Art - Awaiting His Apology

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Art - The New Babysitter

"The New Babysitter"

Following a brief hiatus (more on that soon; it's not for negative reasons but due to a combination of real life dullness and a more exciting ongoing project I will talk about soon) we leave the wonderful Mean Maid Month behind and move on to something a bit different...

Babysitters!

One of my all-time favorite spanking fantasies. Why? I don't know. Maybe because I never really *had* a babysitter as a kid (not the 'young highschool/college girl/au pair' stereotype, at least)? Maybe because back when I first discovered I was a spanko (rather than just having "funny feelings" about bossy girls as a kid) I was in highschool and thus the peers I had those first truly 'spanky' thoughts about were that perfect 'babysitter age'?

Regardless, it's a theme I love to revisit in any form (art, stories, ageplay videos/audios) so was fun to return to here. I've already done a few art pieces in the past that could be seen as babysitter scenes (such as here and here), but this one is the first I've posted here that was expressly intended to evoke that unique spanking relationship.

Art - Cake and Cunnilingus Day

"Cake & Cunnilingus Day"

Originally planned to celebrate 'Cake & Cunnilingus Day' (April 14th), my blog's deletion/downtime, recent illness, 'real life' issues, and my own general tardiness all conspired to make this one 'unfashionably late' indeed.

I almost didn't post it since the appropriate date was so long passed, but I thought it turned out rather well so in the end I decided to post it anyway. Hope you all like it!

My ever-observant friend Emily got to see an earlier draft of this art piece, where the lady was sitting more 'upright'... and she rightly pointed out that while it made her look very "authoritative and in control", such a position made the gentleman's job of pleasuring her orally rather difficult with her sitting that way! Thus, I've tried to get the best of both worlds with this position, then: the lady looking properly dominant and powerful, yet reclined/slumped back enough to allow sufficient 'access' for his mouth and tongue.

I originally intended to make the lady in this piece slightly older (more of a 'cougar') but came up with this younger look for her (IMO, almost 'princess'-ish) and fell in love. The incredibly cute stripey pink socks (her only article of clothing here!) completed her 'look' as perhaps a college-age gal celebrating this very special day.

I saw him as her boyfriend, either a long-time partner or perhaps a 'new conquest' of hers?

As for the reason for the state of his poor backside? There are several possibilities I can think of:

1) Whether due to shyness or stubborn machismo, he initially refused her command to properly celebrate 'Cake & Cunnilingus Day' in the required fashion. However, one sound hairbrush spanking later, and he's licking for all he's worth! And he'd better do a good job down there, or else it will be the belt for him as well! He won't be so quick to argue and refuse next time, that's for sure!

2) The cupcake she's holding looks insultingly small... perhaps she took offense "that's all you think of me?!" and punished him for the meager offering severely, before allowing him to undertake the second part of the day's festivities (with hopefully more attention to her expectations!). As he licks, she reminds him that he'd better show more appreciation of her with his gift-giving in the future, if he values their relationship... and the skin of his bottom!

3) He was quite willing to do his April 14th duty. However, she believes that nothing focuses a young man's mind better than a hot, sore bottom! So, despite his obedient attitude, she gives him a merciless hairbrush blistering before finally allowing him to go down on her. As he licks, his throbbing, burning buttocks will keep him mindful of who's boss in this relationship and of his submissive status... and that a second "real" (read: even harder and longer) hairbrush spanking awaits him in the bedroom tonight if he fails to please her sufficiently!

4) Similar to 3, but she doesn't even care about a 'reason' to spank him, beyond the fact she enjoys causing him suffering and distress, and the only thing that makes her feel more dominant than spanking him to tears is spanking him and then putting his mouth to work between her thighs! He doesn't have a say in the matter - not today, not any day - not if he wants to keep his beautiful girlfriend who he's lucky to have! In this relationship, she reminds him, even "good boys" get spanked! Besides, she really likes it when he cries and sobs while he's eating her pussy.

5) Well, he was insistent enough about 'Steak & A Blowjob Day' last month, wasn't he? Well, today is her day to be in charge, and his day to feel humbled and submissive. What's good for the goose... right? Still, the playful little hand-spanking he gave her on March 14th before she sucked him to climax were far from the formidable hairbrush walloping she just gave him... but he's a big, tough grown-up man, she argues... "Right, honey?" His sniffling tears and whimpers as he nuzzles his face between her thighs - backside aflame - proves otherwise, perhaps.

What does everyone else think? Which is most likely? Perhaps you can think of other scenarios, too?

(you might have also noted the young man with the bruised bottom and soon-to-be-aching jaw has a rather familiar ponytail, too... heh!)

Art: Emily Spanks Banjo

At long last...

With Emily's kind permission, I am proud to present the artwork I made as a prize for her, for winning my 2011 Banjo's Birthday Competition.

Emily's winning short story can be found here (with the runner-up entries here).

The promised prize was a custom artwork of the winner's choice; pretty much anything they wanted and that I could create. Emily somewhat surprised me by requesting an artwork of her spanking me... pants down and over her knee in front of my computer desk, for being so slack in running the competition and my site!!!

Both flattered and genuinely nervous, I wanted to really make this piece live up to her expectations, and worked with her through several drafts of both the customized 'Emily' model seen in the piece, and of the art piece itself.

And here it is:

"Emily Visits Banjo"

I really wanted to make it a depiction of how she imagined this scenario might look in real life, while adhering to Emily's guidelines: I'm still semi-clothed - pants pulled down - to show that this isn't a sexual spanking but a punishment one. The hairbrush is cracking down very hard, too, as the spanking moves past the point of real tears and heartfelt apologies. Our Heroic Spanker is wearing a satisfied smirk, pleased to be delivering Justice upon this poor lazy artist! And for Banjo's part... a hard lesson is being learned!

On finally completing and sending it, I was thrilled that Emily liked her gift so much! However, you might be thinking "Wait, the competition was in October! That was four months ago!" Yes, I know, and so did Emily. Having already scolded me once for the competition results delay, I was informed that punishment was in order for procrastinating and keeping both her and my readers from seeing her artwork. A second piece was demanded, and this one was to be special: an aftermath picture of me in the corner, post-spanking from Emily, with my bottom blazing and crying face red with shame... and sucking my thumb like a little boy.

I have to say, making and posting this second picture was pretty embarrassing... not just because I knew why I was having to make and show it, but because it's one thing to render myself being spanked, but another to create a picture of myself in such a humiliating pose!

"Emily Visits Banjo: Aftermath"

There's something very humbling about the idea of being spanked so soundly it reverts one to the mindset of a sobbing, thumb-sucking little boy! I am happy to report that Emily gave her stamp of approval to my 'punishment assignment' piece as well, though.

Thanks again to all who entered the competition, and a special thanks to Emily... for her friendship, inspiration and for not letting me get away with my bad habits and procrastination; I'm so very glad you liked the final artworks you waited so long for.

I hope everyone else enjoys them too.

Art: Persuaded To Please

"Persuaded To Please"

"No" isn't a word tolerated by the lady in this artwork!

As a result of several interesting comments on this blog, about whether a young man has the right to say "Not tonight, I've got a headache" with his wife, girlfriend or surrogate guardian, comes this piece.

It's hopefully clear what's happening here: she's explaining calmly and nicely to him that she would very much appreciate him performing oral sex on her tonight.

Of course, she's really angry... but then, this is her second (at least) such request... her first was refused, and she was forced to use her hairbrush to 'persuade' him to rethink his answer... as seen by the state of his blotchy red buttocks!

Looking at it now, it almost feels like a honeymoon or planned 'romantic evening' setting. The original idea was that this was a hotel/motel room somewhere, though... and either a date or a 'night away from home' for a couple.

Perhaps it's the first time she's instructed him to pleasure her orally... perhaps something her girlfriends (or one of those mischievous magazine articles like "Making Him Make You Happy in Bed") suggested she get him to do?

Perhaps they're not a proper couple as-yet, but new lovers early in their relationship (he does strike me as a lot less 'sexually experienced' than her... who seems a bit of a cougar, too)... perhaps even on their first big "sleepover" date? Heck, maybe this is his first time with a woman ever?!

Or perhaps they're married (or at least in a long-term relationship) and this is a "regular showdown" they have about bedroom needs (something she likes and he hates); a common point of disagreement between them that many nights ends up having to be settled by her hairbrush in this manner?

Whatever their relationship, she's certainly shown him that "no" isn't an acceptable response when ordered to pleasure her (with his mouth, or in any other way for that matter!). Refusal on his part clearly equals a blistering hairbrush spanking to remind him who's boss, and then being dragged roughly by the hair and his face shoved between her thighs to do what he should have done without argument in the first place!

The fact that he's now sobbing heavily - face awash with tears - while he orally pleasures her can only add to her satisfaction, and to his realization that he refusal was "wrong". Despite her sexy attire (or lack of it) she also appears to have rendered him quite 'limp' now, too!

Still, I wouldn't be surprised if a second dose of that awful brush was promised if he fails to perform to her expected satisfaction!

What do others think? Just what is their relationship and the nature of this 'encounter'? Was she right to spank him for refusing to go down on her? Will he learn his lesson about saying "no" to her needs? Is he skilled enough (and attentive enough) to do a good job for her... or does he have another hairbrushing in his immediate future?

Oh, and again... before commenting, please keep in mind that this is fantasy only! I do not condone real-life sexual abuse or coercion... even towards men who should probably show a bit more consideration towards their partner's sexual needs instead of their own!

Art: Wishing He'd Stolen A Thicker Pair

"Wishing He'd Stolen A Thicker Pair"

A number of people have been posting interesting comments on my previous post "Just The Warm-Up" about the possibility of that 'aunty' catching a boy stealing her panties! Well, this new art piece is about exactly that.

It's hopefully pretty clear here what's happened: caught stealing panties = spanked in panties!

I imagined them as 'aunty' (yes, again!) and 'nephew', though they could also be 'mommy' and 'son'... or even a 'cougar' and her 'toyboy'?

Whoever they are, she's decidedly furious, and he's finding out how angry, much to his displeasure! I'm torn on how this situation began, exactly, though...

Perhaps she walked in on him wearing her lacy panties and spanked him on the spot. Since the setting is clearly 'her bedroom', I can imagine a case of her coming home early unexpectedly, and walking in to find him on her bed (too engrossed in his naughtiness to have heard the door, most likely), wearing her pretty pink panties and pleasuring himself shamefully! That would definitely make her angry, I think... no fibs or excuses are going to explain his being caught like that, eh? How embarrassing for him to be 'busted' like that!

Or perhaps she discovered a pair of her 'missing' panties in his room (under his pillow, bed or stuffed at the back of a drawer) while tidying, and is now confronting him over it? "If you want to take my panties... put them on! Yes, NOW young man! Since you like my panties so much, you can get spanked in them!" He might not even want to wear them; he just stole them to feel, smell or (naughty boy) masturbate with. In that case, it would be both humiliating and fitting justice if she forces him to wear them for his punishment spanking, don't you think?

And what a spanking! Because this artwork is depicting an actual 'offense', I wanted to make her anger clear, both on her face and on his bottom. Hence, the hairbrush... really really hard! Hard enough to leave blotchy bruises for days! Ouch! There's no 'playfulness' in this spanking; this is an angry and severe hairbrush blistering of the kind reserved for naughty little panty thieves!

Oh, and varnished hardwood versus delicate, whisper-thin lace? No contest, I'm afraid! Those skimpy panties aren't providing him with the least bit of protection from that brush (hence the somewhat unwieldy title). Though I suspect they both knew that would be the case from the start!

EDIT: Is it just me, or does it look to you (looking at this pic again) like she's actually paused in mid-spank here - hairbrush hovering - to ask him a question that she expects an answer to? If so, he'd better stop wailing and answer smartly, I think! Or maybe she's just paused for a moment to deliver another angry scolding tirade (no answer expected or acknowledged!) before that brush starts crashing down again?

Art: His Very First Hairbrushing

"His Very First Hairbrushing"

Ahh, the hairbrush!

Is there a more perfect symbol of female spanking authority? Compact, feminine, innocent-looking (to those yet to experience it's authority!) yet exquisitely painful and able to reduce a naughty boy (or girl!) to kicking and tears in mere moments. In my opinion, it's the ultimate 'domestic' spanking implement.

I intend to write a full feature article on this - my favourite (well, love-to-hate, anyway!) - implement, but that may have to wait for when I have more time. For now, I'll have to be content with this new artwork.

With this piece, I wanted to capture the experience of a young man being 'introduced' to it for the very first time. Maybe he's never been spanked at all before, or maybe this is just the first time with the hairbrush? Either way, it's a moment in his life he'll never forget!

As such, I tried to present him having quite a distraught reaction to this particular spanking! Lots of tears, of course - it is a hairbrushing, after all! - but I also wanted to capture the mixed shock and anguish of a "first timer" too... he certainly didn't expect it to hurt this much! I tried for a sense of desperation as well; he knows his spanking is far from over, yet it already burns and stings far beyond what he thought he could handle! He's definitely panicking and fighting against it, with his arm reaching back either to block the blows or even just to beseech his spanker to "Please stop!" or "Not so hard!" or (most likely) "Pleeeease! No more with that brush!"

As for the spanker herself... I see her as perhaps either his step-sister, cousin or babysitter. She seems the perky, spunky, peppy sort normally, but a real meanie when she has a boy across her lap! I rather like her blond pigtails (something of a "cheerleader vibe"?), chunky jewelry (that toe ring just seemed to suit her) and cheeky shorts and crop-top (hands off!), too.

The actual reason for this "hairbrush indoctrination"? Maybe he pushed his sister/sitter too far and she decided "a good dose of the brush" was long overdue for him? Maybe she's spanked him before but her hand just doesn't seem to be working anymore... so she's decided that it's time to 'graduate' him to the hairbrush? Or maybe she's just bought herself a nice new wooden hairbrush and wants to try it out on him... just because she can?

Whatever the reason, she's certainly burnishing his buns with it though... it doesn't seem like she's going easy on him at all despite this being his first-ever brush-spanking!

I'm actually quite pleased with how the 'battle damage' turned out this time... it looks distinctly sore and more "hairbrush caused" than just general redness you might get from "just" a handspanking. I suspect he'll be having serious trouble sitting down in comfort after this!

Famous spanking artist Jay Em once captioned one of his pictures: "The first brushing is forever". I think this young man would heartily agree with that sentiment, don't you?

Art: The Hairbrush Dance

"The Hairbrush Dance"

There's nothing like an impromptu "spankie dance" by a spankee shows that a spanking REALLY got through to them, I think.

To be in such hot-bottomed agony that you literally jump and prance about the room, frantically clutching and rubbing your stinging, burning buttocks, head thrown back back and howling to the heavens... that's the sign of a well-spanked young man (or young lady... shh!) and - so I'm told - a rather amusing sight for a spanker to watch.

Further, I believe there's few things better for producing a post-spanking "war-dance" than a properly-applied hard wooden hairbrush!

That's what I wanted to capture in this new artwork. Here, a satisfied lady watches as a young man performs what she affectionately terms "the hairbrush dance"; that is, hopping about while sobbing and rubbing his crimson buns like there's no tomorrow! For her, it's the clear sign that he'll remember this hairbrushing for a long time to come! For him, it's the point where he's oblivious to anything else in the whole world except the burning and stinging of his well-spanked buns. Two very different "emotional states"  in the same moment.

When I made it, I imagined that she was his "aunty" (possibly a "surrogate aunt" or even stepmother?) and had just given him a sound hairbrushing before going to bed (hence her somewhat "undressed" state and his nakedness)... this wasn't some totally on-the-spot spanking, but a measured approach to really setting his tender cheeks aflame! Her expression - or at least what I was going for - is one of something along the lines of "hurts, doesn't it?" or "you certainly felt that, didn't you?" or "I think that did the trick, eh?" etc.

What do others think of this scenario? How do you imagine their relationship, and their respective thoughts and mindsets now, post-spanking? And do you think this particular dance he's doing is unique to her hairbrush, or just an all-purpose "ouch-it-really-really-hurts" dance?

Oh, and yes... this art piece IS the origin of my seemingly much-loved "evil aunty" decorative image from this post! I liked how her character turned out so much, I wanted to use her to "illustrate" my blog too, but was saving this original pic to go with the approaching article series.

Art: A Very Bad Brushing

"A Very Bad Brushing"

Announcing... my first NEW picture, previously unpublished and unposted anywhere online!

This new picture was a result of my ongoing "love-hate" relationship with the dreaded wooden hairbrush as a spanking implement.

Here, I decided to depict a strict blonde "auntie" type delivering an angry evening hairbrush spanking to the young man currently living under her roof. I wanted to make it clear that she's really furious with him, and that this is definitely an "atomic level" spanking he's getting! Hopefully that comes across here.

As to why is he getting such a severe hairbrushing...? Perhaps he is a new 'guest' in her house, and on his first day has shown a less than respectful attitude to his new 'guardian'? Maybe - given their relative states of dress - he's flaunted her "curfew" and come home late... and is now paying the price! Perhaps he's done something else against her strict rules, and she's only now found out about it? Or maybe he's been staying here here a while now, but she's decided tonight is the night for an "attitude adjustment" session?

Is this his first hairbrush spanking? His first ever spanking full stop? Or just one of many in a somewhat "red-bottomed history" with his stern aunt? What do others think?

One thing's for sure, though: with him leg-locked and pinned in place like that, he's not going anywhere until she's done working off her anger on his helpless bare backside!