Property Of Mistress Debbie
By Jacksminpin
A guy's life is taken over by an "overbearing" blind date


I was apprehensive about going out on a blind date, but my brother in law told
me that Debbie, who had just moved back from south Florida, had a really hot
body. The only other thing I knew was that my sister said she could be a
little overbearing.

I spoke with Debbie over the phone and we arranged to go to a free concert in
the park on the next Saturday afternoon. I thought this would be a cheap way
to get through the day if our date didn't work out. I knocked at the Door of
her house and must admit I was quite pleasantly surprised by her looks. She
was probably about 5'6", quite pretty, with thick,long blond hair. My brother
in law had been quite right about her body, The obviously store bought large
breasts and her south Florida tan had all of my attention. After our
introduction, she turned and headed back in the house telling, not asking me
to come in for a drink. She went behind a bar in the living room and began
making a couple of drinks. As she walked in front of me, I realised that her
clothes were hiding an awful lot. The baggy shorts she had on hid her ass and
thighs, the only thing I could see were her bulging calves, nicely tanned from
a lot of beach time. On top she wore a white Florida State pullover sweat
shirt, it was quite obvious that she had quite large breasts, but there was a
lot hiding underneath that sweat shirt. She made a couple of drinks and then
handed me one and indicated we should sit on the sofa. We made small talk for
a while and sipped our drinks. I thought it interesting that she had never
asked me if or what I wanted for a drink, or if I wanted to sit down. I
thought to myself "I see what my sister meant about being pushy". She then
said " I see that the concert starts at three, so we should have plenty of
time to have lunch at the Capitol Grill before it starts, I'll make some
reservations". "So much for the cheap date" I thought to myself, knowing that
lunch for two with parking would be well over a hundred bucks. We finished our
Drinks and got up to leave for lunch. Debbie said she would drive so we went
out the garage and climbed in her Mercedes. As we drove to the restaurant, she
told me about being a freelance mechanical engineer, and I must confess that
it went right over my head when she said working at home gave her time to make
some really cool toys. Leaving the car with the valet, we walked into the
grill and waited for the hostess to seat us. While we waited, Debbie grabbed
my hand in what was another very forward move for a first date. She pulled me
closer with a python like grip and did not even look at me to acknowledge any
resistance. When the hostess escorted us to a booth, She indicated for me to
sit in the booth and then slide in the same side with me. As the waiter
brought our menus, she said that we only needed one as she would be picking
out our meals. After a wonderful lunch, Debbie glared at me when I got my
wallet out to pay the check. She paid the check and then took my hand and led
me out of the restaurant. While we were waiting for the car, she grabbed me
around the waist and pulled me to her, sliding a leg between mine. She forced
her tongue in my mouth very aggressively. A hand went into my pants and
gripped my balls, she said that If I didn't stay hard for the entire concert,
she would punish me severely. I wondered how this little fireball could punish
me since I was 6" taller than her and in good shape.

The concert lasted a couple of hours and I had no problem maintaining my
erection as throughout the show, she had at least one hand discretely playing
with some part of me. Sometimes it was just my ear she was playing with, but
she really knew how to push my buttons. The show ended and we headed for the
car. I put my arm around her as we walked and got a feel of her bicep. It was
huge! As I felt it she flexed and sweetly said "you like that? though it's not
like you have a choice at this point" Her forwardness was making me a little
nervous at this point. When we got to her car, she smiled approvingly as I
escorted her to the drivers side and after she unlocked it with her remote, I
opened the door for her and let her in. I climbed in the passenger seat and
before I could even reach for my seat belt she pull me to her and planted a
deep kiss on my mouth. She let me go and as I put on my seat belt she asked me
what time I had to be at work on Monday. When I told her 7:00 A.M., she said
she might not be done with me by then so she might have to call in sick for
me. She was tapping on her cell phone and after a few seconds she put it in
her purse and turned and smiled at me. To my shock, my seat belt began to
slowly tighten until I was immobilised and almost uncomfortable. Debbie
laughed and said "that is one of my newest toys". She pulled a set of
handcuffs from under her seat and said they were in reserve incase I got
feisty on her. I was also told that the inside door latch and window button
were now disabled, so not to bother trying to call out to anyone.

Before we drove off, she undid my pants and pulled my cock out and told me
that if I interfered with her entertainment for the drive home she would be
more than happy to cuff my wrists to the headrest. Debbie turned on some
music, began playing with what she said was now her cock, and we headed back
to her house. By the time we pulled in her garage, she had taken me to the
edge of orgasm 3 times, leaving me panting and whimpering for release. She
grabbed the handcuffs,got out and came around to my side of the car, and
opened the door. She waived the handcuffs in my face, "are you going to
behave? ". I nodded yes and she replied "let's hope so as I am a national
level judo competitor and am skilled in jujitsu and police take down tactics,
it would not go well for you" she then loosened and released my seat belt.
After helping me out of the car she told me to turn around and put my hands
behind my back. I began to protest and in a flash, I was face down on the
concrete garage floor with her sitting on my back cuffing my hands. "I warned
you" was all she said as she got to her feet and pulled me up to mine. "come
on in sweety, lets go have some fun. With that she kissed me deeply and then
led me into the house. I was taken through the house and then into the
basement which turned out to be a fully finished gym. She led me to some
wrestling mats and then picked up a remote control and began lowering a cable
with a snap on the end of it from the ceiling. When the snap got low enough,
she clipped it to my cuffs. The cable started back up until my arms were
uncomfortably lifted and I was slightly bent over. "that should do for now"
she said as she put the remote down and began taking off my pants, underwear
and shoes. With nothing left on but my tee shirt, she started working on my
cock again, this time using her mouth as well. When she had me fully hard
again, stood me up and attacked me with a passionate kiss then ripped my shirt
of like it was made of tissue. "Just the way I like you naked, hard, and at my
mercy, I'm going to go change. Try to keep that hard on, and don't go
anywhere!" She got up and left the room. In the uncomfortable position I was
left in it seemed like she was gone forever. When she did return, I was
stunned. She was wearing a sleeveless black shirt and tight workout pants and
she was fucking ripped from head to toe. She had obviously showered and her
blond hair was braided into a thick rope that went more than half way down her
back. Picking up the remote control, she came around in front of me and
grabbed me by the balls. She squeezed a little and said "if you want to get
out of this predicament, you will have to behave this time." I nodded that I
would and the cable began lowering. When I was finally able to stand
comfortably, Debbie took a leather harness with a small metal plate on it that
said "PROPERTY OF MISTRESS DEBBIE" She told me that it would help me maintain
an erection and that I would get used to it. It held and separated my balls
and had a strap that locked around the base of my cock also. She told me she
wanted me on my knees and I wasted little time getting there. Next a huge
dumbell was shoved between my legs and my balls were chained to it.

She pulled a chair up in front of me and said she was going to explain some of
the rules for me. First, I was only to orgasm on her command, punishment for
breaking this rule would result in a serious ass whipping from her and
confinement in a chastity device for a period of time to be determined by her,
a minimum of 1 week. Second, she should have at least 5 orgasms for every one
I would receive. More rules could be made up at any time by Debbie. Finally
she got up and untied my balls from the dumbell and helped me to my feet. She
turned me around and began uncuffing me and said it was time to wrestle.
Without even turning me to face her she threw the cuffs across the matt and
took me down. Almost instantly I was on top of her on my back in a full
nelson, her legs wrapped around my waist and the squeeze was on. She released
the nelson and spun around on top of me and put me in a figure four head
scissors, one of my arms was also in the scissors and as she sat on my neck,
she showed me how easily she could break my arm. then she showed me a series
of leg locks in which she could create immense pain with just the slightest
pressure on her part. Finally she put me in a hold where while sitting on my
face she had my arms immobilized with her legs and total access to my cock and
balls with both of her hands and her mouth. Although I could not see because
her ass was in my face, I could hear Debbie snap on a rubber glove as she said
"remember the orgasm rule, because I am going to have a couple of fingers up
your ass when I'm sucking your dick this time, you better get to work!" She
wiggled her pussy on my chin as if I needed to be told and then I felt first
one then two fingers invading my ass. I began licking her pussy for all I was
worth. I think she sensed that I was on the edge, because she stopped her
assault on me and just sat back and humped my face. She finally came and then
climbed off of me. She went into the bathroom and returned shortly with a hot
towel for me to wipe my face with, and a dog leash made of chain. She attached
the chain to my cock harness and told me to get up. I was led to what looked
like a massage table, and told to lay flat on my back. I was strapped to the
table and Debbie went to a cabinet across the room and returned with a bowl of
ice water and an ominous looking device. I moaned as she massaged my cock and
balls with ice cubes. Soon my erection was gone and she locked a cage on my
cock that would obviously painfully prevent an erection. She then walked over
to her purse and pulled out her phone. "I have made some adaptations to your
cock cage as well" with that she pressed some buttons on her phone and my cock
began to tingle. "It can be pleasurable or painful, my choice." With that she
turned up the juice until I was screaming for her to stop. "It's not like I
need this to control you, but it is convenient" she said as she turned off the
power. She released me and said we should go upstairs and get some dinner.

We went upstairs and into a very nice kitchen. "Since you are obviously the
bitch in this relationship, I think you should do the cooking." She gave me a
quick tour, and then told me to surprise her. I thought to myself as I began
nosing around that this would be interesting as I loved to cook and was quite
good at. I found the kitchen quite well supplied and decided on chicken
spidini diablo, one of my favourites. As things began to come together, and
the familiar smell began to fill the house, Debbie got up from the couch where
she had been reading and started for the kitchen. "My that smells good, what
are you up to in there?" Feeling a little cocky about my cooking I snapped
"Stay the hell out of my kitchen!" Almost instantly the shock to my balls put
me on my knees. She stood at the entry to the kitchen and said "I am going to
respect that, but you must know that if you ever speak to me like that again,
that shock will be the least of your worries, I will beat you so badly you
won't be able to walk for a week." "I'm so sorry Mistress Debbie" was all I
could say and as I was finishing up, I set the table in the dining room and
opened a bottle of wine. I poured a glass of wine for her and took it took it
to her saying that dinner was ready. She got up and came to the table where a
Ceaser salad was waiting for her. I returned to the kitchen and made two
plates of the main course. When I returned and put the two plates on the
table, she took a bite and smiled saying "how fortuitous, I have a personal
chef now!"

After we finished dinner, I cleared the table and cleaned the kitchen, then
went to where Debbie was reading in the living room. She put her book down,
looking up at me she said,"I'm so happy with you I think I'm going to fuck
you". My cock was already straining in it's cage.

She led me to her bedroom and pausing by the closet, she pulled out a strange
looking shirt. It buttoned up the back and had really long sleeves. As she
indicated that I should put my arms out, she slipped it on me, and then began
fastening the heavy buckles up the back. After making me cross my arms in
front of me, she tied the sleeves behind my back. She pushed me face down on
the bed and once again said not to go anywhere. She returned wearing a huge
strapon dildo and climbed on top of me. After raping me with the strapon, she
flipped me on my back and unlocked my cock cage. She mounted me and fucked me
like I have never been screwed before. She reinstalled my cock cage but left
the straight jacket on. When I asked if I was going to have to sleep in the
straight jacket, she told me that she would be happy to gag me for the night
as well if felt like complaining. After a fit full night of sleep. I was
awakened by her pulling me between her legs and indicating it was time for her
morning servicing. After bringing her to orgasm twice, she removed the
straight jacket and told me to go cook her breakfast. I went to the kitchen
and prepared her a fruit tray and a poached egg. She smiled approvingly when I
served it to her in bed.

After cleaning up the breakfast dishes, I was led down into the basement and
my hands were cuffed behind me and around a pole. Debbie removed my cock cage
and then proceeded with her weight lifting workout. Watching her body
glistening with sweat as she went through her routine provided me with an
instant erection but with my hands cuffed behind, there was nothing I could do
about it. After finishing her workout, she let me out of my handcuffs and said
it was time for some wrestling. I was encouraged to fight back, but it was
futile. She effortlessly put me through one hold after another and playing
with my cock from time to time, making sure that I stayed hard. When she tired
of tying me into knots, my hands were cuffed behind my back and I was led into
the shower. Scrubbed me from head to toe and then proceeded to shave off all
of my body hair. When we were eating lunch and I told her that I telecommuted
to work, she pronounced that I would be living with her from now on. After
lunch she drove me to my apartment and allowed me to retrieve a few things.
When we returned to her house, she set me up a desk in her home office
complete with a very secure I bolt anchored to the floor so I could be chained
to my desk. That is where I work to this day. I guess things could be worse