Pretty soon this young lass is going to regret wearing non-regulation panties to school. The thiun nylon will hold in the sting of the cane for hours to come.
Tuesday, June 30, 2026
Monday, June 29, 2026
Spanked on Her Silky Slip
A troupe that is often overlooked. A spanking given over a silky nylon slip. Click image for full size. Created by Richard Windsor.
Sunday, June 28, 2026
Susie's Birthday Licks
One of my favorite characters from my early AI creations. Susie, who was frequently spanked in different scenarios, gets her birthday spanking on stage.
Saturday, June 27, 2026
Jennifer Brooks in Action
In this instance as a top for a NuWest magazine cover. She would later have her own spanking website called Hot Spankings.
Friday, June 26, 2026
The First of Many
The single handprint denotes that this spanking has just begun, so there is plenty of gas left in the tank.
Thursday, June 25, 2026
Yours Truly Spanking APW
Here is a cartoon spanking in a postcard-style. The picture features my own likeness spanking a certain little Pixie. The background I created myself.
Wednesday, June 24, 2026
Tuesday, June 23, 2026
Worst Combover Ever
I mean seriously, what's going on with that 4 strand combover? Luckily, he has a pretty girl to spank.
Monday, June 22, 2026
Sunday, June 21, 2026
The Fuller Brush Man
He is showcasing his wares throughout the neighborhood. This lady wants to try out several of them before making her final decision. AI image created by Richard Windsor.
Saturday, June 20, 2026
Dorothy Spanked By Santa
An AI created spanking image from the creative mind of yours truly, Richard Windsor. Click on the image for the full-sized version.
Friday, June 19, 2026
Thursday, June 18, 2026
Wednesday, June 17, 2026
The Birthday Girl
Getting a spanking on her silky panties in front of the neighborhood ladies. Another AI piece that I created from scratch. Click on the image for the larger size version.
Tuesday, June 16, 2026
Southern Spanking
SOUTHERN SPANKING - USA EDITION
SOUTHERN SPANKING - UK EDITION
New eBook
Click on Image To View
NOTE: The three stories contained within this anthology—Spanking in Sunset Creek, The OTK Sorority, and Jane's Summer Spankings—were previously released as individual novellas. Each story has been extensively revised, polished, and updated for this special edition.
The stories take place in Texas, Arkansas, and Georgia, respectively. The three southern spanking stories contain approximately 66,000 words.
Elaine and her friend, Chelsea, live on the conservative side on the railway tracks, while Elaine’s boyfriend, Tim, lives on the progressive side of town. In the neighborhood where Elaine and Chelsea live, old-fashioned values remain true to this day, just like they did in the 1950s. No matter their age, just as long as they live under their parent’s roof, they are still subject to spankings.
In this story, Tim initially overhears Elaine's mother spanking her, though she is now an adult. This sets off a chain of events where Chelsea receives a playful spanking from Elaine’s mom before, later that same day, Tim spanks both Elaine and Chelsea.
The OTK Sorority:
The Omega-Theta-Kappa sorority (OTK for short) is an exclusive Christian sorority that generations of families attend. The sorority is old-fashioned, and the Christian values that the young women must adhere to are the same ones that they grew up with. Much like their time with their families, the sorority enforces these values through spanking.
Each new pledge who enters the sorority must purchase her own paddle from Mr. Clark’s country store, but to ensure they have purchased a paddle that the sorority would deem suitable, each young woman has to try hers out before she leaves the store.
When Ella arrives for her spanking, she innocently informs Mr. Clark of something. He realizes that Ella’s big sister has played a prank on her. Mr. Clark lets Ella know that her big sister, Trudy, needs to call him. Trudy realizes that she is in trouble.
The story builds to a crescendo when the sorority initiation takes place. The four new pledges are aware that they will get spanked with their new paddles on initiation night, but knowing that information ahead of time is no comfort for their poor bottoms.
Jane’s Summer Spankings:
It is the summer of 1985, and Jane Witherspoon is heading to America to work at a summer camp on a cultural exchange program.
The young woman is so excited to learn about and experience all of the local traditions and customs in the state of Georgia. However, one unexpected custom raises its ugly head on only her second day there. That custom is none other than the tradition of birthday spankings.
Jane’s curiosity gets the better of her as she gets a trial run of a birthday spanking in lieu of her actual birthday the following week. This sets off a chain of events where she pushes her boundaries by wanting to explore this phenomenon more.
Jane isn’t the only one at the camp exploring spanking, though. One of the cabin supervisors has also been a frequent visitor to spanking land in the past, just as she will be in the present as well.
All of the characters in this story are fictional, and all are over the age of 18.
Monday, June 15, 2026
A Sassy Minx
This young woman was always a hoot in spanking films, but man I would have struggled to keep pace with her. A very sassy mouth on her.
Sunday, June 14, 2026
I Never Liked Green
But I would definitely make an exception for Abigail Whittaker. Never had the chance to play with her, but I did hang out with her once at Shadowlane.
Saturday, June 13, 2026
Asking For A Spanking
This was the point where my AI spanking creations started to get better. I still have a ways to go, but I am getting there. Always click on the image for the full-sized version.
Friday, June 12, 2026
Thursday, June 11, 2026
Wednesday, June 10, 2026
Tuesday, June 9, 2026
Spanking The Sales Lady
Imagine a time where the sales lady would get an in-store performance review, right in front of the customers.
Monday, June 8, 2026
Tennis Spanking
Game, set, and spanking. It's time to pay the penalty for losing; not that the young lady seems to mind too much.
Sunday, June 7, 2026
Starr and Ariel
Man how I loved those old West Coast spanking videos in the 90s. Ariel (Ariele?) Cole was a gorgeous spankee.
Saturday, June 6, 2026
The Wacky 70s
At least this time the guy is using an actual spanking implement, which wasn't always guaranteed for those cheesy 1970s spanking pics.
Friday, June 5, 2026
Domestic Spanking
Newlyweds in the 1950s, a time where it was common, or, at least, not unusual for a wife to be spanked.
Thursday, June 4, 2026
White Panties On Display
This naughty schoolgirl is regretting wearing her Sunday best panties to school. Obviously taken from a Shadowlane pictorial from one of their movies, and edited by yours truly.



























