Photoshop does have `Edit > Paste special > Paste into`, but this doesn't resize the image to the selection. It is possible to do this by creating an `Action` in the `Window > Actions` panel. <sub>...or it could be done with a script. Script would give you more freedom to do exactly what you need it to do and more automatically as well.</sub> - - - - - Before you start reading the rest of the post, here's the action in use: ![enter image description here][3] - - - - - - - - I highly suggest you create the action yourself, as it can be very educating. However, since the action is super long, I figured I'd share the action file as well: <kbd>[**Paste Into Selection.atn**][2]</kbd> `Download at your own risk.` ...**Instructions for creating the action yourself**: 1. Make your selection. ( It doesn't have to be a rectangular selection. ) 2. Start recording the action... 3. Make a new layer. - `Layer > New > Layer...` - Don't name it. 4. Fill it with black - `Edit > Fill...` - Contents: Black - Mode: Normal - Opacity: 100% 5. Make a Layer mask - `Layer > Layer mask > Reveal selection` 6. Select RGB channel - Click the layer thumbnail 7. Select the whole document - `Select > All` 8. Copy - `Edit > Copy` 9. Delete layer contents - Mac: <kbd>Backspace</kbd> Windows: <kbd>Del</kbd> 10. Make a new document - `File > New...` - Don't change the `width` and `height`. 11. Place the image - `Place embedded...` <sup>In older PS versions this is called `Place...`</sup> - Then just place in any image. 12. Select the whole document again - `Select > All` 13. Copy the image. - `Edit > Copy` 14. Close the document. - `File > Close` 15. Unlink the layer mask. - `Layer > Layer Mask > Unlink` 16. Create selection from the Layer mask. - <kbd>Right-click</kbd> the Layer mask thumbnail and select `Add mask to selection` 17. Paste in the image - `Edit > Paste` 18. Re-link the Layer mask to the layer, - `Layer > Layer mask > Link` 19. Stop recording the action. 20. In the `Actions` panel, click the empty box on the left side of the place command. ![enter image description here][1] - This makes sure that PS stops to wait until you select the image you want to place. Otherwise it'll just place the image you placed during the recording. - - - - - - The action stops at some point to wait for you to press enter to apply a transformation. What you need to do is upsize the image to fill the whole document (as shown in the .gif), so that the image ends up filling the selection. If you just want to fit the image to the selection, then you can just press <kbd>Enter</kbd> to apply the transformation and the action will continue. - - - - - - - - You may want to edit the action to fit your needs more specifically. For example, after step `10`, you might wanna run `Image > Canvas size...` with the `Relative` option checked and make the document bigger. This way the image would end up slightly bigger than the selection, giving you some room to move it inside the Layer mask. - - - - - - - - If you are planning to use this often, you can set a hotkey to launch the action. Sadly the hotkey options for Actions are very limited. You can however get around it by making a script that launches the action. You can give scripts way more versatile hotkeys and you can even override PS hotkeys. Just make an exmpty file called `Paste In Place.jsx` and put in this: doAction ('Paste into selection', 'My Actions'); > This code assumes that the action name is `Paste into selection` and that the action is in a folder called `My Actions`. After 'installing' the script to the PS scripts folder and restarting photoshop, you can find it in the: `Edit > Keyboard shortcuts...`. Just expand "File" and scroll way down to find the script and give it a hotkey. For example, I set mine to: <kbd>Cmd+Alt+Ctrl+V</kbd> [1]: https://i.sstatic.net/GWD2W.png [2]: https://www.dropbox.com/s/lgask7z8nu3onel/Place%20Into%20Selection.atn?dl=0 [3]: https://i.sstatic.net/huefW.gif