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I am going to guess that since you can copy some types of media files to your phone then the problem is the format of the video files you want to copy. The phone's media playing application may not show files it cannot recognize.(or show an error message).
If you want to watch videos (or movies) on any type of smart phone or mobile player then I suggest you download a free application called Format Factory. It converts any type of media file to any other type of media file (video, music, pictures, DVDs). It has settings for Blackberry phones, iPods, PsP, etc. Go to: http://www.formatoz.com/ and check it out.
Videos will have different file types(Ex: .mp4,.mpeg,.vob,.avi etc).If you are using windows media player, all video file types are not supported.Install TCPMP Player which you can download from internet.It will play almost all filetypes.