BDSM Library - Teaching Mary how to be a real woman

Teaching Mary how to be a real woman

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Synopsis: Mary-a 46 year old transvestite.pre-op..looks for a Domme,finds one,learns insite into what she is in store for post op,as far as actually being a woman
Morey,an unlucky in relationships male,had tendencies to have a strong female side

Morey,an unlucky in relationships male,had tendencies to have a strong female side.His mother having six boys chose Morey as the lucky one to be the "daughter".Early feminization.Morey married at age 23 and joined the Marines,serving 8 years in China.His wife put up with his liking of wearing womens clothes and wigs for many years.After the failure of the marriage,Morey decided to take his fantasy and make it a realityand started on hormones,growing perky breasts-(I love da boobiez).

          Searching everywhere for a strong female dominant, on the verge of giving up,joining many online groups. One of these groups held a munch at a mall,where he ran into an old highschool friend.This friend happened to be a Domme(RoseKrystal-me). I was new to the scene.As my bdsm tendencies were always behind closed doors.I had a male sub(behind these doors) for 19 years.

          I totally believe in finding a slaves limits and gradually expand them.Morey was happy to get re-aquinted with me.He gave me a ride home from the mall as I had gone to the munch with a friend.Morey was in full womens wear at the munch.I had no clue who was talking to me at the munch.It was a happy surprise when this woman I was talking to and introduced as Mary,revealed to me it was Morey.Over the span of a couple of weeks we got reaquinted.Mary introduced me to mant ppl  within the scene.As a guest of hers we attended a play party.Looking around in the dungeon,the host had so many toys that I could never imagine one person could own.What caught my eye was the two winches that  were 10 feet apart.My mind started fantasizing.I ordered Mary to undress.She was a bit reluctant as she still had the unwanted penis.Wel... there is a cure for that.The host had some clear duct tape.I pulled the penis backwards,between the balls,and taped it to one of the ass cheeks.I grabbed her hair pulled her to the floor between the winches.I told her to kneel on the floor and beg me for use.

           She pleaded for me to use her in anyway that would be pleasing to me.That was the exact way I like to be informed of what my slave needs.I got a set of fur lined cuffs and with her wrists bound.I pulled each winch to each wrist.I started the winch rewinding. I told the bitch to beg me to stop when she was stretched almost to her limit

           Feeling many sets of eyes upon us, watching what I was doing to her, as the room filled with other guests.

          Knowing my little beauty was getting more and more excited in anticipation. I raked my nails down her back,watching her flinch at my unexpected touch. I reked them all over her back,digging in deeper along her  back flesh.I made my way to her stomach,up her ribs to her breasts. With outstretched fingers ,I curled my nails inwards,digging in deeply.I quickly released my grip.Thank-You M'am I heard.I coiled back a little more on the winch.I know I have not reached my limit yet. As the bitch hasnt begged me to stop.I know I need to watch out as this was our first play session and her neediness might prevent her from exposing her limits.

          MMMM those perky titties are now the target of my attentions. I lightly slap each tit 20 times,bringing the blood to the surface.My eyes wander to the toy table where, low and behold I see an ultra violet wand(plugged in and all set to go).I started by lightly touching the nipple,watching her body jerk, at the touch.I lean over her shoulder and as I press the wand against her tit meat,I bite her ear and whisper "you scream and I'll give you something to really scream about".At this point I turn the current up on the wand.bouncing the wand vigorously over all her tit meat ,I run it down her stomach and around to the back."Spread your legs bitch",she does.I pressed the wand against the balls and base of the penis.I see she is trying to be stoic.

          I tighten the winch a lttle more. I can see I have almost reached the limit.I put the wand to rest back on the table.I pick up a pair of clover clamps and weights.I stood close to Mary,almost nose to nose."Bitch..you know what I want from you".I grabbed a handful of titmeat and pinched the nipple hard.She started to beg me,but before she could finish,I had clamped her nipple,then the other.I let some slack of the winch out I kicked her legs apart.I patted her head, then slightly tugged on the clamps.I asked for volunteers to use her ass as a cum dump.There was no volunteers.I lubed up a small dildo and fucked her ass,dialating it.Then I started fucking her with a larger dildo.Her body language and glistening flesh told me she was enjoying it.But I wanted real flesh pounding in and out of her.I slid the dildo in and left it there."dont you let it fall out bitch".I walked away to try to recruit some cock.

            Talking to 4 Dommes at  the party,I was able to recruit 3 male subs.I told one to stand infront of her,one behind her. The third was to watch and be on standby(incase of penis malfunction or performance anxiety).

            I pulled the dildo out of her and told butt subby to rub his peepee on her asshole.The front subbie.I told told stick his cock in her mouth."Suck it bitch and the first time he feels teeth you will get a weight added onto your clamps.Butt subby was starting to get hard."You are not to go inside her without permission".

          Watching her breathin I could tell she was fully enjoying the experience.I couldnt order her to beg for use as her mouth was full.I instructed butt subby to slam into her.He did so and I heard suck subby say a subtle ouch.On goes a small weight onto the clamps.

          I now instruct both subbies to fuck her like wild animals.As they did I got the violet wand again.Running it all over her flesh paying special attention to the exposed tit meat.Her body writhing with pleasure and pain. Both subbies sweating and grunting. Butt subbie asked permission to cum and it was granted.I called in 3rd subbie for butt duty.I tapped the weights making them swing slightly as the 3rd slammed deep into her.His meat was very big and mouth subbie again said ouch..On goes another small weight.Im sure Mary's taped penis could feel the pressure of this cock being rammed over and over into her.

         I could tell mouth boy was getting ready to blow his load,so i reached between his legs and squeezed his balls firmly"you arent even close for release, so dont even think your going to cum too soon"

 

(to be continued)

      

Her glistening flesh and rapid breathing told me Mary had no issues with being used as a cum dump

Her glistening flesh and rapid breathing told me Mary had no issues with being used as a cum dump.Being fucked in the ass and her mouth at the same time.Being used like an animal in heat.

 The excitement building with every thrust. I wonder what is going through her mind right now.

         Butt subbie starts to strain as his load is starting to build. "Fuck  her harder,send your load deep into her ass" I told butt subbie.It was like I had just turned a switch.He rammed his peepee deep into Marys ass,exploding.Sending his hot juices as far into her as he could get."Keep fucking her butt boy,I want all your juices left in her".The look on his face showed me he had already released all he could.So I grabbed the base of his pee pee and squeezed hard,telling butt subbie to pull out.As he withdrew I allowed his pee pee to slide through my grip.I was trying to squeeze every drop from him.I had in my other hand, a large butt plug.Which I very quickly rammed inside her,once her cave was abandoned.I heard her grunt, as the plug filled her and sealed those juices in .Mouth subbie was sweating profusely as he strained to keep his load from exploding.I twisted his nipple hard with one hand and squeezed his balls with the other"DONT you dare cum.

         Walking over to the toy table I grabbed a flogger(my favorite).Running the throws of the flogger, gently over Marys back and thighs.Again I raked my nails over Marys ass flesh.I stopped.

          I walked over to mouth subbie and wispered "you keep your eyes on mine,when I nod you cum deep in her throat(the boys unit was a long one and I knew Mary would gag),when your just about to blow your load,  pull back so Mary can take a  breath, then send it down her throat and hold it still there as you unload". I was hoping this wasnt too much information for the boy to remember during the heat of the moment.

         Once again I ran the throws of the flogger along Marys flesh gently. As soon as I saw her body relax a little, I stepped back. Raising the flogger I struck Mary's ass hard. Purposely hitting the but plug.My eyes caught the swinging of the weighted clamps under her. I flogged her over and over.

         My eyes caught mouth subbies pleading gaze. I aimd the flogger between Mary's legs in a upstroke,hitting the tape and what was under it.As I did so, I nodded at the boy.He rammed his pee pee deep into her throat.Ikept flogging the tape and balls of Mary.I also watched as Mary's back lurch as she gagged on the obstruction in her throat.

          Mouth subbie look at me and asked "M'am I have no more to send into Mary, can I please withdraw?', "yes boy you may",I stopped flogging Mary.After the obstruction was removed Mary drew in a very large breath.I told mouth boy to get the gourney and furred lined ankle cuffs,and bring them here between the winches.

          I allowed Mary to stand.Keeping the weight and butt plug in place.I stroked her face,wiping the tears from her flesh,I lightly kissed her forhead and told her"you did very well lilone,but this is just the beginning",she replied "yes M'am".I unattatched the winch lines to her wrists.

         I turned and faced the audience that had watched us during this time and asked "Is there any other cock that would like to use this cum dump?".

 

 (to be continued)

One last play time for Mary before her GR

            One last play time for Mary before her GR. I wanted it to be a memorable one. Mary stands before me naked,turning slowly, as I inspect her.With her back towards me she bends forward,exposing her asshole to me.Which I press my big toe up against the puckered hole.I slide my toe in,pull it out ,then push her forward with my whole foot."Stand up and get 3, 100 ft ropes.

           She stands before me, nipples hard.I start from her neck,wrapping the rope semi-loose "arms up",wrapping the rope firmly under her arms "keep turning untill I tell you to stop".She turned and turned. The rope coiled around her,as I left her tits fully exposed. I told her to stop when the ropes got halfway between her tits and the bottom of her ribs. "put your arms down". "Spin again".I then made sure her arms were sercured to her sides.Round and round she goes. I snake the rope to leave her ass,cock and ballsac exposed.I told her to stop when I reached above her knees.I temporarily secure the line so it doesnt unravel.I shove a ball gag in her mouth and secured it tightly."Sart turning again".I snaked the rope down her ankles to her toes. "face me".I pulled back the foreskin over her cock and slid it back exposing the head. I wrapped the end of a 36" leather shoelace around the head.Purposely securing it tightly.I laced the opposite end of the shoelace through the ropes on her feet.Pulling the shoelace taught,I stretch her wee wee,until I see Mary flinch.I tie the shoelace off.The stretched appendage sat perfectly and seperated the empty ballsac in two.Taking the leads of a tens unit, I placed them on each side of the empty sac,and tucked the controller into the rope.

          I slapped her exposed titmeat as I said stearnly " and what should I do to these?"I took the nipple and twisted them hard.Her body curled slightly.Her nipples got extemely hard. Standing so straight,almost like they were begging for attention.

           I have never denied my lilones needs.I grabbed 2 safety pins.I clamped the nipple in between the pin arms(not piercing the flesh,just encasing it).Knowing after the nipple relaxes, the pins will fall off. I then grabbed a blind fold and took Marys sight from her.All the time I was blindfolding her I was telling her          " your flesh is mine to do as what pleases and amuses me. After the blinder was on, I pulled the shoestring once,a good tug,making sure its as taught as I desire.I make Mary hop over to the bench and layed her body over it,exposing her ass to me."On your airplane ride you will feel my presence as you sit on that ass of yours.I slapped her ass 20 times hard until it was beat red. I started the propane torch.

          I heated my branding iron until it glowed red. Locating the ass meat she will be sitting on I pressed my first line.My iron is a line section,that I can create anything/design/initial I desire. I pressed it against her hard.Listening to the sizzling flesh,I plot my next lines placement. I decided a smiley face would amuse me and any Dr. that would be  working on her.The smiley face with my initials under it, will be on one cheek and a rose on the other cheek. I contemplated branding her asshole,but decided not to as she will be undergoing major surgery and will be in enough misery.

         I enjoyed watching her ass muscles clench as the iron seared her meat, over and over.After seeing how she wasnt clenching anything I decided to dialate her asshole, as I give her time to gather her thoughts before continuing to brand her.I started with a small dildo.Shoving it mercilessly in her.I grabbed the exposed part of the dildo and tried to manually stretch the sides of her asshole.I moved to the next size up dildo.I repeated the same as the first.I then skipped a size and went to the larger dildo.I lubbed it thoroughly,pressed it to her hole and started fucking her,gently at first but..sliding it in and out deeper and deeper. I pushed it in as far as it would go,left it there.I then grabbed a Q-tip and dipped it in tiger balm.Inserting it into her urethia as far as it would go.Knowing it wouldnt got in far,because of the constriction of the shoelace.

          Pulling her head back with her hair, I wanted to see her nipples. One safety pin fell off, so I just pulled the other off.I got some dental floss and pulled her nipple out hard and wrapped the dental floss tightly around her nipple, then put adjusted wood clamps over her nipples,encasing the meaty part of her tit.This made Mary writhe.I was very amused.Especially when I heard her muffled grunts.

          I pulled the dildo from her ass and replaced it with a mega-plug.It had difficulties going in cause Mary was so tensed from the wood clamps.I had to tap the plug in with a closed fist.Almost a pounding action.Finally the sphincter gave up and the plug popped in.I then took a piece of ice and rubbed it over the seared smiley face.I then covered it with a coating of silvadine and covered it with gauze.

           Awww the other ass cheek was so bare,I grabbed my crop and decorated her ass flesh with pretty stripes."Do you want me to brand this cheek?" as I slapped the stripes hard (boy was her flesh hot- all those pretty welts...mmmmmm yummy). She nodded yes with a puppy whine after.

            Once again heating the branding iron with one hand,I ready the other hand,  to release on clamp on her tit.

            I released the clamp. As the agony of the blood rushing back in, over powers her I press the iron onto her ass. Her body twitched so nicely.And I could hear a very low muffled, gutteral sound comming from her.I iced that seared flesh and iced the flesh around it(the flesh I intended to sear next).Dropping the ice, I immediately press the iron onto the cooled spot, over and over.Upon completing the rose, I could hear my lilone whimper.

            Time to give my lilone a break from this onslaught of use. I iced the rose,put cream and gauze on it. I then gently took blinder and gag  off,whispering in her ear, " do you want the other clamp off now?", I saw her hesitate, before answering me "yes M'am please take the clamp of ,if this is your desire to". I opened the clamp and set it aside.I messaged the deep impressions in her flesh gently, as my lilone tried to keep still as the blood rushed back into her aching titmeat. I kissed each tit, as they pleased me greatly today.

            I helped my lilone to the table and layed her upon it.The shoelace being stretched even taughter.I untied the shoelace,then untied it totally from her pee pee (Q-tip  was still in place,as was the dental floss,tens leads on the ballsac and butt plug).I layed her down face up ,as I stroked her face gently. Leaning over I wispered " you did very well lilone, and have amused me,but we are NOT finished,so relax for a few moments, before we continue.

I messaged her tits and pondered on the placement of my initials(they were going somewhere on her body).I turned on some easy listening celtic music.I let her relax for 10 minutes.This would be the last time I would be able to amuse myself with her pee pee.But I have to continue with care as I know they will need the skin from the penis to create the inward canal.But I can abuse the inside.

          Bringing the winch line down,I hook it to her feet and took up the slack of the line.Raising her legs

high above her straight up.I turn the tens unit on low.Sending the current into the ballsac.Taking the Q-tip out and dipping it into the tiger balm again(making sure there is a thick coating on it) I start to twist the Q-tip into her pee hole, deeper and deeper.The Q-tip was 1/2 way in.I turned the tens unit up to 5(out of 10).

          Retracting the winch,raising her body more and more until just her shoulders rested on the table.I stopped retracting the winch.I lifted her shoulders and put a block under them(less strain on the neck as the body is lifted).I intend on hanging her upside down,as my initials are being branded on the underside of the tit.

          As Mary hangs upside down , I squeeze her pee pee  tightly around the Q-tip,and I slowly unscrew the q-tip out.I turn the tens unit to 8(out of 10) .I heated the iron once again.Pressing it hard to her flesh, the smell of seared flesh filling my nostrils.I press the iron to her titmeat over and over until my initials were completed."Be very still now lilone",I grabbed a razorblade and carefully cut the top strands of the dental floss and unwound her nipples.Then I turned up the tens to high, as she writhed from that I lubbed my finger and tried to get the lube inside her asshole(it was hard  getting it in,it aint gonna be easy comming out)I twisted the buttplug trying to spread the lube inside her.I grabbed the base of the plug and pulled hard.I had hoped the tens would distract her from the agony of the plug comming out.She screamed.I could see blood on the end of the plug.I turned the tens off and took the leads off her ballsac.I noticed her body going limp after the extraction of the dildo.

          "You know what to do if you want to get down"..."please M'am..please could I please get down now?"

Yes lilone.I brought her back to the table and started to unwind the rope.As the rope came off,her flesh and the rope was very moist from her sweating.I helped her sit up as I unwound her upper torso

          Helping her lay back down on the table, I iced the brand on her titmeat.Admiring my work" now everyone is going to know you are mine"..."yes M'am"

 

 

The next day, Mary prepares herself for a trip to canada for 6 weeks,for her GR surgery. I had done my best to get her to have the true body language of a woman. But after years of her using exagerrated cosmetic body language,its hard to re-program her movements. Though I always loved her little hip lilt she had. She was there and returned after her op.It seemed she had changed.Our relationship was mutually consented on.I think someone talked to her about the marks I put on her.She asked if we could have some equal talk time,I agreed. We talked an now she wants to modify our relationship.She wants to be a "pet",not a sub/slave, we talked,I never agreed to any modifications and she showed me the work that was done to her. I was astounded by the extent of the bruising.If I wanted a "pet" that is what I would have gotten in the first place.I kind of lost interest in playing with her after that.I will NOT have a sub dictate  to me what our relationship is going to be.

     Its been 2 years since her operation.I hate to say it but she was more womanly before the GR. Its almost like they drilled the hole,so she doesnt have to prove she can be a  good woman. She is walking like a marine and puts little effort into her appearance,no make-up, sloppy,loose clothing. Even, doesnt try feminizing her voice.She had her adams apple shaved and I thought she would take care of it.But alas she didnt. I never wanted a lazy sub and it seems she wanted the easy way to everything. I could not tolerate this and released her. We still run into each other at a mutual friends play party.The last time we played will be the last as she had and still hasnt been using her dialation  tools.You cant tell people how to be and I truely dont want to damage her.Its sad but....it had to be this way

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