Ladys choice
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A Lady's Drink free porn video
A Lady's Drink.
It all started the day before our Halloween Party when I was teasing my
girlfriend Loudes about her inability to take a drink like me. I said,
"You always drink lady's drinks like sherry because you know that after
a man's drink like a pint of beer you are anyone's. Face it Lourdes you
just can't hold your drink like me."
Lourdes replied, "Man up Simon. I bet you after a pint of a lady's
drink like sherry you would be anyone's too. I tell you what how about
a little bet? I bet you would be anyone's after a pint of sherry. In
fact I bet you couldn't even manage a pint of sherry without blacking
out. If you win I will dress as a French Maid for a month and do all
your ironing. If I win you will have to dress as a French Maid for a
month and do my housework."
I was a straight public schoolboy. I had Lourdes met during my first
year at University. Lourdes had gone to an all Girls Grammer School.
So her school was slightly similar to mine, although a bit of an
inferior version. We were studying English literature together and
Lourdes believed she was brighter than me. I knew that couldn't be
right because I had been to a good public school and however hard these
state school kids tried they could not compete with us public school
boys. The majority of the students studying with us were girls.
That's why my school employed ex-state school kids as caretakers and
dinner ladies because they couldn't do complicated jobs like my father.
My father worked in investment banking and expected me to do something
similar or go into Politics.
We had a long proud family history in the Conservative and my father was
still the local Party Chairman. Mother was always at home for us and
was not really as bright as my father which I guess is the difference
between the sexes.
As guys always said at school - a woman's place is in the kitchen.
Anyway I digress.
When Lourdes suggested I dress as a French Maid I protested. "You want
me to dress up as a girl? Only gay men wear clothes like that."
"I thought all Public schoolboys wore drag, Simon."
"Only the gay ones."
"Alright Simon. Let's go to the Rocky Horror Night at the Union. I bet
you that more boys will be wearing fishnets, heels and suspenders than
women. If you win you won't have to dress as a French Maid and I will
have to think of something else for your forfeit, but if I win you will
have to already be in fishnets, heels and suspenders before you start
drinking."
"OK you are on."
So we went to the Student Union. I was amazed at how many of the lads
were dressed up as girls. Some of them were gay but most of them had
girlfriends, in fact sometime it was hard to tell who was gay and who
was straight. And the guys were not just wearing fishnets, high heeled
shoes and suspenders but corsets, pearl necklaces and make-up too! This
was really challenging to my understanding of masculinity and of how I
thought about things but I had to admit that Lourdes had won the bet and
I wanted to get it over with.
"Ok, have you got high heels, suspenders and fishnets ready for me?"
"No, not tonight Simon. You have to get ready first. Come over to my
place tomorrow at around 6:00pm and we will get you ready."
I was dreading what this would entail for the whole day. When I got
there I asked Lourdes what getting ready meant. She explained, "Simon,
if you are going to get the full benefit of wearing fishnets and
suspenders you have to get rid of all that unsightly hair on your legs.
So strip."
We had been sleeping together for a while so I was not bothered about
appearing naked in front of Lourdes who was only wearing a black laced
trimmed red silk slip over her black lace bra and panties and
suspenders. She was wearing fishnets and fluffy black pumps which were
clearly made to wear around the house. Wow she looked sexy!
I was introduced to my first tube of veet by this vision in front of me.
Anyway I won't bore you with the details of how you put this foul
smelling revolting looking cream on your body and wash it off but the
outcome was that I suddenly felt more conscious of my nakedness as I
stood now almost hairless from the neck down. What hair remained was in
a small area around my manhood.
Next Lourdes told me she had bought a set of lingerie for me in my size
and I found myself stepping into a pair of black silk panties.
Unmistakably feminine. It felt so wrong and so humiliating to be
dressed in panties by my girlfriend yet I had come to understand that
straight men were transvestites as well as gay men as a result of our
bet the previous evening.
Having just pulled my panties up, Lourdes had made clear that she had
bought them especially for me I had to pull them down as Lourdes pulled
my manhood down between my legs and then pull them up again. I was
surprised that it was not all that uncomfortable to be "tucked". Next I
was told to sit down and I noticed that Lourdes had a bottle of red nail
polish in her hands.
"I am not wearing nail polish on my hands," I said.
"Who said anything about your hands, Simone?" Lourdes replied.
"What's with the Simone?" I asked.
"Oh come on you have to have a femme name while you are dressed in
panties, suspenders, fishnets and heels!"
This was starting to get out of control.
"So, if the nail polish is not for my hands what is it for?" I asked.
"You have to wear nail polish on your toes. If you don't it is a
dealbreaker and I won't dress as a French Maid if I lose and the bet is
off but you still have to honour the bet you lost and take the drinks
whilst wearing the clothing we agreed you would wear."
So I let my toes be painted.
Once the polish had dried it seemed to me that the lower half of my body
looked completely girly.
"I think someone should have warned me about Catholic girls," I said.
"Ok it's time you learnt how to wear a suspender belt and to put on your
first pair of fishnets but before you do are you not feeling a little
naked above the waist?"
"Yeah, where's my teeshirt?" I replied looking round to see that it was
dripping wet as it was on the floor next to the bath.
"Obviously you can't wear that now Simone. Your choice either go naked
or where a basque?"
"What's a basque?"
I was then shown the basque that Lourdes had bought for me. She said it
was in my size. It was like a corset with a suspender belt attached. I
had to admit that it matched my panties and I realised that it was too
cold for me to stand around half naked.
I was doubtful that it was my size.
"Ok I think I will wear the basque but this wasn't part of the bet. How
come you have a basque in my size?"
As Lourdes laced it I felt more of my beathe being squeezed out of me
and I looked into the mirror at the very feminine figure in front of me.
"I guess that's what you call being stitched up," I said.
"Listen Simone," Lourdes said as she showed me how to attach my fishnet
stockings. "I know the basque wasn't part of the bet you lost but it
would be part of your French Maids outfit."
I was starting to get very worried. Lourdes seemed to have everthing
planned already and to have bought all the clothing. She seemed very
confident I would lose the drink bet. I had no idea why.
"You will not have to put on any more women's clothing tonight unless
you agree to," Lourdes said slipping my feet into a four inch pair of
patent stilletoes with a strap.
So I now stood there in a black silk basque, black panties, fishnets and
heels and I was wearing nail polish on my toes. What had I let myself
into I though as my sexy girlfriend caressed my thighs and thrust her
tongue into my mouth.
"You are going to be my bitch tonight Simone," she said. "Have a
Sherry."
After a few glasses I agreed to wear nail polish on my fingers. The
video Lourdes friend Mary took shows me actually asking Lourdes to put
the polish on my fingers! Mary had apparently arrived after my third
drink.
I had no recollection of this though.
Next I asked for Lourdes to make up my face. The video shows Lourdes
putting on white foundation before applying false eyelashes. Then she
put on a generous amount of eyeshdow before plucking my eyebrows. This
was one thing I felt she did that I did not ask her to do when she
showed me the video the following day. Mary was laughing at this point
in the video. "He's so gay!" she said. "But there's something missing
rubbing her ears."
Finally I started flicking at my ears. "I need ear rings," I said
stamping my feet.
So Mary pierced my ears and Lourdes found some studs that she put in my
ears. "You have so lost the bet!" Lourdes said kissing me. At this
point I looked like any other woman in a basque, panties, fishnets and
heels.
Mary, who I later learnt was a lesbian and fancied Lourdes like crazy,
had always had something against me for stealing Lourdes from her. At
this point she pulled out her tatoo kit and said I needed a reminder of
this evening. Lourdes, who had also been drinking, thought this was
hillarious and suggested a tattoo on my thigh, just above my fishnets,
of a rose and then the words "I am just a Sweet tranvestite" around the
base of the rose and "I am a Sexy Bitch" on the other thigh as they both
thought the song was as sexist as I was. "But he's my sweet sexist"
Lourdes said.
I passed out shortly after this and the next morning awoke to find
myself looking somewhat the worse for wear but dressed as a woman. I
told Lourdes I thought she had cheated on the bet but she showed me the
video and I reaslised she had not. Then it hit me. I had lost the
second bet. I was stuck as a French Maid for the month as Lourdes laid
the dress out before me.
First however she gave me a white laced petticoat which hid my panties
and was somewhat puffed out so that, as Lourdes explained, even if my
manhood did escape no-one would notice because of my petticoat.
"Give us a twirl, Simone," Mary said filming me.
I obliged and noticed how my petticoats lifted slightly as I did this
and how with the black and white lingerie I was now wearing I almost
looked like a French maid already.
"Here's your dress Simone."
"Shit!" I said.
"That's very unladylike."
"Merde!"
"Well at least that's French and you are getting into character."
Lourdes then showed me how to step into the dress.
"What does a lady she wants her boyfriend to help her finish getting
dressed?"
"Zip me please, Lourdes," I said.
She did so.
Then I realised we had a lecture this morning.
"I need my clothes back we have a lecture!"
"Oh I chucked them out last night. Besides, if you are going to the
lecture you are going like that!"
"Oh come on!"
"A bet's a bet Simone!"
So I found myself now going to my first lecture dressed as a French
maid. Obviously in such a sexy outfit I got wolf whistled quite a bit
on the way there. Initially I resented the whistling and being called
"Sexy!"
But Lourdes told me the guys were complimenting me on what a convincing
lady I made and I cannot explain why but I started to enjoy it as I was
getting the hang of walking in heels and I would blush each time I was
called sexy.
As I got to the lecture hall Lourdes left me to go to speak to the
lecturer about equal opportunities. It turned out she told him that I
had chosen to "out" myself in his lecture.
The lecturer invited Lourdes to introduce me.
"Ladies there is a new lady joining our class today. Soon this will be
a women only group - you used to know him as Simon the sexist but I
present - Simone! It was her decision to out herself."
I walked in to whistles and cat calls from the girls and "Sissy!
Faggot!" from the only two men left in the group. The lecturer told
them if they called me that again they would have to come in dressed
like me and some of the girls blew them kisses.
I had never been so humiliated in my life but the suport of the large
majority of the girls, it turned out some agreed with the men, meant
that I soon fitted in to the class which as Simone predicted became a
women only group. Over the first few weeks of dressing as a Maid I
became accustomed to it and was persuaded by Lourdes and Mary to throw
out my old male clothing. Lourdes told me that it all looked old, tired
and boring and that I needed a new wardrobe. As I had to buy my own
lingerie and additional French Maids outfits I was left with little
money to replace the clothing I had thrown out so would be the French
Maid on campus.
Because I looked so sexy to many of the boys who did not know me from my
English class I then got hired by several of the boys to clean their
rooms. Whilst they would take pictures of me I drew the line at taking
my clothes off.
The next thing that happened was that a scandal broke in my local paper
back home when the story broke that the Party Chairman's son had outed
herself as a transvestite French Maid. My father disowned me and I was
kicked out of Church and called a "sodomite".
Lourdes loved what I had become but said she had always wondered about
lesbian sex and given that I was now almost a woman what did I think
about having "the op"?
I replied that whilst I recognised that Lourdes was at least my equal if
not my superior I still liked the idea of being a woman with something
extra or a tgirl. Lourdes started dating Mary.
Mary was thrilled that I did not mind and I got to know her better and
after admitting to her that I liked being dressed as a French Maid and
becoming one of the girls she changed from being a lesbian to being
bisexual although she would only sleep with transvestite men like me.
Sometimes we would form a threesome and sometimes Mary and Lourdes would
wear a strap-on although they would not wear men's clothes as we were
girls and superior to men.
She said to me that now I had become one of the girls did I consider
myself a lesbian as I only slept with women? Why didn't I try sleeping
with men like any normal heterosexual girl?
But that is a whole other story.
I remember that but after starting to drink
Jo
- 26.12.2022
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