The mistress of the house doesn’t usually wear her riding outfit into the bedroom, unless she has a naughty little pony who needs to be broken. That procedure involves the subject’s naked flanks getting very well acquainted with the business end of her crop.
Thanks to Riding Boots for contributing another fantasy-provoking photograph. We suddenly have an urge to visit the local tack and saddle shop.
There’s little doubt what’s about to happen here. When the hedonistic mistress of the manor places her booted foot up on the bench like this, a male servant will soon be baring his hindquarters and bending obediently over her thigh. Then, while gripping the underside edge of the bench and keeping his feet firmly on the ground, he’ll be treated to a generous helping of welts and bruises, courtesy of his lady’s savage crop.
The male servant will wail, buck and plead, and his young mistress will laugh. The whole exercise is for her amusement after all. (Thanks to Riding Boots for contributing this photo.)
We cannot discern with 100-percent certainty what the story is behind this photo from Riding Boots. However to us, it certainly looks like the mistress of the estate is removing her riding jacket in preparation for bending some poor stable boy other her thigh.
Maybe we’re wrong and there’s a vanilla explanation for the lady’s stance. But with her crop conveniently within arm’s reach, it certainly looks like she’s about to raise welts on an upturned backside.

Based on her work for Jordache, it’s obvious the German-born Heidi Klum is comfortable with fetish imagery. Any supermodel who’s willing to pose in nothing but jeans and a whip is OK in our book.

We end this week’s tribute to crop-wielding ladies with our favorite picture from Riding Boots. (How many fetish objects can you count in this single photo?)
We suspect that when her father’s away, this privileged young miss rules the family estate with an iron fist, and that she whips both the servants and her lovers with equal enthusiasm. “Boy! Come here and remove my boots.”
On that happy note, have a great holiday everyone. See you next week.
You don’t have to own a horse to enjoy shopping at the equestrian store. As Strict Mistress Zoe demonstrates, riding breeches and a crop can be admired for their fetish value alone — and they do a wonderful job of framing the female derriere.
Of course the crop’s real purpose is to train bad little ponies. (Miss Zoe loves to make them whinny.)
Not all disciplinarians are cold and pitiless. Some maintain a sunny disposition, even as they’re marching you to the stable for a severe thrashing. And why shouldn’t they be cheerful? The whipping is for your own good, after all.
Here’s another fine portrait from the folks at Riding Boots. There’s an intriguing contrast between the calm and pleasant look on the young woman’s face, and the fact that her crop is about to dance across someone’s behind. This lady obviously has no doubts about the benefits of corporal punishment.
Apparently Lina’s House of Discipline has its own stable, so Miss Lina may inspect the grounds from horseback whenever the fancy strikes her. Here she forgoes her traditional dresses and lacy lingerie for breeches and a riding jacket.
Her much-feared hairbrushes may be back at the manor house, but if Miss Lina needs to dispense punishment on the spot, her riding crop is quite capable of raising welts on any deserving man’s buttocks and thighs — and perhaps even the inner thighs if his offence is particularly egregious!
Fetish images are in the eye of the beholder, and the riding-mistress archetype overlaps a number of different kinks. For instance, if this young lady were to arrive at a fetish event, some men would desire a closer look at those boots, some would want to tie her up, some would crave the sting on her crop, and just about everyone would like to see her naked.
Oddly enough, all of these fantasies and more are covered at a fetish website we just discovered called Riding Boots. It’s not a spanking-specific site, but they do showcase a bevy of stern women who brandish riding crops — when they’re not tied up or busy undressing.
A few weeks ago we introduced you to Governess Tara, a Dutch disciplinarian who incorporates a wide variety of extremely detailed costumes and uniforms into her CP sessions, including this classic equestrian outfit. (One can only imagine the investment in time and money required to build such a wardrobe. Hopefully she has a few man-servants to keep everything pressed and buffed.)
This got us thinking about some of the other riding mistress photos we’ve accumulated recently. We have quite a few in the hopper, but always seem to pass them over in favor of more domestic and institutional shots featuring canes, hairbrushes, straps and paddles.
Well this week we’re going to rectify that situation and give a tip of the helmet to all the dominant ladies out there who look smashing in a pair of riding pants and have no compunction about cropping the stable boy’s backside to keep him on his toes.
Please enjoy this ride through an especially fetishized niche within our kink. We’ll return to our regular spanking programming next week.
















