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MEMORIES OF LONG TALL MARY PART 77 by Long Tall Mary
Over the years I have received several requests to subject different family members to bondage discipline. Most often this has been from a parent, with the most notable case being from my ex sister-in-law, who requested that I deal with her daughter Lori, and her drug dealing boyfriend. Ultimately this resulted in Lori being “acquired” by a lesbian biker gang, led by the nefarious Mother Jugs, and the boyfriend acquired by the equally nefarious Master Joe, then the premier gay bondage trainer in Central New York. Some of these requests were rejected because of age; I have no desire to session minors.
Most recently my niece, Joyce, requested that I subject her 19 year old son, Michael, to bondage discipline in order to correct what she considered flawed character development. Specifically he was a low level drug dealer and his female companionship was not to his mother’s liking. She considered him at least mildly homophobic. Fortunately with April subcontracted to Lorraine for training, it was an opportune time to take Michael in for training.
In such cases I ordinarily recommend a gay bondage trainer, with my first preference being Master Joe. A session with him involves painful flagellation combined with forced anal and oral sex. It has never failed to prove effective. All too often heterosexual males are subconsciously attracted to dominatrix discipline, and too inclined to desire future sessions. Indeed my best results have been with female homophobes; that is females who loathe lesbianism.
My niece would not consider a gay trainer and in the end I agreed to session Michael, with assistance from Noreen. It was made clear that Michael would have to appear at my dungeon voluntarily. My longstanding protocol is to have the sub enter the garage through a walk in door, once inside the door it is self locking and escape is impossible, but my CCTV records the initial voluntary entry.
You can imagine my chagrin when the van carrying him pulled into my driveway and he was removed in handcuffs, wearing a reverse ski mask as a blindfold, and gagged with tape. He put up a mild struggle but his mother and her boyfriend prevailed, forcing him into the garage before leaving immediately. I had no choice but to take delivery of and led him to the basement dungeon; his mother, having incurred my anger for disregarding my instructions, would be dealt with later.
It quickly became apparent that Michael had resisted his mother’s idea for training and it had been necessary to transport him forcibly. At about 5’10, 160 pounds, his shoulder length brown hair was reminiscent of a 60s hippie. His struggling continued; so the handcuffs stayed on and ankle cuffs were added before I began shredding his clothes with my heavy duty scissors.
While his struggles were of modest vigor, I had no difficulty removing the steel handcuffs that he was in and replacing them with my own leather cuffs. The rope work would come later, but for the time being I used my overhead pulley to winch his arms above and behind him. This is a most painful position and is well suited for struggling subs. Upon removing Michael’s mask and gag, I expected a torrent of obscenities from his mouth. Surprisingly, but wisely he remained silent, allowing me to explain his planned regimen without interruption.
Michael in my opinion was somewhat effeminate in his mannerisms, his voice was particularly irritating. Since there was no immediate need for speech on his part, a pair of soiled panties was wedged into his mouth to replace the tape gag. While Michael reportedly had a healthy heterosexual appetite, he would soon learn just how sadistic two dominatrix can be. Accustomed to inserting his cock into a female cunt, and having a female suck his cock, were two pleasures he would not be enjoying. Instead the female would be ass fucking him with a dildo, and his mouth would be making contact with the anal rather than the vaginal anatomy.
My objective was to subject Michael to a painful and humiliating experience, such that he would not dare to engage in objectionable behavior, for fear of his mother forcing him to undergo another session with me. It was a pleasure to see Michael grimacing in pain from his stressful position as I explained this to him. Just to put him in a better frame of mind, I mentioned that Master Joe might stop by to inflict some gay bondage discipline upon him; not surprisingly he appeared terrified. While most desirous in cases like this, I had already assured his mother that I wouldn’t.
Michael’s mother had been emphatic in her request that I take some sexually explicit photos of him that she might use for future blackmail. I’m not particularly fond of this tactic, but an exception was made in this case. First it was time to subject Michael to some cross dressing. His jeans, sweatshirt, and underwear had already been shredded, leaving him naked except for his boots.
The boots were easily removed and fish net stockings and a garter belt minus panties were fitted onto him. A fake bra covered his upper body, a whorish looking gray wig was fitted over his head, and Noreen spent about five minutes doing a makeshift job of applying make up and lipstick. She also tied his cock and added a clamp to the top of it. This caused Michael to shriek through his gag in pain; at least we had found his weak spot.
After Michael was redone he was shown himself in a mirror, obviously this can only add to the humiliation in a case such as this. Noreen continued teasing his tied cock, bringing it to the verge of ejaculation before stopping. I then spent about five minutes taking photos of him with assurances they would be sent to his mother, as well as retained by me. I have to give Michael credit; aside from the shrieking due to the cock torture, he suffered his indignities with magnanimity.
The plan was to inflict various tortures upon Michael for about two hours; after that he would be confined overnight in one of the cages. In the morning his mother and boyfriend would pick him up; I would have him ready upstairs in his female attire and he would depart so attired. Michael had very little pain tolerance for the flogger, crop or any or the CBT devices, and I wasn’t at all shy at assailing his lack of masculinity.
It always gives me great pressure to torture any sub, male or female, but in recent years my preference has been for the later. As I inflicted numerous flogger lashes to the Michael’s back and buttocks, I had the distinct feeling that Noreen was jealous. She strongly prefers dominating male subs, and in this case had been relegated to the rather perfunctory tasks of applying make up, and attaching the CBT devices to Michael. My means of dealing with such jealously by subordinates is to subject them to personal punishment, and I resolved to do this with Noreen in the very near future.
With Michael’s flogging complete, it was time to introduce him to the joy of being anally intruded by a female wearing a strap on; the joy in this case would be my own of course. Michael had remained gagged with a pair of soiled panties for most of the session, other than removing it to permit him to perform my enunciation protocol; such as sounding off with such phrases as “Thank you Mistress I’m a worthless scumbag”. To his credit, his performance was exemplary. None the less with the strap on about to begin he was gagged once more, this time with a penis gag strapped tightly into place.
He remained in his initial restraint position; his wrists cuffed behind and winched up behind, his legs spread about three feet apart and secured with leather ankle cuffs to bolts in the floor. This left him in a painfully cramped position easily accessible for flagellation and anal penetration.
I spent about ten minutes using my strap on in, taking care to assure that the insertions were as painful as possible without causing serious injury. It was readily discernible from muscle tensing that he hadn’t been anally penetrated previously. Unfortunately his overall pain tolerance was relatively low, which of necessity would inhibit the degree of torture I could inflict. Despite my visceral sadism it is not desirous to have a sub in need of emergency room treatment.
Every sub has a limit and I pride myself on my ability to take the sub to that limit. A sub pushed beyond their limit may suffer a severe physical or mental episode. I’m not concerned about the mental ones, especially with a scumbag like Michael. Every year one or two subs die as a result of BDSM play and I have a healthy fear of that possibility. I’m not about to become an inmate of the state corrections industry, not withstanding the fact that my dominate personality would assure a high ranking for me in the inmate pecking order.
Throughout the strap on session Michael remained stoic, depriving me of the pleasure of hearing him cry out in pain, however much his gag would suppress this. Before being caged for the night he would be subjected to one last humiliation; that of licking a female’s asshole with his tongue. For this portion of the session I took him down from the overhead bar and had him lie on his back on the floor, generously allowing a pillow for his head. His wrists were cuffed behind him and his ankle cuffs remained attached to the floor bolts.
After removing his gag I face sat upon him, facing his feet. It was made clear to him that ten minutes of deep ass licking was the minimum expected of him, and that failure to perform vigorously would result in additional whippings and an even lengthier period of tongue insertion. Once again to his credit Michael performance was more than adequate. I continued to masturbate his tied cock, bringing him to the verge of ejaculation, but stopping just short. He was forewarned that ejaculation would not be permitted and the consequences of doing so would be quite painful. To further torment him I stroked his cock several times as he burrowed away with his tongue.
At the end of ten minutes I decided Michael had enough ass licking for the day. While many males have licked my asshole over the years, I found Michael’s performance to be especially gratifying, if for no other reason that he was an unwilling sub. Emotionally and physically he was broken by what he had been subjected to, which means the dominatrix has done her job well.
I probably could have freed him from his restraints without fear of resistance, but such is not the way I do business. The next step was to insert an anal butt plug and it was secured a homemade chastity device consisting of a chain around his waist, encircling his testicles, under his crotch and padlocked to the waist chain. This assured maximal discomfort for the duration of his overnight stay. The cock ring that had been placed on earlier was removed.
It was now time to spring a surprise on Noreen. Knowing that rope work is not her forte, I commanded her to tie Michael with his wrists in front of him. He was then placed in the cage and his bound wrists were attached by a cable tie to the top of the cage. It was a position well suited for overnight restraint; just enough to make him uncomfortable and disrupt sleep, but without risk of circulatory problems.
Noreen begrudgingly complied with my command but her disdain was apparent from her demeanor. Outside of Michael’s earshot I informed her that if he somehow slipped the rope work, she would spend several hours hogtied in my guest bedroom. In fairness I told Michael that should he slip the ropes or remove any of his female attire, that he would be confined for another full day of forced feminization instead of being released early the next morning.
Noreen continued to exhibit a disrespectful attitude towards me. She insisted that she be allowed to subject Michael to the golden shower treatment as he sat confined in the cage. She is well aware that I am loath to any play involving urine. My prompt and angry retort was that unless her attitude improved, she would be subjected to some harsh discipline; much more painful than my previous threat of hog tying her on the bed. She feigned an apology but we each knew that her disciplinary session was close at hand.
Michael’s night locked in the cage was uneventful. In addition to monitoring him using the CCTV, I went to the basement several times to inspect him. Each time I subjected him to some taunt. Part of his training regimen was that he would address me as “Mistress” each and every time I spoke to him. I must say his obedience in this respect was impressive. To provide adequate sensory balance I played continuous music from XM Satellite and piped it into his cell. This consisted of a mix of gospel and 40s music with no contemporary rock.
Noreen had a session scheduled for the evening with another male sub. The basement dungeon is partitioned into two halves, so her sub wasn’t aware that Michael was caged in the other half. She spent the night in my guest bedroom and I refrained from punishing her, at least for the present time.
At 9:30AM Michael’s mother and her boyfriend arrived to pick up the freshly disciplined scumbag. Michael was looking very haggard; after all it is difficult to sleep in a 4x4x4’ cage with your wrists bound overhead to the bars. Part of his regimen was a recital to his mother imploring her for forgiveness and conceding his own worthlessness. I went over this carefully with him, making him aware that any deviation from the script would result in extended confinement.
When the time came for his release I fitted him with a flimsy, off the rack Wal Mart black sleeveless dress and a nondescript pair of heels of equal quality. This complimented the fishnets, bra and wig he had been fitted with upon his arrival. Since his male clothes had been shredded he would wear this attire for the trip home. Noreen spent a few minutes touching up his makeup. A collar and leash were attached to him and he was placed in the same steel handcuffs that he was in upon arrival.
The handcuffs were attached with a padlock in front of him to the ring on his collar. This is a most uncomfortable position and I continued to assail his lack of masculinity as I led him upstairs on the leash. The crotch chain and butt plug would remain in place with the key being provided to his mother. He immediately kneeled in front of the couch where his mother and friend were seated, and proceeded to perform his recital.
His mother thanked me for my work,her boyfriend said not a word. This was fine with me, it was the first time I had met him and he gave me the creeps. Intuition suggested he was a bisexual piece of flotsam, unworthy of my niece’s companionship. I removed the collar and leash from Michael, and the boyfriend rearranged his cuffed wrists to the rear before leading him out to the van. Both of them got into the rear with my niece driving, and I had the distinct impression that sexual liberties were to be taken with Michael during transport.
Later I spoke with my niece by telephone and she was most favorably impressed by Michael’s change in attitude. I could not resist inquiring whether or not her boyfriend had used him sexually; she sheepishly confided that Michael had been forced to perform oral sex during the drive home. This perturbed me greatly as I felt Michael was deserving of being sexually used by Master Joe at my dungeon, and she was adamant in rejecting this. But I kept my thoughts to myself; family harmony sometimes tempers my candor.
END PART 77
When I decided that Michael had suffered sufficiently, I ceased my efforts and removed him from his painful restraint posture, only to place him in one of my two cages, his wrists cuffed to the top of the cage. He would remain in this position until the next day, upon which time he would be released.