Karen's First Spanking. free porn video

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Today is the day that Karen is finally going to get the spanking she has wanted for so long and so richly deserves. Not the kind of spanking she has gotten but the kind she wants and needs. I’ve gotten us a motel room so we have a good and private place to do it. I know this motel and it is decent and clean and has just the right kind of chairs for OTK, comfortable but with no arms. I arrive about 30 minutes before Karen so I can make a few preparations. I know how much this means to Karen and I want it to go as smoothly as possible…….Well…..smoothly for me. I hope there is nothing smooth about it for Karen.

I place around the room various toys and implements such as a well lubed medium anal plug, a Scottish tawse, a large wooden hairbrush, leather wrist and ankle cuffs, a riding crop and wartenberg wheel. Some things are hidden and some on display. One of the things about Karen is she has a very small ass.This is great for looking at and playing with (and I suspect fucking) but it will make spanking it somewhat challenging. I don’t have the space to work with as I would with others and I fear if I spank too much in the same places it will go numb and dull the pain. So I have some other toys to mix it up. I have also picked up a bottle of grey goose and Perrier as I know she enjoys that.

I sit and relax a bit but soon there is a knock at the door and it’s Karen. She is dressed impeccably as she always is and looks fantastic…..breathtaking. I invite her in a give her a nice long hug. I invite her to sit and mix her a drink. We spend a few minutes getting caught up and then a few discussing what’s about to happen (well…..some of it) and what isn’t going to happen, like sex. This isn’t about getting laid this is about her experiencing a true spanking and pain experience. I told her it was time to start. I told her to remove all her clothing and I sat and watched. I watched because I enjoyed the show and I wanted her to feel my eyes on her and her body. After she was naked I gave her the cuffs and told her to put them on while I put her clothes in a bag and told her I would be right back.

I took her clothing and locked it in my truck and left her alone for 15 or 20 minutes. I wanted her to feel the vulnerability of being alone and naked in a strange room with no way to escape. No clothing to wear. After I went back to the room I noticed Karen looking a bit apprehensive but seemed ready to soldier on. I told her it was time for inspection. She said inspection? I said yes Karen. I need to inspect your body to find out where the most sensitive spots are. I had her stand in the middle of the room legs spread……Hands behind her head and I clipped the cuffs together with a dog clip. I then ent behing her and started running my hands over her body…..places like the insides of her arms…..armpits…..the sides of her ribcage……her belly……groins…….thighs….front back and inside. And especially that place where her ass meets her thighs. Not only did I use my hands……..but did some squeezing and pinching to gauge the reaction to pain. I also ran the wartenberg wheel over her to further gauge her reaction to pain.

I felt I had a better idea of how her body might react to what I was about to do so I marched her over to the little table in the room…..uncuffed her hands and made her bend over it with legs spread to check between her legs. It’s at this point and without prior knowledge I slipped the pre-lubed anal plug up inside her. She was quite surprised and stood straight up and reached behind her. I grabbled her hands and told her to relax as that plug was well seated and was not coming out til I took it out. I did this for a reason as I wanted her to have something to clamp down on as she was being spanked. I did not put anything in her pussy as both she and I would be taking care of that.

So now we were ready for the main event. I took Karen over to one of the chairs and I sat down. I then clipped her wrist cuffs together in front of her and took her across my knees. Opened her legs slightly and started to rub her ass to relax her a little. I noticed this was gonna be a bit of a challenge as her ass is so small but so pretty…..there was not a lot of room to work with. I started to lightly slap her backside with my bare hand. I few slaps…..a little rub……a few more slaps slightly harder and a little rub……and so forth and so on til I was slapping her backside with quite a bit of force. I did pause every few minutes ot allow her endorphins to build and avoid making her backside numb. I didn’t take long however til I noticed the plug beginning to move in and out a bit showing that she was start to grab it with her anus. I also noticed that she was starting to move her ass up and down a bit and I could tell her hands were moving toward her pussy. I know suspected she was ready. Ready to go to the next level.

Before taking up the spanking again I reached between her thighs to check her pussy. I noticed it was beginning to get rather wet. I knew she was ready. I started to spank hard……..very quickly and kept it up for about 10 minutes. By the end of this round her ass was bouncing all over the place and she was starting to moan. I think she may have come but I cannot say for sure. After 10 minutes her ass was getting quite red and I decided it was time to move to the next implement. The hairbrush.

I gave Karen 5 minutes or so to relax and let her kneel on the floor next to me. Then I picked up the brush and said “Ready for the next part of your spanking, girl?” She sheepishly nodded andI took her back across my knee. I gave her little ass a rub to relax her and started with the backside of the wooden brush. That got her attention in a hurry and she started to moan. I kept it up though……10 or 15 swats with a little break in between to allow her to absorb the pain and for her body to release endorphins. After 5 or 6 sets with the brush her ass was starting to bruise up a bit and she was near tears. I know for sure she had orgasmed at least 3 or 4 times during this beating. I did not want to go too far as I had one more trick up my sleeve…….The tawse.

I did also bring a crop but things had gone so wee that I was not going to need it. So after a few minutes of rest I took her back to the little table laid her across it and fastened her cuffs to the other side of the table. I had put a pillow down for her belly to rest on and keep her ass in a nice position. I stood back and told her she was going to get 20 with the strap and please count them for me. I told her I tend to lose count and am afraid if she does not count I might cheat her and give her only 19. She said or 21 and I said…….21 would be OK.

I stood back gave her a few light taps to gauge the distance and told her……OK Karen……here comes you whoopin. I gave her a good shot to begin…..this was no warmup……this is the beating she has always talked about getting. Even after the first she began to thrash around and moan. I noticed the first one left a nice weal and though…..this ass is gonna be a mess when I am done and smiled to myself. Number two three four etc were all good shots and Karen did keep count. After 5 or so I noticed the begins of a few tears flowing and promised myself she would be crying like a baby by number 20. After 10 or so I sarted slowing a little to give her time to calm a little and after 15 she was crying like a baby. I said to her……”Only 5 to go Baby. Take them like a good girl”. She nodded her head and got her self ready. I rained down those next 5……one right after another as hard a I could. By the end she was crying out loudly. But she took them like a champion. We were done. She was done and I was done. I unhooked her from the table and took her in my arms and told her how proud of her I was. I took her over to the bed and we cuddle for a while. Just being together and reveling in the experience. I rubbed some body lotion into her backside to help with the healing as it was quite marked up from the brush and tawse. We lay together again and I asked her how her first time was and she said…………

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The Harlequin Spanking

I lay there, waiting for the first blow of the hairbrush. My "inner child" was screaming at me to call it off, and yet I wasn't scared enough. It may sound strange, but something was missing - and I was pretty sure I knew what it was. "Honey?" I said, turning my head to the side. He was halfway through the motion of spanking me with the hairbrush but stopped short. Looking annoyed, he asked, "Yes?" I turned fully over on my side, facing him. My cotton pajamas were still in place and...

3 years ago
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My Spanking

Adult spanking is a curious thing. I mean, most of us did not like being spanked as children. We dreaded spankings, didn't we? So, why do so many of us long to be spanked as adults. I think for some of us, it is for sexual pleasure. For others, it is to meet an emotional need. Maybe we feel we deserve it before we enjoy fucking. Some parts of society make women feel we are bad if we enjoy being fucked. So, maybe we feel better about our longing if we are punished first. I will tell you why I...

Spanking
3 years ago
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Sallys motivational spanking

I met Sally though Xhamster.com. She contacted me in search of a motivational spanking. She needed to be pushed to get busy with her business. She knew she was goofing off, doing everything but her business. We exchanged a few emails. Discussing what she wanted. Her likes and dislikes. I informed her (in an email) when we met she is to call me "Sir" when around me.•••••••Her dislikes may go out the window, depending on the offense!••••Sally had a boyfriend. But he just wasn't into spanking her....

3 years ago
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My adult spanking

I’m a happily married 52 year old white male. To give you a better picture of me, I’m 6ft, 195 lbs, short red hair, smooth body, 5 1/2 inch cut cock, decent shape.My curiosity to receive a spanking grew more and more. I was wanting to be spanked by an older man. Not a severe spanking, but one that would leave my ass red. And to have a feeling of shame, embarrassment, guilt and being exposed to another man, a complete stranger, in such a naughty way.I signed up to a gay spanking fetish website,...

3 years ago
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crossdressed for a spanking

I was younger around mid 20's I was starting to feel the need to be spanked. So I put ad on a free site and waited for responses. I got several but only one that stood out. Most of the ones that responded wanted to know why I wanted to be spanked or what I did to deserve the spanking and would not take that I just wanted one as I enjoy getting spanked as a response so I knew those were not the ones for me. The one that stood out just wanted a couple more pics of me and then we arranged a time...

3 years ago
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Good old fashioned school spanking

I have always had an infatuation with spanking. There is a certain amount of eroticism and intimacy that goes with it. When you totally submit your bottom to an authority figure, to be spanked or paddled, it is quite a feeling. I think that's why I now enjoy some light spanking in the bedroom as foreplay. Every school I went to, growing up, used spanking as a form of punishment. If you disrupted class or did anything they deemed as “hindering the educational process”, you would get your bottom...

2 years ago
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WHY I LOVE SPANKING

Several people have asked about my love of punishment, specifically spanking. When I think about it, I do enjoy giving a good old spanking. But my reason for it goes back to our old family house and my sister, Ginger.If you follow us, you know my sister, brother and me were raised by our mom. Dad died when we were young. If fact, my little brother Mike was only 2 months old when it happened. Mom moved us from a large 4 room house to a 2 bedroom condo. Four people in a little condo with no...

1 year ago
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The Panty Accord of 2010Chapter 20 A Birthday Spanking

Emily heard her brother’s request, but she didn’t move. Instead she just said, “Tommy, I haven’t heard an apology yet.” Quickly turning to Shelly, Tommy blurts out, “I’m sorry Shelly.” Then he turned back toward his sister, and with his eyes, he implored her to untie him. Instead of moving toward her brother to satisfy his wishes, she now felt herself slipping back in her unusual, but now not uncommon, role as his disciplinarian and teacher. She looked back at her brother, shaking her head...

2 years ago
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I Have A LoveHate Relationship with Spanking

With the school year approaching, I was getting ready to go back to college. The college life is amazing: pretty girls, pretty girls and pretty girls. Let’s just say I like to date around. I can’t be tied down to just one woman, you know? My name is Bred Jakes. I am a 6’ 1”, muscular, light-skinned black guy. I live in a small apartment complex in Dallas called Sunset Apartments. I'd decided to work at a camp for children with diabetes. The experience was breathtaking; the campers were filled...

Spanking
2 years ago
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My first spanking

I had just turned thirty and a friend showed up at my apartment for our birthday/Christmas gift exchange. Marty was always fun to be with and we had worked together for awhile. She was close to fifty or so and I knew her for a year or so. When we got to trading gifts, we had a fun time. I got a normal Christmas gift and then a pair of cotton bikini briefs with snowmen on them. She asked me to model it for her and I did so, since it covered everything and fit to my form. One of my birthday gifts...

Spanking
2 years ago
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My second embarrassing spanking

The gentleman's name that gave me my embarrassing spanking is David. Later that Sunday evening, the same day he spanked me, I received several text message pictures from him. Pictures he had taken of me with his phone and stills from the spanking video. I got so incredibly turned on by seeing all of the pictures he sent! But some of the pictures were a bit shocking. Pictures of the front of my house, a closeup of my house number, of my truck and license plate. A stark reminder of how vulnerable...

4 years ago
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Sissy gets a spanking

I see there are lots of CD spanking videos on this site. That reminds me of a couple i met many years ago. She was a dominate woman who loved to spank sissies. Her husband was a submissive sissy. I took her out to lunch and we just talked for quite a while in my car and she had me take my pants down so she could see my panties and i had on a garter belt and nylons that day. We agree that i would come to her place in a few weeks for a spanking. I went to her place and walked in and she told me...

4 years ago
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Her Favorite Spanking

Olivia was not surprised when the phone rang at 4:30. Scott often called before he left work. Usually, to ask if she needed something he could pick up on the way home. She checked the caller ID before she answered."Hi, baby," she said sweetly. "How was your day?""Just fine, honey. I'm glad it's Friday. It’s been a long week. Is there anything I need to bring home?""Just yourself. You're all I need tonight." Scott and Olivia had been married for only six months and their love life was...

Spanking
4 years ago
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First spanking

I had been attracted to spanking for a very long time. I had been looking for a female to spank me for some time. I made a connection with a woman about a hour from my home. Our schedule had trouble working and eventually she quit answering email. I was determined to make this work and continued to search various websites that related to what I was seeking. I should mention that my age played a factor with some as I was nearing 60 it seems no one wanted to communicate with me. I located a...

1 year ago
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Yorkshire tights afternoon spanking

I'd had about 10 - 12 meetings with a chap from yorkshire, not too far from where I am, called Jon,he called over to my place in the afternoons over a period of about 9 month. From the outset we made our intentions, expectations clear as to avoid any surprises. Basically I would wear tights, he would spank me, and thats just how it went for the first couple of times.On the 3rd occasion he masturbated and ejaculated on my spanked backside. I didnt particulary like the bloke to be honest,...

Bisexual
3 years ago
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Bucket List Spanking

Sex Bucket List Rules. A list of sexual fantasies to complete before we kick the bucket!We each have our own list.We take turns to choose from our listsFantasies can be as simple or as complicated as you like.If a fantasy needs props then it’s the owner of the fantasies job to provide them.If you have a fantasy you’re not allowed to introduce it in bed before bucket night!If you’re not comfortable with the fantasy you can say No.No involvement of other people without mutual agreement.Safe word...

Spanking
3 years ago
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Just a spanking

Recently I had been chatting with an older man, of course about turn on's and I said being tied and spanked was a real excitement and not always having sex most of the time just a spanking. We continued to chat more he was saying to me he was a professional spanker and on a regular bases some women and men would come over to be spanked !!wow!! I was impressed and he offered his serves to me I said no no thanks anyway we chatted more over the next week until again he offered just a spanking he...

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