YOU SAID:

I was scared of dentists and the dark I was scared of pretty girls and starting conversations

INTO JAPANESE

私は歯科医を怖がっていたし、私はかわいい女の子を怖がっていて会話を始めた

BACK INTO ENGLISH

I was scared of the dentist and I was scared of the pretty girl and started talking

INTO JAPANESE

私は歯医者を怖がっていたし、私はかわいい女の子を怖がっていて話し始めた

BACK INTO ENGLISH

I was scared of the dentist and I was scared of the pretty girl and started talking