A New Personal Best!
November 18, 2018 - Since January 1st 2018
I have been locked up for 236 Days - 73% of the year so far.
Current and Now Longest Time Locked: 49 days and counting…
Desperately hoping I get to cum on the 1st!
Today’s Panties are Purple
Sexy Librarian: Part 2…
“How was your week?” she asked as she gestured towards my crotch.
7 days had passed since the Sexy Librarian punished me for my boisterous behaviour.
7 days since she locked me in chastity.
7 days of hard pink plastic squeezing my cock and tugging painfully at my balls any time I became aroused.
Unable to achieve relief, enduring my little pink penis prison was torture. I was constantly horny.
A whiff of perfume, a glimpse of cleavage, the sight of a shapely thigh; The slightest stimulation was all my lust needed to punish me with an attempted erection.
I couldn’t bring myself to answer. I looked at my feet sheepishly and whimpered.
She stepped close to me and gently rubbed my chastity through my trousers.
“That’s a Good Boy. Don’t worry, you’ll get used to this eventually.”
Smiling she undid a button on her top, turned around, and walked back to her desk. She took a seat on the edge, picked up her ruler, and let out a giggle.
“Remember Mr. Ruler? How would you like a chance to escape your cage today?”
Still smarting from my spanking last weekend, I instinctively rubbed my sore bottom.
“Still smarting from last week?” she asked, laughing. “Well don’t worry, I’m not paddling you today.”
“Drop those trousers and I’ll unlock you.”
I nodded and said “Yes Mistress” as I unzipped.
The Sexy Librarian removed a gold chain from her neck, slowly drawing a small key from the depths of her milky cleavage.
Observing the key make its languished journey across her soft breast was all I could bear. I grimaced, feeling my little cage assert its control over my growing lust.
“You boys are so easy” she said smiling, “I’m going to unlock you now. No touching until I tell you.”
I put my hands behind my back and nodded.
“I felt a little bad when I laughed at your little penis last week.”
“It was definitely a bit cold in here and maybe you’re a bit of a grower instead of a shower.”
“I want you to get hard for me and well see if you can satisfy Mr. Ruler. If you can measure up, I might even let your cock enjoy a week of freedom.”
With that suggestion, my already hardening cock stood to attention.
“My, my. Somebody’s eager! Now, let’s see what you’re working with.”
She reached down and took a firm grip on my cock. “Don’t you dare cum!” she said as I stifled a low moan.
She knelt, putting my cock at her eye level. Holding the ruler along the top of my shaft, she leaned in close enough that I felt her hot breath on my balls.
Examining the markings on the ruler, she pronounced “Well, Well, Six and a half inches. Not too bad.”
“Do you think that’s enough for Mr. Ruler?” she asked, feigning a frown.
“I’m not convinced. I think I’m going to need a little more data. Stroke for me.”
After a week locked up I didn’t need any further prompting. I took hold of myself and started masturbating.
“Go slow now. I want you to tell me when you start to get close.”
I worked myself for her; slowly at first but then gradually increasing my pace. She watched intently, a wry smile on her face. Like the cat who caught the canary, she had a devious look about her.
She slowly reached up and undid another button on her blouse, giving me generous view of her ample cleavage. Pushing her arms in she squeezed her luscious breasts. This simple action amplified her glorious cleavage even further.
This wonderful sight was all I could bear. My breathing quickened and I let out a moan of pleasure.
“Getting close?” she asked.
I nodded in confirmation as I my passion built toward’s its impending climax.
“Good. Hands Off!” she ordered sharply.
Her words hit me like a slap; my hand immediately released it’s grip. I whimpered softly, lightly humping the air in a vain attempt to achieve release.
Pulling a small cooler from behind her desk, the Sexy Librarian reached over and opened it.
“Congratulations, your cock is just long enough to satisfy Mr. Ruler!”
My erection still raging, the librarian gave it a little tap.
“I’m a bit of a Size Queen though and I’m not Satisfied. Time to lock you back up!”
She reached into the cooler and pulled out an ice pack. She swiftly pressed it against my throbbing penis.
“But I didn’t get to cum” I complained as I squirmed from the painful chill spreading through my groin.
“That’s your lesson for today. It’s simple. Good Boys need permission to Cum!”
She looked into my eyes wickedly as she locked the cage on my shivering limp dick.
“Today, You don’t have my permission.”
“Put your pants on.”
I quickly got dressed and she led me out the door.
“Better Luck Next Week!” she mocked as she sent me off with a playful spank.
