I was pretty excited, I was flying into Seattle and while ostensibly I was there for business, what had my heart pounding was I going to get to see my oldest dearest friend Jenn. We had quite literally grown up together. In fact, she really was the only friend I had from that entire period of my life. We had been inseparable and shared everything growing up. Our youthful attempts at romance, our successes and failures in sports and school, hours spent talking about our dreams for the future.. We shared with one another daily. She even knew about the one and only spanking I had ever received, over the knee of a very attractive 20 something Lady friend of my Mother’s. A woman I foolishly had a crush on at the tender age of 15. She was to me, the most beautiful woman I had ever seen. As was the fashion back then, She always had a mini skirt or short dress on with High heels and I was completely infatuated with her. Talk about live and learn. As embarrassing as that first over the knee spanking had been, I had told Jenn all about it. How I had teased her by behaving badly while we were all at the beach. How she had threatened me with a spanking for my behavior (not the first time) and how I had continued on and on, challenging her and trying to show her what I man I was. Driving me home she had feigned needing to stop at her house to pick up something for dinner and to change out of her swimsuit before rejoining my mom and sisters at our house to for dinner. Me, foolishly thinking she had something else in mind started getting very excited. Boy if I had only known. Suffice it to say before I knew anything, I found myself being pulled over her knee and to my horror, all her threats of spanking me coming to pass and boy did I learn just how much a hand and hairbrush spanking could hurt a bare bottom when being delivered by an angry no nonsense Woman.
Sure I got to see and feel the object of my youthful desires, her long beautiful legs, up close and personal. I got to feel our bare skin touching as I lay across her lap, but none of that meant a darn once she started spanking me. She lit a fire in my bottom I have never forgotten. Not even today and all this I had shared with my Best Friend. So yes, to say Jenn knew everything was an understatement akin to saying the Titanic had a slight problem. She knew my deepest darkest secrets.
We literally saw each other every single day. And after growing up, our friendship continued. We attended the same college, after graduation took apartments within walking distant of one another. Often meeting for lunch or after work walks and dinners. People often mistaking us as a couple, we were inseparable. Still, truth be told though, never once had we crossed that line. Neither of us was willing to risk what we had, a friendship that had stood the test of time. Was I attracted to Jenn, well certainly I was. She is very smart and beautiful, very sure of herself and completely capable, anybody would be and she had the longest sexiest legs I have ever seen (heck, I am still a guy). Also, unlike other women I had known, she was so easy to talk to. Plus heck, being friends and confidants had its benefits. I always knew where I could find a feminine hug and shoulder when I needed one. So, we had always stayed just friends and I was good with that.
Unfortunately, my work had recently offered a promotion, which had taken me away from Seattle. Sadly, it was something I had no time to think over or talk with Jenn about. Just a quick telling goodbye, packing and then gone.
While we spoke often, I missed seeing her, her smile. I missed our walks & talks and I missed knowing she was right down the street. I missed seeing those long sexy legs and how she always dressed to show them (oops there’s the guy thing again). Mostly though, I missed sharing our lives with one another.
So seeing her for the week I was back in Seattle was going to be wonderful. We'ld go to lunch together, walk along the waterfront and catch up with each other's lives and adventures, maybe even share a misadventure or two.. It would be like old times together. I couldn't wait to see my beautiful friend!
Walking out of baggage claim having texted her while she was waiting in the cell phone lot, I felt as giddy as a kid at Christmas. I'ld be seeing Jenn in just a few minutes and couldn't wait.
Before I knew it she was there. I quickly jumped in, got a quick hug and kiss on the cheek and we were driving off. Airports don't allow for much more these days. "Where we headed?" I asked. "Well, I thought we'ld start with lunch." Jenn replied. "Give us time to eat and catch up and here all about this new job." "Great." I replied looking at her short skirt and long legs. "I've been dying to tell you everything." "Super I've been dying to hear all about it." she said. "It must have been quite the offer to get you to make such a drastic change so quickly." With that our day began, but there was something there, unsaid, but there and whatever it was, it wasn't the same. Jenn was there, looking as beautiful as ever, dressed as always, short skirt and long legs, smiling and talking. Still, there seemed a tenseness, an uncomfortable something not said, you know the feeling. I wasn't sure, but I had a feeling Jenn was not as happy to see me, as I was to see her. My BF was right there, but not like before. She seemed the same, smiling, laughing at my goofy comments, just not the same. Hmmm maybe it was just me and before I could put my finger on it we were at lunch.
During lunch our talk was easy, we ordered, ate and laughed. I couldn't take my eyes off my friend. I just missed her so much. Being back in Seattle, I suggested coffee and desert at our favorite coffee bar and we got up to walk over there. On the walk I decided to ask Jenn what was going on. She seemed distant. Like something was on her mind. I wasn't sure what, but something wasn't right. My question was met with a very quick, short "Nothing!" which translates, as every guy knows, to 'something' and generally not something good. I persisted with my question. "Come on Jenn, I've known you long enough to know that tone and implied 'nothing' to know there's 'something'." Pushing her shoulder playfully like I’d done a million times before. "Don't push me like that!" She snapped. "What?" I asked. "Jenn, I was just playing. What's going on with you? You’ve been acting different since the moment I got in your car." I went on. Jenn just looked at me and walked on. "Not now, maybe over coffee." She said. Leaving me standing there more befuddled than ever. Woman! We guys are always a half step behind. No, really, a half step behind, as I hurried to catch up.
Walking into the coffee shop I was happy to see it empty. Maybe I could get my BF to talk now before the day got any more uncomfortable. Ordering our coffee, we took a table off in the corner overlooking the beautiful Seattle Sound. No view, in my humble opinion, matched the one before us. Looking out across the water to the distant majesty of the Olympic Mountains, on a sunny day like this there was nothing more beautiful.
I mentioned this to Jenn casually. "Oh, then how could you just pick up and leave!" She snapped back. "What?" I asked. "You heard me, don't act like you didn't!" She said continuing on. "No thought to anyone but yourself, you just did what you wanted!" "Did you think of anyone else? How your decision would affect anyone else? How I felt... No, you just left and never spoke to anyone, worst of all, not even to me. How could you be so inconsiderate, so selfish." She paused, seeming to catch a breath and then, "I am really so mad at you! Sometimes you are just so self involved!" As quickly as she had spoke, she went quiet. Sitting there stirring her coffee and looking down. "Jenn, I'm sorry" I stumbled, stunned by her outburst. "I never thought." Before I could finish she jumped in. "That's always been your M.O., E. You never think! You're my best friend, but you can be so self-centered sometimes. It feels like you don't care, I know you do care, in your way, but that’s what it feels like." She said. Now it was my turn to look down and feel bad knowing she was telling the truth. "I'm not sure what to say Jenn." I went on. "I'm so sorry and you're so right, I didn't think to talk with you. The offer was so fantastic and so, so unexpected I just jumped at it." I said looking at my BF and knowing now, how badly I had hurt her. "I really feel awful Jenn, is there anything I can do to make this right"? I asked. Jenn looked up. "Honestly, I'm not sure and certainly not here, not now." She said quietly. "Let's leave and let me take you back to your hotel right now." Taking her hand I said sadly "Sure Jenn, if that's what you want. We can do that". Getting up to leave, looking at her, so sad and angry. "Whatever you need or want, I'm really so sorry." I said again. She looked at me. "I know you are, and I am too, but this has been on my mind since you moved. Seeing you today, so happy, well it seemed the final straw and it just all came out." Jenn looked at me with such sad eyes, but beyond the sad, I could also see a fire, a fire that was probably on a slow burn. Taking her arm gently, I walked us out to her car. Back at the hotel she dropped me off, saying she wanted to go back to her place, shower and clean up for dinner. She would be back at 7:00, in hopefully, a better mood, for a fun dinner. "Jenn, if I can do anything to show you how sorry I am or to help with you being so mad at me" I said, "you know I will." "I know". She replied sadly. With that and a quick hug, she was off. Going into the hotel, getting my key and heading up to my room I couldn't help but think about lunch, what Jenn had said and what I had done. Worse, what I had seen in her eyes. Somehow, I did not think this was over, but not matter what, I wanted my BF back as completely as before and if it meant letting her get her anger out by berating me, I would withstand that, whatever it took. This was my fault and I would make it up to her. BF's are hard to come by and even harder to lose. I wasn't going to lose mine. Not if there was something, anything, I could say or do to make it up to her.
Seven O'clock sharp and a knock on the door announced Jenn's arrival. Right on time, punctuality had always been so important to her. Opening the door I could not help but catch my breath. Jenn had always been one of the prettiest women I had known, but standing before me was the most beautiful woman I had ever had the fortune to gaze upon. She was truly a vision. Her hair styled down but pulled back loosely and dressed in a short dress that seemingly molded to her every curve, topped off by her tanned bare legs and 6” heels. "Close your mouth cowboy and invite me in." She glibly said. "Oh, yeah." I stuttered. "Come in please and might I say Jenn, you look fantastic." Closing the door behind her as my eyes followed her into the room. Watching her sit, crossing her long legs, I almost forgot this was my Best Friend. Watching as her short skirt slid up as she sat revealing her smooth tanned legs making it impossible not to stare. "You like what you see?" She asked totally enjoying my embarrassment at being caught staring. "Um, ah well yeah, I guess so.. I mean well ah.. I mean.. Ah geez Jenn, I'm sorry". I blushed and seeing me blush Jenn giggled. "You are so goofy sometimes E, like you never saw me in a short skirt". She laughed and asked "Can I have a glass of wine before we go out to dinner?" “Certainly, let me get it for you" I managed to say. “and let me say of course I’ve seen you in skirts, many times and I have always appreciated the view.” pouring her a glass and handed it to her. She sipped her wine and coyly looked at me over the top of her glass as I sat across from her. Before she could say anything I started in. "Jenn I felt so bad this afternoon, especially watching you drive away". I confessed. "I never ever want to feel like I have hurt you so badly again”. "Shush," she told me. "I know you don’t, and I know you did not do so intentional, I do, but E you really did hurt me. You can't imagine how much. It really was one of the most unthoughtful things you've ever done and lord knows you've done a bunch." She told me. "Really J, a bunch?" I asked going on. “ I mean I know I've done some stupid things, but a bunch?" Jenn looked up smiling "Yes, you have, most of them easy to overlook, but as I said earlier you do tend to think of yourself far too often my dear friend. I guess the reason I have always been able to over look those times are because more often than not, you are always there for me.” She continued on. “Saying whatever I need to hear or listening to me when I need a shoulder to lean on." She went on. "but this time, you were just a jerk! A first class jerk and that hurt more than anything.” Taking a few breaths, she continued. "I am sorry for my outburst today, but like Mt St. Helens, sometimes a gal has got to blow!" Looking at her and with honest sincerity I asked my friend “Can I ever make this up to you Jenn? Will we ever put this behind us? Please Jenn, anything, I can’t think of a world without you there.” Looking at me over her wine she said lightly “Oh I’m sure we will figure this out E, we always do and I don’t intend on losing what we have either, but now, let’s give it a rest, I’m hungry”. She uncrossed her legs, stood and taking my hand, led us out the door..
Sure I got to see and feel the object of my youthful desires, her long beautiful legs, up close and personal. I got to feel our bare skin touching as I lay across her lap, but none of that meant a darn once she started spanking me. She lit a fire in my bottom I have never forgotten. Not even today and all this I had shared with my Best Friend. So yes, to say Jenn knew everything was an understatement akin to saying the Titanic had a slight problem. She knew my deepest darkest secrets.
We literally saw each other every single day. And after growing up, our friendship continued. We attended the same college, after graduation took apartments within walking distant of one another. Often meeting for lunch or after work walks and dinners. People often mistaking us as a couple, we were inseparable. Still, truth be told though, never once had we crossed that line. Neither of us was willing to risk what we had, a friendship that had stood the test of time. Was I attracted to Jenn, well certainly I was. She is very smart and beautiful, very sure of herself and completely capable, anybody would be and she had the longest sexiest legs I have ever seen (heck, I am still a guy). Also, unlike other women I had known, she was so easy to talk to. Plus heck, being friends and confidants had its benefits. I always knew where I could find a feminine hug and shoulder when I needed one. So, we had always stayed just friends and I was good with that.
Unfortunately, my work had recently offered a promotion, which had taken me away from Seattle. Sadly, it was something I had no time to think over or talk with Jenn about. Just a quick telling goodbye, packing and then gone.
While we spoke often, I missed seeing her, her smile. I missed our walks & talks and I missed knowing she was right down the street. I missed seeing those long sexy legs and how she always dressed to show them (oops there’s the guy thing again). Mostly though, I missed sharing our lives with one another.
So seeing her for the week I was back in Seattle was going to be wonderful. We'ld go to lunch together, walk along the waterfront and catch up with each other's lives and adventures, maybe even share a misadventure or two.. It would be like old times together. I couldn't wait to see my beautiful friend!
Walking out of baggage claim having texted her while she was waiting in the cell phone lot, I felt as giddy as a kid at Christmas. I'ld be seeing Jenn in just a few minutes and couldn't wait.
Before I knew it she was there. I quickly jumped in, got a quick hug and kiss on the cheek and we were driving off. Airports don't allow for much more these days. "Where we headed?" I asked. "Well, I thought we'ld start with lunch." Jenn replied. "Give us time to eat and catch up and here all about this new job." "Great." I replied looking at her short skirt and long legs. "I've been dying to tell you everything." "Super I've been dying to hear all about it." she said. "It must have been quite the offer to get you to make such a drastic change so quickly." With that our day began, but there was something there, unsaid, but there and whatever it was, it wasn't the same. Jenn was there, looking as beautiful as ever, dressed as always, short skirt and long legs, smiling and talking. Still, there seemed a tenseness, an uncomfortable something not said, you know the feeling. I wasn't sure, but I had a feeling Jenn was not as happy to see me, as I was to see her. My BF was right there, but not like before. She seemed the same, smiling, laughing at my goofy comments, just not the same. Hmmm maybe it was just me and before I could put my finger on it we were at lunch.
During lunch our talk was easy, we ordered, ate and laughed. I couldn't take my eyes off my friend. I just missed her so much. Being back in Seattle, I suggested coffee and desert at our favorite coffee bar and we got up to walk over there. On the walk I decided to ask Jenn what was going on. She seemed distant. Like something was on her mind. I wasn't sure what, but something wasn't right. My question was met with a very quick, short "Nothing!" which translates, as every guy knows, to 'something' and generally not something good. I persisted with my question. "Come on Jenn, I've known you long enough to know that tone and implied 'nothing' to know there's 'something'." Pushing her shoulder playfully like I’d done a million times before. "Don't push me like that!" She snapped. "What?" I asked. "Jenn, I was just playing. What's going on with you? You’ve been acting different since the moment I got in your car." I went on. Jenn just looked at me and walked on. "Not now, maybe over coffee." She said. Leaving me standing there more befuddled than ever. Woman! We guys are always a half step behind. No, really, a half step behind, as I hurried to catch up.
Walking into the coffee shop I was happy to see it empty. Maybe I could get my BF to talk now before the day got any more uncomfortable. Ordering our coffee, we took a table off in the corner overlooking the beautiful Seattle Sound. No view, in my humble opinion, matched the one before us. Looking out across the water to the distant majesty of the Olympic Mountains, on a sunny day like this there was nothing more beautiful.
I mentioned this to Jenn casually. "Oh, then how could you just pick up and leave!" She snapped back. "What?" I asked. "You heard me, don't act like you didn't!" She said continuing on. "No thought to anyone but yourself, you just did what you wanted!" "Did you think of anyone else? How your decision would affect anyone else? How I felt... No, you just left and never spoke to anyone, worst of all, not even to me. How could you be so inconsiderate, so selfish." She paused, seeming to catch a breath and then, "I am really so mad at you! Sometimes you are just so self involved!" As quickly as she had spoke, she went quiet. Sitting there stirring her coffee and looking down. "Jenn, I'm sorry" I stumbled, stunned by her outburst. "I never thought." Before I could finish she jumped in. "That's always been your M.O., E. You never think! You're my best friend, but you can be so self-centered sometimes. It feels like you don't care, I know you do care, in your way, but that’s what it feels like." She said. Now it was my turn to look down and feel bad knowing she was telling the truth. "I'm not sure what to say Jenn." I went on. "I'm so sorry and you're so right, I didn't think to talk with you. The offer was so fantastic and so, so unexpected I just jumped at it." I said looking at my BF and knowing now, how badly I had hurt her. "I really feel awful Jenn, is there anything I can do to make this right"? I asked. Jenn looked up. "Honestly, I'm not sure and certainly not here, not now." She said quietly. "Let's leave and let me take you back to your hotel right now." Taking her hand I said sadly "Sure Jenn, if that's what you want. We can do that". Getting up to leave, looking at her, so sad and angry. "Whatever you need or want, I'm really so sorry." I said again. She looked at me. "I know you are, and I am too, but this has been on my mind since you moved. Seeing you today, so happy, well it seemed the final straw and it just all came out." Jenn looked at me with such sad eyes, but beyond the sad, I could also see a fire, a fire that was probably on a slow burn. Taking her arm gently, I walked us out to her car. Back at the hotel she dropped me off, saying she wanted to go back to her place, shower and clean up for dinner. She would be back at 7:00, in hopefully, a better mood, for a fun dinner. "Jenn, if I can do anything to show you how sorry I am or to help with you being so mad at me" I said, "you know I will." "I know". She replied sadly. With that and a quick hug, she was off. Going into the hotel, getting my key and heading up to my room I couldn't help but think about lunch, what Jenn had said and what I had done. Worse, what I had seen in her eyes. Somehow, I did not think this was over, but not matter what, I wanted my BF back as completely as before and if it meant letting her get her anger out by berating me, I would withstand that, whatever it took. This was my fault and I would make it up to her. BF's are hard to come by and even harder to lose. I wasn't going to lose mine. Not if there was something, anything, I could say or do to make it up to her.
Seven O'clock sharp and a knock on the door announced Jenn's arrival. Right on time, punctuality had always been so important to her. Opening the door I could not help but catch my breath. Jenn had always been one of the prettiest women I had known, but standing before me was the most beautiful woman I had ever had the fortune to gaze upon. She was truly a vision. Her hair styled down but pulled back loosely and dressed in a short dress that seemingly molded to her every curve, topped off by her tanned bare legs and 6” heels. "Close your mouth cowboy and invite me in." She glibly said. "Oh, yeah." I stuttered. "Come in please and might I say Jenn, you look fantastic." Closing the door behind her as my eyes followed her into the room. Watching her sit, crossing her long legs, I almost forgot this was my Best Friend. Watching as her short skirt slid up as she sat revealing her smooth tanned legs making it impossible not to stare. "You like what you see?" She asked totally enjoying my embarrassment at being caught staring. "Um, ah well yeah, I guess so.. I mean well ah.. I mean.. Ah geez Jenn, I'm sorry". I blushed and seeing me blush Jenn giggled. "You are so goofy sometimes E, like you never saw me in a short skirt". She laughed and asked "Can I have a glass of wine before we go out to dinner?" “Certainly, let me get it for you" I managed to say. “and let me say of course I’ve seen you in skirts, many times and I have always appreciated the view.” pouring her a glass and handed it to her. She sipped her wine and coyly looked at me over the top of her glass as I sat across from her. Before she could say anything I started in. "Jenn I felt so bad this afternoon, especially watching you drive away". I confessed. "I never ever want to feel like I have hurt you so badly again”. "Shush," she told me. "I know you don’t, and I know you did not do so intentional, I do, but E you really did hurt me. You can't imagine how much. It really was one of the most unthoughtful things you've ever done and lord knows you've done a bunch." She told me. "Really J, a bunch?" I asked going on. “ I mean I know I've done some stupid things, but a bunch?" Jenn looked up smiling "Yes, you have, most of them easy to overlook, but as I said earlier you do tend to think of yourself far too often my dear friend. I guess the reason I have always been able to over look those times are because more often than not, you are always there for me.” She continued on. “Saying whatever I need to hear or listening to me when I need a shoulder to lean on." She went on. "but this time, you were just a jerk! A first class jerk and that hurt more than anything.” Taking a few breaths, she continued. "I am sorry for my outburst today, but like Mt St. Helens, sometimes a gal has got to blow!" Looking at her and with honest sincerity I asked my friend “Can I ever make this up to you Jenn? Will we ever put this behind us? Please Jenn, anything, I can’t think of a world without you there.” Looking at me over her wine she said lightly “Oh I’m sure we will figure this out E, we always do and I don’t intend on losing what we have either, but now, let’s give it a rest, I’m hungry”. She uncrossed her legs, stood and taking my hand, led us out the door..
As we drove to dinner, things seemed much closer to normal. We chatted, laughed and seemingly things were right with the world. Oh don’t get me wrong, I knew I still had a lot to make up for, but I felt at this moment as if things were going to be okay, as they had been before. We got to dinner, leaving the car with the Valet and walked into one of my favorite restaurant, ’The Metropolitan Grill’, in downtown Seattle. Not much of a view, but great food and a nice quiet ambiance. We ordered drinks and bread, and began catching up. She told me all that had been going on with her, at work, personally and I caught her up with my new position, how it had come about and why the quick decision. She seemed to understand the latter and had a lot of questions about my new location, where I was living and did I enjoy the area. Would she enjoy it if she came out to see me. Conversation was going well and before you knew it, our meals arrived. We continued chatting during dinner and while getting up to go to the lady’s room, Jenn leaned down and whispered in my ear, “Remember when you were 15 and you told me about your Mom’s friend Dorothy, think about that while I’m away, it could provide a solution to what troubles me about your recent behavior or should I say misbehavior”. My mouth dropped and I was no doubt as red as our tablecloth. All the while she was gone, wondering what had possessed her to bring up this distant memory. Jenn was the only person I had ever shared what was without doubt, the most embarrassing instance in my entire childhood. My mind was racing. Why had she brought this up and why now? Where was she going with this? She had never spoken of this before and long kept my secret when she could have used it a thousand times before. She had always respected my privacy where this was concerned.
Surely she wasn’t going to use it against me now and threaten me with exposure, not Jenn. I looked up and saw her walking back, and suddenly I was a squirming like a cat on hot tin roof. My adorable friend walked by slowly, leaning down softly said “why so red”. Which only made me blush even more. Looking across the table at my now smiling friend I asked “What are you up to J? I know you’re up to something and why bring something like that up and walk off leaving me hanging”? J looked at me, still smiling “Oh, I don’t know, just thought given the circumstance, remembering what can happen to a naughty boy unexpectedly might be somewhat appropriate right now”. Continuing on Jenn asked if we were ready to head out.
Walking back to the car I asked J if she might want to stop and get a drink? ‘No, let’s head back to your hotel and have a glass of wine”. She said. “Okay with me”. I replied. And with that we headed back. Once back at the Hotel I began to lead us to the lounge when J said “Don’t you still have all that wine up in your room? Let’s just go up there so we can finish our talk alone, unless you would rather stay down here, although I’m not sure how much you might want others to hear.” Steering us to the elevator.
Up in my room Jenn walked over to the lounge chair and sat down, crossing those magnificent legs (I know I shouldn’t look, but I always do). “Jenn why did you bring that up in the restaurant”? I asked nervously, surprised by how my hand was shaking. “Oh, I don’t know. She said. Perhaps to just see your reaction, to have a little devilish fun”. Well did you have your fun? I asked. “As a matter of fact yes” she replied. ‘That and I learned something also. You are as afraid of and embarrassed by the idea of getting a spanking today as you were all those many years ago”. “What” I asked incredulously. Why would you say that”? “Well, for one thing, your blushing, then (at the restaurant) and right now, plus your hands are shaking. You honestly are worried that’s what I am thinking.” “Well, ahhh is it” I stuttered. Is it what you are thinking”? “Honestly, up until dinner when I first made the remark, no I wasn’t. Knowing it would embarrass you, I thought it might be a bit of mischievous fun, all at your expense of course”. She looked steadily at me, unblinking. “Now, honestly, yes, now I’m thinking why not. Are you going to tell me you don’t deserve a good, sound spanking? Is this any different then when you got your last or should I say first spanking? You even told me you deserved that spanking”. She said all this while looking me straight in the eye, gauging my reactions. “After how you behaved, packing up and moving without so much as a word, do you honestly deserve a spanking any less tonight E”? She asked still peering right into my eyes. “But J” I quietly said, eyes cast down. “I waasss a lot younger than, just a young boy”. I stuttered. “Yes just a naughty young boy and now you are one very naughty young man”. she continued. “Does being an adult make what you any less deserving for what you did?” Looking down at her legs crossed, seeing her bare smooth lap at that moment the thought came to me she was not playing fair. Honestly though, She was right. “Look at me E”! She spoke forcefully. “Quit staring at my legs young Man! Didn’t you say earlier that you would do anything to make this up to me? Didn’t you, or did I just imagine that”? J queried raising her hands to her hips. “Yes J, I did”. I said feeling very small. “But I wasn’t thinking you’ld decide to spank me, geez J”. Again I was whining. J sat there a moment, legs crossed, leaning forward placing her elbows on her knee, hands clasped, resting he chin on them. “Well, I’m sorry, but if you really meant what you said I think turning you over my knee and giving you a good sound, bare bottom spanking would really help me get past my anger”. J went on. “Not to mention I think spanking your naughty behind might just be fun. Certainly not the first time I have thought about spanking you. From what I remember you telling me, about that spanking, you had a real love/hate relationship with it too. You loved the closeness, lying bare across her lap, seeing her legs so up close and personally, skin touching skin, her hand rubbing your bottom in preparation (see I did listen E) and then hating that first burning spank and every spank that followed. Igniting a burning sensation you knew was turning your bottom bright pink and soon would to be red, a scalding, burning red” Without stopping, “and all the while loving your position over her knee, seeing and feeling her smooth bare lap, the view of her smooth calves, but the pain, the sharp painful sudden sting of it. The pain you couldn’t run from or put out of your mind, and the longer you lay across her knee the more all enveloping became that pain, leaving you only with the deep remorse of your actions and a longing desire for your spanking to end.” She asked me. “Remember how following that spanking, you couldn’t stop thinking about it, heck you couldn’t stop talking about it for days after, remember?” She told me all this and her retelling was so accurate, not missing any of the nuance, almost as if she were there.
By the time she finished I felt just like that naughty, fifteen year old boy, again. Worse, I knew what lay ahead. J was going to administer the second spanking of my life and nothing was gone to prevent it. She had painted me into that proverbial corner from the moment she arrived tonight. Looking up from her smooth bare lap, I saw her eyes piercing mine and her finger crooked beckoning me forward, to stand before her. Moving across the room to a position just in front of her, I started to undo my belt. J slapped my hand away. “No, I think I want to do this.” She told me. And with that she undid the belt and clasp of my pants slowly taking them down. “Jenn please, not on the bare please”? I softly whispered. “Shhhsh” she told me. “We both know you need and deserve this spanking and don’t think for a moment this is going to be an easy spanking, and that’s why you’ll be bare. You, young man, have been a very selfish, naughty boy and I am going to give you the longest, hardest bare bottom spanking you have ever had”. She scolded. “ By the time I am through, you will not sit comfortably for several long weeks”. She told me and went on. “Oh yes, and when you do sit down, by the time I’ve finished, the pain you feel will immediately remind you of me and this spanking I am about to give you.” She kept going on and with each word I seemed to get smaller. “And if you fight me, or try to get off my lap before I say you can, you will only make your spanking that much longer and that much harder.” Continuing on with her scolding. “Do you understand E? Have I made myself clear young man”? Jenn asked. “Yes Jenn”. I meekly replied and quicker than a cat I felt a stinging <SPANK> sharply administered to my bare bottom causing me to jump. “From this moment until we are through you will only refer to me as ‘Miss” or as ‘Ma’am’. Naughty boys do not get to call me by name! Is that clear?” She sternly asked. “Yes Je.. ah Miss”. catching myself but not quickly enough to avoid a second <SPANK> to my other cheek. “Ouch!” I cried. “I think you are getting the message now and we are ready to begin?” She said still looking directly into my eyes. With that said J moved me to her right side and uncrossing her legs, I watched as she pulled her skirt even farther up. Leading me by left arm, Jenn guided me over her knee, taking a few moments to position me to her liking. “Oh look at that E, if you look to your right you can see yourself in the mirror”. She told me. Looking up I could see J rubbing my bottom. “Don’t you look so naughty lying over my knee, Can you see my hand prints?” She asked and as I looked I could also see her smiling. “Such a nice pink, but soon enough this entire bottom will be a very angry shade of red”. “Are you ready E”? She queried. “I expect you to take your spanking like a brave boy. Can you do that for me”? All I could do was muster a quiet “Yes Miss”. “Good Boy, now hold on.” Was the last thing she said before beginning. With that her hand began to rain down on my bare bottom <Smack, Smack, Smack, Smack> her pace holding steady moving left to right and after 50 or so spanks, just as I started to get a rhythm, she changed, 5 spanks to the right cheek, 5 to the left <Spank, spank, spank, spank, spank> Each in rapid fire succession, back and forth for what seemed an eternity. Then changing she slowed the pace, alternating from one cheek to the next very forceful, full arm swats <SPANK, SPANK, SPANK, SPANK> agonizingly slow so I had time to think about the next. I had no idea that my best friend could administer a spanking such as this. Where had this come from? During the spanking she would periodically stop, rubbing my bottom with her hand, she would scold me, telling me how naughty I had been or asking me if understood how I had earned this spanking. “Tell me you deserve this Spanking E”. She asked. ”I do Jenn, really I do” I answered. <SPANK> “What did you just call me”? <SPANK> “I mean Miss, I sorry”. I corrected myself. “That’s better young man, things will go a lot easier for your bottom if you remember my rules”! <SPANK> ‘Yes Miss”. I replied. Then without warning the spanking began again in earnest. <spank, spank, spank, spank, spank> back and forth, making sure no area on my bottom was left unspanked or lacking in a bright red coloring. I started to squirm about her lap. It was impossible not to. “You stay still and take your spanking like a big boy <spank, spank, spank>”. She scolded. “All this moving about is not going to help and only will make your spanking that much longer! Is that clear young man <SPANK>?” Miss asked “Yes Ma’am <OUCH> but it hurts so bad Miss.” I responded. “What a surprise, a spanking hurts <spank, spank, spank > well of course it hurts, it’s supposed to hurt! How else will it teach you the lesson I intend for you to learn!” <Spank, Spank, Spank, Spank> My newest disciplinarian intoned. < Spank, Spank, Spank, Spank > “Sounds like we are getting somewhere now.” < Spank, Spank, Spank, Spank >. Then she stopped and rubbing my no doubt, bright red bottom, and told me to get up. “I want you to go put your nose in that corner E and stand there with your hands at your side”. Bending over to pull up my pants I suddenly felt another very hard <SPANK> “I did not tell you to pull those pants up! I told you to go to the corner!” <SPANK> “Now go!” <SPANK>. With that I scurried as best I could with pants down around my ankles and put myself in the corner. Let me tell you right now, nothing makes you feel more like a naughty little boy than standing in a corner with a well spanked bottom on view, nothing! But at least it was over. I could hear J moving about but had no idea as to what she was doing. Suddenly, without warning she was there and had taken a hold of my ear. “I hope you weren’t thinking we were through. Oh no young man, that was just your warm up. Now comes your spanking”. She told me dragging me back over to her spanking chair. That’s when I saw the Hairbrush and small leather strap. Both lying in wait for my already, well spanked bottom. OMG, this really couldn’t be happening, but before I knew it she has raised her skirt and lifting the two spanking weapons, sat down crossing her legs. “See these young man?” She asked, holding the hairbrush and strap. “These are for you and that very naughty bottom of yours. Have you any idea how badly these are going to hurt?” She asked. “No,oo ma’am, more than your hand I’m guessing Miss”. I replied. “Oh yes, way more than my hand and let me tell you this is going to really light a fire in what is already a pretty well spanked behind and I expect you to take every bit of this spanking without fighting me. Can you do that for me Young Man, can you be a big strong boy and take this overdue, well deserved spanking?” If you can do that, I promise E, when I am finished with your spanking, I will have forgiven everything and we can start anew”. She asked expectantly. “Yes Miss” I replied. “I can take it J.I mean <SPANK> Miss. “You keep forgetting that one simple rule Young Man”. Pulling me back over her knee. “And that is going to cost you an additional 10 Swats only this time with my hairbrush, ready < Spank, Spank, Spank> ‘Ouch’ Spank ‘Ouch’ Spank, Spank, ‘Ow’ Spank, Spank, Spank, Spank, ‘Ow’ >. “There, now maybe you’ll remember. How do you like my hairbrush E?” She asked rhetorically. “Now as you can see, this is really going to sting that fanny of yours E. I suggest you try and relax as much as possible, tightening your bottom will only make it hurt worse. Are you ready?” She asked raising her arm. Before I could answer her hairbrush began it’s awful dance on my already sore behind. <Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank> It went on without stopping forever. “PLEASEEEEE, Miss” I begged. <Spank, Spank, Spank, Spank, Ouch, OUCH > The louder I yelled the harder she spanked and eventually she and the hairbrush won out and all I could do was lay there over her knee, a broken, well spanked naughty boy and take it.
<Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank. Spank>
Finally stopping J began rubbing my bottom in such a gentle smooth way. This could not be the same hand that had so unmercifully blistered my bottom only seconds ago. “Umm now that is a very well spanked bottom. Do you think you’ve learned a proper lesson E?” She asked. “Yes Ma’am, oh yes, I really have, please Miss, please believe me.” I cried out hopefully. Oh how I wanted this spanking to really be over. “Are you sure we don’t need to use the strap Young Man?” J asked. “No, please Miss, not the strap Ma’am.” I begged. “Ummm, I don’t know <rubbing my bottom> I’m not sure you’ve fully learned the lesson I need to teach. But looking at your blistered backside I do think I can forgo the strap”. J said. “However, I do think I will finish with a good sound hand spanking. If you take that like a good boy, we’ll let that be the end. Can you take a final hand spanking for me E?” J asked while still rubbing my bottom. “Yes Ma’am, thank you Miss.” I replied. “Well look it here, maybe you have learned.” J said. With that she raised her hand for the final round. <Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank>
While not as hard as her first round of hand spanking, with how tortured my poor bottom was, believe me it hurt plenty. <Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank, Spank,>
Finally she stopped sensing at just the right moment, she had taken me as far as I could go. Reaching down beside her she picked up some lotion. Spreading some on my bottom liberally and rubbing it into my blistered rear end, I can honestly say nothing had ever felt so good, cooling and soothing. Lying there looking at the underside of her beautiful legs I could not believe this was, had, really happened. While I enjoyed seeing her legs so close, and feeling her smooth skin against my belly, I knew I would never look at them quite the same way again. From now on every time I saw her sitting, short skirt, legs crossed, all I would ever see is me, right where I was at this moment, over her knee, getting the spanking of a lifetime.
“Alrighty E, I think my work here is done and done quite well I might add, get up.” My disciplinarian BF said patting me softly on my blistered behind. Helping me up and standing beside me J gave me the warmest hug we had ever shared. Holding me she cupped my bottom and whispered in my ear “I hope we won’t need to do this again any time soon.. But E, don’t ever think for even a moment I won’t do it again. Do you understand and believe me?” She asked. < while rubbing my bottom> “Oh yes Miss, Oh yes and you know what J, a part of me is glad to know that. Thank you J, thank you for caring enough to spank me”. I told her surprisingly meaning every word.
Just like that the evening ended. J and I were back on even keel. We finished with a drink downstairs (me standing), a walk to her car and a kiss. She had given me the spanking I deserved and in the process forgiven me my rash, hurtful behavior. Me, I learned that friendships should never be taken for granted and always need to be nurtured. We enjoyed our last few days together. J smiling every time she watched me gingerly sitting down. This trip ended with my friend dropping me off at the airport, telling me how much she had enjoyed our visit and whispering in my ear as we hugged “Especially spanking you, I can’t wait for you to be naughty again.” And me blushing a well spanked red.
Boarding the plane and taking my seat for the flight home I could still feel the aftermath of Jenn’s lesson. Leaning back and closing my eyes I could see that evening over her beautiful lap, getting a spanking I would never forget.
Would this ever happen again, or was it like with my first spanking administered by mother’s young friend, a one time aberration? Hmmm in this instance remembering the entire spanking Jenn had given, her finishing words and her ominous whispered good bye…. Hmmm, One could only hope.
What a great story,...Always dreamed about a freindship like that
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