A Nanny Femtastic 8
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A NANNY FEMTASTIC!
Chapter 1
My story starts during a very bleak time in my life where I was unable to find continuous work of any meaningful type.
I had, I suppose, looking back now, rather stupidly pursued Child and Nursery Care as a further education route. Much to my parents consternation!
Yes I was the only guy in the college but I thought I would soon move into management positions and my career path would take off! It was actually cool to have so many women around me, and I did have many flings with various girls off my course. However at the end of the course they all moved into work, I didn’t!
Despite interview after interview I got nothing. It was clearly due to my sex. I stacked shelves for a while but that didn’t pay properly, plus I would never develop my career that way and I wanted to prove myself to my condescending father that I had made the right decision.
Anyway I had a period of over 6 months with no work. I was on the breadline.
I was living with two very close girl friends I had become close with on the course. They were like the sisters I never had.
My name is Tony and my two best friends were Alexandra and Louise. They were virtually supporting me at this time, so things were getting desperate. I couldn’t go home to my parents cap in hand, and had told them that I had a job working in a children's nursery.
One night we were having a few bottles of wine as was becoming a habit! Lou suggested that if Id been a girl with my qualifications I would be earning good money now.
Alex piped up and suggested I would make a pretty girl.
I of course told them to stop being stupid, I was all man! I wasn’t the tallest or butchest guy out , but I was a guy! I was now 24 years old and had peaked out at only 5ft 8 tall and was toned but slim. Lou and Alex with heels on were taller than me just about.
And that’s when the suggestion was first made that I should pretend to be a girl and I would be able to earn a living.
Despite my objections and much hilarity they had decided to prove to me I would make a pretty girl. Alex was pretty much a similar height and a size 12, which they assured me was my dress size!
“Ok., ok go on then,” I said “just for a laugh.”
“First we need to get all that hair off your body sister,” Alex giggled.
I laughed and said “be gentle!” What a laugh I thought!
They took me to the bathroom and I stripped. They had seen me naked before, in fact I had slept with them many times altogether as a threesome. They were bisexual and slept together normally. But as Lesbians there was nothing butch about them. They were both very glamorous girls, and I had spent many nights having sex with both of them, and it was a real treat when they let me!
I wore my dark brown hair long as I was into heavy rock music so it went with my style. It was about shoulder lengthy currently. I usually wore it in a pony tail.
They both got to work smearing this cold cream on me, and after a while with a bit of shaving too I emerged from the shower hairless! They had even trimmed my pubic hair into a neat little triangle above my penis!
I laughed ,“well done girls! This feels weird!”
“Life's better hairless Tony you’ll see!” Lou giggled.
“Firstly underwear Tony,” Alex explained.
“Make sure they are sexy, lover,” I laughed out. And she didn’t disappoint.
She came back from her room with a pink, slightly padded lace bra and knickers. She very quickly placed the thin straps over my shoulders and did up the clasp at the back. She adjusted it and then filled it with tissues to pad it out. Once I had slipped the knickers on there was much hilarity.
“Sister you have a penis! “Alex joked. She made me tuck it back between my legs held in place be the tight knicker shorts.
I looked in the mirror and laughed . “What an idiot I feel girls!”
They carried on and went to work on my make up. I was by now getting a bit bored but let them carry on. I looked again in the mirror and was surprised to see me but with this painted face! Sitting there in pink bra and knickers.
I looked something like a girl, but not a lot I thought. However when they undid my pony tail and started curling my hair, things changed!
When they had finished my hair was wavy and set across one eye, and with a hair clasp pulled over one side. I did look like a girl now and I didn’t recognise me! “Wow girls, I'm one of you!“I joked.
They led me giggling to Alex’s bedroom. She was always fashionably dressed and opened up her wardrobe to expose hundreds of clothes.
“I think Toni, and that’s spelt T, O, N, I now,” she giggled ,“needs a sexy little dress for tonight.”
“Of course darling,” I joked in a girly way. This was fun I thought.
She pulled out a pink chiffon dress that had little fabric covered buttons all the way up the front to a v necked sleeveless top part. There was a frill along the hem and the sleeves. It had a tie at the back .
She made me step into it and put my arms through the arm holes and it hung loose on me. When she did the side zip up it clinged to my slim body and my padded bra started to form a very feminine shape! She then tied up the back which made the feminine shape even more pronounced. This was starting to feel strange.
“You’re a UK size 7 shoe aren't you young lady?” Alex said. “Fortunately ,so am I!”
She pulled out from the bottom of her wardrobe a pair of pink, strappy sandles, with gold buckles, and I guess about a 4 inch heel. Once I had put these on they made me have to pull my shoulders back and push my chest out.
I looked in the full length mirror and my legs looked so long and I did look like a woman. I was astounded!
The girls eyed me up and down giggling. “So Toni, you can look like a very passable woman very easily,” Lou stated.
I laughed nervously, “ yes, now get me out of this stuff someone might call in!” I blurted out, not now laughing.
Alex came closer and held my wrists and said seriously to me, “ Toni I am proposing you stay like this now for a while, I have a night dress you can slip into later and come and sleep with me and Lou.”
“Come on Alex I look stupid,” I said.
“No you look gorgeous,” Lou chipped in.
Was I turning them on? If so this couldn’t be all bad I thought. “Ok whatever,” I sighed smiling.
We spent the rest of the evening sitting around talking as three women ! Later Alex produced a cream silk night dress that I slipped into and we all slept together. I felt very turned on by the silk material I was wrapped in, and must have had better sex than I can remember.
Through the following weeks this became a regular Friday night thing, which I sort of grudgingly agreed to, dressing me differently each time and teaching me how to apply the make up. They seemed to like it and the sex was great so why not.
After three or four weeks Lou came home with some B cup breast forms for me, which I laughed about, but when slipped inside the bra, felt so much more realistic and seemed to move like a real breast!
About this time they also talked me into plucking my eyebrows and they formed them into a high arched shape! I regretted this, but I was housebound pretty much and thought they would grow before I saw my parents next.
They seemed to be enjoying feminising me, and we got on better than we ever had.
They encouraged me to grow my fingernails longer and we painted each others toes and nails regularly whilst watching TV giggling.
After the sex with them I always removed all traces of my new feminine side! Secretly to myself however I quite enjoyed the dressing. I think they realised this as I took more and more interest in talking about fashion and make up.
Alex and Lou were out working all day so I had now started secretly going to Alex's room in the day and trying on various dresses and outfits. She had so much I was mesmerised.
I also started trying out her more every day clothes, like denim mini skirts, clingy vest tops and cardigans. Also some of her formal business type skirt suits and blouses, and I started to spend longer and longer pottering about the house in these, more everyday clothes, like any girl would!
I think they suspected but never challenged me. Things moved on a pace when Lou came back one night to suggest we should all go out to a gay/tranny bar! I stated “No Way,” but I was easily persuaded.
I was intrigued. Was I really passable as they said? I thought I was in the mirror but to actually go out! I spent longer than them getting ready that night.
I wore a tight fitting black mini dress, with a black crochet shrug, that Alex leant me, along with some black very high platform sandles. The girls were just as glammed up as me, and as we climbed into the taxi I didn’t feel at all self conscious.
The night was a total blast and I had a great time as we all did. No one blinked an eye and I thought they must assume we were just three genetic girls having a laugh!
We returned home to bed, all changed into lingerie and slept together.
The next morning, Saturday, Lou suggested I get showered and dressed as a girl for the day.
I didn’t object! And had almost wanted her to suggest this.
I borrowed a short denim skirt, that I had already tried before secretly, some flat brown knee length boots that zipped up, and a fairly see through lace top.
I wore a white lace bra and knickers under this. I wore my hair up in a high pony tail, not like my old boy pony tail. And I combed my now long fringe down to just above my brows.
The girls welcomed me downstairs and didn’t blink an eye carrying on as normal! I had the best day I had had in a long time.
We carried on spending most weekends like this and glamming up regularly to go to the gay bars.
Most days I got dressed in the morning as a girl and had dinner waiting for Alex and Lou dressed as a girl into the evening.
I had even let in the meter reader and taken postal deliveries as a girl with them not even blinking an eye, and calling me Miss !
I just couldn’t work out what was happening. I loved dressing in girl clothes, I felt relaxed and unstressed.
But where was this leading? How could this work?
A NANNY FEMTASTIC! Chapter 1 My story starts during a very bleak time in my life where I was unable to find continuous work of any meaningful type. I had, I suppose, looking back now, rather stupidly pursued Child and Nursery Care as a further education route. Much to my parents consternation! Yes I was the only guy in the college but I thought I would soon move into management positions and my career path would take off! It was actually cool to have so many women around me, and I did...
A NANNY FEMTASTIC! Chapter 10 I rose early the next day and put on my white lace bikini, and took a dip in the pool. I was sitting on a lounger drying myself when Felicity came out. “Good morning gorgeous!” she said kissing me on the cheek. Our breasts rubbed together. “You know we have that party with those guys today sweetie?” “Are you sure we should go Felicity?” I said frowning. “What about Bradley?” “ Oh he will be ok, to be honest me and him are not getting on so well at the moment,...
A NANNY FEMTASTIC! Chapter 7 After that first dinner Bradley and Felicity retired to their bedroom. And even though they were in a separate wing of the sprawling villa I could hear them making love! I thought of what Felicity felt as a transsexual woman having had a vagina created out of what was her penis. To feel Bradley rigid penis inside her. I wondered how nice it would be to put on a skimpy pair of knickers or a g-string and feel it flat against your own vagina. The thoughts turned me...
A NANNY FEMTASTIC! Chapter 3 ..That night me and the girls celebrated, I was about to start work at last next week! Ok as a woman but I kind of liked the idea more and more! The weekend passed quickly and I packed all my new wardrobe into a couple of large suitcases ready for the new start at Hanover House. I was to be dropped off on Sunday evening and was to have dinner with Felicity and her family, my new family! I got dressed that afternoon in pale grey pencil dress with a slash neck...
A NANNY FEMTASTIC! Chapter 9 Thomas quickly pulled his hand from under my skirts, and stood up abruptly. “Fucking hell I don’t believe it!” he blurted out. Felicity was suddenly by my side. “What’s wrong?” she said. “forget it!” Thomas said, and stormed back inside, knocking over the table and drinks as he went. Bradley chased after him. I burst into tears and Felicity put her arm around me, and kissed me gently on the cheek saying, “Its ok Louise.” She handed me a tissue and I dabbed my...
A NANNY FEMTASTIC! Chapter 11 We walked to the harbour and found the boat. There were too bulky security guards checking people as they entered. The boat was in fact a massive cruiser! We joined the queue, it was obviously not a little gathering. The other women were dressed in classy whites and float summer dresses, we looked like too cheap hookers! “Trinity this was a mistake, lets go,” I said. “No come on honey who gives a fuck.” She linked her arm in mine and stood provocatively with...
A NANNY FEMTASTIC! Chapter 2 …I just couldn’t work out what was happening. I loved dressing in girl clothes, I felt relaxed and unstressed. But where was this leading! How could this work? I had never seen my parents that regularly maybe twice a year and they had mentioned on the telephone about meeting a few times. I put it off due mainly to my eyebrows! But I couldn’t put them off indefinitely. I had also stopped seeing my mates who I used to hang around with at the rock clubs. Alex came...
A NANNY FEMTASTIC! Chapter 11 We walked to the harbour and found the boat. There were too bulky security guards checking people as they entered. The boat was in fact a massive cruiser! We joined the queue, it was obviously not a little gathering. The other women were dressed in classy whites and float summer dresses, we looked like too cheap hookers! “Trinity this was a mistake, lets go,” I said. “No come on honey who gives a fuck.” She linked her arm in mine and stood provocatively with her...
CrossdressingA NANNY FEMTASTIC! Chapter 10 I rose early the next day and put on my white lace bikini, and took a dip in the pool. I was sitting on a lounger drying myself when Felicity came out. “Good morning gorgeous!” she said kissing me on the cheek. Our breasts rubbed together. “You know we have that party with those guys today sweetie?” “Are you sure we should go Felicity?” I said frowning. “What about Bradley?” “ Oh he will be ok, to be honest me and him are not getting on so well at the moment, a bit...
CrossdressingA NANNY FEMTASTIC! Chapter 9 Thomas quickly pulled his hand from under my skirts, and stood up abruptly. “Fucking hell I don’t believe it!” he blurted out. Felicity was suddenly by my side. “What’s wrong?” she said. “forget it!” Thomas said, and stormed back inside, knocking over the table and drinks as he went. Bradley chased after him. I burst into tears and Felicity put her arm around me, and kissed me gently on the cheek saying, “Its ok Louise.” She handed me a tissue and I dabbed my eyes....
CrossdressingA Nanny Femtastic Chapter 8 When we got back to the villa I needed some time alone and left Thomas with Bradley and Felicity. We were all to meet for dinner that evening on the terrace. I had a few hours to myself and ran a big deep, bubbly bath. I had got used to pampering myself with an array of oils and scents. This and of course the regular hormone injections had softened my skin and redistributed my body mass into a gorgeous feminine shape. I probably spent too much time stroking and...
CrossdressingA NANNY FEMTASTIC! Chapter 7 After that first dinner Bradley and Felicity retired to their bedroom. And even though they were in a separate wing of the sprawling villa I could hear them making love! I thought of what Felicity felt as a transsexual woman having had a vagina created out of what was her penis. To feel Bradley rigid penis inside her. I wondered how nice it would be to put on a skimpy pair of knickers or a g-string and feel it flat against your own vagina. The thoughts turned me on...
CrossdressingA Nanny Femtastic Chapter 6 ......... felt incredibly empowered, with women and Men coming onto me! I was loving being between the two sexes but presenting as a glamorous female. Alex was very dominant and bought me drinks and acted in the male role very much that night. Lou and her slept together generally, but there was no issue with Alex coming onto me. Later in the evening we found a private booth and kissed passionately. She fondled my breasts through my lace bra, and put her hand up my...
CrossdressingA NANNY FEMTASTIC! Chapter 5 ... I looked gorgeous now with my ample breasts and thin waist! I would really enjoy this upcoming holiday! The electrolysis treatments had continued, and I now was pretty hairless and did not need to shave or wax. I did however remove all my pubic hair and became obsessed with having a completely hairless body. This included around my scrotum and anal area. Felicity would also take me to a fitness and tanning centre where we would do an aerobics class...
CrossdressingA NANNY FEMTASTIC! Chapter 3 ..That night me and the girls celebrated, I was about to start work at last next week! Ok as a woman but I kind of liked the idea more and more! The weekend passed quickly and I packed all my new wardrobe into a couple of large suitcases ready for the new start at Hanover House. I was to be dropped off on Sunday evening and was to have dinner with Felicity and her family, my new family! I got dressed that afternoon in pale grey pencil dress with a slash neck...
CrossdressingA NANNY FEMTASTIC! Chapter 2 …I just couldn’t work out what was happening. I loved dressing in girl clothes, I felt relaxed and unstressed. But where was this leading! How could this work? I had never seen my parents that regularly maybe twice a year and they had mentioned on the telephone about meeting a few times. I put it off due mainly to my eyebrows! But I couldn’t put them off indefinitely. I had also stopped seeing my mates who I used to hang around with at the rock clubs. Alex came...
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She sits on the bed and takes me over her knees and gently, with a lot of lube from her nightstand, works her fingers into my butt hole, one and then two. The excitement of being penetrated gets my balls all tingly. Rubbing my crack up and down with lots of slick lubrication she makes sensations zing through my body. I’m grinding into her lap and my dick feels so good through the satin panties I’m wearing added to the silk she’s wearing. “Cindy, do you know where my special drawer is?” ...
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Deepti smiled serenely as she replied, “It will be fine Miss Hailey and it will leave me close to the dogs making it easier for them to fuck me regularly.” On saying the last words her face lit up with the thought of training the 20 intact dogs that had been collected together with a view to training and shipping over to Perro Mundo as community dogs. ***** Craig had waited two days for the chance to be alone and examine the flash drive in more depth. From the evening he had found it after...
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********************************************************************************************************* Birds of a Feather, Chapter 9, (Oh happy day and the surprise of our lives) Friday morning was here and the end of another workweek. We were up early, showering, dressing, eat breakfast and was on our way to work. Kathy was in a very good mood. She was constantly kissing and touching me and it really made me feel great. We were a little early so we detoured by her...
Death I slowly run the knife across my neck leaving a red trail in its wake. My hand falls down as i feel a stabbing pain from my neck. I move my hand to my neck and feel the sticky liquid that now covers my neck and soon my chest. When i pull my hand away i see a bloody hand. I smile knowing in a few minutes my blood will be all over my chest and soon I’ll be a dead body. laying in my bed. My sheets will soon be covered in the red liquid and look as if they where red and not white. But as...
Josh was a kind and loving brother who was was two years younger than me. He was also in the canoeing club and was rather athletic. He was good with the computer and helped my dad when an electronic appliance needed repairing. While Ellen had a cheerleader’s body with a tight ass and breast that were firm and pointed straight out from her tight, tanned body. She was also a bitch and likes to boss everybody around as she is the eldest. She was a popular girl in school and god know how many...
Fresh out of school 18 yr old Monique was a little nervous as she approached the door to the managers office for the first time.It was a hot day and she had chosen to wear a very pretty,short floral dress together with 4in stilettos that accentuated her attractive tanned legs.She wanted to make a good impression and guarantee herslf the job.She had seen the ad in the local paper for a temp postition and was in desperate need of money and had subconsiously decided to do what ever it takes then...
Chapter 2 Written by-Draggonfly Originally published on Literotica Published here with Draggonfly’s permission Chapter 2 It’s been a week since my first encounter with Bill and John so I decided to give them a call. I was able to reach John first and asked if we could get together some time soon. He said that he had been thinking about me and that yes we should, then he asked when would be a good time for me as he was always available and that Bill was too. We decided that 1:00...
Introduction: Getting started in the BDSM Craft 50 Shades Of Beech Mountain As this story progresses , I will delve into the craft of BDSM. Ill say its not for everyone, but there are too many possibilities out there to ignore this extremely sexual lifestyle. I will include the link below–and Im by no means advertising for the books. It is the best examples of what you may seek in your life. This forty-five minute video simply can explain why so many are moved not only by curiosity, but...
The maid led me up the broad staircase and along an ornate, timber panelled landing until we reached a large oak door with a very heavy looking black iron handle. She opened the door and stood back to allow me inside. ‘This is your room, Miss Victoria,’ she said. I stepped inside and stopped dead in my tracks. The room was huge. There were two large windows in the opposite wall, the top panes of which were stained glass. Between them was the biggest bed I had ever seen. At school I was...
I moaned, squirmed and convulsed as the vibrator tied to my cock suddenly kicked into an even greater speed. It stayed there for about a minute before it came down to a slow pace, slowly tormenting me to madness. After a few minutes it stopped completely and I relaxed. Well, relax is an overstatement. I don’t think anyone suspended from the ceiling of a tiny closet with an anal hook could feel relaxed.But I was grateful for the break from that cruel vibrator. At least I could think clearly now....
BDSMI moaned, squirmed and convulsed as the vibrator tied to my cock suddenly kicked into an even greater speed. It stayed there for about a minute before it came down to a slow pace, slowly tormenting me to madness. After a few minutes it stopped completely and I relaxed. Well, relax is an overstatement. I don’t think anyone suspended from the ceiling of a tiny closet with an anal hook could feel relaxed.But I was grateful for the break from that cruel vibrator. At least I could think clearly now....
BDSMPreviously in "Dirty Tricks"While attending Alexa Grey's, the retiring mayoress's extravagant birthday party, an unknown photographer captures political opponents and electoral candidates, Heather Anderson and Sean McCarthy, during an adulterous rendezvous. After being sent ominous instructions with photographic evidence of their indiscretion, they meet to discuss their predicament, only to have sex yet again.Heather and Sean eventually agree to let only Sean’s shady campaign manager,...
HardcoreWe returned to our room after breakfast to find a note from Sheila pinned to our door. She was reminding us to join her on the front deck for an introductory tour of the Colony and surrounding area. The instructions also suggested that we dress for the weather.Our walk-in closets looked like walk-in dumpsters. Everything we had brought with us in the Rav4 had been piled in the storage spaces like an unorganized jigsaw puzzle. I busied myself picking out an appropriate wardrobe for our tour.I...
Fantasy & Sci-FiFAMILY VACATION GONE AWRY(BLACKED)::PART 4Sometime after arriving back at the plantation house all 4 adults each in their own way thinking and contemplating in their minds the events they had just seen and witnessed::Maryellen wanting to go back to Aunt Esters and get her some of that young hot pussy herself:: Irene wanting to go back,and watch,more depraved things,fuck her damn daughter at Esters, and her other daughter being black bull fucked in the massage cabin!! She was afire with lust,...