It could only have been about fifteen minutes, but she couldn’t check her watch as she had her hands on her head, facing the wall, outside the headmistress, Miss Brigitte’s, office. Fifteen minutes, but it felt like an eternity.
She had started out fourth in a line of miscreants, and now it was down to her. Two girls had already come and gone, dispatched from the office in varying states of distress. Now it was the turn of the third girl, Roberta Jamison, and she had been in there an age. Sissy Miranda was musing on why this might be when, suddenly, the heavy mahogany door of Miss Brigitte’s study swung open, and out stepped Roberta. ‘Your turn now,’ mumbled the girl to Sissy Miranda, ‘she wants you in straightaway.’ Sissy Miranda turned round, managing to raise a brief half-smile to her tear-stained fellow, before knocking on the dreaded door herself.
Miss Brigitte was sitting behind her desk, a fine, crook-handled cane prominently on display before her. This was a weapon Sissy Miranda had become familiar with over the past few years – that and, of course, the strap. She did not know which she hated the most, but having tasted the bite of both, she was at least prepared for their sting: Miss Brigitte couldn’t really hurt her.
‘Well Sissy Miranda, I haven’t seen you in my office for a while,’ began Miss Brigitte. Sissy Miranda remained silent.
‘I assume you have a note?’ continued Miss Brigitte.
Sissy Miranda stepped forward and held out the note she had placed in the top pocket of her blazer.
‘Cat still got you tongue I see,’ went on the Head, as she picked up her glasses and read through the missive.
Sissy Miranda said nothing.
‘Well, this sounds like a very childish offence,’ asserted Miss Brigitte at last, surveying the tall fifth-former before her.
‘Go and fetch me that chair,’ she suddenly instructed, indicating a low wooden chair near the window, ‘and put it in front of the desk.’
Sissy Miranda didn’t move.
‘Do it, right now!’ commanded the Head.
Sissy Miranda’s feet obeyed, despite her mind reeling in confusion: this was not how she took the cane, or the strap for that matter.
Miss Brigitte stood up, waited for the chair to be settled, then sat down.
‘Come here and bend over my lap.’
Again, Sissy Miranda didn’t move.
‘Come here at once,’ continued Miss Brigitte, her voice rising to a crescendo, ‘or I will spank you harder and longer.’
Spank? Sissy Miranda was horrified: she had never been spanked before; never had to lie across the lap of the head mistress – this was too much.
‘Come here!’ ordered Miss Brigitte, and this time the girl did move, approaching the Head and then lowering herself carefully over her lap as indicated.
Before she could do anything else, Miss Brigitte had pulled back her skirt, pulled down her pink frilly panties and slammed her hand down hard on her behind.
‘Ow…ouch!’ issued from Sissy Miranda’s lips in shock, as another blow, and another rained down.
‘Be quiet!’ ordered Miss Brigitte, Sissy Miranda gritting her teeth as the blows increased in intensity; ‘This is not your place to speak!’

Circa 1967
Longing and Deception

Jo, was spending a rare weekend alone with his Aunt Nancy.  His uncle and cousins had just left for bible camp. Jo finally had the chance to try and experience Nancy’s treatments that his cousins had told him stories about and he so much wanted done to him. When Nancy sat down on his bed to tuck him in for the night wearing only a silk nightgown, he complained that he had a tummy ache. She acted concerned. She slipped her fingers down under the waistband of his pajamas and while innocently brushing against his rapidly swelling penis she pressed around on his abdomen.  

While giving him a big bosomy hug she told him she knew exactly what she needed to do to make him feel better. However, they would have to wait until she returned from her hospital shift the following afternoon. While he felt her hard nipple  press against his cheek thru the sheer silk fabric, his anus twitched in anticipation of the unknown. Once the door shut, Jo pulled out his flashlight and ogled thru the big envelope of porno pages his cousins had loaned him.

Opportunity

The following day, at the hospital, aunt Nancy’s supervisor informed her that  she would have to stay for the night shift. Not wanting to leave Jo alone, she called Auntie Brigitte, who introduced herself at church last week as having just arrived from France to serve at the local Catholic girls boarding school as Headmistress and School Nurse.
Brigitte immediately offered to watch Jo overnight at her apartment. Nancy thanked her profusely, but added he had a tummy ache and she was planning to give him his first enemas. Brigitte explained she would evaluate his condition and the academy clinic was well equipped in that area of treatment… (and she was secretly eager for the chance to work with some male anatomy for a change…).

Nancy told Brigitte that if Jo gave her any trouble, she should sternly discipline him. She then proceeded to call Jo from her wall phone and instructed him  to pack a small overnight bag and walk the 2 blocks to her new friend’s on-campus residence and arrive at 6pm sharp.
Jo was soooo disappointed!!  Oh well, he could just watch the Seahawks game. He threw the big envelope into his overnight bag for some  later nocturnal reading. His treatment from  aunt Nancy would just have to wait another day.

Discovery

When Brigitte heard the doorbell ring, Tom offered a disinterested hello,  dropped his bag in the hall and immediately went over to her TV and turned on the game.
She moved his bag to the clinic guestroom where an envelope fell out. Her curiosity tempted her to take a peek.
OH MY GOSH!! Another boy just waiting to poke one of my girls on a first date!
Both embarrassed and angry, she marched out to confront Jo:
”Tell me what is in this envelope, young man…”.
Without turning his head from the screen, he told her not to interrupt him until halftime. Now at the end of her patience, she slammed off the TV, grabbed a handful of his hair and struggled to drop his pants. He soon found himself stretched across her lap with his penis trapped between her strong thighs. This wasn’t her first rodeo
”I will ask you again, Tell me what is in this envelope, young man?…”.
When he answered that he had never seen it before, the spanking began and continued for several rounds of repeated questioning and increasing intensity until he could take any more and confessed to having naughty pictures in that envelope.

Choices

She stood him up and looked at him straight in the eyes while squeezing his cheeks. She explained to him that he had a choice:  
she could either show the envelope to Aunt Nancy tomorrow, or he could let Auntie Brigitte discipline him right now and Nancy would never have to know.
 Not wanting to get his cousins in big trouble, Jo agreed to let what happens in Brigitte’s apartment stays in Brigitte’s apartment. How bad could that be, anyway?

Seduction and Discipline

Knowing she couldn’t ave sex with him, she was  still relishing the opportunity to torment Jo with her seductive touch and posturing that would  arouse his emerging sexuality interspersed by humiliating and uncomfortable medical procedures in a revolving cycle of intensely confusing erotic sensations.
She was well experienced in leveraging the power of the prostate and ready to lead him past the societal humiliation and onto accepting anal bliss…. But first she had to soften up his male machismo for him to be ready to make that surrender.
Sensing his uncontrollable curiosity  in the mysteries of a  woman’s body she seductively removed her dress.  
Picking up her cane and tapping it on her palm, she asked Tom if he liked what he saw; auntie Brigitte now standing defiantly in front of him wearing only a silk bra, panties, garter belt and stockings.

Arranging a stack of pillows on the bed, she grabbed his arm and positioned him spreadeagled over the hump widely spreading his legs. He lets out a yelp as he felt a stinging soap covered butt plug being relentlessly pressured up  his anus and lodged into his rectum.
“Don’t you dare let that come out until I decide to remove it”
Picking up the envelope, Brigitte sat down next to him and pulled out a page and showed the first image to him.
“Disgusting!!”

And so began  his discipline, as she retrieved  her favorite cane, paddle and strap and began delivering some strokes before taking a break to  show him the  next page’s revelations and starting the next round of gradually intensifying strokes. This continued in several cycles before ending with a crescendo of stinging rapid fire impacts that left him whimpering in a fetal position. He was now ready to move on.

Examination

Changing her demeanor to mothering care, Brigitte cuddled Jo  in her arms, smothering him tight against her chest and asks if he had  learned his lesson.
 Like a needy dependent child, his bottom stinging with pain, he clamped his arms around her and quietly thanked her. Asking if he could now go back and watch the game. She said NO and explained that they still had more important business to attend to.  She told him that aunt Nancy had voiced her concerns about his tummy ache.
Jo answered that after aunt Nancy pressed on his belly she told him  she knew what would make him feel better. He expected her to take care of that tomorrow.
“No need to worry about that tonight, Auntie Brigitte! “
To which, Brigitte retorted that she is the academy nurse and Rosie had requested that she evaluate his condition. …..She wouldn’t pass up this opportunity for the world…..
With an ominous smile, Brigitte said:
“Let’s check out Tummy  tummy…”
and proceeded to straddle Jo’s face backwards, smothering him with her butt and introducing him to the overwhelming scent of a woman through her silk panties as well as  holding him down while sensuously pressing around his abdomen and meandering her hands down to tease his genitals, lightly stroking him, cradling his testicles and pulling on his emerging  recent growth of pubic hair.
Returning attention back to his abdomen she mused:
“I can understand why Nancy was concerned”

She got off him as he found himself gasping for air and ordered him up onto his hands and knees, face down on the bed. Snapping on a rubber glove in front of his face, she moved back out of sight and he felt the first-time delicate teasing touch on his virgin anal opening and perineum.
HOW HUMILIATING!  He tried to get up but she pushed his head back down
“We aren’t done yet, young man…..”  
She firmly grabbed his testicles with one hand and while pulling back for leverage, she slided  a finger through his pencil tight opening and deep into his rectum. Working over his prostate for some time and adding fingers, he heard her disturbing results
 “this is not good, not good at all…another case of teenage constipation…..”

 Pulling off the soiled glove she had him sit  next to her for a little talk. Hugging him affectionately she explained
“Jo, I need to leave for a few minutes to prepare some medicine. It will be easier to take if you spend the time trying to relax” 
and she disappeared into the bathroom.  He figured he knew what would be next. A spoonful of castor oil and a plate of prunes to be eaten during the second half instead of the potato chips he brought.

Nirvana

He couldn’t understand what was taking her so long and  started playing with his erection curious about how the anal stimulation had powerfully aroused him. He hears water running…and running….and running and still couldn’t understand  what was going on……until……his attention became riveted onto Auntie Brigitte as the bathroom door opened and she emerged wearing only a garter belt stockings and heels.

The elusive mystery of a woman’s triangle was finally revealed accented by a thick patch of curly black pubic hair. But within a blink of his eyes, his attention moved to what she was struggling to carry…  A huge bloated wet dripping red hospital enema bag with a flared nozzle that will surely never fit!!
 Ordering him to stand, she pressed the warmed wet rubber up against his tummy and genitals and muttered:
“just the right amount”.
Which he noticed, matched the “one gallon” line marked on the bag.  
OH MY GOD, NO!!!  

She rolled an IV stand next to the bed and was barely able to lift the swaying heavy apparatus onto the hook.  Some medicine! Auntie Brigitte sternly ordered him to assume the humiliating position of lying on his back with legs spread wide and drawn up on the edge of the bed while she towered over him testing the flow and temperature on her wrist and dripping down onto his bare skin.

Positioned between his legs leaning over him with her breasts erotically swaying, she lubed up the nozzle, ordered him to take a deep breath and separated his buttocks. She drove the flared form  up through his sphincter to fulfill it’s purpose of not falling out and keeping the water in. With a tone of motherly empathy  she explained to him this would  unfortunately be an uncomfortable but necessary experience while secretly looking forward to watching him squirm and struggle as she controlled  the flow  of the large enema  draining from the bag  and meandering relentlessly up the path of his expanding colon .
Sitting down next to him she snapped  open the hose clamp and he flinched with the first new sensation of the warm enema entering him and the ominous hint of the building pressure to follow. She grabbed her bottle of baby oil and explained  how she would be massaging his abdomen to help distribute the volume as she traced with her fingertips  the hardening taught skin while the water moved up the path of his expanding intestine.

Having witnessed many female orgasms from similar treatments of her students, she was curious to watch how erotically arousing the internal warmth and pressure would be for Jo and so, she enjoyed gently caressing his genitals as the water flowed  past his prostate.
But unlike women, there becomes a point for a male where the erotic pressure moves the attention from sexual pleasure to surviving the deep discomfort of the remaining bag and as a result.. Old Glory falls to half mast…..
 She felt  him holding her hand and eventually reaching out to bury his face into her breasts  for reassurance and comforting as the bag (now all too slowly) flattened. He winced and panted. Taking pleasure in her opportunity to offer mothering support, Auntie Brigitte whispered softly to him and coached him to take deep breaths and try to relax as she started to stop the flow. She sensed his condition and waited for the cramps to pass and his colon to gradually expand before adding more flow.  He struggled with all his bravery to gain the approving touch and motherly gaze from Auntie Brigitte for his attempt to empty the contents of her treatment.  Together they watched the bag go flat and the last column of water move down the tube and she clamped it shut for the last time. A motherly hug follows and she helped the bloated boy struggle off the bed and  mercifully walk to the toilet for a loooong and welcome enema release.

Returning to the bedroom he asked:
 “Now can I watch the game, Auntie Brigitte?”  
Totally confused, he was surprised to see her demeanor change back to the earlier punishment. “Now that you are well cleaned out, Jo, I think it is high time for you to experience what these young girls experience when you poke them”.   
She revealed  a collection of dildo probes from small to terrifyingly huge.  A series of erotically deep insertions of graduated size left him glassy eyed staring at the ceiling and humiliated by the arousing and pleasurable effect it was having on him. She buckled up her most challenging strap-on dildo which she affectionately called her “sissy mouth stuffer” and after the thrill of gagging him, repeatedly drove it deep up his rectum over and over while restraining him with a sensuous hold on his genitals.

Pulling out of his now well relaxed orifice, she knew he was ready for the ultimate surrender
“I need to verify the enema accomplished the intended results” 
and slowly worked her gloved fist up against his willing sphincter. With some cooperative effort, she felt her knuckles pass through the most difficult place as he sucked her fist up into his rectum. Overcome with emotion and the ultimate arousal, he collapsed onto the bed as she blanketed her warm form over his totally spent body.  So much time had passed, the football game has ended

The next morning when he ran out to aunt Nancy’s waiting ride, she asked him how the evening went..
Oh, it was a good evening,
with a reflective smile staring out the window back to a waving Auntie Brigitte…..
“the Seahawks beat the Redskins……”
-with a wink to auntie Brigitte