Date: Sun, 12 Nov 2023 15:41:09 -0600
From: Karen Langhorn <subkaren92@gmail.com>
Subject: On the Road Again - Chapter 02

One the Road Again - Chapter Two
By SubKaren92


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Heather's boutique was obviously a high end shop. The front showroom was a
combination of lingerie and dresses, skirts and blouses. I let my hands
roam over the silky material of a camisole but I didn't look at the
price. I think I was scared to look. Heather kept walking toward the back
of the store and turned back to look at me.


"I keep the kind of stuff Victoria likes back here," she said. "Come with
me."


I scurried to catch up to her. "I appreciate you opening early for me," I
told her.


"Victoria is a very good client and apparently has high hopes for you," she
told me. I wondered how much information Victoria had shared about me with
this alluring woman. I also wondered if Heather shared Victoria's
interests.


She brought me into a room in the back of her shop that had floor to
ceiling mirrors on two sides and several racks of clothes, mostly leather
and a few other materials I didn't recognize. They were all black.


"Take off your clothes, Gwen, so I can measure you. You can put them on
that chair," Heather told me pointing to a chair in the corner. It didn't
sound like a command like Victoria would have used. She sounded like she
really just wanted to take my measurements. Well, in for a penny, in for a
pound. I quickly disrobed. I was sure she meant I should take off my
underwear as well even though she was not specific.


Heather was methodical in taking my measurements. She did complain that her
assistant wasn't there to write down the numbers, but she didn't come in
until 10. I wasn't embarrassed standing naked in front of Heather, but I
wonder if being in front of two unknown women would have been different. No
matter. Heather was efficient and asked me for my shoe size instead of
measuring my feet. She said her shoe selection was a bit limited right then
but she would try to find me something. "Give me a few minutes and I'll be
right back," she said before leaving the room. Now I felt a bit self
conscious. Standing naked in front of the mirrors reminded me of how
unplanned this trip was ending. Fortunately Heather did not take too
long. I suppose Victoria had already specified what I was to wear and
Heather just needed to get the right sizes.


"Do you need to go to the bathroom?" she asked. "You might want to before
you get dressed."


Weird. But sure. That sort of made sense. Heather escorted me out of the
room and to a small, but thankfully clean, bathroom. I just peed. She was
waiting for me back in the dressing room.


"OK. Let's get started with your lingerie," she told me.


Normally it takes me trying on many bras until I find one that fits
correctly. Even if the size is supposedly right, I struggle to find the
right one. Heather walked up with a leather bra (I'd never worn one before)
and had me slide my arms through the straps. She then cupped my breasts as
she made sure the bra sat correctly. My nipples immediately reacted to her
touch. And speaking of my nipples, it was a good thing they got hard,
because the bra had reinforced circular cutouts allowing my nipples to poke
through. At first I didn't understand. But as she hooked the straps pulling
the bra tightly around my form, I got it. First off, the bra seemed a
little undersized. At least undersized from what I would choose. However
that fact lifted my breasts and formed a deeper cleavage than I am
accustomed to having. Oh, and the cutouts force my nipples and a bit of
areola to pop through the front. No matter what kind of top I wore, my
girls would be on display.


Next up was a leather thong. This was not difficult to step into, but I
quickly realized it was different from any panty I had ever bought. First
off, because it was leather it was firm. That wasn't particularly
problematic, although I was concerned it would not absorb any juices if
Victoria decided to tease me. I'd never particularly worried about that
until yesterday. Second, the thong strap disengaged from the waistband. I
didn't understand why until Heather snaked it between my legs and split my
crack with it. It was like a g-string only much stronger. As she clipped to
the waistband, I heard a click. She then tugged the side straps and they
didn't move a millimeter. It was only then I noticed a hard protrusion in
the front of the panty nestled firmly against my clit. I took a deep breath
as I realized what that meant. I reached around and felt where the strap
clipped to the waistband.


"Don't worry Gwen," Heather said. "Victoria has the key."


I suppose that is why she wanted me to go to the bathroom first. This thong
wasn't coming off until Victoria took it off, at least two and a half hours
from now. As I took a step, part of a twirl I made to look at the bra and
thong from different angles in the mirror, I realized the purpose of the
protrusion nestled on my clit. You might think I should have realized its
purpose immediately. Subconsciously I probably did. But when I moved and my
clit rubbed against it, my conscious mind realized walking was going to be
pure torture. Correction. Not being allowed to cum was going to be torture.


Heather briefly left again and returned with a pair of thigh high stockings
she tossed to me and told me to put on. She left again, this time returning
with a white cotton dress and a pair of white pumps.


"I'm sorry these are only three inches high. They are the only one's I have
in white and your size."


I had noticed most of the shop had black clothes so I wondered why Victoria
wanted me in white. It couldn't be because she thought I was virginal. It
didn't matter. The dress was perfect for my curves without being obscenely
tight. My nipples pressing against it were a bit obscene, especially since
I was concerned the weave wasn't tight enough to keep them from poking
through. The length was to my mid thigh and covered the tops of my
stockings. It rode up when I sat down, the stocking tops would be
uncovered, but at least if I was standing, I would be properly covered. The
shoes fit fine and I was happy there was only a three inch heel as I didn't
usually wear anything higher.


We finished up just as Heather's assistant was arriving and the shop was
opening. I had expected the entire experience to be more sexual than it
was, but finishing this task got me closer to seeing Victoria again, so I
had that going for me. I sent her a text that we were done and Heather
suggested I send her a picture. I gave Heather my phone and she snapped a
couple of shots from different angles. I felt like a model. Victoria
responded affirmatively and gave me an address and office suite number
while reminding me to arrive exactly at noon. I thanked Heather and paid
for my new outfit. It was more expensive than I would have bought normally
for myself, but I didn't mind as it was going to get me into Victoria's
office. While paying I was temporarily distracted by the thong doing what
it was designed to do. That distractio continued as I walked about 40 feet
from the counter to the curb. I didn't see any cabs so I ordered an Uber
back to the hotel. I had a little time to kill.


Normally I would have taken a walk to kill time, but the thong made that
risky. I was worried that if I walked around I would force myself to
cum. But you know what? Sitting around my hotel room didn't make those
feelings go away. I ended up pacing back and forth and even rubbed my
nipples through my dress. The only saving grace was when I had to stop and
catch my breath, I didn't look out of place since I was alone. I looked up
the address of Victoria's office and saw that it wasn't far from my firm's
office. That was a problem. A, it was too close to take a cab. I'd have to
walk. Slowly. B, I ran the risk of seeing somebody I knew. I think that
worried me more than cumming while I walked down the street.


Victoria didn't send any more messages. I watched the clock and tried not
to rip off the dress and somehow get the thong off. I figured it was a 5
minute walk to her office. I left at 11:30 to give myself extra time to
stop if I needed to quell my arousal. But as I walked out of the hotel
lobby, feeling like everybody could tell what was happening under my dress,
a wonderful thing happened. Much like last night when my desire to please
Victoria suddenly gave me the emotional strength not to climax, it happened
again. Not all at once mind you. I was taking tiny steps to minimize the
friction on my clit. I was sure I was going to lose the battle and cum in
front of the other people walking between buildings. But just as I was
reaching my peak, my mind found a peacefulness like it had last night and
told me I was going to make it. I could feel my juices squishing against
the firm thong and I could smell my arousal. But I didn't think I wouldn't
be able to control myself. It was a wonderful feeling.


I was able to cover the short distance quicker than I anticipated. In my
mind, I even looked normal, although my nipples gave me away. I hurried
past our building while praying nobody I knew would see me. I made it
safely. I ended up in front of Victoria's building 15 minutes early. I
didn't know the layout of the inside, so I stood out front trying to calm
my beating heart and cool the fire in my pussy. Yeah, that didn't work so
well. It was an older building and thankfully there was no guard I had to
talk to before I reached the elevators. Up I went. I wasn't sure if
Victoria worked at a big company where I would have to talk to a
receptionist. As I entered the elevator lobby, I saw there were two
hallways leading in opposite directions and the office suites looked fairly
small like they might be just for small companies. I found her suite. There
were two doors close to each other, but on one door was the lettering
Victoria Andersson, Psychologist. She had not told me what she did for a
living, but it made sense that she was a psychologist given how she had
basically interviewed me in the bar and then told me all my inner secrets
when we had phone sex. When I had phone sex, I mused. I didn't know if she
got off during our conversation.


I was a bit distracted when I suddenly remembered I wasn't supposed to go
in until her assistant left for lunch. I hurried down the hall away from
the elevators and hid around the corner to the stairs. I'm not sure what I
was feeling as I peeked around the corner looking for someone to leave the
office. A few minutes later the door with the lettering opened and a
professionally dressed older woman (early 40s?) came out and headed toward
the elevator. As soon as she turned into the elevator bank I hurried back
to Victoria's office and went inside. There was a desk, a couch and another
door, which was open. I moved to that door. Victoria was sitting at a desk
and there was a chaise lounger, another couch and another closed door. She
put her fingers to her lips and then waved me in.


She had a monitor on her desk that showed a camera in her reception room
and another view of what must have been a second office accessed via the
other door. As I approached the desk she softly said the other office was a
place for her patients to collect themselves if necessary before leaving. I
looked at the monitor and there was a woman sitting on the couch in that
office.


Victoria whispered again, "I like that dress on you. Were you a good girl
this morning?"


I obviously had followed her instructions to buy the clothes so I assumed
she meant did I cum without permission. Taking a cue from her low volume I
whispered back, "Yes, Mistress, but it was very difficult."


Fortunately the woman in the other room stood up and walked out of the door
into the hallway.


"Good, she's gone." Victoria said in her normal husky voice. "So, you
didn't cum. That's good. How much effort would it take me to make you
climax? You smell like you need it."


"Honestly, Mistress," I replied. "Much like last night I'm pretty desperate
to cum. I didn't think I'd make it walking over here, but then I had a
clarity in my brain that let me hold off climaxing in order to please
you. But it wouldn't take much if you told me to cum right now. I could
probably just rock back and forth in this dastardly thong and orgasm. Who
designed this thing?" I wasn't expecting an answer, but it wouldn't have
surprised me either if she knew.


"You're learning faster than most women," she told me. I took that as a
complement. "I did promise you would get your pussy licked as a reward for
being good last night. But I get mine first."


I remember her telling me I would have my pussy licked as a reward, but I
didn't remember her saying I could climax. Still, as amped up as I was, I
think it was preordained that I would have another thrashing orgasm if she
ate my pussy. I watched lustfully as Victoria unzipped her skirt and let it
fall to the floor. She wasn't wearing panties and her pussy looked wet
already. I wondered if that was in anticipation of my arrival or a
byproduct of the woman who left. It didn't really matter. She told me to
turn around and put my hands behind my back. I then remembered last night
her telling me she intended to bind me. The cool metal click of a set of
handcuffs immobilized my arms and sent a new gush of juice against the
thong. She then spun me around and pinched my nipples before she spun me
around again and lifted my dress up over my butt. I bent forward, thrusting
my ass against her.


"Not yet, my pet," she said teasingly. "I get mine first." She then backed
away and I turned as she hopped up on her desk and spread her legs. "On
your knees, slut, and service me," she ordered. It was an order I was happy
to obey.


Victoria knew I'd never licked a pussy before, but I gave it my best
effort. It was much tastier than I anticipated. I also loved that she held
my head in place. It was a very possessive act and it filled my soul with
warmth. Alas she seemed to be in a hurry because before she climaxed, she
lifted my head up and told me I needed practice. I'd failed, but she told
me not to worry about it. We were on the clock before her next client would
arrive. She also told me she would give me more practice later. That made
me feel better. She had me stand so she could remove the handcuffs. Then
she told me to strip.


"Normally I would have you do it slowly and more erotically," she told
me. "But unfortunately, time is not our friend right now. Just put your
dress on the couch and take off the bra. I'll get your panty's key."


I definitely didn't feel sexy stripping off my clothes in such a
perfunctory manner, but I was happy I didn't have to wait until tonight to
see Victoria again. Heck, after our phone sex session last night I wasn't
sure I'd see her again at all. I presented myself to her wearing just the
locked thong, stockings and heels. She told me to hold my hands behind my
head while she knelt down and unlocked the thong. I knew my arousal scent
was strong. When I get excited, you'll know. But I had not thought about
how Victoria would react to having her nose so close to my pussy. I was a
bit embarrassed when she said, "Oh my. My slut is excited." Of course I
was. That was the purpose of this thong. And although I was uncomfortable
with being called a slut, I couldn't really argue as I was standing naked
in the office of a woman I'd only met once and then for about two hours.


Victoria didn't touch my pussy and thankfully didn't rub my clit. While I'd
put my need to climax behind me walking to her office, if she touched me, I
think I would have failed to wait for permission to cum. She told me to lay
down on the chaise lounge. I knew that is where her patients sat. I
wondered how many women had been in this position. I also thought about how
I squirted last night. If I did that again, the chaise would be soaked
before her next client arrived. Weird things were running through my mind,
especially when she started to wrap leather cuffs around my wrists.


She pulled my arms above the top of the chaise and affixed them to what I
assume was a chain on the back. This was the first time I was restrained
where I couldn't move. It kind of felt like laying on my bed last night,
although now it was real. I pulled my wrists testing the bonds. I had some
movement, but not much. She then cuffed my ankles. She then told me to
spread my legs and put my feet on the floor. This time a chain went under
the chaise forcing me to keep my legs spread open. I was now at her mercy
and prayed she wasn't kidding when she told me my reward was getting my
pussy licked.


Her final preparation for me was a blindfold. Now with the room dark, it
felt much more like my hotel room last night. It was just as quiet. All I
could hear was my heartbeat pounding. Then I felt her hot breath on my ear
like she had done at the bar. "I have to get something from the other
office. Give me a moment." As if I had a choice but to wait for her.


I heard the door open. Soon after I felt her weight on the end of the
chaise. Had she retrieved a dildo or vibrator to fuck me? I hoped so. Then
I felt her warm breath blowing along my slick folds. "Oh yes, Mistress," I
groaned. Before I felt her tongue, I felt her finger softly run along my
slit, but not inside. It felt different than last night, but then again, I
was a different person now. After a few teasing circuits along my pussy, I
finally felt her tongue lick the length of my slit from bottom to top and
then across my engorged clit. I thrust my hips upward as much as the chains
would allow. It wasn't much, but I assumed Victoria would appreciate me
trying to force my pussy against her mouth. Then the most shocking thing
occurred. I felt hot breath on my ear again while the tongue was still just
grazing my slit. "You're not the only one being rewarded here, pet," the
lust filled voice spoke into my ear. Instantly I struggled against my bonds
as I realized Victoria wasn't the person eating me. Or should I say teasing
me since she really had not started pleasuring me with as much gusto as I
had tried to give my Mistress.


"The woman between your legs is my friend, Mary," Victoria
explained. "She's not submissive like you, but she does do some favors for
me in exchange for me fucking her on occasion. Her husband isn't very good
in bed so when her needs reach a certain point, I help her out. I was going
to take care of you myself, but she needs a good screwing, so I told her I
would help her if she ate your pussy."


"Um," I stammered. "I don't know what to say." My arousal buzz dropped
precipitously by the revelation that Victoria wasn't the woman between my
legs.


"Don't worry, Mary," Victoria said. "She'll warm back up quickly." How did
she know how I felt? I didn't say anything. "She'll flood your mouth
quickly," Victoria said with confidence. "But remember, you don't cum
before she does." I smiled knowing that I wasn't the only one with
restrictions on our climaxes. "Oh, and don't think you just get to cum when
you want Gwen. You still need permission."


Mary moaned into my pussy and I felt her press forward against me. I
couldn't see it, but I could picture Victoria wielding a strap-on and
mounting her from behind. I was now in the unique position of trying to
hold back my orgasm in a competition with Mary holding back hers. Victoria
was right that soon my arousal would reappear with a vengeance. Mary was
much more skilled than I was at eating pussy. I suppose she had lots of
practice with Victoria. Soon I was squirming against my bonds as I heard
Victoria fucking Mary with great passion. Every thrust drove Mary against
me and every thrust squished her juices on Mistress' cock. I was moaning,
Mary was moaning, although muffled by my pussy, and Mistress was
alternating between cheering us on with a series of derogatory phrases and
names and reminding us not to orgasm.


I was the first to beg for permission to cum. Mary didn't, although her
oral ministrations had mostly stopped and my stimulation was pretty much
just riding her face as Mistress pounded her from behind. I had a vision in
my mind about what they looked like as the sounds of fucking echoed off the
wall.


"Please Mistress," I repeated over and over. "I need to cum. May I please
cum?"


I imagined her smiling at me as she looked down over Mary's body writhing
on her strap-on. Finally Victoria relented. Oh she didn't just tell me to
cum. That would be too easy. Instead she said, "Ten." I knew what that
meant based on our experience last night. Each number was accompanied by
two, what I can only assume were savage thrusts, based on Mary's reaction.


"Nine," she said. This time Mary begged for permission to cum, but none was
given.


For all the world to see, it seemed like Mary was Victoria's
submissive. Like me, she must have been struggling not to cum. Like me, she
must have wanted to be a good girl. Maybe Victoria threatened to punish her
for climaxing too soon.


"Eight." I let out a shriek as Mary's chin slid across my clit.


The rest was a blur. Much like last night, I began having an out of body
experience where I was floating above my body and watching the carnal scene
like a live porno. My own struggle to hold back my orgasm subsided,
although my body knew its release was imminent. I was on the precipice, but
waiting for my Mistress to grant her approval. It was an amazing feeling,
one I still didn't understand, but I wasn't worrying about it. With my
other partners, I would have to actively think of fantasies to try and cum,
mostly without success. But with Victoria, I just had to let her play my
body like a fine instrument and my orgasm would flow on her command.


You won't be surprised to know we both came simultaneously and at the
proper time when the countdown reached zero. While I was wrecked and happy
to be lying down, Mary seemed invigorated and got up, thanking Victoria
(not Mistress) for the great fuck. "I have to get back to work babe," she
said. "Call me next time you need to break in a new girl."


I heard the door open and shut moments later. In my mind, Mary had walked
in, raised her skirt, bent over to eat my pussy, got screwed, stood up
while pulling down her skirt and left. A fine lunch break, to be sure, but
I had more important things on my mind. I opened my mouth to ask Victoria
what was next, but I felt the head of her strap-on being pushed into my
mouth. I have sucked enough cock to know what she wanted. Mary's flavor
coated the shaft and I enjoyed the treat. She tasted different from
Victoria. Not better, but different. I anticipated Victoria wanted me to
clean her toy and I did the best I could, although she pulled it out of my
mouth just 30 seconds or so later.


"Please fuck me, Mistress," I told her without feeling embarrassed.


"I have a client coming in," she announced. "We have to get you cleaned up
and out of here."


Of course I hoped she was going to keep me for the afternoon. When she
added, "If you're interested, I have tonight free," I told her of course I
was interested. She took off my blindfold and then released me from my
bonds.


"Just put your dress on and go to the bathroom down the hall. I'll tidy up
here," she told me.


I felt like a dirty slut without my bra or panties, even if both were kinky
in their own right. I found the bathroom and did my business. I was sure
Victoria was going to make me walk around in those terrible (or wonderful)
panties while she worked this afternoon. Since I'd just cum, hopefully it
would be a little easier. When I got back to Victoria's office, however,
both garments were missing from the couch and Victoria was holding what
looked like a leather belt.


"Lift your dress, pet," she said with a surprising amount of warmth. I did
as she asked.


She then handed me the belt. "Hold this," she said. I got to look at it and
saw that the belt also had a strap that I assumed went between the legs. It
obviously wasn't a locking panty like I had been wearing, but it was
similar and I saw a locking mechanism on the back, but there was no teasing
nub in the front. Thank God for small favors, I thought. Perhaps I thought
too soon.


"Bend over the back of the couch," my Mistress commanded. I obeyed.


"If you want to serve me tonight, I want you at least as horny as you were
this morning," she told me with pride. I kind of smiled, although I was a
bit worried as well. I guess my relief on Mary's face would be short
lived. Then I felt her rubbing my ass.


"I remember you told me you had never had anything in your ass before," she
said remembering our conversation yesterday. I then felt a cool gel drip
between my ass cheeks.


"Don't worry. This is a small plug to get you started," she continued as if
that would be reassuring.


Maybe it was small, but it felt big to me.


"Push against it and you'll open up," she instructed. I tried, she was
insistent pushing firmly, and pop, in it went. I grunted. "Perfect," she
added as my ass snapped around the smaller stem.


I wiggled my ass trying to get accustomed to the invader. I also wanted to
give Victoria a bit of a show. She responded by putting her hand between my
legs and rubbing my pussy. I moaned.


"Don't worry," she said, this time as more of a taunt. "I didn't forget
about your slut hole."


"My what hole?" I thought in a panic. I stopped wiggling and Victoria's
fingers spread my pussy lips. I thought maybe she was going to put in
another remote vibrator. But instead I felt a cold metal ball pushing
inside my pussy. Then a second one joined it. "Hold still," she said. I
didn't dare move.


Next she took the belt that I had dropped on the couch. She wrapped it
around my waist and then slid the strap as I had anticipated between my
legs and secured it.


"This serves two purposes," she told me. "First it holds those balls and
the plug in. Second, it acts as a chastity belt so you can't rub your
clit."


I didn't think of it in those terms, but in a way that was worse than the
panties because I probably could have gotten myself off when I was wearing
them by rubbing myself against something hard. This belt was very firm and
strapped very tightly against me so I probably couldn't get any friction
against my happy spot. At least I wouldn't be rubbing my clit with every
step.


"Stand up and pull your dress down," Victoria commanded. As I did, I took a
step to steady myself and I felt the balls move in my pussy. I looked at
Victoria as if to say, "Are they supposed to do that?" Her smile told me
they were. I straightened my dress and I could feel my nipples rubbing
against the course material. I could tell that, even without the bra, my
nipples were going to stay hard.


"You said you wanted to visit the Art Institute," Victoria pronounced. "I
want you to walk down there and enjoy the exhibits. You won't draw
attention to yourself if you need to stand in place for a while to avoid
orgasming. I might have a friend or two keeping tabs on you, so don't think
you can sneak into a corner and make yourself cum."


I have to admit, Victoria was a planner. First my shopping trip, then the
rendezvous in her office and now this. "Of course Mistress," I replied. "I
won't cum without permission."


I said the words I knew she wanted me to say, but I didn't know if they
were 100% true. I'd never been plugged or worn balls in my pussy. I was
sure they would tease me like the leather panties had, but I hoped I could
handle them.


Almost as an afterthought, Victoria went back to her desk, opened the
drawer and pulled out a short black strap. She walked back to me and told
me to lift my hair before putting the strap around my neck and clipping it
shut. It was very snug, but not uncomfortable.


Victoria then spun me around, pulled me into a tight embrace and gave me a
very passionate kiss.


"That choker will let anybody in the lifestyle know what you are. Do not
remove it. If you can handle this task, I will give you a night to remember
tonight," she promised. "Now get out of here. Use the left door as my
client will be here any moment. I will text you instructions later."


And just like that I was dismissed and Victoria went back into therapist
mode. As I walked out of the second office into the hallway, I saw a man
walking into the main office. He glanced at me and I wondered if he thought
I was just a normal patient. As I took two steps toward the elevator the
balls shifted and reminded me that nothing since the bar last night was
normal. I took a couple of full steps, something I didn't dare do with the
panties on and I found I could handle the motion of the balls, but that the
plug rubbed me in, shall we say, a very nice way.


As I exited the building out onto the sidewalk, I determined that full
steps turned me on from the plug and that shorter steps made the balls
dance in a pleasurable way. They also moved haphazardly with full
steps. Basically I couldn't predict when they might hit a nerve and send a
pleasure shock through me. I headed up Adams Street toward the Art
Institute. The hustle and bustle of the city meant people were around me,
but my sluttiness was hidden, except for the choker. And that was a
turn-on. I did wonder if anybody noticed it. Some people, both men and
women, looked at me, but I couldn't tell if they suspected something or
just thought I was attractive. It didn't matter. Each step I took reminded
me of Victoria and my nipples rubbing against my dress drove my arousal
higher.


I made it to the Art Institute without incident, other than a growing need
to climax again. It wasn't as immediate as the panties and bra had
dictated, but I was definitely aroused. I looked around to see if I could
identify one of Victoria's spies, but nobody seemed to be following me. I
set myself to the task of wandering the wonderful exhibits, something I
really wanted to do. But the growing need between my legs began to make
that more difficult. While my build to near peak arousal was slower this
time, it was nonetheless strong and distracting. As Mistress had predicted,
within an hour or so, I had to stop to admire a picture without moving to
avoid orgasming. I imagined her spies watching me and knowing whenever I
stopped for a minute or two knowing the reason.


Soon just walking from one room to another was enough to put me on edge. I
kept looking at my phone to see what time it was and to wait for Mistress'
message giving me instructions. I didn't know how many clients she had this
afternoon. For all I knew, she had some tonight as well. I knew the Art
Institute was open until 8 on Thursdays. I prayed she didn't make me wait
that long. Of course she could send me instructions to meet her just about
anywhere and at any time. I then began to worry about being able to go to
the bathroom. I didn't need to go yet, but if she made me wait until 8, I
was going to get very uncomfortable.


Fortunately, about 5:15 I got a text from her. "Meet me on the Art
Institute front steps in 15 minutes or head back to your hotel and go home
tomorrow."


I took a deep breath and started heading for the exit. Slowly. I had the
anticipation of seeing Victoria to add to the dual action of the balls and
plug, and while I had been maintaining my level of arousal, I didn't want
to risk moving too quickly. I also didn't want to move too slowly. I was
quite a way from the front entrance and the museum was busy, so I figured
it might take a full 15 minutes to get out to the street.


As I exited the building, I saw Victoria standing at the bottom of the
entrance steps. She was looking at her watch. I had not checked the time so
I wasn't sure if I made her deadline. I hurried down the stairs faster than
I should have, resulting in me having to freeze and bend forward a bit when
I reached her to prevent myself from cumming. I figured she would
appreciate that.


"You're a minute late," she told me. "But you're so damn cute, I think I
can let it slide this time."


I didn't want to be thought of as cute. I wanted her to think I was
sexy. But I also didn't want to think about her giving up on me because I
was a minute late.


"Thank you, Mistress," I said, still struggling not to move.


"Stand up straight, pet," she told me. I slowly did.


"It looks like the balls have had their desired effect," she said
proudly. "If you serve me well tonight, I will give you the relief you
desire. As I recall, you wanted me to fuck you."


"Yes, Mistress," I replied. "That would be amazing." I answered with a firm
voice and a confident tone. It was then I remembered we were on a street
corner as I realized people were passing us and I'm sure some people heard
our conversation as a couple walking by both turned to look at me. I weakly
smiled.


"My condo is not far from here," Victoria said. "As I recall from our
conversation yesterday, most of your partners left you to finish for
yourself and your best partner only got you off twice."


I couldn't believe she was sharing my intimate secrets in public.


"Tonight we will set a new standard for making your slut hole gush," she
added.


Now I was getting embarrassed. She told me to pick a number between three
and five. Jokingly I picked five trying to call her bluff. Even the time I
came twice was a struggle to reach number two. Victoria stopped a man who
was about to cross the street and asked to borrow a coin. I think he had
heard our conversation because he handed over a quarter without asking why.


"Heads means five," she said. "Tails mean we multiply by two."


We both watched as she flipped the quarter, caught it in her right hand and
then flipped it over against the back of her left hand. She held her hand
over the coin and then shielded the coin so I couldn't see it but the man
could. They both smiled and then she handed the quarter back to him.


"I don't suppose you need any help?" the man asked.


"Not tonight, but thanks for volunteering," Victoria replied. Then he
looked at me.


"Have fun," he said before turning and crossing the street.


"What's the verdict?" I asked.


"Let's just say when I send you back to your hotel, you're going to be
tired, sore and worn out," was her smiling reply.


It must have been tails, I mused.


Victoria put her arm around the small of my back and led me South on
Michigan Avenue. If you saw us, we looked like a normal lesbian couple,
although I felt her hand was showing possession. We walked maybe six blocks
until we crossed the street in front of a high rise condo building where a
doorman opened the door and greeted Victoria by name. They expressed
pleasantries and she informed him that she would be having dinner delivered
and to let them up. He said he would and we went inside.


Once we were in the elevator, Victoria went into Mistress mode pinning my
wrists against the wall and kissing me aggressively. She then backed off
but continued to hold my wrist firmly against the wall. I looked over her
shoulder and saw a security camera.


"Don't worry about that. They've seen much worse. You're going to be my
good slut slave tonight, aren't you?" she said firmly.


"Yes, Mistress," I replied. I wanted to add that as long as she made me
cum, I would do anything she asked. But she already knew that and after
all, had promised me more orgasms than I had ever experienced in a single
night. I must admit I was a bit concerned with what she would do in the
privacy of her home, but I also knew I needed this. If I had gone back to
the hotel, I could have gotten myself off in a matter of minutes, or
seconds, but I'd always have wondered what I had missed.


The elevator doors opened and she led me down the hallway, only now her
hand was under my dress and she was playing with the plug. I didn't think I
was ready to be fucked in the ass, but I also knew what I thought on the
subject didn't matter. I just hoped she would let me cum quickly. We walked
to the end of the hall and she pulled out a key.


"Take your dress off," she commanded. I knew we would be standing here
until I complied. I looked up to see if there was another security
camera. The answer was yes. Well, they already had footage of us in the
elevator so I guess it didn't matter. I pulled up my dress and handed it to
Victoria. She said nothing, but her smile told me she was pleased. At least
she didn't take the belt off and show off my wet pussy. She unlocked the
door and ushered me inside.


Her condo was absolutely neat and tidy. I expected nothing less from what I
knew about her. It was also tastefully appointed. I kind of thought it
might have more of a dungeon motif, but it was well fashioned and modernly
designed. Because she was on a corner, she had views both East over the
lake and North up Michigan Avenue. I hated to think how much more expensive
this condo would be compared to mine in St. Louis. Her HOA was probably
more than my mortgage.


After setting down her bag, Victoria came over to me and said, "Let's get
that belt off you and the plug out."


I was relieved she wanted to remove the plug. She didn't mention the balls,
but I assumed she meant them too. She removed the strap and I felt odd
without it. In a way, it represented safety as my lady parts were
protected. She wiggled the plug a bit and then tugged. I would later learn
how easy such a small plug was to insert and remove, although at that
moment, it felt very large as I had to stretch to let it pop free. Victoria
handed it to me and told me to hold it. That seemed strange.


She then knelt down and told me to lift my right foot. She took off my shoe
and then rolled down my stockings. She then repeated the process on my left
leg. I was left holding the smelly plug, still wearing the choker
symbolizing my submission to Victoria and still stuffed with the metal
balls.


"Go into the bathroom and wash the plug," she instructed. "Don't let the
balls slide out or I'll have to punish you."


I took a couple full steps toward what looked like a hallway where I
assumed the bathroom was located. As I did, I felt the balls
shift. Instinctively I clamped down with my pussy muscles, but my pussy was
too wet and I basically shot the lower one out. The sound of it bouncing on
the wood floor was something I will never forget. It wasn't that loud, but
to me it was deafening.


"Somebody is wet," Mistress said with a snicker. "You better take out the
other one and wash both with the plug, you dumb slut."


Victoria didn't seem upset. I think she was pretending. She was probably
thankful that I gave her an excuse to punish me, not that she needed one. I
resumed heading toward the bathroom while Victoria took out her cell phone
and began a call. I couldn't hear who she was talking to as I washed the
toys. She probably was placing a dinner order, although in my brain fog of
arousal, I fantasized about her calling Mary or a different friend to come
over tonight and use me. The urge to masturbate was very strong, but I
resisted. I'd held back this long. I wanted to please Victoria and not cum
until she gave me permission. When I returned to the living room, Victoria
was gone. I looked in the kitchen, but she was not there either. I just
went to the window to admire the view. I wasn't concerned with anybody
seeing me. I didn't have long to wait.


I knew Victoria entered the room from the sound of her heels clicking on
the floor. Since she had taken off my shoes, my movements were quiet. I
turned to look at her and she had shed her professional clothes and was now
wearing, well, I guess they were still professional but now her profession
was dominatrix. She wore a black corset that pushed her exposed breasts up,
tightened her already small waist and left her pussy exposed. My mouth
watered in anticipation of getting a second chance at making her cum with
my tongue. This time we wouldn't need to hurry. She was also wearing
leather thigh high boots with what looked like a four-inch heel. I'm pretty
confident she saw the look of lust on my face.


"Come over behind the couch, little one," she told me as she walked behind
the couch that was positioned opposite the front door. I quickly followed
her. "Bend over the back," she added when I got there. I quickly did,
feeling very exposed. She ran a finger up the length of my slit. I doubt
she was surprised when it came back wet.


"You claim to have been a good girl and not cum since you left my
office. Is that correct?" she asked.


"Yes, Mistress," I replied. "I wanted to," then I paused, "desperately. But
I wanted to obey you more."


"I believe you," she continued. To this day, I don't know if she had any
spies watching me at the museum, but I didn't have to worry because I told
the truth. She then began to rub my butt.


"Unfortunately you dropped one of the balls," she said as a pronouncement.


"I'm sorry Mistress," I told her. "It won't happen again."


"As wet as you get when you're excited, I wouldn't make promises you can't
keep," she informed me. Then she smacked my right buttock. It stung, but
not too bad. I knew she had not spanked me as hard as she could. I leaned
forward a bit, more from the shock instead of the pain. Then she spanked my
left cheek, this time with a bit more force, but still not too bad. That
one made me yelp a bit.


"If you don't start counting your strokes, your punishment will never end,"
she said. I was glad she told me since I had no idea counting was a
requirement. She spanked my right cheek again and again it was a little bit
harder than the last one.


"Three, Mistress," I said, a bit too proudly and a bit sarcastically.


"One," she said. "We always start at one." She smacked my left cheek with
the firmest swat yet.


I almost said "Two," but I caught myself and cautiously said, "One?"


"Correct. How many do you think you have earned?" she asked. Before I could
answer, another spank.


"Two," I cried out. Then there was a brief pause so I tried to focus on her
question. "Um, as many as you determine are necessary to correct my
behavior?"


I wasn't sure where that reply came from. It just popped into my brain. It
seemed to please Victoria.


Spanks three, four, five and six came in rapid succession with just enough
time between for me to call out their number. They also were the firmest
swats yet and really stung. I also felt my skin warming and I wondered if
my ass was turning red. Seven, eight, nine and ten followed and then
Victoria ran her finger along my pussy again.


"As I expected," she told me, "You're even wetter. You must like this."


"I like any time you touch me," I confessed.


"That won't always be true," she responded. "But for tonight, I'm going to
keep the pain to a minimum until you learn to love it."


That sounded ominous. How could somebody enjoy or even love pain? I mean, I
did like her finger touching my sex and the spanks weren't really hard
enough to hurt much, but love pain? She continued to spank me, although at
a much slower pace, perhaps 10-15 seconds between swats where she teased my
pussy more and even scooped some of my juices to spread on my asshole. I
was definitely favoring the spanking compared to inserting the plug again,
although I do remember wiggling a little when she touched my back door so
that probably wasn't the vibe I was giving off. I think we made it to 30
spanks before there was a knock at the door. I started to stand up to go
and hide in the kitchen.


"Don't you dare move or we will start over at zero and I won't be so soft
with you," she scolded me. I bent back over, humiliated that my exposed
reddened ass was facing the door. I turned my head to see her putting on a
robe that had been hanging by the door. Of course her kinky attire would
not be displayed. She put her hand on the doorknob then added another
instruction. "Reach behind yourself, grab your asscheeks and spread them."


My hands might have blocked the view of how red my ass was, but spreading
my cheeks to display my dripping pussy and asshole was far more
humiliating. But of course, I did it because Victoria had commanded it. I
was falling further down her rabbit hole.


I couldn't see if the person delivering our food was shocked at what they
saw. No words were exchanged. I don't know if the delivery person was a man
or a woman. For all I knew, this wasn't the first time they saw someone
bent over Victoria's couch when making a delivery. I half expected Victoria
to offer my pussy as a tip. I was ready to hear a zipper being pulled down
and feel a cock push into me. But she didn't. I heard the door shut and was
able to turn my head enough to see her carry a bag into the kitchen. I
remained bent over the couch and with my cheeks spread. When she returned,
she walked behind me and I felt her finger rubbing my pussy.


"You have a lot to learn tonight Gwen," she announced. "But I am hungry so
we are going to eat first." Before I could respond she pushed a finger
inside of me. "You have been a good girl today so I am going to grant you a
reward." She began fucking me slowly with her finger. It wasn't so much
pleasure but the promise of pleasure that made me coo. "Stand up and turn
around," she commanded as she removed her finger. I quickly did and faced
her. She pushed two fingers into my and began rubbing my clit with her
thumb. My coo became a moan. But almost as soon as she started, she stopped
to take off her robe and hang it back up by the door. When she turned and
faced me, my mouth watered.


"Normally I would have you make me cum before I allow you to orgasm. But I
know I've teased you a lot this afternoon, so I am going to make an
exception." It sounded weird to hear her talking so matter-of-factly about
giving me a climax. As I told you, the guys I was with rarely made me
climax, let alone spoke of it like a foregone conclusion. Of course none of
them teased me for hours either. Foreplay to them was usually fumbling with
my boobs while taking their pants off. Victoria resumed fingering me. I
wasn't sure how to respond, so I just leaned my head back in pleasure as
her knowing fingers began to work their magic.


"I wasn't kidding when I told you how many orgasms I expect for you
tonight. If all goes well, that number will be a low estimate." I felt my
pussy muscles clamp down on her fingers as the thought of cumming that much
flowed through my body.


"Women know how to make women cum," Victoria told me. "Even though you're
inexperienced, I just need to release your instinct and you will become an
expert pussy pleaser. You will get a lot of practice tonight and in the
future."


Victoria began working her fingers with more speed and focus. I say focus
as I have finger-fucked myself with quick motions, but had never felt an
orgasm build so quickly. I was staring at her with lust filled eyes while
she responded with a look of satisfaction knowing she had complete control
over me and what I was feeling. In near record time, I was struggling not
to cum. I didn't beg her for permission because her facial expressions told
me she knew the fight I was having. Unlike earlier today when I felt
confident I could control my needs, this was different. The toys she had me
wear, while stimulating, were not the same as looking into her eyes and
seeing a predatory vision looking back at me. She was testing me and I was
determined not to fail her. But that quickly became very difficult. My
pussy was spasming as if I was cumming, but really it was just trying to
clamp down on her fingers to make them stop, at least until she spoke the
magic words. When she started snickering to herself, I knew she could tell
what my body's response meant. I'm sure I'm not the first woman she had
brought to this state of complete dependence on her. I was strong enough
not to beg verbally, but I was pleading with my eyes. I had the thought
that she wanted me to fail so she would have another excuse to punish me
and I was just moments away from accepting that fate.


Was that really her plan or was she so in tune with my needs that she
wanted to demonstrate her mastery of me? I'm not sure, but just as my mind
determined I couldn't take any more no matter what the consequences would
be, she spoke the words. "Cum for me pet," was her simple statement and I
exploded.


To say I had a massive orgasm would be an understatement. I don't recall my
pussy ever clamping down with as much force and that includes my squirting
episode last night. I howled and my entire body shook and spasmed. I leaned
back against the couch to keep from falling as Victoria switched from using
her thumb on my clit to using her left hand and rubbing it forcefully back
and forth. This kept my climax going. The room was starting to spin. My
body was reflexively acting on its own as wave after wave of pleasure
coursed through my body. I don't know how long my orgasm lasted before I
finally calmed down enough to focus on the huge smile on my Mistress'
face. She was still rubbing my clit, but slower now. As she did, I had
several aftershocks rocket through my body. Victoria seemed to understand
just how much I could handle without collapsing. She let my body cool
slowly and eventually stopped rubbing me as my aftershocks became less
frequent and weaker. She removed her fingers from my pussy and licked my
juices off them. She seemed to like my taste. I was a babbling mess trying
to thank her. I tried to speak the words, but I don't think I was
inteligible. She seemed to understand and even had a look of pride on her
face for reducing me to an incoherent mess.


"After dinner I am going to teach you how to please me," she told me. "Once
you learn how to eat pussy like a champion, you'll never be lonely."