Jennifer's Surrender (19 page)

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Authors: Olivia Jake

BOOK: Jennifer's Surrender
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Suddenly, I
felt strong hands still my hips. “What are you doing, Jennifer? Was that orgasm
out there not enough for you?” his tone was scary. I felt like a kid caught
with her hand in the cookie jar.

Panting, he
spun me around so that I was now looking up at him, “Um, no, Sir. I mean, yes,
that orgasm was enough. I was just, um, cleaning.”

 
“Cleaning?” he asked, arching his
eyebrow. I nodded and mumbled an ‘mmmhmmm’ to which he asked, “Do you always
gyrate your hips when you clean yourself?”

I swallowed
and in barely more than a whisper, I said, “Um, it helps ensure that I get the
entire area clean?” I smiled hoping he’d lighten up.

 
“I see.” He said, which I was learning
was really code for,
I’m letting this go
for now, but there’s no way I believe you and you’ll pay for it later.

 
“May I clean you, Sir?” I thought this
might help.

 
“You may.” He said and I exhaled
wondering where the playful boy who liked watching my tits bounce over the
speed bumps went. I lathered up soap in my hands and started on his chest, he
had a glorious chest. Well, he had a glorious body really. I soaped under his
arms, and all around them, down to his hands. I took each hand in mine and
rubbed the palms, giving him a hand massage. Then I went to the family jewels
and lathered everything carefully, then down the legs, up the back of the legs,
through the crack of his ass and then his back.

 
“Ok, rinse please.”

He did and
then said, “The food will be here shortly. Otherwise, I’d punish you right here
and now. So your punishment will have to wait.”

I looked up at
him with my mouth open, and then simply said, “Yes, Sir.” As I rinsed the rest
of the later from my body and got out to dry off.

I handed him a
towel feeling like I was a bad little girl who had disappointed him. It’s
silly, I know. But that’s how I felt. Like everything had been going so well
and then I screwed it up.

“Little bird,
don’t be down. Look at me.” His tone could be so soft and tender. I looked up
at him. “Let’s enjoy our evening here.” I nodded and smiled. I combed out my
hair and used some of the lotion available, feeling pampered.

I was about to
grab a robe, and then thought twice about it. I walked out into the living room
where Sir was sitting in a terrycloth robe, and asked, “May I wear a robe,
Sir?” he smiled and I thought,
this is
good, he’s pleased you asked and it’s just in his house that the naked rule
applies.

 
“Thank you for asking, Jennifer. No, you
may not.” And then there was a knock at the door. Room service. “Please answer
the door, Jennifer.” I stood there paralyzed. He couldn’t be serious. “This is
your punishment, little bird.” The person knocked again. “Now, go answer the
door before he knocks a third time.”

I swallowed
and took a deep breath. I knew my options. Either do this, or get a robe and
end the evening, perhaps the relationship. I wasn’t sure how, but I walked
forward and opened the door, standing behind it as much as possible.

 
“Good evening, uh…” the bellboy stopped
talking once he saw I was buck naked. He flushed bright red. I actually felt
sorry for him. He was cute, probably in college. He alternated between looking
at me and then looking at the floor, “Um, Miss, uh…”

 
“If you could bring it right this way.” I
said confidently as I straightened up and led him into the bedroom, giving him
a view of my backside as I walked into the suite. Sir was sitting in one of the
big chairs watching the scene unfold. I made eye contact with him and smiled.
Again, the dye was cast. So our little bell boy would have a good story to tell
his fraternity brothers.

 
“Sir, where would you like to eat?” I
asked, stopping and turning so our bell boy would get a good profile view. Poor
kid was still blushing, looking at Sir, then at me. It was all I cold do not to
look down at his crotch, for I was sure there would be a tent forming.

 
“What’s your name?” Sir asked.

 
“Uh, Brian, Sir.”

 
“Brian, you can put the filet and
asparagus on the table. And you can put the salmon and the salad on the floor,
right next to the chair. Jennifer will be taking her dinner kneeling on the
floor next to me.” Poor Brian. He was frozen.

 
“It’s ok, Brian. I was a bad girl, so I’m
being punished. You don’t have to be embarrassed. Please, just do as he asks.
It’s all ok, I promise.” I said, not sure how much Sir heard, but I assumed he
heard most of it. Brian nodded and started to set everything out as requested.

When he was
finished, he asked, “Um, Mr. London, Miss, will there be anything else?”

I looked at
Sir and he smiled, shaking his head, “No, Brian. Thank you. Jennifer will walk
you out.” I followed the poor guy out. As I held the door open, he took one
last look and finally smiled as he looked me up and down. I couldn’t help it.
My eyes drifted down to his pants and sure enough, there was a bulge with a
little wetness.

 
“Thank you, Brian. Have a good night.” I
said and then closed the door after he left.

When I walked
back I took my spot, kneeling next to Sir. I felt oddly comfortable with
everything that had just happened. Perhaps because of Brian’s reaction.

 
“Poor kid.” I said as I knelt.

Sir laughed,
“Yes, that wasn’t exactly the reaction I had hoped for.” He said looking down
at me, and then said, “Come on, bring your food up here.” I raised an eyebrow,
surprised at the concession. “It hurts my neck to carry on a conversation with
you down there.”

I laughed out
loud and then brought my food up to the table. I walked into the bathroom to
get a towel. Sir looked at me with a scowl, and I said, “Don’t worry, I’m just
putting it on your brand new chair. I don’t want to stain it before the hotel
even opens.”

He laughed
again and poured me a glass of wine. “You are challenging, little bird.”

I raised my
glass and said, “I could say the same about you, Sir.”

 
“Touché” he said with a smile and then we
clinked glasses. He took a sip and then said, “You know, you had a very different
reaction to this punishment than with Sara, I’m talking about before we went
down into the play room. Why do you think that is?”

I took a sip
of wine and thought about it, “This, well, I guess it’s easier in a weird way
to be naked in front of a stranger. And, of course, his reaction helped a lot.
With Sara, it just felt mean. Both of you were just being mean to me,
especially her.” I paused and then continued, “When she first came downstairs
and I was naked and she had a robe, I was jealous. I felt like you were
treating her better than you treated me. So that immediately set me off. I was
embarrassed, and that, coupled with me being naked instantly gave her the
power. And she clearly liked having the power and enjoyed humiliating me, and
ran with it. This, this felt kind of like a silly game to me. You weren’t that
mad and, I don’t know, I felt worse for Brian than I did for myself.” He
nodded, considering what I said.

 
“My turn for a question: why is it so
important for you to control when I orgasm?”

This time, he
thought for a while. “Sex is a big part of our relationship, wouldn’t you
agree?” I nodded. “I know that I can bring your great pleasure.” I smiled and
nodded again. “If you play with yourself, it means I’m not giving you that
pleasure. I want, what you feel, to be the most intense it can be with me. At
my hands, my doing.”

 
“And you think it will dilute my orgasms
with you if I play with myself during the week?”

 
“Maybe, maybe not. But I like being in
control of your pleasure. Perhaps that’s selfish of me. But it’s important to
me.”

I nodded and
thought some more and then said, “It’s not just about control or domination
with you. You like seeing how far you can push people.”

 
“That’s true, but you make it sound like
it’s just a game with me.”

I knew I was
treading on thin ice here, but I couldn’t hold back now. “I think to a certain
extent it is. You test people, or push them. Whatever you want to call it. I
think you’re intrigued by a challenge. You like a challenge, yet you don’t like
to be disobeyed.”

 
“You’re right, but it depends on the
person who’s on the receiving end of my challenges or my demands. Let’s take
Sara again, for the sake of this discussion so you can try to see the
distinction. I’m sure I could get her to obey me, but someone as shallow as she
seemed to be, there would be no enjoyment, on either of our parts. You enjoy
being pushed. Not all the time, but there is something in your makeup that
craves domination even though you also bristle at it. I know you want it. I
know you need it. That’s sexy as hell to me. For someone like Sara, sure, she
might do what I told her, but there would be no feeling. She wouldn’t be doing
it to please me, or because it was something her body and mind craved, she’d
just be going through the motions.”

I nodded. Some
of what he said made sense to me. Then he added, “Let me ask you this: your
previous relationship with Jim. If he had come into your office and told you to
remove your panties and bra, would you have?”

I thought
about it, “Probably not. Or, I would have said no and he would have backed
down. But he never would have done that in the first place, so it’s hard to
even imagine.”

 
“And did it turn you on, doing that, for
me, in your office. Knowing you shouldn’t. Knowing you could get caught. Seeing
Bill’s reaction.”

I blushed,
“You know it did.”

 
“So there’s your answer. Yes, I like
challenging you. But it’s because it’s you, it’s not everyone. You like doing
things for me because it’s me. Why? I don’t know. Why are any two people
attracted to each other? Some things just click.”

 

Early on, it
all made sense, or at least, he made it make sense. And it was exciting. I felt
like I was finally with someone who knew what I wanted, even if I didn’t. What
I didn’t know then was how dangerous it is to believe that. I believed that
Master knew what was best for me, ultimately giving him all the power and
shutting down my internal ‘red flag’ sensor. Once that happened, I had no
recourse. If he would have said to jump off a bridge, I wouldn’t have asked
‘how high’, I would have just jumped.

 

That night, when
we got into bed, he told me “Put your hands above your head.” Just hearing
those words made me excited, knowing he was going to tie me up. He used the
sashes from the bathrobes to tie my wrists to the headboard, then he lifted my
legs up and told me “Now, grab onto your ankles.” Which, of course, I did,
while he fastened them to my wrists. In this position, I was completely
helpless and utterly exposed and wide open. He then took what must have been
one of the napkins from dinner and made it into a blindfold. I had read about
how much one’s senses are heightened when one sense is removed, but I had never
experienced it.

I’m not so
sure about all my other senses being heightened, but I do know that taking away
my sight made everything that much more exciting. I was reminded that
anticipation alone could get me wet.

I heard him
walking around the room, not exactly sure what he was doing. I actually think
he was just passing time, trying to disorient me.

Finally, he
was back in the bedroom and I smiled.

 
“Is something funny, little bird?” I
could hear that he was at the end of the bed.

 
“No, Sir. I’m just happy to hear you, to
know that you’re in the room here with me.”

 
“That’s very nice. But you know that
being nice doesn’t change the fact that I still owe you punishment.”

I opened my
mouth to ask what for, but then closed it, knowing it didn’t really matter, and
there wasn’t anything I could do about it in my current state.

 
“You have such amazing restraint,
Jennifer. It’s very impressive.”

 
“Thank you, Sir.” The more he talked the
more excited I got. And I knew that it was obvious. I knew my pussy, which was
spread wide open given the way I was tied up, was slick with wetness. And my
nipples were hard.

 
“Perhaps I should bring Brian back now.”

I laughed, “I
think he might piss his pants if he saw me like this, Sir.”

He laughed
too. “Perhaps” he said and I could tell he was now on my side. Then I felt the
bed sink in, and he was sitting next to me. His hand started tracing the backs
of my thighs, the insides of my thighs, circling my wet hole, then spreading
that wetness on my asshole. He stuck a finger in my pussy and anus at the same
time, making me gasp. Then slowly started finger fucking both holes. I knew I
was moaning, and then he added another finger to each hole.

 
“Uuunnnhhh” the sensation was so good. I
was so full from both ends as he slowly fingered me, in and out, in and out. My
pussy was so wet. I heard him spit and felt it land on my anus, he swirled it
around and then added a third finger to each hole. “Oooohhhhh” The fullness was
exquisite. I couldn’t believe how good it felt to have both of my holes filled.
I wanted so badly to rock against his hands, to move with them, but given my
state, I couldn’t move at all.

 
“You like this.” He stated.

 
“Ohhhh, yes Sir. It feels soooo good.” I
couldn’t believe how good it felt. But he was going so slowly that as good as
it felt it wasn’t enough. He knew exactly what he was doing, getting me to just
that spot and leaving me there, not close enough to push me over.

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