Celebrating Mommy Dearest

As someone who was never spanked growing up (by my mother or anyone else!), I've got no "nostalgic" connection to such memories. It is honestly just in the last few years as I've got older that I've come to fall in love with "mommy spanking" scenarios. Indeed, even going back through my old art and stories, you'll notice that most of my earlier work is far more about hot babysitters, stepsisters, classmates, cousins, girlfriends, teachers and authority figures as the spankers. Poor Mommies rarely get a look-in from me back then! For some reason I'm not really sure of, though, I've grown to develop quite a love of "Mommy" spanking scenarios of late. Not perhaps quite as much as much as love as I have for "Aunty" scenarios (whether said "Aunty" is an actual Aunt or not!) but certainly a lot more than I used to.

Flashback: On The Naughty List

"On The Naughty List"

I did this one a long time ago, for a Christmas long past. Makes me feel rather nostalgic just looking at it again here!

This artwork came about from a fantasy I'm sure a lot of spankos have, and perhaps had when they were younger, too: a spanking for being on Santa's 'naughty list'. The idea that 'good boys and girls' got rewarded at Christmas while 'naughty boys and girls' got rubbish presents or - worse - some kind of punishment is of course something not often suggested or encouraged in today's politically correct world, but for myself growing up, the idea that come Christmas Eve, it wouldn't be a stocking full of presents awaiting me at midnight, but a red hot bottom as 'reward' for past naughtiness (the ultimate concept in 'postponed punishment'?) was a rather common thought around the end of December.

The idea of waiting nervously under the covers, unable to sleep as the clock ticked down, imagining a 'special visitor' was coming to pull me out of bed and spank me when midnight struck... surely I'm not the only one who thought about that?

Of course, me being me, a spanking from a fat old guy with a beard wasn't exactly something I liked to imagine, not even as a kid. No, in my mind, Santa would be too busy at Christmas delivering presents to the nice boys and girls, so either Mrs. Claus (an inexplicably hot 'MILF', at least in my daydreams), his strict-but-sexy daughter or attractive female 'helpers' (in my mind, like the kind of young ladies often seen in malls, dressed in cute 'Santa-ette' outfits and helping take photos of whining kids for tired parents) and would be the ones assigned the task of dealing with those on 'the naughty list'. Yes, I was a pervy F/m fan even back then!

Also, since I was (in all modesty) pretty much a 'good boy' as a child and teenager, the fantasy of being one of the 'naughty ones' seemed somehow all the more exciting. Perhaps Santa and his 'naughty list monitor' saw past what my parents counted as good behavior? With their Santa-powers, they likely knew even the small fibs, the secret naughtiness I got away with, and so on. There could be no escaping their exacting and strict standards come Christmas Eve!

While this artwork is not specifically intended as that personal long-ago fantasy (notably the spankee is at least too old to believe in Santa Claus!), it is certainly based on that concept. The single bed to me suggests this is not a married young man, but someone still living at home, who is being paid a visit this night by an unexpected mysterious woman dressed in a provocative manor, carrying a wooden paddle! Her outfit only causes further visible naughtiness once the young man is ordered (or forcibly) undressed, and that paddle is there for the express purpose of executing his long, over-the-knee, bare-bottom spanking sentence for a year's worth of disrespect, disobedience, bad language, irresponsible behavior, back-talk, lying and all manor of other things he thought he'd gotten away with!

On the other hand... there is a totally different, non-fantastical alternative for this picture: this is his girlfriend or wife, and they've been to (or are maybe even still at) a 'fancy dress' Christmas party. She's taken him upstairs for a paddling after an out-of-line remark or act. Or maybe, she's just a girl he met at the party, who's playfully led him upstairs to a spare bedroom at midnight since his familiar (though not entirely unwelcome) groping has earned him a spot on her personal 'naughty boy list'.

Art: Just The Warm-Up

"Just The Warm-Up"

Time for another OTK artwork, I think!

Hopefully the title and image make the basic scenario clear: our young man is getting a seriously stinging handspanking... but that's just the precursor to the sound hairbrushing he's going to get to follow!

I imagine the lady here as a rather glamorous 'aunty' (real or surrogate) type. She's a bit of a stunner, but strict and definitely no stranger to smacking bottoms! Her fiery red curls suggest to me a bit of a temper, perhaps? I do like how her rather racy, cleavage-enhancing lingerie turned out, too!

Him? Maybe he's staying with her for the weekend/week/holidays? Maybe she's his new legal guardian? However, this could also work perhaps as a 'mommy spanking' too, if you prefer.

Either way, the spanking is clearly taking place in her bedroom (a very lush, very purple room!). The blind being down - and her state of (un)dress suggest that this is maybe a bedtime spanking, though I'm sure there are other reasons for both these things if not!

I tried to make his body language rather childish here; this is a humbling, 'little boy' spanking even though he's a 'big boy' now. The awful sting and burn has forced him to cross his ankles and grip the pillow tightly, and his face is running with tears (note my attempt to make the pillow fairly soaked with them already!). This isn't so much a 'kick and squirm' spanking as a 'hold on tight and just cry' one.

However, once his 'warm up' handspanking is over and the hairbrush is introduced to his already very sore bottom, I suspect the kicking and squirming may begin in earnest, don't you?

As to why he's even getting spanked at all... well, does an authoritative aunty really need a reason? Still, perhaps this is his arrival at her home - his first night in a strange new house - and aunty couldn't resist giving him a nice 'welcome spanking' before bed, to set the tone of his entire stay? Or maybe he actually broke one of her rules for the first time today (either willfully or unknowingly, and anything from forgetting to mow the lawn to being caught masturbating!) and is now being shown just what happens to naughty boys in this house!

Is this his first ever spanking, or just one of many he's already experienced under her roof? Will this be his first hairbrushing, or does he know all too well what he's in for... aunty's palm may burn and bring tears to his eyes, but that hard wooden hairbrush is going to really open up his lungs and make sleeping on his tummy a necessity tonight!

Finally, when it's all over, will she just order him to his own bedroom? Will she put him in the corner for a while before bed? Or maybe she'll give him a nice cuddle on her lap while he sobs against her bosom? Or perhaps, just perhaps, she'll let him share her own bed tonight, for taking his spanking like a brave boy?

How do you see this spanking scenario playing out?

Flashback: Bedtime Series

This series of artworks is actually the oldest of all my work. It was one of - if not the - first works I ever did, and so is a bit "rough around the edges", especially compared to my newest pieces! I was still learning the ropes of how to do this when I made this set.

However, for some reason I know it happens to be one of my most popular works, and I've got several nice emails about it since I opened this blog, even though I wasn't even planning on re-posting it here. So, by popular demand... I present one of my first-ever attempts at spanking art: The 'Bedtime' series!

I don't know why, but I've always had a 'thing' for "bedtime spankings". Maybe it's the childhood urban legends/folklore of "crying yourself to sleep" after a good sound bedtime spanking, something I personally never experienced? Maybe it's the intimacy of a sleepwear-clad spanker and spankee? Maybe it's the idea of anticipation (a bedtime spanking is - at least in my mind - not really a "spontaneous" spanking, but a premeditated and preordained one). I really don't know, and would love to hear others' thoughts on the whole "bedtime spanking" concept, routines and effectiveness, from both the point of view of spankers and spankees.

But first, to the artworks... all nine of them!

"Bedtime #1" (1 of 9)