My first annoyance with the device, was that you could not have the included antenna headphones plugged in at the same time as the charging cable. The plastic piece that plugs in for the headphones, hangs over the edge of the plug much further then it needs to, and because of this it makes it impossible to have both plugs in.
This design is probably on purpose, so that you basically have to by a dock to get around it.
Well, I decided to get around it with a Dremmel.
Basically the headphone plug has a lot of extra plastic around it on each side. All I had to do was remove about a centimetre from the side closest to the power plug. I used a large rigid wafer type cutting disk, I used it to cut initially, but did most of the work using it as a grinder, slowly grinding away the plastic.
The one thing you will want to watch out for is the little metal hook that comes out the side to hold the whole assembly in the Stiletto. Do not grind or cut this.
Also do this process slowly, and check it often to see if it will fit it yet. You DO NOT want to go any further cutting/grinding then you have to in order to get it to fit. Otherwise you will find that the clip no longer has anything to push against to stay in place.
So it worked beautifully, and I now can simultaneously have the DC power adapter, the included antenna headphones, and some additional headphones, or line out, all directly on the Stiletto, no dock. This works on the both the Stiletto 2 and Stiletto 100.
This is handy for me, because I have a few places I use the Stiletto throughout the day, but I do not want to buy 3 docks, at 50 bucks a piece, I would end up spending more on docks then I did for the Stiletto 100!