Beach Spanking Fun

 One of the early images that I created when I started using AI programs to generate spanking images. Click on image to enlarge.

Spanko Bummidge and Niece Cally

 Off into the fields they go for a nice cup of tea and a slice of cake... Naturally, this interpretation is from the sick mind of Richard Windsor. 😁 Click on image to enlarge.

Reporting on the Paddle

 I don't remember all of the details, but some of you may recall it. A reporter visiting a school and testing out the paddle.

West Coast Spankers

 Do any of you remember those video companies that popped up on the West Coast in the early 90s?

Restored Movie Poster

 Much like the image I shared yesterday, here is an old cinema movie poster that I enhanced and improved using AI assistance. They tend to come out really well by the time I am finished. Click on the image for the full-sized version.

White Villa Coffee

 Here is an old coffee ad that I worked on. Using the tools at my disposal I was able to clean up that old ad, improved the definition, and then colorize it. Not bad, eh? Remember to click on the image for the full-sized version.

The Bare Essentials

 Some people believe that bare bottom spankings are the only real spankings. Trust me, they will tell you every chance they get. :)

Teacher on Teacher

 If you are to believe the caption attached to the image. Some fantasies never die, I guess!

Birthday Spankings

 Hopefully the friends of the birthday girl also get their spankings! 

Old Fashioned Spanking in the 50s

 Cartoon curated by Richard Windsor. I made several different versions of this spanking cartoon covering different decades.

Old Fashioned Dad

 It looks like both wife and daughter are getting the bare-bottom treatment!

Donkey Kong

 Imagine getting a public spanking in front of a Donkey Kong machine. I'm guessing it was her birthday.

Spanking the Housemaid

 All art that I share on this website was personally curated and crafted by myself. That is why I add my website address to the images.

Sibling Spanking

 This was an image that I created which was inspired by a true event in 1985. I was in Michigan and I was invited to stay with a family for the night. During the evening the younger brother who I worked with playfully spanked his older sister over his lap. Nothing over the top, but about 10 smacks or so.

What a Bottom!

 Now there is a naughty girl who definitely needs a firm spanking. Quite cheeky she is.

Wedged Up Silky Panties

 If it wasn't bad enough that she was getting spanked with a belt, but she had her knickers pulled up tight.

A Sixer

 I'm pretty sure that this image was in one of the Janus family of spanking magazines.

A Stern Paddling

 I'm not actually sure where this cartoon comes from, though I am thinking it was an old British spanking magazine.

A Quick Smack

 For anybody wondering, the lady being spanked is none other than Mary Millington. The full set was posted on my main blog many years ago.

Polka Dot Panties

 Back in the 1950s when panties were the size of shorts. The original granny panties. Thankfully spanking never changed.

Good Panty Spanks

 Nothing beats a good spanking over a pair of white panties. Trust me, I'm an expert on the topic.

Yours Truly Spanking

 An artistic rendition of a personal spanking pic. As you all know,. I have a soft spot for white panties and spanking.

Happy Spanking in a Play

 It makes you wonder how many times they rehearsed this scene. The young woman definitely looks happy.

70s Style Spanking

 And in this instance it doesn't involve a ridiculous position, nor a ridiculous implement. :)

Cosplay in the 50s

 Oz was always a favorite film back in those days, and often couple would re-enact the scenes... or, at least, imagine their own for a spanking good time.

Patience of a Saint

 Back in the days where even young women wore one-piece bathing suits. Perhaps it was secretly a spanking defense!

In The Garden

 A perfect summer day for some spanking frolics in the back garden.

Red Thong

 There is zero protection being offered there, and red is a bad choice of color when you are being spanked.

The New Spankinator 4000

  An original creation developed by Richard Windsor using AI tools and an active imagination.

The Olde Spanking Stump

 An original cartoon creation developed by Richard Windsor. Who knew that some wooded areas have a designated spanking stump? Click on image for the full-sized version.

Choke Hold

 We all have to start somewhere, right? This looks like a guy who has only read spanking stories on the Internet, and is now trying to put it into practice. :)