Ki Savo

Why does a person bringing Bikurim tell the Kohen (Devarim 26,3) "I came today to Hashem YOUR God? He should say "I came today to Hashem MY God"! This is even worse than what the Rasha from the Pesach Haggada does! That Rasha only says that Hashem only commanded you, not me. The person bringing Bikkurim basically sounds, by the logic we use there, to be saying that Hashem is the Kohen's God and not his own God (Chas Veshalom)!

Va'eschanan

Devarim 4,6- The goyim will hear the chukim and say how smart they are. How can Rashi (Bamidbar 19,2 et al.) say that goyim ridicule the chukim?

Tisha B'Av

Why do the people of Tur Malka and Beitar (Gittin57a) attack the Roman soldiers for such stupid, little reasons? The citizens of Tur Malka attacked the Roman soldiers just for taking a chicken and a hen that were infront of the Chassan and Kallah. The citizens of Beiter attacked the daughter of the Caesar's private bodyguards. Why wasn't it plainly obvious that that is a totally suicidal move? I know the Gemara on 56a says they should have been more scared of consequences, but this is beyond just not thinking about consequences! This sounds like being totally braindead!

Tisha B'Av

Rambam- Hilchos Tefilla 13,18- On Tisha B'Av we read (Devarim 4, 25-40)"Ki Solid Bonim" during Shachris. Why does the Rambam in Hilchos Taanis 5,5 "On these fasts (which include Tisha B'Av).... we read by Shachris and Mincha (Shemos 32,11-14; 34,1-10)"Vaychal Moshe"? That's clearly saying that by Tisha B'Av Shachris we read "Vayichal" instead of "Ki Solid"!

9 Days/ Tisha B'Av

Gittin 56a- Bar Kamtza gets upset that the Rabbis didn't protest the host ejecting him and causes the churban of the Second Beis Hamikdash. Why didn't the Rabbis protest?

Devarim

Why do we wait until Devarim 1,22 (see Rashi) to say that the Jews came to Moshe to ask for Meraglim disorderly? Why didn't we say that in Shelach?

Mattos-Ma'asei

Rashi- we learn from Bamidbar 30,6 "V'Hahshem Yislach La" that if her father is Meifer her Neder without her knowing that he undid it, and she breaks her Neder, she needs Slicha because she thought she was doing an avira even though she didn't. Why do we need to repeat that again in 30,9+13?