Jenny stayed on all fours as she waited.  She could hear Sir moving behind her and knew what he was doing.  He’d forbidden her from talking or turning to see.  She was being punished!

Why hadn’t she kept her promise? Why?? She shook her head slightly at herself.  Jenny was prone to these fits of anxiety and self-doubt.  At first, Sir had left her alone to deal with it, but he saw it didn’t work.  He’d extracted a promise from her to let him know when it was hitting again.  She was also supposed to reach out to him for help.  She’d failed on both things!

Jenny could feel the thick leather strap resting across her lower back.  It was to be part of her punishment.  Sir had only used this strap once before, and she’d kept the marks for a week!  Sitting hadn’t been remotely comfortable again for three days, and she still winced on days four and five. 

Her hair was braided, but it wasn’t very long, which fit Sir’s purposes even better.  She whimpered softly in anticipation.  This was her first time with this implement.  A deep, dirty, scary part of her had always been curious.  She’d find out soon enough!

“Are we learning our lesson?” He asked from behind her.

“Yes, Sir.” She whimpered.  “I promise I am.”

“Good…very good to hear.  Close your eyes and listen carefully to my instructions.” He told her.

“Yes, Sir.” She promised and closed her eyes.  Jenny heard his footsteps coming closer behind her. 

“Remind me, why are you being punished?  He asked her.

“I…I failed to tell you when I began feeling anxious.  I didn’t reach out to you either.  I…I broke my promise, Daddy!” She began to cry.  

“Yes, you did, Babygirl.  I’m very disappointed and very unhappy.” His voice was sharp and struck her like a whip.  

Jenny cowered with her head bowed nearly to the floor.  “I’m so very sorry, Sir.  So very sorry.” She choked out a sob.  “Please, please punish your bad girl so she can be your good girl again, Sir?  Please?”

“I plan to, Naughty Girl.” He told her.

Jenny gasped at the feel of the large metal ball of the hook.  It was a Large and she’d only been up to Medium in anal training so far but too bad for her, right?  The curve of the ball pushed against her little hole and made it expand quickly.

“Mmmnnggg.” She groaned.

SMACK!! He spanked her.  “You know better…relax and take it, Slut.” He was sounding angry with her.  

Jenny winced at his tone but redoubled her efforts.  Now, the ball began to make some progress.  She groaned as it stretched her more than ever before!  

“Take it, damn it!” He smacked her ass once more.

“Yes, Sir!  I’m trying, Sir!” She bleated.

“Not well enough. If you don’t relax and take it, then I’m going to stop being gentle, ” he warned her.  

Jenny focused on her breathing and finding her center.  The ball was over halfway inside now and she let it happen to her.  She had no choice.  She would obey.  Disobedience hurt!

“Good…very good.” He murmured but stopped short of calling her a good girl, but it pleased her to have pleased him!  “OHhhhhh, Mmmasster.” She cooed as she began to feel very submissive with the anal anchor in her ass.  

“Mmmhmm…that’s right.  You’d best remember that from now on.” He muttered as he reached up to her braid.  Using ribbon and redoing the bottom part of her braid, Master attached the anchor line to it.  His hand pulled her head roughly back until her eyes were looking up.

“There.” He let go, and the tension of the anchor pulled her head back even further until she began to whimper with the new pain from both the roots of her hair and the tug on the anchor ball! 

“Oh, GOD!” Jenny cried out.

The weight of the strap was gone and Jenny tried very hard to lower her head and raise her ass for him but it was so difficult! 

THWAAPP!!  The strap stuck across both butt cheeks and Jenny yelped and began to cry.  

“Crawl…like the bitch you are right now.”  THWAAPP!! THWAAP!!

Jenny squealed as he beat her ass with the strap as she crawled along the long floor.  He turned her to go back again and she nearly faltered.  Tears flowed down her cheeks now as she painfully arched her head up and felt the tug of the ball in her ass!  

“Jerk your head ever other step…jerk it forward and down.” He commanded.

“Yes, Master.” She obeyed and felt fresh pain but also arousal as the ball fucked her ass with her movements.  Little pain-slut she was, she ws enjoying it with part of her dark soul.  She loved her sadistic Sir and Master.  He kept her in line and held her accountable, like now.

Master began to strap her in time with her tugs and it shot her arousal fhrough the roof.  She was going to cum?  Here?  Now??  She was being puninshed not rewarded but she couldn’t deny the rising tension in her pussy and surrounding it.  

“Ohhhh…Masssster.” She whimpered and whined.

“Don’t you dare.  Don’t you even dare.” He told her.

The more he said it, the worse she got until she was shivering with the effort to hold it back!

“What will you do from now on?” He strapped her upper thighs.

“Obey.  I obey!” She cried out.

He struck once more.  “Again.”  

“I will obey!!” She shouted but it didn’t stop a barrage of the lashes across her thighs and ass. Master was speeding up!!  Jenny was so deeply into subspace now and sinking further.  

She chanted her mantra of obedience over and over until it was all her world: her master, the ball, the strap, and obedience.

“Stand.” He broke through to her.

What? Stand??  How?  It didn’t matter.  She obeyed.  She obeyed.  Rising on her knees a little, she slowly pushed herself upwards.

“You fall and we crawl again as I strap you.” He warned her.

“Yes, Master.” She whimpered.  The anchor was pulling her hair, but the roots of the braid was pulling the ball up and deeper.  Her breathing was fast and ragged.  Finally, she was on her own two feet!

“Hold.” He commanded.

She froze.  Her eyes were up because of the pull on the ball and her braid.  She would obey!  His footsteps sounded as he walked around her.

THWAAAPP!! He strapped her hard, but she held as commanded.  Stopping behind her, she felt his hands in her hair once more.  The tension began to fade a little.  

“Fours.” He murmured.

She went down onto hands and knees as quickly as she could.  There was the sound of…chains? Master was doing something to the anchor.  

“A new way of leashing.” He sounded amused.  “You may look back.”

She did so and saw he’d attached a chain to the end of the anal hook.  He pulled it up slightly so her ass arched up for him.

“Good girl.” He murmured.  “Want to go for a walk?”

“Yes, please, Master?” She begged.  If he was asking then he wanted to do it so that meant she did, too!  Jenny had no idea if it meant just around the room, the backyard, or even the front.  Truth was, she didn’t care because it wasn’t for her to worry about it.  She would obey.

Master was kind and used the backyard.  The sun was out and it was a nice day to be walked by him.  The anchor ball felt…so big…so full…in her ass.  It now felt… good?  Wait.  Wait!!  She felt good.  The anxiety was gone.  The worries were gone.  There was only him and her and that was all she needed.

When they went back inside, he took her into the tub to wash her down still on all fours.  She enjoyed his attention and his caresses.  During her wash, she told him her news.  He smiled and nodded.  “That was the plan, Dear Girl.”

Jenny was sent to bed to await him for a proper, rough fucking.  Her quiet thoughts now were of how much she loved this man who knew her well enough to beat her anxiety out of her.  Would it always work that way?  She didn’t know.  She did know she would always obey!  Always.