Thursday, April 30, 2026

Spanking the Lady

 One of my earliest AI creations. I'm so much better at it now, but these early creations still have their place.



Wednesday, April 29, 2026

Wicked Witch Getting Paddled

 I've had this image for years but I don't think that I have ever posted it. It has been on my drive for so long that I have forgotten the context of it.



Tuesday, April 28, 2026

Panties Creeping Up

 The poor lass seems to be losing the battle of her panties staying in place. A common problem during a spanking.



Monday, April 27, 2026

Ed and Eve

 A screenshot from an old Nuwest video featuring Ed Lee and Eve Howard.



Sunday, April 26, 2026

Richard Windsor Spanking Blog

 Here is a cartoon version from one of my self-produced spanking videos from years ago.


Until recently THE SPANKING NEIGHBOR was my most popular spanking eBook. It is currently my second most popular spanking book.

My 4th eBook

Click on Image To View

Book Summary:

Laura is a mischievous 19-year-old young lady with a smart and sassy mouth. One day she makes the mistake of using some racy innuendos to embarrass her mom and the neighbor, implying that their relationship is more than just a neighborly one.

Out of frustration, their neighbor, Brian, threatens her with a spanking for her birthday after another saucy innuendo from Laura. Surprisingly, Laura’s mom agrees to this and advocates for Brian to do just that.

Laura gets a lengthy birthday spanking, seeks revenge the next day, which earns her a much more painful spanking, and soon, getting a spanking is nothing new to her. She even tells a friend of hers about it, much to her friend’s curiosity.

There are ten chapters in the book, and Laura gets spanked several times. It isn’t only Laura who gets spanked; even her mom gets a spanking, plus her curious friend, April, also gets a spanking.

All is running smoothly until Laura’s mom gets in on the act and uses her hairbrush on Laura, giving her the type of tear-inducing spanking she had envisioned all along.

There is lots of humor, lots of spankings, and a real butt burner to finish the book off with.

All characters represented in this book are fictitious, and all characters are 18 years of age or older. This book contains adult-related themes, and it should only be read by adults.

Approximately 22,000 words.

Saturday, April 25, 2026

Domestic Spanking

 This is one of those old newspaper ads that I cleaned up. I removed all of the writing, and enhanced the guy the best that I could.

Here is my third spanking eBook, a collection of all new stories written specifically for the book. I'm currently in the process of writing a second collection of 'Discovering Spanking' stories, which I anticipate releasing by the end of next week.

DISCOVERING SPANKING: 5 Short stories of first-time spankings. 

If you have Kindle Unlimited then you can read it for free, otherwise there is a nominal $2.99 charge to download and own the book itself. Just click on the image below to have a look at the book.

My 3rd eBook

Click on Image To View

Detective Susie on the case:

A rumor has been going around this quiet neighborhood concerning one of the local men. Susie has heard these rumors and she puts on her detective cap, determined to get to the bottom of the story, the very bottom. Susie learns that her friend did indeed get a spanking over her nylon panties, and soon Susie gets the same. The following day, however, Susie returns to the scene for some bare-bottom fun. If you click on the book cover you can read a sample of this story.

Remembering Matron:

Charlotte is the headmistress of a private school in London, and Emma is the student body counselor. Emma grew up on a council estate outside of London, while Charlotte grew up in wealth. After work one day, Charlotte invites Emma to her cottage on the school grounds, it is here where Emma learns that Charlotte’s matron at boarding school used to wallop her with a slipper. Horrified at first, Emma soon sees a replica of the slipper in the coming weeks. Curiosity gets the better of her and she asks Charlotte to spank her, just like matron used to do to Charlotte.

Matthew Visits his Neighbor:

Four years earlier, Matthew’s neighbor, Joanne, would playfully threaten him with a spanking. Now a college grad at 22, Matthew will soon be leaving the state to start a new job. On a visit to Joanne she finds out his birthday is coming up, and she asks him what he wants. He suggests a birthday spanking. What he gets for his trouble is a good sound spanking on his birthday instead. A real bare-bottom burner.

Trapped in a Window:

Steffi and Sue are starting university away from home. They go to live with an old friend of Steffi’s uncle. Part of the arrangement, as approved by both sets of parents of the two young women, is that the old friend, George, will act as their guardian, and both girls are aware that spanking rights have been granted. After testing the water for a few weeks, the girls one day jump up and lean through an old window while George is cooking. The old window slowly inches down until it traps them. George takes advantage of this mishap by retrieving his wooden butter patter out of the drawer. Two silky clad bottoms get a roasting. The following day Sue is mad over the spanking the night before, and she soon earns herself a bare-bottom, over the knee spanking.

Spanked in the Snow:

Gail is a bright young woman who has settled herself in the old country town rather than heading to the city to work. She is perhaps not fulfilling her potential, but she is perfectly happy with her choice. The reason for this? It gives her all the time in the world to study her favorite subject, spanking. One day she gets a ride home on a snowy night by an older man she works with. It isn’t long before she talks herself into a spanking, and it is given outdoors, right there in the snow. After the spanking she is plopped onto a snowy bench to cool off.

This book is approximately 24,000 words and features M/F, F/F and F/M spanking. All characters and scenarios in this story are fictional.

Friday, April 24, 2026

Tom In The House

 This is a video that I never got to see, assuming that it was a video. The spanker is Tom Byron.


This is the second eBook that I put together. 3 SPANKED GIRLS, Four different spanking stories accounting for 33,000 words. Lots of M/F spankings. Click the image below to view.

My 2nd eBook

Click on Image To View

Her Best Friend’s Dad: 

It was her 21st birthday, and her friend, Julie, suggested to Amanda that her own father should be the one to give her a birthday spanking. Amanda agrees, but she is shocked when she finds herself being spanked over her little nylon panties. Weeks later, she gets a second spanking. It is when Amanda arrives for a third time, conveniently, when Julie wasn’t home, that Mr. Rogers works out the real reason for her visit. He follows through with his earlier threat of a bare bottom spanking. Later on, Amanda gets revenge on Julie. She buys her the tiniest pair of nylon panties for her birthday, with the word ‘Princess’ written across the top. She then reminds Julie’s dad of the birthday spanking tradition, and Julie realizes the real reason Amanda bought her those panties. 

A Lodger’s Regret: 

It appears that Mallory has taken advantage of her landlord’s kind nature one time too many. For the first time, he seems pretty mad over her actions. She had been incredulous when he had first told her he would have spanked her, if she were his daughter, but the guilt builds. The reason that she was so mad at his words was simple, deep down, she agreed with him, she did need to be spanked. The guilt of angering this kind man is too much for her, and she tells him she would rather be spanked than get the cold treatment. Spanked, she is. 

The Girl Next Door: 

Kyle finds out that the girl next door, his love interest, is going to be getting a spanking later that night. He goes to his absent parent’s closet, the room closest to the house next door, to see if he can hear anything. He does, and it gives him a physical reaction that he didn’t expect to get from it. The following day he wants to hear about it. The two 19 year-olds end up partially clothed, as they frolic with each other, only to be interrupted by the unexpected return of Tara’s mother. The pair of them gets a bare bottom, hairbrush spanking, which he doesn’t find as sexually appealing when it is applied to his own bottom. 

Three Spanked Girls: 

Tina is playfully spanked by the uncle of her friend on her 22nd birthday, but it is the other girl present, Nicole, who is most interested in it. Nicole manages to get her own birthday spanking in private, which is a lot harder and longer than a regular birthday spanking. When it is Becky’s birthday months later, Jim’s own niece, all three girls end up getting their bottoms spanked. 

 All stories in this book are fictional, and all were written by Richard Windsor. This book contains approximately 33,000 words.

Thursday, April 23, 2026

Bubble Bum

 I wouldn't mind having a crack at that! ;)


A descriptive mother/daughter spanking scene opens my first ever eBook. There are also a couple of M/F spankings in it as well. SPANKING IN SUNSET CREEK.

If you have Kindle Unlimited then you can read the book for free. 

Get The Ebook

Click on Image To View

Wednesday, April 22, 2026

Tree Planting

 At the tree planting ceremony at their new house, Mr. Rogers also planted his hand.



Tuesday, April 21, 2026

Monday, April 20, 2026

Spanked Housewife

 This image was my first big spanking success on DeviantArt, and it is still a favorite of mine.



Sunday, April 19, 2026

Saturday, April 18, 2026

Birthday Spankings

This eBook is the 13th one that I have published. The title of the eBook is BIRTHDAY SPANKINGS.

These aren’t your typical birthday spankings.

The birthday spankings in all four of these brand-new stories that I wrote in the past two weeks quickly become disciplinary ones. All spankings are male spanks female, and in three of the four stories, the birthday girl isn’t the only person who gets spanked.

While my stories feature the usual tropes of birthday spankings and nylon panties, there are also some bare-bottom spankings for the additional females in each story. If my math is correct, there are 5 male spankers and 7 female spankees.

Click on the image below to view the new eBook, or see the link at the bottom of the post. The usual details apply. If you have Kindle Unlimited, then you can read the book for free; otherwise, it is $2.99 (£1.99) to own.

The image below takes you to the Amazon USA site. If you are in the UK or anywhere else in the world, visit your local Amazon retailer and search for my author name; I am pretty easy to find. You can read the contents and description of the new book below the image.


Brand New eBook

Click on the Image To View


Book Summary

Birthday spankings are a long-standing American tradition. They are normally one swat per year, plus one to grow on. However, dating back to the 1950s, these spankings often led to discipline spanking.

The birthday spanking stories in this eBook are of a punishment nature. Many times these spankings happen outside of the home, so the birthday girl may retain her panties. The birthday girl is frequently not the only one receiving spankings, and these additional women get spanked on their bare bottoms.

All stories in this eBook feature a male spanking a female. Each story is brand-new, written specifically for this publication.

The Baby Doll Nightie: In 1958, Sally invited her friend Maudie to spend her 20th birthday at her family home during a weekend college break. With the prior knowledge that Sally still gets spankings at home, much like she does herself, Maudie assumes that she will be getting a birthday spanking. She has misread the situation, but she still gets a spanking from Sally’s dad. Sally also gets spanked for spreading gossip about family traditions.

Two Daughters – Two Dads: Janet and Trish have been long-time friends, as have their respective fathers. Many years ago they even got a birthday spanking from each other’s father. Unknown to the two young women, swapping fathers for a birthday spanking was going to happen again this birthday. Only this time each father will be addressing a rude gesture made by Janet and encouraged by Trish. Two sound panty-spankings occur.

The Office: In a small Nevada office, Molly has a birthday coming up. Her boss, Mr. Clarkson, plans to treat his employee to a nice company lunch. Molly wants to know if she will be getting a birthday spanking. When her boss states that he would be happy to spank her, Molly wonders if she will still get a birthday spanking after he spanks her. This is a hot story.

Her Friend’s Boyfriend: Donna and Riley used to be sorority roommates. Once college had finished, they each went their separate ways, but the two women remained in touch. Donna invites her friend Riley to stay in New York with her and her boyfriend for Riley’s 24th birthday. Little did Riley know of the hard spanking that awaited her from Donna’s boyfriend? Donna also isn’t immune from a bare-bottom spanking either. It was quite the surprise, though not an unpleasant one.

This eBook will be the first of several dedicated to the topic of birthday spankings. It is an American tradition worth documenting, and there is unlimited potential for more stories in the future.

All of the characters in this story are fictional, and all are over the age of 18.

This eBook is approximately 25,000 words long.

View the book by clicking on this highlighted link.

Friday, April 17, 2026

My Most Viewed Creation on DeviantArt

 It is true, this spanking cartoon that I created is my most viewed item on DeviantArt, currently with 32,300 views! The image is large, so be sure to click on the image for the full-sized version.



Thursday, April 16, 2026

Richard Spanking Ten

 A cartoon rendering from one of my self-produced spanking videos. The image is large, so be sure to click on the image for the full-sized version.



Wednesday, April 15, 2026

Tuesday, April 14, 2026

Monday, April 13, 2026

F/M Spanking Story Excerpt

 


Here is an excerpt from the opening chapter of my only F/M eBook. The book features multiple spankings where each lad is spanked by his Mom, his best friends mom, and a neighbor.

You can READ THE BOOK HERE. It is free if you have Kindle Unlimited. 

Excerpt from Chapter 1 "Two sound hairbrush spankings."

-----

As the visiting couple crossed the threshold and entered the living room, both Beryl and Nick noticed the two dining room chairs in the living room, sitting facing each other about 8 feet apart, but Nick hardly paid them much mind. Not Beryl, however, for a big grin came to her face as she winked at Maureen. Beryl headed toward the far chair and placed her pocketbook next to the left side of the chair, much like Maureen had done an hour before on the other chair.

Drinks and laughter followed, and talk of the big celebratory day tomorrow was also brought up, with the two 19-year-olds excited about what plans and surprises might be in store for them. Little did either know, but the biggest surprise was going to happen that very afternoon, right in the very living room that they were all currently standing in.

It was Maureen’s home, and she was the one to take charge, the master of ceremonies, so to speak.

Both Robbie and Nick had always referred to the mom of their best friend with the honorific ‘Aunty’ title whenever they had encountered each other. Maureen was Aunty Maureen to Nick, and Beryl was Aunty Beryl to Robbie. Despite their advanced age, the two lads had always been that way, and they each maintained that level of respect for the mom of their best friend.

Maureen had placed her drink on the table, and she began the festivities.

“Well, boys,” she commenced, “you both turn 19 tomorrow, and Aunty Beryl and I have decided that we will get the birthday spankings out of the way today.”

The ever-petulant Robbie responded. “Come on, Mom, we’re going swimming; can’t it wait until tomorrow?”

Silence arose as Maureen looked at her son. It was the look that he had seen dozens of times over the years, and it was one that he knew well. He had already spoken his piece, and he knew better than to speak any further. If his mom said that they were getting their birthday spankings, then that was absolutely going to happen: there was to be no discussion about it.

Every year the normal process happens in each home. While it didn’t happen every year this way, the normal procedure would happen first thing in the morning. More often than not the two young men arose on their birthdays, and their days would begin with a dusting of their pajama bottoms at the earliest opportunity. They both knew about it, and they had often talked about it, comparing notes as to who had gotten it worse each particular year. So the idea of a birthday spanking was nothing new at all, but they had never been spanked in front of their friend’s mom before.

Nick had remained fairly quiet during this initial discussion, unlike the more outspoken Robbie. He might not have been thrilled over the prospect of Aunty Maureen watching him get spanked, but he knew better than to argue in any way, shape, or form. But both he and Robbie were about to be surprised. Not only was Aunty Maureen going to watch him get his birthday spanking, but his friend Robbie was going to be spanked by Aunty Maureen at the same time. Yes, that’s right, the birthday spankings were going to be simultaneous.

Each woman took their seat where their respective pocketbooks were laid, and the collective ‘come here, young man’ finger crook of doom occurred for each of them. They were both a little embarrassed as they lay over their mom’s lap with their shorts-clad bottoms sticking up high, but it wasn’t the strangest thing in the world. They were both aware that they each got a birthday spanking every year, the only difference this time being that they were happening at the same time. Both young men even offered a giggle as they looked to their side to see their friend in the same position that they were in, and the blushes soon disappeared.

With a nod of the head, both women raised their hands, and down they came, firmly. It was harder than usual for a birthday spanking, but it had happened in the past where the pair of them got a little extra on their birthday. Two maternal palms were dusting the seats of the shorts worn by their sons, and neither of the young men offered any sound, even though they squirmed quite a bit from the firm smacks. Yes, there was some bravado going on, and each knew they would hold out for the 19 smacks plus one to grow on.

Because the pace of each spanking was different, one of the young men had received more than the other, but if the truth be known, each had gotten more than the required 20 as it was. It had definitely been embarrassing, but they had survived, and neither would lose their dignity by rubbing their bottoms; they were big, strong men now, after all.

As each waited for their hug, it didn’t come. Instead, Maureen had something else to say.

“Now then, as this is your last birthday spanking as a teenager before you leave home, pay attention to what I just said. I said your last birthday spanking; I didn’t say that it will be your last spanking as a teenager. We have decided to make it a special one. What I want you both to do now is to take your shorts off, because we are now going to repeat your spankings over your Speedos.”

Both young men were shocked, and neither of them wanted to remove their shorts in front of their friend and his mom. It didn’t matter to them that they were soon going to be in their Speedos for an afternoon in the pool anyway; this was different. Neither of them budged an inch.

This time it was Beryl who spoke up, and while her warning was for her son, Nick, Robbie likewise took heed of her words.

“Nicholas Adam Collingswood, you take your shorts off right this minute, young man, unless you want me to show Aunty Maureen and Robbie what happens to you when you misbehave.”

Those were the only words that were needed. In quick succession two pairs of shorts were coming down, and Nick’s white speedo and Robbie’s light blue speedo quickly came into view. They cast their shorts aside, only to be reprimanded to pick them up and to fold them properly. Once they had folded their shorts and put them on the couch, each walked back to their respective mom’s side, but things were about to get a whole lot worse for the pair of them.

Maureen stopped Robbie in mid-stride. “Oh no you don’t, you go over to Aunty Beryl. You are getting this birthday spanking from her.”

“What? No way, Mom, that’s not happening.”

That was the second time in a very short period that Robbie had back-chatted his mom, and that just wasn’t acceptable. Maureen rose from her chair, grabbed her son’s left arm with her own left hand, and from the standing position, her right arm began to spank away at the Speedo-covered bottom in front of her and the backs of his thighs as Robbie tried to twist and turn away from her.

“Don’t you dare disobey me, Robert Patrick McManus. I said Aunty Beryl is spanking you. Now get your naughty buns over to her right this minute, and you, Nicholas, if you know what is good for you, you will get your buns over here right now.”

The time for any protesting was long over as each young man scampered to the lap of their best friend’s mom. In all of the years that they had known each other, not a single time had they found themselves in this position, lying over the lap of the mom of their best friend, but here they were, face down and bottoms up, about to get their very first spanking from their respective aunties.


*F/M Ebook*

Click on Image To View

Saturday, April 11, 2026

Can The Can

 I liked this image that I created because it reminded me of David Essex and Suzi Quatro who were both big stars in the UK in the 1970s. It is not them, obviously, but it made me think of them.



Friday, April 10, 2026

Country Girls

 This isn't something that you see every day, a rarely seen spanking pic.



Thursday, April 9, 2026

Spanking Sailor

 This spanking picture isn't the best quality, but it is good enough to see.



Wednesday, April 8, 2026

An Updated Cartoon

 Here is an old cartoon spanking that I personally cleaned up to improve the quality.



Tuesday, April 7, 2026

The Easter Spanking Bunny

 For some reason, this image got nuked on DeviantArt, so, I had to pull it and replace it with a different picture of a furry character wearing a full BUNNY OUTFIT SPANKING THE SAME WOMAN. Therefore, you guys can get this image of the bunny dressed in a suit!



Monday, April 6, 2026

Moral Support

 It is still going to hurt, but at least your mate is there to help you.



Sunday, April 5, 2026

A Classic

 This image has long been a favorite of mine. A hot spanking picture.


Yesterday I updated the cover on one of my Spanking eBooks from last year. The one before this was as boring as all heck, and at least this one looks like something worth reading. To view the actual eBook, just click on the image below, it will take you right to Jane's Summer Spankings. 

Brand New eBook

Click on the Image To View

Saturday, April 4, 2026

Discovering Spanking 4

 It has been a while since I last released a spanking eBook, but I am pleased to announce that eBook number 12 has arrived.

This eBook is the 4th in the Discovering Spanking series; it is a bonus stories edition. The title of the eBook is DISCOVERING SPANKING – BONUS STORIES.

The Discovering Spanking series of books are my most popular, so I wrote an additional book for a couple of reasons. First of all, if people like reading the eBooks, then why not add more of what readers like? The second reason is that these stories will close the series, and in a few weeks’ time I will release an Omnibus edition featuring all 4 eBooks into one bumper eBook at a discount price. The details of the new eBook are below.

Just click on the image below to view the new eBook, or see the link at the bottom of the post. The usual details apply. If you have Kindle Unlimited, then you can read the book for free; otherwise, it is $2.99 (£1.99) to own.

The image below takes you to the Amazon USA site. If you are in the UK or anywhere else in the world, visit your local Amazon retailer and search for my author name; I am pretty easy to find.


Brand New eBook

Click on the Image To View


Book Summary

Discovering Spanking returns for the fourth time with five bonus stories of first-time spanking encounters. From a store owner testing out a paddle on a customer to a landlady who is less than impressed with her tenant’s revealing outfit. Birthday spankings, spanking machines, a sorority house, and even a public spanking—this eBook has it all.

All original stories are either M/F or F/F; one small scene is F/M.

Jessica’s Paddle: Jessica visits a country store because she has heard that they sell spanking paddles. She wants one for her sorority, but the store owner convinces her to test it out first. He spanks her, over her panties, no less. Jessica takes the new paddle back to the sorority. She demonstrates the paddle’s use on the freshman, Bonnie.

The Old School Uniform: Sandra has wanted to be spanked for the longest time. When her landlady makes some old-fashioned comments in general, Sandra buys herself a St. Trinian’s outfit. Mrs. Worthington is less than impressed with her revealing costume. Sandra’s first spanking proceeds, but it probably won’t be her last.

Liam and Lana: A young man from Ireland arrives in Texas. His budding love interest shares Texas traditions with him, and she even volunteers her mom to give him a birthday spanking. Her Texas mom is particularly thorough. Later that night, when they are both hanging out in the park, he gets his revenge on his girlfriend; only Lana gets spanked on her bare bottom in public.

A Sexy Birthday Spanking: Our birthday girl, Olivia, turns 21 today. She has teased her sexy older neighbor into giving her a birthday spanking. Olivia enjoys it so much that she shows her appreciation afterwards. He finally carries her up the stairs, hoisted over his shoulder, smacking her bottom along the way.

The Spanking Machine: Stephanie’s boyfriend has made a spanking machine for an online company. When he leaves for a business meeting, his girlfriend can’t help herself; she has to try it out. It hurt, far greater than she anticipated. That doesn’t prevent her friend Juliette from giving it a whirl as well.

All of the characters in this story are fictional, and all are over the age of 18.

This eBook is approximately 27,000 words long.

View the book by clicking on this highlighted link.

Friday, April 3, 2026

Panty Spanks

 Here is an illustrated version from the film 'The ups and downs of a Handyman.'



Thursday, April 2, 2026

The Spanking of Jane Gay

 An enhanced and colorized version of an old spanking panel in a comic.



Wednesday, April 1, 2026

Spanking White

 One of my older AI creations when I first started making them. This is an interpretation of the June Allyson and Van Johnson spanking scene from a lobby card.