Yes you can do that with an [Entry Form][1] in your template. Have a look at the [assets fields][2] article in the docs, there is a small section about [uploading files from front-end forms][3]. [1]: http://buildwithcraft.com/docs/templating/entry-form [2]: http://buildwithcraft.com/docs/assets-fields [3]: http://buildwithcraft.com/docs/assets-fields#uploading-files-from-front-end-entry-forms