My Fender was my first fretless. I learned to play it by studying doublebass technique, which came in handy when my daughter stared to learn cello and I had to take the lessons with her. Love my cello. I don't play as aggressively with the Fender because I want to make sure I play an F, not an E###. It's easier to drive the beat with the lined fretless simply because I'm more confident.
I also have a Drake fretted -- it's in my profile picture -- and I can tell you that the Drakes are the easiest playing and best made of my basses.They are amazingly flexible in tone, light and a delight to play. I'm talking with Andrew about building one to honor my classical pianist/opera singing mom and her music now that she's falling into the black hole of Alzheimer's.
You can find cheap fretless basses if you want to start that direction. I love both of my fretless basses for the sound and the challenge of getting it right.
And you won't go wrong with a Drake fretted or fretless. E-mail Andrew and tell him Mac said 'hi.'