“You wouldn’t dare” is a wonderful phrase to come across in a spanking context. It shows that the heroine is sassy enough to put up an argument but it’s also a sure-fire guarantee that she is going to get her bottom reddened very soon indeed. Because no hero in the history of ever has responded to being told he wouldn’t dare by saying “No, you’re right. Sorry about that. Don’t know what I was thinking of there.”
So I have gathered a few examples of vintage comics with ladies proclaiming – against all possible evidence to the contrary – that the hero simply wouldn’t dare.
First off, here’s the 1950s comic “Love Confessions”. You don’t actually get to see the spanking but I am going to assume that it definitely happened.

Now a couple of panels from The Daily Mirror’s Jane comic strip during the war years. Jane gets a taste of military discipline.


Lastly, we’ve got Superman joining our eclectic little collection. He doesn’t actually administer the spanking, but he certainly seems to be enjoying it.


Evad! Ha ha! That’s just Dave backwards.

Are there any more examples of soon-to-be-spanked brats telling their soon-to-be-spankers “You wouldn’t dare!” that you can think of? Please share in the comments.