Mature Lady Seeks a Wimp Ch. 09-11 – BDSM – Erotic Story

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Chapter 9

Standing there utterly cocooned in tight plastic wrapping, gagged and duct taped with a pillow case over my head, I must have looked such a pathetic sight. With my leaking cock trapped beneath my thighs, I found myself wriggling and humping the air. I thought if she was still watching me as I helplessly writhed in front of the camera.

“Awe is your little cock trying to get hard boy?”

Suddenly I realised that she was indeed watching…

“Hmmph,” was all I could manage to utter through my gagged and taped mouth.

“You know what I would be doing to you if you were here worm? I would be slapping your face through that hood. So, as you’re not here, you better do it for me!”

“Pleeve nooo Miffev”.. I tried to plead for mercy.

“Slap your worthless face hard boy!”

“NOW!”

I moaned into my gag as my hand slapped myself across my own face through the hood.

“Pathetic! HARDER BOY!”

Again I tried to slap myself harder but I knew it would never be good enough for her.

“What a fucking loser!”

“Get on the floor!”

I couldn’t see so I tried to lower myself slowly to the floor but I couldn’t help falling sideways in all my wrapping.

“Now, face down, clasp your hands behind your back and hump the floor like the worm that you are!”

I felt utterly humiliated as I obeyed her commands. My cock leaked as it pulsed, still trapped between my thighs.

“That’s it worm… Wriggle and hump that floor!”

Her voice sounded raspy as she spoke and I thought if she was again masturbating as she watched me. I didn’t have to wait long to hear my suspicions confirmed as she began to moan in pleasure.

“Oh fuck, I’m going to cum boy… Such a pity that you won’t be. Not for a very long time!”

As she spoke I could feel the Hot precum running down my wrapped inner thighs. I felt so pathetic and aroused yet I could do nothing about it unless I disobeyed Mistress. I did not want to risk such a mistake however.

The more she spoke, the worse my desperate frustration grew, it seemed.

“Mmm, I think being cocooned suits you worm… I can visualise you at my booted feet like that but I would probably have to kick you to amuse myself seeing as you can’t lick my boots in the gag.”

“Ooh… Beg me not to kick you worm!”

“Peeve Miffref… Ont kick me Miffref,” I pleaded, like a truly pathetic wimp, as I struggled to cope with the image she had just planted in my head of me licking her shiny boots.

“Oh fuck…you are making me cum with your pathetic, muffled pleading and helpless humping boy.”

“Argh.. Oh fuck… Ohhh.”

As she revelled in another rapidly impending Orgasm she smiled to herself thinking of all of the hours she had made me masturbate without permission to cum. She knew that I had been frantically stroking all week to her pictures too, just as she had expected and she now had me totally compliant and struggling to think clearly. She realised that she had found exactly the sort of utterly submissive wimp that she could use and abuse without fear of any sort of typical reaction, so her mind began formulating how she would take things forward in person.

The more she wondered about making her ad a reality, the harder her Orgasm enveloped her. Her body trembled as she screamed loudly while watching me humiliate myself.

The unfairness of the situation was not lost on me. She was certainly having all of the pleasure while I was being restricted and tormented but I was beginning to accept that as being typical with her. I couldn’t ever imagine her being anything other than completely selfish and cruel now but I wanted to please her all the more despite it.

She felt very confident now that I had no ability to argue or withstand her over powering demeanour and that made her feel much more aggressive and powerful. She was now longing to take that aggression out on me in person as she relaxed in her post-Orgasm euphoria.

“Ooh that was a lovely Orgasm wimp… I think I need to relax after it,” she announced.

“You will continue humping until further notice! NO Cumming!”

I was becoming exhausted, thirsty, desperate to move and incredibly frustrated but I resigned myself to an afternoon being wrapped, gagged and hooded in constant frustration. I thought to myself that if she can do this to me at a distance, what was she capable of in person if I was successful in being selected by her.

Chapter 10

Mistress went about her day for the next couple of hours, only periodically checking back to make sure that I was still humping the floor. I was Hot and sweaty inside the wrapping but I also had a pool of precum inside from my leaking cock. My gag was forcing me to drool inside the pillow case but I was relieved that atleast my arms were Free, even though I kept them clasped behind my back.

I had many solitary hours to think to myself about the predicament I was now in while I continued to hump the floor helplessly. Her power to humiliate, command and abuse me seemed to be growing with each day we chatted and there was now no doubt that this lady was indeed a genuinely merciless bitch.

After hours of being wrapped, gagged and humiliated I was now feeling the reality of what I had applied for. Despite the psychological turmoil I felt, it hadn’t lessened my eagerness to please the Mistress.

After a couple more hours I was openly whimpering and moaning into my gag, hoping Mistress would return to release me from the ordeal. Suddenly I was startled by her voice…

“STOP HUMPING, WANKER!”

“Now stand up.”

I struggled to get to my feet in the tight wrapping and with my limbs now aching severely.

“Remove the pillow case from your head.”

As I obeyed I noticed that it was actually beginning to get dark now. Only then did I realise that so many hours had elapsed while I wriggled pathetically.

“Look at you drooling through that gag!”

“Disgusting pig!”

“Now, use the scissors to cut yourself out of the wrapping. A neat cut down the middle!”

I obeyed and carefully cut myself out of the gag first. My jaw ached terribly and was covered in drool. I then tried to make a neat cut down the centre of the wrapping around my body. As I continued to peel it off, the thick pool of sticky precum between my legs became apparent.

“What a filthy mess worm! Scoop that mess between your legs into your hand and lick it up.”

There was so much of it, I reluctantly obeyed and tasted myself.

“Now lay the wrapping flat on the floor with the filthy precum facing up. Then, kneel down and lick up every drop of it from the wrapping! You may have your back to the camera to keep your face out of shot. DO IT!”

I couldn’t have felt more humiliated as I knelt down like a dog and began to lap up the large quantities of leaky mess from my denied cock. I felt that I had sunk to a new low as my face glistened with the sticky substance which was mixed with my own sweat.

“You are a disgusting faggot!”

“Such a lot of leaking from something so tiny.”

She didn’t say it but watching me sink to these new depths today had given her much more confidence that I could be qualified for her. All of the indications were that I was even more truly pathetic and submissive than she hoped for when she wrote that ad. She knew she could have a use for me in her life as an outlet for her contempt and suppressed cruelty, which she found immensely satisfying.

As I completed the humiliating task, I realised how desperately aroused I now was. The hours of humping, edging and denied Orgasm was beginning to make me a frustrated wreck, desperate to relieve the need to cum. But I knew the Mistress had no intention of allowing it. She had made herself very clear about it and the consequences of her strict rule was starting to be felt.

“Now, it’s bed time for you wanker”.

I opened my mouth to say that it was barely evening yet but I stopped myself. I knew any questioning of her decision would be met with an angry response.

“You now have ten minutes to get yourself ready for bed. When you get there, you will need two belts and a neck tie plus your pillow case. MOVE IT!”

I rushed around still naked, tried to eat something quickly and used the bathroom before running to my bedroom. Once there I retrieved the items and messaged Mistress to say I was back.

“Good. Now, set your camera up so that it can view you in bed and make sure your volume is nice and loud on your laptop.”

I did as instructed but didn’t switch the camera on until instructed. I thought to myself why my volume needed to be up.

“Arrange the belts so that you can strap your ankles spread eagle to the bottom of the bed.”

It suddenly dawned upon me what she was making me do as I got the belts in place.

“Put the pillow case over your head and switch the camera on.”

As I fumbled to switch it on with my face inside the pillow case, I began to become aroused again. My nakedness gave me no way to hide it and I felt embarrassed again.

“That tiny cock is getting hard again boy! Such a pathetic wimp! I will lock it up in chastity very soon, don’t you worry. My cruel metal device is looking forward to imprisoning your tiny cock with no room for it to grow. You have so much to look forward to if you continue to please me,” she said sarcastically.

“Make sure the pillow case is pulled tightly down over your head and tie the neck tie tightly around your mouth as a gag to hold the hood in place.”

“Now, on your back and fix your ankles to the straps.”

I struggled with the belts as I now couldn’t see and once the first one was strapped, I had very restricted movement to reach to secure the second ankle.

“It’s not as secure as you would experience here but it will have to do. If you were here, your arms would be secured too and no movement would be possible. I would sit on your face for an Orgasm before leaving you strapped there for the night.”

Her words were making me even more aroused as I imagined her sitting on my face to Orgasm. The wondered of her thighs surrounding my head was overwhelming.

“I’ll be checking the camera to make sure you don’t touch that little cock all night. You’ll stay there until I say otherwise.”

Without a goodbye or goodnight she stopped speaking and left me there helpless. I didn’t know how I would be able to sleep in this position, still aroused and leaking but unable to even touch myself. I had never been subjected to such total control before and the powerlessness of my situation was beginning to dawn upon me.

Just when I wondered she was gone, the sound of harsh, female dominant Porn started blasting through my laptop.

A loop of clips played the sounds of terrifying Mistresses abusing their slaves in numerous methods. I heard a constant barrage of ladies slapping the faces of whimpering slaves, whipping their bound wimps, mistresses using their slaves tongues for oral pleasure and all kinds of other tormenting clips of cruel ladies berating and commanding their worthless submissive men.

Despite all of the erotic sounds, I resisted the desperate urge to touch my throbbing cock which leaked over my body. The immobility and loud female domination made sure that I had little comfort and I was highly unlikely to get much sleep.

Chapter 11

It would prove to be a long, mostly sleepless night with loud, female dominant audio penetrating my head for hours.

Mistress on the other hand relaxed after her various orgasms throughout the day and pondered a plan to meet me in person. She had subjected me to various tasks and rigorous abuse by now and she noted my eagerness to obey and accept her contempt towards me.

She enjoyed watching the effects on me of the viciously harsh female dominant audio being played through my laptop. She also noted that my cock grew and throbbed harder, the more verbally abusive the ladies were to their slaves. She figured that once in chastity, this will become a tool of great torment for me.

She eventually slept soundly, with her volume switched off so that she was not disturbed. She would stir during the night and glance at the screen occasionally to check I had not moved and then go back to sleep. She seemed to enjoy a better rest knowing that I was meticulously secured and unable to escape. She resolved to remember that, once I was moved in to her house.

As the sun came up, I sensed the light through my pillow case hood. The clips were still playing however and I had no idea what time it was. Mistress awoke to see me still fixed in the place she left me with my cock dribbling precum over myself. The image gave her a tingle between her legs as she switched on her volume to a clip of a Mistress verbally abusing her slave as she forcefully humped his hooded face. I couldn’t see the clip but Mistress enjoyed the image of him utterly mummified in plastic wrap, hooded and helpless as she rode his face and used his tongue through the only opening in the tight, shiny hood. It was extremely arousing to her and she could not withstand giving herself another powerful Orgasm to the sights and sounds on her screen. She decided that she would begin the day this way in real life very soon.

As her Orgasm edged close, she switched on her camera so that I could hear her moaning in pleasure.

“Oh fuck… Argh.. Mmmm… Ohhh”

Her pleasure boomed through my screen with my volume fully up as she writhed on her bed and I wriggled helplessly.

I had lost count of how many orgasms Mistress enjoyed since chatting with me. I however, had now not had one for well over a week, despite the many hours of supervised stroking.

As she composed herself after the latest Orgasm, she looked at me on her screen.

“You have a big day today wimp!”

I thought what she meant…

She had given this much wondered in recent days. She had revisited the questionnaire that I had completed with my application giving vast personal details, including my living situation and how much notice I would need to relocate etc. It also stated my general geographical location so she knew how far I would have to travel to her if she so decided. She was now ready to move forward with her plans…

“You will come to meet me in my home this morning. You will be staying here for two weeks initially as a trial run before I decide whether I want to keep you. At the end of the second week, I will review it to decide whether I want to keep you on. I will ofcourse canvass your view about it too but if you stay, there will be no further discussion of it beyond this point.”

“I can see your tiny cock is already excited about visiting your Mistress! Pathetic little thing. I’ll soon have that firmly under control once we fit your chastity cage.”

She was right that her attitude and pictures, coupled with days of edging and no Orgasm, have made it impossible for me to make a sensible decision as she was exciting me so much. I was sexually obsessed by her by now so that I could not see all of the red flags that were evident.

“You should have a good idea of what delights await you but be under no illusions, from the moment you arrive here you will no longer be seen as a man. I see you as an object, a complete wimp who needs constant, relentless, strict, unfair treatment. This is no game and the two week trial will be the only time I will consult you for your view.”

Her words were carefully chosen to mislead me into thinking that I could choose to leave after two weeks but I would soon figure out that she wasn’t actually saying that.

“I have a contract which sets out the terms of the trial and any subsequent permanent arrangement. Once signed, you will basically cease to exist in the outside world so this will be your biggest and possibly your last decision of your Free life.”

Her words really should’ve made me think twice but I was so overly frustrated and aroused that I just couldn’t make a reasoned decision at this point.

“You will electronically sign the contract and send it back within five minutes of this chat ending. You will also print it and bring a hand signed copy with you.”

“Now, you may get up, Free your bindings and take a Shower. No food! You will arrive at the location I have emailed you, at 11am exactly and make sure you comply with all other instructions in the email. You have around two hours to pack toiletries and important things such as your keys, phone, laptop, wallet and passport so that I can check your identity and then commence your journey. Any other loose ends can be sorted at a later date under my supervision. Travel via public transport and I will collect you from the specific location that I have emailed to you.”

“MOVE IT! You have five minutes from now to sign and return the contract!”

Without any opportunity for me to query anything, she was gone.

I quickly opened the email to electronically sign the contract. It was several pages long and I would not have time to digest it all in the five minutes provided, so I tried to scan it quickly and add my electronic signature. I was sure that it was probably just part of the dominant dynamic she wanted to build and probably wasn’t a proper legal contract in any event, so I sent it back just in time and printed another copy to sign and take with me. I now nervously had to get myself ready for the trial period of two weeks and quickly viewed the email directions detailing my destination. It also stated that I should only set off on the journey on the understanding that if I was accepted after the trial, my ability to collect any further possessions from home will be purely at the discretion of Mistress.

She added that password protection must be removed from my phone and laptop prior to meeting, in case of emergencies.

I was already very hungry but she had stipulated “no food,” so I assumed that maybe we would be enjoying a meal together to welcome me and I looked forward to meeting the Mistress.

With gigantic trepidation and excitement I therefore got myself ready and set off to the unknown.

NB. The sequel to this story continues in “Mature Lady Takes in a Wimp.”