Hello Ryan, what great taste in cars you have. That 355 is beautiful. I was drooling over one in a garage recently. Proportions are wonderful and it looks good from any angle.
The boot on the GT is pretty ok. We managed four of us - two adults and two stringy teenagers plus two weeks worth of shite down to the Ardeche last summer. Even squeezed in a beach cricket set AND had space for a few bottles of plonk on the way back. It's fair to say that we didn't take as much stuff as we would take if we had a bigger boot, but whatever car we've ever had always gets filled to the gunnels. Luggage expands to fit the space available, etc...
Anyway, glad you appeared from the shadows and hope to see more of you on here.