Don t trust an online Mistress
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Owned By An Online Mistress free porn video
Owned by an online Mistress
After being blackmailed by Master Michael (see "Blackmailed by Master
Michael"), I tried to stop being a sissy. I purged most of my sissy
clothes and thought my sissy urges would go away if I just quit going
online. They didn't. Unfortunately, drinking and being a sissy led to yet
another poor decision on my part when I became owned by an online
Mistress.
It started when I uploaded my cross-dressing photos to Flickr to share
with other sissies, although with my face blacked out. I even added my
photos to different sissy related photo groups with themes like "sissy
maid" or "sissy schoolgirl." It was such a rush receiving a favorite or a
comment on one of my photos.
One day while exploring photos in a sissy group, I saw that an online
dominatrix by the name of Mistress Kendra had left a message on the group
message board looking for sissy slaves. The picture she posted didn't
show her face, but her body was amazing. She was wearing a pink corset
with white thigh high lace topped stockings and a strap-on. She looked so
feminine and dominant I couldn't take my eyes off the photo.
I was drinking and in a sissy submissive mood, so I sent a message to her
inbox telling her I was interested in being her sissy slave. She must
have been on the site because she messaged back almost immediately. She
told me to download Yahoo messenger (this was several years ago) so we
could chat.
Mistress Kendra was dominant from the start of our chat. She told me she
owned several sissies and that I would have to earn my place to be one of
them. I was drinking and chatting with her while wearing a pair of satin
panties and a purple babydoll nightie. I was in an easily manipulated
mood and Mistress Kendra picked up on that right away.
She told me to send some of my sissy photos to her, so I sent her some
photos of me dressed up as a sissy maid wearing a black satin maid
uniform with white apron and headpiece in high heel sandals. Mistress
Kendra was amused and told me how much of a fairy I was and how no real
man would dress up like that. She knew just the buttons to push to make
me feel submissive.
The more she pushed my buttons, the harder I begged her to own me as her
sissy slave. I said I would give her complete control over me to do
whatever she wanted if she would make me her sissy slave. She said she
would own me but only if I agreed to do whatever she ordered. I agreed
without hesitation.
Mistress Kendra said that if I was sincere in my desire to serve her that
I would give her my real name. I was smitten, horny and sissy submissive
so I sent her my name. She then told me to give her the password to my
Yahoo and Flickr accounts (at the time they used the same password). I
was in such a sissy daze and not thinking clearly that I gave it to her.
Mistress Kendra then asked for a tribute of $50. I sent the tribute via
PayPal. At that point, she knew I was under her control, so she told me
to give her my PayPal password as well. I gave it to her. I know it was a
stupid thing to do but any sissy who has ever been in that lustful
submissive sissy state knows that she isn't thinking clearly when a Dom
starts giving orders.
After I gave Mistress Kendra the passwords and tribute, she told me that
I could be her sissy slave. I was elated to have a Mistress to serve.
Since it was getting late, Mistress had to go but said we would chat the
next night. We stopped chatting and I passed out in bed with a smile on
my face.
When I woke up the next morning, I immediately regretted what I'd done.
I'd told myself before that I would never let a Dom have my personal
information. My sissy side, however, was stronger than my rational side,
especially when I was drinking.
During our chat that night, Mistress taught me how to video chat. I was
to use this feature from then on when we chatted. Her cam only showed her
from the neck down so I couldn't see her face, but she could see my face
and what I was wearing when we chatted. We didn't chat every day, but it
worked out to several times a week. Because I tributed quite often, I
quickly became one of her favorite sissies.
Our early chats consisted of me posing for Mistress and her having me do
humiliating tasks while she watched such as licking the lid of my toilet
or crawling around on the floor. She even used my money to order a
realistic black dildo and a pink vibrating dildo for me to use during our
video chats. I would suck and lick them while she watched me. If I didn't
deep throat a dildo like she wanted, she'd make me do it over again
calling me a wimp when I gagged from deep throating the dildo.
We also chatted about clothes, sissies she owned, and ways she could make
more money from sissies. She was an early sissy entrepreneur (now days,
online Mistresses are everywhere).
When it was time for a chat to end, Mistress required that I stand up and
position the cam so she could see my full body. She'd then order me to
"dance". I'd then have to dance until she was satisfied that I'd done it
with enough enthusiasm. Only then would she allow me to sign off.
Mistress loved telling me to dance like a belly dancer or something else
ridiculous while she laughed at me. Her favorite dance was to make me
dance over and over the dance you see in the music video, "Walk Like an
Egyptian." I felt ridiculous wearing my nightie and dancing, but I did it
anyway.
From the beginning, Mistress required me to spend money on her. In
addition to tributes, I also sent her money for women's clothes. She was
part owner of a used clothes store. I would send her money and she would
mail clothes to me that she would pick out. Most of the outfits were
lingerie, although I did receive a couple of dresses and a designer
blouse once. I'd pose in the clothes and share pictures with her during
our chats. She'd critique how I looked and give me tips for improving my
femininity.
Mistress was married so it wasn't unusual to see her husband moving
around in the background while we chatted. Sometimes her husband would
watch while she humiliated me or made me dance. I can just imagine what
he thought of me jumping to every humiliating command of his wife.
One time while I was wearing my panties and nightie, Mistress's husband
told her to have me jack off in my hand and eat my own cum. She thought
that was funny and told me to do it. I did as she ordered and started
playing with myself. It was only a couple of minutes before I spurted in
my cupped hand. I licked the cum out of my hand while she and her husband
watched and laughed at me. It was so humiliating eating my cum in front
of a real man since the sissy urges left the second I came.
When she wasn't dominating sissies, Mistress also earned money doing
online sex work with her husband. She had sissies she owned and anyone
else who would pay, send money to her for a "performance." At a set time
she would live stream her and her husband having sex.
After I became one of her favorite sissy slaves, she told me she was
going to send me a gift after a performance. She said I would be
receiving a pair of panties she wore after her husband fucked her. On the
night of the performance, I pathetically fantasized that I was her as her
husband fucked her like a real man in too many positions to count.
After he came, I eagerly watched Mistress Kendra put on a pair of red
cotton panties. A few minutes later, she took the panties off, turned
them inside out and showed the gusset to the cam. Her husband's cum that
had dripped out of her pussy covered the gusset.
Mistress mailed the cum stained panties to me and told me not to open the
package until she could watch me do it on cam. After receiving the
package, I put on my panties and nightie and got online. Mistress told me
to show her that the package was not open. I held the package up to the
cam so she could see it was sealed.
Mistress then told me she wanted me to open the package, take the panties
out of the package and for me to then lick the gusset clean of her
husband's dried cum. I was surprised, as I thought she was just going to
make me wear the panties.
As she ordered, I took the panties out of the package and turned them
inside out so I could see the cum stains on the gusset. I started licking
her husband's dried cum while she watched. I was so humiliated licking
the dried cum. It put me in a subspace where I would have done anything
Mistress ordered me to.
Just because I was one of her favorite sissies though, didn't mean that
she had any qualms about using me. One of the most humiliating things she
did to me was selling me to two men as their online sex slave for an
hour. She had the two men pay her $5 a piece for me to entertain them for
an hour. When she told me what she'd done, she said I better make my
"clients" happy and do everything they demanded of me or there would be
"consequences".
Mistress selected a fuchsia-colored merry widow with white satin panties
and white thigh high lace topped stockings for me to wear that night,
which she'd seen me wear in photos I sent her. She told me to wear my
auburn-colored shoulder length wig and to make my makeup extra slutty for
my clients.
That night, I entered the chat and Mistress introduced me to the two men
who would own me for the next hour. I turned on the cam so the men could
inspect me. After posing for Mistress and the men, she told them they
could do what they wanted with me and then left the chat. I was left to
entertain two strangers however they wished.
The first thing they ordered me to do was go to my bedroom and show off
my panty drawer. I held up panties to the cam so they could see each pair
I owned. They next told me to take off the white satin panties I was
wearing and put them in my mouth. This was not what I was expecting but
their wish was my command, so I took my panties off and stuck them in my
mouth, leaving my little clitty hanging free.
They then asked if I had a dildo. I shook my head up and down yes. They
told me to go get it, so I pulled my pink dildo out of my hiding spot
next to my bed and showed it to them. They told me to put my panties back
on and to get on my knees and suck the dildo while they watched.
I did as the men ordered and started sucking the dildo. The men kept
telling me to deep throat the dildo until I was gagging on it. Their
orders to me were typed sporadically and with misspelled words so I could
tell they were probably masturbating while watching me.
One of the men told me he wanted me to get on my hands and knees, pull my
panties down and stick the dildo in my sissy pussy. As ordered, I sat my
laptop on a stool and got on my hands and knees on the floor with my ass
pointed toward the cam. I took the pink dildo and, with my forehead
resting on the floor and my ass in the air, shoved the dildo up my sissy
pussy as far as I could.
As I concentrated on fucking myself with the dildo, I heard one and then
the other man drop out of chat. When they didn't come back online, I was
scared I'd messed up. I cleaned my dildo and went to bed hoping I
wouldn't be punished. The next day I chatted with Mistress and learned
that both men left chat after getting off. I must have performed well
because Mistress didn't punish me.
While pimping me out to make her money wasn't a big deal to Mistress, her
selling me to two men to perform sexually degrading acts online made me
feel so dirty and slutty. I degraded myself as their online sissy slave
so they could get their rocks off and my Mistress could make $10. It's
impossible to think of yourself as a real man after being pimped out
online in lingerie for $10.
Although I avoided punishment that time, a few days later I made Mistress
mad and she painfully punished me. I was again wearing my satin panties
and nightie, which was my go to outfit for nighttime chats. I forgot what
I did to make her mad, but Mistress told me to take duct tape and wrap my
clitty with it, which I did. I was told to then take a burning candle and
pour the melted wax on my balls while she watched. It hurt!
She next told me to take lipstick and make circles on each of my face
cheeks like you see on a raggedy Ann doll. After putting the lipstick on
my cheeks so I looked ridiculous, she wanted to see how far I could stick
my pink dildo up my sissy pussy. I lubed the dildo up, got on my hands
and knees and stuck the dildo in my sissy pussy as far as I could take
it.
Mistress kept telling me to stick it in further. I kept pushing the dildo
in until I thought I was going to split in two. When I couldn't take it
anymore, Mistress got disgusted with me and told me to go stand in the
corner so she could chat with other sissies.
I positioned my laptop so she could see me as I put my nose in the
corner. After about a half hour, I was finally allowed to take the duct
tape off my clitty. The pain was horrible as I pulled the sticky duct
tape off my clitty piece by piece and scraped off the melted wax.
Like sissy urges do, they surge and wane and after several months my
sissy urges were waning. I wanted my freedom. I was finding out that it's
expensive being a sissy slave to an online Mistress. The event that
solidified my desire to be free was when Mistress used $1,000 from my
PayPal account to gamble one night.
Mistress Kendra used to play online poker and would have me deposit money
from my PayPal account into her poker account so she could gamble. I
usually deposited $50 or so directly into her account. However, this time
she was drunk, and I was already in bed asleep. Since she couldn't have
me directly deposit some money into the account, she logged into my
PayPal account and transferred the money herself (PayPal wasn't as
restrictive then as it is now).
The next morning when I woke up, I saw an email about a $1,000 transfer
from my PayPal account. I thought it was a mistake but when I logged in
and saw the transfer I freaked out. I immediately got online to chat with
Mistress.
She was dismissive of me and told me to "chill out." She said that she'd
gotten drunk the night before and wanted to gamble but didn't have any
money, so she used my account. She said she gambled for several hours and
only lost about $100 in the end and was going to deposit $900 back into
my account. While we were chatting, I considered myself very lucky that
she deposited the $900 back into the account.
After that chat, I couldn't help thinking I might not be so lucky in the
future. Mistress obviously had no problem using my PayPal account like
her own piggy bank. I changed the password on my PayPal account and
decided I would just take whatever punishment she gave me.
After the PayPal incident, I chatted less often with Mistress. She seemed
more interested in other sissies she owned who evidently were more
profitable than me. I came up with excuses to avoid chatting with her
while I tried to figure out how to break free from her without pissing
her off. She had all my personal information and sissy photos, so I
treaded lightly when we chatted for fear of making her mad.
I knew how vicious Mistress could be to a sissy who disobeyed her. In
fact, I'd witnessed firsthand how she treated other sissies who didn't do
what she ordered. She'd unleash her sissy "army" on a disobeying sissy
until the sissy did what she ordered.
I'm ashamed to admit it but I even participated in bringing another sissy
back in line who tried to ghost her. She had me call his home and tell
him that she was mad and he should get online and chat with her before
she became angrier with him. I could hear the fear in his voice as he
meekly said he would.
As I tried to figure out my own escape plan, Mistress let me know she had
some cards up her sleeve that I didn't know about. It started when I
asked Mistress what she did with the photos that I sent her during our
chats. She told me she kept a computer folder of photos for each sissy
she owned.
To see if she really kept the photos, I asked her to send me some of my
photos. I lied and told her I'd lost several of my photos in a computer
crash. It was the only excuse I could think of to find out what, if
anything, Mistress had on me.
Mistress wasn't dumb and knew exactly what I was doing. In reply, she
sent only one photo and it caused me to nearly have a heart attack. It
was a photo of me that I had not sent to her.
In the photo, I was wearing a pink women's tank top (you could see I was
wearing a bra under it) with pink fuzzy women's pajama bottoms with
pictures of Tinker Bell on them. I was not wearing a wig and had on top
of my head a pair of white bunny ears. I was on my knees begging like a
dog with its paws out while wearing a dog collar that had attached to it
a pink leash that was held at the other end by one of my Barbie dolls, so
it looked like my Barbie doll was holding my leash.
I'd taken this humiliating photo for my own titillation and thought it
had been deleted from my Flickr account long before I gave Mistress the
password. It took me some thinking to figure out how she got it.
What I learned the hard way was that not only did Mistress have access to
my Flickr account but that she also had access to photos I edited on
Flickr, which used a third-party editing service called Picnik at the
time. Copies of edited photos were saved separately on Picnik's website,
which could be accessed through the Flickr site. I deleted my begging
photo after editing it on Flickr but it wasn't deleted from Picnik's
website.
Unbeknownst to me, Mistress downloaded from Picnik all the humiliating
photos I edited and then deleted from Flickr. I'd taken these photos for
my self-pleasuring purposes because it turned me on to see me in such
humiliating poses wearing different sissy outfits. Among other things,
the photos showed me sucking on dildos, exposing my clitty while wearing
sissy outfits, playing with blow up sex dolls, and showed me writing
humiliating things on my face in lipstick like "sissy", "piggy" or
"cocksucker". In many of the pictures I wasn't wearing a wig and was
looking directly at the camera.
Without explicitly telling me, Mistress let me know with that one photo
that she had a copy of all my most humiliating photos that I'd ever
taken. During our past chats, I only sent her photos while wearing a wig
and then mostly in PG poses. I figured that in a worst-case scenario she
would have photos of me cross-dressed like a woman. Now I knew she had
all my most humiliating pictures with and without a wig.
I was petrified. I knew if I was to earn my freedom from Mistress that it
had to be on her terms. After a week of half-heartedly chatting with her,
Mistress said she could tell I didn't want to be her sissy slave anymore.
I told her that was true, but I was afraid of her and didn't want her to
get mad at me if I left her service.
Mistress said if I didn't want to be her slave that I would have to buy
my freedom by paying a separation fee. After I paid the separation fee,
she said she'd delete all the photos she had of me. She said to really
think about it because if I paid the fee, she would have no contact with
me.
I knew there was no way to verify that Mistress deleted the photos, but I
also knew that, at the very least, our separation would be on her terms.
We negotiated a fee of $600, which was a small price to pay for my
freedom. I quickly sent the $600 to her before she changed her mind.
The same day, I deleted my sissy email address, Flickr account and all my
humiliating photos on Picnik. Mistress moved on to other sissies and I've
not heard from her to this day. After that expensive lesson, I swore to
myself I would fly straight and not let my sissy side take control again.
I continued cross-dressing but I didn't go online to indulge my sissy
side. That lasted for several years until I couldn't resist embracing my
sissy side again. As every sissy eventually finds out, once a sissy
always a sissy. I needed to embrace that fact to be truly happy. I went
back online and started the next chapter of my sissy life. This time with
a Master, in real life, which is another story.
Oceana
- 17.03.2023
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