Fitting image into a custom outline?

Hey, I recently started using Illustrator and Photoshop, and I need some help.
So I have an image that just uploaded. I would like to make that image fit perfectly into a shape.
For example, lets say I have a picture of a patch of grass, and an outline of a small hill. I want that patch of grass to be inside the outline of small hill and then I can stretch and edit and fit it perfectly.
Is there any way I can do that? If not on Illustrator on photoshop.
Also, I have an image that I uploaded of a an oversized jacked that I want to make slimmer, is there anyway way to do that? I used liquify but it turned out really weird.
Thanks in advance.

You should first make clear if you are doing stuff in Photoshop or in Illustrator. This forum is about Illustrator, so people assume you are using it. And while there are concepts that work in both, you still need to do it differently.
Second: please read the documentation or you won't understand a word of what people are trying to tell you. There is ne easy recipe in complex software.
Illustrator CC tutorials | Learn how to use Illustrator CC
Photoshop CC tutorials | Learn how to use Photoshop CC
Photoshop for Beginners

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