Mistress Monica
- 1 year ago
- 16
- 0
Serving Mistress Monica free porn video
He was a submissive crossdresser with a definite lean towards forced
femme, domestic/maid service and feeling helpless. She was a Dominant T.V.
with years of experience and a penchant for inescapable bondage
Although he considered himself hetero, this wasn't about sex, but about
submission and he figured who better to know what makes him tick.
They had corresponded and discussed meeting, but it always seemed to fall
through, mainly due to them living 4 hours apart. Her in page AZ,him in
Phoenix. However this last time she had agreed to meet him halfway in
Flagstaff and the day and time was set.
He arrived at the hotel room and they exchanged pleasantries as she went
through the clothes he had brought.
She then ordered him to the shower to be sure he was clean "inside and
out," telling him she would lay out what he was to wear.
He heard her enter and leave the bathroom several times as he cleaned up
and when he stepped out he could see his makeup bag on the counter as well
as his leather corset, stockings, collar, maids uniform and petticoat
hanging off the back of the door. Also hanging there was his plug harness
with his largest plug attached. On the floor was his pair of 6 inch lace
up Oxford's. And his padded and padlocking wrist and ankle cuffs along
with 4 open padlocks. He was already locked in his quite secure chastity
device, since before he had arrived.
He sets about getting dressed and made up, then locks the cuffs to his
wrists and ankles. Once finished he checks himself in the mirror, then
picks up the plug and harness.
It's the biggest one he has and once down on his knees he has to work it
in. Finally when he thinks he cant possibly stretch no more, it slips in
with a grunt that knocks the wind out of him.
He struggled to his feet and buckled the harness then brushed his uniform
off and stepped out of the bathroom.
She was seated on the edge of the bed, crop in hand, looking quite
intimidating.
She motioned with a finger for him to turn around Then pointed to the
floor in front of her telling him to kneel.
On looking down at him she says, "So what do we have here?"
He starts to reply, "Well, i..." and is cut short by her telling him to
shush with a finger to her lips.
"It was a rhetorical question. For now I just need you to listen. We need
to be clear about the situation. We have discussed your limits and they
will be respected but beyond that your a** is mine until Sunday afternoon
checkout."
She sits back, crossing her arms in front of her. "So, a sissy
maid....hmm. Guess we'll find out this weekend just what i have to work
with."
She tells him to get her a glass of water, observing him the whole time
and when he returns tells him to set it on the nightstand. She shakes her
head as he stands there.
"Where do i start...First of all, if you're waiting on further
instruction, you should be standing at attention. That means your feet as
close together as you can without them touching. Back straight, hands
folded in front and head tipped down."
He assumes the position and she continues. "You need to work on and always
be aware of your appearance. That means seams straight, apron straight,
laces even, uniform clean, shoes not scuffed, etc...You need to work on
your posture and mannerisms, but before all that, you need to work on
your walk."
She stands up and grabs a plastic cup off the bathroom counter and shakes
it in her hand. He can hear that it sounds like change. She walks around
the bed and over to the far nightstand.
"There's 60 pennies in this cup," she announces as she sets the cup down
on the nightstand. "And it's 15 feet from the nightstand to the bathroom
counter. Now, you should be able to walk from here to there and back in 10
seconds."
He looks at the distance as she continues. "So that means you should be
able to move this cup of pennies over to the counter, one at a time, in 10
minutes."
That's not possible he thinks to himself, but as he does he shakes his
head side to side ever so slightly. She picks up on this and says, "I can
see you shaking your head, you must not think it's possible..." as she
walks over to her luggage and starts to fish through it.. "Am i right?"
She asks as she walks back to the nightstand. He starts to reply with,
"Well....It seems..." and is cut off by the sound of her tossing more
pennies in the cup and her asking him, "What about now? You have anything
else to say?"
He just replies a meek, "No Ma'am."
"I didn't think so. What you need right now is to keep your trap shut and
pay attention," she says as she picks up her phone from the nightstand.
She then explains to him that she is going to set the stopwatch to 10
minutes and he is going to move as many pennies as he can, one at a time,
until time runs out. He is to carry each penny in the palm of his open
hand. If he stumbles or mis steps in any way on the round trip, he has to
return the penny to the cup and start again from there. If he should be so
careless as to drop the penny, everything he's moved goes back in the cup
and he starts over,
He can see her eyes light up as she tells him what she considers to be the
"Best part."
Every penny he leaves behind he earns 5 minutes and 5 strokes. That's 5
minutes bound tight spread eagle, face down on the bed, During those 5
minutes he will receive 5 strokes from the cane, but they will be at
random intervals, which is bad enough. However he will also be gagged,
blindfolded and earplugged. So he won't be able to complain and he won't
know when the next one is coming, just that it is coming.
She tells him to stand as she sets the timer on her phone, then tells him
to begin.
He begins moving the pennies one at a time, but it's only a few trips in
before he stumbles on the return trip and has to go retrieve the penny he
just put on the counter and return it to the cup.
He continues and as he does he becomes more and more aware of the
relentless pressure from the plug. He also becomes aware that he's not
making much progress on the cup.
He tries to pick up his pace, but it only results in him stumbling again.
In the middle of his next trip he shortens his stride so he doesn't
stumble again and she calls him on it, asking him if he should be bringing
that penny back to the cup.
He protests, saying that it wasn't a stumble and he didn't think that was
fair. She simply replies that it doesn't matter what he thinks and nobody
said this was going to be fair. Then tells him to not only bring that
penny back, but bring 2 more back.
When she finally calls time, by his count he had only moved 32 of the
pennies, which left 28, plus however many she had added.
Again she has him kneel before her as she shakes the cup and says, "Tsk
tsk, this doesn't look good." She counts them out one by one, finally
arriving at 44 pennies.
"Well, we just might have to break this up into 2 or more parts because
you just earned over 3 ? hours bound while you receive 220 strokes."
She orders him to kneel on all fours on the bed and before he even knows
it, she had deftly connected a clip to each wrist cuff. She pulls the rope
through the ratcheting tensioner, which pulls him face down on the bed.
She then pulls his ankles out behind him as she attaches a clip to each.
This happens so quick that he barely has time to react. When he see's her
approaching him with a ball gag harness in hand, the fear hits him and he
begins to think maybe he's in over his head.
She tells him to open up and he tries to convince her she doesn't have to
do this. He's cut short by her pulling his head up and pressing the gag to
his lips saying, "You need to learn when to shut the fuck up, now i said
open dammit." He does and the ball gag is pressed past his lips. She
buckles the gag harness tightly, then blindfolds him before pressing
earplugs into his ears. He starts to tremble as she begins to pull the
ratchets tight. She see's this and brings her mouth close to his ear.
"Scared? Don't worry we're only doing 11 of the 44 right now." before
pulling the ratchets so tight he can barely move.
He lays there a moment before he feels the cane land and his body jerks
with pain and surprise. This is quickly followed by 5 more blows. Although
they aren't full hard swings, they are enough to raise welts. He lays
there, waiting for another to land. It's not until 5 minutes later that he
is struck 2 more times, then at least another 10 minutes before 2 more
land.
An hour later and she is done with the 55 strokes. She unties him and
tells him to go clean himself up.
In the bathroom he lifts his skirt to examine his ass. He runs his fingers
along the welts that have risen on each cheek, including a few on the back
of his thighs. He doesn't know how he's going to endure the rest she says
is due and starts to question why he put himself in this position. He
considers just asking her if he can leave, but that wasn't what they had
agreed to and would probably just make things worse.
He fixes his makeup and hair , then straightens his uniform. As he does
he's reminded of the relentless pressure of the plug and wonders how much
longer he's going to have to wear it.
Her steps out and shes on the edge of the bed. As soon as she sees him
she points to the mirrored closet door. There he can see a ten inch dildo,
easily 2" around and held to the mirror by a suction cup about 2 feet from
the ground..
Pointing to a spot on the floor directly in front of it she says, "On your
knees bitch, I need to see how good of a cock sucker you are. After all,
what good is sissy maid that can't suck cock."
She tells him to take it into his mouth and if it leaves his mouth before
she says so, there will be hell to pay.
She spends the next hour coaching him how to suck cock and deep throat,
encouraging him with a crop on occasion and at one point forcing his head
onto the cock.
Finally after what seemed to him to be hours, but was actually about 45
minutes, she shakes her head and tells him how pathetic that little
demonstration was. She tells him to have a seat on the bed, facing the
headboard.
Once again the clips are attached to his wrist cuffs, then drawn tight by
the ratchets, followed by his ankles. She positions him so his head is
hanging off the end of the bed, the finishes tightening the ropes, so now
he's on his back, spread eagle .
She steps to the end of the bed, ring gag harness in hand.
He had started to regret his decision to come here hours ago and it slowly
dawns on him what's about to happen. She orders him to open up.
He begins to plead with her saying, "Please, I don't want..." and is
answered with a slap across the face. She makes a comment about how he
still hasn't learned when to shut up as she forces the ring between his
teeth.
He mumbles his pleas through the gag and she just ignores him as she walks
away. She returns with a length of rope and before he can plead anymore
she tells him. "One more word and i'm taking a crop to your balls."
She loops the rope through the top of the gag, then to a slat under the
bed and as she tightens it his head is forced back over the edge of the
bed. She then slips her hand beneath her skirt and makes a comment about
how good he looks like that, and how helpless he must feel.
She continues to stroke herself as she grabs a couple towels and places
them beneath his head, then whips out what is the biggest cock he's seen
up close. He struggles at his bonds, but realises he isn't going anywhere.
She kneels in front of him and slaps his face a few times with her now
hard cock before resting the tip just inside the ring. She slowly pushes
past the ring with a sigh and presses on until she hits the back of his
throat, then withdraws again. Slowly increasing her speed, she presses at
the back of his throat a little harder each time until finally pausing at
the back of his throat and holding there. She tells him to relax as he
starts to gag.
Looking at it, he would guess that she only has half of her cock in his
mouth. He gags some more and now she presses, forcing herself past the
back of his mouth and down his throat until she's balls deep and holds it
there despite his gagging. He realises he can't breath and starts to
panic. He squirms at the end of her cock before she finally pulls back.
He gasps for air as she tells him. "See, I knew you could do it," before
pressing back into his throat.
Drool, tears and pre-cum start to run down his face and fill his nose,
making it even harder to breathe. She continues to fuck his throat,
occasionally backing off for him to get a gasp of air. He feels her speed
up, then presses as deep as she can as she starts to come. She holds it
there for a moment and just when he's sure he's going to pass out, she
pulls out.
He gags and coughs as cum and saliva spurts out of his nose. She steps to
the bathroom to clean herself up and give him a moment to settle down.
He lies there feeling utterly violated. He wants to leave, but they had
discussed his desire for helplessness beforehand and he asked that this be
a consensual non-consent interaction. He knows he just has to ride it out.
She returns and begins to manipulate the ropes to turn him onto his
stomach. She pulls the ropes tight, then grabs an inflatable butterfly gag
and presses it past the ring gag.
She inflates the gag until his cheeks puff and he lets out a groan. She
can see him shaking and decides this is a good time to discuss things,
when he's exceptionally vulnerable.
She hops up onto the bed, placing her back against the headboard and rests
her feet on his back. She digs a heel into one of his ass cheeks and he
lets out a moan. She increases the pressure before relenting and starts to
speak to him.
"I gotta tell you, you would need an awful lot of training and some
seriously strict discipline to be a proper sissy maid. I think you like
the idea of it, getting dressed up and looking pretty, but not being in
proper service. I don't think you know what it's like to serve as a proper
maid or what it involves."
"If you're going to pursue this or act on these desires, you could end up
in a dangerous situation, and I would hate to see that happen. You need
to experience this before you pursue this any further, or you could end up
in some serious trouble."
"It may not seem like it, but you're in luck because i'm going to do you a
favor. I'm going to show you what it's like to properly serve, so you can
see if it's something you want. I've decided that you are going to serve
me one weekend a month for the next 6 months."
She places her heel on the base of the plug and pushes as she continues.
"We've discussed your personal life and situation and let me say right
from the top and before I get into any details, that there is no reason
why you can't do this. Furthermore, let me assure you that this is
happening. If you try to ghost me or don't follow through with this I can
guarantee you that I will have you on your knees and begging me to allow
you to serve twice a month for the next year. In order to avoid the
consequences of that decision."
He couldn't believe what he was hearing. He hadn't agreed to anything like
this.
She continued.
"This is how it's going to work. You are going to call me every Wednesday
sometime between noon and 8pm to let me know if you can serve the weekend.
If you say you cannot serve 4 times in a row, you need to have a valid
excuse. If you dont, one weekend of service is added to your committment
each week until you do serve.
"In this day and age there is no excuse not to call so every day you dont
call ads a weekend.
"And I cannot overstate," she presses a heel into him again. "If you
ghost me, or fail to follow through, all bets are off and I will do
anything I need to to enforce this.
"And I know you're thinking this isnt fair and wasnt what we agreed to,
but who said it has to be fair or even should be. You said you want to
feel helpless and like the idea of consensual non consent.
"Well, now you got it. You're the one dressed up in that pretty maids
outfit so now you get to find out what' it's all about."
"Now then, back to how it works. If you say you can serve and I agree,
that means you will serve the weekend, which is Friday evening until
sunday afternoon. Service will be either in Page Az or Mesquite Nevada,
which is only another hour and a half away than page. Either way, if you
leave after work friday, you should be there friday evening, at which
point you will serve until being released sunday afternoon.
"Make no mistake, this is happening and your best course of action would
be to accept it, do your 6 weekends , maybe learn something from the
experience, then you're free to do whatever you want..
"Lie to me, ghost me, dont call,or fail to show and you're just getting
yourself in deeper and deeper. And the last thing I want to hear from you
is whining about this. If you have a legitimate excuse to not do this,
please speak up. If not, shut up."
With that she takes the pressure off the plug and stands.
"I look forward to hearing from you Wednesday."
Dottie
- 05.07.2021
- 15
- 0
