Rob was waiting at Miss Aubert's doorstep at 4:00 PM, as he had been doing weekly for several months. He had entered into an unusual tutoring arrangement with his French teacher after being caught cheating on an exam. Not only had that incident earned him twelve strokes of the cane, but it also led to weekly tutoring sessions that used caning, spanking, and paddling as incentives to improve his French. Those weren't the only incentives, however. Rob and Miss Aubert had explored each other sexually in myriad ways. Once shy and unsure of himself around girls, Rob's confidence with the opposite sex had improved even more than his French. He was looking forward to his eighteenth birthday in the Spring, as well as going to college next year and the new adventures that experience would bring.
Today, however, he had mixed feelings about the session they were about to have. He had transferred into the more difficult honors French class and had missed four questions on the weekly quiz. That would earn him eight strokes of the cane and who knows how much spanking during the follow-up review. It was a steep price for the reward he would receive in the end, but it was unquestionably worth it.
The door opened at 4:00 PM sharp as it always did, but not by Miss Aubert. Instead, a petite woman of about the same age greeted him. This had only happened once before, several weeks ago, when Miss Aubert's niece Reine had answered the door. That experience led to an exciting if somewhat painful week. He wondered what this new development would bring.
"You must be Rob," the woman said brightly. "Come right in. I'm Candice, but you can call me Candy. Bridgette will be out in a minute."
Bridgette was Miss Aubert's first name, but Rob never called her that, even when they were pleasuring each other sexually.
After entering the house, Rob saw another woman he didn't know. She was tall and slender, with great legs and small but pretty breasts. She was wearing cutoff shorts and a tee shirt with no bra. Candy was dressed similarly, though she did wear a bra. Her breasts were lovely. Her small stature seemed to accentuate them.
"I'm Claire," the tall woman said. Candy and I were roommates with Bridget at college. We're visiting her this week."
Rob wondered what was in store for him that afternoon. Though he was dreading the prospect of getting eight cane strokes, the thought that the session wouldn't happen at all disappointed him. He was looking forward to it, not only the sex but the spankings, which always aroused him. Even the canings, or at least the prospect of them, made him hard. There was a fine line between pain and pleasure sometimes, he realized. Were Claire's and Candy's presence going to cause him to miss all that this week? That's what initially happened with Reine, but things turned out fantastic in the end.
Just then, Miss Aubert came into the room. "I see you've met Claire and Candy," she said. "We were roommates for three years in college. Those were the days, weren't they, ladies? We had some fun times, for sure."
Rob tried to imagine college life for three such beautiful women. Guys were probably climbing through the windows to spend time with them. As the old saying went, they probably had to "beat them off with a stick." He then wondered if those were years when Miss Aubert developed such an interest and proficiency in beating with a stick.
His thoughts were interrupted by Miss Aubert. "Claire and Candy are also teachers," she said. "They are very impressed with the results you and I have achieved. They'd like to observe our session today if you're ok with that."
That threw Rob for a loop. He had been worried his session would be canceled, and now these beautiful women would be witnesses. He had a million questions. Would they just be watching, or would they participate in his punishment and review sessions? And would he be servicing them at the end in compensation for his lessons, as he did Miss Aubert?
He decided not to ask those questions and just wait to see what would happen. He was curious, nervous, and excited all at the same time. He certainly wasn't going to say no.
"Yes, that would be OK," he replied.
"Excellent. Let's go into the den then," she said. "You know the drill."
He did indeed know the drill. He followed Miss Aubert and the others into the den. Once there, he took off all his clothes, avoiding eye contact with the roommates. He bent over and put his hands on the desk.
"You missed four questions on the quiz this week, so you owe me eight cane strokes," Miss Aubert said. "I considered going back to one stroke per incorrect answer since you are now in the honors class, but I don't think we'll do that. You'll learn faster this way."
Addressing Claire and Candy, she said, "I normally start toward the top of his buttocks and work my way lower. I try to keep the stripes parallel. I don't think it affects how much the caning hurts, but crossed stripes tend to do more damage, and we meet every week. I take care not to strike his lower back, and I don't normally cane the legs, but I like to place the last stroke in that succulent area where the butt ends and the legs begin."
She drew the cane back and delivered the first stroke. Rob rose on his toes and inhaled sharply, but remembered to say, "One, thank you, Miss." He'd been adding that last part after the glorious day when Miss Aubert had let him cane her.
"Two, thank you, Miss," he said as the second stroke landed.
"You are quite the artist with that thing," Candy observed. "It looks like you used a ruler to position that second stroke."
"Here, your turn," Miss Aubert replied. Take your time, and don't let him off easy. I can see that you like him.
"Three, thank you, Miss," Rob said when Candy's first stroke landed. It wasn't quite as hard as Miss Aubert's, but it still hurt like the dickens.
Candy drew back the cane to land the fourth stroke, but Miss Aubert stopped her. "Don't rush," she instructed, "The pain from a cane stroke builds with time. Make sure you wait long enough for him to enjoy himself fully."
Candy did as instructed and delivered two more strokes, pausing enough between each one for the pain to reach a crescendo. Rob thought they were a bit harder than her first. Claire then said, "My turn."
Claire was left-handed, so she took her position on his other side. This would be a new experience. The cane tip hurt more than the rest of it, so his right butt cheek usually got the worst of a caning. Now it would be the other way around.
"Six, thank you, Miss," he barely managed to get out after Claire's first stroke landed. It had been vicious.
"You will address me as Mistress," Clare replied. Forget, and I will repeat the stroke.
"Yes, Mistress," he said immediately. He didn't want any of Claire's strokes to be repeated, especially if they were anything like that first one.
They were. Rob gripped the desk and struggled not to stand up and grab his ass as Clair's second and third strokes landed. She'd been paying attention to Miss Aubert's instructions because the last landed right at the point between his ass cheeks and thighs.
"Eight, thank you, Mistress," he struggled to say after the stroke. His eyes were clouded with tears and his breathing rapid.
"Excellent, girls," Miss Aubert exclaimed. "Come over to the sofa, Rob, and let's start our review."
Rob sat on the sofa next to Miss Aubert. He was still totally nude, as he always was for review sessions. Claire sat on the other side of him. She patted him on the inside of his thigh.
Candy kneeled in front of him, spreading his legs slightly, with a hand on each knee. His erection had softened somewhat during Claire's extra hard caning, but it stiffened again at the sight of Candy's cleavage and her expression as she stared at his cock.
Typically Miss Aubert was all business during this portion of their session, and he was able to focus on the lesson, but Claire's and Candy's presence put him more on edge. It was a distraction and probably why he missed the first review question, even though it was easy.
"Slap him on the inside of his thigh for that wrong answer," Miss Aubert instructed Claire. The slap came immediately, and it hurt a surprising amount.
He got the following question right, and Candy looked at Miss Aubert, who nodded." Candy proceeded to go down on him, sucking his cock greedily.
"That's enough," Miss Aubert advised. "We don't want the fun to end too soon."
He got the next question right as well, which earned him another round of fellatio from Candy. Unfortunately, the final question has very difficult, and he missed it. Claire immediately delivered a hard slap to his thigh.
"That's two wrong answers in the first review round," Miss Aubert said. Instead of starting with the paddle, I'd like Candy and Claire to each give you thirty hand spanks, so they get a feel for what it's like. Candy, you can go first."
Candy sat on the couch, and Rob got across her lap. She clamped his cock between her thighs just as Miss Aubert did. She started spanking. The blows stung, but she had small hands, and they didn't hurt all that much. After about twenty licks, she said that her hand was hurting. Miss Aubert responded by taking the leather paddle from the desk drawer and handing it to her.
"Much better," she said as she rained another ten blows down on Rob's ass and upper thighs.
Claire then took Candy's place on the sofa, with Rob across her lap. Her spanks hurt quite a bit more than Candy's, and Rob was glad she wasn't using a paddle. After giving him about twenty swats, she said, "Hand that to me," referring to the paddle.
Miss Aubert accommodated her but with a slight rolling of her eyes. Claire proceeded to land ten hard paddle blows on Rob's now quite sore ass and occasionally his thighs.
He mercifully got all the questions right in the second review round. Now he would typically service Miss Aubert orally in compensation for his lessons, and she would return the favor. He wondered what would happen today.
"We're going to play a little game today, Rob, in honor of this visit from my two best friends. I'm going to blindfold you and tie your hands behind your back. You are then to go down on each of us, one at a time. This is a chance to show Candy and Claire everything you've learned in that department. After you've serviced all three of us, you will identify who is who. If you get any wrong, there will be consequences for the mistake."
She didn't ask him if he was willing to do all that, but there was no way he would pass up this opportunity. He was excited about the chance to be with the other women and was confident in his ability to guess right. After all, he'd spent a lot of time intimately exploring Miss Aubert's genitals, and the other two were different enough in build and stature that he thought it wouldn't be hard to tell them apart.
Miss Aubert took a blindfold and a pair of padded handcuffs from her desk drawer. She fastened Rob's hands behind him and put the blindfold over his eyes. She grabbed his cock and led him over to the sofa, and helped him to kneel in front of it.
Rob, in darkness, listened to try to understand what was happening. They all walked around, changing positions so he could not get a sense of where anyone was. Then someone grabbed him by his hair and pulled his head down until his face was in her pussy. He began licking and sucking hungrily until whomever it was orgasmed. Twice more, there was a shuffling of feet, and twice more he ate out an unknown woman, bringing her to orgasm. After finishing the third, he heard Miss Aubert say, "Excellent job. Now stand up and tell us who was who."
He was sure that the first had been Claire. He hadn't been able to feel much other than her pussy and the very top of her thighs, with his head being held in place, but he could sense that the first woman was leaner than the other two, and her pussy tasted a bit different than his memory of Miss Aubert's. He said, "I think the first was Mistress Claire."
He wasn't taking any chances with getting more strokes for failing to call her mistress, even if the caning was over.
"Very good," replied Miss Aubert, "Now, who was next?"
He was having a surprisingly difficult time telling them apart. They were very different in stature, with Miss Aubert being at least six inches taller than Candy, but he couldn't tell that with his head being held in place. After many weeks of tutoring sessions, he figured he'd spent hours tasting and smelling Miss Aubert, but the last two had been remarkably similar. His first impression had been that Candy had been the second woman and Miss Aubert the third, but he was having doubts and kept changing his mind.
"Come along; we don't have all day," said Miss Aubert. "Give us your answer."
He was about to say that the second woman was Candy but panicked at the last minute, failing to heed the test-taking advice of going with your first thought when undecided. "You were the second, Miss Aubert," he said.
"My, my, I would have thought that you could have identified which vagina was mine with all the practice you've had. We must have more in common than I thought, Candy."
Candy just giggled.
"I'm afraid there need to be some consequences to such a lapse, Rob," said Miss Aubert. "But your bottom looks like it has had enough attention for today. Let's go into the other room and see what we can come up with.
With that, she led him by the cock out of the den and into another room. They unfastened his hands and helped him to lie down on what seemed like a bed. They positioned his arms above his head and re-fastened his wrists in padded cuffs. They spread his legs and placed each calf on a pillow, elevating them. He felt his ankles being fastened into padded cuffs and soft cloth restraints tied to his calves, just below the knee, keeping his legs spread. Finally, he felt a pillow being placed under his bottom, raising his pelvis slightly so that his ass, as well as cock and balls, were easily accessible.