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

  "Don't EVER touch me without permission, boy! Do you understand?"

  He looked confused but he wouldn't be for long.

  "You will do everything I say when I tell you to do so. If you don't, you will be sorry, not only now but after I leave. Got it, Professor?!"

  He nodded, holding his cheek again.

  I laid back on the sofa with my legs open on both sides of him. I reached for the bread, held it over my crotch, and squeezed it, watching the crumbs fall.

  "Now, eat your bread like a good boy, Professor."

  He used his tongue and teeth to nibble up the crumbs. I grabbed him by the hair again, and shoved his face into my snatch, grinding it against him. I then instructed him once again on how to use his tongue and teeth correctly. He really needed some training and I looked forward to being his professor for that.

  After my first orgasm erupted into his mouth, he sat back, clearly pleased with himself. He started to remove his own shirt but I stopped him. You see, I get really turned on by being the only naked person in a room and I wasn't about to let him spoil it.

  "I think it's time for some wine now." I poured some on my pussy, grabbed him by the hair, and pulled him down again. While he was sucking and biting, I continued to pour more on myself, ordering him to not miss a drop. That was a fun game but we had more important things to do.

  I pulled his red, wet face up from my snatch, and said, "It's time for your cake now, Professor."

  I pushed him back onto the sofa, and straddled his waist. His hands were by his sides so I put my knees on them, pinning them down. My wet pussy was smearing on his jeans and I rubbed myself against his clothed erection. He moaned. I reached for the cake, and pushed it into his face. He opened his eyes and his mouth wide and I shoved as much in as I could.

  "EAT IT!" I ordered.

  He chewed, and swallowed as fast as he could, struggling a bit. I stuck my fingers between his lips, and forced his mouth open again, shoving in more cake. I grabbed the wine, and brought it to his lips, too. Cake and wine were pouring down the front of his collared shirt. I pushed my right tit into his mouth and he struggled to gently chew and swallow while sucking on my nipple at the same time.

  I removed my breast, and shoved the last of the cake between his lips. After it was gone, I poured more wine in his mouth, sloshing it everywhere. I then drizzled some on my tits, ordering him to lick and suck off every drop. There was chocolate and wine all over the front of both of us and the cool air against the liquid made my nipples rock hard. I sat back, wiggling my tits in his face.

  "Oh, dear. Look at the mess you've made, Professor," I snarled. You know I have to punish you now, right? Go get a ruler out of your desk."

  He cleared his throat, and finally spoke, saying, "I think we've had enough fun for today, Miss Jordan. Rest assured you will be getting your A."

  "Nice try, Professor, but we're not done yet—not by a long shot. Now, GET THAT RULER!"

  He jumped up, stumbled to his desk, reached into a drawer, and withdrew one of those thin, metal rulers.

  "Ah, perfect!" I exclaimed.

  I sat back on the sofa. "Now, get across my knee, you naughty boy. You need to learn a lesson about making messes on the furniture. Pull your pants down. Yes, now that's a good boy."

  He stood in front of me, dropping his jeans. His hard-on was purple, and straining, with pre-cum glistening on the end.

  "Such a horny boy. You need to learn a lesson about being a whore now, too, don't you?!"

  He was silent, looking at me, pathetic with his pants around his knees.

  "DON'T YOU?!" I screamed.

  "Yes," he whispered.

  "Yes, MA'AM!" I corrected.

  "Yes, Ma'am," he whispered again.

  I grabbed his hand, and pulled him across my naked knees. I pushed his shirt up so I could feel his skin against mine. If I leaned forward just right, my hard little nipples brushed against his buttocks.

  "Spread your legs, and steady yourself."

  He did.

  I brought the metal ruler down square across his right ass cheek and a red mark immediately started to form. He tried to get up and away but I grabbed him by the hair, holding him still.

  "If you try to escape, you won't be able to sit down for a month. Do we have an understanding?"

  "Yes, Ma'am." He was finally starting to shake. It wouldn't be long now.

  I then started spanking him with a steady beat, first two on the left ass cheek, then two on the right, back and forth. His legs were flailing and he was moaning loudly now but I kept a firm hold on his hair and he remained on my lap, for the most part. Once I knew the striking pain was turning to a deep burn, I stopped, put the ruler down, and massaged his ass, enjoying the red marks criss-crossing his skin, and, even more, relishing the power I had over this Professor lying erect, in more ways than one, across my lap, his pants around his knees.

  I put my cool hand on his hot ass, and asked, " Have you learned your lesson now, naughty boy?"

  "Yes, Ma'am," he grunted.

  I ordered him up. He stood in front of me, his hands trying to cover his penis. I reached for the ruler again, and told him to put his hands behind his back. He obeyed.

  "This is going to hurt very badly but it's for your own good, whore."

  I looked into his eyes and he had true fear on his face. He knew I was going to whip his penis with the metal ruler. Seeing the terror there almost made me cum again. My heart was pounding and my hands were shaking with excitement.

  "You need to learn to not get an erection unless I give you permission. From now on, when you do, I must beat your cock down until it's soft again."

  "Yes, Ma'am." I thought there was a glisten of a tear in the corner of his eye.

  I grabbed the head of his cock with my left hand, and slapped it with the ruler with my right.

  His entire body stiffened and I thought his legs might give way under him. He remained standing. Then, he surprised me.

  "MMmmmm!! Please do it again, Ma'am."

  "Oh, you like that, do you, whore? I thought so. Strutting around class in your tight jeans, showing off this worthless tool." I hit it again, harder this time, testing him. He grunted but it was clear he could take more—a lot more.

  "Beg for it, whore."

  "Please, Ma'am. Please. Torture my cock."

  When a whore is too willing, that takes some of the excitement out of it for me. He was clearly enjoying this too much so I had to try something different—something even more painful.

  I reached out, and grabbed his erection tight, yanking him closer to me. I opened my mouth, and took the whole cock in at once, opening my throat as I did so. He kept his hands behind his back, but moaned loudly, and started pumping his cock forward and back.

  I hadn't given him permission to move so I stopped him the one way I knew would work. I bit down, hard, right in the middle. He yelped, and tried to pull out of my mouth but my teeth remained firmly planted in place. He tried to grab my shoulders, and push me away but I bit down even harder. He knew he was stuck.

  Continuing to bite down, I started scraping my teeth back and forth instead of my lips. He was on his toes now, begging me to stop. I then reached up, cupped his left ball in my hand, and squeezed with all my might. That opened the flood gates. He started crying, and blubbering, and begging me to stop. He was mine. The more he begged, the less I bit down, and the softer I gripped his testicle. As I slowly released the pressure, his whimpers started to subside. When I finally freed his now-soft cock with a "pop" of my lips, he stepped back, steadying himself. He was sweating profusely and his eyes were red and swollen. I knew I would be fantasizing about that moment—the pathetic look on his face, him sniffling and pleading, with his pants around his ankles—when I masturbated that night.

  I patted the sofa next to me and he sat, his head down, defeated.

  "You know how this is going to work from now on, right?"

  Still sniffling, he responded, "Yes, Ma'am."

>   "Well, just in case you don't, let me spell it out for you, whore. You will be at my service, whenever and wherever I want you. If I drop my pencil on the floor during class, that's your signal to meet me here five minutes later. Make up some excuse about leaving class if you have to. If I call you on the phone, you have five minutes to respond. If I tell you to meet me anywhere, including in my dorm room, you will agree to drop everything, and immediately do so.

  I reached for my phone, stopped the recording, and flashed it in front of his face.

  He said, "I saw it when you came in, Ma'am. I wasn't going to stop you. I wouldn't try to stop you..."

  "Good boy," I patted his cheek.

  I stood up, and turned around. I'd left a large wet spot on his sofa. "Lick that up, whore."

  I walked to his desk, and sat down on his cold, wooden chair, which felt good on my hot, slippery pussy. Opening the browser on his laptop, I typed in the website address for the university. I was determined to raise my GPA by any means necessary and I only had two more years of college to make that happen.

  I peeked over the computer screen to see the Professor still licking my juices off the sofa, lapping lovingly with his eyes closed.

  He looked up when I interrupted him.

  "So, Professor, what classes are you teaching next semester?"

  His Best Friend's Mom

  by Gerald

  “I’d say what we have here is a question of cock,” Cathy said, as she dragged the thin, single leather strip of tether across Benny’s red penis head.

  “Oh, Ma'am, oh…” the curly haired college junior wailed as yet again his best friend’s mom connected that dangerous strip of leather across his erection.

  “It’s good that you are erect,” Cathy continued, cupping his rock hard shaft in her palm, fingers stretched slightly out so she could hit the thumping vein running vertical in Benny’s dick, but not her fingers at the same time.

  SZip, SZip, pshhh. The lady flicked at the cock three quick times and Benny writhed in the chair he was tied to.

  “Mmmmm, mmmm,” he cried.

  “It’s just that all this time you have been coming to me we really seem to have to deal with this...” and here, Cathy leaned forward, and kissed the head of the suffering dick she held, “being at the root of every one of your motivations.”

  “What else is there?” Benny squealed as Cathy leaned back, and stood slowly on her three-inch heels.

  “I’d like to think…” the pretty red head said, looking hard at her charge, "that there is trust.”

  Here, the busty lady pulled the full mini-flogger back in her hand, and brought its tethers ‘flump’ square onto Benny’s balls.

  “Ma'am!” he wailed, suddenly attempting to lift his ankles from where they were tied to each front leg of the chair, involuntarily trying to shut his knees.

  “…there is intimacy,” Jake’s mom continued, and once again flipped at Benny’s balls.

  The breeze tickled Benny’s achingly full sack before three tethers' tips connected.

  “Szisss,” they said.

  “Yessssssss, yes ma'am, yessssssss.”

  “Good, good,” Cathy said, placing the flogger on the tabletop to her right, and taking a step between Benny’s open, thick thighs. She reached down, bent slightly, and took the young man’s smooth face in her hand, kissing his lips hard. Benny bucked as much to that open mouthed lip-lock than to any pain the woman had been giving him since she had stripped him, and then tied him down 15 minutes before.

  “In all this time I have been training you...” Cathy said, popping her lips from Benny.

  As always, when he heard the word ‘training’, Benny began to buck and breathe even heavier than he had been.

  “…we have been trying to get your mind to disconnect, even slightly, I’d have hoped by now, from this.”

  The woman reached down to take Benny’s cock in her hand.

  He bucked again.

  “See, this is what I mean. Everything is rooted here,” Cathy said, and removed her hand. “Young men take so long to learn.”

  “Yes, ma'am, yes,” Benny said, huffing, pulling at his ties, willing his cock not to wag so much, “I want to learn, I want to...”

  “Well, honey, I believe that day has finally come.”

  Cathy reached down, took another step into Benny while holding his cock under her, and kissed the 20-year-old boy again. This time, she managed a considerably stronger grip, jerking Benny off while French kissing him deep. Locked and tied as he was, aching to come ever since he had driven over to his friend’s mom’s condo, fearing yet anticipating another session with the lady, it took a whole minute and a half until Benny fount in the woman’s hand as she kept right on kissing him. He bucked, and drenched his inner right thigh, managed a few shots across his lower stomach, and even a trickle across Cathy’s hand.

  “Okay, that was easy,” Cathy said, and removed her hand and lips, and her light, strawberry scented perfume from Benny’s orbit.

  She stepped to her nearby green and white bathroom where she ran water as Benny sighed, and tried to get himself under control while his cock continued to drip. A half minute later, his friend’s mom reappeared in her big living room, and approached him with a washcloth in her long-nailed, right hand. With no words spoken between them, the lady then knelt once again between Benny’s, spread knees to clean the very last remnants of come from his now semi-erection, and cleaned all the rest of his yield from his stomach and inner thigh.

  The cool of the wash cloth was slightly torturous, Cathy knew, and Benny bucked in agreement when the woman dragged it across his head. Benny watched the pretty lady with the curly, deep red locks, marveling silently as he always did that his best friend’s mom was his ‘teacher’ these days and how one snuck conversation he had managed with this divorced woman had gotten the pair to this point. It had been a glorious three months of her training and Benny had loved all of it, from these dick whippings, to the times he was ordered to eat the woman’s perfect pussy, to those nights when all Cathy wanted was to take him across her knee for a hard spanking.

  Who knew Jake’s mom would turn out to be such a kinky 45-year-old lady?

  Benny opened his eyes wide when Cathy stood to the table yet again, plopped the wash cloth on it, and reached into her purse.

  “This will put the question of your cock in a whole different light,” the lady said, turning to him. In her hand, Cathy held what look like a stainless steel tube.

  “I want to lock you in chastity,” the woman said, her tiny blue eyes alight in a way Benny had never seen.

  “Will you agree to let me?”

  “Oh gosh, ma'am!” Benny squealed. He suddenly ached for his refractory period to end, and to get his cock thumping hard in his lap all over again. “I…"

  “This is the ultimate commitment to my training,” the lady said, placing the cock cage on the table, and then walking ‘clip-a-clop’ into her kitchen.

  Benny turned to see the fine round rump of his friend’s mom in her thong as she opened her freezer, and reached in. She then returned, stood high above him and, holding a package of frozen peas in her hand, continued.

  “It will take some getting used to, I know,” the lady said, smiling down, “but it’s really for the best…for both of us.”

  Cathy once again dipped her head to kiss the boy tied under her, then reached down to place the frozen peas onto Benny’s quieted cock.

  “Ah, ma'am, ma'am!” he cried, and all but stood from the chair.

  “Will you give me permission for this last bit of training?”

  “Ma'am! Ma'am!!” Benny wailed as Cathy continued to kiss him while working the bag of peas now deep into his ball sack.

  “Ma…Ma…”

  “Will you, dear boy, allow me this last perfect bit of control?” she whispered firmly.

  “Ma'am!” Benny wailed, bucking repeatedly.

  Benny and Cathy both could feel Benny’s body slackening from the ice on his b
alls and cock, how his muscles were even then surrendering. All that was needed now, they both knew, was for the young man to agree.

  “Yes, ma'am, yes, put me in the cage,” Benny squealed as a single tear rolled down his right cheek. "Please train me. Do it. Do it. I need it, please.”

  Cathy stood up off her charge, plucked the peas from the young man’s crotch, lay them down next to the crop, and reached for the device.

  Doms in Training

  by Celeste

  Thank goodness for the Internet. It's so much easier to find like-minded people to hang out with now. Simply search for whatever you're interested in and you are a click away from meeting up with other kinky folks in your neighborhood.

  When I moved to this area, one of the first things I did was search for a local BDSM group. I attended a "munch" the following day (search for it online if you don't know what that is) and I eventually had a list of female Doms to trade ideas with.

  We started holding secret weekly meetings. Our subs thought we were out shopping. We were actually sharing stories and ideas at one of the girl's houses each week. I have an entire notebook full of amazing ideas now but that's not what this story is about.

  One afternoon, we decided that, instead of talking about what we do, it would be fun to hold demonstrations, using our slaves. So, we chose one lucky gal to bring her sub the following week. The sub was ordered to not reveal what happened to anyone else. We couldn't have the subs telling each other what to expect, could we?

  Marcie got chosen to be first, the bitch. She brought Paul, who's been her slave for a few months now. They met at work.

  Marcie and Paul were two of the last to arrive and, when they walked in the door, she ordered him to strip. He looked ashamed, but did as he was told. We were all sitting on the sofas and chairs and she made him sit on the coffee table in the middle of everyone. It was one of those stone monstrosities. I kept thinking how cold it must have been on his ass when he first sat down. As we were chatting, I noticed Paul was getting an erection. I caught Marcie's eye, and motioned for her to look. She interrupted everyone, and issued a short, verbal order, like you do with a dog. "Paul, masturbate!"