Windsor Wednesday Classic – 174

Occasionally I will find a photo that really works for me, and today is one such occasion. Obviously I don’t mind being a little eccentric in my spanking tastes compared to the general population, spanking reaches us all in our own different way. As I have mentioned more times than I care to admit, I grew up in a time where we didn’t have the Internet at our disposal, so anything spanking related that we found was a treasure that we kept for years.

Now don’t get me wrong, I have nothing against the younger generation who grew up with the Internet, save perhaps for the fact that it allows ordinary people to become keyboard warriors. Had the Internet been available when I grew up then it would have been an unmitigated disaster, I was far too reckless as a young man and I would have made so many mistakes that I would have been banished by the spanking community, I’m pretty certain of that. Not from intentionally being a dick, just from the lack of maturity, a desire for attention seeking behavior and of course from drinking far too much alcohol. While there may have been some benefits to having the Internet around back then, in hindsight I am very happy that it wasn’t.

Over the last few days I have been searching online archives for hours on end, and I am happy to report that I have garnered some awesome photos. Of course along with that I also found many that are garbage in the sense of quality, but they nonetheless depict an old time spanking. But I don’t want to spend too much time talking about what I found, I want to focus today on the one photo that really did it for me.

Here is the funny part about this classic spanking image, I found it while searching for something completely different. After I found it I typed in the search term associated with this pic and it doesn’t show up in the search at all, so this is a really lucky find. Now I am sure for most of you it probably doesn’t even look like a great spanking pic, but to me it could almost make me write a story just on the photo alone.

Why does it check the boxes for me? Well there is a combination of things going on, but in an overall sense I think that this is the main reason. On the young lady’s face I am reading the following “No, don’t you dare spank me………. but whatever you do, no matter what I say, just keep spanking me until my bottom is nice and red”

Her position has something to do with it, leaning forward with a cheeky grin on her face, and in the background both of her feet are raised up high. It probably helps that the spanking hand is directionally perfect, and one could almost be mistaken for thinking that in this particular posed shot, it isn’t unfathomable that he is actually spanking her playfully. His face is a bit of a distraction, but, because his left arm is hiding the action, and from a spanker’s point of view it is actually in a decent position, I allow myself to imagine that hand is holding up her skirt and her bottom is encased in a pair of those 1950s full covered nylon panties. For a troublemaker like this one, I’m pretty sure that the scenario actually did happen from time to time.

So what are your thoughts on this SENIOR SUPERLATIVES photo? I know that it isn’t a classic in the traditionally sense, but for me it is just about perfect.

And just in case you are in any doubt that this young lady was a frequent visitor to the land of a well spanked bottom, here is her yearbook photo. πŸ™‚

 

6 thoughts on “Windsor Wednesday Classic – 174

  1. I am right with you on your entire statement well put sir. And yes my mind goes right where you go being what type of panty is under her skirt. Awesome.

    Your vids are just beautiful and it is an incredible country. Thanks for sharing.

    Ron

  2. Thanks as always for your encouragement, Ron, sometimes the house feels empty πŸ™‚

    Rich

  3. Like you said all of us have certain things in a spanking that makes the find so great. I always enjoy pictures where the spankee seems to enjoy being spanked too and the positioning is just right as far as seeing the bottom and expressions. I love the spanker as you said the hand is just right. I am not that great at thinking of the panties as sometimes I like over clothing as I think some outfits seem designed with otk in mind and you have posted quite a lot that when I saw them put me over the moon. I go back to that picture over and over again.Thanks for sharing all that you do. I do try to support your vanilla project whenever I can and I really do appreciate your background stories on the pictures you post.Have a great day.
    Jim

  4. A great photo you provide a type of post which is, in my opinion far sexier than most current photographs. Please don;t lose heat at lack of responses

  5. Don’t get me wrong, Jim, I am also a huge fan of over the clothing spankings, but occasionally I have to play to my audience as well πŸ˜‰ It is one of the reasons why I like collecting vintage photos more than modern ones. This is how I grew up and I don’t think this process will ever change until the day I leave this place. In regards to the vanilla videos, please don’t feel obliged to watch them, Jim. When I originally started this project a part of me thought that I already had a platform to get this project kick started, and I was terribly wrong with that assessment. As I have already mentioned, it was foolish thinking on my part to begin with. So right now I will just throw one up every now and then just to keep my numbers up. The project will take off eventually, it is just going to take a lot longer than I thought it would. πŸ™‚

    Rich

  6. Thanks, Stan, I do try my hardest not to get despondent. Just occasionally, especially when I have been searching online for hours and hours for the benefit of everyone, it is nice to get some verbal encouragement for my efforts. Surely my purpose is more than just being a provider of great spanking pics? I will always keep doing what I am doing, only every now and then do I get a little down playing to an empty house πŸ˜‰

    Rich

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