I don't think that's entirely true. Cindy goes with Wade to the Garrison on several occasions. And we can assume from that, that she's been many times before in the past. Whereas Wade's own comments regarding the kind of places Cindy would like to go to, suggest they've never actually been to any, prior to the events of the game.
We learn at the beginning of the game, that Wade is a couch potato, and Cindy has put up with this for many many months prior to the game starting. To the point, she has to bully him, to even visit his friends or go to the Garrison for a night out. He isn't making a real effort to get a job, and is pretty much living off her. Which would infuriate any woman, if he also insisted on doing only the things he wanted, and didn't help out with the household chores.
Yes, Cindy doesn't take Wade's ambition to be a pro-gamer seriously. But to be honest, neither does Ian initially, until Wade proves himself in the tournament. By the time Wade proves he's got what it takes to be a professional gamer, it's already too late to save his relationship. Only Perry really gives any real credence, to Wade making a living from gaming. All the rest of his friends think it's a pipe dream, and Wade's stubborn unwillingness to motivate himself to anything but play games, does nothing to suggest otherwise. It's hardly surprising really that Cindy concurs with them.
I'm guessing that to become a pro-gamer requires a lot of dedication, just like becoming successful at any other sport. But that might not be conducive to maintaining a relationship. I'm pretty sure Cindy didn't sign up to Wade spending all his time, getting good at playing video games, when they started dating and eventually moved in together. So why should he assume, she'll be ok with it? All of Wade's unwillingness to leave the house, not look for a paying job, refusal to help with chores or even hang out with friends, so he can just focus entirely on getting good at playing games, suggests he assumed that Cindy would go along with it. And she did for a long time, so long that Ian and Perry wonder if her and Wade will even turn up, for the first get together in their apartment.
What Wade does at the start of the game, is too little too late. He's already set in motion the frustration, that Ian or Axel is going to exploit later in the game. Cindy never signed up for him to become a pro-gamer. He should have made more of an effort, to satisfy her needs, if he wanted her to become ok with that. He was asking a lot of her, so it wasn't unreasonable for her to want something in return.