Sadly you will ALWAYS want a better amp/guitar combination. I have had a lot of amps, but bang for buck the DT-25 delivers some truly great tones. You will NOT be disappointed with the Strat into the Fender model, or the Chime. A great sounding Strat into the DT-25 will sound...great!. I have a Strat and a Tele (the former a vintage 80's, the latter a Squier Classic Vibe BSB) and both sound absolutely Wonderful Into the DT.. Would they sound better through a Twin reverb? Of course...but the 5%-10% better is not worth the Grand you would have to drop on it IMHO.
It's the limitations of Guitar and amp that make you a better player....