Tell me some good memories that you have from Valentine's Day.
Let me hear about some of your special Valentine's Day moments.
この場合、次のように質問すると良いでしょう。
ーTell me some good memories that you have from Valentine's Day.
「バレンタインのあなたの良い思い出を聞かせて」
Tell me some good memories that you have from ... で「…の良い思い出を教えて」
ーLet me hear about some of your special Valentine's Day moments.
「特別なバレンタインのひと時について聞かせて」
Let me hear about ... で「…について聞かせて」
ご参考まで!