The Stepmother 2

In the evening, his Mistress called him to her room and had him lean over her bed while she gave him ten smacks with a bamboo cane.  The reason for his punishment, he’s told, is because he upset his sister.

“A good sissy knows how to please, not anger,” Mai said, leaving long red welts across his ass cheeks.  She didn’t even bother to take the butt plug out.  “What do you have to say for yourself?”

“I’m sorry, Mistress.  Tina’s anger caught me by surprise.  I’ll do better next time, I promise,” he said in a whiny voice.

Mai chuckled as she delivered the last blow.  A resounding THWACK dominated the room for a moment.  ‘His voice had changed so much,’ Mai thought.  ‘The estrogen is transforming his body and his temperament.’  Mai examined his red bottom satisfactorily and ordered him to pull his panties up.  Taking his hand, she led him to the cunnilingus chair, as he had come to call it.  The only time she ever sat in this chair was when she wanted him to practice his technique, which for the last month had been only side-to-side over her clit.  A method that hurt his tongue for a while.  However, as time passed, his tongue grew used to it, and he had no problems.

Mai stood, wearing her riding pants and boots, and Danielle undid her pants, worked them off over her boots, and did the same for her purple panties.  So she sat, spread her legs, and Danielle leaned in, again taking in her musky smell, and thus he began to sweep her clitoris side to side with his tongue.  Mai leaned back and closed her eyes, enjoying how her clit throbbed each time his strong tongue swiped her.

After five minutes, she suddenly says firmly, “STOP.”

Danielle gazed at her rich brown oval eyes, his butt still throbbing in pain from the punishment he had just received.

“I’m tired of side to side,” Mai said evenly.  “Tonight, I want you to suck my clit, as a baby sucks his mother’s teat.  Give me your finger.”

He held his hand forward, and she took it, placing a finger in her warm, moist mouth.  It made him shiver with lust.  She sucked on it, yet not all sucks are the same.  Her sucking feels like she’s playing a melody or a scale, with each suck offering a different intensity and force.  After she did this for a while, she placed her finger in his mouth and told him to repeat it.  Whenever he got the sequence or intensity wrong, she hit him with a riding crop on his leg, making the trainee sissy jump.  Eventually, his method satisfied her, and she pulled her finger from his mouth and pointed to her clit.

Danielle knew what he had to do.  So leaning between her legs again, he wrapped his lips around her clit and sucked the scale she had shown him.  Again she leaned back into the chair, closing her eyes to feel her pleasure bud grow hard and pulsate through her body.  Danielle enjoyed this method the most because he managed to get more of her juices into his mouth.  Given that this session was occurring well into the evening, her pussy had an unwashed taste that made his needy caged dick throb.  With his sucking and her moans growing louder, Mai suddenly orgasmed.  Her body squirmed in the chair, and again she slammed her legs against his head in a vice-like grip, locking him in tight.

As he sensed her orgasm abating and in a moment of naughtiness, he switched to side-to-side.  Only this time, he did it rapidly, flicking her clit the way she had shown him to do when she was getting close to orgasm.  Mai’s eyes shoot open.  However, before she could speak, another orgasm shook her body, making her squeal.  Once she started her second orgasm, he returned to sucking, waiting for her to finish.

Then he repeats the process three more times, making Mai orgasm each time.  Holding her in an extreme orgasmic pattern, for the first time, Danielle felt the power a sissy had.  There’s power in giving extreme pleasure because you also could deny it.  Once someone had tasted the forbidden fruit of intense orgasm, they’d do anything to experience it repeatedly.

Mai lay slumped in her chair, no longer the stiff posture of the woman in control.  Her usually straight, long hair was all messed up, and her face was sweating.  So Danielle stood, went to her bathroom, and ran the bath, lighting her favorite scent candles.  He returned with her treasured silver and ivory brush and gently fixed her hair.  Then the sissy gently undresses her, carefully folds her clothes the way she likes, and puts them away.  Last, he picked her up in his arms and took her to the bathroom, lowering her into the warm water, being careful not to wet her hair.

Turning the spa on, he grabs a cloth and washes her gently.  Mai eventually opens her eyes, stares into his, and sees tender love.  Danielle sees the same returned for the briefest of moments.

“You can go to bed now.  I’ll finish from here,” Mai said, trying to sound formal but failing.

“Yes, mistress,” Danielle said and went to bed.

*****

His reward for bringing Mistress to intense multiple orgasms included new lingerie, an Armani navy blue striped wool suit, and a light blue cotton shirt.  He excitedly jumped as he examined his new clothes and immediately went about getting dressed.  So with hair and makeup done and standing in his gorgeous suit, he stood at his Mistress’s door, waiting for it to open.  Mai scrutinized him and nodded her approval, and Danielle thought the months of workouts with Brenda had paid off.  Danielle had never looked this good in his life.

After his morning duties attending to Mistress Mai finished, Brenda took him into town to a spa.  Danielle feels excited about a few hours of pampering when Brenda announces, “Sorry, Danielle, we’re not going to get pampered but to do the pampering.”

“What?” Danielle said, fluttering his dark eyelashes quickly.  “But this suit?  I thought—”

“Oh, the suit is a good thing,” Brenda giggled.  “You must’ve pleased Mistress Mai to get that.”

The way Brenda glanced at him, Danielle knew he wanted the gossip.  Danielle didn’t say a word as he knew part of being a sissy is keeping quiet about what happens in the privacy of the bedroom.  Brenda gave up trying to pressure Danielle into telling him what happened and decided to keep talking about the spa.

“Anyway, you’re here to learn massage.  Sensual massage in particular, because our mistresses love it before having sex with a bull,” Brenda said.

“I know how to do sensual massage,” Danielle said with a huff.  “Mistress made me read every book and watch every DVD about it.  God, I’ve massaged her to orgasm several times.”

“Oh, don’t brag,” Brenda said, rolling his eyes.  “Today is a test.  Sure, you can make Mistress feel nice because you’re comfortable around her and know her body.”

“So what?”

“So, today, you’ll use those skills on strangers.  Women you don’t know, or maybe you don’t feel attracted to.”

“Why would Mistress want me to do that?” Danielle asked wide-eyed.

Brenda sighed deeply.  “God, you’re slow,” he said.  “A mistress may order you to serve anyone she wants, regardless of your feelings toward that person.  Man or woman.  Young or old.  Attractive or ugly.  Fat or thin.  Our job is to obey and do what Mistress wants.  Get it?”

“I only want to serve Mistress,” Danielle pouted.

Brenda laughed wickedly.

“What?” Danielle asked.

“You’re at that stage, eh?” Brenda said and smiled.  “We all fall in love with our first Mistress at some point.  It’s normal.  She knows it too, and that’s why you’re ready for the next and final phase of your training.”

“Oh?”

Brenda smiled, his eyes sparkling.  “She’s going to use the love you feel for her to break you and turn you into a total submissive slut.”

Danielle didn’t know how to react to the news.  Given what he had endured so far, he thought she had already done that.  However, maybe Brenda had a point.  Perhaps this willful disobedience he’s feeling about massaging strangers all day is a sign that some of his old independence remained.  He doesn’t want to think about it anymore, and as Brenda parked behind the spa, he steeled himself for a grueling day ahead.  Massage may be pleasurable for the receiver, but it could be hard, repetitive work for the giver.

*****

This is a free sample of The Stepmother 2 by Max Swan. This eBook is great value because it also includes a re-edited version of the original story The Stepmother. Buy this eBook to enjoy this amazing tale or join our Members Area to read ALL our stories.

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