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 18
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.
My Date - Part 19
I was at work, recently, when Jane called me on the phone.
"Can you please pick me up at work before 5 o'clock. I would like to go out to dinner with you and discuss a few things."
With our wedding coming up in a few months, I knew we had a lot to discuss, so I told her that I would be there before 5 o'clock.