69 SHADES OF RED: Femdom Stories of Spankings and Other Sexual Punishments - Bend Over! You Know You Deserve It! Volume 2 of the WellHeeledDominatrix.com Collection

by Nika Bella Dea

  Susan took the suit from him and Janet smiled, and said, “Would you like to wait for your suit, Matthew? I have a place out back where you can get comfortable while Susan gets your suit ready.”

  “I will. Thank you, Janet,” he replied, following her through the steel door, which clicked as she slipped the lock across. The door was also heavily sound-proofed so that no normal customers would be able to hear anything out front. That was just as well given that some of their clientele adored the crack of whip against skin and things could get pretty noisy!

  Janet handed Matthew a robe and suit hanger, and said, “Here you go, honey. Get changed, I will be with you in a moment.” She went to the bathroom to get herself stripped and ready.

  She left him to neatly hang up his suit and, when she came back from the small bathroom, she ordered him to lie on the rubber sheet on the floor. He obeyed.

  “I'm going to sit on this stool now, Matthew."

  They had the kind of plastic stool that a disabled person would sit on to shower themselves. It had a cut-out seat to allow the water to drain through. Janet was going to sit on it, over his face, and allow nature to take its course.

  Janet moved the stool, positioning the legs carefully so that they wouldn’t catch his shoulders, and sat on it.

  "Look up at my pussy lips, Matthew," she ordered. He did and she spread them for him. You're going to masturbate while watching the piss flow out of me.

  "Yes, Ma'am." His voice was hoarse with longing and he was jerking a large erection with one hand.

  "Tell me when you're about to come, Matthew." She would proceed once he started his orgasm.

  After a few moments, he groaned, “Okay, I’m there!"

  Janet glanced down, and could already see pre-cum glistening on the end of his cock as he furiously jerked off. She pulled her pussy lips apart, and piss started to trickle out, and run down the legs of the stool.

  “Faster, harder, please!!” Daniel begged.

  Using her strong pelvic floor muscles, Janet forced the hot piss out. Streams of hot, golden fluid splashed down onto his face and he groaned loudly.

  “More, please!" he begged again. Janet stood up, pushed the stool out of the way, and squatted low over his face. Her steaming pussy poured forth streams onto his face and chest and he panted greedily. Arcs of creamy white jism flew through the air, and landed on Janet as he pumped the last dregs from his now-spent cock.

  Well, that’s the easiest thousand bucks I’ve ever earned, Janet thought, standing up, and wiping her pussy. “Same time next week, Matthew?”

  “You bet,” he sat up, and smiled, his face wet and shiny. “But, do you think you could both do it next time? I don’t mind paying double of course.”

  “I’m sure that can be arranged, Matthew,” she smiled.

  Lady Sara Takes Charge

  by Allison

  Lady Sara was bored, bored, BORED! Her husband, Sir John, was away in China (again!) on business and this time he would be gone for at least three months. Usually it was less than that but this deal would net the couple almost a million dollars, and would obviously take more time and effort to set up. While Sir John did provide everything for his wife, the one thing he could not provide while he was away was companionship for her.

  They lived in a massive mansion in the countryside of Berkshire, England so Sara had no close neighbors or friends to turn to. Because they had traveled around the world so much, she found it difficult to keep friends for longer than a few months. The other problem Sara had was that she was highly sexed. Sir John obviously was aware of this, and would often turn a blind eye to his wife’s dalliances while he was away. He understood that she was not the kind of woman who could go without sex for months at a time.

  He would often discreetly leave extra sums of money in her bank account so she could ‘purchase’ some company while he was away. As far as he was concerned, as long as what she did had no impact on their life together, she could do whatever she wanted while he was traveling.

  It was a fine June afternoon when Sara decided to start surfing the Internet for some company. She longed for someone else to be in the house as she was very lonely, as well as being bored. Once the cook had seen to her meals, and the cleaners had been in, and the gardener had done what he had to do, the hours stretched endlessly in front of her. Most of the time she would have very little control over what went on in her life. The decisions were always made by other people. So, recently she had developed a liking for being in charge for awhile.

  She stumbled across a website offering slave companionship, and started clicking on member profiles excitedly. Unable to make up her mind which one to choose, she ended up settling for four overnight companions at a total cost of ten thousand pounds. She entered her card details, and gave directions to the mansion.

  Only two hours to go, she thought, looking at her watch. I better go and get ready.

  At precisely seven thirty, a tinny voice spoke to her through the intercom at the electronic gates. She pressed the release button, and came down the stairs to greet her guests. Four very good looking guys were standing at the door, dressed in dinner jackets with pristine white shirts and black ties.

  Hmm, they will do nicely, she thought, stepping back and telling them to enter. As they stood there hesitantly, obviously waiting for orders, Sara felt a huge sense of power sweep over her. These guys are here to do whatever I tell them for the next few hours. I may as well get my money’s worth!

  “Carry me to the bathroom,” she commanded imperiously. “Up the stairs, third door on the right.”

  They immediately stood in two sets of two and held their arms out in a cradle for her. They carefully carried her up the stairs, and placed her back on her feet in the huge bathroom. Not one of them spoke to her as they waited for their next orders.

  “You fill the bath,” she commanded, pointing to a dark haired, exotic looking guy. She couldn’t remember their names, but what did it matter anyway? “You, open the fridge over there, and pour me a glass of champagne. And, you two may remove my clothing.”

  They all jumped to see to their various tasks. One of them fumbled with her bra catch and she turned to face him angrily. “What are you, stupid?” she demanded, slapping him across the face. A hint of excitement in his eyes was the only indication he gave that this was the kind of treatment that he enjoyed. I will remember that for later, she thought.

  By then, the bath was filled with fragrant bubbles and she demanded to be placed into its luxurious warmth. “Now, wash me,” she demanded. All four gathered around, and got onto their knees. They lifted her legs, and washed her feet. One massaged her back but none of them dared to touch any sexual area until they were given permission.

  “Lift me out, and lay me on some towels over there,” she said. One of the guys ran over to place a pile of fluffy towels onto the floor at the side of the open fire. “Now, dry me.” The guys carefully toweled her dry, waiting for further instruction. When Sara was ready, she thought, Now, let the fun begin!

  “You can line up and I want you to eat my cunt, one after the other,” she said. “Whoever does it the best might be rewarded by being allowed to fuck me so I suggest you all give it your best shot.”

  One by one, they kneeled between her legs, and licked and sucked at her shaven pussy. Two of them slipped a couple of fingers in to finger-fuck her at the same time and she wriggled in ecstasy. Struggling to maintain control, Sara allowed herself two mini-orgasms along the way but she desperately wanted to save the ‘big one’ for when she got fucked.

  Number three was definitely the most proficient. She smiled.

  “Get your clothes off, and fuck me. You others have to watch, and, if I decide it’s okay, you might be allowed to jerk off. We shall see.”

  Number three quickly undressed and, when she saw the size of his cock, she was glad she had made that decision. He was at least nine inches and thick with it. He kneeled between her legs, holding the base of his shaft, and waiti
ng for the okay from her.

  “Now!” was all she needed to say. He rammed his dick inside her until his balls were hitting her ass and she sighed at the delicious full sensation. In fact, it was so good that she decreed that the others would be allowed to jerk off over her. All three were quickly tugging at their cocks, but none of them would cum until she said it was okay.

  The guy fucking her was beginning to lose control so he pulled back out of her slightly so that he could rub her clit. She came explosively, arching her back, and moaning as it swept through her. “Okay, I want all of you to spunk on my tits,” she gasped.

  They did not need telling twice and soon her nipples were dripping with goo. “Very good,” she smiled. “And, now you can bathe me again.”

  As she sat in the bath, she thought to herself, Thank you John. I just might keep these four here for the whole weekend!

  My Dancing Days

  by Diana

  My name is Diana and I run a dancing school in downtown New York. I’m 38 and I have been dancing since I was 3 years old. So, I guess you could say I’m pretty flexible, and can get myself into some fairly inventive positions! Every month, I hold auditions on behalf of a production company that needs dancers for background parts in movies, music videos, etc.

  Last month, I was about to start the auditions when my husband, Terry, and his work colleague, Dick, turned up with a delivery of water and juice to go into the fridge. Now, Terry knew how important this specific audition was as I had been going on about it for the last month. So, he knew I wouldn’t be too happy with his timing.

  “Why the hell have you turned up now?” I asked when he walked in. “You know what’s starting in an hour. I don’t suppose it has anything to do with the fact that you’re gonna be seeing half-naked girls doing the splits, does it?”

  Terry grinned but I was not amused, I can tell you!

  “Into the back room!" I ordered. I walked through to our kitchen cum storage room cum practice room and they followed. There were barres attached to the walls and large mirrors in there but, since I had a new extension at the back, this room was rarely used any longer, apart from people leaving various pieces of dancing equipment in there.

  When we got in there, I offered the guys a drink of juice while they were waiting. "Stay here. I’m going to lock this door,” I told them as I left. “There’s no way I’m having you two spying. I’ll come back after the auditions. We will discuss your punishment when I return."

  They were both glancing at each other in surprise as I closed and locked the door.

  ***

  The guys apparently sat there quietly because I didn’t hear anything when I went past a couple of times to check. Once the auditions were over, I waited for everyone to leave, locked the main doors, and decided now was my time to have some fun. Terry and I already had an adventurous sex life and we had agreed that either of us could have sex with someone else as long as we knew about it. Terry’s fantasy was to have two women at the same time and mine was to have two men. I had always fancied being ‘spit-roasted' but I also wanted to be dominant. We had ‘played’ a couple of times with handcuffs and other toys but I wanted to take it to the next level.

  I unlocked the room they were in, and was greeted by Terry saying, “About fucking time, too!”

  “Stop moaning,” I answered. “Serves you both right for wanting to perv over young women in leotards anyway.” I was interested to see whether either of them had been talking about their punishment, but wasn’t going to ask. Having said that, one look at Terry was enough for me to know the effect as I could tell he was sitting there with a hard-on.

  Terry walked over to me, and stood behind me, wrapping his arms around me and I could feel his erection poking into my ass cheek. I slapped his hands away, and said, “Now, you know what happens to guys who don’t do as they are told, don’t you?” I turned around to face him, and glanced at Dick’s crotch at the same time. He was in the same condition as Terry. “You trust me don’t you?” I said to both of them. Terry nodded and Dick stood there looking dumb.

  “Okay, then kneel on the floor by the barres,” I said. They both did it without question. Dick was obviously taking Terry’s lead so then I knew they'd talked about it while they'd been locked in the room together.

  “Arms up.” I fetched some silk ties out of my purse, tied both their wrists to the barre, and then pulled their pants down, baring their butt cheeks.

  “We all know what this is going to lead to,” I said. “And, the harder you fight me, the more you will be punished. I want to know how much you will put up with in order to get your reward, which is for both of you to have me at the same time.” I reached to the table for the baton a dancer had forgotten awhile back, walked to the barre, and brought it down hard onto terry’s butt. I adored the ‘swishing’ noise it made as it sailed through the air before landing on him, causing a big, red mark. He moaned but, before he could say anything, I did it again. I was really getting into this, and I turned to Dick and hit him, too.

  I had a fabulous sense of power sweep over me as I spanked both of them at the same time and I could feel the moisture gathering between my legs. I got onto my knees so I could give their balls a squeeze, and wasn’t surprised to see that they were both rock hard. I gave their cocks a vicious slap and I couldn’t resist biting Terry’s cute butt.

  “Aaargh!” he shouted. “That fuckin’ hurt!” But, he was stiffer than ever before.

  I picked up some scarves, and decided to blindfold them both so they wouldn’t know what to expect next. I wrapped the scarves around them, and then got my strap-on dildo and lube from the locked bottom drawer in my desk. “I know you like doing me up the ass,” I said to Terry. “So, let’s see how you like it.” He visibly stiffened, and tried to beg me not to. I ignored him. I lubed it up, and pushed my dildo into his ass, feeling so powerful and sexy that I could have carried on like that all day.

  I decided to alternate between fucking the two of them, pulling their hair, and slapping their butt cheeks like a wild woman.

  “I can’t take any more,” Dick gasped. “That dildo is hitting my prostate every time you fuck me. I’ve gotta cum!”

  “Not until I say so!” I roared. But, to be honest, I was enjoying myself so much that I knew I was going to allow it pretty darn soon. Just to keep it going a bit longer, I smacked the end of his erection with my hand until it began to subside. I moved across to Terry, and did the same thing, and had a massive orgasm while I was doing it. The strap of the dildo was rubbing my clit, and felt so good.

  I thought it would be okay to let the two guys have some release then so, when I fucked them again, I wrapped a hand around them, and jerked them off at the same time. They both came almost immediately and the first words out of Terry’s mouth were, “When can we do that again?”

  “There’s another delivery next month isn’t there?” I said.

  “Please don’t make us wait that long,” Terry begged.

  “You’ll have to beg a lot better than that,” I said, with a satisfied smile.

  My Very Last Hurtle

  by John

  “Unless…”

  “Unless what?” I asked.

  “By now you should be well aware of unless what.”

  “Geez, Kathy, not that?” I said, and wiggled my bare ass across the couch cushion so I could get closer to her bare legs. The big blonde reached into my lap, and flicked the front of my chastity tube again. I humped the air as my balls grew even fuller…if that was possible.

  “Why not?” she asked, flipping at me again. "You do want to be released, right?”

  “Yes, but I…I don’t think I can do that. I mean we talk about it all the time, but…"

  “Didn’t we get into this in the first place for me to push you?” my best friend said, shifting so the ice-cream like scoops of her big white tits pushed up even further in her corset.

  It was that amazingly high alabaster cleavage I had been transfixed with since I me
t this girl in high school 10 years before. Since that time, Kathy and I had dated slightly, but mainly grew to be best friends. We were so close, in fact, that we had created this Dom/sub arrangement that had seen Kathy and me through—sometimes on/sometimes off—the past five years. My girlfriends as well as her boyfriends could never understand how cool Kathy and I took to dating and sex; how Kathy and I never grew at all harried over a lover, or embroiled in sexual one-upmanship.

  We had one another for that when we took the time to engage our kink. The past six months has seen us without steady partners so we had been engaging aplenty.

  “It has to happen sometime,” she said, and once again reached over to flick my mushroom-of-a-cock in its cage. "It really gives me the perfect incentive to get you to do something worthwhile so you can be freed.”

  “But Kathy, really…sucking a guy’s cock?”

  “I suck men’s cocks all the time.”

  There wasn’t much I could say to that. I had actually been one of those men. Not that Kathy and I enjoyed any kind of vanilla sex together anymore. I did remember she and I getting into some rather deeply erotic straight sexual times, and enjoying them immensely. I guess I still held hope the girl might want me that way again but, beyond jerking me off occasionally, which was something she had done before putting me in that cock cage five weeks ago, we were only intimate in our Dom/sub scenes now.

  “We both know you have this fantasy...always have.”

  “Please, Kathy, please…

  “I can foresee you keeping that on all summer,” Kathy said, her big blue eyes going wide as I am sure mine did. "Imagine how hard that would be to get through.”

  She then moved closer to kiss my cheek.

  “You haven’t had the guts to even date the past few weeks with that on,” she reminded me. "Imagine wearing that through June, July, and August, avoiding girls in their little summer outfits, not wanting to ask anybody out on a date?”