escort spanking story
The worst was that Jill knew she was pretty and took advantage of that
fact to torment me further. She would unexpectedly brush against me, or
casually sit with her legs wide apart so I couldn’t help but see her
naked sex, so close but so forbidden.
At one point she so distracted me that I dropped a dish and one of the
cooks angrily beat me with a wooden paddle, urging me to be more
careful. Jill stood nearby and looked innocent, winking at me with her
wide eyes and casually kneeling and caressing my cock as she told the
cook to punish me harder. I was weeping helplessly when it was over. But
then the cook took a large carrot with a leafy stalk and thrust it deep
into my buttocks.
“Keep that in place,” he ordered, “or you’ll really be asking for
punishment.” So in misery I crept back to my duties and tried to ignore
Jill’s smart comments about how pretty I looked with a green stalk
sticking out between my legs.
“It’s almost as though you have two cocks,” she said with a giggle.
“One green and large behind and one tiny and red in front!”
Because of the feast that evening there was no lunch so there was no
respite to my misery. As the day wore on Jill seemed to become more and
more bored with her duties, pushing more of it upon me. I hoped the
cooks would notice it and report it to the mistress but they were too
busy. Jill seemed determined to take out her frustrations upon me, and
several times she warned that I was in for dire punishments as soon as
we were finished with our duties. This terrified me. So though I was
tired I didn’t want our work to end. What terrible cruelties did Jill
have in mind for me?
Our duties were finally over early in the evening, and I had the
unwelcome opportunity to find out. We weren’t permitted to go to the
banquet, of course, so our time was our own until the master or mistress
called for us at bedtime.
First Jill and I took another bath. The cool water felt delicious
against my punished skin, and again I was aroused as I washed Jill’s
body. I was finally permitted to remove the carrot from my anus, but she
made me eat it, which was a miserable task, but I was hungry and I
didn’t want it put back.
After the bath she took my cock in her left hand and proceeded to whip
my thighs until I could barely stand still. This gave her an idea, it
seemed, so she had me run in place as she whipped me, enjoying the sight
of my body as I jogged. When this was finished she put her face close to
mine and ordered me to crawl on my hands and knees to her room, where
she could “really” punish me.
In misery I crawled before her, the stone floor of the courtyard hard
on my knees, her belt never idle. “Keep your head lower,” she shouted.
“Arch your back, let me see those buttocks in the air!” I couldn’t move
fast enough for her, and she whipped me constantly.
By the time we were in her room I was completely exhausted. I felt I
couldn’t endure any more. “Flat on your back,” she ordered, and I
obeyed, though the stone floor was like ice against my burning bottom.
“Lift up your legs and grab them with your hands and pull them to your
chest,” she commanded, and I obeyed the best I could. She made me spread
my legs wider, which meant I could pull them closer to my chest and also
that my cock and scrotum were more visible. My buttocks felt split and I
knew my anus was painfully vulnerable. I felt horribly exposed and
humiliated. My face was flushed and I knew that there was nothing I
wouldn’t do for this pretty little dark-hair beauty that knew how to
torment me so well.
As I lay in this undignified position she knelt beside me and licked my
face. “Do you like this?” she asked. “Isn’t this the proper position for
a naughty slave like yourself?”
I moaned in misery but she just giggled and leaned so close I felt her
nipple touch my shoulder. “Look at your cock,” she whispered. “It knows
what you like. Look at it grow.” I watched in astonishment as my cock
grew larger even as she spoke. I had never seen it so enlarged. It
swelled to such proportions it was almost frightening, but I was past
caring. All I could do was whimper and wiggle it in the air and hope
that she would have mercy upon me.
But this was Jill, not an angel, and she didn’t know the meaning of the
word mercy. Her hand reached out and touched my cock and I saw a tiny
droplet of moisture ooze out the tip. “Naughty, naughty,” she hissed at
me, her eyes bright with excitement. My heart beat wildly as I watched
her pick up her leather belt. She smacked the back of my legs again and
again. The blows were hard and fast and stung without remorse. I wanted
to scream.
“There now,” she said when she had finished, “we must keep your passion
in check, boy!” As she said this she caressed my cock lightly, teasing
me, daring me to defy her again. I desperately tried to think unsexy
thoughts, to think of the punishment I would surely receive if I
disobeyed her. Somehow my cock obeyed.
Almost disappointed, she resorted to other tricks. I saw her game now.
She meant to make me come and then punish me severely for it. This
frightened me greatly, because I could think of nothing I wanted more
than to come, right there.
Her first trick was to stand before me and show me her body. This was
tempting, to be sure. She stood and caressed her breasts, squeezing them
in her palms and showing me the stiff nipples. Next she ran her hands
over her body, along her waist and hips and down to her sex. There she
spread her legs and I could see the moisture that extruded there she was
so aroused. “Don’t you want to lick me?” she whispered.
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