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Everyone has different preferences with pubes. Personally my bf and I prefer full bush. It also makes me uncomfortable when he shaves for the same “childlike” reason. We've both shaved to try and and neither of us are a fan. Nothing wrong with liking full bush or bare, and I'm glad you had a healthy conversation to discuss it. So question: do you shave for you, or because you assumed it was what he would want? If you shave for yourself and want to experiment a bit, maybe try leaving a strip or trimming; something you are both comfortable with.
You are young and will hopefully learn from this. Some guys' egos are quite fragile. Knowing that he kept asking about stuff, I might not have outright lied to him but I might have just said the ex was ok (not so great you came all the time).
Wank more. Keep the tank just above empty.
It sounds like you just want to get her off quickly so you don't feel guilty about finishing quickly yourself. Actually, most of this sounds like it's more about you than her. She's told you what she likes and how she prefers to get off. If she's open to trying new things, let *her* decide what they are. And start looking for options to help stave off premature ejaculation. A cock may help you stay harder for longer if that's an issue but it's not going to help you last longer.
Am I really limiting myself by believing small boobs just can’t measure up to the full fantasy? Yes. Every boob is great in and of itself.
Take her shopping (or browse together online) and let her pick things that she would like, part of the fun is buying them together!
Simply make sure they never ever get on the internet. This includes all messaging apps and such, but also cloud storage backup like iCloud or Google Photos. Keep them on a physical drive in a secure place that only you have access too, and delete any other copies. This is what we do with my partner and it makes us both feel safer.