There are 2 ways via which you can manage your Skype History and thus, your communication.
How to manage Skype History
When using the text option, your message history is saved to the Skype forever. Every single message you’ve send to someone is stored to your computer. Nevertheless, you can take action to delete it. Here’s how! Open your Skype window, then click on Tools in the menu bar and select Options. In the left pane, click on “Privacy settings” tab.
Then, from the right-hand section select the “Clear history” option. A dialog box will appear on your computer screen and prompt you to confirm the deleting action.
All the recorded history will be deleted. If you agree, click on “Delete” button. This removes the entire history from your device, including instant messages, calls, voice messages, SMS text messages, video messages, sent and received files. The deleted information cannot be recovered later.
Disable Skype history feature
Assuming, you have your Skype account opened, go to Tools, select Options and from the left section, choose Privacy settings. Look for “Keep history for” section in the right. There click on drop down and select “no history”. That’s it, Skype will no more save any communication details to your computer. Alternatively, you can specify the time limit from the list for how long you would want to keep your Skype conversation history.
This is how you can manage your Skype history.