Different brands of cream will whip a little differently as well. Any heavy cream will work, but some work slightly better. My personal favorite brand is Clover, but I think that's only available in some areas of northern california.
To simplify, if you don't mind it being a little sweeter than I do, "baker's cream" is basically cream with sugar already added, so all you have to do is whip.
I just add "enough" sugar - I never measure it, so I go with what tastes good to me. I add less than I think I'll need, then taste when it's just starting to get firm. Add more sugar if needed.
If you whip too long, it'll turn really stiff and kind of a soft sweet butter. Some applications of whipped cream need it to be firmer than others, but that can take a little experimentation.
I sometimes use maple syrup or honey to sweeten the cream instead of sugar. I rarely use vanilla, but have been known to for certain applications (I usually just do sugar and cream).
An electric hand mixer is your friend. Whipping by hand is a lot of work
Have fun! It's really easy, and tastes so much better than anything out of a tub or a can - I don't understand why people buy pre-made whipped cream when it's so easy and quick to do it at home