Views: 846 Created: 2011.07.31 Updated: 2011.07.31

Real LifeTales of a "Weathered" bi-male sub/slave

Real LifeTales of a "Weathered" bi-male sub/slave

Starting my very real life story of my entry into the submissive life over 45 years ago. I started writing this as a blog, but was advised that more readers would find my story here.....so I am transferring my writings here!

Figure that since I am too "Weathered" aka: old for most Dominants to show any interest at least I could write about my past experiences in this "great other life" and maybe even indulge a few fantasies that I would still hope to have come true before I'm summoned to the Great Dungeon in the Sky.

was 18 and had done lawn mowing and other chores for this knockout 30-year-old lady and her spouse. One day while washing her Corvette I screwed up as 18-year-old guys tend to do. She was very particular about how her "Baby" was washed and toweled off. Well, she was giving me some direction, as she didn't feel as I was doing the job correctly. We were outside in their huge detached garage where I always washed their vehicles. As she left the garage and I thought she was out of hearing range I let a few words fly that were totally inappropriate to say about a lady, and instantly she returned to the garage and called me on what I just said. It came down to basically I had two choices...one was that she fire me and the other was that I would be "Disciplined" by her and allowed to continue to work for her and her spouse. Well, NO way did I wish to get fired and lose that really nice bunch of side jobs that they always had me doing. They paid me very well, and my family had known them since they moved into our neighborhood six years prior, so obviously my folks would be very suspicious as to why I was no longer working for them!

She gave me a minute to decide, and I took just a few seconds to say that I would take her discipline. I had a fascination with all forms of Discipline for a couple years ever since I had made a trip to an adult bookstore in Philadelphia and had bought a book on caning. I guess the fact that my mother was the Disciplinarian in our home and certainly had the "punishment tools" to keep me and my brother in line was a factor also, because being on the receiving end of a Cat-of-nine-tails made from an old barbershop razor strop somehow was a major turn-on for me. My mother also was a believer in use of the "Red Bag" as a preventative device, especially if I said I was ill and didn't want to attend school or, even worse, church.

Well, that day standing in Ms. J's garage was definitely the start of my submissiveness, and one that I will never forget and have been so glad Ms. J took me down that path.

That first day in my newly found life of submissiveness, took me right into a real world that previously was just many fantasies that I put together in my mind.

Ms J. ( as I will refer to her, due to not wanting to cause myself any legal grief ) started out by Ordering me into her house. As i entered the mudroom entry door, She said," Strip completely, NOW!" i immediately sensed a complete 180 degree turn around in how She had always previously talked to me. i got the feeling that this was going to be "the real deal" and my fantasies were about to become real.......maybe too real????? Oh my, this big 6' 2" , 210 lb 18 year old guy, who less than 5 minutes ago was running his mouth like a smart punk behind Her back is worried with anticipation of what She might do to me.......my mother always said, "you made your own bed, so now you have to lie in it." As these thoughts raced through my mind, i was stripping my clothes off as fast as i could. i did not want to piss off Ms J. anymore than i already had.

Ms J. had briefly walked away as i was stripping down. She had returned and was wearing an outfit that I had never seen Her wear before. Ms J. had on a very short black leather skirt and white button down front blouse that was definitely having the buttons strained as they worked to stay buttoned over Her very amble breasts! She had on a pair of 4" high heel black (very polished) leather pumps. i thought, "if this is a punishment.......i must have died and went to heaven!" Oh my, was She ever Hot and very Authoritive looking. Well, my viewing Her was over very abruptly, as She handed me a black leather blindfold that was quite large and the eyepieces were lined with a foam material. she told me to put it on and as i did, immediately i was in complete blackout conditions. Next, She told me to bend over the washer, which i was standing in front of and to spread my legs apart. i felt something being attached first around my ankles and then She ordered me to place my hands behind my back at my waist. She attached what felt like leather cuffs to my wrists and took Her time adjusting the snugness of them as She had done at my ankles. Finally, She placed what felt like a wide dog collar around my neck. When Ms J. was satisfied that all was secured properly She hooked something to my collar and led me into the house. She then carefully led me down into the basement. When we got down the stairs, She opened a door that make a heavy creaking sound and I felt a cool air drift across my naked body. She then led me through that doorway and by then i realized that this was a place in the basement where i had never been..even though i had helped Her husband clean out the basement a few months previous. i recalled him saying that this area was just an old coal bin area under the front enclosed porch of the house. As She led me into that area, She closed the creaking door behind us. then She spoke saying," I will call you, "[color=#000000][i]slut j[/i][/color]." which is kinder than what you were calling me outside in the garage. you, slut j. will address Me as Mistress whenever I order you to use My title. Now that we have this understanding, I am going to give you a taste of what you may expect whenever you displease your Mistress, do you understand, slut?" i answeredwith a simple yes......wrong answer as i immediately felt a burning sting on my ass. i quickly said, "Yes, Mistress, i understand."

Ms J. then proceeded to tell me that it did not matter how loud i got in this "special room" as it was completely soundproof to the basement or even anywhere outside of the "special room". Even, if Her husband came home he would not hear anything from there and she would simply change to Her normal clothes and exit the room, leaving me to await a safe time for Her to return to set me free. As far as he was concerned it was a special room where she did Her arts and crafts hobby and since he hated her arts and crafts hobby...he had no interest in coming into the room.

Background of Ms J. was that She was a high level Executive Assistant for a VP of a large pharmacutical company and her husband was a partner with his brothers in an over the road trucking business. Mr J. was away on trips for days at a time and was thrilled to have the outside chores handled by someone else, so his time off was relaxing when he got in from a road trip.

Back to my first submissive experience at the hands of my Mistress J......Ms J. tugged sharply at the leash attached to my collar and gave me a few quick burning swats on my ass at the same time. i moved in the direction of her pulling and stopped abruptly as She grabbed my ball sack and said, "Stand still and put your hands high above your head and spread your feet apart." Then i felt a click at the wrists cuffs as they were each attached separately with my arms spread apart to something overhead. Next my ankle cufs were attached to something in the floor. i was in a standing spread eagle which i knew made my whole body very vulnerable to whatever Ms J. had in store for me.

At that moment, i asked, " Mistress, what are You going to do to me?" Ms J. answered, " slut, you will learn that I am your boss and when here, you will always obey as I desire you to and you will give me and my husband 200% of your best possible work and attitude when you work for us. IF you fail to meet my expectations of you, even when you are doing a job for my husband, I will punish you so that next time you try harder to get the job done even better. This situation that you have gotten yourself into with Me will be between you and Mistress.......understand slut?" i answered, "Yes Mistress J. i fully understand." "Good, and I am very sure that as I train you in the proper ways of being a good submissive, you will not only be a better person, But Will beg me to continue your training to make you the best sub that you could possibly be!!" Today, I expect you to start to get the message that this Mistress will tolerate no BS from you and especially no disrespect.

At that point, Ms J. placed some type of large soundproof earmuff device on my ears and then Ms J. must have left the room and i was left hanging in position. It seemed like i was suspended for 10 minutes, when i felt this unbelieveable "white hot sting across my asscheeks and around the side of my upper thigh. The only thing i could imagine that would hurt like that and wrap around me would be some type of a buggy whip. i received 4 more in the same direction as they all wrapped around my same side. Then after a short break, i received another 5 in the opposite direction wrapping around the other upper thigh. Ms J. removed the earmuffs and said, " I think that will be good for today as you have a few marks to remember your disrespectful mouthing off when you did not think I was hearing you. This short session is quite mild compared to what you will endure next time." She then unhooked me and took off the blindfold so that i could fully appreciate my surroundings. It was a dungeon that was fully equipped and like nothing i had seen in any BDSM magazine. Ms J. said," hope you appreciate your training as there will be much more to come!

Ms J. sent me back to complete the original job of washing Her Corvette. i had to do the car over from the beginning and i was in the nude as i washed it. She allowed me to wear my pants as i walked from the house to the detached garage about 50 feet away. i did the best wash job ever on Her "Baby" after the initiation into submission that She administered to my ass just 30 minutes earlier. i had only had welts laid on my ass a couple of times before by my mother who was really upset with my behaviour and Ms J.'s short and quick punishment had definitely raised a couple on each ass cheek that had my attention and would keep my mind on the punishment for a few days!! When i was just about finished, Ms J appeared and proceded to inspect my work. She was still wearing the same Hot outfit that She wore for my "session" in Her dungeon. She carried a short riding crop that had a leather split ended tip on the striking end. As She walked around the Vette, Ms J. found a few water drips that always run from behind a piece of chrome and She declared that i was a bit sloppy in my washing today and that i needed a few reminders about how fussy i needed to be! Before She allowed me to get dressed and leave the garage, Ms J. had me bend over and grab my ankles and gave me another 12 swats on my already burning red butt.........i was pleading for Her to stop at about the 5th swat....BUT no way was that happening. When She stopped and said to get dressed, i thanked Her for my training and asked when i might have another lesson in submissiveness? Ms J. said to call her the next afternoon when i finished my day job. So off i went, with a very sore ass, But Craving for more and could not wait until tomorrow afternoon.

That next afternoon took forever and a couple of wax jobs to my cock over the long night between when i left Ms J. and the next morning. i was so horny just thinking about being Dominated by Her!! i finished my regular day job at 4 and immediately phoned Ms. J.

Ms. J. teasingly said as She answered," I thought you were not going to call, because My Discipline was more than you could handle, slut." i said, that i wanted to take all that She wished to give me and then Beg for more. Ms. J. asked if i wanted to have a "training session" that evening? i answered, "may i Please, Mistress?" She told me to arrive at 6:30.

i arrived at 6:25 and rang Ms. J's rear door bell. She answered the door and told me to go immediately down to Her "Special Room" get completely nude and wait outside the door with the blindfold in place that was hanging on the "Room's" door knob. i wondered why the blindfold??? But did not dare ask Her! i did as She ordered and was waiting maybe 15 minutes until She came into the basement. i had heard water running as i stood outside of Her Dungeon and thought She must be finishing in the kitchen before coming downstairs...........Little did i realize that i was about to be introduced to another kink in the BDSM realm......one which i was familar with from days at home.....but this time it would be in an entirely different light

Finally Ms. J. was coming down the stairs. She commanded me to spread my legs as far as possible and instantly i felt the sting of Her striking my ball sack. i imagined it was with Her Riding Crop. The next blow came to my half erect cock and stung like mad....making me lose some of that "wood" real quick. Ms. J. then ordered me into the dungeon and guided me onto Her Exam table, laying on my back with my legs placed into the sling style hangers which held my legs apart and in a raised position that definitely exposed my ass as it was lifted up off the table. She then secured my arms and hands at my side attaching them to the sides of the Exam table. There i lay with ass spread and exposed with the blindfold still in place, so NO way did i know what was going to happen next! She just let me alone as She was moving around the room, opening cabinet doors and drawers. Figured Ms J. was gathering some equipment to use on me. Next i heard a snapping sound much like a balloon being snapped before being blown into???? i could not figure that out, BUT soon learned what the sound must have been......as a gloved finger was slipping a glob of some sort of lube up my asshole. Ms. J. worked first one finger then She added a second to my twitching man pussy. It was exciting me to a state of arousal that i thought.....Wow this Domination and submission is alright.

BUT that wild feeling lasted for about 15 seconds, when all of a sudden i felt a very familar feeling sliding in my asshole......an enema nozzle.....Only thing this was a larger nozzle than i had ever experienced before. My mother never used anything except a little enema pipe style nozzle or as i progressed, Mom would used a short colon tube that was only about 1/4 inch in diameter at most. When i had self administered enemas i had always used the douche nozzle that came with those 2 quart drugstore type enema bags.....so this was a new feeling. It felt soft and flexible but still it was rather large in diameter. It was in me about 5 inches, and i felt a second nozzle against the outside of my asshole......hmmmm i read about these.........inflatable double nozzles for retention of an enema. Ohhhh boy, think i'm in for a real enema tonight!!

Slowly, Ms. J. started to inflate the retention nozzle balloon that was inside me and after i heard about 6 squeezes that She had given the inflator bulb.....Ms.J. started to inflate the the retention balloon that was on the outside of my asshole. She gave that a full 6 pumps also and then gave the inside another full squeeze of the inflator bulb. i felt so stretched and full on the inside and the outside was definitely sealed very securely.....nothing was going to be able to leak out at all.

Ms. J. then smacked my nipples a dozen times each with what felt like a riding crop and worked my cock and ball sack over with the same. She kept increasing the blows severity until i begged Her to stop. Ms. J. said, " if I stop then I start something else...are you sure you want Me to stop??" i answered, " Yes Mistress, Please stop smacking my ball sack and cock? Please, i beg You?"

So She stopped and let me lay there for a few minutes. i didn't hear much and all of a sudden, i heard a click and immediately felt the rush of liquid flowing into my man cunt!! i started wondering how much was She going to make me take and although i knew it was rather warm liquid......i wasn't sure what the solution may contain??? After a minute Ms. J. started to massage my stomach area......making me believe that i was in for real filling......more than the maximum 2 quarts that i had ever taken previously................

That night I learned that i could take almost double the enema solution that i had ever taken previously. Ms. J. continued to rub my stomach area as She let the enema flow in me. After about what I thought was 5 minutes i started to feel some cramping in my gut and told Ms. J. that I needed to go to bathroom. She said just to relax as i was getting the entire bag before being allowed to expel. i asked how much was in the Red Bag and She said it was just over 4 quarts, but if I complained She would fill the Bag completely which was 6+ quarts. I immediately shut up! When the bag was empty, Ms. J. said that i would have to retain the enema for 5 full minutes without a word of complaining or She would add another 5 minutes of retention time. While i lay there squirming and not saying a word, Ms. J. started to swat my balls and hardened cock with Her Riding Crop. That was a first for me....having a Dominant Female strike me as i lay filled with the enema solution. i used to jerk off while holding a 2 quart bag when I did self administering all alone, but never swatting myself and not being allowed to cum.......WOW what torture that was. Ms. J. said that if I shot any cum, i would be licking it up.

Now honestly, i had fantasized about being made to eat my own cum.....but wasn't ready to try that and had never told anyone...... especially Ms. J. about that fantasy. Luckily, i passed the 5 minute mark without opening my mouth and Ms. J. released me from the bindings and told me to hurry into the basement bathroom to re leave myself. As i went into the adjoining bathroom, Ms. J. told me i had 15 minutes to get emptied and cleaned up and ready for round two.

For Round 2 i was not as apprehensive as the first enema, mainly since I knew I was definitely getting another enema. Honestly, I hoped that Ms. J. would give me another to help get rid of the burning deep inside my ass as the soap was still working. She asked if i was cleaned up from the 1st bag? i answered that i was just finished washing myself.

Ms. J. Ordered me to get in position on the exam table with legs up as before. I complied quickly as She was swinging the Riding Crop around and did not wish to cause Her to use it on me if i could avoid it's sting. Ms. J. again used Her gloved finger to lube my ass and penetrate deep inside me with the lube. Soon I felt a very large object pushing at my a-hole and this wasn't soft like the un-inflated Balloon nozzle was. i would later learn as i cleaned the enema equipment that it was a large penis shaped nozzle that had a tube up through it's center. Well maybe it was that large BUT to me it was gigantic!

Soon the nozzle was seated all the way into its molded end ring and i heard the click of the enema tubing clamp being released. The solution started flowing and it was cool feeling as the solution entered me. i asked, "Ms. J., how much must i take this time?" To which She replied, "As much as I want you to take!" The bag was the same as She had used for the first enema, but it looked to be really bulging as it hung on the I.V. stand. This time it was like She wished me to see everything as a form of mental torture that came before the physical torture.....well it was working as Ms. J. definitely had already begun to figure out my "buttons"!

i started to cramp a bit and asked Her to stop the enema and allow me to expel what She had already given me. She stopped the enema for a short time....just long enough for the cramps to subside. Then She re opened the clamp and let it flow once again. She did that a few times until my gut felt as though it would burst and i pleaded for Her to stop the bag. She just laughed , but She did shut off the flow. As I lay there pleading to be allowed to expel, She asked me what i would do for that privilage? i immediately said," anything Mistress wishes me to do, Please just allow me to expel??"

Ms. J. answered, "No I want you to name one thing that will convince Me to allow you relief, slut!" i thought real hard and said that i would tell Her all my deepest fantasies for Her to use on me as She desired. With that, Ms. J. removed the nozzle and Commanded me to go expel and don't spill a drop!

Well after a bit of a hiatus in my sharing my real life experiences here, i'm back to writing again.

The next time i received a call from Ms Jett was just one week later and She called me to alert me to be available on that Thursday afternoon at 3PM and to take a 2qt enema 3 hours before i arrived at Her place. Her alerts were a definite ORDER to be there! The next 3 days passed anxiously as i wondered what may be in store for me. i knocked on Her back door at exactly 2:55PM. Standing there nervously awaiting Her to answer the door ........and at exactly 3:05 She came and let me in. She Commanded me to strip completely and put on a leather blindfold and to insert the ballgag that was with the blindfold. i did as She Ordered. Next She told me to bend over the bench that was in the mud room entry way. As i was bent over Ms J. told me to spread my ass cheeks and hold them apart. Soon i felt Her gloved fingers lubing my anal opening and She had 2 or 3 of Her long slender fingers buried deep into my ass. She worked them in and out for just long enough to cause me to have an erection. Next i felt a special rubber pouch that was fashioned like a jockstrap being pulled over my cock and balls and the waistband and leg straps had adjustable hook type fasteners, which made it easy for Her to attach to me as i stood there bent over. She said that would keep any of my juices contained. Then i felt a pressure against my ass opening as She was inserting what i thought to be a butt plug. It was a much fatter shape than She had used on me previously, with a real narrow neck at the point where the outside plug begins. Really felt super huge going in me and thought that this was a serious butt plug! Then Ms J. ordered me to stand up straight.......that is when i felt long course hair like strands rubbing against the back of my upper legs down to the back side of my knees. She never used anything like this before on me, but it had to be a pony tail........as i saw them in a case at a porn store in Philadelphia a while back.

At this point, i had no idea what to expect..........and then Ms Jett walked over to me and led me to a kitchen chair and backed me up to it and said, "Sit" i sat and then She placed large ear protectors on my head covering my ears. i immediately could not hear anything at all. The ear protectors felt like ones that would be used in a loud factory as they were large and bulky and they worked extremely well.

i sat there for what seemed like an hour as my sight and hearing were completely cut off..........as i waited for whatever was to transpire next. All sorts of kinky thoughts were ravaging my mind and i had a constant hard on the entire time. i felt my cock starting to pulsate as my thoughts got wilder and wilder with anticipation.........

After what felt like i was sitting forever in Ms Jett's kitchen........i felt Ms. J's hand on my arm as She was pulling me up off the chair and at the same time i felt some encouraging swats on my ball sack and i was sure it was from Her riding crop. i had received those many times befroe and knew to move immediately or they would get real intense rapidly. i was standing and Ms. J. was swatting me on my ass to get me moving forward. She would drive me just like a horse in front of a cart......steering me with the riding crop swats placed on the ass cheek that she wanted me to turn in that direction. i wondered if She was taking me to the dungeon, but i was now walking on carpet and that means we were past the basement stairway which was in the kitchen area that had a tile floor. We went another dozen steps or so and Ms. J. swatted my cock head real hard......and that was Her signal to STOP immediately.

i stood still for a few minutes and nothing happened......and all of a sudden She removed the ear protectors that She had placed on me earlier. Then Ms. Jett spoke, "I have a special session planned for you today and for the entire session you will be observed by a Lady who wants to learn My methods of Controlling an unruly male.....such as you, slut!"

i thought ohhhhh man, never had an audience before.......this will be humiliating and embarressing for sure. Next Ms. Jett gave me a hard swat on the one ass cheek, immediately followed by a swat on my cock's head........meaning i was to turn around. i spun 180 degrees and again stood still.......nervously awaiting what may happen next. I was standing for a minute or so when Ms J. removed the leather blindfold........as my eyes adjusted to the sudden light, i saw this very fine looking female sitting in what i called "Ms J's Throne".....a very commanding red leather upright formal type chair in the formal living room. Was i glad that Ms J. had put the rubber pouch on me.........because i knew i was leaking pre-cum into the pouch as soon as i had laid my eyes on this Goddess like female. i had many fantasies about being sessioned in front of another female.....but never in my wildest dreams did i think it would ever happen to me in real life!! i was also glad that i had the ballgag in my mouth......because surely i would sound like a rambling idiot if i tried to speak to this beautiful young Goddess. Before i hardly finished with that thought.......Ms J. removed the ballgag in a flash and said, "slut, Greet My guest Ms. L.!" With that, i thought i would die.......i was so humiliated and must have been crimson red all over from my embarrassment. i managed to say, "Hello Ms. L. it is this slut's privilage to to be in the presence of such a beautiful Goddess." She only responded with a simple nod........leaving me wondering if i screwed up with my greeting to Her?

Next thing i know, Ms. J. hands Ms. L. another riding crop that has a split tail end and said to Her, "here You lead the slut down to the dungeon and We shall get started." i immediately feel the double sting on both my ass cheeks followed by a very surprising swat that Ms L. delivered through my legs to my vulnerable ball sack as i started to move forward. i let out a "squeal" and Ms. J. said, "why Ms L. I think You are going to be a rather rapid learner of My methods." Immediately i knew i was screwed because i could tell that Ms. L. was more to Ms Jett that just some other Dominant female or else Ms J. would NOT have turned over my control so quickly. This Goddess had to be someone that Ms J. knew and trusted ! ...........i would soon start a whole new era of submissiveness and at that moment i had NO idea what was in store for me............

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