Jennifer's Surrender (29 page)

Sir smiled and
said, “Sorry, Bill. I got a little carried away. I hate to admit it, but
Jennifer has that effect on me.” I blushed, surprised to hear him say that.
“I’m anxious to see the work. No need to leave.”

I nodded and
picked up my laptop, somehow regained my composure and got everything connected.
I could feel both of their eyes on me as I worked, but I forced myself to focus
on the task at hand. Once everything was set, I looked at Bill and nodded, “Ok,
Bill, we’re ready to go.”

 
“This is your show, Jen. Take it away.”
He said, and I appreciated his confidence in, and support of me.

 
“Thanks, Bill.” I took a deep breath and
then turned to Sir, “Ok, I’ll take you through all the creative, starting with
our social and outreach initiatives which launched a couple weeks ago and we’ve
already seen tremendous response, at the back of the deck are all the current
research numbers, and you’ll see exactly how the outreach is reaching our demo,
participation rates, intent to book a stay etc. You can also take a peek on
#surrender to see what women are talking about as it relates to Tutto. And our
outreach managers are talking with audiences constantly. Our on-air spots
launch next week…” and I continued to present each tactic. As long as I had
something to focus on, I was able to keep it about the work. But while the
spots were playing, I snuck glances at both the men at the table. Sir was
focused on the spots as this was really the first time he was seeing everything
finished. But Bill had seen them before, and he stole glances at me throughout.
I couldn’t tell if he was jealous or proud or horny or all three.

When I was
finished, I turned off the laptop and waited for Sir’s response. “You’ve done
exactly what I had hoped. You’ve captured the essence of Tutto the way that I
see it in my mind. And seeing all the pieces of the campaign together
reinforces the message in a way that even I didn’t think it could. Thank you
both, I’m very pleased.”

Pride bubbled
up inside me. I knew enough to know that regardless of what our relationship,
Sir did not give faint praise.

 
“It really is all Jen’s work, Stephen.
You should know that.” Bill said.

 
“Thank you, Bill, but really, there’s a
whole team who’s helped bring this to —“

Bill cut me
off and said sternly, “Jennifer, take the compliment. The whole campaign idea
was yours. The look, the feel, the essence, it’s all you. You know that.” It
felt like he was both praising me and scolding me at the same time.

 
“Thank you.” I said meekly.

Then Bill rose
and said, “I’m going to take off. It looks like the two of you have some
catching up to do.” And I again felt a pang of guilt, like somehow I let him
down, that I was supposed to be with both of them tonight.

Sir stood,
shook his hand, and clapped him on the back. “Thanks, Bill. Jennifer and I do
have some things to, uh, discuss.”

Bill nodded
and then turned to me with a look of sadness, “I’ll see you Monday, Jen.”

 
“Bye, Bill.” I said, tinged with a trace
of sorrow too. He left, closing the door behind him. And now it was just me and
Sir. Alone in his office. And suddenly, my heart was pounding. I was nervous. But
as much as I had wanted to be with both of them before the meeting, from the
moment we walked in, I couldn’t see anyone other than Sir.

I turned
around and he was sitting on the couch. When our eyes met, he smiled and patted
the spot next to him. I walked over and sat, turning my body so I was facing
him.

 
“You’re coming home with me tonight.” He
stated.

 
“Yes, Sir.” I said, barely above a
whisper. He smiled and started tracing the outside of my breast.

 
“And you’ll spend the weekend with me.”
This time he stated and started making circles with his finger around my areola.

 
“Yes, Sir.”
 
More breathy than before.

 
“And we’ll talk after you get fucked
senseless.” We both smiled and he pinched my nipple.

 
“As you wish, Sir.”

He smiled and
shook his head as he stared at me, “I’m not used to missing people the way I’ve
missed you this last week.” His finger still playing with my breasts, making my
heart beat faster and pussy clench.

 
“I thought we were going to talk after
fucking.” He smiled and pinched harder this time.

 
“I forgot one more thing: punishment. You
know you’re going to be punished for making me miss you, Jennifer.” He said as
he went back to circling my breasts. But there was a look on his face, a look I
hadn’t seen before. Then he added, “Don’t say I didn’t warn you.”

I was no match
for him. That week away gave me a false sense of power, not over him, but over
myself. Which, when not in his presence, I was able to find enough to keep me
going. But from the minute I walked into that office, I handed all my power
right back to him. And more. The first time I went to him, I went in blind.
This time, my eyes were open. Only later would I realize that I still had
blinders on.

“Everything
must end; meanwhile, we must amuse ourselves.”

Voltaire

I drove myself
to his house, not bothering to stop at my place because I assumed I’d be
spending the weekend naked. I was nervous and excited, wondering what he had in
store for me. After not seeing him for a week, I didn’t realize just how much I
had missed him until I saw him at the meeting. I took the way I instinctively
reacted to him as a sign that all would be right with us, and that we were
meant to be together.

When I drove
up, he had just pulled in a few minutes before me, and I found him leaning back
on his car, arms folded with a wolfish grin on his face. There was something
different about his expression that gave me butterflies in my stomach. But not the
usual butterflies I got with him. Something was different. Nah, I tried to
remember not to overthink things with him. It was better when I just gave in
completely. So I shoved my worry down as I got out of my car and walked towards
him. I expected him to unfold his arms and welcome me into a hug, but he just
stood there. When I got within a foot of him I looked at him. His face gave
away nothing. I was about to ask him if something was wrong, but then I realized,
I guess I’m supposed to kneel
, so I
stepped back and did so, clasping my hands behind my back.

 
“That’s better. Come.” He held out a hand
and I got up. No kiss. No hug. No term of endearment. Maybe he really was upset
about missing me?

When we walked
in, I immediately removed my clothes and set them in their usual spot by the
door, and knelt on the marble floor.

 
“I’m going to set up a few things down in
the playroom, little bird. Why don’t you find us a bottle of wine and pour us
both a glass. I shouldn’t be too long.”

 
“Red or white, Sir?”

 
“Red, definitely red.”

 
“Yes, Sir. Um, should I bring it down to
you, or do you want to drink up here?”

 
“Wait for me up here, please. And feel
free to start without me.” He said as he was already walking away.

I set about my
task finding a nice Brunello and sat at the kitchen counter, sipping. I hadn’t
eaten much all day since I was nervous about the meeting, so I could feel the
first few sips already. I tried to sip slowly, but he was down there a while,
so after my first glass, I poured myself a second. Mid way through, he came up.
Between the wine and the anticipation and seeing him, I could feel myself
getting wet already.

 
“Ready to play?” he asked as he lifted
the wine glass to toast me.

I clinked and
answered, “Yes, Sir.” And followed him down to the playroom.

Once down there,
he took my wine glass from me and instructed me to kneel in the center of the
room.

 
“Are you excited, little bird?” he asked
as he picked up a riding crop and started slowly circling my breasts, ever so
lightly. He kept his wine in his other hand, idly sipping as he traced.

 
“Yes, Sir.”

 
“Let me hear you say it.”

 
“Yes, Sir, I’m excited.”

 
“Mmmm, that sounds so nice. Tonight, I
want to hear you tell me everything Jennifer. The more you repeat after me, the
more you’ll be rewarded. The more I’ll let you come. Do you understand? Do you
want to come?”

 
“Yes, Sir, I want to come.” And as I said
that he smiled.

 
“Perfect. That’s exactly what I want to
hear.” Then he started tapping my nipples with the tip of the riding crop. Back
and forth switching from nipple to nipple, slowly increasing the intensity.

 
“Do you like the crop, Jennifer?”

 
“Yes, Sir, I like the crop.”

 
“Good girl, you are such a good student.
You do exactly as I say, don’t you, little bird?”

 
“Yes, Sir, exactly as you say.”

 
“And for that you’ll be rewarded, just as
I promised.” He pulled something out of his pocket, I couldn’t tell exactly
what it was but it was a U shape, each prong a few inches long, with each end
bulbous. He pressed one end and it started vibrating. Now I knew what it was
and I smiled. He bent down and put it inside me so that one of the bulbous ends
was hitting my G-spot and the other my clit. It was perfect. Then he pulled out
a remote control. As he tapped it, the vibration cycled through different
rhythms. I could tell that some, the constant ones, would get me off
immediately while the others were meant to tease and get me worked up and then
back off.

Then he
started hitting my nipples again, but this time I had the vibrating toy inside
me, so all the sensations started coming together.

 
“Do you like that, little bird, do you
like it when I hit your nipples harder?”

Starting to
pant now, “Yes, harder Sir.” Which he did. The sting of the crop hurt but the
sensation was so good it rode that line of pain and pleasure. With the
vibration in my pussy, my body was processing everything as pleasure. He was
toggling around on the vibrator when he finally left it on the continuous hum.
The flicks of the crop were coming harder and harder now.

 
“Tell me, Jennifer, tell me how you like
it harder.”

 
“Oooh, yes, harder, harder, harder” I
started just mindlessly saying that word over and over as I felt my orgasm
rising and rising and then I exploded, moaning as he reached down and pinched
my sore nipples as I rode out the last spasm.

He came over
and stroked my forehead, “You’re so beautiful when you come, little bird. I’ve
missed seeing that.”

 
“I’ve missed you too, Sir.” I beamed up
at him.

 
“Have you missed my cock, Jennifer?” he
asked and started stroking his bulge.

I knew the
fact that he was still asking questions that he still wanted to hear me repeat
back to him. “Yes, Sir. I’ve missed your cock.”
 

He unzipped
his pants and pulled his cock out and started stroking it, the tip was less
than an inch from my face. I stuck my tongue out to lick the precum off the tip
and he playfully hit my mouth with it. “You’re a greedy little cocksucker,
aren’t you?” before I could answer, he continued, “Tell me how you want my cock
in your mouth.”

 
“Yes, Sir, I’m a greedy cocksucker. And
this greedy cocksucker wants your big cock in my mouth. I want to wrap my lips
around it and suck you till you to fuck my mouth with it and shoot your cum all
over my face to mark me like the cocksucker that I am.” The more I talked, the
more he seemed to enjoy hearing me talk dirty as he leaned forward and let me
do exactly what I was describing. I tongued the tip first, tasting the wetness
that was already oozing from the tip, and then circled the head, then licked underneath
from base to tip, playing with it, then finally took the whole thing in my
mouth. He was huge but I wanted to show him how much I wanted to make him
happy. He let me set my own pace for a while but I could feel him twitch and he
grabbed my head and truly started fucking my mouth. I relaxed my throat as much
as possible as he rammed it into me. All I could hear were the slurping noises
coming from my mouth.

Eventually he
pulled out. “I’m not going to come all over your face because I want to fuck all
your holes. Put your arms down and get on all fours.”

 
“Oh, yes Sir, please fuck my sopping wet
pussy.” I heard him chuckle as I said this and then he said,

 
“I’m going to, you greedy little slut.
Then I’m going to fuck you up the ass.”

The rest of
the evening followed a similar path. He made me come over and over. The dirtier
I talked, the more he made me come.

Everything
seemed to have gone back to ‘normal’. I made us breakfast and then he told me
he had some work he had to do but that he had a surprise for me that
evening.
 
So I lounged around the
house, enjoying the pool and backyard, more comfortable in my surroundings.

Sir didn’t get
back until early evening. He instructed me to shower and wait in the playroom
with the door closed until he came to get me. I did as I was told, showering,
shaving. I had time, so I dried my hair, leaving it loose and long, and put on
makeup. I went down to the playroom and closed the door. It was so quiet in
there, I’m sure it was soundproofed, that I had no sense of what he was
preparing upstairs. I laid on the bed excited for what the evening might bring,
the night before had been so good.