Sissy Outed Brandon to Brandy
- 2 years ago
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A Sissy, Her Maid, And The Mistresses free porn video
Life Gets Better As It Goes
Do good things really come to those who wait? One can certainly hope so.
For me it seemed to be true. I have been lucky enough to be married to a
wonderful lady for 30 years. Mistress L. is my love and my Mistress and
we have enjoyed many wonderfully kinky years. She as a well known
Leatherwoman and strong dominant woman. I am her sissy slave and devoted
partner.
It has seemed that my sexuality has remained very strong through the
years as hers has slowed down after menopause. But we still enjoy the
pleasures of a loving sex life and kinky play. Although she has no
steady lover of either sex besides me and hasn't for years, she has only
used my mouth to service her for many years. In fact it may be 8 years
since my sissy clit has been inside her, or anyone else for that matter.
She allows me to entertain others online and also in real life with some
friends that we have made in the scene over the years, but has cut back
her own kinky playing. She would often keep me in chastity and even when
not my orgasms would be severely restricted. As she put it " A sissy
should be more excited about serving others and should not need to
squirt. Sissy clits are for amusement and abusement", is her stylish way
of saying it. When not locked she loves to see me edge for hours often
finishing me off with a cane to the clitty before locking it back up with
no sexual release.
I have also had the good fortune of meeting a wonderful woman online that
has very similar interests as my Ladys' and a few other naughty kinks as
well. My Wife has allowed me to serve her as well so now I am serving 2
Mistresses. My online mistress, whom I shall call Mistress M. for the
purpose of this story has taken full control of my chastity, and has kept
me locked up to 16 weeks at a time. Unfortunately she lives in another
country a few time zones from here. We do hope that someday we will play
in person. She enjoys some kinks that are very exciting to me and not so
high on Mistress L's list, so this adds a nice balance to it all.
Over many years of playing and partying I have enjoyed playing the domme
role as well. When you are at a party with too many subs and not enough
tops, it's good to step in and keep the party going smoothly. With a few
brains, enough experience playing, and a good attitude you can really
make an ok event into a fantastic evening for everyone. And I will say I
have had some fun topping male and female subs and sissies as well, but
not too often.
I do work a regular job fulltime and for years have maintained Mistress
L'S household as well. I approached her and asked if I could get a sissy
maid to help with the household chores. Maybe a cute young sissy that
could come by once a week and dust and vacuum, clean the bathrooms and
mop the floors. And when she was finished with her chores, maybe a bit of
a spanking and some play.
I was overjoyed when Mistress said yes, She thought it was a grand idea
and may be involved herself from time to time. So I started my search,
knowing it shouldn't be too hard to find the "girl" I wanted.
I interviewed a 3 potential maids the following week. I chose Sarah to be
our maid. She is fairly petite at 5'5" and about 130lbs. Fair skinned and
with almost femine features she had a couple of pretty sexy little
uniforms, heels and experience cleaning. She said she loved women and is
bi-curious but had never been with a man. She told me she thought it
would be hot to serve for a couple especially when the "male" was also a
sissy. She was only 26 and looked delicious all dressed up.
I also told Mistress M about this set up. She said that she would love to
watch me spank her and administer any punishment after her cleaning
chores were completed. I assured her that I would let her know when and
have the cam and mic on for her.
It was a Saturday afternoon when Sarah showed up for her first day of
cleaning. She wore a lovely pink satin maids uniform, sensible heels and
her makeup made her look like a little china doll.
I took her to the basement playroom to examine her further. I think she
was taken back a bit when she saw some of our equipment. A padded leather
horse, a leather sling hanging from the ceiling, Numerous whips, canes,
and paddles, and most of the usual dungeon equipment.
I told her to lift her skirt and petticoat as i was going to put a
chastity device on her. I promised it would be removed when her chores
were complete. I grabed an ice pack to calm her pretty shaved sissy clit
down and put a CB3000 chastity on her and clicked the lock shut. I
fondled her a bit and pinched her nips through her bra and loved the
little moans it illicited from her. We then went back upstairs and I
showed her what i expected to be done and where the cleaning supplies
were kept. I also warned her of the consequences of poor work. I had my
own chores to do, as most homeowners do, and went back to the laundry
room to get started.
In case you are wondering Maid Sarah addressed me only as Miss Brenda. I
was attired in a lovely red skirt comfortable heels, a white blouse,
(which my sexy red bra could show through). My very long hair in a girly
pony tail and lightly made up. And yes I was in chastity as Mistress M
required. Damn. And this one didn't even have a lock. Just a small nut
and bolt through the lock hole, sealed with a bit of superglue.
Hopefully, she would let me out when the maid finished her chores so I
could use her sweet mouth, but i expect I may not get that lucky.
Sarah went about her tasks and I checked on her frequently, giving her
tips and making notes on my pad. When she had finished I brought her to
Mistress L and she was told to kneel down and kiss Mistresses feet. I
showed Mistress my notes and she chose to give Sarah 10 strokes with her
cane for the mistakes that were made. As Sarah was kneeling on the floor
I held her firmly by her chastity as mistress put 5 perfectly aligned
strokes on eash cheek. Mistress L is so amazing with a cane in her hand.
Maid Sarah yelped and squirmed during her caning and again kissed
Mistresses feet and thanked her for letting her serve for her.
I then took Sarah back to the playroom to give her the rest of her
punishment and remove her chastity so she could leave. I set the padded
horse up so the webcam could show all the action and booted up my
computer so Mistress M could observe us.
When Mistress was online I explained the events of the day and let her
know I was going to give maid sarah another 30 swats with a paddle. She
told me to proceed and I fastened Sarah to the horse and with a good view
on cam and took a paddle to her sissy ass. A few swats, a few caresses, A
few harder swats and some more caressing. I manipulated her chastity a
bit, feeling her getting hard inside it and as a soft moan came from her
lovely red lips. I continued until all 30 swats were given and her ass
was bright red accentuated by the 10 stripes from Mistress L.
Mistress M told me to cuff Sarah's hands behind her back and let her
stand. She asked me how long I had been locked up and I told her it had
been almost 8 weeks. She asked me if I missed having my sissy clit to
play with and I of course told her I did.
She then told me that Since Maid sarah had done everything she was asked
to do today that she deserved some pleasure too. I was told that I shoud
give her a loving kiss. I was a bit surprised at this but could not
refuse my mistress and gave Sarah a sweet kiss on her ruby lips. Mistress
told me to be more passionate and I held Sarah warmly and kissed her
again. This time holding the embrace until she melted a bit and opened
her mouth to accept my tongue. We french kissed as Mistress directed us,
my hands roaming over Sarah's hot little body and the metal spikes in my
chastity digging deeply into my clit. I knew Sarah had to be hard in hers
too but she had no spikes to punish her clit.
Mistress told me to remove the maids chastity. I unlocked her and asked
about mine. Mistress only laughed and called me a silly sissy. She told
me to stroke Sarahs clitty and get it hard. She said I should be happy
because now I couldn't complain about not having a clitty to play with.
When I said I was hoping to play with my own she said that I was being
foolish and I should know that baby dolls dont get to do that at all.
I could only say "yes Mistress" and realized I was still stroking Sarah.
Mistress said I should get on my knees and thank Sarah properly, and if I
made it really hot for her she would considder letting me out of chastity
in a few months. I sank to my knees and took Sarahs clit into my mouth. I
sucked her 6' clit till it was at full hardness and then licked up and
down the sides. All smooth and hairless. Licking all around the head,
Sucking the whole clit down my throat and licking the head more.
Mistress said I was doing well and should sniff some poppers so I could
really get into it like a good slutty sissy. After a couple of sniffs I
was greedily sucking Sarahs little clit. It wasn't long before she tensed
up and started to moan. With Mistress' encouragement she filled my mouth
and even squirted a bit on my face. She almost collapsed on me and I was
so happy to please my Mistress I could only smile widely although in deep
pain from the sharp spikes digging in my clitty.
It was time for Sarah to go and I showed her out with a promise to have
her back the next week. I went back to the computer to chat with Mistress
M. Mistress said she was pleased with my preformance and had me plug
myself while she explained that she really enjoyed watching us play. She
said that she would be requiring more of me next week and loved haveing
me preforming as a slut for her.
She said that having a maid was a special privilege and that I would have
to pay for that privilege by preforming for her as she required with out
question. That I should always preform as if she was standing next to me
directing the action in person, and that only through my proper service
would I be allowed out of my chastity.
Pansy
- 08.03.2020
- 26
- 0
