Taking the Plunge - My First Femdom Experience

 

By the time I had graduated from high school, and the year that followed, I was working towards moving to the nearest city from the small community of which I had grew up in to continue my schooling and get on with my new adult life. By the time I was 19 and had moved into a tiny apartment of my own, I had managed to nest egg a decent amount of cash after working quite hard with a chemical company I had worked for seasonally since my junior year of high school. 

Not much was happening of note during the time of my senior year and the year that followed in terms of my still budding kink desires, as I was too busy working like mad to be able to go to school and have a place of my own.  Like any young man moving to the big city, I had some wild oats to sow, and that certainly happened just like any other young guy. However, now that I had a place completely to myself, I suddenly had the freedom to allow those desires and fantasies, born years earlier to rise to the surface without any real fear of being discovered, at least in a home sense. 

What I also now had at my disposal was the access to more adult content far beyond the few Hustler, Swank, and Chic magazines I had in my collection, where now I had the ability to walk into my first porn store, where I was overcome with the choices one had in buying porn videos, toys, magazines, and local publications, which fascinated me. In particular, was a paperback magazine called Kinky Times, and on the cover was a familiar name, Mistress Morganna.

 

I had never seen Her picture before, and only knew Her by the ad in the back pages of the local paper. When I got that magazine home, I read it cover to cover several times. In it was stories, personal ads of all types and additional pics of Mistress Morganna in action. Mesmerized I was, yet each time I wanted to call, I was taken back to my first horrifically botched attempt to call Her and I would chicken out, time and time again. Finally on one summer eve, I worked up the nerve and steadied myself as best I could and dialed the number. When She answered, I did my best to be calm and polite. Her demeanour was different from the first time I called over a year before and it made me feel better. I asked if it was possible to see Her, and when asked in return if I had ever been with a Dominatrix before, I honestly and nervously replied that I hadn't

"Why are you interested in seeing me;"

" I have been curious for a long time about what it would be like to be with a Dominatrix, and I finally worked up the nerve to try" I replied,

 " This is what you're going to do then. You will book a room at the Hotel ______, and call me again from there. Then I will determine if I will see you, is that understood?

 "Yes Ma'am I stammered"

“ Good, now make sure you have the proper amount of tribute with you" and She gave me the amount.

 

Luckily I knew where the hotel was and it was a nice enough place at least from what I could always see from the outside. It wasn't far from the airport. I hurried to take a shower and make myself as presentable as possible, not even knowing how once should present themselves to a Dominatrix? That's how green I was!!

 When I arrived to the Hotel , I went to register at the desk when to my absolute horror, behind the desk was the older sister of a neighbour buddy of mine from school! Holy hell, I was suddenly embarrassed from head to toe as I was forced to ask her for a room.

" Hey! How come you're staying here?" She asked,

" I just need a room for some downtime before catching a flight" I stammered.

" Oh, cool, where you off to?"

"Toronto, work is sending me for training" was all I could muster..

That was the second most uncomfortable few moments of my life since being discovered in Anna's house with her panties and stockings on, no question. I had a suspicion she wasn't buying what I was selling but it didn't matter now, I was committed. In what seemed like an hour, moments later I got my keys and remembered enough to back outside to make it look like I was getting some bags (I had none) and came back in to the hotel through a side entrance and found my room. by this time my heart was beating through my chest as I steadied myself to make the call to Mistress Morganna from my hotel room.

 Once again She answered and I re-introduced myself and informed Her that I had checked in as She requested and gave Her my room number

 

" Good boy, I will visit you in an hour" was all She said and hung up the phone.

3600 seconds can be an awful long time and I tried to relax to no avail, tried to watch some TV, but was distracted, thought about jerking off but wasn't sure if I should or not. Shit, I was basically a nervous wreck! The clock ticked by slowly and when the hour was upon me I prepared myself for what was about to happen, of which I still really had no idea truly what was in store

 "Knock Knock Knock!"

 My heart stopped for a moment. I went to the door, looked thru the peep hole and there She was! I had no idea how to answer the door properly so I did the only thing I could think of that was proper, I went to my knees and opened the door to let Her in. Upon seeing me She smiled and said, 

"Hello boy."

 "Hello Mistress" I politely smiled back.

 She asked me to get up and we spent a few minutes discussing Her tribute, which I had for Her, and what my interests were. To my credit I explained that while I had a deep curiosity of what this whole world was like, I had no idea what it was that I was looking to experience, I was a complete newbie in Her hands. Upon hearing my attempt to be earnest in my explanation, She began by giving me an "identification" whenever I chose to call Her on the phone so she would know who I was. Then we began.

  "Get undressed, now!"

 

Startled, I quickly, without hesitation began to remove my clothes. It was the first time I got naked in front of a woman older than me or for purposes other than lust filled teenager sex. When I was naked before her She inspected me fully

 " Head down, hands behind your back, stand still slave." as She viewed what it was She was dealing with, while strolling completely around me.

 

 " On your knees!"

 I did immediately as ordered as She began caressing my head and shoulders with Her gloved hands

 " Now I am going to give you a phrase that you will learn and repeat to Me every time you are in My presence when I ask it of you. Repeat after Me... "I am an arrogant male chauvinist pig, who needs Your control and guidance, and You are going to give it to me" Repeat that slave!"

 I tried my best to repeat the phrase with all my nerve endings tingling, and after a few botched attempts I managed to repeat the phrase to Her satisfaction. Once satisfied with my effort She proceeded to deliver a smorgasbord of BDSM samplers including being tied up to the room chair, being lightly flogged, being smothered by Her enormous breasts while I struggled to hear Her commands. Then being tied up in a few various rope bondage positions, and being forced to service Her shoes and feet, which I gladly did. Upon sensing my exuberance for the servitude aspect, She then commanded me to begin kissing her stocking clad legs from behind, from the tips of Her heels, slowly up the line in her stockings, pausing to say "Thank You Mistress" each time after kissing Her panty clad ass cheeks, and repeating the process all the way down. This repeated several times and She could see how enthusiastic I was in that, as I truly enjoyed the experience as it took me back to my early days feeling pantyhose for the first time.

Once the sensual part of the session was done Mistress Morganna began to introduce me to the world of corporal punishment, where She began paddling, whipping, and using Her riding crop on my reddening bottom, all the time asking me to count off the lashes. Each time I would flinch or mess up, more punishment was added to my sentence. Finally She decided to have me lay out on the bed, stomach down, and straddled me on my legs and whispered in my ear,

 " Bet I can make you beg for mercy..."

 " I'm sure you can Mistress"

 She laughed and proceeded to wallop each ass cheek with Her bare hands until I couldn't take it no more and cried out for mercy!

 " Not bad for a man boy, most give up far quicker than you did. We'll see how you last in my dungeon..."

 

While I was being subjected to the corporal punishment, I remember distinctly thinking this whole experience, while exciting, was not stimulating my brain the way I thought it would. I didn't know why, everything was completely new, but I wasn't "getting off " mentally like I had hoped. During that I honestly remember thinking that while this was fun, unique, and such, I probably wouldn't go through it again, if this was all there was to this whole "Mistress thing"

As the session drew to a close She proceeded to introduce my cock to the world of CBT and tied my cock and balls up while blindfolded and re-tied to the room chair and slowly began tugging and pulling on the head of my erect cock, seeing how I was reacting.

 " You know I could yank your pathetic cock right off in this way, but that wouldn't be much fun." 

But to re-enforce her point she pulled it hard to the ground, causing a lot of discomfort. Seeing me squirm brought laughter to Her and in one swell move jerked the rope in such a way that the way She had tied my cock up in a spiral unravelled in quite a stimulating way and I couldn't help but smile in delight

 "Oh, you like that! Well you're going to do something for Me that you will like."

 She ordered me to begin stroking my cock slowly while She placed Her shoe into my balls and cautioned me not to cum until I asked permission and was given. Being told at what pace to stroke, the limitations of a 19 yr old body couldn't comply and I quickly asked for permission to come, to which I was denied, but it was too late! I shot an enormous load straight into the air, to which Mistress Morganna laughed,

 " Oh my little man boy! You almost hit the ceiling!" Mistress Morganna laughed.

 "Sadly you didn't get my permission so we will have to work on your training next time"

With that, I was untied, allowed to compose myself and clean up. After a short discussion as to how I enjoyed myself, I was given permission to contact Her again and I would be allowed next time to serve Her in Her dungeon. I thanked Her profusely for such a unique experience and when She left, She asked me to repeat back what I was

 " I'm an arrogant male chauvinist pig, who needs Your control and guidance, and You are going to give it to me"

 

" Good boy" She smiled and walked out

 

I reflected on the experience. While it was truly unlike anything I ever experienced before, I was left asking if it was worth it, and wondering if I would ever go through it again? What I didn't know at the time is that I had built up so many mental expectations fuelled by fantasy, that there was no way a hotel session could possibly live up to the unknown. 

For now, I was happy that I went through it, but thought, " This isn't for me"   

Oh, how little did I know then..... and how much more I would learn