HOW TO SEND FILES USING SKYPE
STEP 1 : In your Contacts or Recent tab, click the contact or conversation you want to send a file to.
STEP 2 : In the chat text box, either click the Send file icon.
Browse to and select the file that you want to send. Then, click Open. STEP 3 : Browse to and select the file that you want to send. Then, click Open.
STEP 4 : The file is sent to the participants in the conversation. Another way to send a file is to go to your contact list, right-click the person you want to send a file to, and then select Send file….