ok ladies, my friend has very bad self-esteem and when it comes to asking girls out hes kinda on the shy side, hes a true mate and i want to help him but i really cant think of how to do it, i cant really say if he's ugly, after all i am a guy and i dont really know my way around these things so i was wondering if any of you ladies would know how i could get him to ask out a girl he's been googling at for ages, ive tried pushing him towards her, ive tried asking her but shed rather have him talk to her, and he doesnt really have interests in women, he just wants someone to go to he movies, etc... with, or so he tells me

plz help me help him