The Slave and the Sissy Ch. 01

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Slave discovers the third sex; Pepper realises her dreams.
2.5k words
4.55
42.2k
31

Part 2 of the 6 part series

Updated 11/01/2022
Created 10/21/2012
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I was more frustrated than ever now; Ella laughed wickedly as I was led away on my leash, my cock pulsing and dribbling like mad in its cage, was there no end to this torture? We turned a corner and we were approached by a smiling harem girl who, giggling passed a sack to mistress. We stood by a door to another room. Mistress tickled my balls before handing me the sack.

"You have five minutes to complete a task for me; I want you to put all the black ones in the sack." She smiled and lifted her chin dominantly as if to say 'I mean it.' I was puzzled as she opened the door but asked no questions. I walked in and she closed the door behind me; my nose was immediately assailed by a rich heady feminine aroma. There in the middle of this small room was a huge pile of soiled panties; mainly white thankfully. Their scent filled the room and it drove me wild; 5 minutes! I might as well have been allowed 5 hours; as I picked up the first black ones I sniffed the delicious gusset, oh how I wanted to masturbate! I was stunned when a door opposite opened; I was stunned beyond belief when she walked in with another sack. Pepper!

I dropped the panties as we stood staring at each-other across the pile. Her milky white flesh was coloured only by her sweet blush as she gave me a soft smile and picked a white pair and placed it in her sack. I picked the black ones, which were outnumbered by about 5 to one.

"Not just 5 minutes surely?" She knelt sideways by the pile, showing me the curve of her sweet little bottom and nodded before speaking.

"Yes, just five minutes." I hurriedly stashed the black ones visible and then knelt closer to her; I found it difficult to keep my eyes off her as we reduced the pile; the intoxicating scent of feminine essences helping to keep my cock bulging as I helped pepper with the white ones too. Unknown to us, another pair of eyes smiled through a hidden peep-hole, a finger stroking an aroused womanhood as they watched. Our hands went for the same pair of panties and we touched for the first time; I squeezed her soft hand gently and she moved her lips close to mine. My cock pulsed as we quickly touched lips; how I wanted to fuck this beautiful sissy, I felt her quiver as we exchanged the softest of pecks.

Time was running out; we stuffed the last panties home as doors opened again at either end, revealing beckoning mistresses. We looked long and hard at each-other as we parted; Pepper would be on my mind the next time I was allowed to come. Mistress Ella giggled.

"Strange how it took you the full five minutes; there isn't a great deal of black panties here. " Wickedly, she held a particularly soiled pair to my nose and asked.

"Did you like laundry duty? I may let you go in there un-caged one day; would you like that?" The beautifully tangy scent of the gussets and the thought of Pepper, and my dominant mistress before me, had me oozing sticky pre-cum.

"Yes mistress I would love that." She laughed at me again. I so wanted the treat she'd promised me. When would it happen? I was close to begging her for release. She fondled my balls again, as though she sensed my torment.

"I'm going to have my toe-nails painted now; you can come and watch." I was leash-led back to her lair and made to kneel in a corner close to the vast bed, Ella clapped her hands and the smiling harem girl came in with someone petit behind her. The harem girl smiled knowingly straight into my eyes, as though she knew I'd be there. She deftly rubbed the cleft of her pussy through the sheer chiffon leggings she wore, before leaving the room to reveal the hour-glass figure behind her. Pepper again! Ella smiled as Pepper tried not to notice me; she thought she'd be punished if she showed any sense of attraction.

I watched as she knelt elegantly at my mistress's feet. I marvelled at her radiant red hair, hairless white skin sweetly freckled about the neck and lower arms. Her soft feminine body was completely hairless; her little round breasts cupped in a tiny black crop-top, nipples as prominent as the little ceramic cage which held her only vestige of masculinity. This truly was the sissy of all sissies; how I yearned for her now! She knelt nervously being aware I was there and just as excited as I was; Ella smiled at her achievement; she was so enjoying the tease. Pepper struggled to hold the pot of nail varnish in one hand and apply with the other, dabbing the skin around Ella's nails and then hastily wiping it off.

"I... I.. I'm so sorry mistress." Ella looked down at pepper softly.

"You are jumpy today Pepper! Whatever has got into you? Don't worry, nobody is to be punished today, I think you just need help." She smiled triumphantly and looked in my direction.

"Come over here slave and hold the pot for Pepper!" I did not hesitate and moved to one side of her, grasping the pot; she smiled softly at me.

"Not there slave; you're in the way, kneel behind her, you'll have to get nice and close though." I swallowed hard and my cock throbbed as I nestled behind Pepper; her soft white arse now between my legs, I had to lean forward to allow her access to the pot and took the opportunity to sniff at her beautiful red hair. I felt her shudder slightly as the hairs on my chest tickled her sweet back. Ella was most pleased with Pepper's attention now, and beamed with pleasure on making her next command.

"She's still very shaky slave; why don't you put your arm round her waist to steady her." Pepper let out a slight whimper as I put my hand as gently as possible around her soft slender waist; the warmth and softness of her little belly was heavenly; I sniffed at her sweet scent as I stretched forward with the pot. Ella smiled at Pepper who was now taking as long as she could with each toe-nail; she was thoroughly enjoying being held by a strong male, especially this one.

"Would you like to have a slave assist you with your chores every day Pepper?" Slave felt her little belly churn with excitement.

"Oh yes mistress, I would love that." Ella turned her wicked smile at Slave.

"Slave, would you like to have a sissy to look after from day to day? You know you are special to me, but you know you cannot accompany a 'standard' female." The thought of Pepper made me so glad I was a slave and could not have a female. I felt her quiver all over as she waited my response.

"Oh yes mistress, I would love to look after a sissy, I would be most grateful." She grinned from ear to ear and then sat back on the bed- her toe-nails finished. Why don't you feel Pepper's bottom, and see if she will suffice; I can soon find you another." Ella knew that already, there could be no other for slave or Pepper. My cock was bursting as I drew my hand down to the soft cheeks of Pepper's beautifully rounded, soft girly bottom. My other hand was now free; Ella smirked and leaned further back on the bed from whence she retrieved two tiny keys which she passed to me. I recognised one as that needed for my cage. Ella giggled.

"Be a gentleman and set your sissy free; I suspect young Pepper may be just a little excited in there." I leaned over and carefully slotted the key into the tiny ceramic caged; Pepper kissed my cheek as I did so. After unlocking I released the clasp and lifted the cage free. Pepper blushed as her sweet little sissy cock erected to a 45 degree angle; her pretty little pink bell-end glistening with moist pre-cum. Ella had Pepper unlock me; my cock assumed the same stiff status as my sissy's, striped with red lines after its tight confinement, my bell end almost purple, firm and straining at the release of blood into it. I was ready to fuck her right then. Ella pulled a very long chain from the bed and fastened either end to my and Pepper's collars.

"Now you are bound together. You will wear this chain tonight as a symbol of your commitment to each-other. Now stand face to face, I want to see you kiss each-other." We stood together and embraced for the first time. Our lips met and my world spun crazily as I closed my eyes and indulged in the warmth of Pepper's sweet kiss. Ella stood close and put her hands on our bottoms, squeezing us together; our erect cocks met for the first time and pulsed together as they slipped against each-other in their excited, lubricated state. Ella giggled.

"Come with me now, I'll show you where you will be staying from now on." She led us to a room down the corridor and opened it. A huge bed with silken sheets waited. She pushed us into the room and closed the door as she left.

Pepper and I knelt on the silken sheets of the bed and studied each-other in disbelief; our cocks rigid and ready for relief. I took her sweet sissy cock in hand as I sniffed and licked at her face and neck; her skin as white and silky as the sheets. She thrust her slippery little sissy cock back and forth between my fingers as I teased her glistening little pink bell-end. Pepper panted with anticipation as she unhitched her crop top; her sweet little breasts stood firm and inviting, my cock throbbed as I licked and sucked at her stiff little nipples. She quivered and let out a little moan as I slid my hand down her feminine back and slid it over her soft bottom, my middle finger straight into the hot cleft of her buttocks and into the hotter inviting tightness of her anus. She looked me deep in the eyes and whimpered as I probed deep with the one hand and ringed her little cock with the other, fingering her little ball-sac gently as I stroked her back and forth. She was good enough to eat and I was so impatient; I so wanted my cock to be where my finger was.

Pepper did not keep me waiting; she wailed with pleasure as I curled my finger deep in her anus and I felt her thrust and convulse sweetly; her hot cream exploded from her little cock, splattering on my thigh and dribbling down my knuckles. I kissed her softly as she spent again and again, moaning sweetly in ecstasy. We kissed and then she took my hand, watching me with soft eyes as she licked her sticky gift from my fingers. She bent down and licked my thigh clean, then looked up at me again as she took my stiff cock in her hand and licked my sticky bell-end, making me jerk uncontrollably. She let go, turned, lay on the bed and lifted her sweet bottom. Now it was my turn.

I knelt between those beautiful white legs and felt the softness of her buttocks with my hands, as Pepper lay there submissively, waiting to be fucked. I licked the back of her thighs making her shudder and whimper all the more, her sweet anus pulsing in and out expectantly; she had had her orgasm and now yearned to feel my cock inside her. I licked up the curve of her thigh, and then licked her sweet little scrotum; I felt her tense as my tongue glided up to her hot little anus. Her aroma was as sweet as any female I'd licked, and I teased her tangy little anus, probing deep with my tongue, ensuring she was nicely lubricated. I moved forward and licked the small of her back as I prepared to have her for the first time. Pepper gripped my hand and squeezed tightly as I moved my stiff and wanting cock into the soft cleft of her delicious cheeks.

Gently I eased my engorged bell end into the tightness of her anus for the first time; it was so tight and warm, I was close to coming already, such was the exquisite feel of my sweet little sissy's pussy. Pepper moaned and cried out softly, making me halt; I did not want to hurt her; she pulled my arm, urging me on. I stiffened my back and pressed the length of my stiff cock home into the inviting tight warmth of her boy-pussy. The sensation was absolute heaven as I pushed right to the hilt. Pepper moved back and forth, slowly at first, making my cock spasm and pulse deliciously; she was enjoying her submission to the full. The animal in me took over and I released her hand, gripping her soft torso with both mine as I now glided in and out of her gorgeous bottom, my balls slapping hers as I thrust in ecstasy. Pepper laid face down, arms stretched back, in complete sissy submission; she moaned with pleasure as she was fucked mercilessly. My whole body went into spasm and I nearly passed out, such was the exquisitely strong and ecstatic strength of my orgasm. Pepper cried out in sweet submission, clenching and releasing her anus around my stiff cock as I erupted with a roar into her sweet haven.

I seemed to come for an eternity, spurting again and again into my sweet Pepper; she was mine and I was in complete ecstasy as I viewed the red haired sissy beauty, enjoying being fucked, lying prostrate in submission as I emptied my aching balls into her. She whimpered sweetly as my cock caused her exquisite pain which she thoroughly enjoyed. At last, panting and completely sated, I released my sissy, pulled my dripping cock clear and we entwined in a loving embrace. Tears of joy crept out from Pepper's sweet blue eyes as she held me so tight, as to never let go. I licked them away and kissed my sissy long and hard.

Once again, unknown to us, smiling eyes looked upon us from a hidden vantage point. A dildo dropped to the floor, having worked a third orgasm from a moist pussy. Someone else was pleased with their work; the tease had been worthwhile. She would keep this vision in her head when the slave next serviced her, and she would have his sissy watch, but before that, she would have them watch the sale of Pepper's friend, Honey.

The two continued to grip each other tightly, soft and secure together, bound by Ella's chain under the silken sheets as they drifted off to sleep, both entirely satisfied with their first encounter.

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NH_SissyGuyNH_SissyGuyover 11 years ago

Very cool story. Nice of Mistress Ella to allow Slave and Pepper to have such luxurious stage for their tryst.Keep up the good work and story.

bluesky496bluesky496over 11 years ago

oh god what a great story i want to read the next chapter please hurry and write it i would love to be slave .

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