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but how is it that I've managed to keep up my pace by eating so little?
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Usually... the more overweight or overfat you are - you can get away with an aggressive calorie deficit (eg. eating under 1200 cals per day)
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Am I suddenly going to hit a brick wall and just stop losing weight?
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Everybody's different and you are kinda of ruining your metabolism by training your body to burn less calories by eating TOO less but other hand... maybe your metabolism has stayed in check due to your exercise routine so I wouldn't say 100% you'll hit a brick wall but I DO THINK you'll slow down to way under 20 pounds a month.
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If I do need to increase my caloric intake, is it still possible to continue losing 20 pounds a month? My goal is to reach 160-180 (I'll decide when I get there, not sure what a 'normal' weight for my frame would be) and I'm almost there so I'd hate to change my routine which has worked very well so far.
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At 215 pounds you need to eat 2000-to-2500 calories a day to lose 1-to-2 pounds of PURE FAT a week but here's the thing... Since you've trained your body to survie on 500 calories a day - You'll gain weight if you did this and you have to seriously ask yourself this... HOW LONG can I eat ONLY 500 calories a day?
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Also, is it a viable strategy to have a cheat day once a week to keep my metabolism from slowing? For example, going hog wild every Saturday and eating what I used to eat before I dieted.
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Cheat days are only good strategies for people who have excessive cravings that need to be dealt with once in a while during dieting.
That's my 4 cents - I hope it helps though