"You can't believe what I saw in the personal ads column the other day. It said 'Ladies enjoy a sympathetic spanking'. What the hell is a sympathetic spanking?"
My friend Jen was unattached and always looking for some excitement. My husband, Bert, is always wary of her and her influence on me. He need not have worried. I love her company, and her up for anything attitude, but I was not going to let her lead me astray.
"My ex used to spank me. There was nothing sympathetic about it but fuck was the sex afterwards the best?"
I felt like asking her how the sex afterwards was but thought better of it.
"I have asked Bert to spank me a number of times. We have tried three or four times but his heart is just not in it and it always just fizzled out."
"Sounds like you are interested in the ad. If that doesn't work out I could always help by warming that beautiful bottom of yours myself."
I laughed at her suggestion without being sure that she was not serious. The ad had hit a nerve and even the talk of spanking had my pussy lubricating fast. At the end of the evening I decided to give Bert another chance to spank me. With reluctance he put me over his knee and spanked me. I didn't want to be hurt just have my bottom warmed before a good screwing. After about six tentative slaps I knew it was a mistake and called a halt to proceedings.
The next day I was amazed when he raised the subject of spanking. He said he just could not get into hurting me. He knew that I had become a little obsessed by the idea and apologized. He then laughed and said maybe I would have to find a man to help me out.
Although he laughed there did seem to be more to it than just a joke. Keeping it very light-hearted I said I am sure Jen would oblige if I gave her half a chance. With a smile he said well at least you wouldn't be with another man. The comment hung in the air but nothing more was said. The next time I had an evening out with Jen I could not wait to raise the subject. I told her of the failed attempt over Bert's lap and that Bert had seemed to suggest that he would allow me to be spanked by someone else. He seemed more worried about it being a man who would spank me than the fact I would be spanked.
She was volunteering before I had finished my sentence. I had thought this scenario through and knew that I did not want my spanking to be by a female, even Jen. I asked her to please hear me out if she wanted to be a very special friend to me.
"I have fantasized about being spanked for years and it has always been a man I have imagined. If I were happy with a woman spanking me you would be right at the top of my list. I do not want to cheat on Bert but if he were aware and agreeing of nearly everything but not quite everything I would feel happier."
"What the hell are you on about?"
"If I answered the ad would you help me by saying that you were going to spank me. This way I get my spanking Bert thinks it is a woman spanking me and I get what I really want."
"God that is cunning. I am not sure what I get out of this but it works for you and Bert. Of course I will cover for you. That's what friends are for. Maybe you could show me the damage to your bottom after your spanking. Just so that if Bert ever asks I know what I am supposed to have done. Just one condition, if the ad does not work out I get to give your bottom a real workout."
"You are a real friend Jen. I even agree to the condition."
I followed up the ad and met a tall good-looking man, about 50 years old in a pub to see if it might work for both of us. There was good chemistry immediately. We agreed that what I wanted was for him to spank me firmly but not hard. I would be given a safe word to use at any time. He said that I would be completely naked but he would remain fully clothed throughout unless I requested otherwise at the time.
I arranged for Jen to pick me up take me to my appointment, at the prestigious address, and pick me up and take me home afterwards. I felt like I was preparing for a prom night. Bert was very attentive and even helped me choice my clothing. Once in Jen's car I was nervous and hardly able to hold a conversation. By the time I walked up the long drive I was shaking and aware that I was very aroused.
I was surprised when a young smartly dressed woman opened the door. She confirmed my name and told me to follow her. We had agreed to use a family room rather than anything too formal. The room was large and beautifully decorated. I greeted him referring to him as Sir as agreed. He asked me what I wanted to drink and when I said a gin and tonic he asked the woman to bring two.
I had not thought how things would start and this slow start surprised me. He was sitting in a large armchair but he left me standing in the middle of the room. Sir asked me whether I had changed my mind about anything and I said not at all. He said that's great and told me to take my top and bra off. I knew I was going to be naked but our drinks had not been delivered.
As I removed my bra my nipples were rock-hard. He pointed to a chair for me to put my clothes on. Without words he instructed me to take the remainder of my clothes off. I looked nervously at the door before obeying.
"You do not have to worry about her she has seen it all before."
I was naked when she smiled at me and gave me my gin and tonic. I wanted to down it in one so that we could get on with what I had come for. As she closed the door behind her he told me to stand in front of him with my legs each side of his knees. His expression was friendly but controlling. It felt very odd with a drink in my hand and my legs far enough apart for him to see my arousal.
He sipped his drink before taking mine from me and putting both down on the small table next to his chair. At last I was draped over his knees desperate for the spanking to begin. The first explosion on my bottom was heavenly. The noise, the sting and then the heat radiating. It was probably only ten seconds but it seemed so long before the hand landed for the second time.
The second was just as good as the first. It was not just the physical reaction but also my mental reaction that was perfect. I felt totally helpless, very cared for and powerfully excited. Just two spanks and my bottom was warming up fast. The next four were slightly harder and the heat was radiating all the way across my bottom and between my legs.
I had been aware of my excited sighs throughout but now to my amazement I realized I was crying. It was not from the pain or the humiliation it was tears of relief and joy. After the first six his hand lay across my bottom. It was not demanding just comforting. That was nice but something in my head wanted more. What he said next was as if he read my mind.
"Just let the heat spread more deeply. It seems like you are enjoying yourself. If you want me to spread the heat a little more open your legs further. If you don't want me to keep your legs together."
My legs were spread before he had given me all the options. I held my breath as his fingers inched further and further between my legs. I knew I was wet but as his fingers reached my clit I was fully aware just how wet. I let my breath out and moaned in despair as his fingers pulled through my pussy and stopped right over my anus. I thought he was going to push through my sphincter but after circling it he removed his hand.