I am currently on my 5th bike in 7 years. All Harleys, my first was a 2000 Sportster 883 custom, had it 3 month and decided it was way too small, got a 2001 Heritage Softail, (my favorite of all the bikes I've had), had to have a Fatboy 2002, then traded it for a 2004 V-Rod. Currently have a 2006 Softail Deluxe. It's a nice ride also. My advice is if you can rent a bike that you really like, do so for at least a weekend. Looks are one thing, riding is another. That is the true test to whether it fits you and you fit it. Good luck on your journey. Ride safe!