When I was little I loved to draw portraits. I remember I was very proud of my Johnny Depp's Jack Sparrow drawing. It took me a while to be able to do it in paint though. But I wanted it so bad, that after a LOT of practise, I was finally satisfied with the end result. Now I feel comfortable and happy painting portraits in paint. On wood, canvas or walls :)
I always work from a photo or multiple photos.
Prices for a portrait depend on the size, background material and amount of details. For example, a portrait of one person, painted on a 50x50cm wooden background is around $400