Flashback - Caught With His Girlfriend

"Caught With His Girlfriend"

What's more embarrassing than being spanked by your teenage girlfriend? How about being spanked by your teenage girlfriend's mom for "fooling around" in her daughter's bedroom!

This is an old piece of mine, and one of the ones I wish I still had the master files to re-render at a larger size; IMO, it turned out pretty well especially given the old technical issues I faced (slow old computer that frequently crashed trying to render "complex" scenes like this). The scattered clothing was something I really wanted to do, even though "cloth" is hard to pull off in 3D, especially back then)... I really wanted to capture the idea of the guy and his girlfriend shedding their clothes all over the floor as they "heavy petted" (or even more!) on her bed upstairs.

Did they know her mom was home? Maybe, and they were trying to keep as quiet as possible (perhaps an uncontrolled moan or cry is what led to their "discovery"?). Or maybe mom was "out", and they thought they had the house to themselves for a while! Oops, looks like she came home early!

I wanted to leave several "clues" as to the relationship setup here:

Firstly, the daughter - while half-naked and obviously a bit embarrassed at having her mom walk in on her and her boyfriend in such a situation - is actually giggling behind her hand here (it's a bit hard to see at this size, sadly). Almost in spite of herself, she finds the sight of her mother spanking the daylights out of her kicking, pleading, apologizing and totally naked boyfriend rather funny!

Secondly, note the photo on the dresser besides the sports trophy; it's of mom and daughter. They're a close pair with a deep bond; she's "mommy's little princess", and that means that mom is always going to take her side in a situation where her boyfriend might argue that "she asked me to!" or (worse) "she led me on!". Her darling daughter would never "lead a boy on" like that. He must be lying to save his own tail, right?

Of course, the truth may be different. In fact, when I made this I'm pretty sure that was my thinking. She did lead him on. She invited him up to her room that afternoon, despite his concerns of "what if your mom catches us?". She pushed for him to take their relationship further, to undress, to "touch her there" and... well, he's a guy, right? So despite his better judgement, how could he refuse his cute, half-naked, horny (and very persuasive) girlfriend?

The fact that his girlfriend didn't leap to his defense when mommy burst in and dragged him over her lap to show him what happens to boys who mess around with her "innocent little angel" might make him less trusting in the future, true. Still, if she doesn't decide to dump him after this, I suspect she'll be able to continue twisting him around her little finger.

Not that she was ever in any real danger, of course, outside of the embarrassment of her mom walking in on them like that! Her adoring mother doesn't believe in ever spanking "her precious girl" (who is always well behaved and a perfect angel in her eyes). Why would she ever spank her well-behaved darling?

Or perhaps her daughter actually is going to get punished for this too. After all, she was half naked in the arms of a boy in her own bedroom! Yes, that would call for a severe punishment for the girl... like losing her mobile phone for a few days, no internet for the rest of the week, or even (gasp) not being allowed to go to that big party on the weekend. OMG! Even loving mothers can be "totally unfair" like that! The fact that he'd gladly trade his humiliation and red-hot bottom (that will hurt to sit on for even longer than she'll be without her phone!) for his girlfriend's "awful" punishments is not open to debate.

Regardless of whether she'll be punished or get off scott-free, I suspect that the daughter knowing that she doesn't have to worry about a spanking from mom herself is not only cause for her sexual brazenness compared to his, but also part of why she finds this all rather amusing. Maybe she has a brother who gets spanked, or maybe she's never actually seen a spanking before? In either case, having it happen to her cute boyfriend is certainly something else to witness! Who knows, she might enjoy it so much that she'll end up persuading him to let her spank him too if their relationship continues?

Whether mom will tolerate her keeping him around as a boyfriend, however, is another matter. Even if she does, any social situation which brings the three of them together (such as having him over for dinner or even just picking her up for or bringing her home from a date), will have a very different tone now that he's spent time over her lap. At the very least, the slightest hint of "inappropriate behavior" could see him swiftly turned bare-bottomed over her mom's knee once again!

Is she worth the risk? What do you think? I suspect that with just a sweet smile, a suggestive hip-wiggle or a coy little kiss from her, he'll be back risking his butt upstairs in that same bedroom again soon!

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?