Drilled by Desmond
- 3 years ago
- 24
- 0
Diedre, Desmond And Me free porn video
I said I'd explain the reason why I'm both sub and dom in my profile.
Firstly, I've had a sub streak since I was young, but only experienced
domination when I was about 20. The names have been changed and what was
said exactly is as accurate as my 60+ year old memory can manage!
I had joined an accountancy office after college and began studying for
qualifications. The office was run by a middle aged (50 ish?) lady who
had a curvy figure, short dark hair and really good legs! This brought
out my existing leg and heels fetish, particularly because she always
wore heeled court shoes. She was called Deidre, and was married to a man
named Desmond, who I had only met once.
Nothing happened for several weeks (apart from me staring at her legs and
shoes! ). I then found myself in the records room. A large dusty room
filled with copies of customer record. I was filing when I heard the door
open and Deidre came in. Today she had a dark pencil skirt and black
patent leather high heels. She needed an old file from a high shelf (or
so she said). I offered to get it for her, but she said no, but would I
steady the stepladder as she went up. Of course I would! As I stood at
the bottom she climbed up. Great! I could see hear heels and stockings
close up.
She got her file and then said, "I hate coming in here, it gets dust all
over my shoes." She was still up the ladder so I took my chance and said,
"Well while I'm here I'll give them a clean." I did it with a cheeky grin
so I didn't seem weird. "Yes. Do that," she said, it was nearly a
command! I took a handkerchief out and cleaned the dust off her shoes.
Even this was giving me an erection. Deidre looked down and said, "Oh,
they've lost their shine. Look," and then put her foot out and held it
under my nose. "Well there's only one thing to do," I said and began to
lick them. I hoped I hadn't misunderstood her signals, but I hadn't.
"Theres a good boy," she said, and held out her other shoe to be licked
clean. I was in heaven! She must have figured out my 'preferences' long
before!
Shortly after, I was invited to her house. It was Saturday and we had
long since established that I was her sub. But this had been limited to
shoe licking in the records room. I arrived and was greeted at the door
by a vision! She had on 5" black high heels, sheer stockings (at first I
thought they were tights) and a tight leather skirt that came beneath her
knees, but had a subtle split up the right side. I was asked in, and soon
as the door was shut behind she turned and said, "On your knees! You know
what to do!" I dropped and began to lick all around her heels. She lifted
them up so I could get the heels in my mouth and suck. Then she pointed
upstairs and said, "Turn left, the room at the end of the hall, take your
clothes off and wait for me on your knees!"
God, I was glad Desmond was away! I went in the room and began to
undress, my erection already showing my excitement. I turned to put my
clothes on a chair and suddenly jumped! There was a blonde girl in the
corner, knelt, head down, with a large steel collar fastened by a chain
to the wall. She had a silky dress that made her look like a little girl.
Wow! That was a surprise! Deidre came in and said, "Ah! I see you've met
Priscilla! Say hello Priscilla, where are your manners, slut!" Priscilla
raised her head and said, "Hello sir, my names Priscilla, and I'm
Mistress Deidre's slut." Bloody hell! I thought, that's Desmond!
I immediately felt out of my depth. I didn't realise it was Desmond until
he spoke as his make up was excellent! I also became more aware of my
surroundings. The room was definitely NOT the master bedroom. It had a
bed (with a rubber mattress, corner posts and a metal headboard), a table
(very sturdy, about 3 feet square, with metal rings screwed to it in
'convenient' positions ), and a huge wardrobe with an impressive lock on
it.
I also noticed that Deidre had lost the leather skirt and silky blouse,
and was now in a bottomless corset with suspenders (don't know the exact
term) with the same stockings and patent heels. She also had a pair of
leather panties on with silver pointed studs all over. I was on my knees
(as ordered) and she came and stood in front of me. She pointed to the
panties and said, "Off!" Deidre's love of one word commands was something
I'd have to get used to. I raised my hand but she slapped it away.
"TEETH!" she snapped. So I carefully peeled down her panties with my
teeth, getting a lovely scent of milf pussy in the process! She walked
over to the huge wardrobe, unlocked it, and opened both doors fully. Good
God! It was filled with fetish equipment and clothes. They were on
hangers, hooks, in stands and on shelves. Whips, paddles, clamps, butt
plugs, shoes, boots. The clothes were both for her and Priscilla, ranging
from leather outfits to frilly dresses and gowns.
She walked over and chose some boots. Shiny, red lace up thigh boots with
really high heels, and brought them to the bed. She sat down and beckoned
me. She held her feet out and said, "Off!" I took her black heels off and
then she put her feet into the boots. She held them out and simply
pointed to them. I began to lace up each boot in turn and when I'd
finished she held one out and said, "Lick!" I spent several minutes
licking and kissing the boots. Then she held the soles to my face "Soles,
slave!" I was slightly worried about hygiene, but it was obvious when I
started that the boots had never been worn outside. I made a really good
job licking the soles and heels. God, I was horny!
After that, Deidre simply opened her legs, tapped her pussy and commanded
"Tongue, slave!" I had been dreaming of this moment. I knelt between her
legs and began to lick and tongue her pussy. It was warm, wet and musky.
I thought I was really pleasing her, but shortly after starting she said,
"Stop," and sent me to get a riding crop from the wardrobe. I resumed
licking and soon felt the sting of the crop on my bottom. Not too painful
(and quite enjoyable) it was accompanied by many instructions as to where
my tongue and lips should go next. By this method she taught me a lot
about the female genitals, including where to find the clitoris and g-
spot. I was so proud because she had an orgasm, I licked the cum juices
from her pussy without being told!
When she'd had enough she said, "Stop! Well done slave! As a reward you
may be allowed to cum too. Aren't you lucky?" I was very excited. I was
finally going to get to fuck Deidre! But she rose from the bed unclipped
Priscilla from her wall chain, bent her over the table and raised her
frilly skirt. What? I thought, No! This isn't what I want!
I must admit that Desmond/Priscilla's arse did look good in stockings and
silk frilly panties. His bottom, legs (and I found out later the rest of
his body) was entirely hairless! Deidre pulled the panties down and I got
my 1st view of a cock cage and butt plug. I didn't even know they
existed! The cage stayed on, but the plug was pulled out with a pop.
"She's yours, slave," she said. "Mount her." Deidre never said 'fuck'. I
hesitated, and Deidre scolded Priscilla. "Your Master doesn't seem to
want you slut! What do you say?" Priscilla pushed her bottom out and
said, "Please Master, please use my bottom or my mistress will punish
me." I realised my erection was back, and thought, 'Why not?' I stood
behind Priscilla and pushed by cock in. Priscilla whimpered, which turned
me on even more! Deidre handed me a flat paddle and told me to discipline
her if she displeased me in any way. As I began to thrust in and out,
Priscilla whimpered again, so I brought the paddle down on her arse!
"Silence slut!" I ordered. "Sorry master, please beat me if I fail to
please you," she simpered. All this was really exciting me, and not long
after I came in Priscilla's arse, hardly remembering she was also
Desmond! Priscilla was panting and gasped, "Thank you master! Thank you
for your cream!"
As the weeks went by I realised that Deidre's pussy was off limits to my
cock (and Desmond's). My rewards for pleasing Deidre was the use of
Priscilla's arse and mouth. I grew to enjoy abusing her husband, but not
as much as he enjoyed receiving the abuse!
Occasionally Deidre used both of us together. One of my favourite
punishments involved myself, naked, and Priscilla (usually in her
prostitute uniform of short leather skirt, fishnets, heels and tight
blouse). We began standing to attention in front of Deidre. She then made
a circle motion with her fingers (turn around). The next command was
"Plug!" At this we both bent at the waist and presented our bottoms to
Deidre. She then inserted our butt plugs simultaneously. If either of us
winced or made a noise she then replaced the plug with a bigger one! She
also had both of us in chastity on regular occasions, and increased our
discomfort by grinding her pussy into our faces, so our cocks strained at
the cages.
Once in the middle of the session the phone rang and Deidre needed to
leave the house for a while. As we were still in 'slave' mode she
attached us both to the metal headboard with collars and chains and left
us on the bed. She was gone longer than we thought, and I was dropping
off to sleep when I heard Priscilla's sissy voice say "Excuse me Sir." I
looked over and she was on her front with her bottom in the air, her
panties around her thighs. She looked pleadingly at me and smiled. Within
2 minutes I was erect and pumping Priscilla's back pussy, while pinching
her nipples, and occasionally slapping her bottom. Deidre didn't return
for another 45 minutes so I filled the time (and Priscilla's mouth and
arse) another 2 times (I was younger then!).
Introducing 'The Nipple Game'.
This was thought up by Deidre. In her 'magic' wardrobe she had all kinds
of equipment including several kinds of nipple clamps. One day she
brought out two of the kind with a thin chain between them. She made me
and Priscilla face each other, then she attached a clamp to my left
nipple, but attached the other to Priscilla's right nipple. Likewise on
my right, her left. She made us move apart until the chain was taught.
Then she began to hang weights on the chain, and occasionally tapped the
chain with a whip.
This was how the game worked. The loser was the first to wince, make a
noise or move forwards. The thing is that I always won! This was because
the forfeit of the loser was to suck the winner's cock, and because
Priscilla loved to suck my cock she always made sure she lost. I enjoyed
getting head from Priscilla because she was excellent at cocksucking.
Deidre seemed to really get off watching her sub husband with his tongue
and mouth on a man's dick!
The Birthday Present.
We realised shortly after we began our weekly meetings that Desmond and
my birthdays were only a few days apart in November. Mine was the 13th,
his was the 17th. Nothing much was said about this until the birthdays
approached. We were sat in the main bedroom after the session and Deidre
mentioned that she should get us both presents. On the weekend nearest
our birthdays, Deidre told Priscilla that her wish for a 'sister' was to
come true as her present.
Ah! I thought, I wondered when Deidre would decide to make me a sissy
too. There were plenty of sissy clothes spare, but Deidre liked Desmond
to wear high heels. This was easy in Desmond's case as he had really
small feet and could actually wear Deidre's with no problem. My feet were
big though, and stilettos weren't available in my size!
On the birthday weekend Deidre began to make me up as a girl, with a
spare wig and one of Priscilla's frilly dresses, stockings and
suspenders. I have to admit I looked really hot when she'd finished!
(I've only had a beard for 5 years, a charity thing which I decided not
to shave off!) So I looked very convincing. She then told me that MY
present was in the other bedroom, (where all the fun took place!). We all
went in and on the bed was a box with a ribbon around it. I opened it and
inside was a pair of black patent 5" high heels in my size! I put them on
and it felt wonderful, my submissive side switched on big time!
She wanted to play the nipple game, so I faced Priscilla and we had our
clamps attached. Oh good! I thought, this means I get one of Priscilla's
famous blow jobs! BUT I was wrong! I had been set up by Deidre and
Priscilla. Instead of quickly losing, Priscilla played to win. And she
did!
"You've lost slut!" Deidre said to me. "On your knees for your forfeit."
Well, this was new, I'd never given Desmond/Priscilla a blow job before.
I knelt down and Priscilla lifted her skirt. It was then I realised that
Deidre had engineered this, because Desmond didn't have his cock cage on.
Another first! I must admit that dressed as a girl I was feeling very
submissive and began to look forward to being a slut. I took the cock in
my mouth and began to move my tongue around the head. It began to swell
and I moved my lips up and down the shaft. Deidre began to give me
instructions "faster," "slower," "now lick it!" It wasn't too long before
Priscilla came, sending jets of warm cum into my throat.
Although Deidre got bored with me as a second sissy quite quickly, the
nipple game wasn't quite the same anymore. Priscilla realised that she
REALLY like having her cock sucked and became very competitive! I ended
on my knees just as oftenas Priscilla did!
The Wardrobe.
I found out that my present had come from London, from a sex shop that
Deidre and Desmond used to visit regularly before they met me. They used
to travel down often, to buy new equipment for their fun days. They had
been doing this since the early 60s and had built a relationship with the
owner who allowed them to phone him and get interesting items sent in the
post, which they paid for later. So it was that I was introduced to a
wide variety of toys. I was put in a collar and lead and led around by
Deidre. I wore cock harnesses, butt plugs, dildo gags, manacles. I was
caned, spanked and whipped in every position, and I caned and whipped
Priscilla in the same positions. It was wonderful!
These were the days when HIV was little understood, and all our sex was
'bareback' and in the 13 or 14 months that my adventure lasted poor
Desmond must have had received pints of my cum in his arse and mouth.
Still, he wasn't complaining. But maybe it was lucky that our little
menage-a-trois was self-contained!
Why only 14 months? Because reality spoiled our fantasy life in a big
way! Sadly Desmond passed away suddenly (heart complications), and
neither myself or Deidre had the enthusiasm to continue. Deidre was
especially heartbroken, she really did love him!
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