Randomness Part 9

Even though my queue for Smiles and Spanks is full I will be pausing it and taking a blogging break for the rest of the month. I have enjoyed keeping this posting streak going – can you believe this is the 500th day?! Seems like just yesterday I was celebrating my 50-day posting streak! Just […]

“Bring Mommy’s Hairbrush” by Ms. N

One of my San Francisco spankees, Ms. N, wrote several short spanking stories during our virtual sessions and asked if I would post them on my blog. This story is a continuation of “If I Were Mrs. Taylor’s Daughter.” “Bring Mommy’s Hairbrush” by Ms. N It had been about three months since I received the hardest and most […]

Gesperax, “Yellowstone National Park” Spanking Story and Illustrations

Gesperax is a German spanking artist who enjoys telling stories through her art. Her main characters are Belinda Krüger – a full of mischief troublemaker from Germany, and Livonna and Dame Athanasia – quite unlucky she-werewolf and vampiress from a medieval fantasy. Yellowstone National Park by Gesperax Spending her vacation in USA, Belinda thought that […]

Gesperax, “Beau Monde” Spanking Story and Illustrations

Gesperax is a German spanking artist who enjoys telling stories through her art. Her main characters are Belinda Krüger – a full of mischief troublemaker from Germany, and Livonna and Dame Athanasia – quite unlucky she-werewolf and vampiress from a medieval fantasy. Beau Monde by Gesperax Lord and Lady Hawthorne, one of the wealthiest couples […]

Copper Part 9, Corrected By Coach

In addition to updating all the previous Copper posts with new illustrations from the website GaySpankArt, I have also added a few more categories. So here is Copper Part 9, Corrected By Coach. 🏏 Explore more of Copper’s artwork in Copper Part 10, The Great Outdoors. Smiles and Spanks, NaturallyGin.com

Gesperax, “Undeserved Punishment” Spanking Story and Illustrations

Gesperax is a German spanking artist who enjoys telling stories through her art. Her main characters are Belinda Krüger – a full of mischief troublemaker from Germany, and Livonna and Dame Athanasia – quite unlucky she-werewolf and vampiress from a medieval fantasy. Undeserved Punishment by Gesperax The sprawling mansion in the heart of Poland was […]

Gesperax, “Wrath of the Dragon” Spanking Story and Illustrations

Gesperax is a German spanking artist who enjoys telling stories through her art. Her main characters are Belinda Krüger – a full of mischief troublemaker from Germany, and Livonna and Dame Athanasia – quite unlucky she-werewolf and vampiress from a medieval fantasy. Wrath of the Dragon by Gesperax This story was inspired by Kalidwen’s game […]

Spanking Poetry

I came across some erotic poetry about spanking on Reddit the other day by AnimeTentaclePenises and with their permission I am sharing it here. The spanking illustrations I have included are by Milo Manara. Soft, supple ass cheeks – pure like a virgin snow Patiently waiting to be stricken, and given a rosy glow A […]

Rebecca Part 3, “Housewives At Play: Hanky Spanky” Spanking Illustrations

Spanking illustrations from the graphic novel Housewives At Play: Hanky Spanky by Rebecca, also known as Rebecca Hap. “Rebecca opens a can of whup-ass! It’s bottoms-up as your favorite portrayer of perfect perversion takes her lineup of lovely lesbian ladies over her knee and delivers her most hard-hitting gallery of pin-ups yet! These raw, rosy-cheeked women […]