So my original plan was to get a used dual sport bike to start out on. I already took the basic rider safety class - and rode a dual sport there so that was good. I passed the riding test so now I am licensed - Woohoo! I've been watching YouTube videos of people riding and reviewing various dual sport bikes when I happened to view a sport bike video of people riding on Mulholland drive near LA. That suggested videos column is addictive - so next I clicked on a suggested beginner bike video. That video suggested a Honda CBR250R. I navigated to the the Honda Power-sports website and there it was (Choir voices,... Ahhh!) The CBR250R Repsol edition. I just took one look at it and said, "That's my bike." (insert Gollum yelling "Curses and splashes!") And now I am trying to justify to myself why I wanted a dual sport in the first place. I live in the western suburbs of Chicago so there aren't any trails easily accessible for me (that I currently know of) without a long drive - certainly not riding there on a 250cc dual sport. I was planning on getting a trailer (or build one) to haul it to a trail or riding area - probably in S. Illinois, Wisconsin or Michigan. Furthermore, when I peek in on prices on Cycletrader or Craig's List most used dual sports I am looking at are $3000'ish; ones with a lot of miles or heavily modded worry me (I don't want to have to fix something I just bought). A new bike is not that far away at $4300 list. Not really interested in plating a dirt bike - maybe next time. The question going through my head is: Since I am just starting out riding I will probably do most riding on the street even with a dual sport. I don't want to have it be a big chore to hook up the trailer, drive 2+ hours to a trail, have to use an entire day or weekend of time, return, unhook trailer, and then wash the bike. I currently have a big telescope that I hardly use because the little 4 inch does the job and I can have it in the car in 5 minutes, setup time nil - even though the big scope has a much better image. The big telescope cost me $2K+ and the little one $150 (used the big one 2 times this year vs. 5 for the little one). So the question is - Will I use the dual sport off-road like I am envisioning or might it be better to focus on riding on the street first then get off-road when I am a better rider? I don't plan on racing the bike or riding fast on public streets - it just looks like a fun ride to hop on and ride around on (no trailer, no fuss). Might get old fast though. I'm also understanding why more than one motorcycle may be necessary - and I don't even have one yet. If there are closer trails in Illinois to ride rather than long hauls to another state then my worries are over - I'm getting a dual sport. I'm just kind of shocked that seeing the CBR had this effect on me really. I even went to a dealer to see one yesterday. Any advice on beginning riding experiences/learning and purchasing decisions would be helpful. I don't want a motorcycle that just sits in the garage. I'm hoping the key to this is finding others to ride with.