Bi-Sexual Fantasies - Story # 23
Hi my readers, today I, Ankush, tell you of my first time with a Cross-dresser beauty (CD).
Its time I was around 33 years age. Was married since last 6 years, my wife Ruby, was a lovely lady with attractive figure. We both were in love with each other but despite that Ruby has always been a jealous woman. At times, if while shopping in the mall, or walking on the street, I looked a little longer than normal towards any other girl, Ruby gets upset, and did not liked it. Maybe this was the reason that she decided to ask our existing house-maid to leave. This maid was a young girl, and maybe this made Ruby a bit uncomfortable.
Sunday morning, door bell rang, I opened the door, and there was this young woman standing. 'Hi, I'm the new house-maid, my name is Sylvie' she introduced herself.
Sylvie was around early 40s, with large brown eyes and wide red ruby lips. She was about 5'9" in black high-heeled shoes, long-legged, with dark hair that ran in curls down to her shoulders. She wore a white open-necked shirt that strained against her large firm breasts, and a tight mini-skirt which showed off her shapely legs.
I had been faithful to Ruby her throughout our entire marriage. Ever since we had got together at school, I had not even so much as kissed another girl. But even then Ruby did not had trust on me.
We went through to the lounge, where Ruby and I sat on the sofa and Sylvie sat opposite to us. As the new maid crossed her arms in front of her chest, I could not help but note what large breasts she had. Certainly bigger than Ruby's. Ruby would never have dreamed of wearing what Sylvie had on – she was always bad-mouthing women who dressed 'like sluts'.
Ruby started talking about the tasks that Sylvie would be doing round the house, a topic that Ankush paid no interest in until it came onto dress-code. 'Clearly, what you are wearing is inappropriate,' Ruby said.
Sylvie was annoyed. 'What do you mean?'
'I can't have you wearing high heels to clean the house. Don't you have anything more suitable?'
'These are feminine clothes,' Sylvie said. 'Anyway, if you not like this kind of dress, I would be wearing something different once I start the work here."
'Yes, you do that, beacuse you are my housemaid,' Ruby said. I felt a little uneasy on this voice-tone and choice of words by Ruby, but kept quiet, as I did not wish to fight with my wife.
'Fine. You can wear that next week. For today, you'll just have to see how you get on. Why don't you start with cleaning our bedroom?' Ruby said to her. 'Of course,' Sylvie said.
Sylvie got up and I once again had the pleasure to watch those looks, hers never-ending legs under the mini skirt.This time I had a view of her arse too, the shapely buttocks that wobbled slightly as she walked.
'Will Mr. Ankush show me round?' Sylvie asked. 'No,' Ruby said. 'I think I'll do that.'
That was enough of thinking about her, I said to myself, I was not going to go down that road.
Later, after Sylvie had gone, Ruby asked me what did I thought of her. 'She seemed ok,' I replied, trying not to sound too enthusiastic.
'Do you want to know why I hired her?' Ruby was grinning now, pleased with herself over something. " No tell me, whats the reason ? I asked Ruby.
'Because she is a crossdresser ladyboy.' Ruby said. 'That's a stupid joke.' I reAnkushed.
'No, I'm not joking.' Ruby said, "'Well, when I was looking for a new maid, I started getting jealous. I didn't want you having any temptation. I even thought I might not get one at all. Then my friend Angel told me about a company that she had used. Don't you remember that dinner at Angel's? You saw the girl when we were round there a couple of months ago. She is a ladyboy too".
'You mean she is a boy dressed and looking as a woman ? and not a real woman ?" I asked Ruby.
'Yes,' Ruby said, still grinning, pleased with herself. 'Ladyboy Maid. Hired to keep my house clean, and also let me husband remain faithful and true to me. So I phoned up the agency and they sent us Sylvie.' Ruby kept talking, and smiling on her clever idea to keep me uninterested in the maid.
Now as I thought of Sylvie and tried to imagine her with a cock, I did not felt anything as before. I shook my head a few times to clear the image away.
Ruby let out a laugh. 'Don't worry, hubby. She'll be the perfect maid.' I was feeling totally put-off as had no interest in CD nor in ladyboys.
On next friday Sylvie arrived at the designated time for her weekly maid duty. I answered the door. Sylvie gave me a wide smile. She looked so feminine that I still couldn't believe she was a ladyboy. Today she was in a frilly skirt, and a tight fitting denim jeans.
I watched her go straight upstairs and found himself admiring her legs as she went. But then told himself to snap out of it. Then I heard her calling me from the bedroom. I walked into the room but could not see her. It had been Ruby's parent's bed, before Ruby and me took it. This was the same bed we had used to make love for the first time, and it had been their bed for our wedding night.
He turned round to try and spot Sylvie. Then two hands covered my eyes, and I caught a scent of jasmine.
'Sneaking into a girl's bedroom is very bad,' a sultry voice said. 'But this isn't your bedroom,' I said, as I lowered her hands from my eyes. Sylvie stepped to the side and I was again looking at the top of her breasts which were trying to burst out of her top.
'So, do you want me here?' Sylvie said. I stumbled over a reply. 'What?'.
'Do you want me here?' Then she playfully pushed me in the chest, digging her long red fingernails into me. I told myself again that this is a ladyboy standing in front of me. She was not a normal girl, but a chick with a dick.
'Yes, start here,' was all I managed to say.
'It was always my dream to get married,' Sylvie said, 'I always wanted to find a man who would buy me a beautiful white wedding dress, a man who would look after me and make love to me whenever I wanted.'
I gulped my sit in my throat. It had been a while since me and Ruby had done anything like that. I realised , my gaze had drifted down to Sylvie's crotch.
Then there was the sound of coughing. Ruby had appeared at the door. 'We make a good couple, don't we?' she said.
Sylvie's smile grew wider. 'Yes maam, a very good and handsome couple.'
Later in the afternoon, I found Sylvie struggling to pull down the ladder to the attic. I had to walk round her back to help steady the weight, and for a moment was pressing his body into hers. I could smell the flowery Jasmine shampoo she must have used in her hair as they lowered the ladder. She almost let the ladder fall and I had to run my hand past her arm to stop, and I felt her smooth soft skin under his touch.
'Thank you,' she said.
I backed away. That had felt weird. 'What are you trying to get up there for anyway?'
'Ruby said the attic was the dirtiest place and that I should work there.' She looked hurt. 'I don't think she likes me. Do you like me, Mr. Ankush Sir?'
I listened and replied 'You don't have to call me that. You can call me just Ankush.'
She gazed at the floor. 'You think I'm dirty too,' she said. 'Because I'm a ladyboy.'
'I've just never met one before.'
'I'll be a good maid for you,' she said. 'I'll do anything I can to make you happy.'
'Ok,' I said, not sure what else to add. 'I should hold the ladder steady for you.'
I stood underneath her as she climbed, and I was staring straight up her legs to her groin. She looked back down, and gave me a knowing smile. 'Come up if you like, Ankush. I'll need help.'
'I'd better not,' I said, letting go of the ladder as it were boiling hot. I was feeling scared that if Ruby just came there, I would be in trouble.
A week later Sylvie again returned to her weekly duty. This day she was wearing skintight black leather trousers and a white cashmere jumper that showed the shape of her breasts. As soon as I saw her, he felt his erection growing.
When Sylvie went to walk through the door, I did not step out of the way, rather stayed there in the doorway. To get past, she had to press her arse against my crotch. She lingered there, letting my cock press against the crack between her buttocks. Only when it had rested there for a while did she walk through into the house.
'You should go and see Ruby,' Ankush said. 'She is waiting for you to come, then we need to go for some grocery shopping.'
Sylvie smiled at him. 'Sure, Ankush.'
We all three ( me, Rubu and Sylvie ) went to the superAnkushet together. The leather trousers showed the perfect shape of Sylvie's arse, there was the cute white cashmere jumper that hugged her breasts and there was her feminine laugh that she would make whenever I told a joke. And then he would think of what was between her legs. It was almost impossible
'Got everything,' Ruby said. 'Let's go back home.'
Ruby had ordered new equipment for the house, a huge TV and stereo system. I pulled the cart to the car, and loaded all onto the passenger seat, and then was surprised to find that my wife Ruby wanted to drive.
'I don't trust you to drive with all this expensive equipment,' she said. I shrugged my shoulders, as I knew I just had to accept Ruby's decision without any question.
I was now sitting in the back-seat with Sylvie. With all the groceries that we had had bought, there was barely enough room to fit one person in. 'Just sit on each other,' Ruby said, keen to get back to the house quickly.
Sylvie gave a brief smile, her luscious red lips parting to show her perfect white teeth. She stepped aside to let me get in first, then she climbed in after me.
'Buckle up,' Ruby said. Sylvie laughed. 'We can't fit.'
Sylvie adjusted her position on my lap. Her fingers dug into his thighs as she moved. I could smell the perfume on her neck and could feel the pressure of her body as she sat on me. She wriggled round, and then eased her arse into my groin. She knew what she was doing, and I was getting hard.
Maybe nothing more would have happened, if they hadn't hit traffic. Ruby got impatient, so she took them onto side roads to get back. The movement of the car forced Sylvie to shift her position, and it gave her a chance to move her firm arse over my cock. She began to massage his penis and I started to have a tentpole in my trousers prodding against the leather of Sylvie's trousers, pushing against her buttocks. As the car accelerated suddenly, it made Sylvie lean fully back.
'I'm sorry,' she said, her breath warm and light.
'That's alright,' I replied. I put my hands around her waist to shift her back into position, but then let my fingers linger on therr.
Sylvie leaned further back, making a small moan when she pressed against my cock. My dick was like rock now, flattened down and pressing against the extra mound in her crotch. I knew then that my cock was touching her cock. She whispered to me, 'What would your wife say if she knew you were dying to push your cock up my ladyboy ass?'
'What was that?' Ruby said from the front. She had heard something, but not enough to understand.
'Nothing,' I said hurriedly and pushed Sylvie forwards on my lap. But in response, she leaned round and placed her hand on top of my dick. She began to rub it through my trousers.
'Be a good boy,' she said.
I was panicking, thinking that Ruby would see and also thinking of what was in Sylvie's panties. The dirty secret she hid away there. 'Get off,' I said.
The feeling of her touch was so very pleasurable, that I could not bring myself to lift her away. She made slight moans as she pushed on my cock, then she suddenly stopped. She leant back again and whispered, 'I'd love to feel your hard cock inside me.'
'It's not going to happen,' I said. But I was already wondering what would happen when such a thing would happen.
I avoided Sylvie for the next couple of weeks, concentrated on being a good husband, taking Ruby out to dinner, coming home early for work to spend time with her and doing odd-jobs around the house that I used to avoid earlier.
Then on the morning after Sylvie had been here, Ruby had gone to her friend's house. Sylvie cornered me while I was fixing one of the light bulbs. She was wearing denim shorts that showed off her tanned brown legs and a tight t-shirt that strained against her breasts. She was braless and I could see her nipples that pressed against the material of her top. Her feet were naked too and her lips were bright red. She was smiling devilishly.
'I wanted to talk about the other day,' she said. 'When we were in the car.'
'I'm not going to discuss that,' I said. 'And why's that?'
'Because we're going to be together.'
'That's ridiculous, Sylvie.'
'I can see it in your face. I felt it when I had my hand rubbing your cock the other day. You want to fuck me. You have to fuck me. You can't bear the idea of not being inside me.'
'No,' I said, weakly.
'You want to kiss me and lick my breasts and feel your cock inside my ass. You want it so badly you're going to explode.'
'That isn't going to happen, Sylvie. I'm not going to cheat on Ruby, especially not with a ladyboy.'
She gave a coy smile and placed a hand over the front of her skirt. 'Is that all you think of me? I bet you'd like to see it. I'd bet you like to see it all hard as you fuck me. When you dominate me, you can watch me cumming from my cock. All because of you.'
'Shut up,' I said. But what she had already said was too much. The erection was growing in my crotch, and Sylvie's eyes went to that. She licked her lips, then let out a purring sound.
'I see you're already hard for me.'
I walked towards her to throw her out of the room, but when I grabbed her, she twisted round so my cock was pressing against her arse.
'Why don't you fuck me, Ankush? Just a little fuck. My ladyboy cock is desperate for you.' She took my hand and guided it to the front of her shorts where I felt the shape of her cock pressing against her skirt.
'I can't do it,' I said, 'I've never done anything like this.'
But I kept my hand on her small cock. She raised her head and kissed me. Her mouth was sensual, warm and wet. She sucked on my tongue, and I felt my cock raging. I reached up for her breasts, running my hand under her t-shirt and I felt her naked breasts.
'Make love to me, Ankush.' Sylvie moaned in a husky voice.
I pulled her shorts down as we stood in front of a mirror. My cock was fully grown, eight inches that Sylvie grinned at. She licked her lips again. Her hand wrapped around it, her long red fingernails a sexy sight as she began to manipulate my dick.
'Good,' she said, 'good boy.'
I lifted her up and dropped her onto the bed. She was a picture of erotic perfection lying on her back, with her flat tanned stomach, and the black silk panties that hid a slight bulge.
'What are you going to do to me?' she said, placing a finger to her bottom lip.
By now I was filled with lust. I lifted her legs up so her ankles were resting on my shoulders, then pulled her hips against me. My erection pressed hard against her arse.
Now I was mad with desire. 'I'm going to fuck you,' I said.
She let out a squeal of delight.
As Sylvie ran her hands through her hair, I could not help himself. Her breasts were magnificent, dark and round. Her nipples were brown and pointed and I ran my hands over them. I bent down and sucked on her breasts. They were so much bigger than Ruby's. The nipple was hard against my tongue. I nibbled on those heavenly nipples and Sylvie let out a purr of joy.
'You're turning me on,' she said. She was laughing as she spoke. 'Make me yours, Ankush. Make me your new wife.'
My cock was rock hard now. I pulled off my clothes and pressed it once more against her soft black panties, aiming for her arsehole. Underneath her panties, I saw that she had an erection as well. I reached down and rubbed my hand over her cock. She let out a satisfied sigh. 'Mmmmm, that feels so good.' Then I moved down to her balls and rolled them between my fingers, stroking and gently squeezing them. It felt unnatural but it turned me on even more, especially when she moaned in pleasure.
I ripped off her panties and her small hard cock came free. I took it and with one hand began to massage her dick. She moaned even deeper, and I bent down once again to suck on her tits. By now there were no thoughts of Sylvie being ladyboy or chic with dick. It was just animal lust in me bubbling for Sylvie.
I could feel the pressure building in my cock and I ran a finger over Sylvie's arsehole. It was a firm little entrance, and I pushed in slightly.
'Mmmm,' Sylvie said, 'you're nasty to me. What if your wife comes back?'
By now I was beyond point of being scared of Ruby. I did not want to think about that now. I just wanted to fuck this sexy ladyboy lying on my marriage bed. I pushed my finger deeper into the warm tight pocket and Sylvie let out a yelp of delight. Then I could resist no more, and I pulled my finger out, and pressed my cock against her anus. I pushed my cock against her hole. It was so small, I didn't think I would get through. But my precum had made her arse wet and slippery. I forced myself inside the tight warm canal. Sylvie made a sound of discomfort. Then she gave me a wicked smile as I pushed my whole length inside her. As she ground her hips to the rhythm of our sex, I could feel her body responding to me. She was gripping round my cock and I pressed further and further into her.
The sensation was incredible.
Sylvie laughed again. Her smooth tanned legs wrapped round me, and I leant forwards onto her chest so her breasts were squeezed against me. I could feel where her little hard-on pushed into against my stomach. She was smiling at me and ran her hand through my hair as I kissed her deeply.
'You're so big,' she said. 'Fuck me harder.'
She let out a sound like a grunt as I slammed into her,my cock pulsing with pleasure as it found ecstasy in her puckered arsehole.
I began to rhythmically pound her, in and out. My force made her breasts jiggle, and she began to call my name.
'Oh yes, Ankush, sir, fuck me, fuck me hard, you're so fucking hard!'
She was hard too, her little cock bobbing down in front of him and I grabbed it with one hand as with his other I played and squeezed her breasts.
'Yes, that feels so fucking good!' she said. 'Make me come, baby, make me come.'
I was going faster and faster, driven wild by the incredible sensation of being inside this ladyboy who had infiltrated her way into my home and set about trying to seduce me. More than anything I wanted to fill her with my cum.
I gazed down again at her beautiful body with the tight stomach and her gorgeous smile, and her little cock so hard in my hand, and my cock so hard in her arse.
Then, I heard a woman scream. Turned my head to see my wife, Ruby. She had been shopping and dropped her bags as she held a hand to her mouth. 'Oh my god, what are you doing?'
I could only imagine how it looked, Ruby coming back to find her husband balls deep in the ladyboy maid. Sylvie let out a cruel laugh, and I realised that I still had my hand round her little cock, and then Sylvie moaned even louder in pleasure.
'Oh, Ankush make me cum! You're going to make my cock cum! Cum in me and make me your new wife!'
'Get off her!' Ruby shouted. 'Ankush what are you doing?'
'I can't help it,' I said. And it was true because even as I spoke, I wanted to go back to staring at the beautiful sexy Sylvie who was moving her hips against me and squeezing her arse, expertly massaging my cock with her sphincter. Sylvie's red lips were in a full smile. She was enjoying the moment of being discovered. Her cock was even harder now. She wanted to come in front of my wife.
'Make me your new wife,' she said. 'Oh God that feels amazing, Ankush! You can do anything you want to me! DO NOT STOP Honey'
Ruby shouted cryling 'What are you doing, Ankush, what are you doing with her?'
But Sylvie's groaning and moaning was getting too much. I looked at the beautiful ladyboy lying on bed, her legs wrapped round me and my cock deep inside her. I let out more grunts as I began to fuck her. Sylvie shrieked in delight, her little cock rubbing against his hand.
'Yes, Ankush, that's it, you're amazing!'
Then, with a sudden rush building in my balls, I slammed into her with one massive effort.
'No!' Ruby shouted from the doorway.
But it was too late. Kissing Sylvie's wet open mouth, and running my tongue over hers, we both came in a flood. I felt her cock throbbing in my hand and a surge in my own cock as I exploded inside of her.
'That's incredible!' Ankush said as I filled my ladyboy maid with cum. I released dollop after dollop of warm semen into Sylvie's arsehole, and watched as her own cock came, letting out pulses of white jizz onto her stomach.
'Mmmm, yes,' she said, smiling at him with her ruby lips. 'That's amazing.'
As the cum-storm of both of us subsided, I felt a sudden wave of guilt pass over me. Ruby was still standing in the doorway, crying. 'Why did you do that?' she said. 'What about us?'
By now Sylvie was giggling, and putting a playful hand in front of her cock. The sight of her long painted nails coyly shielding her cock turned me on again, and I felt my cock's stiffness returning.
Ruby said. 'What have you done?'
Sylvie rose up on the bed and came to stand next to me. I ran a hand round the back of her and cupped her arse, the feel of her firm flesh incredible. I pulled her close so that her breasts pressed against me. Her little cock was still dripping cum onto the floor. But she was also getting hard again. She reached down for my dick and held it next to hers. She began to play with them together, rubbing her penis against mine.
She moaned deeply. 'What do you think, Ruby, do we make a nice couple too ?'
She then pulled my head down to kiss me again. Ruby let out a disgusted noise, then ran out of the room. Sylvie laughed again. I was once more rock hard in her hand. She knelt down and took him in her mouth. It was incredibly sexy watching her skilfully manipulate my cock, running her tongue over it, her large brown eyes staring back into my eyes. I felt terrible for what I had done to Ruby, but I knew that I was was becoming obsessed and possessed with this incredible ladybody.
I grew in her mouth and she began to slurp on it, then she upped her speed. I saw the outline of my dick pressing against her cheek as she let out more moans. I watched himself in the mirror, the sexy ladyboy on her knees with her own erection rising into the air as she expertly manoeuvred my dick with her wet mouth.
'Oh yes, Ankush, that's it, be naughty with me, baby.'
I heard the door shut downstairs but did not pay it any attention. I pulled Sylvie off my cock and she gave a slight frown of disapproval. But I pushed her onto the bed on all fours. Her arsehole was staring back at me, the puckered brown star that was still oozing out his cum. Her cock hung down between her legs, and I went up behind her and reached underneath. I began to play with it and she let out soft sounds of joy. When she was fully hard again, I pressed my own member into her arsehole. She shrieked in delight, as i began to bang her doggy style. Sylvie laughed again as I drove into her arsehole. She squealed in triumph as I filled her with eight inches of my manhood, her anus wrapping round my cock, her hips bucking back, her breasts wobbling and her small cock standing to attention. She looked back at me with love and lust in her eyes as I again slammed into her. We both rocked together, as I drove into her time and time again, before I finally unleashed a torrent of fresh cum into her warm arsehole.
Sylvie then screamed my name as her own small cock reached the point of cumming.
'Oh, baby, that's incredible. I'm cumming, I'm cumming, I'm cumming!'
I reached round just in time to feel her little cock explode in my hand, the veins pulsing and throbbing as she sprayed her jizz onto the bed.
We both lay down on the bed together, hot sweaty limbs wrapped round each other. She rubbed her cock for me and smiled as I kissed her. I reached round her arse and played with her soft, wet, tender anus. I ran a finger deep inside her so that she moaned my name again and again.
'Oh yes, Ankush. I'm your ladyboy wife now.' and I could not agree more.
January 9, 2015- -
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