High School Reunion P04 On Monday evening after work I stopped at a big discount store that sold clothing and other stuff. There I was easily able to find lounge pants with drawstrings and t-shirts. They also sold duffle bags, razors and shaving crème, so now I was all set for spending time with Sally on Wednesday evening. I called Sally on Tuesday evening to let her know that I had bought everything and I was all set. I was surprised to hear Sally say, "Yes, I know. Becky called me after you left the store on Monday and told me the demonstration went well. It sounds like you are starting to gain more respect for women. Be sure to be on time, bring plenty of money and wear a nice looking suit. Also, don't forget your duffle bag. I want you to have it with you at all times, especially when we are spending time together. Bye for now. See you Wednesday." I left work early on Wednesday, made sure my car was washed and cleaned inside and out, showered, shaved, and wore one of my best suits. I was very proud of myself because I arrived at Sally's front door five minutes early. I rang the doorbell, and Sally was wearing this fantastic blue dress. It showed off her nice full breasts and her small waistline. "Come on in and sit on the couch since I am not quite finished putting on my make-up. It is good that you arrived on time or else I would be giving you another spanking right now. I hope you brought your duffle bag with you." "Yes I did. You told me that you wanted me to and it is in my car." "While I am putting on my make-up, I want you to bring it into my house before we leave. I was so happy to hear you brought everything." So I went out to the car to bring it in and Sally met me at the front door and slipped it inside before locking her front door. I was proud that both my car and myself were cleaned up and that I was taking Sally to a very fancy restaurant. When we arrived at the restaurant there was even valet parking. They seated us far away from everyone like at the other restaurant so I felt very comfortable having a private conversation with Sally. Before our entrees arrived, Sally asked, "How did you like your demonstration with Becky?" "I was surprised that after I was secured with my arms up high that she took off all of my clothes. I know that I told her that you spank me on my bare skin but I wasn't expecting that," I said. "Well Clyde, while you are in this training period to learn how to respect women better, you better get used to women taking off all of your clothes or you having to strip in front of me and other women." I wasn't expecting an answer like that. Then Sally asked, "What did you think of the spanking bench Becky used on your demonstration? Would voluntarily place yourself over one if I asked you to or if another woman asked you to?" "I am finding myself sort of enjoying receiving an over the knee spanking from you but I guess if you requested it from me, I would voluntarily place myself over one for you." "That is not the answer I wanted to hear! You need to be willing to place yourself over a spanking bench for me or any other woman who would want to spank you." "Okay. I guess I would for you or any other woman," I reluctantly answered. Luckily for me, the entrees arrived and we started eating. But the Sally continued, "I have another rule I want you to follow. When you are in my house or when we are somewhere and you have your duffle bag with you, I want you to take off all of your clothes and only wear your lounge pants and t-shirt. Make sure you are not wearing anything under the lounge pants. You should also secure your ankle cuffs and wrist cuffs to yourself. So once we arrive back at my house, I want you to do that for me." I thought this was a strange request from Sally but I answered, "Yes, I can do that for you." "After desert and before we leave here I have one more surprise for you, but for now lets talk about other things." I was glad that she changed the topic and we discussed current affairs and how I felt about various things. As I have said in the past, the more I talked and interacted with Sally, the more I liked her. She has the marvelous body, this outstanding brain and wit, and is easy for me to talk to. She wears this nice perfume that I instantly react to when I am near her and she acts like she really cares about me. I have never met a woman like Sally before, and if I need to endure an occasional spanking from her to improve my behavior, I will gladly submit to a spanking from her. I also like that she is so self-confident and knows herself so well. After desert and after I paid for the meal, Sally stood in back of me and told me she would show me the surprise gift for me. I stayed seated and she put a leather collar around my neck. "I want you to keep this in your duffle bag and wear it anytime you are also wearing the wrist cuffs and/or the ankle cuffs. It signifies that you are in a committed relationship with me." This time instead of referring to her as Sally, I just said, "Thank you Mistress." "I like that you referred to me as `Mistress' right now. It shows that you are learning to show me the proper respect I deserve." Once we were in the car again Sally thanked me for the wonderful meal and our pleasant conversation. When we arrived at her house, before we got out of the car she reminded me that I was suppose to put on one of the t-shirts and the lounge pants as well as the wrist and ankle cuffs while she slipped into something more comfortable. I was suppose to change my clothes in her living room while she changed in her bedroom. Now that I was inside Sally's house again, I couldn't help but to have an erection again and now that I was wearing these lounge pants with no underwear, it became highly visible. When Sally emerged from her bedroom she was wearing a black corset that also showed her ample breasts and now I could even see her nipples. She was also wearing a black garter belt, black hose, and very skimpy black panties. She had me stand in front of her while she sat in the middle of her long couch. "Your respect and behavior towards women has really improved. You treated me and our server with the proper respect and you tipped our server with a generous twenty percent tip. You bought all of the stuff I requested of you before this evening and you have been following my orders without question. Good job." "Thank you, Mistress," I said. "But now I want to introduce you to another new concept. There is what's called a maintenance spanking. That is where you don't really deserve a spanking but you are receiving it to make sure you keep up your good behavior. So right now, you will receive your first maintenance spanking. But before I do that, I want you to bring over the spreader bar so I can inspect you. So bring it over right now." "Yes, Mistress." "And once you hand it to me, I want you to face away from me." I did so and Sally fastened my wrist cuffs together so that I had to keep my hands behind my back. "Now turn around and face me." Now I noticed she had some scissors in her hands and she cut off my t-shirt so that it didn't hang below my belly button. "I hope that before I see you on Saturday that you can have all of your t-shirts hemmed to this length. This way they you can still wear them and they won't get in the way." Then she untied the drawstrings of my lounge pants and she helped them around my erection so that they dropped to my ankles. "Please step out of them and now you see why I wanted you to get lounge pants with drawstrings." After my lounge pants were put to the side, Sally connected the spreader bar. Now I was naked from the waist down in front of Sally, my legs were spread wide apart and my arms were secured in back of me. I felt so helpless and at the same time sexually aroused as Sally played with my penis and balls and checked my skin around them to make sure I was clean shaven. "I am going to unfasten one of your ankle cuffs from the speader bar so that you can turn around, face the other way and bend over so that I can further inspect your shaving job." I turned around , bent down, and then my foot was connected to the speader bar so my legs were spread far apart again. Now I was feeling somewhat humiliated and helpless. Sally cupped my balls and felt my sensitive hairless skin between my bottom and my balls. "It looks like you have done a good job shaving yourself so you won't receive an extra spanking but in the future, if I do feel any hairs, you will receive `Six of the Best' strokes of the cane. You found out that really hurts when Becky demonstrated the cane on you. In fact, you should contact Becky. Maybe she could keep you clean shaven or know of someone else that could." "Thank you for the suggestion, Mistress," I replied. "Now let me release you so that you can lay over my lap for your maintenance spanking." It felt good being able to move about again and Sally parted her legs so that I could put my penis and balls between them and I felt her squeeze them together again to hold me in place. I parted my legs and Sally commented, "It is good you positioned yourself correctly and parted your legs without being told to. This shows me that you are listening to me and following my orders. But this time, place your hands behind your back. I am going to secure them together and attach them to your new neck collar. That way you can't protect your bottom when I spank you." As Sally started to spank me I had a rush of many differing feelings. Although I felt helpless again, I felt under Sally's total control and I felt cared for. I could feel her body heat, smell her unique scent, and it felt like her body was wrapped around mine. Although I was being spanked, it warmed up the lower part of my body and made me feel good. Sally spanked me all over my bottom with both her hand and her hairbrush. Finally Sally said, "Your bottom is very red now and let me release your hands so that you can stand up. Keep the thin wire attached to your collar so that I or another woman can attach your hands to it so that they out of the way." When I stood up, both of us noticed I still had an erection. "Oh, my! It appears that you are having a positive reaction to my spanking you. Get the prostate massager from your duffle bag and I will get a condom for you. That is another thing you should have plenty of in your bag." I stood before her with my legs spread and my arms behind my back as she put the condom on me. "See, you are learning the correct way to act and respect a woman. Now lay over my lap again like you did when I spanked you." I did so and she spread apart my bottom cheeks and slowly inserted the prostate massager. Sally slowly manipulated it inside of me and then I felt my cum drain from me and my erection go down. Sally must of felt my release too because she helped me stand up again and said, "You can clean yourself up in the bathroom and then get dressed and leave. I had a wonderful time with you this evening and am looking forward to Saturday. I am going to check the bathroom before you leave and if you made a mess I am going to have you clean it up and also give you another spanking." I was very careful in the bathroom and I made sure I was not spanked again. Before I left I said to Sally, "I am looking forward to Saturday too. Thank you, Mistress."