boy," Serena cooed when she caught sight of him. She persisted in talking down to him like that even though they were both eighteen, the exact same age.

"Hi," Calvin said.

"Have a seat and we'll get started."

Calvin took a step toward the picnic table bench and Serena stopped him with the shake of her head.

"Not there," she said. Serena sat turned facing away from the table with her legs spread a good distance apart. She pointed toward the spot in the grass between her thighs. Calvin got onto his knees there and looked up into her face. She had a pretty one. Full lips, round eyes and a button nose were all framed by long, dark hair that always looked clean and fresh and shimmered in the sunlight.

"I feel bad about making you miss lunch again so I packed you a snack." Serena unbuttoned her jeans and slowly, teasingly unzipped them. She reached in and freed her eight-inch girl pipe. "I hope you're hungry because I've got a big load stored up in here for you."

Calvin wished he were anywhere else. He wished he could stand up to Serena. Through years of bullying she'd ground down his spirit to fight back. Since they'd turned eighteen the bullying had taken on a sexual element. Calvin stared at her massive organ and said nothing. He could feel the heat rising off it as he reached out to touch it. His hand wrapped around her girth midway down the shaft. Serena's eyes shut. A little smile curled at the edges of her lips.

Calvin kissed the fat tip with practiced determination. Serena wasn't satisfied. "Did I tell you to kiss it?" Calvin frowned and she said, "I'm just kidding. You know I love when you kiss it. Do it again."

Calvin touched his lips to the hot, spongy crown. The helmet-shaped head was especially big and fat, even for the overall length of her impressive package. A moan gurgled up from Serena's depths.

"I don't know why you ever resisted sucking dick, Calvin. You've got juicy lips perfect for giving blowies. You should embrace it."

Calvin would have preferred it if she didn't talk at all during this, although he made no protest. He took her tip between his lips and sucked gently on it there. The flared edge of Serena's stiff crown scraped pleasurably across the roof of Calvin's mouth, prompting an eager gasp from the horny t-girl.

Calvin's tongue coated the swollen head in hot saliva. He knew what she wanted by this point and unhappily obliged. His lips slowly began to envelope her thick shaft. Dribbles of salty pre-cum trickled from her piss slit, Calvin swallowed them without a thought.

Serena cradled Calvin's head in her hands. She pet his hair and grabbed him possessively at the back of the neck while his lips sunk lower down her glistening shaft. She liked the way his cheeks bulged indecently around her girthy girl meat. He stroked the bottom half of her shaft in one hand and used the other to rub her plump testicles.

"You're a cock-sucking machine today, Calvin. That velvet tongue and those magic fingers... oohhh... you know just what I like. That's a good boy. You're definitely getting your blow job merit badge if I have anything to say about it!"

Calvin let the teasing and the insults roll off him. To give her pleasure gave him none. He wanted to make her cum quick so that he could dislodge her throbbing prick and lift his knees off the dewy grass. Serena put her hand on Calvin's cheek and felt her own steely shaft through it.

"I've always said you'd make a beautiful girl, Calvin. I've told that to all the girls in our year. Maybe that's why you don't get any dates," she laughed evilly. "I've even picked out a name for you. Angie after your Angelina Jolie lips." Now she laughed merrily.

Calvin might have wanted to spit out her stiff pipe and tell her off in the strongest possible terms, but he didn't. He tried to ignore the stream of commentary coming from her delighted lips and focused instead on bringing her quickly and discreetly to orgasm. Then he could sleepwalk through the rest of the day and get home in front of his computer where he was happiest.

Serena made sure he had no social life to speak of. Other seniors were making cherished high school memories, Calvin just wanted to make it through the day. Serena's bullying had robbed him of the traditional high school experience.

Serena let her eyes close. She shut out everything else around her. The only thing in her world was Calvin's hot, sucking mouth and the sexy slurping sound it made as he serviced her pole. She was nearing her breaking point. Serena's ability to forestall her orgasm was no match for his oral skills.

"Oh... Angie... Angie... that sweet mouth. I can't hold out against your loving tongue. Oh, how you spoil me, Angie," she cooed.

Calvin stepped up his efforts. He accepted another swollen inch of her throbbing shaft into his crammed mouth and wrapped his tongue around the extra length. His lips sealed tightly around her girth. He set her nerves alight with pleasure.

An electric shiver shot down Serena's spine as she exploded in his mouth. Molten hot gushes of tangy girl cum flooded his throat. Calvin suppressed the need to gag and swallowed her powerful ejaculations desperately.

"Get it all, Angie. Swallow that big load! Gulp down every drop. What a darling boy you are."

Serena hadn't been lying when she said she'd stored up a big load for him. Having to swallow it all and do it fast made it feel like gallons. Calvin devoured her seed in huge mouthfuls. His throat and jaw were sore by the time her orgasm had slowed to a drip. He used his tongue to coax free the last few drops from her fat, sated tip.

Calvin cleaned her up afterwards without having to be asked because he knew the drill. He coated her pillar of deflating girl flesh in long, stimulating licks before sinking his head lower and lavishing kisses on Serena's big, hairless balls just the way she liked.

"Can I go now?" Calvin asked, wiping the last trace of her sperm lunch off his lips with the back of his hand.

Serena paused and looked as though she were actually considering his request before saying, "Not yet. Your mouth felt so good on my dick I want to try it on my ass."

Serena grinned broadly as she stood up from the bench and turned away so that her ass was in his face. Calvin glimpsed her testicles through the gap in her thighs as she pulled her jeans and underwear down her big, smooth bottom. The image of Serena's large, girly ass paired with her fat, swinging testicles had looked absurd to him in the beginning. Now it was normal. Calvin sighed, delivering kisses to the bulging butt cheek that was closest to him.

"Pucker up and kiss my hole," she directed him.

Calvin nuzzled his face into her crack and laid his lips against her little, hot asshole. Serena shivered as he kissed her dark, rubbery opening, rolling from the balls of her feet onto her toes. It tickled in the best way possible, causing her legs to twitch and sending a surge through her loins. She loved to make Calvin kiss her there. The touch of his lips to her hole straddled the line between making her feel vulnerable and making her feel powerful.

"Now can I go?" he asked, his face still buried between her plump cheeks.

"I think not. It would be rude of me to let us part before I've let you in on the fun. What I want you to do is to take your cock out and stroke it for me while you continue to kiss my asshole. When you cum we'll be done." Serena emitted a laugh which said that she was very satisfied with herself.

Calvin unhappily undid his pants and took his dick out. He hated to compare himself to Serena's big, swinging girl sausage. He was never going to be able to cum like this, with his head locked in her steamy crack. He usually masturbated while staring at big tits on his computer, now he was being commanded to do it with his mouth attached to his bully's rose hole.

Serena knew he was thinking these things. It was exactly what she wanted him to be thinking. "Come on, Calvin. Stroke it. Kiss my hole while you're giving that cock of yours a good rub! I want you to be touching my asshole, feeling its texture on your tongue, smelling it, seeing it, tasting it, while you jack yourself off. I want to watch you cum while my ass is your whole world!"

Calvin's hand pumped his shaft. His lips applied kiss after kiss to her pulsing anal ring. Quickly he'd become used to the flavor and the odor of her. It wasn't so bad. If it didn't feel so humiliating, his hand flying frantically up and down his shaft, maybe it would have been tolerable. Calvin latched onto that feeling, doing so because he had to if he was ever going to be able to cum.

Calvin pushed everything else away. The humiliation, the bullying. He was doing what Serena wanted, focusing on her ass and her ass alone. Calvin's tongue strummed around her hot ring before plunging vigorously into the tight, rubbery entrance.

"Ohhhhh... uhhhhmmm, mmm," Serena gasped, stumbling forward. She caught the picnic table to steady herself.

Calvin kept up the assault with his orgasm nearing. His tongue struggled against the hot, clutching muscles of her sphincter. A long moan escaped Serena's lips as Calvin's tongue entered her virgin hole. He went as deep as his stiffened tongue was able to and then dipped in and out. Serena looked down and watched his hand speedily rubbing his cock. It looked painfully erect.

What began as a prickle of pleasure grew steadily until Calvin couldn't have contained it even if Serena had ordered him to. A pained grunt issued from Calvin's lips, his sweaty face lodged between her meaty cheeks, as he came from his own stroking hand. The sticky lava erupted in hot jets which landed all over his lower body.

Calvin wasted little time in wrenching his face free from the confines of her sweaty crack and after he had done so Serena pushed him away casually into the grass. Calvin made a big show of wiping his mouth off from her flavor while she pulled up her pants, but it wasn't sufficient to remove the taste of her most private orifice from his tongue.

"You've made me kiss that before I've ever even been kissed a girl," Calvin lamented resentfully.

Serena stood over his body, the sun casting over the features of her face as she cocked her head to the left and considered his words. Calvin blinked and in a flash of sunlight Serena had grabbed him by the collar and pulled him halfway to her. She stooped to meet his stunned face and mashed her lips to his. A few dizzying seconds elapsed before their mouths separated and Serena let Calvin fall back into the grass.

"I can't decide if you taste more like my jizz or my ass," she said, standing proudly over him again, a look of twisted accomplishment on her sun-flecked face.

"I wonder why. Can I go now?"

"You keep asking that you're going to sound like a broken record. One last thing." Serena reached into the pocket of her pants and felt for metal, warmed from the indirect contact with her skin. She retrieved a small pocket knife and flipped the blade up. Cold fear tugged at Calvin's stomach for a moment, but she'd never hurt him like that before and the dread ceased as quickly as it had come.

Serena pulled him up alongside her and then carved their initials together deeply into the picnic table. A dark feeling swept through Calvin's weary body as he watched their initials commingle.

"The answer is no. You can't go. You'll never be free of me, Calvin." Serena pounced upon him and stitched her lips forcefully to his.

***

"UUUUUuuuuuughhhh!" Calvin awoke in a cold sweat, his scream echoing through the house. High school ended five years ago, he hadn't seen Serena since. It was only a dream. Just a dream, and the house where his screams echoed was no ordinary home, but a mansion of fifteen thousand square feet.

Calvin put the television on to calm himself. If his butler weren't already asleep, he would have ordered a drink to settle his jittery stomach. Calvin made a note on the pad near his bed to tell his assistant to hire more staff for the mansion.

Calvin flipped to one of the financial news stations but shut it off when he heard his name. He never liked hearing his name on television. People said he had to get used to it now that his company had the third biggest tech IPO ever. He'd always been more comfortable in front of a computer screen than heading a boardroom or making a statement to the press.

The next morning Calvin had a cup of tea and worked on his laptop. He told his assistant to hire more staff and felt assured she would attack the problem with her customary efficiency. That day was like most days for Calvin. He sat through a couple important meetings later in the day and then took the Ferrari for a spin before playing a round of golf at the club.

The morning after that his assistant notified him that he had an interview with a candidate for a maid position at the mansion. He'd already forgotten all about his request for more staff and had to be reminded by her that he'd specified he wanted to personally interview anyone who might work in his home.

That afternoon Calvin was working in the kitchen with the long windows open over the deck overlooking his three-acre back lawn and allowing a cool midday breeze through. He worked best like this. Calvin was brainstorming a few exciting new ideas and feeling pretty good as he awaited the maid interviewee.

A voice then broke the pleasant daydream he was having. "Well if it isn't Calvin John Hodges of Ridgeview High School."

The hair on Calvin's neck stood straight. He would recognize that voice anywhere. His mouth dried out as he looked to the doorway and saw her standing there. Serena hadn't changed much in these past five years.

"Your man at the door let me in. He says you've been waiting for me. How flattering!"

Calvin checked to see if his mouth would work right. Nope, not yet. He sat there in silent befuddlement. His brain wouldn't admit to himself what his eyes were seeing, that Serena was standing right there before him in his kitchen.

"How have you been! It's Serena. Serena Jameson from high school. Come on now, don't tell me you don't remember me?"

"I remember you," Calvin said through a jaw that felt like it had been set in concrete.

"My agency had a job posting with your name attached. It seemed like fate! I jumped at it! When I told my supervisor you were my old boyfriend from high school she let me have it."

Calvin's brain finally settled down enough to let him speak and so he exclaimed, "You said I was your old boyfriend!?"

"Yeah. I told her all about you. She said with all the money you've got now I should have married you!" Serena laughed heartily.

"We didn't date!" Calvin croaked. "You, you tortured me! I can't believe you're here. You ruined my life!"

Serena glanced around the spacious room. "Your life is ruined? Your car is probably worth more than every house on my block!"

"You terrorized me! I had to drop out of college. I couldn't take what had happened! I locked myself in a room for months and wouldn't come out."

Serena chuckled skeptically. "You dropped out of college and started a tech company worth billions. If it weren't for me you would have stayed in college and become a professor or something. You should be thanking me!"

The anger curdling up inside Calvin spurred him on. "You had nothing to do with my success," he scowled.

"Oh no?" Serena asked, a rising indignation present in her voice now. "I'm not ashamed to admit I've been following your career, Calvin. Remember the dating app? Tell me I wasn't the inspiration."

"I can tell you that you had nothing to do with it," he fired back.

"May I sit if you're going to turn this into a long conversation?" Serena asked, motioning to the nearest chair.

"If you must," Calvin replied.

"What, I'm too dirty to sit on your expensive furniture? Don't forget that you and my butt go way back," she puckered her lips and kissed the air as she said this. Calvin's blood boiled at this comment. He was about to tell her off when she spoke again. "I'm sorry, I shouldn't have thrown that in your face. Not that that's the worst thing I've put in your face. I'm sorry, I was kind a bitch in high school. I don't know how you put up with me." Serena's nose crinkled cutely and she laughed.

Calvin's neck and cheeks reddened. "Not willingly," he said, his teeth clenching. "Let's get back to the point. Tell me how you can possibly take credit for my success."

"I can't believe we really have to go over this. Do you remember why the dating app failed?"

"Selena," they said in unison.

The dating app was Calvin's first big project after high school. He thought it would take its place alongside the other big players in the online dating world, but instead it became his largest failure to date. The fresh new idea he thought he was bringing to the market was Selena. He created her to remind users to remain engaged on the app, keep them entertained and promote a responsible community.

Calvin could still remember a couple of the messages he'd programmed Selena with. The site allowed users to rate profiles on how appealing they found them. When a male user rated too many female profiles consistently lower than the rest of the community had, they'd get a message from Selena saying, "Hey (username), those were some of the best ladies on the site and you rated them poorly. Could you be in the wrong section? If transsexuals are more up your alley please change your filters in the menu bar accordingly."

Another message was triggered from Selena when a user went back to a profile again and again without sending a message. Selena would tell them, "Hey (username), are you going to make a move or not? Wait any longer and I'm going to ask them out myself for dinner and then dessert back at my place. Hurry up! Tell them how you feel or I'll make my move."

Calvin had thought Selena was a really neat idea, but he was also an eighteen-year-old who had never dated before trying to create a dating app. The site was panned, Selena being singled out especially for ridicule. It might have limped on and eventually found some traction if not for her. One particularly harsh review of the app which Calvin could still recall said in the headline that with Selena, Clippy from Microsoft Office had finally been outdone.

"What do you have to do with Selena?"

"Do you really need to ask? For someone so smart," she grumbled. "I'm Selena!"

Calvin stubbornly wasn't ready to concede that Serena had anything to do with Selena, but he had a more pressing matter to address, which distracted him from having to confront the distressing problem that she might have a point. "Getting back to the original disagreement, you still can't take any credit for my success! That app was a huge failure. Everyone hated Selena! Your best case still has me becoming successful in spite of you, not because of you!"

Serena shook her head. "Wrong again, Calvin. If it weren't for Selena the app wouldn't have been such a total disaster. You wouldn't have dropped it like a hot rock and moved on to other projects. The kind of projects that bought you this big ass mansion. All because your first app failed, because of me." Serena smiled broadly and with satisfaction, as though Calvin had just fallen into her trap.