Last year I bought a Dragonfly mainly because of nostalgic purposes. During the 1999/2000 boom, I wanted a Turbo Bumble Bee GT but never got around to picking one up, my local card shop was carrying them. I did find however that my D-Fly’s gap was quite narrow, limiting what I could do trick-wise as it kept snagging on me. I also found it dying out/flipping out on me. I will note though that unmodded my D-Fly pulled off a 2-minute sleeper. Forget widening the gap because the string will slip. Weight rings however make the yoyo feel beefier.
When you’re ready for something to grow with, a Lyn Fury/YYJ Plastic, YYF One (never tried one…pun intended), Duncan FH2010, Metal Drifter (These are awesome metals for $20), or maybe even a Squirrel if you want something small to stuff in your pockets. Personally, if I were back at rock bottom and relearning everything, I would probably want a wider yoyo like the Drifter or Lyn Fury/Kickside, something with a larger catch zone.
A note about the Duncan line that can be frustrating for beginners: friction stickers and how fast they wear down. Fortunately, the Metal Drifter has silicone pads instead of the cloth friction pads that the 2010 FH2 has. It can be frustrating when they wear down and being a beginner, not knowing why the yoyo keeps slipping down and not sleeping. I will note that my FH2010 does seem to hold silicone as well as my Drifter. A tip for these is to remove a pad, it will still be responsive and you’ll have a spare pad.