Submissive Sissy Drawings, Feminized Malesub Artwork Gallery 16

Gender Reversal, Feminization and Sissification Images











Dominant Woman’s First Slave

Novice Mistress’ Beginning Story

She was standing in the rush hour subway car and looked to be in her mid twenties. Full breasts contoured a red blouse beneath her open jacket. An above the knee skirt hugged her hips and thighs. Spikes and dark nylons completed the outfit. But it was her legs and shoes which got my attention, and she knew it. In a subtle tease, she moved first one foot and then the other occasionally dropping a hip, making a show for me through eight stations.

At my stop, she got off just ahead of me but I lost sight of her as all the other people left the train. But when I reached the street she was standing there looking somewhat confused.

It gave me the perfect opportunity. “May I help’” I asked.

“Thank you,” she responded. “I’m looking for the Prince George Hotel.”

Luckily, it was just around the corner from my office so I offered to walk her there. We introduced ourselves and Brenda told me she was going to the hotel for a day of interviews leading, she hoped, to an important new job.

I asked if she’d be free for lunch, mentioning we could meet in the hotel coffee shop. She agreed and, after a morning of anticipation, I rushed over to the restaurant and had staked-out a table by 12:25. She arrived ten minutes later. We talked about a number of things during our meal ‘ her interviews that morning, what she faced during the afternoon, which part of the city she lived in ‘ that sort of small talk.

Over coffee, Brenda said the way I’d looked at her on the subway that morning had made her feel good about herself. It gave her confidence, she said, as she headed for the interviews.

“You’re easy to look at,” I reinforced.

“Most guys tend to fix their attention on my boobs,” she said, “but I noticed your concentration was a little lower.”

“Well,” I smiled, “I guess I’m just a foot and shoe freak, though I sure noticed your upper body, too.”

“Do you really like shoes and feet’” she asked.

In a bold move for me, I admitted high heeled shoes and boots turn me on and that I often fantasize about worshipping a woman’s feet. She perked up, wanting to know more. I said I’d regularly go on mental merry go round rides with my fantasies about being submissive to a beautiful woman. It got back, I said, to all those cliches about I’d be your slave if only…’ and worshipping the ground she walks on…’ and ‘kneeling and begging for her hand, for forgiveness, for another chance…’ and so on.

Unlike others, I said, I took it literally; that a beautiful woman in spike shoes got me into a mind-set involving adoration.

A thoughtful look appeared on her face as she said, “Perhaps you’d be appreciative if I gave you a chance to explore this fetish of yours for shoes, feet and submission.”

“I’d love it,” I told her.

“Then pay the bill and follow me.”

I did, then followed Brenda to an exit door at the far side of the hotel lobby. She went up the stairs first, me lingering behind as I watched her ass, legs and shoes ascend before me. At the first landing, she moved ahead four steps, turned and faced me. Smiling, she said hotel stairs were rarely used and this would give us a bit of privacy.

Extending a leg so her shoe was level with my face, she said, “Give it a kiss.”

I leaned a bit and kissed the toe of her shoe.

“You can do better than that,” she said. “Come up two steps, kneel and give it a good licking. Do the whole shoe.”

I licked her leather from toe to heel. She even lifted and arched her foot in an unspoken command to suck. The more I kissed, licked and sucked, the more I wanted. And Brenda knew it.

“We can’t keep this up for long,” she said. “Someone’s bound to come along. Stand up.”

Brenda said she had more high heels and boots at home and perhaps I might come over some time to have a look. “Would you like that’” she asked.

I said I’d love it.

We arranged for me to drop by her place that night.

After working the rest of the afternoon ‘ in total pre occupation with Brenda ‘ I went directly to her apartment. As she let me in, I noticed she was still wearing the shoes she’d let me kiss and lick earlier. She poured wine while I made myself comfortable on her chesterfield. Sitting beside me and sipping from her glass, she got right to the point.

“I enjoyed seeing you in that subservient manner today. The rest of the afternoon, I couldn’t get out of my mind the fact you were on your knees before me.”

I said I, too, had enjoyed being at her feet and admitted to the hope I would have the chance to do it again.

“Then, what are we waiting for’” she said more than asked. “Kneel before me right now.”

I knelt before her, head bowed. She crossed her legs, looked down at me and said she felt like a queen with a slave.

My submissiveness shone through as I whispered, “Yes, I am your slave.”

“Do you really feel you have enough of a slavish mind set to serve me’” she asked.

“Yes, I do,” I responded.

“I know I like seeing you on your knees. Maybe my need is a perfect foil for your slavish desire to serve.”

I observed this could be good for both of us. Brenda said she’d never done anything kinky but she admitted she liked how this was shaping up. A moment later, she said, “Well, slave, I want my shoes kissed, licked and sucked again. Get busy.”

In an automatic reflex to her calling me ‘slave’, I said, “Yes, Mistress,” and began laving the high heel of her crossed leg.

“Mistress!” She exclaimed. “I like that. If a man is a master, a woman in control is a mistress. Say it again, slave.”

“Mistress,” I replied. “I love the thought of being your slave and I’m deeply grateful you’ve allowed me the opportunity to express that desire.”

“Good,” she responded, “because I intend learning all I can about this facet of our sexuality. There are books dealing with foot fetishism. In fact, I think I have some old Forum magazines where heels, foot worship and slavery are discussed. But I need to know more. Drop some off tomorrow night. Knock on my door, leave the package and go. I’ll call you in a few days when I’m ready to take both of us deeper into my ownership of a male slave.”

I promised I would.

“Before you leave,” she said, “I want you to suck my toes through my nylons, every one.”

I slipped her shoe off and began with the small toe, sucking and kissing it, then each of the other four toes. As I was loving them, Brenda had moved her other foot to my crotch and was rubbing my erection with her shoe. Jamming all five toes into my mouth, she manipulated my cock and balls with her shod foot to the point where I ejaculated in my underwear.

“Now,” she said, “crawl over to the door and get out. I expect to see that material no later than tomorrow night.”

The next day I got what I could on the subject of Female Domination, high heels, bondage and discipline, humiliation and exotic apparel. I even found a copy of Mistress Natalie’s Guide to Foot Worship.’ That night, I knocked on her door, dropped the package and got out of sight. I saw her appear and pick it up.

For the next few days I kept wondering if Brenda would call. A week later, she did, telling me to come to her place that night. At precisely 6:45 I knocked on her door and heard her call to come in.

Brenda was on the couch, legs crossed, wearing a black leather skirt, a black push up bra, elbow length gloves, seamed stockings and knee high, stiletto heeled boots. Her breasts spilling over the bra and the flash of thigh at the top of her nylons made me dizzy.

“Close the door and get in here,” she commanded.

Coming to my senses, I obeyed. I was in awe. She was a vision of a magazine perfect dominant and alluring female.

“It seems you approve of what you see,” she said.

“Yes, Mistress, you’re gorgeous.”

“Tonight we’re going much further than that session in the stairway. Take off every stitch of clothing and get down on your knees here at my feet.”

I took everything off quickly, put my clothes in a pile on the floor and went to my knees before her.

“Lick my boots, slave,” she ordered.

I bent my head and began.

“I read everything, slave, and I even looked up some old letters I’d seen in Forum. I’m surprised I didn’t twig to this scene earlier. The photo guide was great, too. I didn’t know a slave would take a whipping just for the privilege of jerking off onto his mistress’ boot and then lick it clean. Does your slavishness go that far’”

I said my lust, passion and obsession for her was so overpowering that, yes, I would suffer such humiliation at her hands . . . and revel in it.

“I’ve never whipped a man,” she said. “But seeing you so obsequious and watching you lick leather is a strong motivator. I’d like to try it. Any objections, slave’”

“No, Mistress. You’re so beautiful.”

“Good, because I’ve already bought some toys. I took a lot of guidance from the photos you dropped off last week. Here’s something. Let me buckle it on. And I’ve got a leash for you, too.”

While I’d done this sort of thing before, I couldn’t help my contradictory feelings of shame and being sexually turned on. After snapping the leash onto the collar she’d just put around my neck, Mistress Brenda produced a cat’o’nine tails whip and, shaking it out, said, “Now that you’re collared and leashed like a dog, I’m going to take you for a little walk. Stay on all fours.”

She was a pace ahead of me as she led me around her apartment. The stimulation of seeing the leather skirt snug on her ass and the spiked heels just ahead of my eyes caused an erection of enormous proportions. And seeing the whip in one hand and my leash in the other made my obsession take over, shame overlooked.

She returned to her seat, putting my tongue back to work on her boots. Her dominant ability and natural poise were amazing. Mistress Brenda apparently felt totally at ease having a slave on her leash as he licked her boots in appreciation. Seeing my erection, she said, “I’m glad you’re in the right frame of mind. If you think you’re turned on now, just wait.”

She put leather cuffs on my wrists and ordered them behind my back. Attaching them, putting me into bondage, she said, “You know, slave, I’m betting that since you had the chance to look beforehand at all those books, you were hoping I’d tie you up. Am I right’”

“Yes, Mistress. You’ve already gone much further than I could have hoped. I find you exciting, and I did from the first moment I saw you on the subway train.”

“Yes, I know, slave,” she said, rubbing my cock with her boot in a slow, sensuous rhythm. “And when you told me about being a shoe and foot freak that day, did you ever imagine it would get to this point’”

My cock was gushing a stream of pre cum as I answered, “No, Mistress Brenda, I didn’t.”

“And now you’re naked, bound, collared, leashed and on your knees before me. And my boot is stroking your cock. I love the power and, I admit, I’m turned on. Here, let me get a little of that on my toe so you can lick it off.”

She fondled my dick with her foot, then offered her boot for me to lick clean. I slowly used my tongue to wipe the clear fluid from her leathered toe.

“We talked about giving you a whipping. In all seriousness, do you really want me to whip you’”

“Yes, Mistress.”

She asked why.

“It’s not because I like the pain, Mistress. Rather, it’s the symbolism. For days I will know I was whipped by a beautiful woman, that she whipped me because she enjoyed it, and that it reinforced my slave status to her.”

“Good,” she responded, walking me by the leash to the end of her couch. “I’m anxious to begin. Lean over the couch so your ass is in the air. I want a good target.”

Before I bent, Mistress Brenda got a small strip of leather, wrapped it around my ball bag and asked, “Does that hurt’”

“No, Mistress.”

“She pulled tighter and I winced. “It hurts properly now,” she said.

“Yes, Mistress.”

“Good. Drape yourself over the arm of the couch and get set for your new mistress’ first whipping.”

It was difficult getting into position. Finally, I just fell forward on my face. Mistress Brenda got down beside me and drew my head to her breast, telling me to kiss and lick it. Doing so, I became more addicted to her femininity, kissing her breast with passion. Slowly, she pulled away and gave me an open mouthed, tongue penetrating kiss. Disengaging herself, she stood, took the whip into her gloved hand and said, “I’m looking forward to this. Who could ever have imagined that a woman, by whipping a man, could make him even more of a slave’”

She bent, ran her hand over the surface of my buttocks, then stood tall. A moment later, I felt the first lash of the first sexual whipping Mistress Brenda had ever given. Tentative, her blows were far from full force. She had a sensual way of using the whip and I was lifting my ass to meet her lashes. Seeing I wasn’t suffering major discomfort, she flogged harder.

“I like the way your bum comes up in anticipation, slave. And, more importantly, I like whipping you.”

Taking two final strokes, Mistress Brenda sat on the couch. At her direction, I struggled off the sofa’s armrest and once again knelt before her, licking her boots and thanking her for my discipline.

Holding the leash and the whip, she said, “Slave, I’m enjoying this. I like having a man who, because I whip him, loves me all the more. I feel incredibly desirable and sexy. Those welts on your ass will be gone in a couple of hours but just seeing them and knowing I did it makes me feel great. And your cock is telling me all I need to know about how you feel. Does it still hurt having your balls tied up and your cock at full mast’”

“Yes, Mistress Brenda, it does. I want to cum so bad.”

“You’re a long way from that yet, slave. These new rules mean that I get mine first and then, maybe, I’ll let you have yours. I want that dog tongue of yours to work its way up my boot, the stocking, the skin of my thigh and, if I think you’ve done a good job, my beautiful, little pussy. Get busy.”

This was a wet dream come true. I couldn’t believe my luck at finding a beautiful woman a Female Domination novice who loved being a Mistress. I did as I was told, working my tongue up one leg and then the other. When my face got to her crotch, she had me lick her panty covered pussy. I made the surface wet before Mistress Brenda pushed my head away and took them off. She pulled my hair and leash, guiding me back to her sweet and bare triangle. I sucked, kissed and licked her clitoris until my face was covered with her juices. She ground her muff onto my face, fucking it as she moaned in ecstasy. She rested for a few moments before ordering my face down to the floor.

Taking the whip in her hand again, she said, “Now, slave, you pay the price for having enjoyed my boots, legs, thighs and pussy.”

I felt the whip land on my buttocks. Mistress Brenda punctuated my whipping by saying, “I want you to . . . come here every Thursday . . . night. And, every Thursday . . . night, I’m going to have you . . . lick and worship anything I put . . . before you. You’re my slave, slave . . . and being my slave means . . . that you can expect . . . to have your ass whipped . . . whenever I feel like it . . . And I think I’m going to be feeling like it a lot.”

Moving away from me, I heard her command, “Get back up on your knees, here.” Mistress emphasized her order by snapping her fingers and pointing to the floor at her feet. “Turn around,” she ordered. She released my cuffed hands, but I felt only a moment of freedom as she connected them again at the front of my body.

“Now it’s your turn, slave. I want you to use your left hand to play with your balls and your right hand to pull on that cock. That’s it, slave, make your hand a blur. Fuck your fist. Squeeze those balls. Roll them in your palm. I want you to cum for me. You’re getting close, aren’t you’”

“Yes, Mistress. Please, please may I cum’”

Crossing her leg and positioning the toe of her boot directly below the head of my cock, she said, “Cum, slave. Cum all over my boot. Now.”

In a frenzy, I released. My orgasm was mind blowing, combining the excruciating eroticism of Mistress Brenda’s attire, her dominant attitude, her poise, and the satisfaction I felt being the slave of this beauty.

After I’d fully ejaculated, she looked at me with a slight smile and commanded, “Lick it clean, slave. I want my boot to shine and I want all of your cum in your mouth. Swallow every drop.”

I licked her boot in long, loving motions, scooping the cum into my mouth, until her boot gleamed. I swallowed.

Brenda had become a Mistress.

Mistress Brenda owned her first slave.

Originally posted 2013-08-24 08:59:15. Republished by Blog Post Promoter

Submissive Sissy Drawings, Feminized Malesub Artwork Gallery 15

Women Humiliate Submissive Sissies and Feminized Slave Men











Submissive Sissy Drawings, Feminized Malesub Artwork Gallery 14

Feminized Adult Babies and Other Sissy Submissive Males











Man Goes Back to His Mistress


“Hello,” Ryan spoke into the phone.

There was silence. Ryan didn’t know if she was going to hang up or not. From the deep breath at the other end, Ryan wasn’t sure if Mistress knew what she wanted to do.

“If it isn’t my married Slut,” Mistress finally greeted him.

Ryan breathed a sigh of relief.

“Hello Mistress, it has been a little while.”

“Yes it has. How did your cute little wife enjoy her wedding night’”

“Oh she loved it. You know how good I can be. I tell you sometimes I’m God’s gift to women. That night was no exception.”

“I see,” Mistress said. “And, you called me up to brag about your expertise, Slut’”

“Oh no Mistress, I’m sorry. I was just trying to answer your question.”

“You have a lot of nerve. If I wasn’t curious, I would hang up on you right now. So slut you’re very lucky. Did she like what I did to your ass’”

Ryan laughed.

“I got lucky on that one,” Ryan answered. “Sally was a little shy and wanted the lights out. Thank God because she would have so freaked.”

“That was the point, Slut. I wanted her to see that you were a slut and a whore. So you got such an innocent thing that she can’t make love in the light. I bet she hid in the bathroom to undress too and even made you turn the lights out before she darted to the bed.”

Mistress laughed an evil laugh.

“Yes Mistress in fact she did. She was still a virgin and was a little shy.”

“Oh I love it, and there isn’t anything virgin about you. I know because I have fucked every hole you have.”

“There is a big difference between the two of you.”

“No shit,” Mistress said. “So do I need to ask why you are calling me’”

“I miss you, Mistress.”

“I bet you do. You’re probably bored out of your skull with Miss Nicey Nice. Why you picked that bitch over me I’ll never know, and I’ve go to tell you that I’m a little disappointed. I was hoping that she would have seen how I opened you up. Still, I know you thought about me each time you peed and even more when you sat down.”

“Yes Mistress. I had a constant reminder of you for a week.”

“I love it. So what did you want’ You want to meet me again’”

“I’ve been thinking about it, Mistress. I do miss the excitement.”

“You’re crazier than I thought. I figured after the last outing that you would want as much space between me and you as you could get.”

“I was a little upset with you for a while, but I’m over it.”

Mistress burst out laughing.

“And you think that the next time will be easier’ Boy, if you thought the last time was rough, then you will have to really redefine rough this time. And, you know that I always do as I promise.”

“Oh Mistress, I’m getting hard just thinking about it. Will you please see me again, please’ I need you so badly.”

“I bet you do. So your marriage to little Miss Sweet isn’t satisfying you, huh’ Well if I start a relationship with you, it will be on different terms.”

“What do you mean’”

“I’m not going to be some other woman that you call when you need to get off. I’m not your play thing that you call when you’re bored just so you can get your rocks off and then run back to your cute wife. That’s not going to happen. I don’t play second fiddle to anyone.”


Mistress laughed and then continued.

“You know, if you’re my slave, then your ass will belong to me. Well your ass, your dick, your mouth and everything that goes with it. I don’t play any half ass games.”

“I know, Mistress. My ass still remembers last time.”

“And the slut still called me again. You’re amazing. When did you want to request an audience with me’”

“I’m free all this week.”

“I see your bride is already running back to momma’”

“No, well her mother is coming into town and they’re going to do girl things. I feel like a third wheel. So I think I can get away for a few hours.”

“I see. You want a little cake on the side, do you’ That is a delightful picture of me fucking you while your pretty wife is out strolling through the mall with her mother. I kinda like that. Okay slut, I’ll see you again. Just remember what I said. I own your ass.”

“Thank you, Mistress. You’re too kind.”

“I know it. I’m such a sap. Oh well, someone has to keep a slut like you in line and Sally sure as hell isn’t going to do it. Meet me tomorrow out by the lake, camping spot 123 at three pm and expect to be gone for up to six hours.”

“Yes Mistress. Thank you, Mistress.”

“It is my pleasure, Slut.”

The phone went dead.

The next day, Sallie and her mother headed out on another adventure. Giggling and laughing, they piled into the minivan and drove off. Ryan thought about how that his adventure was going to be on the other side of the spectrum. Whereas they were laughing and giggling, Mistress was going to spank, abuse, and take him. Fear stirred inside of him. It was going to be worse than before. At the same time as the fear grew, Ryan’s excitement grew. He felt his lust start to take over.

Ryan drove through town and out towards the campground. The lake was a popular place for the college students to hang out, but Ryan had never known Mistress to go camping. On the other hand, Ryan knew there was a lot about the Mistress that he did not know. When he finally found slot 123, Ryan was not surprised that it was the backmost lot of the campground. His heart sank when he saw that Mistress’ car was already there. Looking down at his watch, Ryan realized that he was seven minutes late.

“You like to keep me waiting don’t you, Slut’”

Ryan heard the angry voice and harsh tone before he ever saw Mistress. Even angry she looked delicious. Dressed in her normal skin tight black leather pants, she walked in four inch boots. Her top was different than the last time. It was a black clincher that lifted and separated her breast to show a deep cleavage through the crisscross of the laced up neckline.

“You know how to start the session out right, don’t you’ You make me so pissing angry with your lack of respect. Who do you think you are to make me wait’ You think now that you’re married and all that I take second place. I don’t think so. That is something that I’m going to correct right here and now. Get your ass out of that car, now!!!”

Ryan parked the car and rushed out as fast as he could. Reaching Mistress, he dropped to his knees and kissed her boots.

“Oh no Slut, that ain’t going to work this time. Oh no, you pushed it just a little too far this time.”

Mistress looked down at him.

“Strip, let me see this God’s Gift to Women. Isn’t that what you said you were’”

“Yes, I did say that, Mistress. I won’t lie to you.”

“You best not start lying, Slut. I don’t cotton to liars.”

“Yes Mistress.”

“What are you waiting on’ Strip those clothes off.”

“Yes Mistress.”

Ryan tore his clothes off until he stood without a stitch of clothes. His cock was hanging limp. Mistress stood and looked at him from head to toe.

“Turn around, Slut.”

Ryan did as she asked.

“I can see your ass has not been taken care. Of course, I could tell that from your smart mouth. Mister, I’m God’s Gift to Women, bend over and let me see that asshole.”

Ryan bent over and pulled his ass cheeks apart.

“Gee Slut, you’re almost a virgin again. I’m going to enjoy taking a virgin.”

Mistress laughed.

“I need to get you suited up. Put your hands behind your back.”

Ryan immediately crossed his arms behind his back and felt the click of metal handcuffs around his wrists.

“Now turn around.”

When he did, Mistress buckled a leather collar around his neck. In the center of the wide collar was a single D-Ring. Slapping at his thighs, Mistress motioned for him to spread his legs. Taking his balls and cock into her hands, she worked them into a ball spreader. It was wider then any she had used with him before and pushed his balls further away from his body. Looking at her handiwork, Mistress smiled.

“One last thing.”

She attached a leash to the ball spreader and pulled it up through the D Ring of his collar before pulling it forward. As she pulled the leash, Ryan felt the pressure go right to his balls. He instinctively leaned his head forward in a slump to take the pressure off.

“Okay Slut, time for us to go on a little hike.”

Without another word, Mistress started walking and yanked Ryan forward. His hands cuffed behind his back and the leash pulling him forward, Ryan stumbled forward. Mistress never looked back but walked a normal pace through the camp site. Picking up a backpack, she headed up a dirt trail in the forest behind the campground.

Ryan did his best to keep up, and Mistress did not give him any slack. Slumped over most of the time, Ryan walked barefooted through the forest.

“Ouch,” Ryan said.

“What are you complaining about’” Mistress asked.

“Stepped on a twig, Mistress.”

“You poor thing,” Mistress said sarcastically.

After about twenty minutes, they stopped at a valley between two hills. A small stream crossed the path and a small grassy spot opened up around the trail. Large trees swung their limbs over the grass providing shade from the sun above. Mistress looked both ways and then at Ryan.

“I think this will do.”

“Yes Mistress.”

Mistress took a nylon rope and tied it to the cuffs that held his hands behind his back. With one throw, she tossed it over the limb above his head and watched it fall to the other side. Picking up the rope on the other side, Mistress pulled it taunt. The more pressure she added, the higher Ryan’s arms were pulled up into the air. The other effect was that his head tilted downward. When Mistress stopped, Ryan was bent over at the waist looking down at the ground with his arms pulled up behind him. Mistress smiled.

“We almost have you ready to begin,” Mistress said. “We need to get those legs spread a little. I think I have a stretcher bar here.”

Mistress took out an extendible bar that pushed out from twelve inches to become a four foot spreader bar. Buckling each end to Ryan’s ankles, she worked quickly and efficiently.

“There you go. Now that is what I call a piece of work.”

Mistress laughed.

Mistress slapped his ass with her hands.

“Where is my thank you’”

“Thank you Mistress. I’m glad that you enjoy the pose.”

“Oh one more thing, we can’t have you moving around a lot, can we’”

Mistress worked a metal coiling stake into the ground. Pulling the leash to his balls taunt, she tied it to the stake.

“There that will keep you in place. I think that pressure on your balls will be a great restraint. You know, I brought some professional whips, but I think I want to start off with something natural.”

Mistress went to a willow tree and broke off several small green branches. Standing in front of Ryan’s bent form but within his range of vision, Mistress slowly removed all the leaves and smaller twigs until she had three limber willow switches. Testing the switches in the air, they whistled with a cutting edge.

“Oh these bring back memories,” Mistress said. “Now the first thing I want to address is the late issue.”

“I’m so sorry Mistress.”

“Not as sorry as you’re going to be. The good thing is that we’re away from everyone. So you can scream all you want. I expect that you will be screaming too.”

“Yes Mistress.”

“I’ll be right up front with you too. I’ve never made you cry before. However, I cried when you chose that bitch over me. Today, I want to see you cry. Does that give you any hint of how much I’m going to spank you’”

“I’m sorry Mistress. I am so sorry. I never meant to hurt you.”

“Yeah right, like I would be dancing in the streets because you and your wife had such a good honeymoon. You amaze me so much at times.”

The switches flew through the air and left three red marks on the otherwise white ass.


“I liked that,” Mistress said.

Swish .. Swish .. Swish .. Swish .. Swish

“Ohhhhhhhhhhhhhhhhhhhhhhhhhh Myyyyyyyyyyyyyyy Gawissssssssssssssssssh,” Ryan screamed. “Those sting like the blazes.”

“Maybe next time you’ll not be late.”

Swish … Swish

The two licks hit the back of his right thigh. The limber switches wrapped all around the back of the thigh and licked his inner thigh.


“You liked that one huh’”

Mistress hit him with five more in the same area of the right thigh. The last one whipped around and hit one of his balls. Ryan screamed loudly with the searing pain.

“You keep that up, and I’m going to have to get out of these pants and start cumming. I may do that anyway. You’re already got me so wet. I just love to hear you scream. It turns me on something terrible.”

Mistress peeled her skin tight leather pants off and stood in her top and bikini cut panties.

“There, now for my toy,” Mistress said.

Mistress slipped a smaller vibrator around her panties and into her pussy. Letting the panties hold it in place, Mistress’ eyes showed that it was working.

“Oh that feels good.”

Swish, Swish, Swish, Swish.

Ryan screamed as each switch cut a red line across his ass.

“I can’t believe you called yourself God’s Gift to Women.”

Swish, Swish, Swish, Swish

Mistress let them land all up and down the back of his thighs and knees. Constantly coming one after the other, she made each one hit a slightly different spot. Mistress loved watching the switch wrap around and catch some unsuspecting flesh. The fresh screams from Ryan fueled her closer and closer to her first orgasm.

“You’re about as close to God’s Gift as the dirt on my shoes.”

Swish, Swish, Swish

“I am,” Ryan started.

Swish, Swish

“Sorry,” Bill continued.

Swish, Swish, Swish

“What are you then’” Mistress asked.

Swish, Swish, Swish

The switches hit the underside of his ass in the tender sensitive region of his butt tuck. Ryan screamed, and Mistress hit it again.

Swish, Swish, Swish, Swish

“I’m waiting for an answer.”

“Your slut, Mistress”

Swish, Swish, Swish

The switches left three red lines across his virgin back.

“No, what are you if you are not God’s Gift to women’”

Swish, Swish, Swish

The back received three more lashes. Mistress was careful to not hit directly on the spine, but loved the switch because their flexibility made it harder to damage organs like the kidneys. Mistress made each blow sing and hit the target she intended.

Swish, Swish, Swish

His back showed more marks.

“I’m waiting for an answer. What are you really’”

“I am a slut.”

Swish, Swish, Swish

The blows fell on Ryan’s ass again harder than before.

“You’re a no good for nothing son of a bitch.”

“Yes Mistress.”

Swish, Swish, Swish

“Don’t, Yes Mistress, me. I want to hear what a low life slut you are, and I want to hear something different from you every time you tell me what you are.”

Swish, Swish, Swish

Ryan’s mind clouded as the constant barrage of willow switches hit his body. He heard Mistress’ instructions but had a hard time understanding what she wanted. When he did not respond to her words, the switches came again. Each time it set a new part of his skin on fire. Mistress shifted her target constantly to hit new or rested spots. Finally Mistress got frustrated.

“Very well, we will switch to a flogger. I will get the answers that I want from you or I will never stop. I expect to hear what you are. What are you to Sally and your fancy neighbors’ Who are you really’”

The flogger hit with a lot more force. It was a ten strand leather short whip that left a burn in its path. Even with the warm up of the willow switches, the flogger cut through the old pain like a searing knife.

Ryan screamed.


“What are you’”

“Dirt, Mistress. I am dirt.”

“Yes, I agree. You see that was a good answer.”

Mistress let her soft hands run over his back and caress his face.

“What are you’”

“I’m dirt Mistress.”

The flogger came down hard five times in a row as each of the strand sung out before the contact. Ryan jerked forward only to be caught by the leash on his balls.

“I told you not to repeat.”

Mistress landed another blow.

“Please Mistress”

Whap, Whap, Whap

The leather strands pounded his flesh again

“I’m your cum slut”

“Yes you are, but I really want to know what you are in your real world. What are you to Sally’”

This time she used the flogger on the inside of his spread legs. Lashing the tender skin of the inner thigh, Ryan struggled against the spreader bar which held his legs open.

“Oh I bet you wish that you could close those legs, don’t you’” Mistress asked.

She handed a cool dozen of the flogger’s lashes to the inside of his right thigh. Ryan could not stand it and screamed a blood curling scream.

“Oh yes, God that made my pussy tingle. I can feel myself getting closer. I’m going to turn this vibrator up a little more.”

Mistress put her hand down into her panties. Almost instantly she moaned. Ryan could hear a humming sound. Mistress landed a dozen more lashes the inside of his left thigh. The reaction was no less dramatic as Ryan screamed at the top of his lungs. Mistress moaned and came.

“OH MYYYYYYYYYYYYY GODDDDDDDDDDDDDDDDD, Here I cummmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmm”

Ryan turned to see if he could watch, but all he could see was the sides of one of her legs.

“It feels so good Slut. Oh, here cums morrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrrr. YESSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSSS”

Ryan was relieved for the break but it was short lived as he felt the flogger crash into his balls. Held firmly in the ball spreader, each ball was pressed tight against its sack making them very sensitive. The flogger sent stabs of pain into his gut.

“Are you going to tell me what you are’ Because I’m going to keep pounding you and keep cumming until I hear it.”

“Mistress, I can’t think. What was the questions’ God that hurt.”


Mistress brought the flogger up between his legs again. Ryan screamed as if he has been kicked in the balls. The deep pain filled his balls and spread into his gut. Feeling sick to his stomach, Ryan tried to answer.

“I am a jerk.”

“That is true, a royal jerk,” Mistress answered.

She stroked his face with her soft hands. Leaning her pelvis closer to his mouth, Ryan could smell the cum on her panties.

“See it is nice when you admit the truth, isn’t’ What else are you, Mister I’m a Gift of God to Women’”


The flogger came instantly and crashed into his balls and the tips whipped around to lick at his dick.


“Hey,” Mistress said. “You got a good answer.”

This time she leaned her pelvis close enough for his lips to touch her panties. His tongue licked her panties, and he moaned.

“That was a good boy, now what else’”

“Your pussy boy,”

“Yes you are that, but I told you I want what you are with Sally.”

This time the flogger came down on the crack of his ass. The bulk of the force hit his asshole with the tips lashing into his balls. Ryan knew the leather strands were opening up tiny fusions in the skin and that his balls must be totally red.

“God Mistress, aren’t you taking this a little far,” Ryan said.

As soon as the words came out of his mouth, he knew that he had made a huge mistake. Mistress open hand slapped him across the face hitting squarely on the left cheek and forcing his head to roll to the right. The backlash hit his right cheek.

“Don’t you ever dare to ever talk to me like that again!!!”

She gave him another open hand slap that made his eyes water. He felt his face getting hot. It was as embarrassing as anything. Ryan had never been slapped by a woman before. As the blows came, they were not closed and hard punches, but enough to make his face sting. Mistress gave him another series.

“God, you know how to push my buttons, Slut. The way you are going, I’m going to have your whole body red for little Sally. Obviously she can’t do it herself. I think it is time to fuck that pee hole again. I did promise you three this time. You know that I always keep my promise.”

“Please Mistress, anything but that. It burnt like crazy for a week. I was so afraid that I was going to get a bladder infection.”

Mistress laughed.

“Oh that turns me on Slut. It burnt when I fucked it and then all week. Gee what will three do’”

“Please mistress. Please let me take a hundred cane licks. I will do that. Please.”

“Quiet Slut. I will do as I please. If I want you to take one hundred canes or a hundred bull whip, you will and you know it. You’re in no position to make deals. In fact, I really resent the fact that you would even dare to be my equal enough to make a deal. Oh that makes me mad.”

The flogger flashed down on his asshole over and over and over. The blows came so hard and so fast that Ryan lost track of how many or how hard they were. The pain from the earlier ones blended with the later ones. With his skin alive with pain, Ryan’s brain started to zone out. The pain blended into his psyche, and the whole event started to blend.

“Fuck this. I need my paddle.”

The next thing that Ryan felt was the large wooden paddle pounding into his ass. Each blow lifted him up on his toes and except for the rope would have knocked him over. Mistress didn’t even flinch but kept delivering blows down on his ass. Ryan sunk into his mind.

He thought, “How can I make it stop’ Anything, oh I would do anything. What does she want’ What can I do’ Oh My God, I can’t stand it. I can’t stop it. There is nothing I can do. They just keep coming. It makes no sense. I can’t figure it out. I can’t think.”

“Lick it, Slut”

Ryan instantly started licking without even knowing what was being offered. His tongue hit the palm of her hand, and he licked it as good as he knew how.

“Good, Slut. I like that.”

“Thank you, Mistress.”

There was a moment of peace and then the blows came again. Ryan braced himself and sunk deeper. Reality seemed to shift, and nothing was real. The only thing for certain was that things were better when Mistress was happy. He had to keep Mistress happy.

“I want to fuck your pee hole.”

“Yes Mistress, anything Mistress. God yes, I want you to fuck it.”

“That is better, Slut.”

Mistress wasted no time pulling three alcohol dipped Q-Tips from a plastic container. She slid under his body where that she had full access to his cock. The first one went in easily. Mistress held his cock firmly and pushed the second one in beside it. Ryan felt the Q-Tip scrape the inside of his cock, and the burning started. The tightness of his urethra made if so she had to work it in and out.

“I swear, these three are going inside of that pee hole. If we have to be here all night, I want that pee hole fucked.”

“Yes Mistress.”

When she sunk the second all the way in, Ryan could not resist the urge to cry out. From his bent over position, he looked down at her long legs and panties. He saw Mistress move a hand down and start to stroke herself through her panties. At the same time the third one started. There was no room for it. Mistress tried to push the head into the opening. It felt like it was tearing apart his pee hole from the inside. Ryan screamed a long and enduring scream. Before he closed his eyes, Ryan saw Mistress furiously rubbing her panties. Then as the pain overwhelmed him, Ryan closed his eyes and sunk into it.

“Ohhhhhhhhhhhh God this is so hot. I’m going to cum.”

Ryan felt the pressure of her sliding the third Q-Tip between the other two and sliding its way down their shafts. He screamed. Mistress screamed.

“I’m so fucking this pee hole. And I’m cummmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmmming. God … … It is so big … So hard. Cummmmmmmmmmmmmmmmmmmmmmmmmmming.”

She pushed it deeper and Ryan reacted.


“Oh yes, that is it, scream for me. Oh I am cumming moreeeeeeeeeeeeeeeeeeeeee.”

Ryan felt the pressure of her pushing the middle Q-Tip in and out of him. It felt like it would crack open. As soon as she stopped cumming, she relaxed. Ryan took deep breaths to keep the pain at distance. Mistress climb back to her feet, but Ryan still felt the Q-Tips inside.


“Shut up Slut.”

The wooden paddle hit his ass again. He jerk forward as the paddle hit the sensitive but cool skin. It felt like a hot poker driving through his ass. Her blows came hard and fast again.

“All I want to hear is how good for nothing you are. What a piece of shit you are’ How you mistreat women of this world. Come on Slut, make it good. I am going to keep whipping this ass until you convince me that you believe it.”

The paddle hit the blisters on his ass. Ryan felt them growing what seemed to be blister on blisters. The licks never stopped one after the other.

“I’m worthless Mistress.”


The paddle came back down on him again. He tried to talk as they hit.

“No good for anything, Mistress. I’m dirt under shoes. I’m the lowest form of life.”

Whack,Whack, Whack.

“Good, keep going’”

Whack, Whack, Whack

“I don’t deserve any woman. I am only worthy as a door mat.”

“Damn right. And’”

Whack, Whack, Whack

Ryan mind started to fade so that he could no longer think anymore. Somewhere, he knew that he could not repeat himself, but couldn’t think of anything new. The licks kept coming.

“I am shit.”

The blows became double hard.

“I’ve heard that before, you better work harder or you aren’t going to have an ass left.”

Whack, Whack, Whack

“I don’t know anything Mistress. Oh Mistress, I,”

He burst into deep sobs. Tears flowed readily down his face. Mistress broke the power of the last swing so that its impact was only a touch. As he bawled his eyes out, Mistress untied his wrists. Ryan tumbled to the ground in a fetal position.

“I’m sorry Mistress. I’m sorry that I’m not good enough to give you the right answer. I’m so sorry.”

“There, there you’ve learned something, didn’t you slut’ You learned just what you are.”

Mistress held his head in her lap and stroked his hair as if he was a child.

“Why don’t you clean my boots’”

“Yes Mistress, anything for you, Mistress.”

Ryan moved to Mistress muddy shoes and with out hesitation licked a clump of mud. Mistress visually checked that the backpack was in position and pressed a remote control button. She saw the flicker of the lens in the darkness of the backpack top. Again and again, she took photos of her slut willingly sucking her boots clean.

“See, you do know your place. That is what makes you a good Slut. Come here, and I’ll give you a treat.”

Mistress grinned as she removed her panties and opened her legs. Ryan looked down at the dirt.

“Come here, Slut and try to show me that you are at least adequate at being a pussy licker. Don’t hold back on me, or I’ll string you back up and give you a proper lesson.”

Ryan dove into her pussy with an urgency to please. Mistress felt his tongue fucking her like a little cock. He didn’t notice anything but her pussy and the wetness. Sucking and tongue fucking it, he was focused.

“Oh I like the way that you do that. You know that I’m never going to let you go Slut.”

Ryan kept sucking and licking as if he was a death row inmate working for a pardon. You’re going to be my slut anytime and anywhere I want you.”

Ryan moaned. Mistress held his head for a minute.

“Let me explain what that means. I’m not going to play second fiddle for your ass. I’m not going to be the dessert while she is the main course. You’re going to wear a cell phone 24 hours a day. When I call, you will be mine and that means anytime that I call, you will be mine. I don’t care if you’re making love to cute little Sally. When that phone rings, you will do what I tell you. Do you understand how this is going to work’”

“I think so, Mistress.”

“Good, and one last thing. If you don’t come to me when I ask, then we’ll set up another outing out here. I’ll strap your ass so bad that you won’t be able to stand, and then I will stake you down over one of these ant hills and douse you with honey and watch you squirm. You know that I always do what I say I’m going to do, don’t you’”

“Uhhhhhhhhhhh,” Ryan said.

“Now get that mouth back to working. I want to cum again, shit boy. You better suck me better than that, Doormat.”

Ryan redoubled his efforts.

Contined from Last Session With His Mistress.

Originally posted 2013-08-17 09:53:44. Republished by Blog Post Promoter