Testing the Submissive: The Story & Confessions of a Masochist (6 page)

Seventeen long days later…

I was getting worried. Did Lewis forget about me? Did I do something wrong? Is everything okay with his life?  Normally Lewis arranged for a post-assignment interview within a week or so of the session.  Seventeen long days had passed since Grekko’s cock had been inside me; followed by radio silence.

For
a few days afterward, I could barely walk.  Grekko went to town on the soles of my feet alright.  Instead of making me suck him off that day, he opted to force his fat cock into my pussy.  I’m sure he figured since the visit was “my” idea, and a freebie no less – he better make sure I enjoy it.  Meanwhile, slut that I am, I came all over that filthy cock of his. It pained me to see the smug look on his face.  Little did he know that I would have given anything to be back at Lewis’, fucking a real man’s cock.  Nope, in his view I was there by choice, and at my request.  What else could I do but thank him when he finally dismissed me? 

I had to play along: 
“This little whore would like to thank you, Grekko Sir, from the bottom of my heart, for agreeing to see me on such short notice.  Thank you for letting me cum.  And thank-you Brutus, for making sure the bottom of my feet matches the rest of my body – I’ll be sure to think of you every time I walk around in the coming days.”

I was in the car
driving when Lewis finally phoned.  I was overjoyed to say the least.  He asked where I was, and I gave him an approximate location.

“How far
from your home would say that is?

“
Um, I think it’s about an hour’s drive.”

“I want you to make three strops on the way home.”

“Three stops, Sir? I mean, yes of course Sir.”

I assumed Lewis had made arrangements, and I expected he was about to provide the addresses.  Needless to say
, I was surprised as he elaborated on my day’s mission. I was to stop at three different bars of my choosing.  In each bar I was to select some random guy, who if willing would be the recipient of a free blowjob, no strings attached.  I cringed at the thought of this. As much the idea of
approaching
these guys, as the act I would perform on them. How would I find them? What would I say? ‘Hey, excuse me, in the mood for a quick blowjob?’ They’ll think I’m a hooker. 

Lewis continued with his instructions, “phone me exactly six hours from now
at 8:00 pm when you’re back home, and I expect there to be the loads of three men in your stomach when you call. Is that understood?”

“Yes Sir, I understand and will do my best.”

“I’m sure you will, little cunt. Do not give them your real name or number. Remain anonymous.”

“I will Sir. I’ll be careful, and I’ll be mindful of the time, knowing I have six hours
to complete all three.”

“What kind of a person would do what you’re
about to do?”

I guess Lewis wanted to humble me as I was about to embark on my little excursion, “
Only a depraved and pathetic whore would do this, Sir.”

He hung up without saying goodbye.

I took a deep breath, and tried to remain focused. Okay, I don’t want to go to seedy bars, as the clientele there will be less than desirable.  I don’t want to go to high-end bars where the clientele will be suspicious and stuffy businessmen. I need middle-of-the-road. Grey collar workers, probably. Service men perhaps, on the road stopping for lunch or a beer. My looks will come in handy today.  Okay, think…think – where should I go?  I decided to adjust my route in order to drive through a trendy tourist area heavily populated with bars and restaurants.  It was still heading in the general direction of home; but would provide many more options in terms of good places to stop.

My first
location was an English pub, The White Lion.  I was nervous as hell.  I sat at the bar where I could scope out the place and ordered a gin and tonic.  Fate smiled on me, as within minutes a man came in and ordered a beer at the other end of the bar.  Uncharacteristically, with drink in hand, I went to join him.  He looked a bit perplexed as I took the seat to his immediate left.

I needed a story. A plausible excuse why a girl as attractive as me would suddenly approach a man who she has never
met and offer to suck his cock on the spot, no less.  In the car, I had come up with a strategy.

Sounding as heart-broken as I could I said, “Hi. I know you don’t know me, but I have a huge favor to ask. I just found out my boyfriend cheated on me, and I want to get him back. I NEED to get him back. I know this seems crazy, but will
you take a picture of me, sucking your cock…so I can email it to him. Please?”

As would be expected
, there was fifteen minutes of back and forth, where he probed into my story, and I made up lie after lie to reassure him I was the real deal. When he agreed, we both looked at each other, but where?  I suspected he might be married but didn’t want to ask. His car?  Unfortunately it was mid-day, and there were too many people buzzing around.  My mark waved the bartender over, and the two of them whispered for a few minutes. For me, time was of the essence, so the closer the better. The bartender grabbed a wad of keys and led us toward the restrooms. Perfect! A storage room. It was no bigger than a broom closet, but otherwise ideal.  I kneeled on the cement floor and pulled out the man’s short and stubby cock, already hard. It didn’t take long before my efforts were rewarded with a mouthful of salty cum which I swallowed promptly and efficiently.  One down, two to go.  I gave him a quick hug, and bee-lined it straight for my car.  On the road again I noticed that only 48 minutes had passed since the phone call from Lewis, and I was off to a good start.  Plus, I now had my pitch story intact which seemed to work well.

I
stopped at another bar shortly thereafter, but I walked out before even ordering a drink.  It was too empty.  Luckily, in the same plaza I noticed a small Italian restaurant tucked away, around the corner.  The only way to get to the restaurant was down a long alleyway, which added to the charm of the place. Unfortunately it too was empty, however as I walked back to my car two men were approaching. Spontaneously I said, “Excuse me, I know this sounds crazy, but…”

Ten minutes later
, I was kneeling in the back of a cube van with a cock in my mouth. The two men worked for the Hydro company; but only one of them had the courage to take advantage of my offer. That was fine by me!  The second guy wouldn’t have counted anyway as Lewis made it clear – three different encounters.  Two in one spot would have been cheating.

I felt more relaxed once in the car again.  Two hours had now passed.  As I got closer to home, the neighborhood was more familiar. There was
still plenty of time left, and only one more to go.  I found my target in a sports bar where I had stopped for a bite. He was watching a basketball game on the big screen, enjoying a draft, sitting alone.  He was momentarily taken aback when I asked to join him, but enthusiastically welcomed me nonetheless. Turns out he was ‘in between jobs’ as they say.  That’s when I noticed he did look a big shabby. He admitted the reason for him being there was that he had no TV at home. Home turned out to be a dingy bachelor apartment in a low-rise, not too far away.  Like the others, he bought my story, although I’m not even sure I needed a story with this guy.

His apartment was a mess. Cluttered, and certainly not clean. He sat on the couch while I did my duty. He asked to see my breasts, and I obliged him.  I figured if i
t made him more aroused; why not speed up the process. He wanted to fondle them, but I wouldn’t allow it.  I just wanted to get this over with and get on my way. However, to my astonishment, he pulled his cock out of my mouth.  He actually had the audacity to bargain with me.  Since he was doing me a favor by letting me get revenge on my boyfriend, I should reciprocate by letting him touch me.  Rolling my eyes, I agreed.  Whatever.  I told him he could touch me, but
after
the blowjob.  This way, I had the peace of mind that my mission was accomplished.

With a fresh
load of cum in my stomach, I stood before the guy and let him touch my breasts.  He pulled and twisted my nipples, but softly.  Of course, he had no idea of the sorts of abuse my breasts had endured at the hands of others, but I certainly wasn’t going to tell him.  Then he started feeling between my legs.  Oh God. I couldn’t help but gasp when he pressed against my clit, through my pants.  He unfastened my button and pulled down the zipper.  I considered stopping him, but I had agreed to let him
touch
me, and I had neglected to specify breasts only.

When his fingers entered me, I realized how wet I was.  I was soaking wet, possibly from the earlier blowjobs, but more likely from the simple fact I was obeying Lewis’ orders.  This did not go unnoticed
, and I saw the guy smile.  He knew his way around a pussy, and two fingers began to tease my clit.  Involuntarily I began to hump at his hand, which also did not go unnoticed.

“Now now, what do we have here?” he taunted me.

I didn’t say a word.  I decided to let him touch me for another half-minute or so, and then leave. But he was relentless with his teasing of my clit, and I was approaching the point of no return.

“You want to cum, don’t you?”

I didn’t answer.  But I didn’t pull away either.  Perhaps I’d let him quickly bring me off, and then get on my way.  “Yes…yes please, I’d like to cum.”

“Since I touched you, we’re back to even. If you want to cum, you’ll have to offer something in exchange.”

What?? Are you nuts, dude? You’re lucky I’m even here! I don’t want to cum that bad. Least of all with you!
  “Off…offer something in…in return?” 
Why did I just say that?  I should just leave; this is my chance.

“If you want to cum
, you’ll have to stay and suck my cock again. One more time. But it might take me twenty minutes to rebound, so you can spend that time licking my balls.”

I wanted to say fuck you. But those weren’t the
words that seemed to escape my mouth.  Instead I found myself saying: “I will. Please let me cum. Please let me cum and stay and suck your cock again.”

“And to get me
prepped, you’re gonna give my balls a nice long tongue-bath, right?”

“Yes, yes
I will. I’ll lick your balls.  Oh God. I want to cum sooo bad.”

His fingers brought me over the edge. I had an incredible orgasm.  My legs trembled and almost buckled.  I gasped and bit my lip.  Then, I hung my head in shame.  I knew I had enough time to stay another hour and still
be home to call Lewis as scheduled.

So I stayed.  I licked
the guy’s hairy balls just like I’d promised.  He rebounded.  Then I swallowed his cum for a second time, while my own fingers brought me off a second time as well. 

At exactly 8:00 pm I phoned Lewis from the sanctuary of my living room.  We talked.  Mostly he wanted to know how I approached the men.  I told him the story I
concocted, and how it seemed to work.  My heart sank when he told me there were at least three lesbian bars in the city, and it will be interesting to see if my tactic works just as well with the other gender.  Thankfully, it was evident he meant someday in the future. 

For now, we had another matter to tend to: “
You will meet my network colleagues tomorrow,” Lewis said.

The network?
“Yes Sir. I’ll be ready Sir.”

The very next morning…

I was in the midst of a crazy dream: I had been kidnapped by a Mexican drug cartel, with my body offered up as a reward for whatever foot soldier had performed well that day.  The leader offered the end of my leash to a street dealer who had just sold a nice amount of blow.  Rather than take the leash, the lucky recipient grabbed hold of my hair and dragged me onto a dirty mattress...

The ringing of the phone on my nightstand awakened me from the reverie.

“H..hello,” I said, my voice groggy.  It was Lewis.

"You will have an interview of a different sort today. The network would like to meet you, for a direct conversation."

"Yes of course Sir, but did I do something wrong?"

"Not at all. You've completed your fifth assignment, so it's customary that the network meet you in person.  Basically, they want to ensure you do not feel coerced, or trapped, or pressured to continue under my command. Interviews like this are actually for the protection and benefit of the sub.
Accordingly, I will not be present until the end of the session.”

“Is there anything I should do to prepare?”

“No, but let’s meet for coffee and I can give you more background.”

What a wonderful morning surprise!  I was thrilled to be seeing Lewis in person. From his tone of voice I inferred our conversation would be casual and friendlier than our usual Q&A where I’m essentially interrogated. We arranged to meet at the upstairs lounge of a Starbucks, half-way between our homes.

I jumped into the shower to get ready.  In part to kill some time, in part to fully wake up, and in part to make myself look as pretty as possible for Lewis. With the hot water running over my body, I reached up and unfastened the shower head.  As I slid it down along my skin, my mind began to wander.  I closed my eyes, and remembered my dream. I began to fantasize, picking up where it left off. The greasy Mexican dealer pulling me aggressively by my hair, and throwing me onto that dirty smelly mattress.  His body was heavily tattooed, but not the work one might see on those television shows such as Miami Ink.  These were spontaneous prison-style tattoos, amateur looking, randomly placed, and sloppily made.  His breath was rank as he descended onto me.  I tasted Tequila and cigars when he kissed me. Just as I imagined his long skinny cock pushing into my defenseless cunt; the shower head in my hand found my clit. I pressed the hot and pulsating metal against my mound. Soon I was cumming with the fantasy still playing out in my mind’s eye.

Twenty minutes later, while blow drying my hair I was
tempted to rub out another one, but for the sake of time I decided against it.  I looked at myself in the mirror. 
I look pretty good today, if I say so myself.
  All my life I had been complimented on my looks.  At 5’ 6” I’m perhaps a tad short, but with super high heels I’m okay.  My weight rarely fluctuates, never less than 120 lbs, never more than 125.  My boobs are a large B/small C.  My nipples are well defined as the color leans toward brown versus pink.  They respond well to treatment or sensation of any kind, which has been both a blessing and a curse.  On cold days or in an air conditioned room they perk right up, poking through any type of material, bra or not.  The slightest touch by a man or woman, and they protrude immediately as if inviting further use. My ass is firm and round. Indeed I’ve been blessed with a nice figure, but I work at it too with a mix of cardio, stretching, yoga, and resistance training. I’m cleanly shaved which I maintain attentively. My hair is light brown, with blonde highlights. While I’ve been approached about modeling (sometimes randomly in a restaurant or at the beach) I never had any interest in pursuing that. I’ve always been adamant about maintaining my anonymity.  Perhaps I was foreshadowing my role as a whipping bitch where being anonymous is an asset. Models draw too much attention to fly under the radar.

I didn’t want to overdress for our coffee, so I picked out a vibrant new outfit I’d recently purchased at Banana Republic.  Like many women I have an unnecessarily extensive wardrobe, including of course
, a ridiculous assortment of shoes. I like looking my best whenever I can, and I must admit I do enjoy turning a few heads. With just a hint of mascara meticulously applied, I was good to go.

Over a latte Lewis told me more about the network, including its history and evolution.  It was quite interesting. The group was initially formed in the late 1990s, with a dozen or so founding members. Those original members now form the steering committee that collectively makes all decisions. There are 48 (secretly) registered clients who are not themselves members, but rather are considered affiliates. Every client is thoroughly pre-screened.  These screenings include checking police records, reviewing medical records, verifying financial stability and employment, conducting reference checks, and last but not least - all prospective clients are interviewed in person by two of the network's founding members. Even then, each new client has a probationary period during which he or she cannot use a submissive privately until they’ve been observed in action on at least a few occasions.  All of this due diligence has resulted in a flawless record to date.  While many of the discipline sessions are quite extreme, no submissive has ever been abused against her will, or permanently harmed in any way. 

In terms of the submissives, there are five subs currently active, myself included.  Four are female, and Kevin Dailey is the sole male.

Similar to the clients, we submissives are not considered official members. Since we pose no danger, we don’t go through an extensive screening process.  Instead for our own benefit and safety
, we are regularly interviewed by our sponsor (obviously Lewis in my case), and annually by the network steering committee, as was being scheduled for me today.

The more Lewis told me, the more intrigued I became. I was going to meet and be interviewed by a few of his contemporaries. 
How cool is that?
  I had mixed feelings about Lewis being absent for much of the interview.  In a way, I wanted him there. I did not have a single negative word to say about Lewis, and I wished he was there to hear me tell the others how much I adored him. On the other hand, I was unwittingly falling in love with Lewis, and I was worried this might not be looked upon favorably. Perhaps it
was
best he not be there.

Lewis scribbled a
name onto a napkin and told me I was expected at the Four Seasons at 2:00.

Once in my car, I regretted my casual Banana Republic clothing selection. I assumed the interview would take place in the evening, which would have allowed me time to change.  I would have worn something sexier, and perhaps more formal. 
Damn. I hope they don’t think I’m disrespectful by not dressing up more.

Arriving at the Four Seasons, I glanced at the napkin and then asked for ‘Mr. Niap’ at the front desk.
What an odd name?
Then I let out a giggle. Of course, it was a concocted name: ‘pain’ spelled backwards.

The clerk at the front desk rang up to the room, and then directed
he me to Penthouse Suite 2208. I was greeted warmly and welcomed inside.  I was offered a drink but chose water.  Three people were present, two older gentlemen both smartly dressed, and an equally stylish woman who looked about 30ish.

My instinct was to kneel, and I glanced around with the hopes of seeing a kneeling cushion, indicating my expected spot. Instead, I was directed to sit comfortably on the couch, as if I was the equal of everyone present.

The woman started things off: “Hello Abigail. Let me set you at ease by saying you will not be whipped or disciplined in any way today. Nothing sexual will happen here. Today isn’t about that. We are only here to talk with you.  A series of questions and honest answers, nothing more.”

As she spoke I was in part relieved, and yet in part
, disappointed. 
My God, what a slut I’ve become
. I was calmed to know nothing was expected of me, and my clothing would remain on, yet – my needy pussy was eager for anything, as usual.

“How long have you been prostituting under Lewis’ command?”

“About four months, Ma’am,” I answered, lowering my eyes.

“How would you characterize your role?”

“I’ve thought about that very question, and Lewis and I have interchangeably used a variety of descriptors, although we did not converge on one. In our preliminary conversations, Lewis called me his ‘whipping bitch’.  I’m clearly a pain slut or a masochist – but I’m also paid for what I do – which makes me a whore.  I obey his every order, which makes me feel like his submissive or slave. All I know is I happily do whatever he says, money or not.”

“Any regrets so far?”

“None, whatsoever,” I answered. “I’ve never felt more alive, more excited. I’ve never felt more fulfilled. The sex itself is unlike anything I’d ever experienced. I have powerful orgasms now that leave me breathless.”

“Do you ever feel at risk, or in danger?”

“Perhaps surprisingly, no.  Of course, I know full well the whippings will bring me blinding pain.  But deep down I trust no real harm will come to me. Perhaps I’m naive, but I never fear for my life, or any lasting injury.”

“How did you meet Lewis in the first place?”

I sat back and told the story. How it was me who sought Lewis out. How I’d heard of him from a friend of a friend, and saw him at a few social gatherings. He fascinated me, this mysterious Dom who everybody seemed to know, yet nobody seemed to know well.  Lewis was wealthy, but didn’t flaunt it. He was always polite to everyone.  I was always attracted to that understated confidence in a dominant. He was very sure of himself, yet void of arrogance.

I spoke as eloquently as I could: “He was also gregarious and in demand. Girls wanted him. When I’d first introduced myself to Lewis, he graciously discarded me. I felt like a stalker as I kept at it, finding my way into another party I knew he was planning to attend. I made sure he was aware I was a willing submissive. Eventually he must have noticed potential in me, and that lead to our first interview.”

“Is there anything you’d like to change about your arrangement with Lewis?”

“Nothing at all.”

“Has there ever been any issue with your compensation?”

“Never.”

“Do you feel free to raise any reservations or concerns, should something arise?”

“Yes, I would feel comfortable raising any such concerns to Lewis.”

“You should know that you can contact any one of the three of us directly at any time, if ever needed.”

“Thank you Ma’am. Understood.”

“If you could change one thing about how this whole thing is working, what would it be?”

I hesitated, but answered truthfully: “I find myself hoping one day it will be Lewis’ own hand on the other side of the whip.”

“Your wish may well come true.  Is there anything else outside of Lewis that you’d change?”

“I only wish I’d started sooner.”

The interview continued for some time, with the two older gentlemen joining in. They asked about my education, including specific questions about which courses I’d taken in University, and an indication of my grades.  They asked about movies, music, books, art, and places I’d travelled. They wanted to know my favorite foods, and then randomly, it would drift back to sex questions.  I told them what kind of porn I watch, which websites I bookmarked, how often I masturbate, and what sorts of objects I’ve inserted into my pussy unprompted. My answer on the last one raised a few eyebrows. They also asked a lot of questions about my friends.

“Have you ever been on anti-depressants?”

“No Sir, mind you – many of the friends I mentioned seem to be.”

“Tell us which clients have used you to date?”

I’m surprised they don’t know this.
Nonetheless, I answered: “I’m not sure if the first was a client or not, but I was sent to see a friend of Lewis’ for a test whipping.

“That’s
Gary, a friend of Lewis’ but no, he is not in the network
,”  Ah, so they do know, they simply want to hear how I answer.
  “Why the test whipping, do you think?” she continued.

“I believe Lewis wanted to test my willingness and perhaps my pain tolerance before booking a legitimate session.”

“Who was your official first?”

“That would be Ms. Donovan, Ma’am.”

“Yes indeed. She still raves about you. It will be months before she uses you again, but she was in Vegas recently and told us about this new flogger she picked up from a private designer of whips. It has little metal beads woven into the ends of the strands. She’s saving it for your nipples; and claims it will make you see Jesus.”

“Oh dear,” was all I could muster.

“How does that make you feel, Abigail?”

“It..it..scares me, it makes me worry...b..but, also – it excites me”.

“Who was next?”

“After Ms. Donovan was G
rekko.”

“He keeps telling any client who will listen, that you enjoy his company more than he enjoys yours.”  The two men chuckled.  “Tony and Trudy were up next, if I remember correctly.”