If I do want to get into wine and generally like sweeter wines is there certain types/wineries I should look for? Note since I may not fully appreciate the wine right away for what it is, I wouldn't want to be paying more than $15-20/bottle to start.
Long story, but I'll try to shorten it without losing the impact...
A looooong time ago, I heard about a NPR fundraiser wine tasting. It was at a nicer restaurant, about 20-25 miles from me. They still had tickets available, and I working the night shift, with the next day (night) off decided at 7 am that I would go.
I worked 2 more hours, and right at 9 am I called a limo company. I guess I could have just gone with a cab, but Uber didn't exist back then, and everybody knows cabs (in Detroit) are filthy and overpriced. A limo was the way to go.
The limo company offers me their 1930s rolls royce limo. I ask, "How much more would it be", and they say "No extra charge. It's available for tonight, and does us no good sitting in the garage". Only a moron would say no,
My date and I (not Mrs Zombie... it was a looooong time ago) arrived at the restaurant. We were dressed nicely, but not to the nines. I had a suit coat, nice shirt, and jeans. She had a older fashion dress (she was a model about 10 years prior). The wine tasting was on the patio. When we pulled up, we were in full view of the entire affair.
When we walked up to tables for a tasting, a number of the purveyors would reach under the table to pull out "the good stuff". People were talking to us like we were "'somebody'. My date, very adept at socializing (I'm best left as a wallflower) chatted back, and had no presumption about putting on airs - but could do it without being a neanderthal.
So there we were, getting yet another fine bottle from another vendor, and this man named Martin introduces himself to us. He tells us he's the editor of Wine Spectator magazine (I never heard of it at the time). As we are tasting the beverage, Martin asks "What do you think?"
My date says, "I don't really know what to think. I don't really know a lot about wine. I just usually drink Rose"
Martin smiles and says "We were all there once. You start on wine coolers, then Rose'. Then you start drinking whites, before you can enjoy sweeter reds. Eventually, you'll pick up on the differences, and the complexities of wine, and all the reds and whites open up to you. You won't ever want a rose again".
That line stuck with me. It turns out that wine is a lot like advanced mathematics. You have to go through the easy stuff before you get to the more complex functions. Then the world opens up, and you never view things the same way again.
Really, it's not unlike learning about poker chips when I think about it.