トミー、ティナちゃんが好きなのよ。
Tommy likes Tina.

 きっと(彼の)初恋だね。
I bet it's his first love.

 そうかしらね! 今度、トミーに聞いてみよう!
I wonder! / You think? I'll ask Tommy next time!

 トミーはそんな質問に答えてくれるのか?
Do you think Tommy would answer [respond to] a question like that?