I'm exactly the same way. Exactly! I have a hard time spending any money on myself. I hate getting my hair cut cause I feel guilty about spending that money on myself. Or buying new clothes, ect... I don't hesistate to buy my kids something, but spending money on myself seems wrong. I feel like the money could be "better" spent elsewhere. I had my son while I was in university and I was always so broke. Like food bank broke. I remember walking into my local resource center in tears cause I couldn't afford diapers and I didn't know what to do. I had to go to my parents to get grocery money once. So I always like to have a cushion now. And it pains me greatly to spend it-especially if I am spending it on me. I was upset when I had to drain our emergency fund cause it meant we didn't have one anymore. Eventhough, that was exactly what it was for, the thought of not having a cushion anymore made me leery.
I used to hoard all my points too (airmiles, aeroplan, SDM, ect...) until someone pointed out to me that they weren't earning me interest! So now I spend them when I see something I need/want.
Speaking of emergency funds (which still hasn't recovered from when I had to use it last), woke up this morning to pink fluid on the snow under the car. Means the power steering is leaking-again. And of course the car isn't under warranty anymore. Sigh....