songofthesea,
You've got it all covered... Red Sox, Patriots and Celtics! I'm with you, Babe! I own the mono Speedy 35. It is fantastic! The size is a little more uncommon and I agree with all the things that have been said about the Speedy. In addition, with the 35, you can use it when you travel as a carry on bag. It is gorgeous as an everyday bag as well. You don't have to fill it up to capacity so don't worry that you don't have enough to put in. That's the beauty of the 35. It can fit as much or as little as you need. It looks so chic against any outfit. I love mine.
When I go out to dinner I don't carry a Speedy. I find that a clutch is more chic. But you could probably get away with using the Speedy for an early casual dinner.