Massive tl;dr incoming.

I'm sure he hates it too, I can only imagine being catered to your entire life and then ending up with someone like me.

Okay, first off, this is unproductive thinking. There's nothing wrong with you. You aren't somehow lesser because you won't bend over backwards to keep him fed like Mommy did. He's not a little boy anymore, and it's fine for him to need to contribute. This isn't some deep flaw with you. You're both contributing to the state of your relationship.

Step one: sit down with him and discuss your budget. You cannot afford to keep doing this. You need to both be on the same page about that. He needs to acknowledge that a change needs to be made and why so that you're not fighting a constant uphill battle against 'but I want'.

Step two: buy a crockpot. Crockpots are amazing for people who hate to cook because you dump things in it, set it, and forget it. You can even make up freezer bags with everything for the meal in it, then just dump the bag in the crockpot in the morning, set it, and come home to food.

Step three: Menu planning time. I love my husband to the moon and back. The sonofabitch couldn't tell me what he wants to eat if I held a gun to his head and screamed at him for three hours straight. (I really do love him, but for fuck's sake, man). My workaround for this? I sit him down with a website and tell him to get back to me within X amount of time with three things he'd be willing to eat from that site. Find a site with crock pot recipes. Mexican enchilada soups are super common, so he can't bitch that there's nothing Mexican to eat. Repeat as needed. Over time you'll build up a list of recipes that you can draw from. Once a week, make something that you want to make that he's willing to try. Expand your horizons with that once-a-week meal.

Step four: Figure out an allocation of labor. He's contributing. That isn't up for debate. I don't give one tiny fuck what Mommy did for him when she was wiping his ass: he's a grown-ass man and he's going to swallow his whining and contribute.

Step five: Leftovers. They're your friend. I usually meal prep (which means I make all the food for the work week on Sunday and weekends are a free-for-all), but when I don't, I like to follow a rhythm of preparing 4-6 servings for dinner. Eat dinner, then box up the leftovers to take to work for lunch for the next day or two. Plus side to crock pot meals? They generally reheat pretty well. This saves you on labor and eliminates the temptation to go spend seven bucks on lunch every day at work.

When it comes to actual cooking, find a good recipe and follow it. You'll develop a sense for how things work together over time and as you see ingredients paired together. Cooking classes can be good, but you don't need to get fancy. The internet is an absolute wealth of information.

Look into makeahead breakfast burritos as an easy place to start for breakfast. You can make a batch, pop them down in the freezer, and grab and go. Allrecipes has an insanely popular recipe for slow-cooker chicken tortilla soup. I'd start there, then move forward.

Any lifestyle change is difficult. I think it'll be easier for you two starting out if you don't go zero to sixty and decide you're going to go from eating every meal out to every meal being home-cooked. Make yourselves a reasonable goal for week one and move from there.

Also, obligatory plug for /r/EatCheapAndHealthy. Great subreddit with a lot of recipes and advice, with a lot of top posts geared towards people in your situation.