My First Training Session With Miss Jessica (Part I)

Date night finally came and my first training with Miss Jessica was about to begin. I was nervous as I got ready and made some munchies for Miss Beth and Her gentleman caller, Tom who was going to arrive not too long after I left. I made sure everything was straighten, the spare bedroom was the way Miss Beth wanted it and left out a few tolietties for Tom like a fresh toothbrush, comb and contact solution (I also wear contacts). I then check my own bag to make sure I had everything I needed (a change of clothes for the following morning, tolietties, my contact stuff etc). It was about to be 6:30 PM and Miss Jessica was about to pick me up. I had already said my goodbyes to Miss Beth and gotten my last minute instructions, all I needed to do was wait....and get more nervous.

A few minutes pass by and Miss Jessica arrived sharply at 6:30. I answer it and there is no way other way to say it, She looked spectulator! An absosutely young powerhouse. She smiled as She said hello. I'd say hello back but other then that, I am not sure what to do since we never talked about how I should formally agree Her in person. Luckily, Miss Jessica wished to speak with Miss Beth so I knelt down and took off Her gorgeous stiletto black heels (and Her short black cocktail dress was even more stunning) and escorted Her upstairs to where Miss Beth was. I took my leave after I introduced Her and went back downstairs to wait. I have no idea what They said but I know it went well from the many giggles I heard from both of Them and how big of a smile Miss Jessica had after She came back down.

Miss Jessica: "Ready?"
Me: "Yes Miss Jessica, let me just grabbed my bag".

I did so and followed Her out to the car. I expected that we be taking my car but  he wanted to take Hers and She wanted for now, to drive. I nodded and open the door for Her and then went around, dropped my bag in the back seat and headed off in Her very nice Black Ford Mustang convertible. As we drove, we had a very nice discussion including several laughs and we both stated our exicted we were about tonight. About half way though, She notice something that I was doing intentionally:

Miss Jessica: "Matt, your not looking at all right now. Why is that? You may speak freely". (The Women talk Miss Jessica the difference in a submissive speaking freely and not speakly freely and how it is best to let them right up front).
Me: "I am sorry Miss Jessica but I still feel bad about gauging over You during our coffee meeting and do not wish to make the same mistake twice especially how insanely beautiful and powerful You look tonight."
Miss Jessica: "Oh that is sweet, do you wish to have permission to stare at me tonight?"
Me: "Yes Miss Jessica".
Miss Jessica: "Then ask silly!" LOL!
Me: "May I please have permission to stare at You tonight Miss Jessica. Your beauty is too powerful to resist and I do not to be a bad boy".
Miss Jessica: "You may dear. Tell you what" *Pulls Her steeling wheel up a bit*. "You can put your head on my lap as I drive. I can tell your a bit nervous; it will help you relax".
Me: "Thank you Miss Jessica, I am".

I put my head on Her lap as She drives us to dinner. I was in total awe. We were not even twenty minutes into our date and already Miss Jessica was in total control and even making me feel comfortable when that was supposed to be my job. She even played with my hair at stops and whisper once, "You will do fine tonight". My cock was so hard already, I hope I wasn't going to pass out during dinner from all the blood flowing out, LOL!

She instructed me to put my head up as we got close to the resturant. She valeted the car and you would have thought a movie star was going through the doors and into the place. Everyone stopped and admired Miss Jessica. I walk next to Her but a slight step behind (a suttle but meaniful symbolic gesture). She actually took charge and told the matradee of our arrival. We were seated quickly and I pushed in Her chair as I scurried the matradee away to do it and handled Miss Jessica the menu.

We had an extremely nice dinner. The conversasion was fun and easy going. Miss Jessica decided on what appitizier and dessert we would split, then quietly gave me two options for dinner that She wished me to have. I ordered for myself but She did the other orders. I was embarrased a bit as our waiter took the appitizer/dessert orders. A Teenage Woman was essentially ordering for a grown man but after awhile it didn't bother me. He didn't have a clue of who we were therefore it wasn't any of his business. Other then that, it was a very pleasant dinner. We talked and laughed for much of it just like we had our previous times. I thought about ordering wine or champagne but I knew our next step we would be drinking so there was no reason too pushed it now especially since the waiter might give me a hard time about Miss Jessica's age. We took our time and enjoyed our meal though Miss Jessica dominated the dinner. Whatever She wanted to talk about or not talk, we did. It was quite lovely actually. I picked up the tap as previously agreed upon and She asked if I was ready for stop number two? I was and we took our leave.

I got the car from valet but again, She drove so I sat myself down (the valet took care of Her door) and off we went to a night club. Now since Miss Jessica is only eighteen, this would normally be a tricky situation to get Her in except I have a few connections and I made pre-arrangements to get in through the VIP which is located in the back and has no bouncers (just a doorman with names on a list). I showed Her where to park and after we got out and I opened the door for Her. Miss Jessica slowly dropped Her goregous legs out and we made our way to the door. The security guard knew me from previous visits (I been there several times with Miss Beth and even some of our friends). I slipped him a nice tip quietly and off we went. The bar was jumping and (laugh all you want) I immediately put in two small earpieces that helped block the sound. Miss Jessica laughed Her cute ass off but ultimately understood that consistent loud noises like that would bother me for days. I grabbed us a table upstairs in the VIP section which overlooked the club and got us a few drinks. We cheered to Her now found power (nobody could hear us over the noise) and we sat back and chatted. After awhile, She sat next to me on the couch and order me to rub Her shoulders. I did as I was told and could feel Her strong athletic body as I rubbed. We talk a bit more through the noise but mostly I rubbed and we finish our drinks. She then stood up and grab me by the hand pulling me up. "Let's dance baby!" She yelled.

I could barely keep up with Her as She raced to the crowd dance floor downstairs. We found a bit of room towards the corner and started to dance. I kept my distance as She shrutted Her stuff which was a sight to behold. Her body was just made for physical prowless I thought. Eventually, She pulled me and began to grind into me. Her body was so hot and powerful, Her thrusts into me nearly knocked me over. We dance like this for quite a bit...I began to look deep into Her eyes and swim in Her baby blue eyes. She just smiled back and tease me a bit. Then I did something stupid. I felt good..too good and wasn't paying attention to what I was doing since I was lost so much in the moment. I grabbed the lower part of Her back. Mistake. Luckily, She was in a playful mood not hostile but still....I was going to get it a bit. She immediately grabbed my arm and pulled it off of Her, She then pulled it behind my back and twist it a bit making me very uncomfortable. Miss Jessica then pulled in:

Miss Jessica: "Hun, I better hope Your ready for me. Because I have every intention of taking you back to Eve's place and running Your ass over! Are you going to be ready for it?"
Me: "Yes Miss Jessica, I only am to please You!"
Miss Jessica: "Good, now go and get us another drink. I want to dance with some other boys!"
She then squeezed my ass before Miss Jessica pushed me away. I then went and grabbed Her another drink (and me as well). She then went and stole whatever guy She wanted to dance with (I counted five at one time). I just went and sat down watching Her every movement from our VIP table. I tried not to think about what was about to happen (hopefully) as it would cause me a huge ass hardon. Instead I just watched Her superior self danced away and make sure no guys got too frisky (they didn't). She came back and we had a second drink before dancing a bit more...again Miss Jessica grinded into me and totally controlled me. Towards the end (we were there for about two hours), She pulled me in close and yelled in my ear.."It's time. Get the car while I go to the bathroom. You're mine now!" Miss Jessica then bite my ear and then pushed away so I went and did as I am told.

I did so and had the car waiting for Her at the enterance (Note: I held the keys since She left Her purse in the car). I opened the passenger door and often we went. "To Mistress Eve's...pronto boy" is all She said. I said "Yes Miss Jessica" and drove us to Mistress Eve's. The place wasn't very far so in time, I parked us in the back of the building. Mistress Eve's place again is above the dungeon studio. Miss Jessica instructed us to grab our bags and I did. I hurried up the stairs and went in behind Miss Jessica. I put the bags down in the bedroom (per previous orders). Mistress Jessica then came behind me and told me what to do next. I will leave a white envelope on the desk (which is how tributes are handled at the dungeon) before entering studio room #2 (which IMO is the best out of the four studios they have). She also then told me to lite the candles in there, put some sensual music on (each studio room has an I-Pod with speakers with various music on it).

But before I went, "You need to change". She then pushed me down to my knees and immediately begin pulling at my shirt, I undid my buttons and Miss Jessica yanked my shirt off. I then yanked off my t-shirt which She also pulled off. "Pants now and hurry". I quickly sat down and took my pants off with Her telling me to go faster as I did it. "Ditto the boxers and socks..and this time I wanted down FAST!" She yelled. I went even faster and got to my knees in front of Her ASAP. I look straight head waiting for Her to take the lead. It didn't take long. Miss Jessica reached down and grabbed an object from the dresser. She played with my hair for a moment before pulling my head up. She didn't say a word. Instead just played with my hair and look right into my soul. And my soul just broke to Her will. Eventually She reached up and place a red collar around me neck (Note: This is very important. In our relationship, a red collar around my neck means "leased out" therefore any Women that I served other then Miss Beth can put a red collar around my neck. But not a black one. A black collar means "ownership" and that belongs to Miss Beth only. She even has the one I normally engraved with the words "Property of Ms. Beth" on it. Miss Jessica sealed it Her a taste of salvia (spit), then a kiss on the lips after I swollowed the spit (And for a Teenage Woman, Miss Jessica is a great kisser)...I then thank Her for everything (collar/spit/kiss) and She slapped my ass to get me moving.

"Your night is just starting my slut". *Shiver goes down by spine* as I run off into the dungeon and prep it. I quick step into "Studio Number Two" and begin setting up. I done this many times before so I know the routine. I turn on the I-Pod first and put on one of the mix packages the Dominatrixes have. I then lite the candles and dim the lights to just the right level. I make sure all the equipment is in the right place, all the locks have keys to them and every instrument is clean. I then make sure the mat in the back is all set for us and then kneel in the center of the room facing the bed with a cage underneath like every slave (that is okay to use in this text since this is now the fantasy world) is taught at the studio waiting for their dominatrix (Note: The Studio room is much nicer then the pic above; it's just to illustrate kinda how it looks like).

I wait for awhile patientially for Miss Jessica's arrival. It takes Her a bit but not too long to enter. I do not see Her enter, all I hear is the door closing behind Her. I do not turn around to look. I do not call out to Her or even flitch. I just look straight ahead with my hands behind my back just like I was trained. A moment or two passed before I hear Miss Jessica's voice behind you.

Miss Jessica: "Very good little boy. You been trained well. Why don't you turn and take a look. You earn it".

Me: "Yes Miss Jessica"

I turn around to find Miss Jessica wearing only a pink bikini and thong. She is flexing Her very nice teenage muscles. She is also wearing a pair of high black heels.

Miss Jessica: "What you think?" She asks confidentially.
Me: "Goddess Miss Jessica" I yell.
Miss Jessica: "Good. Why don't you crawl over here on all fours so I can get a nice workout using you".

I nod and then crawl over on fours per Her instructions. As I do, She also gets down on all four's as a way to intimidate me. It works. Miss Jessica also begins to taunt me ever so slightly:
Miss Jessica: "Miss Beth tells me you used to dream about Girls in your high school beating you up. Is that true?"
Me: "Yes Mistress Jessica it is true".
Miss Jessica: "LOL! Oh my little one, what a sick mind we had at such a young age.  Very submissive from the beginningg huh? Luckily, I am just as sick and twisted as you were at that time. Im going to throughly enjoy kicking your ass!"

And as soon as I hit the mat, She struck. Jumping on top of me faster then I can blink. She immediately got top guard as Mistress Jessica completely blindsided me. Mistress Jessica quickly put me on the defensive as She tried to put me in some painful holds quickly. I was able to muscle my way out of some holds but each time I did, Miss Jessica was on to another hold that I had to escape. "OH GOD" I began to yell each time She tried to put me in a more painful and devstating hold. I did my best for awhile and even though I was being dominated, I was able to least hold my own. Eventually though I began to tire while Mistress Jessica hardly broke a sweat. It also became quite evident that She was well trained. Her movements reminded me more of Miss Diana then my Wives though I wouldn't be surpised if She help train Her as well. Mistress Jessica like Miss Diana was relying on more speed and leverage then power and devstation like my Wife does. It felt like we were rolling around the mats for awhile now. Sweat was now coming off me as She continue to put me in painful holds and I muscle out but each time, I got more and more tired.

Eventually, Mistress Jessica flipped me onto my back (Judo move from Miss Beth no doubt, LOL!) and got me in a body scissor. I tried at first to muscle my way out but quickly realized there was no way out of it. I put my hand on Mistress Jessica's calf and moan out....my eyes now closed. Her squeeze became harder and harder..I just tried to hold on the best I can. Mistress Jessica then began to talk to me knowing that I wasn't going to get out of this one or perhaps any other hold tonight.

Miss Jessica: "Mmmmmmm you are much better at wrestling then the boys at my school who I use like tackling dummies, you honor Miss Beth well".

Me: "Thank You Mistress Jessica" *moaning*

Miss Jessica: "But in the end, you are no match for me..aren't ya?"
Me: "No Mistress Jessica, you are a Goddess and I do not deserve to be on the same mats with you. You are superior".
Miss Jessica: "Awwwwwwwwww that's sweet. For that, I will only give you five punches instead of ten".

Mistress Jessica then pull Herself up (She had been laying down pretty much for better leverage) and proceeded to use my belly as target practice. She nailed me five times hard in the belly, each one a bit harder with Her fists as Miss Jessica took Her time and really made them hurt. I screamed and moaned with each one but thank Her for each one and counted them out as well. Miss Jessica then went to putting more pressure onto the leg scissor. Eventually, She let go but not for long.

While I tried to catch my breath, Miss Jessica got on top of me. She then slide Her powerful thighs around my head and wrapped them tightly around until Her ankles wrapped. Mistress Jessica next slowly slide Her body down so She was laying on top of me. Again, I tried for a moment to muscle out and escape but it was useless. Not only was She locked in good nice and tight but also I was exhausted and quite frankly, hurting after the last leg scissor and belly punching. I then put my hands to the side and faced the pain which is about to come. I gasp and yelled as She applied the hold tighter and tighter. Miss Jessica finally stop to the point where I could just barely breath, any tighter and I would pass out. She must been smiling as She talked trash to me. I could barely make Her out as She talked since my ears where muffled. I also notice my cock was rock hard and would make a perfect target to hit and play with. It didn't take long for Miss Jessica to notice either.

Miss Jessica: "Mmmmmmmmmmmm nice cock you have here Mattie. It seems like you can take a lot of pain. I wonder if that goes for Little Mattie as well.

She then began to slap, punch and tease my cock. I scream out with each hit and touch thanking Her each time. She would slightly release and tighten Her head scissor as She worked my cock over good. I was in ton of pain. My body was feeling like it was bruised all over already. I was also extremely turn on and the way Miss Jessica played with my cock only made it worse. She handled my cock like a pro too. Miss Jessica knew exactly how hard to hit it and squeeze, not hitting hard enough to do damage or seriously hurt but hard enough that it fucking hurt greatly. She also stroked it a bit teasing me even more. I notice in that way too...Miss Jessica was trained. I eventually yelled out my submission and She slowly but surely let me out of it.

I got a few moments rest but before long, She was right back on top of me putting in some terrible holds, throwing me around using judo chops and even busting my belly and ball/cock. I tried to withstand Miss Jessica's onslaught the best I could but I did have to call for mercy a few times. Mistress Jessica eventually had me so whopped and beaten I couldn't get up. She slide Her body on top of mine and sat on top of me schoolGirl style, with Her legs around my ears and pined my arms underneath. She then asked that did I give for good and I nodded with a "Yes Mistress Jessica. You have won. You are superior, please except my submission and plea for mercy". She smiled and Her on to Her hold for a bit before standing. She then stood up and got up but before doing so told me not to move a fucking itch. I did as I am told as Mistress Jessica got Herself some water.

She drank in total victory as She placed Her foot on my chest and looked down at me. Mistress Jessica held the water bottle in Her left hand and posed Her right bicep in the air. I looked away in defeat and shame only to have Her kick me and tell me to look at Her eyes and face. I did so and She smiled. Miss Jessica took awhile and soaked up Her victory. A few more drinks off Her water later, Miss Jessica spoke:  "You did well my boy. Very well. I was very pleased on how hard you fought and how much pain you tolerated. Again, Miss Beth would very proud. Do you wish to have some water?"

Me: "Yes Mistress Jessica. I am quite thirsty after the total destruction of me. That would be very kind of you".
Miss Jessica: "Very good, you earned it".

I slowly got up as She placed Her foot off my neck. Mistress Jessica then handled me what was left of Her water and I drank it. She played with my hair as Mistress Jessica gave me the next instructions:

Miss Jessica: "Good my little bitch. That takes care of the first half. Now, go off into the kitchen and cut me some strawberries and cold water from Mistress Eve's fridge. Have them waiting for me. Take a few for yourself and then off to the bathroom and freshen up. Then come back in the ready position and wait for me. I wish to change and then eat. Then I am coming for you again..only this will seem like child's play my slut".

And with a hard slap on my ass and a quick kiss, She sent me on my way. I head downstairs to the kitchen where I sliced up some strawberries from the fridge along with a cold glass of water with ice. I quickly ate a few strawberries for myself, went to the bathroom and freshen up by putting on some more decorate and risening sweat off of me. I checked to make sure I looked okay and went back to the Dungeon. I then waited in the ready position as trained and instructed this time by Mistress Jessica. And shook now at the thought of what was going to come next!!

Next Up: My First Training With Miss Jessica Part II