Skipy, I feel for you. I am often told I can sing but have never liked the sound of my voice. I previously attributed this to years of low self esteem, but having conquered my self -loathing episodes (though its taken 37 years!) I am quite a confident person now - but I still don't like my voice or think that I can sing!

I had a bitchy singing teacher who only liked big 'bluesy mama' voices. my voice is quite sweet and reedy and she made me doubt my ability.
But I used to sing in folk clubs about 13 years ago, and people liked it. I also enrolled on a performing arts course and got distinction grades for my singing. My advice to you is that everyone does have different tastes in singing voices - think of people like Dylan or Bjork, who always divide listeners into two camps (they're always either 'brilliant' or 'rubbish'!) you will never please everyone.

So I would choose a venue where you're not known, but take with you a supportive friend, relax, breathe deeply and just GO FOR IT. I'm sure you will be pleasantly surprised. Most people love to hear the human voice, no matter how many instrumentalists play at the session..it's primeval, its natural, and above all it's what makes each human being unique. Good luck Skipy - I'm with ya all the way!! x