Author's Note : Although this is not my first attempt at writing a story, it is the first one I've finished. Well, sort of finished. I don't claim to be a great author and I think my style is rubbish. Expect too much of my anal punctuation, no consistency and rubbish dialogue.
All I wanted to achieve was a detailed account of my fantasies. Hardly any of my stories are based on my life: it is all wish fulfilment. However, I am a transvestite and I am no stranger to fetish and cross-dressing scenes.
Comments and suggestions are welcome.
Tales from Georgina, Tyler's Fate
by Georgina Diablo
PROLOGUE
My name is George, AKA Georgina. I am, and always have been, a sex mad pervert. I have always drawn the line at underage sex, but in my 40 years I have tried just about everything kinky. I get a particular thrill from cross-dressing, and have always tried to dress as much as possible. This was a problem when my Son was growing up, but he left home, for college, a few years back. Now, half of my time is spent in a so called normal lifestyle, and the other half is spent living out my sexual fantasies.
Of course, none of this would be possible if my wife, Pritty, was not as sexually adventurous as myself. She is particularly fond of dominating, or rather manipulating, me. She does not physically hurt me, but often puts me in bondage and constantly teases me. She keeps my cock in a neon-pink CB2000 chastity device, but this is mainly to stop my constant masturbation. We are both active in the local fetish and swinging scenes and regularly attend clubs and parties. I do not have regular sexual partners from the scene, but Pritty is in a few long-term relationships involving BDSM and cuckolding me.
Pritty is 38-years old and of Indian-Asian descent. She is five-feet-six-inches tall, medium build with superb 38DD breasts. She has a cute face, a flawless complexion and black hair, styled into a sharp bob. She has a tight round behind and a smooth, plump pussy. She definitely fits into the 'Mother-I'd-Like-To-Fuck' category. She has ear, nose, nipple and naval piercings.
I am white, five-feet-ten-inches tall, medium build with an average looking face. I don't mind being so average, since in my so called normal life I try not to attract much attention. I have short, but thick, brown hair which, depending how it is brushed, can be considered masculine or feminine. Electrolysis has provided me with a hairless body and my eyebrows are neatly shaped.
I do not seek gender reassignment but I have managed to gain small breast implants, giving me a B-cup. They are quite firm and are not usually noticeable under my loose male clothing. I have a firm round butt and a fat, but smallish, five-inch cock. Like Pritty, I have ear, nose, nipple and naval piercings. In women's clothing I can easily pass for the opposite sex, even without make up.
TYLER'S FATE
PART 1
Tyler was a stud that Pritty had been seeing for over six-months. He was a Neanderthal brute, who fucked her regularly. Too regular for my liking. He also treated me like shit. I am normally forgiving to most people but I hated Tyler as much as he hated me.
I hated his familiarity with my alternative lifestyle, which, although I never deny, I try to keep quiet. I hated the way he took over my house, even knowing where the spare house key was hidden. The thing I hated the most, though, was the fact that Pritty had been seeing him for a long time. I felt he was stealing her away from me. I never told Pritty these things, but I suspected she knew.
It was a Saturday, in June, and Pritty was sitting on the living room sofa, waiting anxiously for Tyler to arrive. Her only attire was a pair of patent-black thigh-boots, with four-inch heels. She said she would not have worn them but they were easy on the knees, and she expected to be kneeling quite a lot. Her makeup was light but quite striking. She doesn't normally smoke but her brightly painted, red lips were sucking on a cigarette while her long, red fingernails were gently scratching away at her nipples.
Although Tyler hates cross-dressers, he gets a superior feeling of seeing me cross-dressed. I was wearing a white bikini and my cock had been freed from its cage. Due to Viagra it was erect and sticking proudly out of my thong. My face was lightly made up, although my lips were ridiculously full and bright. I wore white flip-flops, with kitten heels and my shiny, red nails were clearly visible. My hands were cuffed behind my back with patent-white restraints and matching ankle cuffs held my feet together. A patent-white collar was around my neck and the ensemble was completed with a patent-white ball-gag.
I was standing in front of Pritty and she was blowing smoke in my face, enjoying my torment. She knows I hate this but I was powerless to do anything about it. Neither could I do anything when she started rubbing her boot up and down my cock. I moaned into my gag as my cock twitched uncontrollably, seeping pre-cum.
The sound of a key in the front door made me jump and I immediately came over the boot. I had been denied sexual release for three-days and sprayed cum twice before Pritty raised her other boot to receive another two spurts. The intensity of my orgasm brought me to my knees, and I spurted twice more onto the wooden floor.
I looked up to see Tyler standing in the doorway with a disdainful sneer on his face. He had obviously arrived on his bicycle and was wearing all the Lycra gear. He was 22-years old, stood six-feet-three-inches tall and his 190-pounds, muscular frame bulged through his clothing. He had handsome features and close cropped hair. My gaze was immediately redirected to his fat, ten-inch cock clearly swelling beneath his shorts.
"Dream on faggot," he said to me.
Contemptuous insults were the only conversation I seemed to get from Tyler.
"Come here, bitch," he ordered, and Pritty dutifully crossed the room to him.
Tyler grabbed her tightly towards him and kissed her roughly. His hands grabbed Pritty's arse and squeezed her buttocks hard. Pritty's knee pressed into Tyler's groin, massaging his cock and causing it to tent out his shorts. They were like that for five-minutes, with Tyler sometimes licking Pritty's nipples. I watched on in torment, but the scene, and the Viagra, kept my cock rock hard.
"Let's go upstairs, babe," Tyler said and started to drag her off.
"One moment, stud. There's something that needs sorting out," Pritty said and crossed the room to me.
She released my ankles and removed my gag. I knew without command what to do and knelt to lap the cum off Pritty's boots. Tyler leant against the doorframe sniggering, until he realised where the boots had been. He looked down at his bare legs and noticed a tiny amount of cum. He went berserk and ran over to me.
"Fucking bastard," he yelled, and grabbed me by the hair. "Fucking, bastard, fucking bastard," he kept shouting.
He wiped the cum off of his legs using my hair as a cloth. He then yanked a flip-flop off my foot and pulled down my thong. He proceeded to spank my arse with the shoe. He used full blown whacks that stung intensely, and I squirmed around the room trying to get away.
After six blows Pritty stood up. "That's enough," she shouted and Tyler stopped immediately. "Go upstairs and get yourself ready, stud, and as for you, finish the fucking job."
Pritty was clearly annoyed and Tyler left the room, muttering under his breath. I crawled over to Pritty's boots and continued my lapping. My arse was hot from the beating and I was thoroughly humiliated by the situation. This caused my cock to go flaccid.
When all the cum was licked from the boots, Pritty left the room and I started on the mess on the floor. When that was done I crawled over to the ball-gag and picked it up with my teeth. I stood up and placed my foot back into my flip-flop and went upstairs to the main bedroom, with my cock bouncing freely.
When I arrived, Tyler was sitting naked on the edge of the bed and, as predicted, Pritty was kneeling between his legs. I could not see Tyler's cock, but Pritty's head was bobbing up and down rhythmically. Tyler was clearly enjoying himself and was moaning softly with his eyes closed. They were not at it very long before Tyler suddenly tensed up, clearly about to come. Pritty withdrew his cock, giving me a full view of its impressive size and pumped the shaft hard. Tyler gurgled something incomprehensible and spurted cum over Pritty's face and into her waiting mouth. He only shot twice and produced a rather modest amount of cum, suggesting he had been masturbating or having sex elsewhere.
Tyler slumped onto the bed, exhausted and silent. Pritty stood up and walked over to me. She placed her hands behind my head and pulled me towards her. We locked lips and kissed passionately for a minute or so, passing cum from mouth to mouth with our tongues. Cum on her face was obviously smearing our makeup.
When Pritty withdrew she led me to the bathroom, cleaned my face with a flannel and reapplied my makeup. She did the same for herself before leading me back into the bedroom.
Tyler was sitting on the edge of the bed again and I was forced to kneel between his legs. His cock was only semi-erect now but still very impressive. Pritty tapped me with a boot which was a prompt for me to look into Tyler's eyes.
"Thank you, for letting me share your glorious nectar," I said in a loud, clear voice. "You are such a hunky guy and it is an honour and a privilege to share your man juice," I continued. "You are such a gorgeous hunk and I love you very dearly. I pledge my undying devotion to you."
"Whatever," was his only reply.
Pritty led me over to the corner of the room, fastened my ankles together and strapped my ball gag back in my mouth. I was relieved to get my little speech out of the way, but I was thoroughly humiliated.
For the next two-hours I watched a relentless exhibition of sex. Pritty and Tyler did not take any breaks and tried virtually every position, with every orifice. Tyler never went down on Pritty though. Although I thought the sex Pritty and I had experienced together had been pretty good, Tyler was clearly offering more than I could. It was after Pritty's fifth, and Tyler's second orgasm they finally relented.
Tyler lay on the bed cuddling Pritty. Her hand was gently stroking his semi-erect cock. After just five-minutes Tyler's cock sprang back to full erection. Pritty got up and came over to me. She led me, hobbling, over to the edge of the bed. She got back on the bed and assumed a doggy position, with her arse pointing in Tyler's direction. He got up and unceremoniously thrust his cock into Pritty's pussy. She gasped in either ecstasy or pain and grabbed my cock, pulling it to her lips. She kissed my cock and it started to swell and point to her waiting mouth. Pritty enjoyed a spit roast as she sucked on my cock while Tyler pumped her gently. Strictly speaking, it was Tyler and I who were fucking Pritty, but since she was amazingly skilled in sexual technique, she was her in charge. After 10-minutes, and at Pritty's convenience, we achieved a three-way simultaneously orgasm.
Once again Tyler slumped on the bed and I was on my knees, panting furiously into my gag. Pritty lay back scooping cum out of her pussy to add to the load in her mouth. We all stayed in those positions for another 10-minutes, Pritty slurping noisily on the cum.
Eventually Pritty got up and released me from my cuffs and gag. She indicated to me to sit on the end of the bed and joined Tyler at the head of the bead. He sat up and put his arm around Pritty, pulling her in for a long passionate kiss.
"How was it for you?" Pritty asked me.
"Pretty good," I replied.
"I'm surprised you got off at all, lame ass," Tyler interrupted. "I bet you'd rather have your arse rammed with this," he said pointing to his cock. "Face it, you're a fucking joke. That's why your wife needs someone like me. You're just a joke to us: a clown. Fucking cunts like you disgust me."
"Apologise," said Pritty, abruptly.
"Yeah, say you're sorry, cunt," Tyler added.
"No, you apologise to Georgina, jerk," Pritty said pushing Tyler away.
"You must be fucking joking, bitch." Tyler had a look of pure anger in his eyes, and looked like he was ready to lash out.
Pritty gave Tyler an equally vicious stare. "It's time you left. Left, and didn't come back."
"Fuck you, bitch. I don't need you. I can get any gal any time."
"Bye, bye, then," Pritty said casually.
Tyler looked deflated and was literally biting his lip. "I'm sorry, babe. Let's not fight."
"Yes, let's not fight. Let's not fuck. Let's not do anything," Pritty said turning away from Tyler.
There was a pregnant pause. At this moment I realised the power Pritty had over Tyler. He had obviously been seeing her for so long that he had genuine feelings for her. He slowly rose from the bed and picked up his clothes. He stopped dead and I could see he was in deep thought.
He turned slowly to Pritty, his head bowed. In a remorseful tone I'd never heard before, he spoke. "I'm sorry. Please forgive me."
Pritty turned to him. "I might, but there is still the matter of Georgina's apology."
There was a look of horror on both Tyler's and my own face. He obviously didn't want to give an apology and I didn't know how to receive it. Tyler was biting his lip again, deep in more thought. I hoped he would just leave and never come back. Then he surprised me.
"I'm sorry mate, erm, George, I mean Georgina," Tyler's uttered. "I'm, erm, really sorry for calling you names. Oh, and erm, hitting you downstairs. No hard feelings, right."
I was stunned, but, as sometimes happens, I gave an automated response. "OK, no problems."
I had lied, but I was sure Tyler wasn't being honest either. There was another pregnant pause.
"Now kiss and make up," Pritty said, causing Tyler and me to look at her sharply.
Tyler had a quizzical look on his face, as if waiting for the punch-line of a joke. "You must be joking."
"Not at all. If you're really sorry you'll give Georgina a kiss, as a sign of acceptance for what she is. I'm not asking for much, just a peck on the lips."
Tyler looked round at me, with his agape. He stood there, yet again deep in thought. I was just thinking that he had probably never thought so hard in his entire life when I noticed his cock start to swell. Pritty had noticed it as well and lent forward to get a sly look.
It was probably just the tension of the situation that was causing the erection, but Tyler was definitely embarrassed. He looked down at his cock for an instant and then at me, to see if I had noticed. In the time he had looked down I had turned my head slightly and pretended I had not seen anything. Tyler turned to Pritty, but she had also turned away.
"Actually, I think we should just stop seeing each other," Pritty said to Tyler.
"Wait. Wait a minute," he pleaded and started approaching me, with his cock getting visibly harder.
Tyler sat on the bed next to me and looked into my eyes. I saw confusion and fear in his eyes and, for the first time, I felt a sense of power over him. He lent slowly forward, closing his eyes and pursed his lips. I wasn't going to pass up the opportunity to inflict some sort of humiliation on Tyler and I pressed my lips against his.
The quick peck that was suggested turned into an affectionate embrace of the lips and I gently poked my tongue out. I was surprised to find his tongue had joined mine, but the moment was interrupted by Tyler ejaculating onto my stomach. As he came, Tyler gave a strangled cry and he became gripped by panic. He ran out of the bedroom like a headless chicken and into the bathroom. As soon as the bathroom door closed, the shower started.
"Put on some clothes, quickly. Jeans, a t-shirt and some boots," Pritty ordered.
I opened my drawers and selected a frilly, red bra and panties set. From my wardrobe I selected a pair of denim skinny-jeans, a red, crop-sleeved t-shirt and red, leather knee-boots, with three-inch heels. Pritty dressed almost identically to me, but with a white t-shirt and white boots.
The situation was getting bizarre and it was clear that Pritty had hatched some sort of plan. I just wish she would have let me in on it. She didn't disappoint.
"Right, an explanation," she said. "That jerk has been pissing me off for weeks with his macho, holier-than-thou attitude. I intend to teach him a lesson and turn him into the thing he hates the most. Now go and get some beers."
I returned quickly with three bottles of beer. Tyler was still in the shower trying to wash off his shame.
Pritty whispered to me, "For now, just follow my lead. If I suggest something to Tyler, just agree that it's a good idea. He's vulnerable at the moment and if we play it slow and relaxed he will be none the wiser to my plan, no matter how obvious it is."
She left the bedroom and entered the bathroom. The shower stopped almost immediately. I waited patiently for 15-minutes, listening to mumbling from the bathroom. Pritty and Tyler joined me in the bedroom. We sat on the bed with Tyler's naked body between Pritty and me. I handed out the beers and we started drinking. Tyler seemed uncomfortable by my presence and his obvious nakedness.
"That was some session, wasn't it?" Pritty piped. "Most enjoyable."
"Indeed," I agreed, hoping the small talk wouldn't get any smaller.
"Tyler?" Pritty quizzed.
"Oh, erm, yeah," he stuttered.
"It was so nice that we all made up in the end. I think our relationships are going to get better from now on," Pritty ventured. "No more of that nastiness."
There was a deathly silence and Pritty took a deep gulp of beer before turning to Tyler. "However, there is something troubling me. Tyler, you're just not cumming as heavy as you used to. You know how much I love cum. Are you seeing someone else?"
Tyler looked shocked by the suggestion and clearly lost for words.
"You know, I don't mind if you are. It's just I hope you can be honest with me. Is it Ruth? I bet its Ruth, isn't it? She is pretty hot."
Tyler remained silent. Ruth was indeed pretty hot, but she would never start anything with someone like Tyler. He was not her type. Since Pritty had planned everything pretty well so far I believed she already knew who it was.
"Who is it? Don't keep me guessing. Is it Angel? Marie? Louise?" Pritty asked fervently. "Dominique? Patty?"
At the mention of Patty, Tyler's eyes lit up. He started to say something but thought better of it.
"Oh, no! Do you put me in the same category as that tub of lard? What is it? A lot of woman for a lot of man?" Pritty said sarcastically.
Patty was indeed a large woman, but I knew Pritty was not seriously putting her down. Patty weighed in at 240-pounds, but Pritty and I had both enjoyed her gorgeous arse and huge, ripe breasts. She was surprisingly good in bed with both sexes and I could see why Tyler had been fucking her.
"I'm pissed off that you'd rather shoot your wad in her fat arse than give it to me," Pritty said.
After the day's events, Tyler was now accepting his put downs rather easily. "I'm sorry. I won't see her again, I promise."
Pritty began to feign anger, which Tyler did not see, but I could. "How can I accept your promise when you kept her a secret? Patty! Fucking hell."
"No. Seriously, I promise."
"It's worthless."
"Look how can I make it up to you?" Tyler asked desperately.
"You can keep that fucking thing under wraps," Pritty said, pointing at Tyler's flaccid cock.
I saw this as a moment to make a move. "Works for me," I chirped.
Pritty and Tyler both looked at me with puzzled expressions.
"The chastity device," I said. "After I've been wearing that I come like a train, and I certainly don't screw anything."
Pritty and Tyler looked at each other in silence. From the look in Pritty's face she thought it was a great suggestion, probably better than the one she had planned. The look in Tyler's face was one of dread.
"Do you think it's worth a try?" Pritty asked Tyler. She did not wait for an answer. "It might make things stronger between us. It might even be fun. "
"I don't think so," said Tyler.
"You don't know so. Anyway, it's purely your choice," Pritty replied. "But I don't know how I can trust you otherwise."
There was another deathly silence and Tyler took a large gulp of beer.
"Well?" Pritty asked impatiently. "Do you have any better Ideas?"
Tyler was obviously at a low point and looked like he had just been found guilty of a capital crime.
"OK," he said. "But I'll stop wearing it if I think it's not going well."
"I think I'd be pretty pissed off with that. If it happens, I think we'll have to part company."
Tyler said nothing, but I knew Pritty took his silence as acceptance.
"Georgina, get your cage, please," Pritty asked.
I went downstairs to recover my complete CB2000 kit. I returned to find Pritty and Tyler in a passionate embrace. They were kissing deeply and Pritty was gently pumping Tyler's now erect cock. As I walked in Pritty broke the embrace.
"You're better with the cage, Darling. Can you put it on Tyler, please? I need to make a phone call." Pritty said as she left the room.
I looked at Tyler's rigid cock and cried out to Pritty, "I can't put it on with his cock like that."
"Finish him off then," Pritty casually replied, half-way down the stairs.
I looked round at Tyler and stared him in the eyes to gauge his reaction. He just turned away and I could sense more of his shame. I could tell there would be no resistance from him.
"Do you mind?" I asked him.
"Erm, I suppose so. OK."
I knelt between his legs and started to pump his cock in a matter of fact manner. Tyler started snorting through his nose. I looked up at him and saw he was actually enjoying my ministrations. I decided to go a step further and licked the head of his cock, tasting the pre-cum.
"Oh Jesus," he cried out, and I buried his cock deep into my mouth. "Oh fuck, yeah."
I don't normally boast, but I give fantastic head. For the next 20-minutes I gave Tyler probably the best, deep-throat blow-job he had ever had. I could hear him sobbing, but assumed it was through ecstasy rather than his shame. Eventually, Tyler came down the back of my throat and I withdrew. Tyler was obviously impressed.
"Thank you," he said, surprising me again.
It only took a minute for Tyler to become completely flaccid. I fitted the CB2000 using a ring that was slightly too small for his massive cock. I wanted him to suffer a bit. I secured the padlock and stood up, placing the chained key around my neck. Tyler looked distraught at the thought of me being the key-holder. I left him to his thoughts and went downstairs.
Pritty was sitting on the sofa with a smug look. I joined her, with the same expression and we sat silently. After a few minutes we were joined by a clothed Tyler.
"I'll be going then," he said sheepishly.
Pritty and I rose and escorted him to the front door. Without a word, Pritty embraced Tyler and gave him a deep, lingering kiss. As if to emphasise Tyler's new situation, she pressed her knee into his groin, massaging his now useless cock. Pritty withdrew and opened the door. Before Tyler left he gave me short but tender kiss on the lips.
Today had been full of surprises. Tyler had been a macho, faggot hating, sissy despising, woman using brute. Now he had been put in his place by a woman, sucked off by essentially a man, and, for all intents and purposes, was under the control of a sissy. I couldn't wait to see what Pritty had in store for him next.
TO BE CONTINUED
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