It had been six weeks after my encounter with Thomas and Alan, and John, my husband, was falling deeper into being Jessica. Edward Jenkins, his owner, had taken him to Victoria’s Secret and bought him a full wardrobe full of sexy, beautiful clothes. I was so jealous.
Jessica had lost a lot of weight too, and his hair had grown longer. He looked and acted more and more like a woman with each passing week.
I did ask him the question, “Where was all this going? And what of our sham marriage?”
John admitted to me he was now utterly gay. He said he was enjoying life once again as sissy gurl Jessica tempting men. He loved sucking men's cocks and being fucked in his pussy, as he called it.
“You don't mind all those men fucking you do you,” he said.“Anyway, you’re Henry's cock slave now. I hear you begging for his cock every night and day. I’ve watched you suck his cock, kissing it and loving it. You truly love his huge cock. I know how you feel Sammy. I love them, too.”
“Sammy,” he continued. “I’ve watched you bloom from an innocent young wife into a beautiful sex goddess, into a slave to cocks. I'm going to spend the spring with Edward at his place in the country. It will give you time to be with Henry.”
“But John,” I said. “Henry is away on business for a month. I had hoped you and me could become husband and wife again.”
“Oh, I think we’ve moved on from our marriage. Don't get me wrong Sammy. I love coming home to you and Henry, and I love your tips on my dressing and makeup, but I love Edward now. I want to become a woman like you, and live as Edward’s—”
“You want to be his plaything, his whore.”
“Well, aren't you Henry's slut and whore with all those men fucking you, dear?”
“So,” I asked. “Are we getting a divorce?”
“Wow! Hold on dear. No, no, no, we're not getting a divorce.”
“But I want babies, John. Tick, tick, tick. My clock is running, honey.”
“Samantha, you know I can’t give you children, but Henry can breed with you.”
“Are you willing to bring up another man's children? I'm saying this because Henry might not stay around afterwards.”
John looked serious. “Perhaps your children will like having two mommies.”
“When will you be going?”
“In two weeks, Sammy.”
I sighed. “That's about the same time Henry travels to China. I’ll be alone for a month or two.”
“You can throw yourself into your work, or you can have fun and go see Tina and David.”
“Not with Delbert in the wings,” I said.
“Oh, I forgot to tell you. Did you hear about Jenny Stanford? She’s pregnant and living with Delbert and his two friends. Her husband is Delbert's sissy along with Davina, Tina's husband.”
“John, you had me set up for that fate.”
John smiled. “They all lusted after you so much Sammy, but Henry got there first. Crafty old bugger.”
The next weeks passed quickly. I took Henry to the airport and waved him off in a flood of tears. When I returned home, I found money and a letter from Henry.
[I will return in a month or two. You can start by coming off the pill after your next period. The money is for new clothes and underwear, not that you wear any around the house now.]
All my underwear did look worn, so I took a hot bath, shaved very smoothly, and took off to Victoria's Secret.
When I walked into the shop, Anne was serving a customer. I shut the door and walked around the shop floor watching Anne. She smiled at me and came straight over.
“Samantha,” she said. “How are you? It's so good to see you again.”
“It’s wonderful to see you again, Anne.”
“Have you time to stay? I'm closing early today. I only have to finish up here.”
The lady bought her clothes and left. Anne followed her, locked the front door behind her, and pulled the blinds down.
“Now, sweetie,” Anne said. “I can give you all the special attention you deserve. What do you need from me?”
Her eyes burned into mine, and her tongue slowly slipped over her full ruby-red lips as if remembering an old taste.
“I need new sets of panties with bras, some sexy nighties, stockings, and suspenders dresses for parties, too.”
“Oh, that's good. I have a brand new selection from Paris that just arrived. Let's go see them. They’re in the back of the shop.”
We walked into a large but plush back office with a huge stack of boxes in one corner, a large table in the middle of the room, and a large sofa in the corner.
Samantha gestured around the room. “We use this for private viewing for our sissy and trans gurls so it doesn’t upset the ladies shopping out there. We’re seeing many sexy sissies and their male partners now, and they pay for only the best. We had one come in last week along with her sugar daddy. She was so beautiful. When she stripped off her clothes, her clitty had been caged and her anus was plugged with a prostate dildo. l could hear a low humming from the dildo. She had a faraway look in her eyes as her tiny caged clitty dripped copious amounts of pre-cum as we discussed her up-and-coming breast enlargement and the best size suited for her body. She’ll be about the same size as you, Samantha, and firm with large nipples. Her sugar daddy bought her everything, and he constantly dipped his fingertips into her leaking cock to taste her pre-cum and felt her ass.”
That would be Jessica and her owner Edward, I thought.
“So,” Anne continued. “Here we have our new thongs and hipsters, in silk and lace. Do you want to try any on?”
“Yes, please,” I replied.
Anne slowly removed my clothes. “Yes, you definitely need beautiful new underwear, my dear, and for everyday wear, too, to please those sexy men. Or maybe a daddy in your life? Or maybe a sexy lady or two?”
Off came my bra and panties. I was naked in the middle of the office.
“Now then,” Anne said. “Samantha you’re so so pretty. Let's see… you're a small size 8, aren't you? And a 32B bra size?”
Out came the bras and panties, along with five different see-through babydoll nighties. I chose five matching thongs, bras, and hipster panties in various colors of silk and satin. I loved the feeling of the panties over my sensitive pussy lips. Anne's long fingernails scraping and clawing over my bullet-hard nipples and labia made me quiver and shiver with lust.
“You are such a beautiful, sexy woman,” she said. “I just love seeing you so open and vulnerable, so innocent and naked. I could eat you alive.”
“So what's stopping you?” I said in my husky Spanish accent. I slowly wiggled out of a pink pair of silk panties and let them fall to the floor. The cool air drifted over my excited pussy.
Anne bent down and picked up the panties, looking up between my legs at my now thick and hanging labia.
I pushed my hips out into her face. “See anything you like, dear?” I whispered.
“Oh, Samantha, please don't tempt me.”
“I’d like nothing more than to show you a world of pleasure and pain. It’s something I think you would enjoy.”
It was then Anne got up and pulled me to her, kissing me with such force and passion that it took my breath away. She pushed me slowly backward over the desk.
“Stay there girl,” she commanded as her long-nailed fingers gently prised open my thighs.
As she kissed down my tummy, I gasped as her nails scratched gently over the silky skin of my inner thighs. She took a long sniff of my pussy scent which made me shiver with excitement. Her tongue slipped out from between her red lips and slowly licked the full length of my thick and wet labia. Her tongue snaked its way inside my pussy and her hands pushed my thighs wide apart.
Anne whispered, “I’ve been thinking of doing this to you. After our last brief encounter, dear, I want so much to feast again upon your pretty little pussy. I want to lick and probe your tight little starfish. I want to dominate your tight little body. I want to tease and edge you. I want to make you scream out your orgasms, my little, sweet, innocent Samantha. So please let go of your inhibitions and don't hold anything back from me. You can call me mistress or mommy, Samantha. I want you to.”
Her mouth engulfed my pussy, sucking my labia in between her ruby-red lips and sinking her tongue deep. She moaned as her tongue wildly licked deep into my dripping cunt. Her long fingers and nails pulled my thick labia wide apart as she lapped up my free-flowing juices and sucked my growing clitty.
“Yes, Mistress!” I gasped, rubbing my creaming pussy over her nose, mouth, and chin. Her lips closed around my hard clitty, sucking on it hard, softly flicking the tip with her tongue, then sucking hard on it again.
I gripped her long hair in my fists and pulled her head into my cunt. “Suck my little clitty cock. OMG yes. You excite me so much. I'm on fire with lust for you, Mistress, and what you have in mind for me. Oh, Anne. Yes, yes.”
As I lay there over that desk, her mouth clamped over my clitty and she watched my face as she alternated between tongue-lashing my clitty and sucking on it. Her eyes watched every pleasurable and excited expression on my face as my gasps of sensual joy echoed around the room as if amplified tenfold.
Anne slipped from between my open legs, wiped her face clean of my juices, and slipped out of her uniform. Her fit body rippled as she pulled her blouse off and then her bra. Her breasts tumbled out of the cups with her nipples hard and red like big cherries. Her excitement clearly showed as her skirt dropped to the floor and she stepped out of it. I could see a big wet spot outlined in the gusset of Anne's white silk panties, even before removing them. To my surprise, she was shaven clean.
“Samantha,” she said. “I shaved myself clean, like you. I never knew how sensitive it is this way, and fresher, too. The shop is closed and we won't be disturbed this time, my girl. You’re not running away like last time. I’m going to take my time with you, Samantha. Find out what makes you tick and what you enjoy most.”
Then Anne kissed me deeply and wetly on the lips. Our mouths opened and her tongue slipped between my lips, seeking out mine.
She pulled back, and I watched as she opened the drawer next to me. I gasped as I saw handcuffs, rope, whips, floggers, and nipple clips with the large spring-loaded talons that Henry likes.
I moaned as she took my wrist and cuffed me to a ring on one side of the desk. Funny, I thought, how I hadn’t seen those heavy steel rings on the corners of the desk when I came in. And looking about, I now saw iron rings all around the room. Anne then cuffed my other wrist to the desk. The cuffs were tight, and I moaned.
Anne smiled. “Oh, Samantha, You didn't complain about me cuffing you to the desk. You’re a submissive, sweetheart, and I'm going to enjoy that.”
Using rope, she pulled my ankles outwards and secured them tightly to steel rings. She slipped a small pillow slipped under my bottom, which lifted my hips and thrust my pussy and anus higher. I was helpless as she walked around the desk.
Anne reached into the draw and pulled out a riding crop. “Myself and others have been well used on here. Now, it’s your turn to feel my hot lust unleashed on your helpless body.”
Her fingers danced over my taught body, drawing out wanton and submissive moans when she pulled and pinched my nipples. Anne opened another drawer and pulled out a small butt plug. She looked at me, then shook her head and put it back to pick out a bigger one. It was as wide as Henry's plugs but with a longer spindle attached to a slightly curved T-bar base. There was no heart-shaped gem like those we had at home.
Anne looked down at me spread wide open before her. “Open your mouth, you sweet little thing.” She slipped the plug between my lips. “Suck on it and get it wet for your asshole. Oh my, I don’t remember cleaning it after it was used on me last week.”
I sucked on the butt plug, moaning and shivering while she played with my dripping labia. She sank her fingers deep into my cunt, covering them thickly with my free-flowing juices before covering my asshole inside and out. She removed the dripping butt plug from my mouth and slowly pressed it against my anus, twisting and turning the pointed end as she worked it in. My sphincter slowly opened under the pressure. I relaxed and took a deep breath as it broke the seal and my anus sucked the bulbous head inside of me.
“Oh my god!” I cried. My asshole sucked in the plug. The long spindle let the bulbous head travel deep until the T-bar hit my anus hard, making me jump. My muscles contracted and tried to push out the invading head of the plug, only to have the flat end of the bulb bump into my sphincter. I gasped as I sucked it back deep inside of me. The plug was fucking me in and out of my ass. I fucked the air with my hips as the plug slipped in and out, bumping my anus on one side and then the other. I was helpless to stop it, as it was my muscles involuntarily pushing it out and then sucking it back inside of me.
Anne laughed. “Oh yes. Fuck yourself silly, you dirty girl. Don't you just love it? That huge head fucking your little asshole over and over? Hmm, baby girl, can you hear how juicy your ass hole has become? Can you hear your juices slurping as you fuck yourself up the ass over my desk? Your juices are leaking out of your ass onto my writing pad on my desk. Tomorrow as I write my emails, I’ll still smell and taste your ass and cunt.”
“It’s wonderful,” I gasped.
“Yes what?” said Anne, as I felt a stinging blow on my labia.
“Argh,” I cried. “Yes, Mistress!” Another blow came along. This time my nipples were the target as each one she smacked and flogged until they stuck out beautifully. Then Anne pinched and twisted them, making me gasp and cry out in pain as well as sublime pleasure. My pussy gushed with my juices.
It was then I felt a rather fat cock head stretch my labia and slip inside my cunt. I grunted as the thick shaft followed the fat head of the dildo.
The head, however, had started moving as it slipped inside my wet cunt. Then, as Anne held the grip at the end of the strange cock, something round pushed against my swollen cunt lips. Holding the grip pressing it hard against my pussy, she twisted and turned the end of the dildo trying to insert the ball inside me. The head of the dildo vibrated, and the tip rotated and moved up and down fucking my pussy.
I heard Anne as if from far away. “Take the ball, bitch, take the ball. It’s inflatable, and will lock the cock inside of you.”
Suddenly, I opened and the ball slowly slipped inside my cunt right up to the grip. Once inside, Anne pumped air into the ball. Anne also played with my hard clitty, pulling it and flicking it with her long nails. It was all too much for my body and without warning, I exploded into a huge earth-shattering orgasm. I could feel my juices squirting but, blocked by the ball, nothing came out. I moaned and cried, begging Anne to not stop as my orgasm rolled on and on as she slapped my nipples and clitty with the riding crop until, suddenly, she stopped.
Through a thick, slowly subsiding orgasmic haze, I watched Anne walk away. Still, that dildo hummed away deep inside of me and that plug slipped in and out of my ass.
“Mommy,” I begged.”Come back. Don't leave me.”
Anne opened the office refrigerator, took a bag out, and went to the draw where she pulled out a red candle. She lit the candle and slowly walked back to me.
“Mommy is here, darling,” she said, kissing my lips and rubbing an ice cube over my very hard nipple.
I moaned and lifted my chest to aid her quest to pleasure my body. She held the candle over me, and I watched helplessly as she tipped the candle and a few drops of hot, red wax coated my hard, numb nipple.
I screamed in utter pleasure at the sensation of the ice and then the hot dripping candle on my nipples. Anne rolled my nipples between her fingers to break up the hard red wax so she could rub the ice cube over my areolae and drip more hot wax on my nipples.
I lifted my breasts begging for more. Anne slapped my clitty with the riding crop and climbed onto the desk. She lowered her wet pussy to my face.
“Lick mommy's cunt, bitch,” she demanded. “And I will give you what you want, what you need, sweetheart.” She settled her pussy over my mouth.
I opened my mouth wide open and flicked my tongue in and out of her pussy. I licked her clitty and sucked her labia into my mouth to drink her sweet, dripping juices. Then she settled her anus over my nose. I could smell the musky scent as she squatted over my face and rubbed her asshole over my nose. Once again I felt the ice run on my areolae followed by the searing heat of the wax drip over my nipples. My body quivered with the pleasures of hot and cold as still that dildo hummed away deep inside of me and that plug fucked my ass in and out. Anne flailed my inner thighs with the riding crop and hit the tip of my clitty. I screamed again as my whole body tingled and vibrated and another orgasm rose deep within me. Anne ran the ice cube over my hard clitty and then I felt the splash of melted wax on my iced clitty.
My body broke under a huge earth-shattering orgasm. I jerked, fucking the air as my body strained at the bonds holding me tightly as drip after drip of hot wax splattered over my clitty. Wave after wave of pleasure washed over my tingling body. I screamed at the most intense pleasure I had ever felt, and then I passed out.
Yet it was like I was there, floating above the scene unfolding in front of me. Quivering shaking, I was tied across the desk, watching Anne torture me as she continued to drip wax on my nipples and clitty. Then there was stillness, and I felt Anne tapping my face.
“Samantha, Samantha. Wake up.”
Moaning I awoke from my faint as the final waves of my orgasm drifted throughout my body. The dildo hummed away, the anal plug moved in me, and my nipples and clitty burned and stung.
Anne looked so worried. “Samantha, are you okay?”
I gasped. “Oh yes, Mommy. Yes, it was beautiful.”
She carefully removed my butt plug and turned off the dildo, but left it seated deep in my cunt. She then collared my neck with a thick leather collar and snapped a leash to the ring of my collar. Then and only then did she untie me from her desk.
“Get on all fours, you submissive bitch, and lift your ass to me.”
I got down on all fours with my legs wide apart and lifted my ass high. My sore nipples scratched roughly over the well-worn carpet, making me moan. I watched between my legs as Anne put a large glass between my legs and let the air out of the round ball that held the dildo in place, There was a huge slurp and a gush of juices as she pulled out the red dildo.
“Sit up,” she ordered. “Squat over the glass and squeeze out all your juices.”
I positioned my pussy over the glass and squeezed hard, making my juices dribble from my pussy. There must have been about two to three inches of cunt cream and squirt juices in the glass.
Anne put the glass down in front of me and let me see my cunt juices. My undeniably sexual scent drifted to my nostrils. I crawled to it, put my nose over the rim of the glass, and breathed in deeply.
I felt a stinging rebuke as the riding crop hit my open anus.
“Who told you to move, you dirty little bitch?” Anne shrieked.
She hit me again when I did not answer. “I’m sorry, Mommy,” I cried.
“Don't you move,” Anne warned, as I again felt a fat plug inserted in my ass.
“Sit, bitch.” Anne gave me the glass. “You can drink your cunt juices. You sniffed them, so drink them. But hold half of it in your mouth once you have drained the glass dry.”
Feeling incredibly submissive and dirty, I did as I was told. I took that glass and drank half. It was beautiful. I ran my tongue around my mouth, tasting my sweet juices and feeling the sticky texture. I swallowed, then took the next mouthful and held it as Anne had commanded. She bent down and kissed me. Our tongues danced as we shared my cum juices. We passed them back and forth until she signaled me to swallow.
Anne smiled at me. “You are now ready, my darling, to meet my owner and master.”
I heard a voice, a deep, rich Jamaican voice. “You have done very well, little one. You have completed your training.”
I turned and there, sitting on the sofa was a seven-foot-tall black man. He stood, and Anne ran to his side and removed his clothes until only his boxers remained. She then slowly pulled his boxers down and off his legs. I gasped as I saw his huge, black cock fall out. It was eleven inches long and semi-hard. His balls were large ovals that hung low in his scrotum. His cock and balls were shaven clean and smooth.
Anne knelt at his feet and sucked the mushroom head of his cock as if feeding on it.
“There's a good slut,” he said, as he stroked her blonde hair. “It's good you called me with a heads up that you’d found a new bitch and were breaking her in. Have you made her ready for her first breeding of my cock?”
“Yes, Master,” Anne said.
“Samantha,” the man said. “Come along, little bitch, and don't be shy. Come and meet the cock that you will accept as your master from now on. I'm going to make you mine, so put that leash in your mouth and crawl over to your new master. Place your leash in my hands and we will become Master and bitch, for you’re going to be my bitch from now on. You’ll have no name other than bitch. I will own you.”
It was like I was in a trance. Without thinking, I put my leash between my teeth, crawled to him, and put my leash in his huge hand.
He pushed my head towards his rock-hard cock. “Suck my cock, little bitch. Suck it while my other bitch gets your cunt ready for my seed.”
Anne lay on her back and I sat over her mouth. She sucked and licked my juices, making my pussy even wetter, as I held that throbbing monster in my tiny hand. Its veins throbbed as I sucked on his impressive girth. I licked his glans and sucked his knob as my tongue danced around his open pee hole that was dripping pre-cum like a running tap.
I hung on to him as Anne's attention brought another orgasm bubbling up to the surface. Master pushed my head deeper and deeper over his huge cock until, with a gasp from him, I bottomed out and my nose bumped into his pubic bone.
“Well done, bitch,” he said. “Now lick my balls. That's it. You’re a wonderful little cock sucker for a white bitch.”
He started to slowly rock his hips as he held my head between his huge hands. He pulled his cock almost out from between my sucking lips and then pushed all eleven solid, throbbing, black inches of it down my throat.
With each withdrawal, he whispered, “Breathe, bitch, breathe. Never have I, Errol Beckford, found such a woman, such a small white woman, who can take my cock so deep. You’re beautiful, my little bitch. Is she ready whore?”
“Yes, my master,” came Anne’s reply.
My orgasm skipped on the edge of release. I lay on my back with my legs pulled apart by Anne as Errol walked around my prone body.
“Hmm. You have a tight and sweet little body. I’m going to fuck your brains out until you call me Master and submit to my every whim.”
He knelt between my legs with my saliva dripping from his cock and balls as Anne lined his cock up with my dripping cunt. Then I felt his huge mushroom head rub up and down my pussy lips as slowly he pushed forward. The head of his cock broke the seal of my lips, very slowly inching inside of me and stretching my poor pussy wide. My moans could be heard around the room as his massive cock inched its way into my cunt. His huge muscular body covered mine. Quivering, I took inch after inch of his beautiful cock until he bumped my cervix and I gasped. Errol withdrew and rolled his hips until his fat mushroom head slipped past my cervix and delved ever deeper into my cunt.
Silently, I thanked Henry for breaking me in as Errol’s monster cock slipped its way ever deeper to a place no one had ever been until I felt his heavy balls rest on my ass cheeks.