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Waiting
I sit here waiting for my Mistress with my new pantyhose on. It has been over an hour since
I arrived as instructed by her. Where can she be? Is she with another of her slaves? Have I done something to displease Mistress
or is she teasing me? I grow wearier and more impatient the longer I wait. Normally I would be performing a task such as writing
for my Mistress as she teased me, but since I was not given a writing assignment I do nothing for fear of thinking for myself
and angering Mistress. My weenie, which she insists that I refer to as HER weenie, is throbbing in anticipation of her arrival.
I long to stroke it, but dare not as I have not been given permission. I crave my Mistress’s attention. I have so much
to tell her about my shopping trip yesterday. I hope that she will be pleased with the new pantyhose I purchased. I am just
about to break the rules and stroke when Mistress arrives!
“Hello Sissy,” Mistress greets me. “OH, Hello Mistress,” I stammer in
surprise. Having almost being caught with my hand in my pantyhose; Mistress senses my nervousness. “Everything OK Slut?”
she asks. “Yes Mistress, I was just lonely waiting for you Mistress,” I reply. “Have you been waiting long
Slut?” Mistress inquires. “Yes Mistress,” I answer. “Really! Should I apologize?” Mistress asks.
“No Mistress,” I respond. Knowing that I would never consider asking for an apology from my Mistress for fear
of the repercussion. “Good!” Mistress laughs. “Thank you Mistress,” I return, as I know that a ‘good’
slave always answers their Mistress. “It looks like My weenie is looking for some attention. Did you touch it while
waiting for me Slut?” Mistress inquires. “No Mistress,” I assure her. “Ah, but you wanted to. Didn’t
you Slut?” Mistress states. “Oh yes Mistress. I wanted to grab Your weenie and stroke Mistress,” I answer
honestly as Mistress would surely know if I lied. “Rub it through your pantyhose Slut!” Mistress commands. “Yes
Mistress. Thank you Mistress,” I respond eagerly, beginning to rub. “Mmmm, I love to watch you rub for me Slut,”
Mistress moans. “Thank you Mistress,” I groan.
“That’s it Slut rub till you edge,” Mistress instructed. “Yesss, Mistress,”
I moaned. “Closer Slut,” Mistress encouraged. “Close Mistress,” I groaned. “Keep it right there.
Stay on the edge for me Slut,” Mistress ordered. “OH, OH! Mistress. I am trying, but…” I started to
explain the pain in my groin. “Don’t you cum Slut!” Mistress warned. “No, Mistress, but….”
I plead. “No excuses Slut. I want to see you enjoy the suffering of being so close and yet not able to cum,” Mistress
expressed her amusement. “Yes Mistress,” I manage as I use my free hand to pull my balls down, squeezing them
to prevent an ‘accident’. “Stop!” Mistress barks. “Thank you Mistress,” I express my gratitude
for her allowing me to stop, even though I want to cum so badly. “You may clean up your mess Slut,” Mistress suggests.
“Thank you Mistress,” I eagerly answer. Pulling open the top on my pantyhose I reach in to scoop up the precum
covering the shaft. Placing my hand to my mouth Mistress reminds me, “Don’t forget to ‘paint’ your
lips Slut.” “Yes Mistress. Thank you Mistress,” I respond, first licking most of my sweet fluid from my
hand before rubbing my lips with the remaining precum. “Mmmm,” I purr. “HAHAHAHA! You are such a Cum Slut!”
Mistress roars. “Your Cum Slut,” Mistress I correct her.
The phone rings. Mistress answers it and even though I can not hear what is being said I know
what is coming next. “I have a paying customer that I must ‘take care of’. You wait here and if you are
good while I am gone I might have a surprise for you my pretty Cum Slut,” Mistress informs me. “Yes Mistress.
I will wait for you Mistress,” I answer excitedly. “Glad to hear that tone in your voice Slut. Now be good and
don’t touch My weenie while I am gone,” Mistress winks as she turns to leave. “Yes Mistress?” I reply
wondering about the wink. Did it mean I could play with Her weenie? Maybe it was just a tease about what she might have for
me when she returns?
I watch Mistress leave, filling my head with the image of her rear as she walks away. An image
I will play over in my head as I wait for her return. Once she is gone I close my eyes trying to picture her beautiful body
and the things she has me do for her. Only images of her customer come to my mind. Or should I say what her customer might
look like and what they are doing? Is he good-looking, short, tall, muscular, heavy, beard or clean-shaven? What is he wearing,
jeans and a tee shirt, business suit, is he naked or perhaps he is wearing ‘pretty things’? What kind of customer
is he, submissive, sissy, Strap-on, MILF fetish, adult diaper, or just a jack off? So many possibilities run through my mind.
I decide to picture him as a sissy slut dressed in pretty things, hose, garter belt, bra and
heels with his lips painted bright red. He is mid forties, not muscular, yet not fat with smooth skin and very little hair.
With a wig and a dress he could easily pass for a woman on the street. The pain in my groin brings me back to my situation.
I want to cum so bad, yet I know I am not allowed. Maybe just a quick stroke? No Mistress would know somehow that I cheated.
Oh what is taking her so long? Is he getting to cum? OH MY! What if he gets to cum? Will he cum on Mistress’s boots?
Is that what she is bringing me for a surprise, another man/sissy’s cum for me to lick off her boots? Mmm, I can almost
taste it! I feel my Mistress’s weenie leaking hard now; the shaft and even my balls are covered with precum. My pantyhose
are a mess. Should I ‘clean’ it up, oh that would taste so good on my lips. Would Mistress approve? OH where is
she!?!
I am starting to worry. Is Mistress teasing me, leaving me alone like this when she knew I was
so close to cumming? Perhaps she is testing me to see if I will stroke and cum without her? She had better return soon as
I don’t know how much longer I can go without stroking. Is Mistress OK? Has something bad happened to her? OH NO I hope
not! Perhaps her customer has more self-control than I do and she is enjoying herself so much trying to bring past the edge
she forgot about me. Or maybe he is pleasing her in a way I have not had the privilege of doing; he is fucking my Mistress!
Yes that must me it; I know it! OH how I wish I were allowed to enter my Mistress’s velvety passage. Mmm, Oh NO! I feel
my shaft throbbing! I must get control of myself or I will cum in my pantyhose from the image of making love to my Mistress.
Reluctant, but with no other choice I touch myself. Grabbing my balls through my pantyhose pulling down hard trying to stop
the impending cum! My hand is soaked with precum as my balls pulse in spite of my efforts. “NO!” I scream. My
entire body trembles as my orgasm is ruined. ‘I can only hope Mistress will not be angry when she returns,’ I
think as I pass out.
~~~~~~~~~~~~~~~~~~~~~
Peepshow task
Mistress decided that I needed to be tested. Well that my obedience and devotion to her as well
as my willingness to please her be tested. Mistress wanted to push the boundary of my inhibitions.
“I think it is time I had you prove your loyalty again Slut,” Mistress remarked.
“Yes Mistress. Anything for you Mistress,” I acknowledged. “Good!” Mistress laughed. “Then you
won’t mind doing a little task for me?” she queried. “No Mistress, I love to do tasks to prove my worth
to you Mistress,” I quickly replied. “Good Slut. I was thinking of something a little different than the Sissy
stuff I usually have you do Slut,” Mistress started to explain, pointing to the floor.
I took my place at Mistress’s feet asking, “Please let me please you Mistress?”
“Ha, ha, anxious. I like that in you Slut, but I think this might really test your limits,” Mistress laughed.
“I will do ANYTHING you ask Mistress. Please Mistress?” I begged. “We’ll see,” Mistress laughed
then explained my task.
Unsure of whether I could complete Mistress’s new task I found myself in the parking lot
of the nearest Adult Book Store, having told the people at work I was ‘Going out for Lunch’. I stood outside staring
at the sign “Private Peep Show Booths”. ‘You want to please Mistress so you know you have to go in,’
I told myself lighting a cigarette to try to calm my nerves. After I finished my smoke I started up the steps into the store.
Another man was just in front of me. He held that door open as I walked in thanking him for holding the door. “Your
welcome,” the man said. ‘Did he say WELL CUM?’ I thought. “Um thank you,” I replied as he followed
me in.
I walked nervously past the ‘toys’ toward the dirty book section pausing just enough
to let the man that had held the door pass by me. ‘Was he checking me out?’ I wondered. ‘Settle down! You
can do this,’ I told myself. Trying to act casual I walked slowly past the Titty and Fuck books picking up a few, flipping
the pages then putting them back in the rack. ‘Your doing fine, keep going,’ I reassured myself.
Now standing in the Gay book section I stared at the covers of the books. I could feel myself
getting harder and wondered if it was from the thought of pleasing Mistress or the images before me. My hand shook as I reached
for one of the books with a guy with a big dick on the cover. I felt a throb in my pants as I flipped the page to a close-up
of the cover boy’s hard cock. I realized that I licked my lips as I looked at his glistening shaft. I looked around
to see if anyone was watching me. ‘Damn! I wish some guy would walk by so I could put this book down,’ I thought.
I returned the book to the rack and picked up another. The guys in this book had even bigger cocks than the first book and
I was starting to become interested in looking at them! “Ooo,” I moaned aloud as I turned the page to find a guy
on his knees sucking a nice cock.
“Hi,” a voice came from next to me. “Huh? Oh Hello,” I stammered not
realizing someone had come up next to me. ‘Was I that captured by the images of the gay sex in the magazine that I had
become unaware of my surrounding?’ I wondered. The guy now standing next to me was looking at one of the gay books.
‘Remember your task,’ I said to myself. Flipping to the centerfold of the book I was holding I asked him, “Nice
cock, don’t you think?” Then grabbed my crotch as Mistress had instructed. “Mmm, yes it looks yummy,”
he purred. ‘Finally! Now put the book down,’ I told myself.
My knees were shaking as I walked to the counter. “Three dollars of token please,”
I told the clerk handing him some bills. “Here you go. And here is two dollars back. You gave me five,” the clerk
chuckled. “Oh, thank you,” I replied. I took my tokens and change. As I turned around the man whom had been standing
next to me looking at the gay books asked the clerk for some tokens for himself.
I walked through the door into the Peepshow area. I could see a few guys standing around and
felt their eyes on me as I looked for a booth. The first door I tried was locked. “Sorry,” I said. Then heard
the door unlock. Quickly I moved to the next booth. Finding it unlocked I entered locking the door behind me. Now alone inside
the booth I ran through the task in my head. ‘Put the tokens in the slot,’ I heard the voice in my head tell me.
As soon as the first token dropped down the slot the screen came to life. I dropped the rest of the tokens then turned to
see what video was playing. I froze starring at the image of a two guys in a sixty-nine. ‘Oh that looks good!’
I thought. ‘What are you thinking?’ I chastised myself. Then looked for the selector button to change the video.
After clicking the button several times, each past another gay scene I started to wonder if all the movies were of gays. ‘Come
on you don’t want to have to go out and get more tokens. Please let there be a straight movie in here,’ I muttered
to myself.
A few more clicks of the selector rendered a nice blonde bimbo giving a guy a sloppy blowjob.
‘Finally! Now sit down as Mistress commanded,’ I had to tell myself. I slowly sat down on the bench and began
the next phase of my task. My hand shook as I made a fist and began to rub the underside of my swollen shaft through my pants.
“Mmm,” I moaned quietly as I found a good rhythm. The girl on the screen was on her knees sucking hard when the
guy pulled out and began to jack off over her face. Remembering Mistress’s orders I clicked the selector button again
to find another girl sucking cock. Fucking, no, Anal, no. The third click brought a mature brunette with a guy sitting on
her chest, his cock deep in her throat. ‘Oh that looks so good,’ I thought rubbing harder. I was getting close
and looked up to see how many token credits were left on the timer. ‘10 shit! I don’t know if I can last another
10 credits worth?’ I complained to myself. ‘Has Mistress set me up to fail this task knowing how long it has been
since she last let me cum?’ I wondered. The back of my knuckles started to get wet from the pre-cum that was flowing
from Mistress’s weenie. ‘EASY! You can do this. Just slow down,’ I told myself. The guy on the screen pulled
back from the woman’s face he was fucking and I knew he was going to cum. The temptation to open my pants and stroke
was starting to get to be more than I could resist. Yet I knew that I was not allowed.
Just as the guy started to shoot his load I frantically clicked selector button several times.
‘Just in time. If I had seen him cum surely that would have sent me over the edge,’ I reasoned. I looked at the
credits to see that there were 6 left. ‘Need to slow down if you are going to make it,’ I told myself. Back on
the screen I found a gal sucking a big cock. Rubbing slowly as I watched her take the shaft in her mouth I wondered why she
didn’t look like the other gals I had seen in the previous movies? The frame zoomed out to reveal that she was not a
she after all, but a guy dressed in woman’s corset, hose and heels. ‘OH! Just like Mistress sometimes makes me
dress for her,’ I reflected back to the many times Mistress had me wear ‘Pretty Things’ for her. I began
to edge. I grabbed the bench with my free hand, biting my lip, as I knew I had to ride this out with out cuming. The image
of the crossdresser sucking cock was becoming more than I could take. I had been in that position sucking Mistress’s
Strap-on many times and occasionally fantasized about being forced to suck a real cock for Mistress. ‘Did Mistress know
this video was playing here? Was she preparing me to suck a cock?’ my mind raced. The image burned into my eyes as I
recalled the earlier events; the guy holding the door, the cocks in the gay magazines, the guy standing next to me that I
asked about the cock pic while grabbing my own.
I was shocked from the ideas spinning in my head by a knock at the door. “Hello?”
I replied instinctively. “Want some company? I could help you out in there, just unlock the door,” I heard a man
whisper from outside my booth. I had to fight the urge to cum as here was a chance to have get a blowjob and all I need do
was open the door! “Um, ah… no.. no thank….I mean no thank you,” I stuttered. “Well OK, but
you are missing a great opportunity. If you change your mind I will be in the next booth,” the man replied. “Yes.
I mean… thanks anyway,” my voice cracked. I looking down I could see that back of my hand was completely wet as
was the front of my pants from all that I had leaked during the edging and excitement. Thinking I can’t take much more
of this my eyes shot up to see that the token counter was on 1. “Finally!” I moaned. Quickly mashing the selector
I desperately needed to find a Real woman giving a man a blowjob so I could move to the next step of my task.
Gay, gay, gay, Shit all these gay videos. Click click click, I saw the counter was blinking
and knew my time was almost up. ‘Be sure it is a woman and finish or you will have go back out to the counter for another
three dollars worth of tokens,’ I told myself. Finally!” I moaned, seeing a figure squatting with tits and a pussy
sucking a hard cock. A girl giving a blowjob! Rubbing furiously my balls began to erupt. The cum shot up my shaft filling
my pants with cum. “Oooooo!” I moaned. “Sure you don’t need some help?” the voice came from
the next booth. Panting I replied, “No I got it now thanks.” Rubbing until I went soft I looked down just as the
video ended and the lights came back on in the booth. The front of my pants soaked in cum I knew it was time to leave the
privacy of the booth. ‘No sense in wasting this,’ I thought. Taking a lick of my cum covered hand, I moaned at
my taste as I cleaned all the cum off. Resisting the idea to wipe more from my pants, as I was instructed not to clean up
I opened the door.
I walked quickly out of the video booth area not turning to look at the voice, “Too bad
you wasted that!” ‘Yes, but it is Mistress’s,’ I thought as I continued out to my car. ‘And
I have to go back to work, then report to her on my task,’ I finished thinking. After sitting down behind the wheel
I realized that I was getting hard again. Why was I getting hard I wondered? Was it from the anticipation of reporting back
to Mistress, the thought of having to be at work with a load of cum in my pants or the idea of being so close to having a
guy blow me?
I pulled up at work not even remembering driving back. “Get a hold of yourself!”
I said before opening the door. Looking at my watch I could see that it was 1:15 and made a note of the time so that I could
be sure that I waited for the full hour with my pants loaded with cum before I contacted Mistress to let her know that my
task had been completed. Reentering the plant I found my way to my office having to go by several of the employees. I was
glad it was Saturday and my secretary was off, as I knew that if she were in the office with me she would surely be able to
smell the mess in my pants. I tired to get some work done as I kept an eye on the clock. Time seemed to drag on as I felt
my shaft push against the mess in my pants causing them to tent up.
Finally 2:15! I started my IM program and typed.
“Mistress I have completed my task.” I typed.
No answer.
“Mistress?” I typed.
No answer.
“Mistress Please?” I typed.
“Hello” came Mistress’s reply.
“I have completed my task Mistress.” I typed feeling proud.
“So tell me are you my Peepshow jack off Slut now?” Mistress typed.
“Yes Mistress” I replied.
“Good boy.” Mistress entered.
~~~~~~~~~~~~~~~~~~~
My first Glory Hole Experience.
Mistress had been working with me for several years on developing my hidden desires and fantasies. She started with Teasing
and Denial only letting me rub myself (Her Weenie as she called it) through my pants as we chatted online. As Mistress learned
more about me she pushed me further, developing and molding me as she guided me on a fantastic journey. Of course I was instructed
to take photos of her weenie. Slowly adding things for me to do like buying panties and pantyhose, Mistress made that shopping
trips for these items into assignments, which I had to report to her in writing. As Mistress worked to feminize me I became
more curious about other ‘weenies’. Mistress was turning me into a Slut as she progressed to making me
a Cum Slut; first sampling my own pre cum then progressing to eating my own cum. To get to the point where I was allowed to
sample my own cum Mistress would make me go without an orgasm for long periods of time while I performed writing tasks for
her, often while we chatted online with her interrupting my writing to have me rub her weenie while I was at my desk at work.
Over the years Mistress gained complete control over me mentally and physically. I had gotten to the point that I could not
even get hard unless I was chatting with Mistress or performing a task for her.
Ever trying to push my limits and expand my life experiences based on the fantasies that Mistress pulled from deep within
me and the fantasies that she had planted in my brain brought me to my first Glory Hole experience.
I was instructed to perform a new task for Mistress, to buy pantyhose and wear them to a Peep Show. Once in the Peep Show
I was to look for a Buddy Booth with a Glory Hole. Things went pretty much the way that Mistress had laid it out for me.
It took a few tries to get it right, but this is what finally happened.
I went to the Peeps got some tokens and found a Buddy Booth with a Glory Hole. Once inside I put in some tokens and pushed
the Buddy Window button and waited for a buddy to appear. After a few minutes no one entered the adjoining booth so I moved
to another. Soon I heard the door close in the next booth I checked to make sure I had pushed the Buddy Button, but the window
did not open. I watched a gay video as I had been instructed and found watching the guys suck each other was quite pleasurable.
I had chatted with Mistress on this subject and she had lead me to this point where I was hopefully going to make my first
contact with a cock. I wondered why the guy in the next booth didn't open the window. Thinking that maybe I could encourage
him I got up, opened the door to my booth and closed it again. I sat back down and when I looked down I saw a beautiful cock
sticking into my booth through the Glory Hole!
I was shocked! Here it was, my opportunity had finally come to have my first contact with a cock. And a nice cock it was
too. Longer than mine about 7-8 inches I would guess, clear smooth white skin, circumcised, the head not much bigger than
the shaft. I was caught off guard and just stared at the cock wondering what to do next. I knew I wanted it. To touch it,
hold it, stroke it and maybe more. I was just frozen with shock. As I stared the cock pulsed then pumped back and forth from
the hole. I knew that I had to make contact or my chance might disappear. Nervously I reached down with my left hand touching
the shaft with my fingers. It was so soft and twitched at my touch. Over my initial fear I wrapped my hand around the shaft.
My anxiety faded and I began to stroke the cock. It felt wonderful to fell the smooth warm skin glide through my fist. I tried
to jerk him off in a rhythm, but with my left hand and at an awkward angle I sensed that I was not doing a good job. Removing
my hand caused the cock to jerk in the hole and I quickly replaced it with my right hand, as I did not want the owner to think
that I did not appreciate his wonderful cock. I jerked the cock with a reverse grip feeling it swell even more in my hand
as I rubbed myself through my closed pants and pantyhose as Mistress had instructed. It was as if Mistress had scripted the
event to this point! I was tempted to bend down to place my mouth on the cock, something I thought I really wanted yet I was
now unsure. I increased my speed hoping to coax cum from the cock so that I may get to feel a cock spew as Mistress had described
it. My buddy seemed to be enjoying my work as the cock started to move more in my hand, yet it was still dry not having started
to leak precum yet. I wondered if a little lube would help so I spit in my hand and returned to jack off the cock. This caused
my buddy to start pumping into my fist through the hole. I thought I was getting close to making it cum. Then the cock pulled
back, sliding from my grip. What? Did I do something wrong I wondered. NO, give it back I moaned to myself!
Now what do I do I wondered as I looked at the video of a guy sucking a big cock. Maybe if I had used my mouth I reasoned.
I looked back down at the hole were my dream had been and saw a hand motioning me toward it. What? Oh I guess I did not upset
my buddy. Looks like he wants a turn to stroke me! I jumped up from the bench, opened my fly, and pulled down my pantyhose
pulling out Mistress's Weenie to offer it to my buddy. I realized that I was only a little more than half hard. I pulled on
myself a few times to gain some length then thrust it into the hole before the offer was gone.
I was greeted by what I thought was a hand around the tip of my head. As it glided down the shaft it felt warmer than
I had expected and moist. Did my buddy spit on his hand before he took a hold of me? I felt the grip on my shaft bottom out
and then retreat up to the tip. I pushed hard into the wall trying to get as much of myself into the next booth as possible
fearing that my buddy was rejecting me. But he didn't let go. I felt the warm moistness move back down my shaft to the bottom.
Shaking with excitement my mind whirled at the experience of man ministering to my shaft. What a great hand job! Then it sank
in. he wasn't using his hand, he was sucking me! Well this didn't last too long before I felt the cum building up. I wanted
to pull back to make him slow down and make it last. As I started to retreat I felt him pull harder with his mouth, locking
his lips around me, preventing me from getting away. I surrendered to my fate pushing back into the wall as me knees started
to quiver when he sucked even harder. Oh this was great. He must have done this before as I never felt any teeth, only wonderful
silky moist lips and mouth devouring me. I started to shake as I tried to hold back my cum. The vision of his cock raced through
my mind. My knees began to buckle. I grabbed the walls to brace myself so that my buddy could finish. As my cum pumped from
my balls up my shaft the grip never faded. I emptied myself into my buddy's mouth. He held fast until my spasms stopped then
slowly withdrew from my shaft. The cool air signaled that I was clear of his talented mouth and I pulled back into my own
booth. Looking down expected to see my shaft covered in cum which I was prepared to clean off. To my surprise my shat was
clean except for the glisten of saliva. I wiped my shaft with a towelette then sat back down.
Now I WAS prepared to return the favor and waited for my new buddy to present himself to me again. I watched the hole
and motioned with my hand for him to return his cock to me. The door to his booth opened and I saw him walk out as I peered
through the hole. Well I guess he got what he wanted I reasoned. I watched the cock sucking on the screen a few more minutes
pleased that I had just gotten my first Glory Hole blowjob, yet somewhat sad that I did not suck him off. I figured that enough
time had passed that there would not be an awkward meeting of us outside the booth and I got up and left. There were a few
guys hanging around outside the booths, but none of them seemed to pay me any particular attention. Not that I wanted any
attention. I was happy with getting a cock to stroke without having to have the rest of the man to contend with, seemed perfect
to me. Still I wish I had tried a taste.
I hope that Mistress is pleased with my report on my latest assignment.
AND that Mistress REQUIRES me to return to the Peeps again very soon.
~~~~~~~~~~~~~~~~~~~~~~
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