The Loan Shark: pt 9 AMELIA

"Title....meet Amelia. Amelia....meet Title."

I tried to mask the anxiety that was building inside of me as the tall UK beauty that Cynn introduced as Amelia approached with an air of confidence. Her striking features were framed by long, dark hair that cascaded over her shoulders and her piercing blue eyes immediately drew my attention. She was dressed in a form-fitting black leather corset that accentuated her hourglass figure. Her high-slit skirt and thigh-high stiletto boots, paired with black leather gloves that rose to her elbow completed her dominatrix attire.

Cynn was beside me dressed conservatively in a long white sundress that draped loosely over her impossible-to-hide figure. The open-toe wedge heels that displayed her white pedicured toes elevated her to shoulder height with me.

And there I was....


 
 
 
 
 
 
 
 
 
 
 
 


....naked and exposed yet again.


 
 
 
 
 
 
 
 
 
 
 
 

We met in the backyard of the massive British Colonial-style mansion that Amelia called home. The property sat on several green acres as far as I could see, and the smell of the chlorine from the massive pool was strong in the air.

Amelia walked towards me as she grabbed me by the base of my sack and exposed my balls through the opening in her fist. She tugged forcing me to walk forward as the length of my hard dick bounced as she pulled. Cynn had given me another of her pills to help with the pain, but the drug also was in full effect causing my member to remain engorged with blood.

"That's Mistress Amelia to you...,"

I moaned in pain as my nuts were twisted for emphasis as Amelia spoke.

"Make sure you get that correct or I will send you back home to your owner with a sack of crushed nuts. Do you understand slave?"

*SMACK*

Amelia's free hand collided with my jewels as she smacked them forcefully.

"Ugghhh....yes Mistress Amelia." I lowered my eyes to the ground to avoid her scolding gaze.

"Such a rude little slave you are. We'll have to fix that."

Amelia kept a tight hold of my exposed nuts as she bent down to pick up a small handheld paddle by her side.

*SMACK, SMACK, SMACK*

My balls were no match for the harsh wood of the paddle. I did my best to move away from the source of the pain as Amelia pulled me back to position.

*SMACK SMACK SMACK"

"Be still slave! You love it and you'll take it until you act like you love it, do you understand?" She commanded as she held the paddle as far back as she could reach preparing to deliver another blow.

"Yes Mistress, I understand!" I pleaded as my eyes began to water from the sting of the blows.

*SMAAAACK*

The echo of the strike traveled deep across the vast acreage of the backyard.

"OUFFFF!" I exhaled deeply as my legs gave out. Amelia allowed me to collapse against the hard concrete of the pool deck.

"Ohhh that had to hurt," she mocked. Amelia lifted her leg and rested her boot on the back of my head as I remained on my knees in the fetal position below her.

"Such a pathetic little pervert. Your nuts will be useless by the time I'm done with you." Amelia reached down to lift my chin with her hand to meet her face eye to eye.

She reached down further and began to jerk my dick with slow agonizing strokes. I still had not been allowed to cum ever since Cynn entered my life but I was quickly being brought to the point of no return. I became hypnotized by Amelia's blue eyes as she kept me on edge from covering her in cum.

"That's it slave! How bad do you want it," she asked with a teasing smile.

I was lost in a mental fog with nothing on my mind except for the pending release that I was so close to. Amelia was skilled with her hands and mental dominance in a way that I would have said *yes* to any and everything she wanted me to right then, so I did....

"......Please Mistress. I'll do anything you want. Please let me cum."

Amelia's strokes slowed as all of the muscles in my body tensed in preparation to release, but she kept me at bay in a masterful way. My gaze didn't break from the woman who had captivated me in the moment. Cynn walked behind her in an attempt to put herself in my field of vision. Her stare was piercing. It was obvious that she was upset with me as she knelt next to Amelia. Cynn gathered my nuts in her hand while Amelia had my dick in hers. I was torn between the realization that both women had my fate in their grips as Cynn leaned closer to me and whispered....


 
 
 
 
 
 
 
 
 
 
 
 

"........Don't you dare cum...."

 
 
 
 
 
 
 
 
 
 
 
 

^v^v^v^v^v^v

 
 
 
 
 
 
 
 
 
 
 
 

**The Day Before**

*"Title, I'm telling you man. It's a fail-proof plan...."*

Those were the words that were said to me that started the entire hell that I was living in. I was sitting there in the very bar where my former friend Bryan met me months earlier to pitch a business plan to me that would ultimately cost me $1million dollars and my freedom. He was nowhere to be found after the development project went South. Cynn controlled my life's narrative ever since as I *worked* to pay her back.

I reflected on that meeting often and was lost in those very thoughts before my business partner Virgil snapped me back to reality.

 
 
 
 
 
 
 
 
 
 
 
 

"Man I'm telling you, I think I love her."

 
 
 
 
 
 
 
 
 
 
 
 

I was hoping I hadn't heard what I knew I heard, but there was no denying it. Virgil had been seeing our lawyer Andrea for weeks. He was under her spell and I feared he was becoming trapped same as I was. The only difference between him and I, was Virgil seemed to be all in on his situation. He was enjoying every minute of Andrea's company, while I was trying to escape spending another second with Cynn.

"Virgil, never once since I've known you have I ever questioned your sanity until now, but you're fucking crazy." I sipped my rum and coke as I tried to make sense of the infatuation he had for a woman who I had personally witnessed use him sadistically.

"Man listen, I can't explain it but
she's amazing. She has this strength in her that resonates with me. In a world where I wield power and control running people's lives daily, I find liberation in surrendering to her. It's a feeling of freedom that I just can't fully explain. She challenges me, pushes my boundaries, and I can be vulnerable around her in a way that I just can't around anybody else." I could see the passion in Virgil's face as he spoke about Andrea, but I knew what it really boiled down to...

"She's just got you by the balls man, and I don't understand it. After everything I told you about Cynthia, I'm not sure why you would risk being in that same position."

"Hey man, some of us are just built differently I guess. Cynn sounds kind of extreme, and I can't say I would want to fully be in your shoes, but I would be lying if I told you I wasn't a little jealous."

Just as Virgil was finishing his statement, I saw Andrea enter the bar and walk towards us. Virgil stood to greet her.

"Hey Title!" Andrea said as I stood to hug her.

"Hey there baby," she said with a sultry voice as she placed her hand on Virgil's crotch before commencing an embrace. The muscles in Andrea's arm tensed as I could only imagine what was happening in the enclosed space between their bodies. Virgil suppressed a groan as he attempted to remain still, however the pleasurable pain was written all over his face. He was enjoying having his balls compressed in her hand in a way that I would never understand.

"Hey baby. We were just finishing up. Are you ready to go get something to eat?" Virgil asked as his balls were being fondled through his pants.

"Of course," Andrea said as she released her grip. "Ready when you are."

"Hey man, we're about to get out of here. I'll pay for your drink at the front. I'll see you at the office later." Virgil and Andrea walked out of the bar hand in hand as I sat there and finished my drink before I had to return home...

 
 
 
 
 
 
 
 
 
 
 
 

...to the woman who had me by the balls.

 
 
 
 
 
 
 
 
 
 
 
 

^v^v^v^v^v^v

 
 
 
 
 
 
 
 
 
 
 
 

**HOME**

I never saw Cynn as uneasy as I witnessed her there in my living room. She paced back and forth in front of me while I sat on the couch waiting for the details of our next meeting.

"Cynthia...," I said as I tried to get her attention but was ignored. "Cynthia!"

She stopped in her tracks as she finally acknowledged me.

"Yes? What? Sorry!", she stood for a moment to gather her thoughts before approaching me, grabbing my hand and guiding me to stand.

"Listen. I'm going to tell you who we're going to meet, but promise me something."

"What is it?", I said as I waited for a response. I was taken off guard as Cynn wedged her knee between my legs and placed it on my balls. She had my complete attention as I hoped she didn't find it necessary to take things further.

"Tomorrow is an important meeting," She began as she stared at me. The expression on her face told me that I should take heed to every word that left her mouth. "You'll be meeting the woman who taught me everything I know. Her name is Amelia. She's from England and she has been my mentor since day 1. She practically raised me and is responsible for who I have become today."

I felt as my balls were shifted on top of Cynn's knee from the left to the right as she adjusted to make sure I was paying attention.

"She's been retired now for over 10 years and lives off the fortune that was made while she was still active. I haven't seen her in years and it's time for us to catch up. She wants to support my business and is expecting me to bring my A game. $125,000 is the price she's paying to have her fun with you."

Cynn used more force as she shoved her knee a little deeper into my crotch as we leaned closer to each other.

"Amelia is the best in the UK when it comes to....*business*. I need to show her everything she taught me wasn't for nothing. So you're going to be on your best behavior and show her that I trained you well. Do you understand?"

"Cynthia. I understand, but what do you mean trained me? I owe you money and you've got me doing these stupid meetings against my OOOFFF!" My sentence was cut short as Cynn delivered a solid knee directly to my nuts.

"I said do you understand? I need a yes ma'am." Her facial expression turned angry and I didn't want to further piss her off.

".....Yes......yes ma'am."

"Good," Cynn said as she lowered her knee and replaced it with her hand as she squeezed my nuts tight causing me to lean into her shoulder in pain. "Because if you don't, I'm going to kick, squeeze, knee and stomp on your nuts until I feel there is nothing left. Got it?"

There was nothing that I hated more than when Cynn flipped the switch from one of the friendliest, most mild-mannered women you would ever meet, to a ball-crushing sadist. To avoid another episode of potential damage to my balls, I chose to de-escalate and tell her what she wanted to hear....

 
 
 
 
 
 
 
 
 
 
 
 

".......Yes ma'am."


 
 
 
 
 
 
 
 
 
 
 
 

^v^v^v^v^v^v

 
 
 
 
 
 
 
 
 
 
 
 

**Amelia's Mansion**

"So unfortunate for you slave. I can make you cum in a way you could never imagine. Is that what you want?" Amelia laughed as she increased the speed of her strokes.

"....Yes mistress!" I cried out as I prepared to fully let go.

"You'd better not fucking cum Title...do you hear me?" Cynn demanded as her fingers sank deeper into my nuts causing my eyes to roll to the back of my head.

"......Yes mistress," I muttered in pain. The physical and mental battle was driving me crazy and I had no idea what to do.

"There is no reason why a man with a nice thick cock like this shouldn't be allowed to spray his seed everywhere. Don't you agree slave? I know you've been waiting for so long....

 
 
 
 
 
 
 
 
 
 
 
 

....just cum for me...."

 
 
 
 
 
 
 
 
 
 
 
 

My decisive thoughts leaned towards choosing the pending climax that Amelia was offering as I opened my eyes. I was hypnotized as she stared deep into my soul while gripping my dick as she included both hands. A playful smile formed across her lips and her seductive gaze demanded that I drain my balls right there in her grip. The sensation was too much. A heavy flow of thick continuous precum exited my dick as I prepared to shoot my first rope.

"I'm about to cum Mistress!"

"Look at your balls Title," Cynn commanded as she grabbed one in each hand. I looked down as my stomach dropped. Disbelief washed over me followed by horror at the realization that she may actually follow through on her threat by the sight of my misshapen balls. Cynn was dangerously close to working my goods into mush as her thumbs pressed in and out of my balls while she squeezed. Agony washed over me overriding my need to orgasm as an attempted scream became stuck in my throat. "I'm warning you Title. Do it and I'll ruin your nuts for good. That's a promise!"

"Aughhhhh! Please Cynthia! Mistress! Whatever you want me to call you! Don't crush my balls!" I panicked as I felt the end was near. Amelia was completely entertained as she stroked and twisted faster while laughing at the pain Cynn was causing me. Cynn on the other hand was fuming. She was channeling her anger into squeezing my balls and I could feel through the torture just how upset she was.

"That's it slave. Be a good boy and cum for me NOW!" I gasped as Amelia held my dick in place with both hands as it pulsed and fought to expand further in her grip. I was speechless as we all stared waiting for it to erupt.

My eyes shifted to Cynn as the look on her face shifted from anger to disappointment. Even through the pain, somehow I felt as though I let her down as we all knew an orgasm was inevitable. With the few moments I had to spare, as my eyes began to water I mouthed to Cynn a sincere....


 
 
 
 
 
 
 
 
 
 
 
 

"I'm sorry....."

 
 
 
 
 
 
 
 
 
 
 
 

I could only hope my apology was enough as she loosened the grip on my balls, only to readjust them in her hands as she returned my apology with a stern...

 
 
 
 
 
 
 
 
 
 
 
 

"......Say goodbye to your fucking nuts."


 
 
 
 
 
 
 
 
 
 
 
 


Cynn's face tensed and her jaws clenched as she twisted and squeezed my nuts with no regard for the pain I was in. My vision blurred as my mind disconnected from reality from shock. All auditory input around me became muffled as the sound of Amelia laughing faded into nothingness. Pain and pleasure blended into a new sensation that distorted all of my senses. I was trapped in time and no longer knew or cared how long I had been subject to Amelia and Cynn's conflicting torture.


 
 
 
 
 
 
 
 
 
 
 
 

I was stuck in a submissive space that was like a void where I was free from the fear of pain untill.....

 
 
 
 
 
 
 
 
 
 
 
 

*SMACK*

 
 
 
 
 
 
 
 
 
 
 
 

Amelia's foot brought me back to reality as it connected brutally with my balls sending me to the ground. She placed the bottom of her shoe on the side of my face as I lay in the fetal position. She began speaking to Cynn whose anger was still evident.

"I like this one Cynn dear. He has the potential to be great, but he needs more training. He's unrefined, unpolished, impatient, and a little disrespectful. He needs to know without a doubt who he belongs to, but that takes time. However, the fact that he resisted the urge to cum is admirable. He respects you enough to contain himself even under the hardest of circumstances. You've done well."

Cynn's face instantly turned from a frown into a smile as the praise from her mentor gave her a renewed sense of pride.

"Amelia, that means everything coming from you. Thank you," Cynn responded gleaming with appreciation as she hugged Amelia.

"He's a good fit for your plan. Keep him close and you won't have a problem," Amelia assured Cynn as I took notice of the word *plan*.

What plan was she talking about?....

"Since you're here," Amelia continued as she removed her foot from my face....

 
 
 
 
 
 
 
 
 
 
 
 

".....How about I show you a few ways I would break him until he behaves just like you want?"

 
 
 
 
 
 
 
 
 
 
 
 

^v^v^v^v^v^v

 
 
 
 
 
 
 
 
 
 
 
 

**Home**

The ride from Amelia's house back home gave me the needed time to process what happened. Ever since Cynn entered my life, there was no possible way anyone could convince me that there was a more sadistically manipulative woman in the world...

 
 
 
 
 
 
 
 
 
 
 
 

...however, Amelia had her beat by a long shot.

 
 
 
 
 
 
 
 
 
 
 
 

In every meeting that I was a part of, it was obvious that Cynn was in full control. Amelia, on the other hand, had both me and Cynn wrapped around her finger through mental gymnastics. Even before we entered her home, Cynn's only concern was living up to her mentor's expectations. The beating that my balls received from Amelia was light in comparison to what I had been through with Cynn's other clients. However, she got deep into Cynn's head in a way that she was fully prepared to destroy my balls once and for all just to prove a point. With her, I experienced the very edge of ultimate pleasure and the very edge of destruction...

 
 
 
 
 
 
 
 
 
 
 
 

....I was a fan of neither....

 
 
 
 
 
 
 
 
 
 
 
 

I had finally had it with Cynn, the loan, the meetings, everything. As I limped through my front door being careful not to further injure myself as I walked, I decided it was time to tell her that I was done with it all.

"Cynthia, we have to talk now," I bellowed as I turned to face her as she followed through the door, closing and locking it behind her.

"I can't take this anymore, I'm out! We can make another agreement for this fucking loan, but I'm not doing this thing with you and these damned meetings another day! I've done everything I can to make you happy and hold up my end, but this is way out of hand!"

Cynn looked at me in shock as I spoke. I continued berating her to drive my point home.

"I never should have come to you in the first place if I knew just how sick you are in the head! I didn't sign up for being a slave, a pet, or whatever this is, and I refused to be trained. Who do you think I am? And today, really? Answer me this...after everything I've done to avoid pissing you off...were you really going to do it?"

Cynn knew exactly what I was referring to as she responded, "You mean crush your nuts? Absolutely."

The fact that she was so nonchalant in her response with a smile infuriated me even more.

"Cynthia, you're an unbelievable, evil, nut case and I'm through with you! I need you out of my house tonight or else!"

For once, I had a boost to my ego for standing up for myself and was confident that my nightmare would end then and there...

 
 
 
 
 
 
 
 
 
 
 
 

....until she showed me that there would be no clear end for me insight.

 
 
 
 
 
 
 
 
 
 
 
 

My confidence shriveled as Cynn walked towards me slowly. Her eyes unnerved me as her stare seemed predatory and I was easy prey. She boldly entered my personal space unafraid of retaliation and stood before me, leaving no space between us. She looked up at me and we locked eyes. Even though I was twice her size, I couldn't shake the feeling that a giant was standing in front of me at that moment as I looked down at her.

The tension in the room was thick, and the energy shift was undeniable as I could feel the dominance radiating from her. There was no need to continue lying to myself. She had taken control of the situation without saying anything...

 
 
 
 
 
 
 
 
 
 
 
 

....I broke eye contact as I nervously looked at the floor.

 
 
 
 
 
 
 
 
 
 
 
 

In my mind, I knew that was the worst thing I could have done as I showed my insecurity and submission. Instant goosebumps formed as Cynn placed her index finger on my chest. She traced a line slowly down my body, removing her finger just before she touched my crotch. Even though I was still in pain, I couldn't stop the erection that formed because of her presence.

 
 
 
 
 
 
 
 
 
 
 
 

".....Or else what?....."

 
 
 
 
 
 
 
 
 
 
 
 

I was unwilling to challenge her as she spoke.

"You're cute when you try to get angry, you know that? ....But why aren't you on your knees right now?"

 
 
 
 
 
 
 
 
 
 
 
 

Her question was delivered in a soft, sensual tone that was nonconfrontational. The calmness of her body language told me that there was no expectation that I would resist, but that there was every expectation that I understood her question was a command to be obeyed...

 
 
 
 
 
 
 
 
 
 
 
 

I got on my knees slowly. Our height difference shifted as she put me in a position of submission with her now being at eye level with the top of my head. She took her right hand and began to stroke my hair gently from front to back.

"Good boy," Cynn spoke as I remained still and waited for her lead. "Tell me Title. Why didn't you cum for Amelia when you had the chance?"

The more Cynn spoke, the further I was being captivated by her voice. I was in a place of mental confusion, fear, and sexual frustration that held me like a metaphorical chain around my neck that I couldn't resist. After months of being broken down mentally and physically by Cynn, I answered her question truthfully...

 
 
 
 
 
 
 
 
 
 
 
 

".....Because you told me not to."

 
 
 
 
 
 
 
 
 
 
 
 

"Very good. I'm so proud of you, you know that right?" I looked up as Cynn leaned in closer to my face.

 
 
 
 
 
 
 
 
 
 
 
 

"........Yes Mistress........"

 
 
 
 
 
 
 
 
 
 
 
 

I didn't have time to think as my mouth produced a response automatically.

"And you know I'm not going anywhere, right?" She continued.


 
 
 
 
 
 
 
 
 
 
 
 

"....Yes Mistress...."

 
 
 
 
 
 
 
 
 
 
 
 

".....And you understand, I can't let you go. At least not yet, right?" I was at a loss for words as Cynn continued to lean forward until our lips met. I internalized the passionate kiss as a seal of my fate. Although there was still nothing more that I wanted to do other than escape, I was frozen in the moment. As we unlocked our lips, my mind ventured back to the conversation we had about the butterfly and the dog...

 
 
 
 
 
 
 
 
 
 
 
 

"........Yes Mistress......."

 
 
 
 
 
 
 
 
 
 
 
 

"Good boy. I'm so very proud of you," Cynn continued to stroke my hair and my ego. "Oh and Title, one last thing."

 
 
 
 
 
 
 
 
 
 
 
 

".....Yes Mistress?" I asked still entranced.


 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 

"......Don't call me Mistress again....."

 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 

"........It's Goddess to you now."

 
 
 
 
 
 
 
 
 
 
 
 

*SMACK*

My eyes bulged as I gasped from the deep pain. Cynn kicked me in the balls with a stunning amount of force that immediately sent me to the floor holding my jewels. Her boisterous laugh was a humiliating reminder of my place in my own household as she lifted her foot and placed it on the side of my face.

"You are so funny you know that? But you're also the best. Hey! We should watch a movie, once you're able to get up that is. I'm going to go grab a blanket," she happily announced as she stepped over my body to head upstairs.

Her ability to switch personalities in the blink of an eye screwed with my mind. Despite the interaction, there was still no doubt in my mind who I was dealing with. I was not dealing with a Goddess in any sense of the form...


 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 
 

...I was still dealing with The Devil, and Hell was becoming a permanent home with her unless I could find a way out.