Hmm.. Experience really place a lot on this kinds of issues. I remember once comforting someone with a stomach ache but then I asked my self if I really feel what they felt. I couldn't really but the next time I had an ache I took it in good faith for being able to comfort another person with an ache.. It wasn't sweet tho. But when it comes to comforting .. Some bit of experience and knowledge is good.
But counselling or advice is a lot different.. Experience and knowledge is good enough, but not all thats needed.