Spanking And Sex On The First Date

blindfolding his kinky anal sex and spanking date

Anybody kinky and single who has spent a lot of time looking for love and/or spanky sex fun can tell you, it’s really hard to know how a first encounter with a new person will go. Sometimes there’s romantic chemistry but not kink chemistry. Sometimes, the opposite. And sometimes, no chemistry at all!

rummaging in the woodbox for a switch to spank her with

And then there are the dudes (and I use that word advisedly) who give us all a bad rap for showing up on the first date with a whip and a pair of handcuffs in their pockets. It’s not a great look when the chemistry doesn’t happen to brew up just perfectly, and it could mess up the chances for things to develop on a second or a third date. So a prudent man takes pains not to get caught being presumptuous in these matters.

let the switch spanking begin!

But what do you do if you show up empty-handed and the kinky chemistry turns out to be amazing? This is one of the perils of spanking dating. All dressed up and a willing bottom to spank, but you left your favorite cane in the breast pocket of your other suit!

hard switching on the first date

Well, if you failed to live up to the eternal motto of the American Boy Scout by being prepared, the next best role model for you is MacGyver. When in doubt, improvise! The classic bandana blindfold is always fun, and makeshift spanking implements are everywhere once you teach yourself how to spot them.

about to fuck her in her well-spanked ass

Our spanking protagonist in these Muratori-drawn panels from Les verges du désir shows off his kink improvisational skills by rummaging in the woodbox for a stick to use as a switch. In this more modern 21st century era where woodboxes are a bit scarce, my favorite improvised spanking implement (and the first thing I look for in a cheap hotel room) are those round or octagonal plastic dowels that hang in every window with Venetian blinds. It’s a ubiquitous field-expedient cane that generates just the same number and howling volume of complaints as you would hear if you were using the “real” rattan equivalent!

she flatters him by protesting that his dick is too large

Speaking of chemistry as we were, there’s a line in Les verges du désir that Our Hero deploys when he’s done spanking that pretty bottom and has decided he’s ready to move on to the anal sex portion of his kinky tryst. Maybe the line sounds more “suave and debonair” in the original French, but in the translation I have, he throws away the switch, pulls out his dick, and says “I have a thicker stick…”

they both enjoy the post spanking anal sex

Perhaps you had to be there. His play partner certainly doesn’t seem to mind that “Little Roger” has come out to play; she even takes the trouble to make a flattering insincere protest about size. All’s well, as they say, that ends well!

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Whipping Herself In The Mirror

This is cute! Our pretty narcissist is whipping herself with a martinet, while carefully positioned so that she can watch the welts rise.

whipping herself in the mirror

Do I have volunteers to burst into her boudoir and take over the whipping duty, so she can focus on the visuals and the sensation?

Art is by Léo Fontan, aka “Fontana”.

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Harem Whip Sex

Truly, who among us does not aspire to the sort of wealth, power, and leisure that would let us lounge on cushions getting serviced by one harem girl while another stands nearby urging the first one to greater efforts with a riding crop? Or maybe that’s just me?

No, turns out it’s not just me:

whipping a naked harem girl

Artwork is from Claudio Trinca’s Middle Eastern Nights.

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Fractional Spanking Humor

Yesterday’s attempt at spanking humor went over so well, let’s do another one:

“What does a lingerie store running a big sale have in common with a woman who is about to get her bottom spanked?”

You guessed it! “Both of them have panties that are half off.”

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He Was Hard Up

I heard tell of a guy who was so desperate for some spanking action, he got caught spanking a marble statue in a museum.

Yeah, he really hit rock bottom. {drumroll}

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Whipped Until The Tears Run

This is one of those very private whippings that runs until her tears flow … and then just keeps going on and on, until the sadist with the whip gets both bored and tired. Which takes quite awhile!

bondage whipping to tears and beyond

Artwork is by Brian Tarsis.

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Memorable Driving Lessons

They do say some of the most memorable lessons are taught with a bamboo cane. And like the caption of this Don Roberts cartoon says, this driving instructor is known for having students who get good examination results:

driving education student bent over the hood of her car in a busy street so her driving instructor can give her a driving lesson caning to punish her for a traffic school mistake

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