In one of the best games i've had on webdip, my england and madmarx's france we at odds. I launched some chainsaw diplomacy at him, promising to bounce london - with my fleet north sea stopping his invasion in its tracks, how he would gain nothing, how he had made a terrible mistake by invading me, etc.
When the orders came through he had convoyed to wales not london, but my fleet in tue north sea had taken belguim, and now suddenly he had a disband.
Here is where the ballsie bit came in.
I promised him my loyalty and an alliance if he disbanded army wales. I told him he had this perfect chance to tun the game around and we would be best buds. Brilliantly, he went for it. And the game came down to me, him and Russia. Our alliance crushing everyone else ( thiugh a few stabs later and it resulted in a marx solo victory).
Still, such an enjoyable game, and it hinged on that moment - A complete load of vicious lies, followed immediately by the 100% truth. Like, 'yeah, i was lying just now, everything i said, but now listen to me, this is the honest truth...'
I may have made more ballsy move or strategies, but i think that was the ballsiest press. (Or at least the most memorable)