the more I tried the more cartoony it became lol

Very nice job. I see you're exploring a lot the head shape. And the most important thing of this exercise is exploring. I don't see however much variation in the relative size of the features. To strengthen your designs try to think about the statement you wanna make with your caricature and make the features bigger or smaller to reinforce that. For example suppose your statement is that his head is really wide. You would draw a wider face, but you'd also keep the features small in the center so his head looks even wider in comparison. An other example: People with long noses, if you draw the eyes smaller and close together as you lengthen the nose it would look even bigger. Think about it as a sculpture on a budget. Initially you have the real head, you have to do a caricature, but you can't afford more clay. So you're constantly taking away clay from the less important parts to put in the most important places while maintaining the overall mass constant. I hope this make sense Best regards

The way I see it the thing that is hurting your process the most is that you're not exploring enough. You're not exaggerating enough and you're actually just repeating the same head over and over again. When you're starting doing caricature one of the most important things is trying out everything, even if you feel it won't work or it doesn't make sense. If you experiment enough eventually you'll build a visual memory library big enough and even attractive people become easier to caricature. So here some suggestions you can try it out: I feel she has a very round forehead and a pointy square chin. Have you thought of using a light bulb shape? Or go all out with the chin doing kinda of a upside down axe? Have you tried drawing from another photo? How about a pear shape? A diamond shape? Have you thought of going against the grain and actually try a wider face? Keep drawing, Keep experimenting and Best regards