1. How It All Began

 How it all began

 === or, “how Dildo-Whore got his name” ===

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 Hello, my faithful readers - you who have followed my exploits with Jeremy for so long.  I realized that I have been remiss and have never told you the back story of how it all began between the two of us.  I decided that therefore it was high time to regale you with that account that has led us down such a long and sexual path.  To get to that, however, I should first begin with my discovery that I was a Dominatrix at heart.

I first had sex and lost my virginity when I was 17, very vanilla sex.  I enjoyed it to be sure, but even after multiple times with various guys (and girls), I felt something was lacking.  I was able to orgasm, especially when someone went down on me, but that only satisfied my body, not something that lurked, still slumbering deep inside my psyche that I didn’t know how to awaken or even what it was.

When I was 19 I took a summer job as a lot of kids do at McDonald's and that is where I first met Jeremy.  He was a year older than me and went to another college, but I liked his humor and knew he was going places as he is highly intelligent and was going to a great engineering school in New York.  He was also attractive and treated people nicely.  Well, we started dating, and as soon as I found out, to my surprise, that he was still a virgin; I made it my duty to pop his cherry.  It didn’t take much convincing (even with my 80’s hairdo) and we became lovers for the rest of the summer break.  As always, sex with him felt fine and he was pretty good in the sack (with a decent-sized cock) but something just was missing that left me with a longing I couldn’t figure out. 

Well, summer break ended and Jeremy and I went our separate ways, and that’s when I met Allen.  He was 4 years older than I was, worked in the town where I was attending college, and we met through mutual friends and started dating.  On my third date with Allen, we had sex for the first time, and afterward, when we were laying together in his apartment bed, sweaty limbs intertwined, he confessed to me that he was a “sub” and asked if I would be willing to try something a bit kinky. 

At that point in time, I had no clue about the lifestyle so I asked Allen to explain what a “sub” was and listened raptly as he told me that he liked to have a woman take charge of him, to tie him up, to make him her sex slave.

He explained how once pushed into the mental zone he called “subspace” pain and pleasure became intertwined and giving himself to a dominating woman became something he needed, it fulfilled him.

He was given satisfaction with the quieting of his hectic mind that kept analyzing everything and just gave himself a chance to simply feel and experience.

I listened amazed as I had him describe some of the things that he had women do to him in the past.  When he mentioned being collared like a dog and led around on all fours I could feel my pussy tingle and something waken inside my core. With his encouragement, I rolled Allen over my lap so his ass was up and nervously smacked it with the palm of my right hand.  I looked down and saw Allen turn his head toward me and smile.  With an encouraging nod of his head and a wicked grin giving me the go-ahead, I smacked his ass again, then again even more forcefully. 

Feeling a completely new feeling rise within me made my pussy wet. I gave him a really good spanking feeling my reluctance melt away, and after the first few minutes, I noticed that the redder his ass became, the more Allen began to moan and writhe his hips over my lap.  Grabbing his hair with my left hand I yanked on his head as I continued to administer a painful spanking with my right hand.  Suddenly, Allen let out a groan, and shuddered and I was shocked to feel his cum all over my firm thighs.  Hugging him I realized what I had been missing for the last few years, and told Allen I needed to learn how to be his Dominatrix.

Allen became my sub through that fall and winter.  I read everything I could on the lifestyle realizing I always had the need inside me to dominate men.  I learned that submission is given, not taken.  It is not about being a passive object for another person's pleasure. A submissive receives joy from providing it to their Dom/Domme. 

We used to call that inner need of mine my “Dark Goddess,” and Allen and I plumbed the depths of the BDSM lifestyle, slowly expanding our repertoire.  I learned that though my demeanor may be as soft and feminine as Aphrodite, make no mistake; there were no bounds to the erotic cruelty and merciless, sensual torment I could unleash upon the man or woman who finds themselves my lover.... and victim.

We went from simple bondage and spankings to full-up corporal punishment, bondage, and humiliation as I made Allen my full-time submissive. This was what I had needed all along, what gave me the personal as well as physical satisfaction, and I knew I could never go back completely to simple vanilla sex.

I knew things were getting a little out of control between us when I hogtied him once and got myself off while putting a cigarette out on his shoulders and backside as he yelped in pain.  I took full control of him one weekend, keeping him my 24/7 slave, naked and collared the whole time.  I even went so far as to not allow him to crap in the toilet.  He had to squat down naked in front of me and humiliate himself by shitting on a plate.  Only then, with my approval, could he get rid of it and sterilize the plate. 

I never found out just how far we would have gone, as I graduated from college in the spring and moved back to Connecticut.  Sure, we tried to keep in contact with each other, but you all know what it’s like when you’re young.  Relationships are transitory, and people come and go in your life.

Fast forward 20 years and my life turned out as most people’s do, I suppose.

I got a job, and a long-time boyfriend ended up my husband.  We had a good, stable marriage, but alas, he was not a sub in any way, and anytime I tried to bring up trying anything kinky, he would just give me a disapproving look and tell me I was weird.  So, I tried to be the dutiful wife and ended up pushing my Dark Goddess deep asleep inside me, hoping I could adapt. 

The internet made it hard as I would find myself surfing porn sites for femdom videos and playing with myself until I came, fantasizing about erotic scenes of tying men up, bending them to my will, and allowing my Dark Goddess to run wild. This was also the time I learned how much of an anal fixation I had.  My absolute best orgasms were playing with myself while watching porn that featured men tied up and their dominatrix dressed in tight leather fucking their backsides with a big strap-on.  Oh, life would have been so easy if only my husband had let me peg his ass.

Having my inner needs not being satisfied eventually lent its way into other aspects of our marriage and over time, we grew apart.  As half of Americans do, we finally divorced and went on our separate ways.  Afterward, after my marriage ended, I was with a few guys, but none of them were into the lifestyle either, leaving me yet again unsatisfied and I was beginning to despair if I could even let my Dark Goddess truly live and play again. 

It was about this time that Facebook was taking hold and I looked up some old acquaintances, which included Jeremy.  I scoped out his profile and saw he had just retired from the military; lo and behold, he had become a pilot of all things and looked like he had done well for himself.  Even better, he was looking more attractive than when we had dated that one hot summer long ago.  For some guys, age spells disaster to their physique, but not to him. I guess the military lifestyle was what helped.  I sent out a friend request, and to my welcome surprise, he accepted that night! 

We spent a lot of time right after that PM’ing each other, getting to know each other's histories and what we’d been up to for the last 20 years. I discovered the one downside was that he was married.  Although this is normally a deal killer, he confessed one night after a few drinks that he was very unhappy with his wife and was about done with his marriage.  Oh, that was a different story, and things were looking up.

Another night, as we reminisced about our summer together at McDonald's, I slyly typed that he was a bad boy and I should have put him over my knee.  He replied that he would have enjoyed that - now that made me smile, and I decided right then and there to weave my web to ensnare him.  Over the next week, during what was quickly becoming a nightly PM session, I turned the conversation to sex and slowly opened up to him about my Domme persona.

Instead of being repelled, he was fascinated, and we typed up fantasies of what we could do to each other if we were to get together in the flesh.  I suspect he had no idea that was exactly what I was working toward.

This is how one of those conversations turned out (lucky for me I saved it):    

10:24 pm Jeremy

I am your slave, Mistress.  What would you want to do to me?

     10:24pm Wendy

I would collar you first so you know fully that I’m your Domme.  Then to put you

In your place I would make you kneel, put you on all fours like the animal you are.

     10:24pm Jeremy

I get down on all fours at your feet.  I submit to your will.

     10:25pm Wendy

I undo my long black robe letting it drop to the floor.  You look up at me

see that I have a large black dildo held against my midsection with

black straps.

     10:25pm Jeremy

“What’s that My Goddess?”

     10:25pm Wendy

“That is my strap-on, sub.  In our relationship I will be the one

that will do the fucking.”  I first blindfold you, then going behind you,

gently part your ass and with one quick motion enter you

     10:26pm Jeremy

I scream

my cries echo in the night

     10:26pm Wendy

which causes me to continue at the same pace

I grab your hips tightly in both hands

     10:27pm Jeremy

talk dirty to me, mistress

     10:27pm Wendy

"How does that feel? Do you like being fucked in the ass"

     10:27pm Jeremy

“Yes, mistress, take me hard

pound me

spank my ass

pull my hair”

     10:28pm Wendy

"It's about time that you felt what it is like to take a cock in your ass."

Oh, the pounding of your ass continues for several minutes

You’re sweating from excitement and crying out in pain

     10:29pm Jeremy

I feel you violate my tight asshole

pushing your long toy deeply inside of me

     10:29pm Wendy

"This is my ass to do with what I please"

"Does it hurt?"

"Do you want it to stop?"

     10:29pm Jeremy

“Yes,

No,

I can't think

all I can do is feel you

taking me hard

riding me”

     10:30pm Wendy

I pull your hair "I think you're not telling me the truth Jeremy"

     10:30pm Jeremy

“what?

always...”

     10:30pm Wendy

"This is hurting you"

"I can hear it in your screams"

     10:31pm Jeremy

“yes

you're ripping my little hole

tearing my asshole wide open”

     10:31pm Wendy

I will enjoy hurting you, I hope you realize that

I remove the toy from its harness, kneel down behind you

and use my hand exclusively to get better penetration

     10:31pm Jeremy

ow

ouch

ugh

>groan<

     10:32pm Wendy

and as quickly as it begins I stop

     10:32pm Jeremy

ahhh.......

I slump

     10:32pm Wendy

However, I keep the toy in your ass

     10:32pm Jeremy

Is it sticking out?

like some obscene tail?

     10:32pm Wendy

It is my sub. I slowly walk in front of you

I take the blindfold off you

     10:32pm Jeremy

I hear you move to my front

I blink

looking up at my mistress

standing above me

     10:32pm Wendy

As I kneel down to get closer

you see the twinkle in my eye, the desire, the reflection of the moon

     10:33pm Jeremy

oh so lovely

     10:33pm Wendy

in my hand is the oversized purple toy

and before you can say anything

I force it into your mouth

     10:33pm Jeremy

omg, I'm violated in both ends

stuffed fully

     10:34pm Wendy

The same violation you experienced in the back end you now experience in the front

     10:34pm Jeremy

I'm so hard

     10:34pm Wendy

"Suck this Jeremy"

     10:34pm Jeremy

>mmm<

     10:34pm Wendy

"put more effort into it"

     10:34pm Jeremy

>slurp<

     10:34pm Wendy

"Faster"

     10:34pm Jeremy

>lick<

saliva pours from my mouth

dribbles down my chin

you hear me gag on your dildo

     10:35pm Wendy

"How does it make you feel to suck dick?"

     10:35pm Jeremy

>mmm<

>ugh mmm<

     10:35pm Wendy

then I pull it out of your mouth

you gasp for air

     10:36pm Jeremy

cough

sputter

gasp

tears are running down my face from all that gagging

     10:36pm Wendy

"My, my, just look at you"

"Sucking a dildo and having a big fat dildo in your ass"

     10:36pm Jeremy

I bow my head in shame

     10:37pm Wendy

"Seems to me you're just a dildo whore"

"It's time for your Mistress to have more fun"

That conversation continued till late into the night, and we both got ourselves off on opposite sides of the country, joined by Facebook messenger and our burgeoning sub/Domme relationship. 

From that night on, Jeremy was mine and would forever be known as my “dildo-whore” when we played.  The best part is I could just shorten it to “DW” when we were out among vanilla people, and they’d never be the wiser.  Of course, I became “Mistress Wendy” to him.  I began to scheme how I could make him mine in real life as well as online.  I’m a persistent woman and get what I want when I put my mind to it.  But that’s another tale.