There are several ways to send files (pictures, text, etc.) to any of your contacts, under Skype:
- You can drag and drop the file directly on the contact name. The transfer shall begin as soon as your contact accept the transaction.
- Right click on the online contact and select "Send file" . An explorer like window shall open...browse for your file and click on Open.
- In the right pane click on the + button , located next to the Call button and choose "Send file"
- During a conversation with multiple contacts: You can send a file to all participants, simply by clicking on "Send files to everyone"
This is how Skype allows you to your transfer files!!