Health,
1. Make aliya and work for change instead of sitting in galut backbiting.
2. Yes it is.
3. So maybe none of us really exists. We are all the same person, maybe not even Jewish, who is doing this for fun. The Chofetz Chaim says (torah.org.il Laws of Rechilut 1:9 translation)
It is also forbidden to help one’s friend deduce who spoke or did something against him even without revealing the name of the culprit. Whether to speak more generally, so that only later will his friend realize the identity of the speaker, or if the friend knows what happened but does not know who did it, to give him hints so the friend will deduce who it was, is prohibited.
So it turns on how much chance I have of finding out who Simcha is.
MW & Yekke, if the person can use the object in a permissible manner there is no problem (see “Contemporary Halachic Problems” v. 4 p. 101-104 available on-line). It could be that the examples you gave, MW, are special cases because of the intense temptation.