Jay couldn't believe his fate. After graduating from high school, he took a year off and did what many guys in his situation do - he got bored, hung around with the wrong crowd, and then got in deep trouble. The justice system gave him a choice: pay a large fine and restitution, spend a year in the city jail, or submit to a year's stay in a reform school. Jay had quickly decided on the reform school option, since he had not earned a penny after getting out of school, and didn't want to spend a year around the unsavory types of people in the city jail.

In the reform school Jay became quite rebellious - in a nonviolent way. He frequently broke the house rules, and seemed impervious to the threat of serving additional time there. The school psychologist correctly recognized that Jay would like nothing better than to stay there for an extended period of time, and annoy the system - much the same flavor of rebellion that got him into the institution. The reform school then did what they did with all incorrigible inmates - they sent Jay to the girls' reformatory.

The most significant difference was that the girls' reform school dispensed ample corporal punishment. The girls' school also welcomed male "guests" for the humiliation aspect of their punishment.

As Jay rode in the transport van, he recalled his disbelief when he was told that he was being sent to the girls' reform school. He was speechless because, although he considered begging them not to do that, pride got the better of him. He had heard rumors about being sent to the girls' school and how the inmates' bottoms were kept sore from spankings, but had considered them unfounded. Now, with regret from his delight in pushing the system, he had no idea what lay ahead of him.

The two hours in the van had been uncomfortable, and the driver, a staff member from the reform school that he was leaving, did not want to chat. They stopped and passed through two guarded gates, and then arrived at the admissions center.

Two strong looking female staffers escorted Jay, whose hands were bound behind him, into the admissions bay. Beginning then, he experienced a series of surprises.

His eyes met those of the uniformed nurse inside the admissions bay. He immediately blushed. It was Catherine, a girl he'd had a wild crush on in high school. They had several of the same classes during the last two years of school. Catherine was blonde, slender, and pretty, with a sweet engaging smile. He recalled with embarrassment that during high school days she had frequently caught him staring at her legs. He had habitually fantasized lying next to her, both of them naked, handling and stroking her smooth bare legs while kissing her sweet lips and preparing to enter her. Jay had spent many moments in the paroxysms of ejaculation while thinking of the beautiful blonde Catherine.

And now, he was before her -- being admitted to a girls' reform school.

She smiled. Her smile was every bit as sweet as he remembered. His embarrassment deepened, as he saw the recognition in her eyes. She leafed through his file, and her smile faded. She pressed her lips together for a moment and continued reading his file. When she finished, she picked up the phone and pressed a few digits.

"Miss Allison, this is Nurse Catherine. We just got an M-ten in admissions. Health clean."

After a pause of several seconds, Catherine said, "Yes Ma'am," and hung up.

"The head governess would like to have a few words with you," she said to Jay. "After I give you an enema."

Jay's feeling of humiliation and shame deepened as he imagined the object of his high-school crush doing something so intimate in a clinical setting. The two guards escorted him to the nurse's station. Catherine walked ahead, and Jay's stomach fluttered when he saw the smooth slender legs that he had so often fantasized about.

In the nurse's station, one of the guards released Jay's wrist cuffs.

"I want you to strip, Jay," Catherine ordered, her voice taking on a crisp quality. "Everything off. I'm going to give you a three quart soapsuds enema, which you will retain for five minutes."

As Jay removed his clothing, Catherine continued, "I am required to note all instances of non-cooperation in your file." Then she snapped on a pair of disposable gloves and placed a firm bolster pillow in the center of the table.

"On your tummy now," she ordered, patting the examination table. Jay nervously climbed on the table and lay face down. The bolster pillow raised his hips, which added to his humiliation. She bound his ankles to the table with firm binding straps.

"Let your arms hang down the sides of the table," she instructed. When he complied, she fastened binding straps around his wrists.

"Okay now, we're ready to begin."

Catherine lubricated a gloved finger and inserted it past Jay's sphincter. She worked it all around inside him, and he wished that she would get it over with. She withdrew, put some more lubricant on, and applied it again.

He waited as she prepared the enema. He heard water running for a while, and then the sound of the full bag being clipped to a stainless steel stand.

He felt Catherine spread his nether cheeks, and for about twenty seconds, a soft object lightly touched his back entrance, moving around. Suddenly he felt a sharp pain as Catherine rapidly shoved the inflatable retention nozzle inside.

"AAAAAAH!" he yelled. The pain persisted for about a half minute. "Aaaaaah! Aaaaah!" He twisted hi hips.

Catherine gave the attached bulb two squeezes and inflated the retention nozzle. It expanded inside jay's back portal, and he immediately felt extremely full.

"Ohhh! Uhhhhh!"

"I'm going to start the enema now. After it's all inside you then you'll hold it for five minutes."

Catherine released the hose clamp, and the soapy solution began to flow. Jay felt a few jets of water shoot into his innards, and then the stream became steady. In almost no time the pressure became intense.

"Aaaaah! Ohhhhh! I'm FULL!"

The relentless enema persisted.

"Please! I can't...."

"Oh, yes you can," Catherine interrupted. "It's all going in before I start the retention timer." She decreased the flow rate slightly.

Jay continued to squirm, grimace, and complain as the enema expanded inside him. When the flow became blocked, Catherine gently rocked him from side to side, and then gave the bag a healthy squeeze. Jay shouted as the enema resumed.

"AAAAH! OH! Ahh!"

He had never felt so full in his life. He forgot about his humiliation as the cramps gripped his innards. It took several minutes for Catherine to work the enema until the bag was drained.

"Five minutes now!" she said sweetly and looked at her watch.

Jay struggled and pleaded as his body desperately sought to expel the intrusion, but couldn't.

Catherine calmly stood by, and checked her watch every half minute or so. She was aroused by the scene before her. 'I'm enjoying this more than giving it to a girl,' she told herself. She also knew that she would greatly enjoy what was to come.

Near the end of the retention period, Catherine released the wrist and ankle binding straps. Then she deflated the retention cuff and pulled on the hose until it emerged.

"You can get up and expel," she announced. "Take your time - then we'll get you showered and present you to Miss Allison." She felt a twinge of arousal between her legs.

Her thoughts wandered as she sat and waited for Jay to completely get rid of the enema. About twenty minutes later she attached ankle cuffs connected by a short length of chain to Jay's ankles and led him to the shower stall.

"In you go, and get nice and clean all over," she ordered, and watched while he scrubbed himself and dried off. She cuffed his forearms together behind him and asked the staffer to escort him.

Jay's humiliation came to the fore and he asked, "Like this? Can't I get dressed?"

"Miss Allison wants to see you as you are now," Catherine replied, and turned around and led the way. As they walked through the long corridor, they encountered two instances of a new female inmate being led to admissions. Each time, the captive female stared probingly at Jay's nakedness, much to his embarrassment.

"I'll tell Miss Allison that I'm ready to present you, and then I'll be back to get you," Catherine told Jay, implying that he and his escorts had to wait in the hall. She unlocked a door and went in. A few uncomfortable minutes later, she emerged and asked the escorts to lead Jay in.

They traversed a receptionist's area and into an office with an open door. A name plate on the large desk said "ALLISON". The woman at the desk told the escorts they could leave Catherine and Jay with her, and to lock the door to the corridor.

Miss Allison, a dark haired woman in her mid thirties, was dressed in a white blouse and a grey skirt. The tone of her voice was crisply efficient, and her face seemed attractively sculptured.

"So this is a male from the other reform school. Listen, Jay, things are quite different here. That's why they sent you over here. Corporal punishment is freely given, and I daresay after looking at your file that you will likely have a constantly sore bottom until you learn some important lessons. It will go much better for you if you voluntarily comply with what you are asked to do."

Miss Allison waited a moment for effect, and continued.

"I will give you an introductory spanking now. Do everything you're told, or it will be worse."

She opened a desk drawer and pulled out a box of disposable gloves, a tube of lubricant, and a medium sized latex butt plug. When she had spread them on the desk she surprised Jay by unbuttoning her blouse and taking it off.

Jay could not resist staring at Miss Allison's breasts. He had never seen such perfect, seductive breasts.

"Jay, I want you to bend over across the desk while Nurse Catherine inserts this rectal plug."

Jay's heart was fluttering. His mind was confused, and he didn't know what to do. He was in a girls' reform school, naked and bound, and had just been told to bend over to accept a butt plug from his high school fantasy girl, by a woman who had just bared her attractive breasts.

"Catherine, perhaps he needs some assistance."

The blonde nurse gently pushed Jay up to the desk and guided him into a bent over position. Then she snapped on a disposable glove and put ample lubrication on a gloved finger. Jay flinched when Catherine inserted the lubricated finger between his nether cheeks, and worked it around rather brusquely. She withdrew, removed the glove, and retrieved the anal plug. After spreading some lubricant on the plug, she inserted it to the sound of Jay when he groaned, "Uhhhhhh".

Miss Allison then spoke. "I want you to stay bent over until I tell you otherwise. Keep your chest against the surface of the desk. I'm going to give you a caning now. You will receive ten strokes of the cane across your bare bottom. Two extra every time you get out of position."

The bare-breasted governess retrieved a straight handled rattan cane and fiercely whisked it through the air several times, causing Jay to shudder. She stood to Jay's left side, extended her arm, and tapped the cane several times across his vulnerable uninitiated nether cheeks.

"I will deliver each stroke about five seconds apart. Catherine, please count them aloud," Miss Allison instructed.

There was a whippy noise followed by the unmistakable sound of the instrument making contact with bare skin. Miss Allison had placed a cane stroke directly across the center of Jay's bottom, propelling the instrument so that the tip of the cane curled around slightly at the opposite end.

Jay immediately felt a sharp hot striation across his bottom. It seemed to intensify even after it had been delivered.

"AAAAAAAAUGH!" he screamed, and halfway stood up.

"One," Catherine's sweet feminine voice counted.

"Get back in position," Miss Allison ordered. That's two extra."

Jay bent down again. Miss Allison went through the ritual of tapping his bottom several times before delivering the next stroke.

Whippppppp-SMACK!

"AAAAAAAAAAH!"

Jay kicked his legs.

"Two," Catherine announced.

"You may kick your legs as long as they both don't leave the floor at the same time. If both feet leave the floor, that counts as getting out of position."

Whipppppppp-SMACK!

"OHHHHHHHHH! AAAAAAAAAAAH!"

"Three," Catherine's voice quavered with excitement.

The next stroke landed immediately adjacent to the previous one. Jay furiously struggled to stay in position as he yelled. Catherine's voice was shaky when she counted out the fourth stroke.

Whippppppp-SMACK!

"AAAAAH! OHHHH! OWWWWWW! NO!"

"Five!"

Jay squirmed and kicked mightily through the sixth and seventh strokes. When the eighth stroke striped his bottom, he bolted upright again.

"That's four extra. Get back down there."

Miss Allison placed the ninth and tenth strokes near the upper part of Jay's bottom. The stripes from the previous strokes were evidence that Miss Allison knew how to give a punishment caning.

"Catherine, please remove his rectal plug, and then I'll finish his caning."

"Yes Ma'am."

Jay flinched visibly as Catherine tugged on the plug and withdrew it.

"I'm going to administer your penalty strokes faster than I did the others," Miss Allison announced. "It will likely take considerable effort to stay in position, but the same rules apply -- two extra every time you get out of position. Consider this as motivation to take your strokes properly the first time."

Catherine stood rigidly, her legs pressed firmly together, her eyes wide.

The first stroke cut diagonally across Jay's bottom, intersecting several previous striations. Just as he started to shout, the second stroke landed. It cut across the other weals as well. His shout intensified, and he kicked one leg. The third and fourth strokes whipped across his striated bottom and he kicked both legs.

"That's two more," Miss Allison ordered. "Get both feet on the floor, right now."

"Please, no more! Please!"

"You are not in a position to negotiate. Stay bent over with both feet on the floor for the next two, and we'll be done. Keep getting out of position, and you will be here for a long time."

Jay was breathing hard, and presented his striated bottom. He gave a loud shout with each stroke, and twisted. Catherine had seen many canings before, but this one was especially arousing to her. It was somewhat refreshing to hear a male voice under the striating cane, and to see a male's bottom and thighs twist and writhe. Although Jay was not the first male at the girls' reformatory that she had encountered, it was an infrequent situation and she was acquiring a taste for witnessing male humiliation.

"You may stand up now," Miss Allison stated. "Catherine, please unfasten his hands."

Jay, after his hands were released, turned around.

"Stay facing the desk, Jay. We're not finished yet," Miss Allison ordered, and stood up. Catherine anxiously anticipated the next move. Miss Allison retrieved a strap-on harness with an attached probe, and laid it on the desk in front of Jay. Jay had never seen a strap-on dildo before, but its function was obvious. It had a mysterious sensuality to it, and he felt his stomach flutter. Catherine felt her panties dampen as her arousal increased.

Miss Allison picked up the strap-on, turned around so that only her back was visible, and removed her gray wool skirt and her panties, and placed them on the desk. She stepped into the harness and adjusted it so that it fit snugly around her hips, and turned around. She had a determined expression on her face. The sight of her standing there, legs spread, hands on her hips with her lips pressed together, presented a frightful picture to Jay. He did not have to guess what was coming next. He didn't know, however, how intense his humiliation would be.

"Jay," she said, "I want you to bend over across the desk. Right now."

He didn't think he really had a choice, so he cautiously leaned over.

"Now reach back and spread your bottom cheeks. I want you to keep them spread until I tell you otherwise."

The striating pain from the caning gave way to embarrassment. He again thought of the sweet-looking Catherine, and how he was having to do these humiliating and private things in front of her. He placed his hands back and spread his nether cheeks somewhat apart.

Miss Allison nodded at Catherine. The nurse donned a disposable glove and generously squirted some thick lubricant on one finger.

"Open wider, Jay," the nurse's sweet voice instructed. He pulled a little harder. "More still. Spread them completely open!"

With a flush of red returning to his face, Jay pulled his nether cheeks well apart. Catherine inserted her lubricated finger and probed around. Jay groaned when she pressed hard against his prostate a couple of times.

Catherine stepped back, and Miss Allison, with her ominous probe sticking out from her hips, walked around in back of Jay. She had kept her black high heeled pumps on.

"Very good, Catherine," she said. "Jay, I want you to keep your cheeks spread until I tell you otherwise."

She spread a thick coating of lubricant on her strap-on probe, and then brought it so that it just touched Jay's sphincter. With precision from obvious practice, Miss Allison pushed gently until the probe penetrated about an inch, and stayed there a moment. Then she steadily pushed until she was in as far as she could go. Jay shouted "Uhhhhhhhhh-Aaaaaaaaugh!" as she sank in.

She stayed like that for a moment for him to fully experience the feel of the probe when it was in all the way.

"You may release your hold now," she told him. "Reach across the desk and grasp the other end, and don't let go."

When he had done as she ordered, she slowly and deliberately pumped her hips several times, each time bringing the probe almost all the way out, and then pushing it completely in. Jay emitted a loud groan with each thrust.

After a moment of this Miss Allison withdrew and smeared more lubricant on her probe, and entered Jay, driving her probe to the hilt. He groaned again.

With a rather casual and careless flair, Miss Allison then subjected Jay to a prolonged and thorough fucking. She pumped with varying force, tempo, and penetration. As she fucked, Jay's reaction was an almost constant litany of choked utterances of surprise, humiliation, and discomfort. Catherine looked on with increasing arousal as Jay wriggled, twisted, and writhed under the continuous assault of the strap-on probe.

Miss Allison continued fucking well beyond the point where Jay complained of being sore from the interminable snaking in and out of the probe.

Catherine had seen Miss Allison previously use the strap-on dildo on a few recalcitrant female inmates - it was not something that was done as a matter of course. This is the first time she had seen it used on a male. She believed that Miss Allison always knew what she was doing, and probably had a good reason for subjecting Jay to this grueling period of discipline and humiliation.

Miss Allison stopped her prolonged fucking of Jay's back way when she sensed that he really was getting too sore to continue. She slowly pulled out and told him to stand up. She bound his hands behind him, and told Catherine to summon the escorts to take him to his quarters. Then she got dressed.

As the staffers were leading the weary and humiliated Jay away, Miss Allison asked Catherine to stay.

"Next week, before his enema I'd like you to shave his legs and pubic area," Miss Allison stated. "Then bring him here. If you're ready, you can use him with the strap-on."

Catherine smiled and thanked Miss Allison.

She walked down to hall to her station and felt a damp tingling between her legs as she visualized pumping the strap-on probe into Jay until he begged for mercy.

Transferred part 2

Exactly a week later two escorts brought Jay to the nurse's quarters where Catherine was waiting for him. Jay had been stripped to his briefs before being brought before her, and his hands were bound behind him. His face showed a light blush.

Although she had looked forward to this session since last week, she had to keep her composure and authoritative tone. Her panties were already damp. She had Jay step out of his briefs and lie face down on the padded table with his feet well apart, and placed binding straps around his waist and ankles. Jay, of course, knew that he was probably in for an enema or two, and expected that Catherine would now administer one.

He was surprised to hear the hum of electric clippers. He felt Catherine's hand grasp his right leg just below the knee, and then felt the effect of the clippers as she ran them up and down his calf.

"What - what are you doing?!"

"Miss Allison wants you shaved from the waist down. That's what I'm doing. Then you'll get your enemas."

"Please no, Catherine! I don't want -"

"Jay, we are NOT on a first name basis here. You are to address me as NURSE Catherine, or Ma'am. That is a demerit that I will note in your record."

Jay emitted a choked sob. He knew that a demerit meant more severe punishment. The clippers efficiently removed most of the hair on the backs and sides of his legs and thighs. Catherine went to work on his bottom. She smiled in anticipation as she thought of what she had planned for today's session in Miss Allison's office.

When Catherine had finished with the clippers, she applied warm lather to his bared bottom and shaved him with a razor, including the area between his nether cheeks. Jay had to admit that the thought of Catherine's firm and slender fingers there was arousing -- or would be, in another setting.

As Catherine worked on his legs with the lather and razor, she recalled the past week when she insisted that her boyfriend submit to being taken with the strap-on. Although he initially showed some reluctance, her enticing smile and gentle persistence paid off, and she got the practice that she wanted for today's session.

She released the ankle restraints, loosened the waist strap, and had Jay turn over so that he was face up. The front parts of his legs, as well as his pubic area, had not been shaved yet. After cinching the waist strap and binding his wrists above his head, she prepared a three quart sudsy retention enema. He looked at the full and bulging read bag with trepidation. Catherine attached the inflatable retention nozzle to the hose, snapped on a disposable glove, and lubricated his opening. After she generously applied lubricant to the nozzle and flushed out the air in it, she had Jay bend his knees, and inserted it. He groaned as she inflated the nozzle so that it would not slip out.

An audible click echoed within the treatment room as Catherine released the enema. Jay immediately felt the intrusion of the warm soapy liquid.

"Uhhhhhhhh!"

As the enema inexorably entered Jay, he felt filled to capacity after scarcely a quart. He groaned, panted, and begged Catherine to stop. She just smiled and watched. She had become accustomed to hearing what Jay repeated, that he could not take it, and that he was too full. By the time the three quarts were inside him, he almost constantly groaned and twisted in his restraints. His brow was furrowed and he panted.

"Now Jay," Catherine began, "I will continue your shaving. But first, I want you to ask me, properly, to shave your legs so that they're smooth like a girl's. When you do that, I'll shave you."

Jay groaned, both from the distention caused by the three quart enema inside him, and the humiliating thing that Catherine ordered him to say.

"Uuuuuh! Please Nurse, can I get rid of the enema?"

"Not until you get shaved. And you know what you have to do before I'll shave you," she smiled.

A few moments passed, with Jay squirming and groaning.

"Nurse Catherine, will you, uh, shave me?"

"That's not good enough, Jay. You're supposed to ask me to shave your legs so that they're smooth like a girl's," Catherine taunted. Then she added, "I know you like to look at girls' legs, Jay."

He was almost in tears then, and choked out a sob. Then, realizing that he was truly in a bind, he attempted to say what Catherine told him.

"Aaaaaugh! Nurse Catherine, please -- uuuh -- shave my, uhh, legs so that, uhhh! they're smooth. UUH! Like, like a girl's."

"One more time, Jay, without the pauses."

The cramping and fullness from the large enema spurred him on. He knew that Catherine meant what she said and that the enema was going to stay inside him until he performed his humiliating task and she finished shaving him.

"Aaaaugh! Nurse Catherine, please shave my legs so they're smooth like a girl's!"

"That's better, Jay. After I shave your legs and pubic hair, you can get rid of your enema."

Catherine proceeded to leisurely use the clippers on the front parts of Jay's legs and thighs. Then she clipped his pubic hair. After applying hot lather to the freshly clipped areas, she used the straight razor to shave him smooth. The entire process had consumed about twenty minutes, and Jay was almost beside himself with the fullness and humiliation. She wiped his legs clean, then ran her hands up and down them.

"Ooh, now your legs are nice and smooth. Just like a GIRL!"

Catherine released his bonds and allowed him to get up and expel. She made sure he took about a half hour to get rid of the entire enema, since it had gone far inside him with the lengthy retention period. She watched him as he showered, and then called the escorts.

The two female escorts bound his hands behind him.

"Nurse Catherine, can I put on something before going out there?"

"Jay, if you wear anything, it's going to be a GIRL'S uniform. With your shaved legs, I think you'd look darling in a short pullover dress and sneakers!"

The escorts giggled, and Jay bowed his head.

The walk to Miss Allison's office seemed to take forever. Jay was very self-conscious about his freshly shaved legs and pubic area, and several new admissions stared at him as they passed one another. He had to wait in the hallway with the escorts when Catherine entered Miss Allison's outer office. After a ten minute wait, with more new arrivals led past him, Catherine opened the door and said, "Okay, let's bring him in now."

Miss Allison stood casually and leaned against her desk. She wore a white blouse with sleeves rolled up, a black skirt, and black pumps.

"Well, Jay, do you remember what happened last week in my office?" Miss Allison quizzed.

Jay lowered his head and whispered, "Yes... ma'am."

"Tell me, Jay -- what are the rules for taking a whipping?"

Jay was further humiliated by this line of questioning. He stammered, "I-I-I have to bend over the desk."

"And?"

"And-and stay there without getting up."

"Without getting up OR what, Jay?"

"Or kicking!"

"Good. Now what happens if you get up or kick your legs?"

"I-I get extra."

"Correct. You know the rules. Now bend over across my desk, with your chest in contact with the surface at all times. I'm going to give you another whipping like last week."

Jay gave a sigh of resignation. He knew that whatever Miss Allison said was going to happen, would take place. He bent over the desk as instructed, with his chest touching its surface.

Miss Allison picked up the rattan punishment instrument and whisked it through the air a few times. Jay shuddered.

"Jay," Miss Allison continued as she whipped the cane through the air, "it appears that you have made some progress this week. But I am sure you can do much better. You know the stuff, but you should apply yourself to it. You also have a very recent demerit. To help you remember, I'll give you fifteen strokes today. Two extra every time you get out of position."

Jay was shocked. This was more than last week's painful lesson.

"Fifteen?! Please, Miss Allison!"

"Yes, fifteen. Remember what I said about applying yourself. We will begin."

Catherine stood back, her legs firmly together. She admitted to herself that she greatly enjoyed seeing males endure punishment. She felt a twinge of arousal in her womanhood. Miss Allison took aim, and whipped the first stroke solidly across the center of Jay's bared bottom.

"AAAAAAH! AAAAAAAAH AHHHH!" he shouted, and wiggled for a few seconds. Miss Allison paused but a short moment, and laid another stroke near the first one.

"AHHHHH! OH! OOOOOH!"

Catherine's pussy was wet at this point with her natural lubricant. Jay kicked his legs violently on the eighth and ninth strokes, and brought his will to the fore during the following three after that. Then he kicked on the fourteenth stroke.

Miss Allison paused for a minute, then said, "You got out of position three times, Jay. That's six extra, and you'll get them faster than the others." Jay didn't know how he was going to be able to take the extra strokes, but he knew that he had to somehow get through this. He gritted his teeth.

Miss Allison whipped the rattan cane vigorously so that they intersected the previous striations. Jay's anguished shouts rang in the room, and on the last stroke, he stood up.

"I just can't! It's too much!" he wailed.

Miss Allison tapped the desk surface with her cane.

"Get back there. Right now. Two more."

Jay knew that further argument would make it worse, so he complied.

He stayed bent over for the two vigorous strokes.

"Stay bent over, Jay. Nurse Catherine will prepare you for the next step by inserting a rectal plug in you."

"Oh God," Jay panted, and the others smiled.

Catherine unfastened Jay's wrist bindings and told him to spread his cheeks wide. Then she snapped on a disposable glove and generously applied lubricant to his nether portal.

Jay groaned when Catherine inserted the butt plug.

"Now grasp the other end of the desk, Jay," she instructed. "You will retain the rectal plug for five minutes."

Jay maintained his humiliating position for the requisite time while Catherine and Miss Allison chatted. At the end of five minutes, Catherine withdrew the butt plug and waited for Miss Allison to set the direction.

"Now, Jay," Miss Allison said, "I want you to hold that position. If you let go of the other end of the desk you will sorely regret it." Then she opened her desk drawer and pulled out a strap-on probe with its harness. "Catherine, I would like you to use this on him. You'll need to strip, although you may keep your shoes on if you wish."

Catherine's heart raced as she walked over to the front of the desk and began to remove her clothes in front of Jay. Once she was totally nude, she paused for a moment, and then picked up the harness with its ominous probe. She stepped into it, and fastened it tightly around her waist. A smile of anticipation graced her visage, and she pulled on a fresh disposable glove on one hand. Her footsteps were silent as she walked behind Jay. She inserted a generous amount of lubricant inside him, and placed some on her probe.

Jay felt Catherine's hands spread his nether cheeks. Then the tip of her probe touched his entrance. She pushed in about two inches.

"Uhh!"

She worked it until it was up to the hilt.

"Uhhhh-ahhh!"

She gave a few brusque strokes, and then pulled out to put more lubricant inside Jay. He groaned when she re-entered him. Then, with increasingly hard strokes, she pumped the strap-on probe so that Jay felt the full length of it.

"Oh! Uhh! AAH! OHH! UUUUH! AAAAUGH! OH! AHHH!"

Catherine grasped Jay's hips more firmly and pumped vigorously.

"OOH! PLEASE! PLEASE NOT SO MUCH! PLEASE-NURSE-CATHERINE-IT-HURTS! OOH! AAH! OHH! NO MORE!"

Catherine continued to pump as Jay twisted and writhed. He did not release his grip on the opposite end of the desk, although he kicked his legs several times during his strap-on ordeal. He frequently complained that he was getting very sore back there, but Catherine paid no heed and used him thoroughly. She steadily and vigorously pumped until Miss Allison called a halt to her dominant pleasure.

When Catherine pulled out, she told Jay to stay in position. Her face flushed with arousal, she stepped out of the strap-on harness and put on her uniform.

Miss Allison summoned the escorts. As they led Jay out of the office, Catherine stayed and discussed how they would add to Jay's humiliation the following week.

Transferred part 3

Nurse Catherine smiled slyly when the escorts brought Jay to her station a week hence. She patted the examination table and said, "Clothes off, and face down, Jay."

She fastened binding straps around his wrists, and told the escorts that she would call them later.

She prepared his three quart enema, inserted the retention nozzle, and began the flow.

"AUHHHH! OH!"

As the solution coursed into Jay, Catherine ran her hands up and down Jay's legs.

In spite of his anxiety about his situation, he admitted to himself that Catherine's touch felt good.

"Jay, I see you have some stubble on your legs. That'll have to be shaved off."

Jay whimpered, and Catherine giggled.

As Catherine prepared the shaving equipment, Jay squirmed and pumped his hips in response to the ever-intruding enema. He'll do the same thing during his caning, Catherine thought to herself as a warm glow of arousal tingled through her pelvic area.

She applied warm lather to the backs of Jay's legs and bottom, and shaved off the week's hair growth. By the time she completed that part of the shaving, the three quarts of enema were inside her charge. She had Jay turn over.

"All the enema is inside now, Jay. I want you to ask me properly to shave your legs, like last week. Do you remember?"

Jay was not about to argue with Catherine, since that would only prolong his retention of the enema -- a lesson he learned the hard way the previous week. With the three quarts of solution pressing against his innards, he quickly choked out the words that she wanted to hear while he writhed and struggled.

"UUHH! Nurse Catherine, please shave my legs so they're smooth like a girl's! AAAAUGH!"

"Very good, Jay. I will do just that. I'll also shave your pubic hair."

Nurse Catherine happily and leisurely applied herself to her task of shaving the front and sides of Jay's legs. When she had done that, she applied warm lather all around his pubic area, including his cock. She made a point of handling Jay's cock while shaving around his ball sac and his pubic hair.

At long last, the shaving was complete. In what was to become a ritual, Catherine ran her hands up and down Jay's freshly shaven legs, and exclaimed, "Now your legs are all smooth, just like a GIRLLLL!"

She unbound Jay, removed the retention nozzle and told him to get rid of his enema and take a quick shower. She watched him most of the time, to his further humiliation. Then she summoned the escorts.

Jay accepted that he was going to be led, naked, down the hall. He had no idea what was in store, though. Last week he had experienced a severe caning and an endless session with Nurse Catherine's strap-on.

"Miss Allison is taking some time off," Catherine said. "We're going to see Miss Vanessa now."

Jay detected something in Catherine's tone that suggested he would like today's session even less than last week's. His heart raced as the escorts led him down the hall to Miss Allison's understudy. He had heard the name Vanessa in conversation before, but had not seen her. His face reddened as a new arrival, a female, was led to admissions and stared at his shaved pubic area and smooth legs.

Nurse Catherine smiled as she unlocked the door to Vanessa's office and went in, while Jay stayed outside with the guards. After a long wait, Catherine opened the door and told the escorts she'd call when Jay's punishment session was over. She led Jay inside, locked the door, and led him to Vanessa.

The instant Jay saw Vanessa, his face reddened. He had not expected, or wanted, to see THAT Vanessa again. He stood before a slender woman, one with reddish hair and a strict no-nonsense visage. He recognized the graduate student lab assistant for his biology class that he took in his first and only year in college. She had made it plain by her manner of dealing with him, that she did not like him at all, after he had made some crude remarks. Back then, Vanessa did not have the dominant demeanor that she now displayed. And, he had extensively fantasized bedding her down.

"Well, Jay," Vanessa said in an authoritative voice, "I wondered what I'd do if I ever saw you again. I didn't expect to see you HERE, though, and I've had a long look at your file."

There was an awkward pause. Jay sensed that he was supposed to say something, but didn't know what he could say. He stood quietly with a flushed face and looked down at the floor.

Vanessa continued. "It says here that you are to have a liberal experience of discipline. You're at the right place. Nurse Catherine has briefed me on your sessions with Miss Allison. I also notice in your file that you've been assigned two demerits this week. You know what they're for, I don't have to tell you. You were counseled after each one, so let's just get started."

Vanessa opened a desk drawer and retrieved a sturdy leather belt. She stood up, folded the belt over so that it was doubled, and snapped it taut several times. Jay's insides fluttered. So did Catherine's, for a different reason.

"Get in position, Jay," Vanessa ordered in her no-nonsense tone. "I don't have to tell you the rules -- you already know them. I'm going to strap you until I'm convinced you will never forget what this leather belt feels like."

Jay, his hands bound behind him, stepped up to Vanessa's desk and bent over until his chest made contact with the desk surface.

"I have the same rules as Miss Allison about getting out of position. You keep that naughty bottom out there until I tell you I'm done."

Vanessa took a few long strides and got in position to administer. She spread her feet and bent her knees. Then, with her gaze focused on Jay's newly shaved smooth bottom, she commenced the most severe whipping that Jay had thus far gotten since he came to the girls' reform school.

From the first swipe of the leather across Jay's bare bottom, he exclaimed a loud "OHH!" A few more swipes, and his cries became more strident: "AAAAAH! OWWWW! OHHHH!" He desperately tried to stay in position.

Vanessa gave one severe stroke after another, and swung the strap as if she'd been born with it in her hand. The strapping went on and on, with Jay's bewildered outcries becoming louder and more fervent. As he writhed and twisted, he begged Vanessa for mercy. Several times he wildly kicked both legs, and Vanessa kept a mental count of each time.

By the time she had given 120 strokes of the doubled-up belt, Jay's outcries were almost continuous.

Catherine knew that Vanessa was a hard punisher. Having watched Jay receive a severe strapping from her friend, she knew her panties were damp from her arousal. She looked forward to the next part.

"Stay as you are, Jay!" Vanessa ordered. "You got out of position eight times. How many extra strokes does that mean for you?"

"Aaaaugh! Uhh, sixteen," he whimpered.

"That's right, Jay. Sixteen. And Nurse Catherine will give them to you -- with the rattan cane."

"OH PLEASE! NOT THE CANE! PLEASE! PLEASE!"

Jay squirmed. He knew that it was futile to have the slightest hope that he could talk himself out of discipline.

Catherine retrieved a thin whippy rattan punishment cane from the wall behind Vanessa's desk. She vigorously whipped it through the air several times. The frightful sound it made caused Jay to whimper again.

Catherine's sweet voice was in contrast with Vanessa's dominant tone, and in even greater contrast to her role as punisher.

"Jay, I'm going to give you sixteen with that cane. I expect you to stay in position, just like before. I'll give you extra if you don't take them properly."

He squirmed as she prepared to start. She spread her feet and slightly bent her knees. Then, without any warning, she drew the cane back and whipped it into the center of Jay's waiting bared bottom.

"AAAAAH! OH!"

Another stroke, perfectly striking both nether cheeks.

"YAAAAAH! AHHH! AAAAH!"

Catherine whipped vigorously, and placed the cane strokes randomly across Jay's reddened and strapped bottom, while he shouted, squirmed, and pumped.

"If you'd stayed in position for your strapping, you wouldn't get extra!"

"Please stop! No more! AAAAAH! OW! OH! Please no more!"

"This is what you get for not taking your punishment like you should!"

During his caning, Jay got out of position twice more, and had to present his bottom and take four more cane strokes, bringing the total to twenty, in addition to his severe strapping.

Jay stayed bent over, whimpering and panting. His bottom felt incandescent.

Catherine wished she could take off her dampened panties and jill herself.

"Stand up, Jay!" Vanessa snapped. He quickly obeyed.

"Get up on the desk and lie down. Face up."

Jay had the disturbing feeling that his day's torment was not over. As he lay on the hard surface of the desk, his bottom came alive with pain from his whipping. He grimaced, and looked up at Vanessa.

"It's time to settle an old score, Jay," Vanessa began. "I remember a time in lab that I had to pull you aside and tell you to stop doing something."

Jay's sudden blush told Vanessa that he knew what she was talking about.

"Put your arms above your head and DON'T interfere."

As Jay extended his arms as ordered, Vanessa reached in her pocket and pulled out several rubber bands.

"Spread your legs now. All the way!"

Jay trembled as he parted his legs so that his feet were on the sides of Vanessa's desk.

"Okay, Nurse Catherine," Vanessa said, and Catherine grasped Jay's cock and pulled it back.

Vanessa stretched one of the rubber bands and let it snap against Jay's ball sac.

"AAAAAAAAAAAH! AAAAUGH! OHHHHHHH! AAAAAAAAH!" he shouted, and squirmed for several seconds. The pain took a moment to subside.

Another snap.

"AAAAAAH! OWWWW! AAAAUGH!"

"HOLD STILL!" Vanessa scolded, and again stretched the rubber band.

Snap!

AAAAAAH! NO! PLEASE! IT-HURTS! AAAAAUGH!"

Jay begged Vanessa for mercy as she kept snapping the rubber band against his tender ball sac. After each snap, she waited for his squirming and yells to stop before giving him the next one. Catherine, while keeping Jay's cock out of the way, excitedly watched his intense squirming. Vanessa continued the ball torture until the sturdy rubber band broke.

"You may get up now, Jay. I'll call the escorts to take you back to Nurse Catherine's station and she will put lotion where you were punished."

Jay wearily lay face down on Nurse Catherine's examination table. His bottom ached from the severe strapping and caning, and his balls were tender and sore from being snapped repeatedly with a rubber band.

Catherine squirted soothing lotion on her hands and gingerly massaged it on Jay's severely punished buttocks.

"You got a good one today. You'll be sore for several days. You should be on your best behavior so you won't get such severe punishment."

Nurse Catherine's hands felt good to Jay, and he began to enjoy her soothing voice as she gently rubbed lotion on his nether cheeks.

"Yes, you've got to be careful to not get demerits," Catherine told him as she continued. Her silky hands wandered down to his smoothly shaved legs, and she lightly ran her hands up and down. As soon as Jay, with his slight squirming, let her know that her hands felt good, she had him turn over.

"Spread your legs, Jay," she instructed as she squirted more lotion on her hands.

A hint of hardness appeared on Jay's cock as he watched Nurse Catherine, with her sly smile, approach his sore nuts with creamy lotion on her hands. One of her hands pulled his cock out of the way. She gently rubbed lotion all around his punished ball sac. Jay spread his legs wider, signifying that her attention felt good.

When his breathing deepened, Catherine used both hands to rub lotion all around his cock and nuts. It took only a few seconds of her touching like that.

"OHHH!" Jay exclaimed, and his cock began to pulse. Milky jets of semen squirted from his member into Catherine's hands. He twisted and squirmed as the object of his past fantasies held his ejaculating cock.

"Oh, look!" Catherine exclaimed in mock surprise. "We have a squirter here."

She rubbed the combination of lotion and sticky semen on his legs, and wiped her hands clean. Then she retrieved a cock cage and quickly put it on him.

Jay expressed dismay at the latest development, and Catherine, as she locked the cage around his cock and balls, said, "It's a rule here that if you ejaculate when I'm performing my duties, you have to wear this device."

"Please, Nurse Catherine," he implored. "Don't make me wear that!"

"I've got to, Jay," she lied. "We'll see how you do next week."

She summoned the escorts and had Jay get dressed.

A week later, Jay had yet another surprise when his escorts led him to the nurse's station. Three female inmates were in the examination room, seated in a row. They wore the standard uniform -- a light blue pullover dress that looked too short, and laceless sneakers -- nothing else, except ankle chains.

Nurse Catherine could not suppress her smile as she informed Jay that the three females there were being rewarded for their good behavior points, and would watch him get his enema, shaving, and spanking.

"Prepare yourself for your enema, now," Catherine ordered. "You know what to do."

The three girls smiled as Jay nervously shed his clothes. One of them giggled when she saw the cock and ball cage that was locked in position.

"He has to wear the chastity device because he ejaculated last week when I was performing my duties," Catherine explained, and all three girls giggled.

Jay got up on the examination table face down. Catherine bound his wrists to the sides of the table. She ran her hands lightly over Jay's naked buttocks.

"There's still a little bruising from last week's whipping," she said aloud, "But I can still shave you there. Let's see how much stubble has formed on your legs."

She ran her hands up and down the back of Jay's legs several times.

"Yes, there's enough there to shave."

Jay squirmed in humiliation. Catherine prepared the lather, hot towels, and razor. Then she spread foamy lather all over Jay's naked bottom, and worked some of it between his cheeks.

Catherine then cheerfully shaved the week's growth of stubble from Jay's bottom, and took care to shave every bit of hair from around his nether portal. The three girls excitedly observed.

Before directing her attention to removing the hair on Jay's legs, she prepared his enema.

"He gets a three quart soapsuds enema once a week. He's got to retain it for at least five minutes."

The girls squirmed.

Catherine lubricated the retention nozzle, spread Jay's nether cheeks wide, and inserted it. He groaned. Then she inflated the inner and outer retention bulbs and started the flow.

Jay did not want to struggle with the enema in front of the girls, and tried to take it without exclaiming. Meanwhile, Catherine applied warm lather to the backs of his legs and began shaving them.

As the three quarts filled him up, he could not keep from struggling.

"UUH! OH! AAAH! UHNG! MMMMF!"

A couple of times his internal cramping got the best of him and he arched his back and shouted, "AAAAAAAH!"

His struggle with the enema captivated his audience.

When Catherine had finished shaving the backs of Jay's legs, she had him turn over.

"Jay is going to retain the enema while I shave the rest of his legs and pubic area," Catherine announced to the three girls. "But before I start, there is something that he has to ask."

She stood with her arms folded and looked at Jay.

He clearly did not want to ask Nurse Catherine to shave his legs in front of the three girl inmates. The pressure from the three sudsy quarts of enema convinced him that he had best accede to Nurse Catherine's wishes.

"Aaaaah! Nurse Catherine, please shave my legs so they're smooth! Aaaugh!"

Catherine smiled. "That's not good enough, Jay. There's something else you're supposed to say." She calmly waited while the enema exerted its pressure.

"OH! AAH! Uhhh! Nurse Catherine, please shave my legs so they're smooth like a girl's! UUUUUH!"

One of the spectators giggled.

"That's better, Jay," Catherine said, and removed his cock cage.

She applied lather to his pubic area and expertly removed the hair around his cock and nuts. Then, amid Jay's raucous groans, she used her razor on the week's stubble that was on the front and sides of his legs. She wiped off the lather and said for all to hear, "There! Now your legs are smooth, just like a GIRL!"

The spectators all laughed. Jay felt a new wave of concurrent cramping along with the humiliation.

"AAAUGH! OH! Please, Nurse Catherine!"

She unbound Jay's hands and removed the retention nozzle.

"Take your time getting rid of it, Jay."

He hopped off the table and quickly strode to expel.

Catherine had him take a quick shower in front of the girls, and then called the escorts. Jay cast his eyes downward as the female guards secured his hands behind him, and they all, including the three girl spectators with their ankle chains, followed Catherine down the hall to Miss Allison's office.

Instead of having them wait in the hallway, she had them follow her into the inner office. Jay noticed that Miss Allison was not there.

Catherine explained to the three female inmates, "You girls can sit over there. Normally Miss Allison would give him his discipline. She is taking some time off, and Miss Vanessa is busy right now, so I am going to do that."

She had plans, and hoped that her arousal was not obvious.

"Jay, come over here in front of the girls and bend over!"

He meekly walked to the center of the office and bent over.

"Spread your feet more! Okay, now, put your knees together. No, keep your feet apart. Now, point your toes in... more... come on, I want your feet pointed way in... I want you to stay like that."

While Jay was bent over in a humiliating pigeon-toed position, Catherine reached in a desk drawer and retrieved a butt plug and lubricant. She then walked behind Jay, lubricated the plug, and inserted it into his nether portal.

"UUHHHHHH!"

"Jay, according to your file, you've made a little progress this week. You are still testing your limits, though. That's why they sent you here from the other reform school. I think you can do better, don't you?"

Jay's face was flushed after hearing the girls giggle.

"Yes ma'am," he quietly said.

Catherine took a couple of minutes to leaf through his file while Jay remained in his humiliating bent-over position with the butt plug inside him.

"Okay," Catherine finally said, "I've decided on your punishment. Stay in that position."

She removed Jay's butt plug and retrieved a rattan cane and placed it on the desk. Then she selected a medium weight hardwood paddle.

"Jay, you're going to get a good paddling. I want you to stay in that position, with your knees together and your feet pointed in. I'm going to have each of the girls give you twelve swats. I'll give you three extra with the cane every time you get out of position."

"Oh God," Jay exclaimed.

"Athena, you may go first. Twelve swats."

Catherine handed the paddle to Athena, a slender and petite female with olive skin and black hair.

The female inmate took her position to administer. "I've been on the receiving end of a lot of paddlings. I'm going to enjoy this!"

Athena did not need to be told to swat hard. She firmly pressed her lips together, drew the paddle back, and slammed it into Jay's naked bottom. It squarely struck both nether cheeks with a loud smack.

"UHH!"

Athena waited a couple of seconds, and then gave another hard swat. While not trained in the art of administering the paddle, she made up in strength what she lacked in accuracy.

"AAAH!"

Jay realized the predicament he was in. With his hands tied behind him, if he were bent over the desk, at least there would be some support from the desk surface and it would be easier to stay in position. And, Catherine raised the stakes by promising three cane strokes each time he kicked or wiggled too much, instead of the usual two.

In order to compensate for not having the desk surface support his chest, he had to stand so that his bare bottom was well presented for whatever punishment was going to be meted out.

Smack!

"OWW! OH!"

Smack!

"AAAAUGH!"

The paddle swats accumulated an urgent, hot sensation on Jay's buttocks, and he began to twist and squirm with each swat. After the tenth swat, he kicked. He straightened up after the twelfth swat, and Catherine told him to get back in his bent-over position.

"That was good, Athena. Mona, you're next."

Mona, a woman in her late twenties with straight and slightly disheveled brownish-blonde hair, got up. She retrieved the paddle from Athena and took her place. She was taller than Athena, and she spread her bare legs as much as her ankle chains allowed, to get a good footing. Without saying a word, she commenced the padding and gave a hard swat every three seconds. Jay shouted, wiggled, and kicked; he stood up, and the other girls giggled, knowing that he'd get extra. Catherine directed him to get back in position, and he did, while pleading with her to end the paddling.

Mona gave him the remainder of the dozen, and handed the paddle to Kate, a severe-looking female in her early twenties. Kate looped her wavy blonde hair behind her ears, and took her place.

"You know how they give the paddle to the girls?" Kate addressed Jay. "They tie us up, bent over, and paddle and paddle and paddle. I'd love to see you get it like that. Get ready for your dozen from me -- I wish I could give you a lot more!"

"Oh God," Jay whimpered.

"Get your butt out there for me!" she ordered, and commenced administering. The sound from each swat reverberated through the room, as did Jay's outcries. Kate clearly enjoyed being on the giving end of the paddle, and took full advantage of it. By the time she had given a dozen swats, Jay had gotten out of position twice.

"Jay, you have twelve strokes coming for your wiggling and not holding your position."

"Please, Nurse Catherine, no more. Please!"

"When you develop the necessary self discipline to take your punishment properly, the penalty strokes won't be necessary. Until then, you'll have to take them. Stay bent over - knees together, feet apart, and toes pointed in. That's it."

The three girls squirmed in their chairs, excitedly anticipating the next phase of Jay's punishment. Catherine had been pleasantly surprised at the strength that the girls used when they paddled Jay. She decided to proceed slowly, as she wanted to savor each cane stroke.

She picked up the rattan cane from the desk top, and prepared to administer. Jay flinched, and the girls giggled, when she lightly tapped the cane several times on Jay's reddened bottom. She did not want him anticipating any of the strokes.

Then...

Whippp! Catherine laid a perfect horizontal striation across Jay's nether cheeks.

"AAAAAAAAH! OWWWWW! OH!"

Catherine waited several seconds, and then with a flick of her wrist, again whipped the cane across Jay's bottom.

"YAAAAAA! NO! AAAAAAH! PLEASE!"

Catherine thus drew out the caning and gave a satisfying show. Jay squirmed with each stroke, though they were paced so that he could maintain his position. Jay's audience excitedly watched, and listened to his shouts as Catherine expertly wielded the cane.

She then told him he could stand up, and called the escorts to take the girls back to their quarters. When the escorts returned, they led Jay to Nurse Catherine's station at her request. She told them that Jay was to be counseled.

Catherine placed a chair in the center of her station and seated herself. She told Jay to kneel in front of her.

"Spread your knees, Jay."

On his knees and with his hands still bound behind him, he opened his legs.

"Wider, Jay... There. Stay like that."

Catherine removed her sneakers and socks. Then she pulled her dress up to expose her bare legs and thighs. Jay's eyes zeroed in on her legs, then her knees, her thighs, and her thin white panties. He detected an obvious damp spot on her panty-covered honey blonde pubic mat.

Nurse Catherine smiled and reached for a bottle of lotion. She squirted several streaks of lotion on her naked thighs. It mimicked the sight of freshly ejaculated semen. Catherine, with wide excited eyes, let the streaks of lotion stay for a moment. Then she slowly massaged them into her skin. She did the same on her knees. Jay raptly observed the scene, and could not resist becoming erect.

Catherine spread her bare feet and brought her knees together. Then she squirted some lotion on her legs just below her knees, and let the streaks trickle downward while she deliberately moaned in her most sexy tone. She slowly rubbed her hands up and down her legs between her ankles and knees. Jay visibly squirmed as he observed the legs he had often fantasized about. He fervently wished he could be the one rubbing his hands on her legs, knees, and thighs, feeling her soft and smooth skin.

At the same time he was throbbingly erect, Jay wondered where this was leading.

Catherine smiled sexily as she splattered lotion on the tops of her feet. She brusquely spread the lotion all around her feet, soles, and toes. Then she slowly extended her legs until her feet made contact with Jay's naked crotch. With her thighs together, she rubbed her lotioned feet all around Jay's balls and his cock. He gasped when he first felt the touch of Catherine's feet, and after a moment he felt the first contraction of a spirited ejaculation.

"OH! Oh, God, Cath - Nurse Catherine!" he exclaimed, and several quick spurts of semen erupted on Catherine's feet and legs.

Catherine held still while Jay squirmed and his cock spurted.

When his ejaculation was complete, he had a flushed face and was breathing heavily. Catherine then wiped her cum-streaked feet on the insides of Jay's thighs.

She withdrew her feet and stood up. She kept her shoes off as she fetched a notebook binder and removed a page from it.

"Stand up, Jay and read this," she directed, and laid the page on the examination table. Jay read several paragraphs from an official-looking page from the Policies and Procedures for Nurses Notebook. He shuddered when he got to the last paragraph.

"Do you see that, Jay? I'm supposed to assign you two demerits for ejaculating when I'm performing my duties. Miss Allison really whips hard, doesn't she?" She paused to let the message sink in.

Jay looked at Catherine with despair written over his face.

"I'm willing to leave out mention of this in your file is you'll agree to twenty snaps of the rubber band before you go back to your quarters."

It was not an easy decision. Jay knew that an extended caning in addition to his regular weekly whipping would be almost unbearable and he would likely earn extra strokes for not maintaining the requisite bent-over position. He also recalled how much it hurt when Miss Vanessa repeatedly snapped the rubber band against his balls the previous week.

"What will it be, Jay? Two demerits in your file for next week, or twenty snaps today?"

"I- I- the twenty snaps," he nervously said.

"That's the smart thing to do," she said, and pulled a sturdy rubber band from her uniform pocket. She seated herself and said, "Now I want you to stand in front of me. Spread your legs wide. Now bend your knees a little... More. Okay, stay like that."

Catherine smiled excitedly as Jay stood before her in a humiliating, and at the same time sensuous, open-legged position. His shaved pubic area was vulnerable and fully accessible to the nurse, and his hands bound behind him accentuated his predicament.

Catherine held the rubber band between the thumb and first finger of one hand. She lifted his cock and held it out of the way with her little finger. With her other hand, she pulled the rubber band far back, and let it snap against Jay's ball sac.

"AAAAH! AAAAH AAAAAAAUGH!" he yelled, and pumped his hips several times. Catherine prepared the next snap. Jay drew in his breath and held it for a moment. SNAP!

"OWWWW! AAAH! GOD THAT HURTS! AHHHH!"

More frenzied pumping from Jay. Catherine waited until he quieted down from each snap before giving him the following one. After ten such snaps, she told him to turn around and move closer to her.

"Open your legs wider, Jay. Okay, now bend way over. I want you to present your balls to me for the next ten snaps."

When he had assumed the directed position, Catherine casually extended her legs so that they were between Jay's. The outsides of her shins contacted the insides of Jay's open legs, a move that was cunningly deliberate on her part.

With the back of Jay's ball sac hanging down in front of her, Catherine had easy access. She made sure the next ten snaps were powerful, and delighted in Jay's shouts and frenzied squirming after each one. She then had him stand and face her while she rubbed lotion on his balls. Jay became semi-erect while she did that. Catherine then fastened the chastity cage in place and summoned the escorts.

Two hours later, Catherine and Vanessa enjoyed a drink at a nearby tavern after work. Vanessa laughed hysterically when Catherine told her about the fake page from the policies and procedures book on the subject of ejaculation during performance of duties. They discussed more ways of humiliating Jay.

"You could have the female inmates watch as you use him with a strap-on," Vanessa suggested. "Or you could let the girls being rewarded snap his balls with the rubber band. When are you going to have him wear a reform school dress?"

Catherine smiled and mentally planned the next few weeks of Jay's humiliation and punishment. She and Vanessa had a few more drinks and discussed everything from work to school days to male anatomy. Then she went directly to her boyfriend's house and enjoyed a night of sexual fulfillment.

Jay's stay at the girls' reform school was made all the more strenuous by his having to wear the cock cage much of the time in addition to eyeing the female inmates with their short skimpy uniforms and bare legs.

His weekly sessions with Nurse Catherine more often than not had between one and three female inmates observing and participating. It was easier for her to accomplish since she talked Miss Allison into letting her handle Jay's discipline. Miss Allison consented because of her increasing workload at the institution.

Jay's sessions always began with enemas and body shaving from the waist down. Catherine used her creativity to keep the sessions interesting to her and the other females, and grueling and humiliating for Jay.

On a few occasions the female inmates got to administer the paddle. Once, they watched raptly with interspersed giggling while Nurse Catherine insatiably pumped him with a strap-on probe. Catherine, and undoubtedly the three female participants of one session, got considerable later enjoyment in the privacy of their beds, recalling one session where she held him still with one arm wrapped around his chest, her other hand holding his cock out of the way, while each female gave him ten snaps of the rubber band on his balls. He yelled and kicked with each snap, and Catherine ordered him to spread his legs wide for each ensuing one. The wide-eyed girl inmate then gleefully stretched the rubber band and let it snap against his ball sac. Then she'd wait for Jay to stop squirming and spread his legs again.

Nurse Catherine developed a grudging admiration for Jay's efforts to avoid demerits. He stopped pushing the system, though Catherine still made up reasons to punish him -- mostly due to his propensity to ejaculate while she handled him on the pretext of putting lotion on his balls.

Jay's last three weeks at the girls' reform school were memorable in that he was made to wear a girl's uniform -- with nothing underneath -- after his enemas and shaving. Then, in a humiliating, bent-over position in front of the other females, he felt Nurse Catherine lift his short dress above his waist in preparation for the striating rattan cane or his ball punishment.

Jay had developed conflicting thoughts about Nurse Catherine, the pretty object of his past fantasies. When he was released from the reformatory, he swore to himself that he would never get into trouble again that would lead to what he went through the past year. On his own, and without the confining stricture of the cock cage, he spent many nights spilling his reservoir of semen on his bed sheets fantasizing about having his way with her. In his fantasies he ran his hands all over her firm, smooth legs, tasted her pussy, felt her feminine fingers lightly on his balls, and plunged inside her. Still in his fantasies, he saw her excited eyes up close, her sensuous smile. Then, as he began to spurt, he called her name out loud.

It was nearly six months after his release from the reform school, and the sensual memories had replaced the harsh ones. He had decided to experience solo enemas to enhance his fantasies. In a store, he nervously walked through the feminine products section and picked up a two-quart combination enema/douche kit. He was about to hurry to the checkout counter when he was startled by a voice.

"Hello, Jay!"

"Oh! Uh, hi, Cath - Nurse Catherine!" he stammered as he instantly blushed.

She briefly looked at the enema kit he had in his hands and smiled knowingly.

"I'm supposed to meet my boyfriend here in an hour," she said in her sweet, almost musical voice. "Anyway, what have you been doing?"

Jay stammered, while trying to draw attention away from the enema kit and his growing erection, that he had been working at a hardware store, and was not dating.

"Jay," Catherine began, not knowing if he would fall for her line, "I was supposed to do some follow-up work with you about three months after your release. But I got too busy at work to do that. Now things have quieted down and I have the time. There's no need for you to go to the school for that. There's a private clinic that I have access to." Then, pointing to Jay's selection of merchandise, she said, "Go ahead and pay for those and we'll go to the cafe."

Jay was visibly anxious as he paid for the enema kit. He felt that Catherine could read his every thought. He followed her to the cafe and they got a small table and ordered coffee.

After a few minutes of small talk, Catherine retrieved a note pad and wrote an address. After asking Jay when he could make the appointment, she handed it to him.

"I'm going to ask you a lot of questions there, and do some procedures," she stated. "My fee is pretty reasonable, you've got to admit. Don't be late for the appointment." She smiled sweetly.

She did not mention that she no longer worked at the reform school. She did not mention that her real-life boyfriend stopped seeing her because she was becoming too kinky for him. She omitted telling him that the "boyfriend" she was about to meet that day was actually a new client.

Midafternoon several days hence, Jay's insides fluttered as he entered the outer room of the private clinic. Catherine locked the door after he came in and led him to a treatment room. Her uniform dress was a little shorter than he remembered, her wiggle when she walked was more pronounced, and her eyes a little brighter than he remembered.

"Take all your clothes off," Catherine ordered, "And lie on the table, face up."

Jay's cock was at half-mast, becoming firm while not fully erect. Catherine got a clipboard with several sheets of paper and set it on his chest. She placed her hands on his abdomen close to his groin. She slowly and sensuously felt around his pubic area and thighs until he was fully erect.

"Now, before I check your prostate and give you an enema -- tell me all about your sexual fantasies."

----- This story is copyright 2006, 2008 by (rick_oh at onolanke.router5.com). All rights reserved. No reposting without permission. Please see my other stories at /~rick_oh/