Have Your Cake

Zさん："Would you like to hear a riddle?"
Aさん：「You do realize these are bad puns and not riddles... but ok.」
Zさん："What do you call a Japanese person who makes a mess eating cake?”
Aさん：「I don't know, what?」
Zさん："クラムジー.  Get it? With an 'r'? "
Aさん：「No, no, yeah, I got it.」

Officially Bilingual

Zさん："... so anyway, I was thinking that, as far as US presidents go so far, Barack Obama is the second to last, making him the... the... なんでしょうか。。。"
Aさん：「Congratulations!  You are an English speaker, and you could not remember an English term, and you expressed that fact using a Japanese phrase.  You are officially bilingual! ... and the word you are thinking of, by the way, is 'penultimate'.」
Zさん："... um... なるほど。"
Aさん：「You did it again!」

Bob Hope

Zさん："Hey, was Bob Hope a renowned liar?"
Aさん：「Why would you ask that?  Bob Hope was awesome.」
Zさん："Yeah, but I saw this picture of him in front of a crowd of army guys, and behind him was a huge sign, in capital letters reading: 'USO'"
Aさん：「。。。」

天気予報

Zさん："Ever notice how the kanji for rain (ame 雨) has 4 rain drops and the kanji for umbrella (kasa 傘) has four people? The hot dog / bun folks could learn a thing or two."