The summer of 1961
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A Wet Sunday Afternoon, In 1961 free porn video
DAVE'S WET SUNDAY IN 1961 - WITH GODDESS GERALDINE
It was a typical Sunday afternoon in England in late 1961, with the
rain pouring down. My sister Wendy was expecting her best friend
Geraldine to stop over for the night and they would both go off direct
to school the following morning. Wendy and Geraldine were both 16 and
I, Wendy's younger brother, Dave, was a couple of years younger at just
14.
Our parents had gone out for the day to visit friends and were not
expected back until late that night. With the rotten weather, it was
not that much of a day as Sundays go! However, Geraldine was the one
shining light on the murky horizon. Even at just 14, I really fancied
Geraldine - she was bloody gorgeous, slim, with long black hair, plus
amazingly big tits for a 16 year old and she always seemed to find a
way to brush against me whenever she dropped around to see my sister
Wendy. The other strange thing about Geraldine was that she ALWAYS wore
nylons, whether in full view with a skirt or under her ski pants in
winter. I was quite adept at spotting the tell-tale suspender bumps
under her pants or if she took her shoes off, the characteristic
reinforced toes and heels of the nylons on her feet. 14 I may have been
- but observant, oh my word yes!
Our parents left at lunchtime, with the usual threats about Wendy and I
having to "behave ourselves or else". We actually very well-behaved
kids, but I guess parents in the unenlightened early 60s felt they
needed to prove a point. Geraldine, the Goddess I Worshipped From Afar,
arrived at about 2pm, carrying her overnight bag. I even carried it for
her up the stairs, being the dutiful 14 year old lad that I was.
Besides, it gave me an excuse to lag behind as she walked up the stairs
and observe - yes, sure enough, she was wearing ski pants with nylons
yet again - the suspenders were quite apparent, stretched around her
cute little ass as she headed up the stairs. My, she looked a sight as
she wiggled up those stairs... In those days, at just 14, I always
thought it was just the way of the world that girls behaved like that -
it was only later I found that they were perfectly aware of what they
were doing and the results it achieved with over-hormoned 14 year-olds
like me!
Wendy had our guest's bedroom all prepared for her overnight stay and I
completed my duties of carrying her bag for her, to her room. She
thanked me as I dropped the bag, with her usual cute smile and flicker
of her eyelashes. God, I loved this girl - I would have carried her bag
to Everest and back, for just one of those smiles. Of course, being
just 14 against her 16 years and this being the early 60s - well, I
could never reveal my undying admiration for Geraldine The Goddess.
All I could do was blush and stammer, "Glad to have you staying with
us, Geraldine." as I bolted out of her bedroom.
My sister Wendy stayed with her for about half an hour while they
chatted about whatever - I just kept out of the way, doing some school
homework or whatever. I had hoped to go out and join some of my friends
to kick a soccer ball around at the local park, our normal Sunday
afternoon activity - but the damn rain just kept falling, so that was
out of the question. Wendy came out and took some clothes back to
Geraldine's room and I could hear them giggling periodically afterwards
for over an hour. I carried on with my homework.
Eventually, both Geraldine and Wendy came out of the bedroom and joined
me in the lounge where I was still tackling the challenges of French
irregular verbs. Clearly, they were bored stiff with whatever they had
been doing - which turned out to have been "Dress Ups".
My sister Wendy suddenly asked me to stand up alongside Geraldine,
because she "had an idea".
Well, how could I refuse? I mean, to stand back to back with Geraldine
and maybe have her cute little suspendered ass pressed against mine...
So, I complied and we stood back to back, while Wendy looked at us from
this and that angle.
"Do you know..." she said, "You're exactly the same height - and I
wouldn't be surprised if you're the same weight too!"
So, the next thing was to get mum's bathroom scales out - and sure
enough, we were within a pound of each other.
"Hmm," said Wendy, "This is interesting - I wonder how Geraldine would
look in your school uniform, Dave? Could she try it on?"
Wendy herself was shorter than me, but quite chubby, so this sort of
challenge had never arisen before. We were very differently
proportioned. However - the Goddess Geraldine wearing my clothes, well,
that was a different matter. So, how could I refuse? This girl would
have looked fantastic in a garbage bag, as far as I was concerned.
So, I mumbled something like, "Yes, of course, no problem, help
yourselves to my stuff in the bedroom." - and they headed for my room
and locked the door.
I couldn't find any reason after that for concentrating on French
verbs, what with the thought of Geraldine in her suspender belt, bra
and panties, trying on my school uniform in my bedroom.
There were lots of giggles and laughter over the next half-an-hour,
then suddenly Wendy opened the door and said, "Dave, come and look at
Geraldine! She looks amazing!"
I couldn't get there quick enough and Wendy was quite right -
Geraldine DID look absolutely amazing. Her hair was now hidden inside
my schoolboy cap, her tits had somehow now disappeared - along with her
nylons, to my disappointment - and she was wearing my short trousers
and long socks. She looked just like a slightly wimpy boy of my age! I
couldn't believe the change in her appearance, especially about her
tits - where had they gone? She was now as flat-chested as me!
Both Wendy and Geraldine could see me staring at her - or rather my -
school shirt and they laughed together and said, "We've bandaged them
flat!"
They thought it was really funny and Geraldine tried to walk around our
flat just like a 14 year old school boy, larking about. It was great
fun - she was quite a good actress, I have to admit! However, around
4pm, the pair of them started to get a bit tired of this and we all sat
down for a cup of tea together. Geraldine - or "Gerald" as she now said
she was - sat down next to me. I have to admit that even at the tender
age of 14, having a girl like Geraldine sat down so close next to me,
wearing my school uniform, was quite an erotic experience. Then, my
sister Wendy said she had to go out to get a bottle of milk from the
corner shop, so off she went. Gerald - or more properly, Geraldine -
moved closer to me on the lounge sofa as soon as Wendy left - and
suddenly grabbed my stiff little dick! I nearly ejaculated there and
then, on the spot!
"Dave," she said, "I know you fancy me and I've got a proposition for
you - I'll give you a wank right now, to ease the pressure on that hard
little cock of yours - but Wendy and I want to play "Dress-Ups" with
you afterwards, okay?"
Right there and then, my cock was the only thing in the world that
mattered and all I could do was stammer, "Oh, Yes, Geraldine -
please!!!"
Geraldine pulled my zip open and grabbed my dick and I think I must
have ejaculated in about the world's shortest timespan - 3 seconds at
the most. She did have the sense to have a hanky handy to prevent
the ensuing mess and she laughed as she cleaned me up. I thought I'd be
embarrassed, because this was my first true sexual encounter with a
girl, but strangely it seemed very natural - except she was dressed in
my schoolboy clothes, of course! The significance of that never really
dawned on me, until much later.
We were still there on the lounge sofa when Wendy returned with the
bottle of milk. It was still raining, but she'd put on her raincoat and
hat. Geraldine got up as soon as she returned and I could hear them
giggling and carrying on in the kitchen for a few minutes - then they
returned to the lounge, to join me. I could detect there was something
afoot, even at that tender age of 14!
"Dave," said Wendy, "Geraldine has played Dress-Ups with your school
uniform, now we want to play something else - we want you to try on
Geraldine's school uniform too!!"
"Is it right with you - we promise not to tell anybody you're a sissy
or anything like that, okay? It's just a bit of a joke, on a wet
Sunday, okay?" Well, Geraldine was looking at me with her strange
enigmatic smile, which told me that if I didn't go along with their
plan, the details of her handjob on my dick might just come out...
So, I mumbled something like, "Okay, I suppose it would be a bit of
fun."
Indeed, the fun did then begin, because I was quickly herded off to
Geraldine's bedroom for my first transition experience. The pair of
them clearly had it all worked out well in advance, because I was
stripped down to my underpants in no time at all. They then handed me a
pair of control panties and told me to go into the toilet and change
into them. In spite of my raging little dick, these firm things held my
erection so flat; I looked just like a girl. I couldn't believe it!
Then, I was quickly fitted with Geraldine's bra, which was padded out
with a lot of additional material. It was the first time I realised
that Geraldine did not actually have such big tits as I thought she did
- those damn women were up to their usual tricks again!
However, although her school blouse fitted me perfectly over my padded
bra, the school pleated skirt was too tight around the waist.
The pair of them sat there and whispered together for a bit and then
said, "We've got it - all you need is some corseting, Dave!"
Geraldine was so slim she didn't wear one of these, but Wendy (and
my mother) did, so they went and did some foraging around and came back
with this strange thing with lots of strings and laces and fitted it
around my waist. I had to hang on to the door while they tightened it
up and it was really painful as it got tighter and tighter around my
waist, but when they tried the school skirt on me again, it fitted
perfectly.
The corset/girdle also had suspenders attached to it, so the next part
of my "schoolgirl dress-up" - i.e., wearing nylons - was no problem.
They hitched up to the suspenders quite easily. Before my nylons were
attached, the girls gave my legs a bit of a shave, just to remove the
few hairs my 14 year-old legs had on them. The nylons were tan shade,
with back seams, so there were a few problems while they got the seams
straight on my legs. I was totally amazed once the stockings were
correctly fitted - I could not believe just how glamorous my legs
looked! I mean, here I was, a 14 year old boy, wearing a corset and
seamed stockings courtesy of Geraldine and Wendy - and my legs looked
fantastic!
They, too, thought I looked quite amazingly good, but they were a bit
apprehensive about what shoes I should wear. My feet were larger than
Geraldine's and Wendy's too for that matter. Eventually, they found a
pair of my mother's black court shoes that fitted me perfectly - but
they had 3 inch heels and I had real problems trying to walk around in
them. However, to be fair to Geraldine, she was very helpful in
teaching me just how a woman walks in heels. Within 15 minutes, I
wasn't doing too badly in those shoes. One thing that seemed to help,
according to both of them, was the corset and nylons I was wearing
under my school uniform - these all helped to keep my steps short,
which was ideal for someone trying to get used to wearing high heels
for the first time.
Eventually, I was fully dressed in Geraldine's school uniform, from top
to toe - they even found a wig for me, from my mother's collection of
"unmentionables". I never realised she even wore one!
So, there I was, in padded bra, panties, corset and seamed stockings,
with 3-inch heels, wearing the St Bernadine's School For Girls uniform
outfit of blouse, pleated skirt and jacket, with cute hat over my wig.
It was now about 6pm and getting dark. Geraldine was still in my
schoolboy uniform too, of course. The pair of them had got me walking
about the place, up and down, to get used to the 3-inch court shoes
from my mother's collection.
At first, I thought, "Just how the hell does she walk in these things!"
but it wasn't so bad after a bit of practice.
I just seemed to have totally lost the sense of guilt in being labelled
a "sissy", in my schoolgirl outfit. Maybe it was because of Geraldine
being close to hand, dressed as a schoolboy, that helped me here. The
girls finally decided I needed some make-up to finish my day's "Dress-
Up", so for 20 minutes or so, I got my lips glossed, my eyelashes
tinted, mascara and rouge applied, etc. They even found a pair of ear-
rings for me, that clipped on rather than fitted the more usual way in
pierced earlobe holes - although the pair of devils were even
discussing just how they could "pierce my ears, before mum and dad got
home!" Thank God they didn't...
Strangely, just about then - at about 6.30 pm and now almost dark - the
rain finally stopped. Suddenly, Geraldine had this mad idea that we
should all go out for a walk, with her dressed in my schoolboy clothes
and of course, me in hers. I had been walking around for a while and
was getting used to the 3-inch heels of my mother's court shoes, but
this was a totally different kettle of fish - to actually go out into
the evening streets dressed like that!
However, Geraldine - or Gerald, of course - sidled up to me and
whispered, "Come on Dave, won't it be fun to go for a short walk
dressed like we are..."
I protested, especially about the high heels I was wearing, which were
totally out of context for a supposed "14 year old" school girl. The
pair of them said it wouldn't matter, as nobody would notice now that
dusk had fallen. Well, I never could refuse Geraldine anything, as I've
mentioned before, so shortly we were all walking outside together. I
just couldn't believe, how amazingly different it was to be dressed
like that, walking down the street, with my heels clicking and
clacking, my legs slithering together in their nylons - plus of course,
the damn corset pulling me in at every step.
Still, the girls were very supportive - and especially Geraldine, who
kept whispering things in my ear like, "Dave, you really have lovely
legs and you walk so well in those heels - I'm just so jealous, you
little tart!"
We had walked for about 20 minutes down the local High Street and even
though I was getting used to the strange shoes I was wearing - plus of
course the other stuff - a sit down would have been very welcome. There
was a cafe open, with not very many customers inside and so we agreed
to go in for a cup of coffee and a sitdown.
It was such a welcome relief to get the weight off my feet, after 20
minutes walking in my mother's high heels, that I just plonked myself
down in the first seat I could find, with my legs wide apart. There
were a couple of guys sitting opposite.
Geraldine quickly whispered in my ear, "Look, Dave, close your legs,
sweetie - those guys are looking up your skirt at your stocking tops!"
I really hadn't thought about that side of being a woman for a day - I
was just glad to rest my girdled bottom and aching feet for a while!
God, did women have to put up with this sort of thing all the time,
with no time off for relaxing?
I just wished that those guys sitting opposite, trying to look up my
school skirt, didn't come over and try and chat us up, because what
could I say? Even with my 14 year old voice, surely they would pick
that I wasn't all that I appeared to be. Anyway, they didn't and we all
got up and left after we'd finished out coffees. The 20 minutes or so
of sitting down, hadn't done my feet any good - I then found it very
difficult walking again, after the rest, in those heels. It would have
been better, if we'd never stopped!
However, it was now quite dark, so nobody seemed to notice that I was
wobbling a bit for a while. God, I was sure as well, that the corset
had mysteriously tightened while I was sitting down - suddenly that too
was really so painful, especially along with the heels. How did women
manage wearing these things?
The three of us headed home, with me slowing things down, thanks to my
slow progress after our stop at the cafe. However, despite some wolf-
whistles from a couple of guys on the other side of the road - which
both Wendy and Geraldine thought quite hilarious, seeing as they could
only have been directed at me, not them - we got home.
As we opened the door and I thought, "Thank God, now I can get out of
these high heels and this corset." - there were Mum and Dad, home early
already!!!
"Just what the hell are you doing, Dave, dressed up like a little
Sissy?" said mum...
TO BE CONTINUED????
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