Celeste's Little Game

by JustincBenedict

 

Whack! Ted held back a gasp. Celeste paused her slapping with the thick wooden paddle, and stroked Ted's hair, as his head hung over her lap. "Be a brave boy, Teddy." She said this so gently. "Don't cry. Can you be a big boy for Mommy? Take your chastisement in a nice, manly way?" WHACK WHACK WHACK! "Yes, ma'am" came the little voice from below, and Celeste looked at Ted's bright red buttocks with the purple marks and her tongue came through her teeth. What fun. Naked and over her lap…and what a baby he was! WHACK WHACK!

Ted was trying so hard not to make any crying noises, he knew Celeste hated that. He knew that if he could just take his medicine like a man, she would be more well disposed to giving him a nice orgasm, and she might actually let him cum in her hand! The strokings had gotten so slow and seductive. Ted had never, never been allowed to cum in his wife's hand. Or her mouth, or her pussy. It had always been in his own frustrated, pumping hand, usually while kneeling on a floor, sometimes while sodomized, or orally pleasing a male friend of Celeste's. God, wouldn't it be nice…Teddy had always been of a hopeful nature!

Whack! "Oh, please, Miss Celeste!" Whack! Ted gritted his teeeth, as his hard cock pressed against Celeste's tight jeans. Having just been seductively teased, it was stiff, but with the distraction of the slamming paddle, it was flagging once more. WHACK WHACK WHACK! The harsh wood of the paddle was scorching Ted's tender thighs like there was no tomorrow. "Is it still hard, Teddy? It feels like it. I guess I better hit a little harder, eh?" WHACK WHACK WHACK! Ted broke down and began sobbing, and his penis finally began losing it's rigidity.

Celeste chuckled, and landed the thick wooden paddle right in the middle of Ted's rear, on his crack. She stretched out her arm a bit—it was getting cramped, and whacked again, this time a bit lower, bursting a small pustule from yesterday's paddling. Ted screamed, and then came the small voice. "I'm—I'm limp again, ma'am." "Oh, good." Celeste reached an arm around to pull Ted up by the elbow, and he came off of her lap somewhat awkwardly. As he cowered before her, Celeste leaned over and kissed away the tears coursing down Ted's face. "My little man." She cooed. "You have to learn to be a big boy, and not have all this whining going on."

Ted just gaped at her. Celeste was clad in a miniscule halter top that barely covered her full breasts—the top had an engaging print of peaches and apricots on it. Through his tears, Ted thought of how beautiful she was, and he loved the little kisses on his cheeks, and ooh! Was that a tongue in his mouth. Instantly he began to forgive her. "You poor baby." Celeste crooned as she took Ted's limp dick softly in her fingers.

Pulling the tip with her burgundy nails, Celeste tickled the frenum, the sensitive area just under the glans. As Ted's wet face hovered near hers, she leaned over and kissed his neck again. "What a big man you could be if you just learned to be more manly, right?" Celeste whispered "Wouldn't it be nice if you could just learn to be a big, brave, boy?" Ted stood in front of her, trying to look manly, but he really looked very silly with his puffy eyes. As Celeste leaned over to his now growing penis, Ted got a look at her cleavage—rarely did he get to see her breasts—and there was the predictable intake of breath. Celeste snorted. Men were such funny creatures. Just a look at her boobs, which were basically fat—she'd always bemoaned her big breasts, as mostly it was the anorexic look in now—sent Teddy over the bend. And a few other men really liked her T&A…she had a definite following.

Or just a little tweak on Ted's glans would make him gasp and moan like the boiler Celeste's Daddy had tended for forty years. Look at Teddy now—snot is coming out of his nose, his eyes are all wet…but would he throw me out? Would he find a nice girl like the ones that are always smiling at him at company picnics? Not a chance. Celeste ran her tongue slowly across her lips, smudging her Wild Cherry lip gloss a bit, and smiled at Ted, who began panting. His penis was turning back into a hot little rod in her soft hands once again.

Ted moaned more…looking at Celeste was such a high, man. She'd lightened her hair for the summer, and she had such an engaging tan! "You're such a sweet baby" Cel said to him, as she tickled his scrotum with the nails from her left hand while playfully pulling his dick with her right. Oh, he was so ready to cum. What was going ON here? A week ago, Ted had reached his ninety day mark—every 90 days he was allowed to orgasm, according to their agreement, barring any serious misbehavior on his part.

They both agreed that Ted was more motivated to take care of the house, doing all of his chores and duties, and much, much more focused on pampering his darling wife when his orgasms were severely restricted. At first in the relationship it had been a monthly deal, and then once every two months, but on their two year anniversary, Celeste had proposed moving the jerk-off date to every 3 months, not even excepting Christmas and Teddy's birthday. "I can give you a tie or something, baby."

And God knew, Ted was just great when he was desperate to cum… long sessions between his wife's legs, massages, driving her to her dates houses…and Celeste certainly did remove Ted's chastity belt now and then to play with his dick! It didn't happen as often as he read about on his newsgroups with the other slave-boys—Cel usually preferred to leave Teddy locked, she was busy—but it was a nice change every Saturday afternoon or so, for a few hours of stroking with Lubriderm. And then she'd ice him up and lock him back in, as he pleaded with her to let him cum, just once…but as Cel said "You'd be so disappointed with me, Teddy, if I gave in wouldn't you?"

What Ted loved and hated about his orgasm dates was, Celeste always had some sort of gimmick he had to go through before she'd let him cum. Once she'd beaten his cock and balls with a high-heeled shoe for half an hour. "Like my high heels, Teddy…you now know how uncomfortable they are!" Another time he'd been forced to jerk off in front of the picture window, and last summer at the beach…oh it was so humiliating. She had such an imagination, his Mistress did, and he was always breathless to see what she'd do next. This time was really puzzling, and painful.

A week ago, Ted had been all happy and anticipatory. He'd brought Celeste home a diamond pendant just to put her in a good mood. "Remember what tonight is, honey?" He had been terrified she might pretend not to remember…that would be awful. But she'd remembered, and with quite an interesting codicil this time. "Do you like it? I bought it at the Leather Rack!" It was a large, thick wooden paddle. Ted had often asked Celeste why she didn't get into corporal punishment more, as he fantasized about it, and she'd always maintained that Teddy seemed a little too wussy for that kind of thing, and besides, he was so well behaved, generally.

Ordering Ted to strip naked and cuffing him, Celeste had given Teddy his usual long, hot handjob, the long nails making him jump, and unbelievably, it looked as if she was going to let him cum, when suddenly she'd grabbed him by the hair, thrown him across her lap—soft legs that time, she was in a miniskirt—and she'd whacked him with the paddle for half an hour until Ted was limp and crying. Then Celeste had teased Ted again, and then on came the paddle—and this time she'd stroked his hair and neck, trying to get him not to cry, and it had been a bit of a while before he'd burst into tears again…and then Celeste had locked Ted back up in the chastity belt—without his orgasm!

"But I thought this was my night to cum" he'd wailed. "Why are you such a damn baby?" Celeste had asked, pretending to be angry. She'd made Ted spend the rest of the evening eating her to numerous orgasms, listening to him sob between her legs. The next day she'd fussed over Teddy, telling him he had to learn to be a brave boy, or she'd never let him cum.

Then, the next night, Celeste had again turned Ted over her knee after teasing him to several near orgasms. She'd dressed in a hot little blue-striped bikini, and rubbed up against Ted's chest several times. This time after she'd whipped him until his erection had nearly died for about the foruth time, she stroked him even faster, her nails newly painted pink til he was on the total verge so close to cumming after 92 days of celibacy…his precum was streaming all over her fingers. "Are you ready, Teddy?" she'd asked softly. "Yes Ma'am" he'd said, feeling the load of backlogged semen finally leaving his scrotum. Oh yes. "You can cum now…"

But then at the last minute, she'd thrown a cup of hot coffee on his penis, he'd screamed "Bitch!"and she'd thrown him across her lap once again, thrashing away with the paddle, and occasionally slapping his face. "How dare you call me names!" She'd left Ted to spend the night on the basement floor, after of course locking him back in his chastity belt. In the morning she'd rubbed cool emollients all over the little burns on his cock, cooing to him sweetly, and of course the cure had completely aroused him beyond belief…and then he was relocked and sent off to work…Ted was amazed that he had originally been the one to purchase the chastity belt five years before, and that he'd had to talk Celeste into putting it on him, initially. He must have been insane.

The night before had been especially hellish. Celeste had invited her longtime trucker boyfriend Travis over, and he'd whipped Ted, much, much harder with the paddle, and then Cel had done the teasing, and Travis had feigned jealousy and given Ted harsher whippings. Travis had an unusually strong right arm,and had really flogged Ted unmercifully…And then more horrible, repulsive things had happened.

But then, the next day, Celeste had played a nasty trick on poor Ted. It turned out that she'd tape-recorded the session with Travis…and a courier friend of hers, Danny, had slipped into Ted's office, and strategically placed a boom-box tape player behind one of the plants, turning it to blast level.

All of Ted's co-workers, most of whom thought he was a wimp anyhow, had gotten quite an earful. The office had rang with Ted's recorded screams and wails. "Oh, please Miss Celeste, ow! Make Master (ow) Travis stop whipping Teddy (sob) Teddy be a good boy." Then Celeste's voice: "Teddy, will you wear a bonnet and diapers?" Ted again "Yes, anything Ow! OW! Please no more, you can pee on Teddy if you want to…I'll suck Master Travis's Yum Yum if he want! Please, you can have Mr. Happy spit all over Teddy's face, don't beat him no more.!"

It was fortunate that Ted was a senior member of the firm, and quite talented, because in addition to all the cat calling and "Mr. Happy" insults he'd had to endure from his male co-workers, and the freezing glances from the pretty office girls, there had been a bit of tension between him and the managing partners. "Don't worry about it, Teddy." Celeste had insisted. "You're an accountant, they know you're a Nancy Boy!"

However, Ted had been so focused on his still denied orgasm that he'd not worried way much over what had been going on at work.

Part of the problem was Celeste was always just so thrilling to him! He was constantly in a state of arousal when she was around. Brushing by Ted in scanty denim shorts with stockings and high heels, occasionally flicking a long red nail on his engorged crotch, it was almost unendurable.

Celeste also was constantly kissing his neck and cheek, and enticing him into long necking and petting sessions on the couch. It got him so hot that when she'd propose another paddle-and-tease session at the end of the evening, he was feverish in getting her to unlock him…hoping that this time he would be able to release and have a great orgasm!

Now, tonight, the seventh night in a row, Ted was gearing to cum, and it didn't look good for him…but Celeste was again, pulling him closer and closer to the finish. Her fingers pulled and moved his pulsating rod and it seemed closer, closer…Oh here it CAME! Ted looked at Celeste for permission, and she nodded sunnily. "It's okay, Teddy, shoot away!" Ted allowed himself to explode into Celeste's red tipped fingers. Oh, how good it felt! It was an ORGASM! Yes! Ted's eyes rolled back in his head and he shook with joy. He looked lovingly at Celeste again. What a great girl she was…aaah.

"Well, are you going to lock me up again, Miss Celeste?"Ted asked with a rueful smile. "Well, not quite yet, Teddy." Celeste said, picking up the paddle. Ted wanted to go to bed now, he was no longer horny, and it was all over, but here Celeste was pulling him to her once again. "What's going on, Celeste?" Ted asked curiously. My God, he was going over her knee! "One last whipping, Ted!" Celeste said in a friendly way. "No, please NOT NOW!" How could he take a whipping when he wasn't horny at all? It would be pure punishment now! WHACK! WHACK! Ted screamed and hollered, and his cock now was quite limp…it was just misery and pain! WHACK! WH ACK! WHACK!

 

The End

  

  

  

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