Two Radical Pieces of Talmud (Purim)

Two radical pieces of Talmud are both connected to Purim. Oddly enough one is from tractate Shabbat 88a and the other from Sanhedrin 99b.

The Talmud in Shabbat 88a famously says that God held Mount Sinai over the heads of the Israelites and forced them to accept the Torah. Since this is not a very promising way to view our acceptance of the Torah - we could argue it is not legally binding - the Talmud then adds, "But they reaccepted it willingly in the days of Achashverosh." 

The Talmud in 99b tell us: 

And Lotan's sister was Timna... Timna was a royal princess... Desiring to become a proselyte, she went to Abraham, Isaac and Jacob, but they did not accept her. So she went and became a concubine to Eliphaz the son of Esau, saying, 'I had rather be a servant to this people than a mistress of another nation.' From her Amalek was descended who afflicted Israel. Why so? — Because they should not have rejected her.

In both cases, the Talmud is saying something completely unexpected, something that presents fundamentals of Jewish thought in an unflattering light that you would never in a million years have imagined the rabbis of the Talmud would wish to adopt.

In the first case, it tells us that the Israelites had to be coerced into receiving the Torah. What kind of statement is this, after the Exodus and all the miracles? It takes the entire experience and deflates it like a flat tire. In the second case, that Abraham, Isaac and Jacob acted wrongly and that all the trouble we have had with our archenemy Amalek is, in essence, our own fault.

I think it is not a coincidence that both are related to Purim. Purim is the turnaround, the topsy turvy, the unexpected.... leading to these radical pieces of Talmud.
And it is also the resolution of that upside-downness. In the days of Esther, the people accept the Torah of their own free will. And in the days of Esther, the Amalekite Haman is finally defeated and shown that it's God's will that counts. (One might also stretch things a little and, connecting Esther with Ruth as two women after whom megillahs are named, say that in Ruth the Jewish people accepted a convert despite her Moabite background, and thus rectify the previous rejection of Timna).