Category Archives: AI Spanking Art

Windsor Rejected Us

September 29, 2026AI Spanking ArtAI Art, comics, m/f, otk, Stage spanking, WitnessesRichard Windsor

Where on earth have I been lately?

I’m just being honest here, I got a little overwhelmed for a short while. At the moment I am going through the process of renewing my legal paperwork here in America, and it is a stressful time.

While my DAILY SPANKING PICS blog is updated a couple of weeks in advance, it isn’t the same case for this site or for my DEVIANTART spanking art page. The latter two sites I have to update manually each visit. If you follow me on DeviantArt, you will also see that my posting schedule over the last ten days there has also been sporadic.

Even the backup blog that I update in advance needed some replenishing. When I looked at the blog this morning, I saw that I only had two days of pre-scheduled posts left. Yikes!

Anyway, my legal paperwork is filed. I have a three year extension to my existing documents, so I am good until January 2030. However, once my renewal application is approved, then my legal status will be good for the next ten years. I’ve had the ten year renewal automatically approved twice in the past, and nothing has changed… well, on my end anyway. As a legal immigrant, however, who knows what might happen. 😉

I’m afraid that I don’t have too much to offer today. I don’t have the time to rifle through my files like I normally do, so instead I grabbed something from my frequently used folder.

The reason for the title of this post is simple. It is true, I rejected this image and tossed it into my scrap folder. Why? You may ask. It is because I am a bit of a perfectionist. There is nothing wrong with the art creation itself, I simply didn’t like the fact that the actors have their backs to the audience. 🙂

This is the type of art you can find on my DeviantArt profile. All images over there are created by me to use specifically on DeviantArt, my backup blog, and in rare instances such as today, this blog as well.

Image created by Richard Windsor.

Quick Update

September 19, 2026AI Spanking ArtAI Art, comics, m/f, otk, PaddleRichard Windsor

As you are all probably aware by now, I am currently writing my 17th eBook. That means all of my spare time is being spent writing. I will keep posting quick updates on this blog to keep it ticking over, but it won’t be of much substance… Some would argue I never post anything of substance anyway. 🙂

The new eBook should be ready by the start of October.

The image below was devised and created by myself, and it is an exclusive for you guys as I haven’t posted in anywhere else as of yet.

Rejected Images

August 14, 2026AI Spanking ArtAI Art, birthday spanking, m/f, otk, Playful, Stage spanking, WitnessesRichard Windsor

As you are all aware by now, over on DEVIANTART I post daily AI-generated spanking images that I create.

If you have any experience with creating AI images, you will know that many times you have to go through several creations before you finish the project you originally planned. Because of these attempts, I always end up with a bunch of rejected images that I save in a “reject” folder.

Recently an idea came to me. Instead of simply burying the rejected images in my folders where they will never be seen, I started to post the outtakes to my backup blog. These are like bargain bin images that have minor defects.

Early this week I posted the first two images to RICHARD WINDSOR’S BACKUP BLOG, and moving forward I will add more to that blog. I do not plan to post anything extravagant, maybe two images a week.

Here is an example of what I am talking about.

You may have seen different variations of the image below that I have posted, but this copy ended up in the reject bin for two reasons. Firstly, I didn’t like where the audience was sitting. Secondly, if you look closely at the man in the white shirt on the right, I had to fudge his left pant leg.

The thing is, though, I’m sure that someone will love seeing the different takes that I made of the image.

Think about this idea: if NuWest released images from picture sets we all know and love, but they kept some pictures from publication, nobody is going to say, “I’ve already seen that picture set.” Not at all, we would be like, AWESOME, a new image that we haven’t seen before.

So, here you go. A rejected image that I never planned to share, until it dawned on me that someone out there will probably love this version. Click on the image for the full-sized version.

Spanked In Space

July 2, 2026AI Spanking ArtAI Art, m/f, mainstream, otk, Stage spanking, vintageRichard Windsor

For those of you who remember old time television shows. Was there ever a show that you wished there was a spanking in? The image below was my own idea and creation.

For my spanking eBooks I have two storefronts. Click on the highlighted text below for each storefront.

USA SPANKING STORE

UK SPANKING STORE

Spanking Storyboard

June 23, 2026AI Spanking ArtAI Art, birthday spanking, comics, m/f, otk, Outdoors, Panties, Playful, WitnessesRichard Windsor

Yesterday an unusual occurrence happened on DeviantArt. Over the last few days I worked on putting together a spanking storyboard image (called a Foto Novella in Latin America) to share on the platform.

I have no idea why, but in terms of interaction, the feedback was sparse. It is quite unusual for that platform because every image generally gets a handful of comments and more often than not a few dozen likes (they are called “favorites” on the site.)

The image below, though, garnered a whopping total of 4 likes. Just 4, that’s it. Click on the image itself for the full-sized version.

It wasn’t through a lack of views either. While the views are on the lower end when compared to other creations, it still has over 6,000 views, so it’s not too shabby at all. My guess can only be that art viewers simply don’t like this style of creation. That is good information to know, but I quite like it myself.

If you want to check out my other spanking creations on DeviantArt, I have shared the most recent ones below, and you can check out MY DEVIANTART PROFILE to see everything that I have created so far.

As you can see, I like to try all different kinds of styles, and many times I use my own image for the creations that I make. I know it isn’t for everyone, but I have given for almost 20 years now, so I am taking a bit of indulgence for myself.

Another fun topic that I hear frequently on that site is some constructive criticism. There appears to be a group of people who don’t like a smiling spankee. Those individuals are following the wrong person because I love happy spanking pics.

Staking My Claim

June 17, 2026AI Spanking ArtAI Art, birthday spanking, m/f, Nylon Panties, otk, Playful, Wednesday Classic, WitnessesRichard Windsor

Over on DeviantArt this week I had the misfortune of someone taking one of my creations and then reposting it on the same platform. Now, my belief is that within a week, DeviantArt’s internal copyright protection will delete that image, and likely the account associated with it.

The funny thing is, they actually left my website address on the image I created, but they didn’t acknowledge that they were taking credit for my work. It’s one thing to take my creations and re-post them on blogs and social media, but it’s another thing entirely to re-post them on the very site that you snaffled them from.

So, because that happened, I am going to share the same image with you guys so that I can stake my claim on my own work.

There was also a veiled insult lobbed in my direction this week by another spanking site concerning an image I recently discovered. It pissed me off a bit because I have been the source of a vast amount of rare finds over the last 20 years, so it seemed a bit unnecessary to trample on me to puff themselves up.

Right, back to writing. I would like to say that nobody would steal my story ideas, but that isn’t true either. I once shared a free story, and many years later I found out that someone had written a follow-up story to my original. 🙂 You can’t win for losing.

More White Panties

June 4, 2026AI Spanking ArtAI Art, comics, hairbrush, m/f, otk, PantiesRichard Windsor

I’m only sharing this one with you today because it tanked on DeviantArt, even though I personally love it. I have a whole folder of spanking art that is titled…

“The White Panties Spanking Club.”

At the moment I am doing a page-by-page edit of a 70,000-word eBook, hence why I haven’t posted much lately. The process is painstakingly slow, and all of my free time for the next week will be spent on this project. Click on the image itself for a larger version.

You can still find a daily spanking pic each day on MY BACKUP BLOG.

So Far Behind

May 26, 2026AI Spanking ArtAI Art, m/f, newspaper clippings, otk, Stage spanking, WitnessesRichard Windsor

I really should be writing right now, but I have hit a stumbling block. My goal had been to release a new eBook in early June, but I am likely to be delayed a week. Just need the motivation to get my arse in gear, lol.

Here is an AI-enhanced image from the play “Friendly Relations.” The original newspaper clipping was in poor shape, and you can now compare the two on top of each other with what I have created.

This image isn’t perfect, but it gives you a new view.

63 Years Old Today

May 23, 2026AI Spanking ArtAI Art, comics, m/f, otk, Outdoors, Panties, Pics of Richard Windsor, Pixie, Playful, sarah gregoryRichard Windsor

It is that time of year again. Time to add one more number onto my ever-increasing age. Can you believe that I started this blog when I was 43 years old? That’s crazy man!

Over on DEVIANTART this week I have been posting a daily white panties spanking pic in honor of my birthday. These were all added to my WHITE PANTIES SPANKING CLUB folder, which itself is a tribute to Wulfram who originally came up with that concept.

Today I am going to be selfish. If you follow me on DeviantArt then nothing here is going to be new for you. However, if you don’t follow me there, then here are three spanking cartoons that I created using my own likeness. Each image is based upon an old spanking pic that I would have posted on this blog previously.

Make sure to click on each image below for the full-sized versions. Each one is really large. Remember to link back if you syphon off my material. 😉

And finally, to finish up the roundup, the image below blew up on DeviantArt. It has currently received 22,700 views, and it got 127 favorites (“likes.”) Click on the image for the full-sized version.

In honor of my birthday I have put my 1st spanking eBook up for sale. It is 99c in the USA, and 99p in the UK.

To get the following 33,000-word eBook, simply click on one of the links below. The eBook is free if you have Kindle Unlimited. The price below is only good for the next 5 days.

THREE SPANKED GIRLS – UK Version £0.99

THREE SPANKED GIRLS – USA Version $0.99

Get My 1st eBook

Click on Image To View

2 Days Until 63

May 21, 2026AI Spanking ArtAI Art, birthday spanking, Ebook, m/f, otk, Playful, Wednesday ClassicRichard Windsor

Hard to believe, but in two days time I will be 63 years old. I started this blog when I was 43 years old. Crazy to think when you see the numbers, right? There are a handful of us that have been around for nearly 20 years, but most blogs have seen their day come and go.

In honor of my birthday I have put my 1st spanking eBook up for sale. It is 99c in the USA, and 99p in the UK. Don’t worry, there is an exclusive image for you at the bottom of the post if you only come here for my pictures.

To get the following 33,000-word eBook, simply click on one of the links below. The eBook is free if you have Kindle Unlimited. The price below is only good for the next 6 days.