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How I became a sissy femme cuckold Part 2

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By *enny_J_Jones OP   TV/TS
4 weeks ago

Oxford

ADVICE: You really need to read Part 1 to follow this!

he next few days seemed to drag past. Although I was a little worried about Mistress Anna being whisked away by Master to what seemed to be the high-life, I was intrigued to find out what he had planned for her - and me. Now that I was going to work caged, in panties, a basque, and stockings, I had to discreetly use the sit-down loos all the time, which was a little embarrassing, but each visit reminded me of my new place in life especially as I often ended up putting in earphones to watch femminizing sissy-hy*no while I played with my nipples – Master had expressly ordered that I couldn’t touch my cocklet.When I got home Mistress gave lessons how to how to dress and make-up to please Her and Master Peter. I was beginning to present more feminine...but still obviously not a real girl. I liked it, so did Mistress: "Oh, you look like a sext little trap now darling" she would giggle.

Eventually, the day of the Big Event rolled up. I had already arranged to work from home the next day just in case. Mistress Anna packed a little vanity case and left sheathed in an overcoat, so I didn’t see what she was wearing - apart from what appeared to be black 10 denier stockings and red suede 5 inch heeled ankle boots that tied up with thin black leather laces at the front. Just before she left, she smiled and said; “Check what’s been laid out for you upstairs and make sure you read the note we’ve left for you, babes. Enjoy yourself” With that she waved goodbye, blew me kiss, and stepped straight into the black SUV waiting for her on our drive.

When I went upstairs, I found laid out the sexiest lingerie Master and Mistress had asked me to wear, and a note in pink envelope, signed "Instruction for Jenny" in my wife's flowing script. Inside was a very short note: "Dress up, put on negligee, sit downstairs, wait for a knock at the door, follow instructions. Enjoy! Anna, XXX". I set to work, squirmed into a under cleavage corset and tied it up tight as I could like Mistress Anna had shown me in my girly lessons with her, stepped into my lace topped, fully fitted cuban heeled stockings and hitched them onto the black lace high-waist suspender belt. In the tight corset, i almost had a cleavage, certainly -after all the play they received - I had hard stretched nipples on little tits now. I combed my hair out and held it back with the black Alice band I had be left. I did my dramatic eye makeup and put on the very long, obviously fake eyelashes - it had taken me so long to learn that trick. After putting on slutty blusher and crimson lipstick on my full lips, I admired myself in the mirror and I have to say I loved the sexy slut looking back at me. I then put on my shiny red patent 5" court shoes. I was so tall! I wobbled a bit, but when i looked in the mirror, my arse looked divine wearing them - as part of my lessons, I had spent a long time in the gym building up my glutes and it was showing! I looked for panties, but found none, so I was left with my metal caged and shaved little cock on display. There was a thigh length, transparent, black lace negligee gown which I slipped into and tied the satin belt. I added lots of cheap costume bangles, that jangled when I moved my arms, long silver earrings, and to top it all off, the tight red velvet neck band left for me. I felt fucking wonderful and wonderfully fuckable.

I tottered downstairs, poured myself a straight vodka for courage, sat down on our sofa, enjoying the feel of the cool leather on my arse, and waited. Just as I thought nothing would happen, the door bell rang. I was pushed several times, who ever was there was impatient. I swallowed the vodka, and with butterflies in the pit of my stomach, I half opened the door and peaked out. Standing there was a squat, bull of a man. Shaved headed with red stubble showing through and a matching semi-beard, he was wearing combat shorts exposing calves with black-ink military tattoos and a tight tee-shirt showing off his stocky body and muscled arms - again tattooed. I was speechless, but he took command, "Come on Jenny, open the door. Let me see you." I opened the door a little more. Saying "Don't be shy now, girl" my new acquaintance snatched the door and opened it up. I felt exposed, any passerby - or even the neighbours - might see me dressed. He looked me up and down and without saying anything, gestured with his index figure that I should turn round. I did so slowing tottering on my heels, which were so high i looked down at my visitors shaved head. After licking his lips as he hungrily stared at me. He smiled wolfishly and said "Get your coat, you've pulled." Sipping on a wool overcoat, I found myself being dragged by my hand into the black range rover in our drive. Still aware of the neighbours I climbed in as fast as I could. What WAS happening, what HAD i let myself into?

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By *tirling Bi CuriousMan
4 weeks ago

Stirling

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By *reed maid carley cumdumpTV/TS
4 weeks ago

exeter

Nice xxx

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By *amantha_kelTV/TS
4 weeks ago

magherafelt

Fabulous

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By *harlotte39cdTV/TS
2 weeks ago

rochester

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By *ankingfun1Man
2 weeks ago

Oswestry

Cuckold husband here for phone with Bull about you breeding my slut wife's married pussy bareback

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By *enny_J_Jones OP   TV/TS
2 weeks ago

Oxford

I sat on the back seat and the muscled guy sat next to me... very close. I could see he was looking me up and down as he licked his upper lip. He looked over to the driver - all I could make of him was that he was tall and had dark curly hair - "well, well look what we have here, Joel. A proper girly sissy. I am gonna enjoy breaking her in, aren't you?" He turned to me with a throaty chuckle; "Call me JB...like a backward blowjob, hehe" With that he put his hand on my thigh i squirmed a bit. In a low deep voice JB whispered; "too late for that my love" and proceeded to slowly move his hand under my skirt that was riding up as I squirmed until he found my stocking tops. "mmm nice smooth legs' He licked his lips and when he found my cage smiled, dragged his nails gently over my hairless balls. "Nice, I am looking forward to ruining you bitch" Then he pushed his tongue into my ear as he squeezed tighter onto my balls as I whimpered. "you like that don't you? Tell the truth or you'll suffer consequences, slut" All I could do was nod. So far Joel hadn't talked, but then he slowed the car, turned around in his seat and said, "We're here JB. I just gotta open the gate" He was tall and rangy, mixed race, and dressed as he had just come from the gym. When he got back in we drove down a gravelled drive to a large detached house. Joel got out and opened its door. JB grabbed my wrist and pulled me out of the car. Saying, "Come on slut, we have an appointment in the Boss's playroom." he dragged me into the house. To be honest, although I was getting very nervous, I couldn't stop my caged cock from dribbling precum a little.

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By *ndstorm45Man
2 weeks ago

Wakefield

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By *enny_J_Jones OP   TV/TS
2 weeks ago

Oxford

[Removed by poster at 13/02/26 12:22:39]

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By *enny_J_Jones OP   TV/TS
2 weeks ago

Oxford

I walked into a big open-plan living area. Photos of Master Peter with important looking people were on the wall and coffee table. JB smacked my arse hard - i could feel by the throb that he'd reddened it - and said; "down the stairs to the playroom, Jenny. We have been promised some entertainmentI am sure you'll find exciting too." Joel took my hand and smiling said, "Ignore JB he is rude to all the girls." With that he led me down the stairs to a basement that had obviously been decked out as a games room. In the centre was a pool table, on one side a well-stocked bar, and the other a home cinema. Joel walked over to the bar, "drink?" I asked for a Vodka tonic. JB pinched my arse again and gestured over to the cinema area and told me to sit on one of the big sofas there. As soon as I sat down he was sitting next to me, hand on my knee. Handing me a drink, Joel joined us on my other side and without asking put his arm over my shoulder and said; "shall we see if there is anything interested on TV?"

As he pushed the remote immediately the 78" TV came on what appeared to be a live sex show. A lithe black woman with oiled skin, wearing just white stockings and suspenders and a leather collar, was on all fours on a bed, her eyes wide and rolled upwards, licking her fat lips. An older white woman in thick make up and red lipstick, wearing an eyemask, a black leather corset and thigh high black patent boots was holding the black girls hips and collar as she fucked her with a strap-on. clearly they were both enjoying it. As the older woman ground her hips she was saying; "take it you bitch, tell me how much you love it" and the Black-girl just let out a guttural groan in response. I was immediately excited by the scene, but then two things surprises. First, the camera panned around and showed a group of about 10 middle age guys, some sitting some standing. They were originally in suits, but now they were in various stages of undress. Some of them had erections bulging from their trousers and pants. Some had dropped their pants and were blatantly wanking as they watched the show. Then, when the camera paned back to the entertainment, I suddenly realised the older woman was my wife Anna!

"Ah, the penny has dropped" chuckled JB "Your wife is a sexy fucker innit she? Too hot for a sissy like you. And she is gonna dirtier now believe me" I turned back to the TV. Having fucked the black girl to a loud climax, Anna put a lead on her, took off the mask from her face and walk over to the group of men, who quickly surround her. Without hesitation both woman began kissing the men. As they let them fondle them, I couldn't help noticing that Anna made a bee-line to the man with the biggest longest cock I'd seen and while he kissed her and fondled her uncovered tits, she took hold of his cock with a little gasp and began to stroke it. "you want it baby?" he said. The response was silent nod and then I watched my wife Anna sink to her knees and lasciviously begin to work he mouth over his cock as both of them groaned. I was captivated by the scene, so much so that I hardly noticed that Joel had now put his mad on my thigh and pushed my skirt up so that my cage and shaved cock was on display to him and JB. Open mouthed I watch as both the black girl and Anna got on all fours ready to be spit-roasted. I noticed that Master Peter was the first to fuck Anna, saying as he did "if any of you want it, Anna loves a nice hard cock in her arse, don't you Anna?" Anna just replied with a whimper as she continued to enthusiastically deep throat a fat cock. By now my jaw had dropped and when JB noticed he just said; "that needs filling, slut. You need something to close it round." After what I watched I was ready to comply.

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By *enny_J_Jones OP   TV/TS
2 weeks ago

Oxford

More soon

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By *tirling Bi CuriousMan
2 weeks ago

Stirling

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By *ndstorm45Man
2 weeks ago

Wakefield

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By *ony 529Man
1 week ago

Coventry

Mmmmmm I wish my wife would make me into her sissy cuck husband

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By *amantha_kelTV/TS
7 days ago

magherafelt

I so want this

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By *enny_J_Jones OP   TV/TS
7 days ago

Oxford

Unfortunately, it is a fantasy. So, obviously I love it too.

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