Pregnancy and calorie counting

The extra 300 cals is basically 2 cups of 2% milk. It seems like a lot but it's really not. You could also add in more nuts, I would add canned oysters cause they're a good source of folate.
I counted from about 14 weeks on as I had gained 9lbs just in the first tri. By around 20 weeks I had actually lost weight (I was over weight before so it was ok). Just keep doing what you're doing.

It's most important to talk to your doctor- that being said:
it's my understanding that you should maintain your first trimester, gain at least half a pound a week your second trimester, and gain at least a pound a week your last trimester.

PS...just realized you were looking for specific advice regarding calorie counting. I'm afraid I don't remember exactly what I did, nor would it likely apply to your scenario. It sounds like you are a lot more focused than I was on hitting specific caloric targets. IIRC, I actually set up my calorie goals on here to lose a pound or so a week, which worked well. I didn't always hit MFP's target calorie intake--I did frequently eat somewhat over that--and I didn't worry about it. It was the overall lifestyle change that I was after. My rainbow baby was born perfectly healthy and spot-on average in weight. I, however, had shrunk nicely.

You may find it interesting that elsewhere in the world (I'm assuming you're in the U.S), the guidelines for "healthy pregnancy weight gain" are sometimes different than they are here. In particular, I've read that pregnant women are regularly counseled to curb their eating and yes, even to lose weight, in certain European countries. I've never heard of that being the case here. Anyway, I was told by numerous well-meaning individuals that I should expect to gain 35+ pounds with my pregnancy and to just accept it...and that any effort to consider curbing my weight gain was horribly irresponsible. Gaining that much weight would have been a nightmare for me, physically. I really feel strongly that the recommended weight gains, for both normal weight and overweight/obese women, are sometimes out of sync with what basic biology dictates. There's a reason why women have a higher % of body fat than men...it's a built-in reserve to help support a growing baby. No need to drive yourself crazy eating more food than you are comfortable eating just to hit someone else's idea of your "correct" weight gain. Believe me, the baby will take what he/she needs and WILL grow. Just continue to eat your normal healthy diet, no need to drastically change your habits unless you are counseled to do so by your doc.

Sorry for the long ramble.

When I was pregnant with my two boys I was advised to eat an additional 300-500 cals a day. That if you are a healthy weight before hand you want to gain about 24lbs with most of the weight being in the third trimester. My advice would be to eat at maintenance plus the additional calories. Don't limit your food choices but try to make nutritious choices as much as possible. Chocolate made me nauseous when I was pregnant so it was easy to avoid that temptation. And don't worry about what the scale says it's just a number, remember you are growing a extra person in there be kind to both of you.