MY DATE - Part 14-16 (F/M)

[Otkfme2]

MY DATE - Part 14 - Shopping with Jane

Since I am engaged to Jane, she thought it would be appropriate for me
to go shopping with her. This way I would be able to get to know her
tastes in colors and styles of clothes. Jane also told me that she would
value what I thought about various outfits that she was going to try on.
Also, I would find out her sizes, so I could buy her clothing in the
future.

It was a Saturday and I was right on time when I picked her up at her
house. We had the whole day to spend together, so there was no rush. We
went to a large shopping center near Jane's house, with many, many stores.
At first we went to general clothing stores, and Jane looked at light
jackets, dresses and skirts. Jane bought some clothes that really looked
good on her.

About two o'clock, we went to the food court and had a quick lunch, and
then we were off shopping, again. This time we were going to stores that
were exclusively for women. As the day was dragging on, I felt sort of out
of place, and usually I was the only male in the store. It also seemed
like Jane was taking more and more time in deciding what to try on. I was
getting agitated, and was wanting Jane to quit shopping. I was hoping that
her shopping spree would be over, and that we could start having fun,
together.

Anyway, I started asking her, "Are you done, yet?" and "When will you be
through?" and "Don't you realize what time it is?" and "Haven't you shopped
enough for one day?" and so on.

Jane must have become very frustrated with my questions and my behavior
because she sat down on a chair and said, "Clyde, come over here this
instant. Put you hands above your head and don't say a word."

I did so and then Jane started to undo my belt, unzip my zipper, and
drop my slacks. The women in the store began to gather around to see what
was going on. Then Jane put her fingertips in the waistband of my shorts,
and soon they were also at my ankles. I was so embarrassed! I was now
standing naked from the waist down, in a women's store, with many women
gathered around me.

"Bend over my knees for a spanking," Jane said to me. "I will not
tolerate your questions and your behavior, when I am shopping!"

Jane proceeded to spank me in front of all of the women who were
gathered around. Luckily for me, she was just using her hand. Spank,
Spank, and Spank.

Then I heard a strange female voice say, "I'm a clerk here at the store.
You are creating quite a scene and disrupting business. We have a backroom
that is equipped to handle this behavior. Please quit spanking him, and
follow me to this backroom."

"Clyde, get up for now. Pull your pants up, and follow the sales clerk
to the backroom," Jane said.

I was happy for the spanking to be stopped, especially since so many
other women were watching me being spanked. As I was following the sales
clerk to the back room, the clerk said, "Now and then we get shoplifters in
the store. This is where we interrogate them and sometimes even punish
them." Then she opened a door and I was surprised what I saw. On the wall
were some paddles and a cane. In the middle of the room was a pillory.

"We usually put suspected shoplifters in the pillory, that way we can do
a comprehensive search of them." The sales clerk said. "Then if we find
something, and we usually do, we tell them that we will either call the
police or they can take a spanking. Most agree to the spanking. So you
can use this room to spank him. There is no rush, we will be open for
another three hours."

"Thank you very much," Jane said to the sales clerk. "I should be done
spanking him in about a half hour. I'll let you know when I am done with
the room."

"No rush," the sales clerk said. "Enjoy spanking him." Then she walked
out of the room and shut the door.

"Clyde, go over to the pillory and stick you hands and head in it." I
did so and soon I was secured in the pillory. They were low enough so that
I had to bend over at my waist. Then I felt Jane take down my slacks and
under shorts, but this time I had to step out of them. "Spread your legs
for me." Now I was in a position like how Jane likes to spank me. I was
naked from the waist down, bent over with my legs spread apart, and secured
so I couldn't move.

"Now I will be able to give you the thorough spanking that you deserve.
I want to make sure that if I take you shopping with me again, you will
never behave like you did today. Do you understand?"

"Yes, madam," I replied. I never expected this when Jane and I entered
this store. Then my spanking started again. Jane paddled me and paddled
me. The pillory did a good job of keeping me bent over and in position.

After about twenty minutes of my spanking, I heard the door open. The
sales clerk said, " I see his spanking is going well. His ass is a nice
red color." I felt so embarrassed, having this young sales clerk looking at
me.

"Would you like to spank him?" Jane asked the clerk.

"I would love to. Very rarely do we catch a man shoplifting in the
store. This should be fun!" The clerk said.

Then she started to spank me. She paddled me as hard as what Jane had
been paddling me. I could tell that she was an experienced spanker because
she paddled me on the insides of my thighs and even between my legs.

After about ten minutes of her spanking me, she said, "Thank you for
letting me spank him. I need to get back to the sales floor. I'll see you
later."

Then Jane said to me, "Clyde. Thank her for spanking you."

So I regrettably said, "Thank you for spanking me."

"I was happy to help you out. See you later." Then the sales clerk left
the room again.

"For the last part of your spanking, and since they have a cane on the
wall, I will give you six strokes of the cane. Please count them out loud
for me."

My poor bottom was already hurting, so I wasn't looking forward to the
cane. At least I was held in place by the pillory. I felt Jane tap my
bottom with the cane, the whistle, then SWAT.

"One. Thank you, Jane." It felt like a hundred bees had stung me in a
straight line. SWAT.

"Two. Thank you, Jane." It really hurt. I really don't like it when
Jane uses a cane on me. SWAT.

"Three. Thank you, Jane." I started to sway my hips back and forth to
get rid of the pain.

"Quit moving," Jane said, "Unless you want an extra stroke." So I quit
moving. SWAT.

"Four. Thank you, Jane." Now it felt like I won't be able to sit down
for a week. SWAT.

"Five. Thank you, Jane."

"Only one stroke left," Jane said. "You are taking your spanking very
well." SWAT.

"Six. Thank you, Jane." Then I felt Jane's hands feeling the six welts
from the cane.

"That should make sure you never misbehave when you go shopping with
me." Jane then came around in front of me and gave me a kiss. I was next
released from the pillory.

"You can pull up your pants, now. I am not done shopping in this store.
So you better behave, or I will pull you in here, again, for another
spanking." Jane said.

Then we left the backroom, and Jane continued her shopping. When I saw
the sales clerk, again, she said, "I see that she is done spanking you."
She said it out loud, and many of the women in the store looked at me and
smirked. "I was happy to help her out with your spanking."

I was so happy when we left that store. Jane said that when I proposed
to her, that I could expect a spanking anytime and anyplace she decided to
spank me. I didn't expect this!

My Date - Part 15 Jane meets my parents

I got engaged to Jane on Christmas Day. I have met her parents and her
sister, but Jane has never met my parents. They live in another city, and
I decided to fly Jane and myself down to see them. That way they would
have a chance to talk with Jane and to get to know her before the wedding.
Jane is such a wonderful woman, and we both agree on many of the same
things. I am really looking forward to be married to Jane.

The flight went well, my parents picked us up at the airport, and my
parents had the spare bedroom set-up for us to sleep in. We arrived on a
Sunday, and had a big dinner together. It was great to see that Jane had a
good conversation going with my parents. My parents seemed to like Jane,
and Jane looked like she was enjoying herself.

Then came Monday morning. My dad left the house early, since he had a
part-time job. So that left only Jane, my mom, and myself. I am used to
sleeping in a queen size bed all by myself, and Jane is too. The bed we
were sleeping on was just a regular size bed, and up until now, Jane and I
had never really slept together. I had stayed overnight and made love to
Jane, but we had never really slept together. So this was a new experience
for both of us.

I have a tendency to roll around a lot when I sleep and I guess Jane
likes to sleep in one spot. When I finally woke up, all of the covers were
on my side of the bed, and Jane was already awake. I guess she didn't
sleep to well because she had a mad expression on her face. I have seen
that expression before, and that is usually right before Jane spanks me.

"Well, I see that you are finally awake. Do notice that I have NO
covers on my side of the bed?"

"I guess so," I said.

"And do you know who rolled around in the bed and kept me awake most of
the night?"

"Did I do that?" I answered.

"If we are going to get married, and sleep together, your night behavior
needs to change. I know we will probably be sleeping on a larger bed, but
your night time behavior needs to change, and I need you to change, now!"

Then Jane got off the bed and went over to her suitcase. She pulled out
several paddles and a hairbrush. Now I knew that Jane was going to spank
me.

"Can't this wait until we get back home?" I pleaded. "What if my mom
hears you spanking me?"

"I don't care if your mom does hear me spanking you! You deserve a good
spanking right now, and that's what you're going to get." Jane sat down in
the middle of one side of the bed. "Come over here so that I can prepare
you for your spanking." I had on only pajama bottoms, and soon they were at
my feet and Jane had me step out of them. "Now lay over my lap for your
spanking."

So I stretched out on the bed, with my bottom over Jane's lap. Jane
immediately opened her legs and pinned my penis between her thighs, to hold
me in place. The paddles and hairbrush were on the bed in plain view for
me to see. That way I could see which one Jane was going to spank me with.
"Do you have to spank me?" I pleaded.

"That is the only way I know that really changes your behavior." Jane
answered. "Besides, I need to make sure I sleep well tomorrow night,
without you taking away all of my covers. So get ready to get a red
bottom." Jane picked up the paddle, then SPANK, SPANK, SPANK. Usually Jane
starts softly and the spanks get harder as she goes along, but this time
she was giving me a hard paddling. SPANK, SPANK, SPANK. I started to
squirm around on her lap.

"You better lie still and not move about so much, or I will spank you
all morning." Jane said. Although the paddle really stung my bottom, I
held as still as I could. SPANK, SPANK, SPANK. This went on like this for
about ten minutes, then Jane switched to the hairbrush and then to the
other paddle. This paddle made a lot of noise, and really stung my poor
bottom.

I heard the bedroom door open and my mother stuck her head in and said,
"I don't mean to interrupt anything, but breakfast will be ready in five
minutes. You don't have to get dressed. You can just put your robes on
over your pajamas." Then my mom closed the door. I felt so embarrassed,
knowing that my mom had seen Jane spanking me.

SPANK, SPANK, SPANK. "You are lucky that your mom has breakfast
prepared for us already. Otherwise, I probably would have spanked you for
another fifteen minutes." Jane said. SPANK, SPANK, SPANK. "Get up, now,
and put on your pajamas, so we can eat breakfast with your mom."

I was thankful that Jane had quit spanking me. My bottom was sore and I
was hungry for breakfast. I put on my pajamas, and Jane and I put on our
robes and went to the kitchen. My mom had prepared toast, bacon and eggs
for our breakfast. It was already on the plates and we sat right down and
I ate real fast, since I was hungry.

As I was finishing up my breakfast, Jane and my mom were engaged in girl
talk. But soon my mom asked, "Did I see you spanking my son this morning?"

"Yes you did. I started spanking Clyde on our fourth date. He was
always late, and spanking him did finally change his behavior. In fact, I
spank him whenever he does anything that annoys me. Last night he took all
of the covers off my side of the bed. Tonight, he will probably not pull
that stunt, again." Jane moved my empty plate off the table and said, "Take
off your robe, drop your pajama bottoms, and bend over the table. That way
your mom can see the results of your recent spanking."

I really didn't want to do it, but I knew that if I didn't follow Jane's
orders, I would get another spanking. So I reluctantly took off my robe,
dropped my pajama bottoms, and bent over the table.

"You did a good job of reddening his bottom." My mom said. "I haven't
spanked Clyde since he was sixteen years old. I thought he was too old for
a spanking, but apparently not. I know a spanking always improved his
behavior. I guess it is good that you spank him."

"Yes, it really does improve his behavior." Jane said.

"I just wish that I had met you sooner. We have so much to discuss
about Clyde and you. Especially since you are already engaged." My mom
said.

"Do you want to spank Clyde for not bringing me over to visit you
sooner?" Jane asked. "He is in the proper position for another spanking.
Shall I get a paddle from the bedroom?"

"Yes, I do want to spank him." My mom said. "But I have my own paddle
in the kitchen." My mom went over to the stove, and got down the paddle she
had hanging on the wall. This is the same paddle that my mom had used on
me when I was growing up.

"Spread your legs," Jane said. "That way your mom can spank you in all
of your tender spots."

So I spread my legs and my spanking began again, but this time by my
very own mother. SPANK, SPANK, SPANK. My bottom was already tender from
my previous spanking, so this spanking really hurt. SPANK, SPANK, SPANK "I
want you to bring Jane over to see us more often!" My mom said. SPANK,
SPANK, SPANK "Is that understood?" SPANK, SPANK, SPANK.

"Yes, mother." I replied.

SPANK, SPANK, SPANK. "Jane must really care about you, if she spanks
you." My mom said. SPANK, SPANK, SPANK. "And I hope she never stops
spanking you." SPANK, SPANK, SPANK

"I intend to keep on spanking Clyde now and when we are married. He is
such a bad boy, sometimes." Jane said.

SPANK, SPANK, SPANK. "Well, I am glad to find out that spanking him
really improves his behavior." My mom said. SPANK, SPANK, SPANK. My
mother quit spanking me and I felt her hands on my burning bottom. "That
spanking should last you for a while. Why don't you go to your room,
shower, and get dressed? Jane and I have a lot to talk about."

"Yes, that's a good idea." Jane said. "It will probably be hard for you
to sit down comfortably for today. Your bottom is really red, now."

So I left to shower and to get dressed while Jane and my mom talked
about spanking me and my bad behavior. This is not what I expected to
happen when brought Jane over to meet my parents.

My Date - Part 16

Well, Jane had finally met my parents. Although Jane and my mom had
spanked me while we were visiting my parents, I still felt that it was a
good trip. It seemed like Jane and my mom got along very well. In fact,
my parents are now looking forward to seeing us before our marriage
ceremony.

Our flight back was a smooth one, and we got back to Jane's house about
noon on Sunday. I carried Jane's suitcase into her living room and was
ready to kiss her and head back to my place when Jane said, "Don't be in a
hurry to head back home. I have some plans for you! Please wait here in
the living room."

I always look forward to be with Jane. We enjoy each other's company,
we agree on so many things, and I am looking forward to being married to
Jane. To my surprise, Jane brought out the wooden spanking horse that her
sister's husband had built for her.

"You aren't going to spank me, are you?" I asked.

"Yes, I am going to spank you." Jane replied. "Although you may not
deserve a spanking that much, you agreed when you proposed to me that you
would accept a spanking from me at anytime and at anyplace. I just feel
like spanking you right now! So take off your shoes, socks, and shirt.
Then I will further prepare you for your spanking. But first, I need to
get the spanking implements that I will use on you."

As I was taking off my shirt, shoes and socks, Jane came out with two
paddles, a hairbrush, and the dreaded cane. Now I knew I was going to get
a very sound spanking.

Jane came over to where I was standing and said, "Put your hands on top
of your head." Then she unbuckled my belt, unzipped my zipper, and pulled
my pants down. I always feel like a little boy when she strips me like
this. I stepped out of my slacks and soon her fingers were in the
waistband of my shorts. I soon was stepping out of them and now I was
totally naked before Jane.

"I am so glad that you accept these spankings from me." Jane said. "It
shows me that you really love and trust me."

"I do really love you!" I replied.

"I'm looking forward to spanking you throughout our upcoming married
life." Jane said. "So go over to the spanking horse and bend over it."

At least the spanking horse was padded on the top. I bent over it and
Jane was soon securing my wrists to the front legs of the wooden horse.
Then she said those dreaded words, again. "Spread your legs so that I can
secure them to the legs of the horse." I always feel so vulnerable with my
legs spread like that. It exposes the tenderest parts of my bottom, and it
makes my penis and balls totally hang out. Also, when I am secured like
this, there is no way that I can rub my bottom. I think Jane likes it
because it keeps me in place.

Then she put down the paddles, hairbrush, and cane next to my head so
that I can see them. "This way you can see what implement I am using to
spank you with." Jane said. Jane picked up one of the paddles and said, "I
had a nice discussion with your mother about spanking you. We both agreed
that you should be spanked more often. So this is a spanking so that you
can remember taking me to meet your parents. I am so glad that I am going
to marry you, and you look so cute with your bare bottom up in the air,
ready to be spanked. Don't you agree, Clyde."

"Yes, madam." I replied. This is the response Jane always wants to hear
when she spanks me. If I reply any other way, I will receive an even more
severe spanking. I really do look forward to marrying Jane, but not
necessarily being spanked like this.

Then my spanking began. SPANK, SPANK, SPANK. Jane is real good about
alternating between cheek to cheek. I always get a through spanking from
her. My poor bottom always hurts all over by the time she is done with my
spanking. SPANK, SPANK, SPANK.

"I like the way your bottom changes in color when I spank you," Jane
said. SPANK, SPANK, SPANK. "It's turning a nice pink color right now."
SPANK, SPANK, SPANK.

"Yes, madam." Is all that I could say in my reply. SPANK, SPANK, SPANK.


Jane spanked me about ten minutes with this paddle then said, "Now it is
time for the hairbrush." I saw her lay down the paddle and pick up the
hairbrush. SPANK, SPANK, SPANK. The hairbrush tended to hurt more in a
concentrated spot than the first paddle. SPANK, SPANK, SPANK. When Jane
spanks me with the hairbrush, she often pulls back one of my cheeks so that
she can spank me in my most tender parts, between my cheeks. SPANK, SPANK,
SPANK. This way I feel the spanking for several days. SPANK, SPANK,
SPANK.

After she spanked me with the hairbrush for about five minutes, Jane put
down the hairbrush and picked up the other paddle. This paddle had holes
in it and it really stings me. "This paddle should turn your bottom from a
nice pink color to a bright red color." Jane said. SPANK, SPANK, SPANK.
Not only did it really sting my bottom; SPANK, SPANK, SPANK, but it also
made my bottom feel very warm. SPANK, SPANK, SPANK. Although I my wrists
and ankles were secured to the wooden horse, I tried to move around a
little to get away from the paddle. SPANK, SPANK, SPANK. "Don't move
about so much, or your spanking will even last longer."

"Yes, Madam," I said. SPANK, SPANK, SPANK. I held as still as I could
with that stinging paddle hitting my bare upturned bottom. SPANK, SPANK,
SPANK. Jane finally quit spanking me with the paddle, and she grabbed the
cane. "Since you have been very good to me on this trip to see your
parents, I'm only going to give you six strokes of the cane."

"Yes, Madam," I replied. I didn't even like receiving one stroke of the
cane. It always leaves welts, and sometimes I can see them for several
days.

"Be sure and count them out loud for me!" Jane said. After I would
count each stroke, Jane also has me thank her. Sometimes I don't feel like
thanking her after a painful stroke, but if I don't, the stroke doesn't
count, and I am given it again.

Jane taps my bottom with the cane, I hear the familiar whistle, and then
I feel the cane. It feels like a red-hot iron has gone across my bottom.
The first and last strokes always seem to hurt the most. "One. Thank you,
Jane." I say. Now I have only five strokes left.

Tap, whistle, sting! "Two. Thank you, Jane." Jane is real skillful
with the cane. The strokes are always parallel and spaced about an inch
apart.

Tap, whistle, sting! "Three. Thank you, Jane." Now I only have three
strokes left.

"I'm almost done with your spanking," Jane says. "You always take your
spankings very well."

Tap, whistle, sting! "Four. Thank you, Jane."

"This one is going to land in the crease between your bottom cheeks and
your thigh. Get ready for it."

It hurts a lot when she gives me the cane in that spot. I can feel it
afterwards, when I walk or sit down. Tap, whistle, sting! "Five. Thank
you, Jane."

"Now here is your last one." Jane says.

Tap, whistle, sting! "Six. Thank you, Jane."

"Now stay in place while I get some cream for your poor red bottom."

I'm still secured to the wooden horse, so of course I'm not going
anywhere. Soon Jane returns and rubs the cream on my bottom. It feels so
cool and nice, and it is exciting to have here hands all over my bottom,
and sometimes going between my legs with the cream.

Then Jane released me from the spanking horse. She continues to sooth
my tender bottom with her hands. Soon we find ourselves rolling around on
her living room floor, making love to each other. Yes, I will remember
this spanking and the trip with Jane where she got to meet my parents.