Things might sound complicated, but the game provides a solid single-player tutorial for both play modes to help ease you into the rules. In fact, the single-player mode is surprisingly robust, featuring a bevy of boards to play on and Mario and Dragon Quest characters as rivals of varying skill levels. (If you're expecting to play as these characters, however, you'll be disappointed, because the only character you can use is your Mii.) By performing well in the single-player games, you earn stamps that can be used to purchase and customize clothes and animations for your Mii avatar. There are a lot of purchasable items, so if you want to get everything, you'll be playing for a while. Fortunately, single-player game sessions can be saved midgame, and if you don't feel like grinding, you can even set your player character to Out to Lunch mode and have the computer take over in your place.
Out to Lunch mode is likely to become tempting at times, because Fortune Street has a tendency to be a slow-paced game, even with the movement and text speed cranked up to max. Easy mode in particular begins to drag once all the property has been bought up; you find yourself circling the board waiting for someone, anyone, to get enough net worth to finally win. Standard mode can be infuriatingly slow in a different way as you wait for other parties to manage their stock portfolios and other assets. It's not unlikely for a single game session to drag on for a few hours.
It's this slowness and complexity that seriously hamper the appeal of Fortune Street as a multiplayer experience. The game offers far more careful strategy than a typical "party game," but at the expense of pick-up-and-play appeal. There's little in the way of direct player-to-player interaction except when money and property change hands--even the few minigames are strictly single-player. It's not a "grab off the shelf and play for a half hour" sort of multiplayer game: you need a group of people willing to commit a good chunk of time and effort to playing a somewhat complex finance management game. It's not a guaranteed crowd pleaser, and if you're hoping to play with younger companions, you're likely to have some very bored kids on your hands. At least if you can't find flesh-and-blood buddies with whom to run your own local campaigns, you can hop online to try to find some folks for Wi-Fi play.
Fortune Street is a serviceable board-game-style experience, but it comes with plenty of caveats: a slow pace, some initial complexity that's hard to ease new players into, lengthy single-session play times, and a lack of interaction with your opponents. It's certainly fun to snatch property up and reap rewards from unlucky foes, but it requires a great deal of patience and time commitment. If you and some friends are willing to make the investment, you might find rewards on Fortune Street; otherwise, you're better off sticking to something more immediately fulfilling.