Error while sending images via messages

Hi there,
everytime i try to send an image (small size) from my macbook pro using osx mavericks to an iPhone i get an error that ist was not able to send the image.
How can i fix it or is it impossible to send images from macbook (OSX) to iPhone?
Regards

Hi,
Are you using anything like Little Snitch (An app that monitors and tells you both incoming and outgoing connections for any App and lists ports and IP addresses involved) ?
This may be blocking the File transfer part of the iMessages side.
DO you happen to have an AIM ID set up in Messages ?
If so can you Transfer Files and pics in an AIM chat ?
(this involves a different File Transfer assistant "app")
9:11 pm Wednesday; April 9, 2014
 iMac 2.5Ghz i5 2011 (Mavericks 10.9)
 G4/1GhzDual MDD (Leopard 10.5.8)
 MacBookPro 2Gb (Snow Leopard 10.6.8)
 Mac OS X (10.6.8),
 Couple of iPhones and an iPad

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