Jennifer's Surrender (20 page)

 
“I already fucked your pussy tonight, so
now I’m going to take your tight little ass.” He said as he pulled his fingers
out of both holes. I heard him spit again. “Last time, we had lube, but I don’t
have any here, so this is going to hurt at first.”

 
“Yes, Sir.”

 
“That’s right. You’ll take what I give
you, and you’ll like it.”

 
“Oh yes, Sir. Please fuck my ass. Please
punish me and make it hurt.”

 
“You are a naughty little girl, aren’t
you? You do need punishment. It wasn’t enough to have you parade around naked
in front of poor little Brian. No, you need your ass fucked, and fucked hard.”
As he said this he pressed the tip of his cock in and I had no idea what a
difference lube could make when it comes to anal sex.

 
“Aaaaahhhh” I screamed as his head pushed
in. The burning was indescribable. He waited and then pushed more in. I
screamed again and then he pushed all the way in “Aaaaahhhhh”

 
“It’s not punishment if it doesn’t hurt a
little.” He said and then started slowly sliding in and out. The burning
started subsiding and then it was just a feeling of incredible fullness.
Because of the way I was bound, I was so compressed with my feet tied behind my
head that it felt even fuller than the first time down in the playroom.

Then the
fullness started turning into that feeling. As good as regular sex was, there
was something about anal sex that awakened something inside me, that felt like
nothing I had felt with vaginal sex. I started moaning.

 
“Ooooh, Sir, oh, it feels so good.”

 
“Then I guess I’ll just have to fuck you
harder.” And he really started slamming into me. The way I was tied up I felt
like I could barely breath, but the harder he fucked me, the better it felt.

 
“Oh, Sir, it feels too good, too good,
Sir. Sir, you’re going to make me come if you keep doing this.”

 
“Are you a little ass slut, Jennifer?”

 
“Yes, Sir, I am. I’m such an ass slut
that if you keep fucking my tight little hole I’m going to come.”

 
“I don’t think I should let you, you
little slut. You need to convince me.”

 
“Oh, please Sir, I’ll do whatever you
want. Please let you ass whore come, please.”

 
“You are a little whore, aren’t you?
You’re my little whore, and you’ll do whatever I say, isn’t that right?”

 
“Yes, Sir, anything. Pleeeeeaaasse.”

 
“You’re going to go without a bra or
panties for the rest of the week at work, isn’t that right?” he said and
started playing with my pussy now. I knew I wasn’t going to be able to hold on
much longer.

 
“Yes, Sir.” I had no idea what he was
saying. I could barely get the words out. I just knew I had to agree. His
fingers now started rubbing my clit.

 
“So that everyone at work can see what a
little whore you are.” he kept pumping my ass and playing with my clit.

 
“Yes, Sir, whatever you want. Please.
Please let me come. Please.” I could feel my legs starting to shake, I couldn’t
hold it back any longer and before he said anything I screamed as I exploded as
he continued fucking me and playing with my pussy until he then groaned and
came inside my ass.

After he
finally pulled out he untied my blindfold and freed my arms and legs, then
pulled me into an embrace and held me until I drifted off to sleep. Some time
later he woke me and said, “Come on, little bird, we need to clean up before we
fall asleep for the night.”

I followed him
into the bathroom where he apparently had already filled the tub while I was
asleep. Gently helping me in, he then followed and motioned for me to come lean
against him.

 
“Why couldn’t we have just slept through?”
I asked groggily.

He chuckled,
“Because as much as you and I both may enjoy your ass getting fucked, it’s
dirty business. And good hygiene is very important. You don’t want to miss out
on sex because of a yeast or bladder infection or the like, now do you?”

 
“No, doctor.” I giggled, surprised how
aware of these types of issues he was. Most men were clueless.

We didn’t stay
in the tub too long, just long enough to get clean and then went back to bed.
We had sex two more times in the middle of the night, but he kept my arms tied
to the headboard to reinforce that he could just take me however he wanted…
which was true whether or not they were tied.
 

In the
morning, before we showered, he had one more thing in store. “How sore is your
ass?” he asked.

 
“Not bad, a little tender, but no
biggie.”

 
“I see.” There was that phrase again.
“Get on all fours on the bed.”

I did as I was
told. “Arch your back a little more. Mmmm, good girl. Now, you’re going to
count for me. What’s the date today?”

 
“Um, the 27
^th
I think?”

 
“Perfect. You’re getting 27 swats with my
belt. I want you to feel your ass every time you sit down, every time you take
a step, I want you to think of me.” He said as he put his left hand on my
shoulder and began,
SWAT! Oooh, that hurt.
“Count!”

 
“One!”
SWAT!
“Two!”

 
“That should be “One, Sir. Two, Sir.
We’ll start over.”

SWAT!
“One, Sir!”
SWAT!
“Two, Sir!” and he went on. Somewhere around 15 he reminded
me to arch my back and spread my legs so he could be sure to get my inner
thighs. The belt felt similar to the riding crop in that it stung like hell,
but it covered more surface. And then somewhere around 20 the pain started to
dull. It stopped stinging and I started floating to that space. I stopped
counting and felt my legs and arms start to go out from under me. He stopped
immediately.

 
“Jennifer, sweetheart, oh damn.” I heard
him say as he pulled me into an embrace and started rubbing my backside.

 
“Whaa?” I tried to ask.

 
“I’m sorry, dear, shit, it’s a workday,
you can’t go floating away on me.”

 
“Huh?” I had no idea what he was talking
about. I wasn’t really there. It all just felt so good, and having him hold me
and tenderly rub me, I didn’t care about anything. “Mmmmm, feels good.” I said,
sounding drunk.

We laid there
for a while, I have no idea how long and he just cradled me, stroking me as I
floated in and out of consciousness or sleep or whatever it was. At one point,
I awoke to hearing him say, “Bill, it’s Stephen. Listen, Jennifer’s going to be
late today. No, no, it’s my fault. Yeah, I’m not sure when. She’s still in
subspace. I know, I know, I got a little carried away. Ok. Go easy on her when
she gets in. Ok, thanks.”

After that I
drifted off again, only to wake to the smell of breakfast. I could tell by how
bright it was that it had to be late morning. I shot up, well, as much as I
could, “Shit! What time is it?” I asked as I started to get off the bed.
Thankfully, Sir was there to catch me when my legs hit the floor, once again,
unable to stand on my own.

 
“Slow down, little bird. It’s about 11am,
and I told Bill you’d be in late.” He had his tender face and voice on.

 
“11? Sir, I’ve got to get in the shower,
I’ve got to get to work.” I said, trying to push against him, but that was no
use.

 
“Shhhh, calm down. He understands and
knows it’s my fault. I’m sorry, Jennifer.”

I was so
confused and so unfocused, “Huh, sorry for what? It’s not your fault I
overslept.”

 
“Yes, little bird, it is.” God I loved
his tender voice. I looked at him puzzled. There was no point in pushing
against him to get up. He wouldn’t let me until he was ready to. “I’m starting
to learn that you react, um, quickly to punishment.” I looked at him confused
still. “You slip into subspace very quickly and easily. I didn’t think you
could go there so fast this morning. Otherwise, I wouldn’t have done what I
did. I’m sorry.”

I smiled, “You
don’t have to apologize.” I looked down and bit my lip, “I liked it.” I said
and could feel myself flush.

He laughed, “I
know you did, Jennifer.” He brushed my cheek with his fingers. “Please eat
something and then we’ll get you showered and dressed.” I melted when he was so
caring.

I knew better
than to argue with him, so I dug in. I couldn’t believe how hungry I was. After
a few minutes, I realized he wasn’t eating. “Aren’t you going to eat anything,
Sir?” He smiled sweetly and said, “I ate a couple hours ago while you were
sleeping.”

 
“God, I’m so embarrassed.”

 
“Why? What on earth do you have to be
embarrassed about?”

 
“Well, sleeping in till 11 like a
teenager!” I paused, remembering he said he talked to Bill. “Oh, God, was Bill
mad?”

 
“No, no. I told him we were going over
the campaign and you’d be in later.” I knew he was lying, but I didn’t want to
hear what he really told Bill.

 
“Bill knows we’re, um, dating?”

 
“Yes, little bird. And he’s fine with it.
And he’s fine with you being late. I promise you. He’s not going to punish
you.” my eyebrow shot up and he clarified, “No, you naughty girl, I didn’t mean
like that!” and we both laughed.

I finished
breakfast and felt relatively normal, still a little spacy, but well enough to
get up. I made sure to find my footing first and then made my way to the
bathroom. When I came out naked, I was getting very used to walking around without
anything on, I found a pile of clothes with tags on them sitting on the bed. I
looked up and saw Sir with a small smile on his face.

 
“Well, it’s my fault you’re late, and you
didn’t know you’d be spending the night, so I can’t have you go into work
wearing what you wore yesterday. Wouldn’t want anyone to get the wrong idea
now.”

I looked at
him, and I may have drifted off this morning, but I remember enough from the
night before to ask playfully, “But you’re ok with me going without a bra and
underwear?”

 
“Oh, so you remember that conversation,
do you?”

 
“It may have been said under duress, but
yes, I remember what I agreed to.”

 
“Duress?” he laughed.

 
“Yes! Duress! Or maybe I should call it
blackmail!” we were both laughing, and I couldn’t believe how light and fun it
could be with him.

 
“If I’m blackmailing you, then why am
I
buying
you
clothes?” he asked.

 
“Hush money.” I deadpanned and he bust
out laughing.

 
“I just might be the very worst
blackmailer in the history of blackmailing.” He said, still laughing. “Now go
on, get dressed.”

I rolled my
eyes and took the jeans from the pile. Naturally, they were my size, my brand.
No detail escaped him. Knowing that his resort offered every service possible,
I assumed he sent someone out this morning for these things. It didn’t really
matter. I slid on the jeans and as soon as I got them all the way on, I winced.

 
“Tender?” he asked.

 
“A bit.” I smiled and then said, “A nice
reminder of our time together.” Which brought a smile to his face. Though I
knew that it would be more than a reminder and was thankful that I had a short
day at work. I slid the blouse on. It was a button down off white silk shirt
with pockets over each breast, which I was grateful for. I rolled up the
sleeves to just below my elbows and buttoned up the front.

As I was
buttoning the last button he said, “Un uh. Leave that one undone.” The laughter
was gone from his voice. I let my hands drop and tucked the shirt in. If he
wanted every guy in the office to see my tits, well, then I guess they would.
He stood up and came to me sliding his hand in my blouse and grabbing one of my
breasts which made me sigh. God, this man made me feel things so quickly it was
amazing. He rolled the nipple back and forth and I let out a slight moan.

 
“If you keep doing that, we might not
make it to work at all today.” I said breathlessly. He gave it a harder pinch
which made me yelp and then leaned down and gave me a quick kiss on the lips.

 
“You’re right. Come on. Let’s get going.”
He said and I started to leave the room. He took that opportunity to give me a
light slap on the ass, which, given the circumstances made me jump. I turned
and looked over my shoulder, glaring at him, which just made him smirk.

When we pulled
up outside my office building, I asked, “You’re not going to drive through the
parking lot? You seemed to enjoy the speedbumps last night.” He reached into my
blouse and gave a hard pinch to my nipple. “Ow!” I yipped which made him smile,
then he let go.

 
“Now you see the benefits of no
undergarments.” He said with mock sternness.

 
“Benefits for you!” I teased and then
said sincerely, “Thank you, Sir, for last night, and this morning, and the
clothes, and for showing me Tutto.”

 
“You’re welcome, and thank you, little
bird. I had a lot of fun.” He said tenderly as he stroked my face.

 
“I’ll see you Friday after work at my
place.” He said imperiously, and I had to stifle my laugh. I still wasn’t used
to being told rather than asked, but I didn’t care. I just wanted to be with
him. He leaned over and kissed me tenderly.