A New Secretary
A Change In Simon's Status.
By Trish.
A big thank you to Robyn Hoode for the edit.
It was my wife's infidelity that finally motivated me to quit the London
business scene. Fortunately I work mostly behind a computer, and can
work anywhere with a high-speed data line. The idea of quitting London
and going self-employed was not a new one and I had been toying with the
idea ever since I inherited my grandparent's house in Dorset but until I
found out about my wife's affair the decision was not just mine to make,
and, as she did not want to move, it was just a pipe dream.
Things had not been good between us for a while, and it was really only
a matter of time before the marriage ended. I guess it would not have
been so bad if she had just come out and told me but instead I got home
from a business trip a day earlier than expected, and found my wife in
bed with my boss! Furious I stomped out in tears, and immediately handed
in my notice, along with instructing my solicitor to begin divorce
proceedings.
After London, living in the 'sticks' was a whole new experience but,
once I got used to it, I found the flexibility of being a self-employed
one man band suited me or rather it did until I created a fund-raising
interactive CD for the local Archaeological Trust, which opened more
doors than I could walk through. It was one of the first 'local' jobs I
got. It was not much, just a package they could send out to local
businesses in search of sponsorship but it raised my profile.
I could not say if the businesses who received the disk came up with any
funding for the trust, but they really liked my work on the CD and
couple of months after it went out I was suddenly busier than ever. The
work just kept flooding in and eventually I got so backlogged that I had
to subcontract a couple of my old university mates to keep up with it
all. In the short-term, punting them some work did ease my immediate
workload but in the end it also made things worse, because the local
companies whose work I had subcontracted to my mates, assumed that I was
also in the agency staff game and started asking me to find them
contractors.
At first I was happy to do it but, after a while, not only was I doing
my own contract jobs but I was also acting as an agent for many of my
old university mates, and, as the months, progressed their other mates
as well! Filling various contracts was a headache but straight forwards.
Unfortunately that was not the case when it came to all the extra
paperwork, because it meant I was working even longer hours than I had
in London. As the contract agency side had turned into a very profitable
part of my business I did not want to lose it but I knew that to keep on
top of my own jobs I needed to find someone to take the routine business
paperwork off my hands.
Hoping that I would get lucky I put an advert in the local paper and at
the Job Centre for an experienced IT secretary/administrator and crossed
my fingers. I had no fixed conceptions of who I was looking for, but I
knew who I did not want, and initially I was not impressed by the
applications. I was either getting 17 and 18-year-old kids with half an
NVQ in business practice or old dears, who lacked the necessary computer
skills.
By the time I got sent Robbie Willows CV I was at my wit's end. Her
background was mainly retail administration and although she lacked the
computer business background I was looking for, on paper she was worth
an interview, so I called her, and invited her round that afternoon for
a chat.
"This afternoon?" She sounded uncomfortable and had a gruff Lancastrian
accent. "I'm not dressed for it."
"Not a problem," I said. "It means I don't have to either." And gave her
directions.
It was about hour and a half later that I heard a noisy engine pull up
outside. Glancing out of the window I saw a tatty old motorbike, and at
first thought someone had biked me some work over.
Wearing a scruffy tee-shirt and jeans I mooched to the front door and
greeted the visitor.
The rider still had their crash helmet on and I did not realise there
was a woman under the leathers until she removed her helmet and said
hesitantly.
"Mr Riley? I'm Roberta Willows."
"Oh!" I hid my surprise. "Hello." She looked more like a Hell's Angel
than a secretary! "Hi I'm Simon Riley," I said cheerfully holding out my
hand. She towered a good four inches over me and my first thought was
'bull dyke' as she almost crushed my hand in her powerful grip.
With her short dark hair, hulking physique and well used bike leathers
there was a mannish quality about Roberta Willows that was rather
intimidating and raised the hairs on my spine. At first glance I did not
think she was what I was looking for but I was stuck and showed her into
what I laughingly called my office, saying, "Grab the seat behind the
desk please because I'm in the middle of something on the computer."
With a whistle of dismay at the mess Ms Willows said in a cool not quite
unfriendly tone, "I see why you need help?"
"Yeah," I laughed, "it's all gone kind of mad lately," and offered, "Tea
or coffee?"
"Erm, coffee, please?" she answered, looking uncomfortably out-of-place
sat in her leathers behind my messy paperwork desk.
Although I keep the house immaculate, my workspace is a different
matter. Except for the area where the bank of work computers sat, my
office was an organised tip, resembling more a students bedsit than the
hub of a successful small business.
Seeing how uncomfortable she looked as I passed her a coffee eased my
feeling of intimidation as I said, "Here you go."
Giving me a thin smile she coolly looked me over and said, "Thanks."
With a small shake of her head she added in a slightly warmer tone, "I
was expecting something different from this, Mr Riley?"
"Simon please," I said hopping onto the stool.
"Robbie," she said hesitantly.
Once I'd got past the usual background questions and the interview
proper started Robbie started showing a little more animation. Although
her answers indicated a serious lack of confidence in herself, I assumed
that it was because she lacked some of the background knowledge I was
looking for. However in her favour she had all of the admin skills I
needed and seemed bright enough to learn the how the computer business
worked.
As we spoke it was obvious that she was easily the best candidate I had
seen and as I explained what I wanted from my potential assistant she
really impressed me with the kind of questions she asked.
"So how much do you know about the IT business?" I asked.
"Not much," she answered honestly. "Obviously I can use the common
computer office packages and," she shrugged, "but I guess business
admin, is business admin."
"Well true," I nodded liking her quickness, and as the interview
progressed I felt sure that she was worth hiring. Unusually for me I
made a snap decision and offered her a month's trial there and then.
Her jaw dropped and for a split second she looked at me shocked. There
was a weird vulnerability about her astonishment, which I found really
appealing. Instead of the dyke aura she had been radiating I felt a wave
of uncertainty as I added.
"That's if you want the job?"
Speechless she nodded. "I do."
I smiled asking, "Okay how much do you want?"
Catching her out for the first time Robbie nodded hesitantly asking,
"Erm is ?9.50 an hour too much?"
"Okay," I said shaking my head with a smile. "But how about ?12.50 if
you last the trial month?"
As my words sunk in her face went though the book, settling finally on a
wide grin that totally transformed her until then fairly chilly
expression.
"When do you want me?" she said finally answering my question
"From now would be handy?" I laughed. "Anything else you need?"
"Well?" she answered, sounding surprised as she looked about the mess.
"For starters some shelving and space so I can organise the paperwork
into some form of order?"
"Fine that can be your first job," I said. "There's a couple of old
store-rooms I'm planning to get knocked into one just along the hallway
to the barn and it might not look it, but it is ordered."
For the first time Robbie showed her sense of humour and half-laughed.
"You could fool me, but I think I can bring some semblance of order to
the chaos."
"Okay, you've got a deal!" I laughed, crossing my fingers and hoping I
had made the right choice. Employing Robbie turned out to be a stroke of
genius. She might not have been quite what I imagined when I got the
idea of an admin-secretary, because she was about as feminine as
spanner, but, my god, was she effective!
Never giving me a hint of the insecurities that hid behind her bossy
mask she soon had the office and me sorted. Her forceful no-nonsense
attitude, and short temper quickly put a stop to my buggering around and
improved my productivity within weeks.
At first our relationship was strictly business, but in response to my
growing confidence in her abilities it slowly deepened into the
beginnings of what became a solid working relationship. I liked Robbie,
and, although she was decidedly odd with her mannish ways, we found that
our personalities complemented each other. As the weeks passed I learned
that she had been though an equally nasty divorce experience that left
her in debt and with numerous trust issues where men were concerned. As
I never treated her as a potential female partner I did not trigger her
defence mechanisms once our relationship moved from strictly business
areas and grew into the beginnings of a firm friendship.
She had been working for me for about six months when the accountant
showed me the figures, and my jaw hit the table! Boggled by the
increased profit margin I instructed the accountant to give her an
instant 50% pay rise! However the pay rise was from work and I wanted to
get her something, as a personal thank you, but I did not have a clue
what. Putting the idea to the back of my mind I managed to keep my face
glum when I got back.
"Oh?" Robbie said seeing my face. "Not good news from the accountant
then?" I had told her I would give her a pay rise if we could afford it.
"Yeah he gave me some bad news about your pay rise!" I groaned.
"Oh?" She looked at me her face falling.
"Yeah sorry, it's not what I thought it would be?"
"Ah well." She shrugged, putting a brave face on it. "Next time?"
Losing control my face broke in to a wide grin as I laughed. "Yeah hope
you don't mind but it's going to be a bit more than I said."
"Simon!" Robbie growled, "Please don't do that to me!"
When she asked, "How much?" I did not tell her and just passed her a pay
slip. Robbie did she not know what to do. In the end she just said,
"Thanks Simon," and gave me a brief kiss. It was the first and pretty
much last noticeably feminine gesture she ever made around me, and I do
not know which of us was more embarrassed!
When she started her self-confidence was shot, but I knew within weeks
that she was better than she believed and little by little I started to
let Robbie get on with it. Best of all as her confidence in her
abilities increased she really started to enjoy doing the things I
hated. Especially dealing face to face with the clients and after
meeting them she had an uncanny ability to subcontract to a person who
would suit them, a task that used to kill me.
However before she could start seeing clients Robbie needed a business
wardrobe, her jeans and biker tee-shirts were fine for the office but
not for business meetings. Knowing how strapped for money she was I gave
her the business's credit card and I told her go and buy herself a
couple of suits. I was not really that surprised when she came back with
a couple of overtly masculine cut trouser suits, or that she wore them
with a shirt and tie. I already knew Robbie was good on the phone with
clients, but face-to-face she was brilliant and took to contract
negotiating like she had been doing it for years. One immediate
difference was she always got a premium rate and she did it looking a
hell of a lot more comfortable in a suit than I did, even though I had
worn one for most of the last ten years!
Respected by our competitors and liked by our clients and contractors
Robbie grew into the job. Slowly but surely behind her abrupt mask she
was rebuilding her shattered self-confidence and as she did Robbie
really started to relax around me. Not that I noticed anything different
about the way she behaved of course. On the surface she was just her
usual blunt-self, stomping about in her bike boots while telling me off
for not having finished whatever I should have. Technically I might have
been the boss but after nine or ten months it was Robbie who was
actually managing the business and keeping me on the straight and
narrow.
Little by little our friendship continued to grow until we reached the
point where I felt I knew her well enough to tease her. It started when
she insisted that I put a small internet capable telly in the office for
the Isle of Man TT, and the World Cup.
"Sometimes I think you should have been the wench!" Robbie quipped after
I made a comment about the futility of 22 men chasing a pig's bladder!
"I've never met a bloke before who dislikes beer, hates driving and
doesn't understand football," she grinned, "but admits to preferring
cooking and housework."
Praying that my face did not tell her how close to the truth she was, I
laughed. "I think that says something about the blokes in your life more
than me, Robbie?"
"Perhaps?" She grinned back clearly amused by something.
"Well if it will make you more comfortable I can always get sexist?" I
suggested. "I'm sure you'd look lovely in short-skirted office suit...
Sweetheart."
"Sweetheart! Ha!" Robbie laughed. "No chance!"
"Or maybe I'll order one next time, instead of a trouser suit?"
"Only if you want to be wearing it!" Robbie grumbled, throwing a ball of
paper in my direction. "Simone!"
We played lots of little verbal games like that, and Robbie's witty
humour and quick-tongue meant she usually came out on top, which
improved her self-esteem and kept me laughing. She described her humour
as workshop, and it was often lewd, and crude. Some of her quips and
comments would have been barely acceptable from a male workmate, and
much to her delight they often had me blazing red with embarrassment
I first noticed a shift in our relationship one December evening, when
it was pissing down. Seeing the stair rods bouncing off the lane outside
I told her she was mad riding the ten miles home in it as we finished up
for the day.
Pulling a face Robbie looked out of the window and muttered, "Bugger!"
"Want to stop over tonight?" I offered. "The spare room's made up?"
Normally when the weather was this bad she took my car but that was in
the repair shop after I clipped a wall trying to turn it round. Although
we were now good friends Robbie had never stopped over, and except for
business functions, we had not really socialised outside work.
Knowing her history I assumed that spending the night, even in separate
rooms would unnerve her and expected to have to talk her round, so I was
astonished when she said with a grateful smile.
"Thanks Simon, I'd like that."
She liked my cooking as well, before we spent very a pleasant evening
cabbaged out in front of the telly with a couple of drinks.
We did not talk about anything important however as we chatted,
something I had been mulling over coalesced in my mind. She had been
with me for getting on for two years and had become pretty much
indispensable. I was acutely aware of how much of the businesses success
was down to her drive and the consequences of losing her worried me
enough to bring it up with my business advisor. The figures spoke for
themselves and his suggestion that I could offer her a partnership made
sense. Thinking about it as we sat watching drivel of the telly I made
up my mind to ask my solicitor to draw up the papers.
Robbie's 37th birthday was coming up and it seemed fitting to spring the
surprise on her then. Long before I mentioned her to my business advisor
I had pretty much decided to get her a company car of her own. We did
not really need two cars but I thought it was a fitting gesture, until I
recalled that her computer desktop was a photograph of her dream
motorbike. Suddenly deciding to forget getting her a car, I secretly
contacted the Harley Davidson dealers and ordered the model in the
photograph. It took a little doing but I managed to arrange for it to be
delivered on a Friday morning when I knew she was out visiting one of
our biggest accounts at Wilton.
Once it was all arranged, I was like a cat on a hot tin roof, and hard
pressed not to let anything slip. Robbie must have guessed something was
up because as the date got closer, she kept giving me long questioning
looks. Having arranged everything with the Harley dealers to deliver the
bike, by the time she got back mid-afternoon it was hidden in the
garage.
I had been scheming about how I was going to do this since I ordered the
bike and the only fly in the ointment was the weather. In typical
British summer fashion it was chucking it down outside by the time she
got back, and Robbie was moaning about it as I handed her a cup of
coffee.
"Thanks Si," she said pulling her face as I also handed her a sheaf of
phone messages with a suppressed grin.
"Here, pressy."
Looking at her stood confidently next to her desk still wearing her suit
jacket, I suddenly felt a huge wave of affection for her. In comparison
to the coldly intimidating figure that had walked into my home 23 months
earlier she was like a different person. There was now an air of self-
assurance about her, and although she was still as bossy as ever she no
longer hid behind it. Pulling on her nose she was already scanning the
phone messages absently sipping her coffee. I gave her enough time to
get distracted, before I dropped the partnership papers in front of her
saying, "Here, these need your signature as well."
Robbie glanced at the papers on autopilot and I waited until she had her
pen out before adding, "Oh yeah, and before you do, the solicitor says
I've got to tell you that they make you a partner."
"You're joking," Robbie said with a thunderstruck expression on her face
not noticing that she had spilt half of her coffee on the floor.
"Yeah," I nodded happily, "course I am, see?" I passed her my signed and
sealed copy of the documentation and one of the new business cards I had
made for her. "Now scribble your name, while I clean the spill up."
"Why?" she gawped as I quickly mopped up the pool of coffee beside her.
I had never seen an expression like that on her face before and even now
it gives me the collywobbles when I think about it. Giving her a sly
grin I laughed. "Well for one thing I cannot afford to lose you!"
"But?" she babbled. "A partner?"
"Yes, the way I see it is the business would not be where it is today
without you so you deserve an equal share of the rewards! You've more
than doubled the turnover on the contracting side, and turned it from a
pain in the arse into the one of the biggest IT agencies in the South
West."
"Oh my god!" Robbie gasped, reading the sincerity in my face. "You're
serious!"
I nodded and held out my hand. "Yep, 50/50!"
"Simon you have got a deal." Taking my hand she shook it, looking
stunned.
"Oh yeah and while I remember?" I said. "There was a delivery for you. I
told them to dump it in the garage." She laughed and shook her head
still clearly astonished. "I'll go sort it now, it's probably the
stationary I ordered."
Tossing her suit jacket over her chair followed by her tie she walked
out through the internal door into the garage, calling, "Make us another
coffee will you?"
"OH MY GOD!" Her shout echoed about the house. "SIMON YOU BASTARD!"
Walking in I held a small birthday cake on top of which sat the keys and
a few burning candles. "Happy birthday, partner."
I don't think she heard me as she was stood there in frozen disbelief
... Her jaw was on the floor as she looked from delivery note to the
bike in astonishment. I knew that the delivery note had under customer
name, Ms. R Willows -Partner, Riley & Willows E-tech and the company
address.
"Surprise!" I said, holding out the cake saying, "Make a wish!"
"Eh?" Stunned Robbie tore her eyes from the bike and saw the cake. Wide
eyed she let out a weak puff, that flickered the candles, stuttering.
"You..," Looking at me she said with a sudden ear-to-ear grin of
astonishment. "... bastard. Thank you, but why?"
"Well I've wanted to give you a personal thank you for a while, and if I
bought you a designer dress you'd have hit me." I grinned as she swung
her leg over the Harley and settled into the saddle adding, "Since I did
not want to get punched I thought I'd buy you your dream bike instead,
and I hope you like it?"
"Like it?" Robbie muttered. "I don't know what to say."
"Well the thank you was a good start," I laughed unable to take my eyes
off her face.
Watching Robbie as she grasped the bars it was like she slipped into a
seemingly Zen like state, almost as if she was holding some mental
communication with the Harley. Loving her every expression I waited for
the look of amazed disbelief to fade before I offered the keys again,
giggling. "Why don't you take it for a spin?"
"In this?" she said nodding at the rain drumming on the roof. "And I'm
not exactly dressed for it just now am I?"
She indicated to her 'seeing a client monkey suit' and asked with
strange expression of amusement filling her face. "So partner, can I ask
you a personal question?"
"Sure," I said, never expecting her question. I thought I was so
careful.
"When are you going to show me what you look like in one of your pretty
outfits, Simon?" Leaning back in the saddle she grinned at me saying,
"Coz I'm sure you're going to look cute!"
With a dry throated, "What?" of disbelief I felt an awful sinking
sensation, and went white as my tongue turned to stone before I
spluttered, "You know?"
"That you are a tranny?" she chortled. "Yes."
"How?"
"Well when I was younger, before I met the wanker (her ex) I lived with
a tranny student in Manchester," Robbie said with an ear to ear grin,
"And realised you might be one not long after I started when I noticed
that there would occasionally be a pair of tights in your washing
basket. Then about a year back I saw a bra in your washing machine,
which is not good for them by the way, well putting both of those tells
together made me think more about it, but when I combined that with the
fact that for all you're a successful businessman, you've actually got a
very submissive personality I realised just how much you reminded me of
a few T-girls I knew in Manchester."
"Oh!" I said blushing even brighter.
My private life changed dramatically after my divorce. For the first
time in my life I had a truly private place to live. As a child I
enjoyed dressing in my mother's clothing and, when I left home, access
to her wardrobe was about the only thing I really missed. Then I met the
woman I married and, distracted by her charms, the desires faded only to
return with a vengeance as my marriage fell apart. Taking the attitude
after my divorce that what I did alone was my business, I indulged my
hobby and did some of my best work dressed. I do not know or
particularly care why I like feminine clothing it's just something I
have always done and really enjoy. Not that I wanted anyone to know
about it of course. Even though I lived alone, once Robbie started I was
careful to keep my hobby hidden. I know in today's world cross-dressing
is seen as an innocent enough hobby and that most clients would not care
in the slightest, after all, IT types are expected to be odd. Even so, I
still felt ashamed about my hobby and kept it well hidden, or at least
thought I did.
"Erm?" I stammered thickly. "Why didn't you say anything?"
"It's not a big deal!" Robbie snickered. "I've been wanting to ask you
for ages, but never dared?"
"Oh?" I could feel my face starting to burn as I whispered, "And you
want me to ... ?"
"Wear one of your outfits, yes and," her eyes captured mine, "I've still
not forgotten that comment about ordering a short skirted office suit,
and it's not a bad idea," she chortled happily. "But," she grinned, "it
will be you wearing one for me, doll! However for now anything with a
skirt will do." Her smile widened. "Please? I find the thought of you in
a dress really appealing."
"You do?" I gasped.
"Oh yeah!" she beamed. "
To my astonishment she actually seemed elated about confirming my hobby.
"Erm?" Feeling ill I looked in to her expectant eyes terrified.
"Oh go on?" Robbie badgered eyeballing me until I capitulated.
"Okay? But don't you think I'm a bit ... ?"
"Sick?" Robbie grinned. "No, not at all. I adore T-girls, for me they
are the best of both worlds, as much fun to look at and spend time with
as a genetic girl but without the bitchy side, and the added benefit of
them being a male between their legs in the bedroom!" There was a self-
mocking edge to her tone as she added. "And let's face it. I'm as much
of one as you are!"
I blushed, and nodded. It was true.
The rude edge that often coloured her humour was out in full as she
laughed, "And the thought of you decorating the bitch seat of this
beauty in tight leathers in the future is a one hell of a turn on!"
"Turn on?" I could have kicked myself she had done it to me again,
reduced me to moronically repeating what she said.
"Yeah! A turn on!" Her thick eyebrows bobbed up and down suggestively.
"You clinging on to me looking like my hot tranny biker bird!"
For a long moment her comment hung there, as we looked at each other in
astonished silence and it was clearly written on Robbie's face that she
had shocked herself with what she had just said. Then, with a half
laughed shrug she pulled herself together and asked.
"Weren't you making me another coffee?" Her eyes sparkled with delight
as she said in a mock male tone, "Sweetheart."
The expression on her face made me blush and stutter, "So you don't
think I'm a perv?"
"No more than me!" Robbie winked leaning off the bike to give my bum a
pat. "Which isn't saying much!" Her tones were again echoing with
innuendo as she laughed and teasingly added, "And I really fancy the
idea of having you spend a day or two as my sexy tranny secretary taking
dictation on demand!"
"Oh!" I gasped, astonished that she had vocalised one of my favourite
fantasies. I'm sure Robbie read it in my face because she gave my bum
much firmer pat and a possessive grope chortling. "Now run along like a
good girl, and do as you're told." Her laughter increased as she
spluttered, "Oh and I don't want to hear any complaint's about me being
a sexist pig either sweetheart!"
Blushing brightly I nodded, and tottered out feeling like my knees were
made of jelly. Making the coffee on autopilot my mind was all over the
place wondering how my surprise for her had turned into more of a
surprise for me. Just as I bent over to put the milk back in the fridge
I could hear her chuckling with pleasure behind me as she walked into
the kitchen.
"Mamma!" Robbie laughed. "I do hope you're going to be doing that some
time soon in tarty high heels and a short skirt for me?"
"Erm?" I blushed.
"Make me coffee in a skirt, nothing too long, unless it's a tight pencil
skirt," she teased, "The kind that makes you wiggle because you have to
take tiny steps when you walk, or something short enough that I can get
a flash of stocking tops every time you bend over?"
I went very red as she added in a tone that simmered with lust. "Brings
a very nice mental image to mind don't you think sweetie?"
I was about to attempt a reply when the phone went. Robbie's eyes never
left mine as she strolled through the door to the office and picked up
her desk phone.
"Hello Riley." She paused for a split second before adding, "And
Willows..." The grin on her face as it sank in that she really was a
partner in the business was like the sun coming out, and giving me a
confident look of anticipation she pointed at her mug, mouthing, "Coffee
doll." Things between us had changed somehow. In the space of five
minutes, our relative statuses had shifted. I could feel it in her eyes
as I brought in her coffee.
Robbie was still on the phone discussing requirements when I placed her
mug beside her. With another possessive pat on my bum and a thanking
smile she waved me away with a flick of her fingers. My stomach felt
knotted with anxiety and, unable to return to my work, I hovered with my
heart pounding waiting for her to end the call. With a daft grin Robbie
put down the phone and said.
"God! I don't know what I'm more excited about. The Harley or getting
you to admit you enjoying being a babe?"
I must have looked confused because she freely laughed. "Because you've
just fulfilled two of my dreams together..."
Confused I stuttered, "I have?"
"Yeah!" Robbie said with a faint blush tingeing her face
"Well I knew you'd dreamed of a Harley Davidson, but me dressing?" I
blushed.
"Mmm! You tranny dressing," Robbie beamed. "And looking all pretty for
me."
"But why?"
"Erm?" My question caught her out making her blush as she stuttered,
"Well you see I've always had a thing for cross-dressers." Then with a
shake of her head she pulled herself together and said, "I guess it
started when I was a kid. I was never that happy about how girls were
expected to wear skirts and look nice to begin with, and that only got
worse when puberty arrived. Almost immediately all my friends started
obsessing about boys and wanting to look pretty for them and that just
turned my stomach."
I nodded and added with a self mocking embarrassed laugh. "I know the
feeling, kind of, only it happened to me at primary school. Only I was
wishing I could be the one wearing the skirts."
Robbie laughed and said with a grin. "Good! Anyway, for a long time I
tried to fit in although deep down I thought I was a lesbian because
looking at a good-looking girl did turn me on, but when I finally tried
going out with another girl, who was a genuine lesbian, I never got
anything from it." She chuckled. "For a long time I thought I was just
not destined for any meaningful relationship, until a year after I left
school I was offered a job in Manchester. Since I thought I was a dyke,
I explored the gay village and discovered that there was a massive
tranny scene there and met my first T-girlfriend, which resulted in me
spending a lot of time hanging with her in the gay village. I think we
would have stayed together if she had not been offered a post grad
course in London, and then my mum introduced me to my ex."
I nodded.
"He was a nice bloke and we were both into the bike scene, and shared
the same sort of tastes. After a few months together we sort of settled
and bought a house, but then he started to get into the outlaw club
scene."
"Outlaw club scene?"
"Yeah," she nodded, "the criminal gang side of the biker world, he
didn't join the Hell's Angels, but it was a club like the Angels."
Robbie pulled a face. "Now I'm into my bikes, but that side of the
lifestyle never attracted me in the slightest. Anyway once he started
hanging round with them, he quickly got into that world, and I hated it
to the point that after he told me he was up for a vote on becoming a
club prospect, which is the first stage of joining an outlaw club. I
told him it was me or the club, and he choose the club."
"Blimey," I said, "so what did you do?"
"Got divorced, and moved down here about a year before I started with
you," she shrugged. "I had to get away from the whole world he was in
before I could put my life back together."
On the rare occasions in the past when we had been discussing personal
issues Robbie had tended to avoid direct eye contact but not now. Gazing
me straight in the face she said with a twisted self-conscious smile. "I
guess him joining the club and the place of women in that world just
brought everything I'd felt about the idea of being someone's girl to
the surface. I find it nearly impossible to accept the compromises, and
strictures that women have to put up at the best of times, and, in the
world my ex moved into, those restrictions are even more apparent. In
truth I guess I always knew we were never destined to last."
"So why did you get married?" I said.
"Fear of being alone maybe," she said pulling a face. "I knew it was a
mistake but I still went through with it. I guess deep down the only
reason why was to make my mum happy when she had the cancer..."
The way her conversation jumped about for the next couple of minutes as
she tried to explain how she felt about being a woman in the biker
world, and her taste in men confused me even more than how excited she
was about my admitting that I was a crossdresser.
"So trust me sweetheart," Robbie said with a smile, "when I tell you
that I'd prefer it if you dressed as a girl for me I mean it, and I
promise I won't laugh, because you're bound to look better than I ever
did in a dress."
Still red-faced I nodded. "If you want?"
"Oh I do!" Robbie said as the phone trilled again. Feeling both anxious
and excited I returned to my computer and eventually things got back to
normal. Well almost as between calls she made numerous suggestive
comments about how she like to see her secretary dressed when 'she' took
dictation!
I finished what I was doing around four PM and as I shut down my work
computers. Robbie gave me a look from her desk and said. "Hope you don't
mind but I'm staying over?" Giving me firm a pat on the bum, she added
with a murmur of expectant delight that sent a sensual thrill coursing
through me, "I'll clear up in here. Go dress girlie for me babe.
Please?"
There was a desperate almost pleading note in her tone that cut right
into my heart, and feeling like my face could boil water I nodded an
embarrassed, "Okay"
"Great!" she grinned. "Now shoo!"
With my legs shaking I staggered up to my bedroom and opened my limited
girlie wardrobe. The embarrassed ashamed part of my mind felt like it
was at war with my desire to comply and for a few minutes I just gazed
at my reflection in the mirror paralysed with excited horror.
"Don't be all day, honey!" Robbie bellowed.
Jolted by her words I looked at my shaking hands. Although I had started
experimenting with cosmetics before Robbie started I was not confident
with them enough to dare using any of my meagre selection of makeup. My
hands felt like the rest of me, really shaky, and my emotions were in
turmoil. Simultaneously I felt sick and excited to the point that I had
to force myself to undress.
Selecting the first things that came to hand I redressed in a matching
set of powder blue satin panties and padded bra. Praying that I did not
damage them I carefully smoothed a pair of shimmering sheer tights up my
legs with my mind a whirl trying to come to terms with how suddenly
things between us had changed. Selecting a just above the knee black
skirt, and a pale blue blouse I was soon struggling with the fiddly
ankle buckles of my 3" heels.
Feeling embarrassed I examined my reflection and groaned. I looked
pretty hideous, and quickly pulled my blonde bobbed wig over my hair.
The wig made a bit of a difference but I knew that before my face could
look feminine I needed to do my makeup. Given how shaky I felt I did not
dare try anything more than a coating of lipstick and a spray of the
white musk perfume I liked. A second look in the mirror, made me feel
worse but taking a deep breath I tottered down stairs with my heart in
my mouth.
Dressed in my skirt, blouse and heels I felt sick to the stomach but
true to her words Robbie did not laugh. She had changed out of her suit
and was now wearing a pair of jeans and a sweatshirt. I felt a wave of
reassurance when I saw how she was clutching her beer because I knew her
body language well enough to tell that she was as nervous as I was.
"Well?" I whispered dryly, forcing myself to speak.
Robbie gave me a delighted grin. "Not too bad," followed by an amused
shake of her head. "But not that good either."
"Erm thanks," I stammered accepting the glass of wine she handed me. "I
think?"
"Now don't look like that?" she chided. "Because you do show lots of
promise." Her eyes were all over me, appraising me with undisguised
interest. "Give me a twirl love?"
"Promise?"
"Yeah," Robbie nodded spinning her finger. "Promise."
Hesitantly turning on the spot with out too much of a wobble I said in
an attempt to lighten my mood, "This feels really weird," and gulped a
mouthful my wine.
Reading me like a book Robbie patted the settee besides her laughing. "I
wouldn't say weird honey. I say it feels about right, and you do look
pretty good already."
"I do?" I said astonished plonking myself down beside her.
"Mmm, you smell nice!" Robbie said with a theatrical sniff of my neck.
I was half hoping she was going to kiss me but instead she returned to
her topic. "You've a nice slim figure to start with. All that's needed
is just a little girly care and attention," she mused. "You've a head
full of thick hair under that crappy wig, which just needs some work and
with your face made up properly? I'd bet you'll look smashing."
"I will?" I said surprised.
"Yeah!" Robbie grinned, "Once we've got you looking right, just a few
months instruction and I'd put money on you passing in public."
"Instruction?" I stuttered.
"Yeah." Robbie smiled with a wide anticipatory grin. "To train you."
"Train me?"
"Yeah, train you," Robbie laughed. "Let's face it you've not really
thought about how much movement is a part of appearing feminine have
you?"
"No," I agreed guzzling my wine to hide my shamefaced expression.
"Not like that!" Robbie gave me a sharp slap on the thigh and then
laughed. "Looking at you I guess six months or so should be enough to
teach you the basics."
"That long?" I blushed, feeling my skin stinging where she had slapped
me.
"Yeah, but for now," Robbie said firmly, "I'll settle for seeing you
taking nice girlie sip of your wine." Her face broke in a contented
smile as she added, "And please avoid sitting down like a docker! What
you should be doing is smoothing your skirt behind you and sliding
gracefully into the seat, not collapse like a sack of spuds!"
"What like this?" I stood and did as she had described.
"Nearly!" Robbie grinned. "But you're not sitting quite right. May I?"
"Yes," I said, enjoying the feeling of her hands positioning my body to
her taste as she gave me her views on the differences between male and
female body language.
"You've thought about this then?"
"Just a bit!" Robbie laughed. "Only I never thought I'd be in the
situation where it might come true."
"Oh?" I said slightly shocked and elated.
"Well are you interested?" Robbie laughed teasingly.
"In what?" I said feeling confused.
"In letting me turn you into my girlie." She giggled lightly as she
said, "Let me see, now what can I call you, Simone? Naw?" She pulled a
face. "Not girlie enough for someone as pretty as you."
"Si, Simon? Si Riley?" Robbie said my name a few times. "Sarah?" Nodding
with a wide grin of pleasure she declared, "Yeah I like that, I'll call
you Sarah from now on. What do you think?"
"Okay..." I nodded with a blush.
"Cool!" Robbie laughed, "So you like the idea of becoming Miss Sarah
Jane Riley?" Her face was still split by a wide grin, but her dark eyes
hardened a little as she said expectantly. "I expect a response please
Sarah," and grinned all the more as I hoarsely said.
"Yes, Robbie, I am interested."
"Great!" Robbie chuckled. "When do you want to start?" Her eyes bubbled
with delight, and not a little undisguised lust as she added, "I've
always dreamed of finding someone who would swap roles!"
"How about now?" I suggested feeling a wave of glee mixed with sexual
anticipation filling me.
"One thing though, if you mean it," Robbie said thoughtfully. "For the
next six months or so I'm calling the shots."
"Okay Robbie," I said.
"And at work you'll appear and behave, as if you were my secretary?"
I nodded.
"And I think, Sarah, that you're the sort of girl who dresses to impress
her boss."
I nodded aware that my heart was thudding. "If that's what you want, I'm
game."
"Oh I do and more," Robbie laughed giving me a wink as she added,
"Because I see a steamy office affair on the cards!"
"Affair?" I babbled, and went red again.
"Yeah, why do think I like copping a feel of your bum doll?" Robbie
laughed, with her grin turning a little giddy as she added, "I've
already said I think you're hot!"
"I am?"
"Yeah!" she laughed, slipping her arm over my shoulder to pull me close
and give me a kiss.
"Mmm!" she sighed breaking the kiss. "I love snogging painted lips!"
For a wee while we sat there drinking in silence, lost in thought as we
both mulled over what had been said. Beside me I felt an odd tension
filling Robby and looked at her saying gently.
"What?"
Sounding very jumpy and embarrassed she looked at me and sheepishly
grinned. "Erm Sarah, you know I mentioned I want to swap roles?"
"Yes?" I nodded.
"How far do you want it to go?" she asked hesitantly.
"As far as you want?" I said with a grin. "You're in charge?"
"I am?" Blushing bright red Robbie suddenly blabbed out. "Will you call
me Mr. Willows or Sir at work and either Bob or Robert after hours?" Her
face went every shade it could as she added hopefully. "Please?"
"Sure..." I croaked dry throated with eager anxiety, blushing a little
as I added, "Bob?"
"Well then!" Robbie laughed putting her feet up. "What's for tea then,
Sarah?"
"Erm, lamb chops and mash?" I suggested, all of a sudden getting a real
thrill of enjoyment from her reaction to me wearing my girlie things for
her.
"Chops are fine by me," Robbie said. "And I'll have another beer while
I'm waiting darling."
Loving the feel of the skirt constricting my stride I jumped to my feet
and saying, "Oh yes Bob!" Loving how her eyes lit up with delight at my
use of the male name.
"Glide not stride, please Sarah!" Robbie called with a mock growl as I
dashed unsteadily off to fetch her beer.
Firing instructions and hints about posture and body language, Robbie
made me repeat fetching her a beer three times, before I went to and fro
in a 'girlie' enough manner to suit her. Even as I cooked and during the
meal she continued in the same vein, telling me how she wanted me to
sit, hold my cutlery, pick up my glass and present myself generally. Her
comments at times were very rude, and I should have been embarrassed by
what she came out with but I was not, instead I adored how she was now
treating me! It was not a one-way street by any means. Right from the
start Robbie told me that she expected me to correct her posture and
body language in the same way and I did.
After something to eat and a couple more drinks Robbie decided that I
was relaxed enough for her to push me a little further. With her eyes
sparkling with delight she said, "Strip for me please Sarah. Let me see
what we've got to work with."
There was a steely note in her tone that struck me dumb and feeling a
little giddy hesitation I complied.
"Mmm! Nice!" Robbie complemented as I revealed my underwear. Even though
I wished the ground would swallow me up, I did as she asked until I
stood naked and red in the face before her beady eyes.
"You're going to have to learn how to do undress in an entertaining way
for me."
"I am?" I gasped. "Why?"
She grinned wolfishly. "I've always loved watching a stripper giving a
sexy lap dance!"
"Not bad," she observed as her eyes toured my body. "You've a sweet
arse, no gut to speak of and nice slender arms," That lewd edge to her
tone was back as she noted with a giggle. "And an enjoyably small-sized
clit!"
"Thank you. I think?" I said, blushing, once I got my tongue working
again.
"Okay, job one is to lose the body hair," Robbie said eyeing my naked
form. "Then you need a decent pair of tits? Oh and your ears need
decorating with pretty pierced earrings and," she bobbed her eyebrows
and teased, "perhaps in a few other places?"
Jolted from trying to recall what she had said about presentation and
body language I felt foolish and excited as her words hit me.
"Only joking babe!" she grinned at my expression. "Now what else, oh
yeah your hair, and eyebrows need sorting and you'll be presentable,"
she continued, "At least enough for the office and the odd evening
walk."
I listened to her with mounting apprehension and, more than a little
anticipation as she said. "Okay you can get dressed now love."
Redressed and cuddled up beside Robbie with her arm around me I felt my
tension easing and was even able to make a coherent answer when she
asked.
"So how long have you been a tranny Sarah?"
"Since I was a child..." I admitted with a light laugh. "Before I was in
double figures that's for sure."
For the first time we were really talking about our life histories and I
quickly discovered that Robbie's admission earlier about being as much a
crossdresser as me was the truth. It was surprising that many of the
reasons why she had married in many ways mirrored my own. So much of
what we said to each other chimed with our own deep desires that we both
found ourselves nodding and interjecting comments as we exchanged
stories. Putting forward exactly the same issues and views but from the
opposite sides of the gender divide.
"I hated being female from the moment I found out that I was one, and
thought I should have been born a bloke," Robbie admitted. "It's been
with me for as long as I can remember, but I didn't really understand
what I was feeling until I started school. Even as a five-year old I can
recall not understanding why I could not wear trousers like the other
lads, and having to wear a school uniform skirt felt humiliating."
I nodded, and was about to add a comment of my own when Robbie
continued. "Then as I got older and my body started to mature sexually I
saw how much better the boys had it. They did not have to put up with
catty school girl comments because I had no tits and was physically
bigger than most of the lads, and most of all I envied their freedom
from all the feminine shit."
"Somehow Bob." It felt a little strange calling her by a male name but
also incredibly exciting. "I don't think you bothered to much with the
feminine?" I teased.
"Ha!" she laughed. "You never met my mother!"
"But it's not like women in men's clothing are anything unusual," I said
remembering to sip my wine, "Or likely to trigger the same reactions
that I'd get if I went out like this?"
"Well yeah?" Robbie shrugged. "That's true I guess."
"I know what you mean about starting school though. Except that I was
the other way round," I said feeling a little light-headed with the
wine. "I would have given anything to have swapped with one of the
girls. I wanted to have pretty hair, to have it permed, to wear nice
clothes, or even the school uniform, and makeup but couldn't because
boys weren't allowed to. From an early age it's rammed into a boys heads
that men aren't supposed be in any way girlish, and I felt so ashamed
about my desires." I shrugged. "I guess I still do?"
"Well you can ditch that idea babe," Robbie laughed. "Because as far as
I'm concerned you can have all the feminine freedom you want," she
grinned and teased my skirted thigh. "I want you to be girlie and
feminine, because then I can be equally masculine in return."
"Oh you can," I giggled, excitedly, and experimentally fluttered my
eyelashes at her. "And I think you should."
"Guilty," Robbie laughed adding, "And you really need false lashes and
lots of mascara on to do that flutter thing properly love."
With the booze flowing, and lots of laughing Robbie told me how she had
always wanted to work out and see her body develop a real masculine
shape and in return I admitted that a long-held dream of mine was being
feminised.
"You help me," Robbie laughed, "and I'll see that you do."
"Alright Robert," I agreed. "You've got a deal."
"God I'm kicking myself Sarah," she laughed, "Why the hell didn't I
bring this up ages ago?" There was a slightly hammered look in her face,
and a slur in her words as she chortled, "Mmmm!" After giving me a long
kiss. "I think we're going to have a lot of fun with this new
relationship Sarah."
"Me too Bob," I whispered as her lips again took possession of mine.
That night we did not sleep together. We were blasted by the time we
went to bed and I guess when the moment came both of us chickened out.
Anyway we were way too far gone with the booze to have done anything
even if one of us had wanted to.
Next morning I awoke to find Robbie sat on the side of my bed gazing at
me with amazed adulation in her eyes.
"Morning Sarah?" she chortled happily giving me a kiss before I was
really awake.
"Wh. What time is it?" I muttered rubbing the sleep from my eyes.
"Half eight, and time to get up!" Robbie bubbled showing no indication
of the beer she had drunk the previous evening. "You've got a lot to do
while I give my new bike a test drive!"
As I sipped the coffee she'd brought when she woke me. Robbie was
rooting though my closet deciding on what she wanted me to wear. At her
action I felt a surge of giddy excitement and apprehension as I recalled
what we had agreed to the previous night. Her happy chatter continued
over breakfast as she told me in a tone that bubbled expectantly how she
wanted our relationship to evolve. As she elaborated, I began to
comprehend it from her point of view.
"I'd love to get home to find my dinner waiting," she said, "and do DIY
jobs as my missus did her housework..."
It was apparent that most important to Robbie was for me to relinquish
control to her. She did not have to say it out loud but it was obvious
from how she spoke that, with her assumption of the male role, Robbie
wanted all the customary head of the household rights that men had in
the 1950's and consequently expected me to accept the kind of
traditionally subservient feminine one that was prevalent in that era.
"Well what do you think?" Robbie asked after she had clumsily tried to
avoid directly saying what she wanted, before finally just telling me.
Maybe she thought I was going to turn her down because her face had that
hesitant but hopeful expression again.
It was like music to my ears and blushing a little I nodded, "You're a
chauvinist Robert, but if that's what you want," I teased, "I guess I'll
have to be a good girl and accept that decision."
My answer filled Robbie face with amazed delight as she whispered
hoarsely, "Oh I do babe. I do!" Grinning from ear to ear over the
kitchen table she added, "Now while I'm out Sarah I want you to lose the
body hair, chest, arms, legs, armpits the lot."
"Okay Rob." I was about to correct myself when she said, "From you Rob's
fine, but I prefer Bob babe."
"Oh and don't forget your minge babe. Coz I've been dreaming of a nice
sexy landing strip to guide me to your clitty!" Grasped her leather
jacket and helmet she insisted that I gave her a kiss on the doorstep.
Laughing, "I can't wait to have you kiss me still wearing a sexy
nightie," Robbie bounded off towards her gleaming new bike calling,
"I'll be back about threeish Sarah, be wearing what I left for you, and
have me dinner on the table for five."
I heard the "Putta, putta" throb of the Harley as I climbed under the
shower and stood there for a long time under the stream of hot water.
Racked by self-doubts I thought over everything that had happened in the
previous 24 hours feeling thirty years of masculine living attempting a
rebellion, but ignoring my conscience I started to shave off my body
hair. It was harder than I expected, took forever and I went though a
pack of razor blades before I had removed everything I could reach.
Shaping my pubic hair into the landing strip felt incredibly exciting
and by the time it was done my cock felt like it was going to explode
As though in a dream, I found waiting on my bed a short summer dress
along with my sexiest underwear. Since my usual Saturday routine
involved me dressing, I forced away the burning sensation of shame
telling myself I was doing this for Robbie. Smooth and mostly hairless
my body looked both childish and feminine, so I avoided my reflection as
I doused my hypersensitive skin with body lotion and talc. Getting
dressed took me a while because I had to do something about my hard on
and in that post orgasmic downer I was again assailed by shame. Even so,
Robbie's words kept bouncing about my head pushing that shame aside and
suddenly I was enjoying every sensation. I could not believe just how my
differently my girly things felt as I drew them onto my hairless body.
"God!" I muttered to myself. "If it's always like this I'm going to take
forever every time I dress!"
Although I had a pair of flats and a pair two-inch block heel ankle
boots Robbie had put out the strappy three-inch heels I had worn the
previous night. After an hour or so of housework I discovered that
working in high heels was a damn sight harder on my legs than I
expected! Even so I felt compelled to keep them on, and enjoyed playing
housewife immensely. So much so that I did not hear her get back and was
engrossed in pulling out all the stops and treating her to a proper
dinner when Robbie burst back into the kitchen. She was wearing a huge
grin and chortling about how much she loved her new Harley!
"Hey Sarah!" she said dropping the Harley's pannier liners and sweeping
me into a hug. "You look pretty enough to eat!" With a giddy laugh she
picked me up and swung me round, saying, "I still cannot believe that
you are willing to be my girl."
Her obvious pleasure as she spun me around thrilled me.
"Well I am," I laughed, adding with a teasing note in my tone. "Now put
me down you big oaf before I burn the onions!"
With a laugh of, "Okay," Robbie carefully set me back down and made
herself comfortable at the kitchen table demanding coffee!
I realized the depth of Robbie's intentions when she opened the Harley's
panniers. They were packed full, and at my expression she laughed.
"Since you got me such a lovely and fitting present, the least I could
do was get you some pretty things in return. But first?" With an excited
confident laugh Robbie pulled out a parcel and dropped it onto the
table.
Inside were four earrings and a sterile needle. "Well do you want me to
begin making you beautiful Sarah babe?"
I looked at the needle and earrings fearfully making Robbie growl in
that exciting masculine likes tone, which turned my innards to mush.
"Now fetch me an ice-cube, and come kneel here girlie." She pointed to a
spot in front of her and added with a malicious grin, "I think I
mentioned last night that you were getting your ears pierced?"
Surprisingly it did not hurt and I soon had two earrings decorating each
ear and a hard-on blemishing my skirt.
"Well I wonder how we're going to stop that happening Sarah?" Robbie
laughed, giving it a quick grope as she pulling me to me feet with a
kiss. Glancing at the clock she gave me a pat on my skirted bum and
said, "I'm going to watch the footie, bring us another coffee in babe?"
Nodding, "Yes Bob," I was acutely aware of the rings hanging from my
freshly pierced ears, and wondered what else she had in store as she
retired to the telly.
It did not take me long to find out as when I fetched her coffee in she
had the contents of the panniers scattered all over the coffee table.
Holding up a short-cropped camisole top with, 'Harley girl,' emblazoned
on the chest and a little leather miniskirt she said. "Can you see
yourself in this Sarah babe?"
Feeling like I was living a dream, I nodded. "Yes, but I'll need a
little help?" I giggled and used my hands to bob my padded bra though my
dress.
"Give it time babes, and there is another one with a higher neck line!"
she laughed, and held up some really sexy lingerie. "God I don't think
I've ever enjoyed shopping as much as I did today I got you some sexy
undies, and..." after a quick root around she produced a bag with
cosmetics company's logo on it and a book laughing, "Homework," as she
held up a book on makeup techniques. "I also went a little mad and
bought you some more makeup along with some accessories."
"What?" I asked amazed.
"A pretty ankle bangle and a couple of bracelets, a girls watch and a
necklaces," she was grinning from ear to ear, as she popped open a
cardboard package and showed me a necklace with 'Sarah' cast in silver
as the pendant. "Come here and let me put this on you."
I loved how her lips caressed my neck as she fastened the necklace and
willingly allowed her to turn me in her arms, and ravish my lips for the
second time since she arrived.
"What else?" I asked, looking at the other parcels when she finally
released my lips.
"Not much really," Robbie grinned. "A few bits and bobs for me, and, oh
yeah, these!" With a pleased grin she opened a largish box and proudly
displayed a pair of very lifelike realistic boobs. "It was embarrassing
as hell when the woman in the shop assumed they were for me, and advised
me 36c were too small for my frame," Her grin widened, "But they are top
of the range attachable mastectomy prostheses, and will do just dandy
for now."
"Wow!" I whispered amazed. "You must have spent a fortune!"
"Not really," she grinned. "And nowhere near what you spent on me, so
shut up and say 'Thank you, Bob'."
"Erm thank you..." I gazed at her in delight. "Bob."
"Want to try them?" Robbie laughed, "I've got the adhesive in here
somewhere."
"Adhesive?"
"Yeah, 48 hour waterproof stuff," Robbie said delving round in one of
the bags, as she giggled. "Slip your dress and bra off, love, I want see
my bird flashing her tits for me!"
Ten minutes later I knew I needed to wear one of the bra's she had
bought me, because they were heavier than I expected. Without anything
to support them I quickly discovered that they pulled and bobbed about
on my chest in a weirdly painful and strangely sensual way. Robbie
adored, how I looked with them on, and insisted that I strutted up and
down for a few minutes wearing nothing my panties, stockings and heels!
"Mmm, you're turning into a hot sexy bitch for me, Sarah," she cried
delightedly, and quickly bent down to clip a gold bangle about my left
ankle. "There!" she laughed clicking it closed. "Now you're really
mine."
"Thought I already was?" I laughed.
"Yeah, but that says so."
"Sorry?" I looked at her as she sat back in the armchair and laughed.
"They are called slave bangles love." Her eyebrows bobbled suggestively.
"And I had that one engraved."
"What does it say?" I asked.
"Bob Willow's Girl!" she laughed. "And best of all... I've got the key!"
"KEY!" I exclaimed blushing violently.
"Yeah!" she giggled happily. "It shuts with a lock so you can't lose it
sweetheart!"
"Locked?" I gasped. "On me?"
"Yup!" Robbie grinned. "And from the look of this clitty?" she gave me a
quick sensual grope, "you like the idea of being marked as mine?"
I should have felt offended. She had locked the bangle about my ankle as
if I was her slave girl but instead it excited me, and with a laugh I
said, "Sometimes Robert Willows, you are a kinky bugger!" and draped my
half-naked body over her, loving how my new boobs wobbled as I gave her
a kiss.
"Me?" she laughed pulling me onto her lap. "Well I did warn you."
"Yeah you did," I laughed loving the feel of her arms cradling me.
Glancing up at the clock, Robbie said, scooping up most of the purchases
on the coffee table and returning them to the panniers. "Now get dressed
love, because you're awfully distracting with your tits out like that,
and kick-off's in five minutes."
"You'd rather watch football than me?" I laughed slipping on a bra, and
my summer dress.
"Yeah," Robbie grinned. "You've dinner to finish, and all your new
things to put away," she handed me the panniers. "Anything that's
obviously for me Sarah, you can pop in the spare room?"
"Spare room?" I giggled. "How about the chest of draws in our bedroom?"
"EH!"
The look on her face was lovely as I added with a sultry giggle. "You
don't think I'm going to let you sleep in the spare room again do you,
Robert?"
There were a couple of parcels still on the table, and when I went to
pick them up, Robbie regained control of her tongue and laughed. "Leave
them love, they are for the bike, I'll pop them in the garage at half
time."
"Okay," I nodded collecting my 'presents' and carrying them up to the
main bedroom. Along with the nightwear and lingerie she had bought me I
found two pairs of male pyjamas, a couple of pairs of boxer shorts and
men's vests.
Putting everything away, I giggled to myself and changed into the
leather skirt and the other Harley Girl top that covered my false boobs.
Looking at the time, I guessed that I had about an hour before I needed
to think about finishing dinner and opened the makeup book. Although I
had used cosmetics in the past I was not really very experienced with
them and the ten minute 'simple' makeup took me almost the whole hour,
but I managed to do a reasonable job. Brushing my wig out I slipped it
on and was surprised just how different it made me look. The skirt was
very short and rather tarty, but with top I had to admit it did work,
and switching my shoes for my boots I giggled to myself as I went to
show Robbie.
"Wow!" Robbie said when I sheepishly walked in. "You look... Wow!" She
giggled and then added, "Get us another beer babes."
As I walked to the kitchen she called, "Swing your hips more, love,
think walking like a runway model so your feet cross in front of each
other."
That pretty much set the tone for the evening. She was either correcting
my feminine posture or acting like a total chauvinist and I loved it.
All my life I felt uncomfortable with the idea of being the 'man' in the
relationship and taking the lead. Looking at it now I think that my lack
of willingness to be the head of the house was probably one of the
motivators that led to my ex-wife's infidelity. Robbie however had no
problems with filling that role and I'll be honest, I felt more
comfortable than I ever had with someone knowing that she was the
'boss.'
I did not know where our relationship was going but wrapped in her arm I
did not care because for the first time ever I felt genuinely relaxed
alone with someone of the opposite gender. Although Robbie and I had
become very close friends our relationship until last night had been
mostly professional but in the last 36 hours that had changed
completely.
"Bob?" I asked cuddled beside her as she watched Match of Day.
"What love?" she answered watching the telly.
"Do you want to move in with me?" I held my breath. "I know you teased
me about being the boss but if you want I'd like make this role swap a
permanent thing both here and at work?"
"Seriously?" she said.
I nodded. "Yeah. I want to be your girl, and have you make me into the
kind of girl you want?"
"Make?"
I nodded again. "Yes. Make." I blushed brightly. "I think I want you to
be the masculine one in our relationship and take the traditional gender
role."
"For real?"
I nodded blushing brightly.
"Good, because I have another surprise for you." Robbie gave me a
naughty grin. "Assuming you want to be on the receiving end of it?"
I found out what she meant a couple of hours later when she took me to
bed and came out of the en-suite bathroom proudly displaying a realistic
8" flesh coloured dildo!
Grinning, "Surprise," Robbie crudely masturbated the phallus and then
blushed saying sheepishly, "Well I do want to be the bloke in this
relationship."
The sight took my breath away.
To my eyes her body was a study in perfection. Her breasts were small
hardly more than bumps on her broad chest, which ran straight down to
her boyish hips set above a flat bum and powerful legs. She allowed me a
moment to take in the vision and appraise its meaning beckoning me
closer saying, "Well then wench, how do you like your new boyfriend?"
"I... I?" Blushing I looked at it wide-eyed with astonishment.
With a wide grin she cheerfully growled, "Why don't you come and give
him a nice introductory kiss?"
Robbie now lives here and we enjoy all the pleasures of married bliss.
She is a gracious husband and sexually active and I'm only too happy to
fill her needs. She says I'm the perfect slut, my mouth fits her pussy
and my ass works well around her thrusting cock. As to myself, I love
the taste of her pussy and her lips on my budding breasts as her teeth
nip at my nipples. The shaft excites me when she walks and it sways
suggestively like a warrior's sword so I immediately fall on all fours,
eager to be mounted or, service it with my mouth.
The End- For Now.
2019.