House Sitting for the Holidays part one
- 2 years ago
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By the end of the first week, I had completely transformed into a girl. I no longer wore men's clothing and my daily routine now consisted of showering, shaving and practising my makeup techniques before deciding on what outfit I was going to wear next. I had completely succumbed to feminization and needed to dress slutty in order to feel fulfilled.
On this morning I rifled through the wardrobe looking for a sexy outfit, holding my breath as I came across an inappropriately short sequinned blue mini dress with ruffled hem. "Oh fuck me," I mumbled with girly surprise.
I was already wearing a sexy black three-piece set, complete with matching silk bra, thong, garter and stockings as I pulled the dress from the hanger, excitedly slipping it on over my lingerie. I stood back in my high heels and admired the slutty whore standing before me in the mirror.
"I need your cock!" I mouthed seductively, dropping to my knees and reaching for one of the many toys that lay strewn across the floor. I picked up a rubber cock and licked the suction pad base, sticking it onto the mirror and running my tongue up the length of it. Staring into my reflection as I began to roleplay.
"Do you want me to suck your dick, baby?" I whispered, dreaming of the real thing as I quickly sank my mouth over the rubber cock, gagging as I deep throated it. My mouth salivated as I bobbed my head over the cock, feeling the dress rub against my stockings, the thrilling sensation as it pulled tightly against my ass.
My eyes flickered in excitement as I watched myself sucking cock, the dress riding up my legs, exposing my garter belt and tops of my stockings. I closed my eyes and thought about Teresa, imagining her sucking her husband's cock.
The fantasy sent a rush of heat down to my crotch, lifting my dress further and picking up a large vibrator before slowly easing it into my pink boy pussy. "Oooh yes baby, you want to fuck me, don't you?" I squealed as I began slowly riding it. "That's it, baby. I'm your sissy slut."
I screamed with pleasure as I rode and bounced onto the vibrator, speeding up and leaning forward as I continued sucking the rubber cock dangling from the mirror. It felt as if I was being double-teamed and sent rushes of tingling sensations through my body. Had Teresa ever been this naughty? I thought to myself.
My tiny clitty was oozing pre-come into my silk thong that stretched across my ass clinging to my hips as I pushed myself deeper onto the vibrator. I let out an orgasmic scream, sinking back further. "Take me," I moaned. "Fuck my pussy baby!"
I was edging closer to a full-blown orgasm, freeing my nipple and squeezing it tightly, bouncing onto the vibrator as my ass cheeks slammed harder against the floor. I took one more look at myself in the mirror, watching intently as I felt a rush of anal orgasm vibrate against my g-spot, cum trickling from my soft clitty.
"Yes, baby!" I screamed, feeling the vibrator deep inside me as I continued fucking myself harder and faster until I came to a climax.
After a quick shower, I towelled off and slipped back into some pretty pink lingerie. I decided to take a picture of myself standing against a cupboard in the hallway. I looked at the image, noticing how slender my body was, how sexy my legs were and how feminine I had become.
Teresa's name lit up on the screen, startling me. 'Shit,' I thought, suddenly conscious of what I was doing. "Hello," I answered timidly.
"Hi sweetie, how are you?" She shouted down the phone, the sound of loud chatter and music blaring in the background.
"I'm fine," I replied.
"How is everything in the house, you making yourself at home?' She inquired.
"Oh yes, everything here is great," I replied, looking down at her pink stockings and lingerie stretched tightly against my body. "I'm settling in ok."
"Oh, good, glad everything is going well. Listen, I gotta go, this call is costing a fortune. Lots of love, help yourself to anything you want and remember, Mi casa es su casa," she said, quickly ending the call.
I wandered downstairs and into the kitchen, enjoying the sound of my high heels clicking on the tiled floor, searching for something to eat for breakfast. 'Dammit,' I thought. There was barely any food left in the house. I stopped and thought for a second when suddenly the idea popped into my head.
Why not just go shopping dressed en femme? The thought both scared and excited me at the same time. Adrenaline pumped through me as I quickly tiptoed up the stairs to see what kind of outfit I could put together.
Sifting through a few ideas I slipped on a cute light grey pencil skirt and a black ribbed long sleeve crop top that matched my heels. I brushed my long brunette wig and took my time applying makeup to make sure I looked convincingly feminine, before leaving the house.
After a short drive, I arrived at the local supermarket. I felt so self-conscious as I stepped out of the car and teetered across the parking lot into the store. I felt as if the whole world was watching me, nervously grabbing a trolley and heading down an aisle. A few men seemed to be staring at me as I shopped and one woman gave her husband a dirty look as she caught him staring at my ass.
A young guy in his early twenties seemed to be following me around the store. I couldn't tell if it was just coincidence so I decided to loiter around the canned goods aisle. Scanning the items on the shelf, I casually glanced over and saw him subtly watching me. Something came over me and I felt the urge to tease him, bending over to pick up a can from the bottom shelf, ensuring he got an eyeful of my tight ass.
Slowly bending back up, I looked over my shoulder, seeing his eyes wild with delight and his mouth wide open in awe. A tingle ran up over my body and back down again, making me smile gleefully. Strutting further down the aisle, I swung my hips and tiptoed in my heels, stopping to look up at a shelf and exaggerating as I struggled to reach something from the top.
He motioned over and reached up to assist me. "Here, let me help you," he said, grabbing the item and handing it to me.
"Thank you," I replied, raising my tone in a high pitched girly voice.
"No problem, I'm Jackson." His response shocking me as I struggled to think of a name.
"Melanie," I replied mousily.
"I'm so sorry I never do this but I'd hate myself if I didn't ask you. Is there any chance you'd like to get a drink with me sometime?"
I blushed at his invitation, blood rushing to my head and making me feel faint and stupid. "Umm, ok," I replied sounding like a bimbo. I gave him my number and asked him to text me later as I waltzed away and finished shopping. I was giddy on the drive home, reflecting on the experience of being chatted up by a cute young guy.
A hundred questions ran through my head. How did I feel about this? Did he know I had a secret tucked away behind my thong? Was I really going to meet him and how far would I let it go if I did? I pulled up in the driveway, feeling dizzy and lightheaded. I rushed inside with the shopping, dumping it on the side and heading upstairs to lay down.
When I awoke, my phone was flashing. I reached over feeling the skirt rub against my stockings and checked the text message.
'Hey, it's Jackson. It was great meeting you today. Fancy a drink later tonight? I could pick you up or meet you somewhere.'
My heart raced, was I actually going to do this? I thought, shaking as I hovered over the reply button. 'Ok,' I typed, 'where and when?'
His response popped up on the phone almost immediately, 'Mario's Bar 7 O'clock, want me to pick you up?'
'No,' I replied, 'I'll meet you there.'
'Can't wait, see you soon.' He texted.
The realization hit me with panic and excitement, 'what was I going to wear to a bar?' I thought as I hopped off the bed and over to the wardrobe, sliding the pencil shirt off over my ass and down my legs, freeing it from my high heels as I tore the crop top off and threw it on the floor.
My heart pounded heavily in my chest as I searched through the range of sexy dresses and intimate garments, considering each one's shape, colour and sex appeal. Trying on several options, eventually, I decided upon a red sleeveless, strappy spandex dress with a long back zipper and criss-cross neckline.
I squeezed myself into the tight fitted dress, the spandex stretching over my every curve and accentuating my slender figure. "You dirty girl," I said out loud, staring in the full-length mirror as I turned around admiring my new look. I kicked off my heels and slid on a pair of shiny red platform pumps, further adding to the slut appeal.
It was almost 7 o'clock so I touched up my makeup, styled my hair into a ponytail and headed out the door. As I pulled up the parking lot behind the bar, I shook nervously, desperately trying to summon up the courage to open the car door. The car park was dark and quiet which helped me to pluck up the nerve to step out one foot at a time and slowly walk around to the entrance.
I took a deep breath before pushing the door open and taking my first step inside. As I entered the bar I scanned the room nervously, catching the attention of a few guys who made no attempt at hiding their opinions on the way I looked. Staring and mouthing the words 'damn' as I strutted past the bar.
The attention made me feel a little more confident about myself as I looked over to see Jackson sat down at a booth in a dark corner of the room. He stood up and ushered me over, watching me intensely as I flounced across the room towards him, grabbing my hand and kissing it to greet me.
We sat closely together and made small talk for a while when a barmaid approached to take our orders. She flirted with Jackson and gave me a look of disgust, obviously jealous at how good I looked before leaving us alone to fetch the drinks. Jackson looked really well presented in a crisp white Ralph Lauren shirt, clean-cut black jeans and tennis shoes.
As he complimented me, I noticed his dark soft skin, his deep brown eyes and jet black hair. I loved the way his carefully trimmed facial hair ran down his chiselled jawline and shaped his mouth and big juicy lips. When he smiled his face lit up and sent shock waves down the back of my neck, making me tingle all over.
Time raced past as we enjoyed each others company. He was a complete gentleman, making sure I felt safe and secure, occasionally making contact for a short second, touching my arm or leg as he asked questions. Nothing too overbearing or inappropriate, just enough to make me feel comfortable.
People began to leave and the bar was getting quieter. I excused myself and popped to the ladies to relieve myself and check my makeup. I exited the restroom and started walking down a dark hallway back to the bar when suddenly Jackson appeared, pulling me into a corner. He wrapped his arms around me and pressed his lips against mine, kissing me passionately, his tongue wandering into my mouth momentarily before pulling away.
"I'm sorry, I've been wanting to do that all night long," He said apologetically.
"It's ok," I replied sheepishly, "I like it."
Again, he kissed me, more passionately this time, French kissing me as he explored my body, running his hands over my spandex dress and squeezing my ass cheeks tightly. We had somehow moved back and pushed through a door into an empty men's room. Continuing to kiss, Jackson motioned me into a cubicle and locked the door behind us.
Any fear I felt was overtaken with lust as my hands pressed hard against his chest pushing him back and pleading, "I want your cock," dropping to my knees and quickly unzipping his jeans. He grabbed hold of the cubicle walls and stared down at me as I pulled his jeans down releasing his dark meat. His giant hard cock sprang out in front of me and stood to attention.
"Oh yes baby," He panted heavily.
I reached out and held his big hard cock in my tiny hands, feeling it pulsate as I slowly rubbed and massaged it with my fingers. Mesmerized by how pretty it looked, my mouth watering at the sight. I instinctively licked the head with my tongue, watching him writhe in pleasure. He looked down, an expression of desperation on his face as I stared back up at him, gently easing his foreskin back and tonguing the tip of his penis.
His eyes grew larger as he watched my mouth open, slowly guiding his length between my wet lips and into my moist mouth, jerking his cock with both hands. "Oh baby," he grunted clinging to the cubicle walls as he tried desperately to hold his weight up, his knees buckling beneath him as I took him deeper into my throat.
He moaned while I continued sucking his cock, speeding up and bobbing my head, jerking his cock faster with my hands. "Oh shit," he mumbled, pushing his cock deeper down my throat. "I'm gonna come!" He blurted out. I couldn't believe it. 'Already?' I thought.
He pulled his cock out my mouth and started jerking frantically in front of me, suddenly exploding streams of come all over my face. I flinched and closed my eyes as his spunk burst onto my face, his moans echoing around the restroom. After several hot sticky shots splatted onto my face, I opened my eyes.
"Oh shit, oh fuck," he said softly. "I can't believe I just did that. I'm so sorry."
I grabbed a piece of toilet paper from the roll and dabbed the come from my face, trying not to smear my makeup. "It's ok," I said. "I don't mind."
He helped me onto my feet, pulled his jeans up and headed out the door, quickly checking that no one was around. "It's ok, you can come out now." He motioned to me.
I stumbled out the toilet feeling like a cheap nasty slut, quickly leaving the restroom and back into the dark hallway. Jackson seemed embarrassed about his performance and grabbed my hand, "I'm really sorry," he said. "That's never happened before. Can I see you again sometime?" He asked.
I was still really apprehensive about his offer. A blow job was one thing, but I wasn't even sure if he realized what was hiding under my dress. I looked into his deep brown eyes and replied. "'Maybe. Why don't you send me a text sometime and we'll see what happens?" Shooting him a naughty wink as I watched his face light up.
To be continued...
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Authors note: I got a little distracted from the story I was supposed to be writing and came up with this. It is something of a prequel to some other ideas I have been having. If you are good at maintaining a female persona, dominant, and feel like doing a paragraph based roleplay along any of the lines below, please feel free to get in touch. Dear Paul, 20 years ago I was the Headmistress of a girls boarding school which was relocating to a more urban location. It was a very sad...
We will now relate what was passing in the house of the king's attorney after the departure of Madame Danglars and her daughter, and during the time of the conversation between Maximilian and Valentine, which we have just detailed. M. de Villefort entered his father's room, followed by Madame de Villefort. Both of the visitors, after saluting the old man and speaking to Barrois, a faithful servant, who had been twenty-five years in his service, took their places on either side of the...
It was the evening of Wednesday the 8th a week before my girlfriend Jessica would be leaving to go away with her parents for December holiday. As I laid messaging her making arrangements for Thursday I decided to message, Claire, the sexy MILF I slept with during my matric holiday last year in Plettenberg Bay. I kept in contact with Claire throughout the year but with varsity and Claire busy at work we didn't find any suitable time to meet up again. I said to her," Hey my sexy MILF how are you?...
Therese looked at the scene before her. Her father and brother naked, her grandfather’s cock sticking out of his trousers and her grandmother eating her mother’s cunt, both of us naked. Beth with the camera, filming. “God, the slut is only in the door and she’s gone sex mad.” she said referring to me. She went and sat on the arm of her father’s chair putting her arm around him and kissing him on the cheek. My father was now hard again. He pushed my mother out of the way and started to fuck me...
Cette histoire a ?t? faite avec l'aide de Xavier (dit Chlo?) Cyrille et Aur?lie (vous pouvez trouver ces histoire sur fictionmania). Vous voulez m'envoyer vos critiques, m'envoyer des captions, vous avez les m?mes go?ts que moi ou tout simplement vous voulez me transformer, envoyez moi un mail ? Chapitre 1 Par quoi commencer? Tellement de choses se sont d?j? pass?es. Assis nu sur cette chaise, mes pieds pendouillent. Tout est devenu si grand, si mena?ant. Tout semble m'?chapper maintenant. Si j'essa...
Ethel hung by her wrists while Harry and Rob left to get some rest. She nodded off from time to time but the fog of her mind cleared she realized that other than when they punched her she actually enjoyed the way they that fucked her so hard and so brutally. She enjoyed the helpless feeling as they ravaged her body. She believed that she could talk to the two men and they would release her without too much more abuse. She was wrong.As Harry and Rob drove back out to the warehouse they talked...
Our Last Day of School. I can’t believe it. This is my last day of school, I thought, not sure how I felt now that the long awaited day was here. Stepping out into the beautiful sunny afternoon, heading toward the group of waiting yellow school buses I breathed a sigh of relief. I was glad school was finished. Throughout High School like a ship at sea, I had plotted my course, studying hard. However, the Scholarship that many felt I had rightfully won had somehow ended up going to one of...
“What’s wrong? What’s wrong?”Anthea looked up at her mum as she sat down at the dining table. “Nothing is wrong,” Anthea responded watching as her mum hurriedly dried her hands with a tea towel.“Is the baby okay? Are you okay? Is Jack okay?” she asked as her husband came into the room and pulled up a seat at the table.“We’re all fine Mum,” she responded exasperated with her mum’s anxiety. “I have something to tell you.”“Sit down Helen,” her dad snapped. “Give the lass a chance to speak.”Anthea...
Ana claiming for some holidaysIn mid September I convinced Ana we could take a free week and go to some nice place in the Caribbean waters. She was delighted, but then she told me that her boss would say NO as usual.Then I told her I could go with her and see whatever we could do. My sweet wife entered her boss office and found him sitting in his desk, another man besides him.Her boss was named James, a bald young man, always seemed disgusted with himself and of course, with everybody around...
After a good December holiday at my parents home in Jeffery's Bay, it was time to head on back home. We left at 6h00 on the Tuesday morning and we had booked ourselves into a little farm guest house cottage just a little further than half way home. It was 6 days since we last had sex in the hotel room that we booked in for a bit of fun. My hubby and I were still pretty horny from the lack of sex and unfortunately I had started my period the day before we left so it would be a few days till I...
Thelma was 22 and like all of the young women at that time was still living at home with me and our parents in rural Kent; even though she had a good job in local Department Store. I was 15 and had just left school. The summer of 1965 was particularly fine so it wasn’t uncommon for me to sit around our secluded garden reading a Detective novel when my parents were at work. The difference today was that Thelma was on the first day of her annual holidays and had joined me wearing a very...
It was on Sunday the first of January, 2017. A new beginning for me and Bethesda. She looks at me with an intention of making her wild and horny than ever. She was hugging me. As I was in her arms, I was reading a book. She asked me what book am I reading. I didn’t tell her anything turned my head a bit and kissed on her cheeks. She was now up from her sleep and asked me to give a company in the bathroom. I said I’ll be there. She ran inside and was calling me and saying things like I’m tempted...
IncestTwo days after, a considerable crowd was assembled, towards ten o'clock in the morning, around the door of M. de Villefort's house, and a long file of mourning-coaches and private carriages extended along the Faubourg Saint-Honore and the Rue de la Pepiniere. Among them was one of a very singular form, which appeared to have come from a distance. It was a kind of covered wagon, painted black, and was one of the first to arrive. Inquiry was made, and it was ascertained that, by a strange...
The front door opened and again Frank came in, a little less dramatically than the day before but no less intimidating to me as I felt timid and weak dressed in my mother-in-laws things. Frank was half expecting me to be dressed as my normal slouchy male self, ready to put a stop to all this, but he was happy when he saw I didn't have the fortitude to do that. He actually smiled at me, "There's my little wife. That dress looks nice on you." I smiled back not knowing what to do, it...
Flashback of previous encounters. Bethesda : Do you always get aroused when a sex scene comes up? Me : Yeah. Bethesda : What is it you want? Sex? Me: I want you. Just feel the love for me. Flashback continues Bethesda : I’ll do it once. Bethesda : I’m sorry I lied. It’s all because I want to fuck you. Me: It’s OK. I’ll be there for your recovery. Bethesda : That was the best birthday I’ve ever had. Bethesda : You know if this goes out of hands our lives will get stir.. ed. Present day 23...
Holiday for me is over tomorrow. I have enjoyed my time at the farm for the last 5 weeks. I have had more varied sex than I could imagine. My cousin Sarah, my lover Elaine and I have spent time together sexually here. Elaine’s mom and dad have made me feel most welcome. I have become a member of their family. I am very sad to be leaving. We had finished dinner. I was downstairs packing up to go home and off to school. Elaine and I have one last night together until mid-term spring break. I...
Group Sexedited by Master Ken Wednesday, September 4th, 2013 "Hi, I am Miss Blythe," I said to my class, writing my name on the whiteboard with a red dry-erase marker. "I will be your World History teacher." It was the first day of the new school year and, as I launched into the course syllabus, my thoughts kept drifting to that day in June at the end of the last term, when my Living God, the Holy Mark Glassner, walked into this very classroom and changed my very outlook on life. I didn't know...
My Golden Summer with Blythe – Part 2 Josh’s childhood dream girl visits him in San Francisco. The Return of Blythe Coming from a small farming community, San Francisco proved to be everything Josh had ever imagined – and then some. He loved the freewheeling atmosphere – the friendliness – in short, he fell in love with the city by the Bay. Because of early retirements, and dedication to his work, he had advanced much quicker than he had ever expected. Arriving at his chic little Apartment...
Back home Sunday evening after dinner while laying in bed, I decide to message the stripper who saved her name on my phone as Jessica. I said, hey Jessica it's Cane from Friday night. You gave me your number after the private booth dance which I thoroughly enjoy. Just thought I'd message you and say hi even though you said I should message you on Monday but you been on my mind the whole weekend.I laid waiting for her reply but soon fell asleep. Waking up the next morning the first thing I did...
Waking up midday on Sunday after the late Saturday night, I took it easy just spending time with the family for an early evening braai. While we were all outside joking and having a drink I asked my parents if I could stay over by Dave next weekend. They asked what you going to do there and I told them that his home alone and considering 90% of our friends are away we probably have a small get together braai and play games on the play station. They said that's all good, just no drinking and...