Writings

Home About Lady D Sessions Erotica
Up  

A subdued sissy

A recent trip to Florida turned into quite an adventure.

my first ever meeting with the Mistress Lady D, a strong but understanding dominatrix with a preference for sissies. began in a pleasant but nondescript seaside restaurant. Blonde, of medium height, and oozing sexuality, She had my imagination racing from the moment i set eyes on Her. i responded to Her questions in an honest but respectful way. i could see that She was amused by my yearnings and more than willing to take me under Her strict guidance - if only for the afternoon. After She was satisfied that i was sincere and not some kind of phony, Lady D patted my hand, smiled, and said She would escort me to Her dungeon very shortly, but that first She had a little surprise for me. Turning Her gaze to the booth across from ours, She gestured for a tall, rather stoutly built young woman to join us. This turned out to be Lady D's protege and Mistress-in-training, Miss Devon. It seemed i would be serving two mistresses this day. 

my heart pounded during the short drive to Lady D's suburban home, and i was ushered directly into a small, dark, but sumptuously appointed room which the senior mistress explained was Her new dungeon-in-progress. She had recently moved, and the refinements were not yet complete, but i was to be given the honor of being the first slave (other than Lady D's live-in servant) disciplined herein. 
i thanked the Mistress profusely, as the Goddesses returned to the room wearing black leather garb. Lady D abruptly ordered silence. 

"Strip," She commanded, "and you had better be wearing the little dainties I told you to wear." Miss Devon chuckled in the background. i quickly removed my outer male garments to reveal powder blue bra and panties, matching stockings over freshly shaved legs, and vividly painted toenails. 
Lady D reached to a nearby table and produced a vial of floral perfume which She sprayed on me liberally. "How sweet she looks, Lady D," exclaimed Miss Devon in a taunting tone. "I can't wait to see the little fairy in skirts." 

"At least she offers something to work with," Lady D agreed, examining my body minutely as i kneeled before them. 

"I think we'll call you Missy, slave. Now, you should know that Miss Devon is here today mainly as an observer, which is lucky for you because She is one of the most naturally dominant women I've ever met and not nearly so gentle as I'm inclined to be. Even though She is still learning the ropes - so to speak - of being a Goddess, She already loves whipping and tormenting slaves. Not to mention fucking them in the ass. And as you can see, She is more than big enough and strong enough to enforce Her will even with the most recalcitrant of slaves. 

"Not that I'm not just as capable." To prove the point, Lady D brought Her riding crop whistling down on my backside, causing me to cry out and setting my ass afire. Lady D immediately chided me. "Did I say you could make a sound, pansy? DID I? The crop came down again, twice, and the Mistress followed this with a stinging slap to the face with Her gloved hand.

"you will do exactly as you're told, slave girl. you will follow My instructions to the letter. The slightest hesitation will prove very painful, and humiliating as well. From this day forward you are completely under My rule, whether in My presence or at home. And it's entirely for real. No game playing. Understand, Missy?" 

"Yes, Lady D. i will obey," i said quietly, eyes downcast. 

"Very well. Now, let's finish your dressing." 

The next hour was spent on my transformation, outfitting me in a light, frothy, pale blue chiffon dress and accessories, three-inch heels, full makeup and a soft brown wig rich with curls. Miss Devon volunteered to do my nails as Lady D finished giving my facial features a more feminine look. i felt both helpless and pampered in a way as the mistresses fussed over me, telling me what a perfect little sissy slave i was going to be and how they might force me to service some of their men friends. 

"I don't think it will take much persuasion for that," Miss Devon laughed. "Look at those pretty red lips, Lady D. They were made for cocksucking." 

"Missy will have every opportunity to prove that, won't you dear?"

"If Mistress commands," i responded meekly, face flushing. 

"I will, sweetheart. you can count on it. But first, you need to practice on MY cock."

Slowly, tantalizingly, to let the reality sink in, Miss Devon helped Her tutor into a dildo harness from which sprang a very lifelike, 7-inch phallus. After securing it in place, Lady D decided that Her young counterpart should be similarly "endowed." Within moments i was confronted by the sight of two dominant women towering over me, waving their dildo-cocks in my face. 

"Missy, you will kiss first My cock, then Miss Devon's. And I want to see real passion when you do it, you little swish." i complied, eagerly, and soon after was alternating from dick to dick, sucking and worshiping their tools with all my heart and soul. "See, Miss Devon, our little Missy just loves to suck," my mistress crowed. "Now let Me show you how you can totally possess a TV slave." 

Commanding me to stop sucking Miss Devon's big dick, Lady D then ordered me on hands and knees atop a raised platform in the back of the dungeon. Walking behind me, and greasing up Her dildo for my deflowering, She instructed me to open wide again so Miss Devon could fuck my face. Lady D lifted my dress, pulled down my panties and gave my bottom a few love slaps, alternating with gentle strokes of Her now bare hand. Next She reached down between my legs and took my small but very stiff penis in Her grasp.
"Umm. Your little clitty can't lie, Missy. See how it responds to Me, to My dominance? you NEED to be treated in this way. All sissies do." 

With that, my Mistress applied more lubrication to my eager asshole. i couldn't wait to be filled by Her cock, to be taken just like a bitch in heat. 

Miss Devon taunted me as She moved in and out of my hungry mouth. "Lady D and I are going to turn you into a wife, Missy. A sweet little submissive wife who waits on Her mistresses and masters hand and foot. Come on, sissy, make love to my cock. Suck it!" "Tell me how much you want to be fucked, Missy. Tell Lady D." i wanted to cry when Miss Devon removed Her cock from my lips to allow me to speak. But i hastened to comply with Lady D's command and begged for all i was worth. 

Seconds seemed like hours until She said "All you had to do was ask, sweetie." 

In a heartbeat i was impaled on the thick cock, and, with Miss Devon resuming Her spirited mouth fucking, i was getting it at both ends like i'd always dreamed. After about ten minutes of this bliss Lady D asked if i would like to cum. 

"Oh, yes, Mistress. Please let me!" 

"On one condition, slave. you will release all over Miss Devon's boot - and you will lick it off." Lady D grabbed my erection in Her greased hand and began pumping it vigorously. "You have exactly 20 seconds, Missy. Then I stop." 

Miss Devon positioned Her boot inches from my penis as i built to the point of no return, then flew over the edge in a volcanic explosion. My ass muscles clamped down on the cock up my bottom as streamers of cum shot out to cover the boot. 
Lady D stayed firmly planted in me as She coaxed out the last droplets of cum and ordered me to devour my seed. I lapped it up gratefully, fulfilled as never before. 

"you will spend the rest of the afternoon cleaning this house, top to bottom, in appreciation for the gift We've given you today. And you will do it in a maid's outfit, slave. you will be released when I am satisfied with your work, and not before. Screw up, and it will be the paddle or the crop. And maybe public humiliation besides. "Now change into this uniform and get busy. And Miss Devon, why don't You give Your boyfriend a call. I think our little Missy would just love to meet him." 

i sighed as i slipped out of the chiffon dress and into the frothy petticoats, my ass sore but my submissive heart in rapture.