I was just about to write that I prefer a shorter jacket, but Angie beat me to the punch. I'm not sure what looks best on a pear because I'm an hourglass (tending to a rectangle), but I think, in general, shorter jackets look more contemporary and stylish. Longer jackets look old school. I believe in looking conservative, but I do think that can be done with a short jacket, as well. (Of course, for me, looking conservative means taking out my nose ring!)
Depending on what you can wear at work, you have many options for making your outfit fab. I think it depends on your personal style-style persona and work requirements. I tend towards modern-classic, with a slight urban or artsy look.
In winter, I might wear to court with a younger, cooler judge, my brown suit with a short-sleeved striped button down (the stripes are in orange, pink, yellow, and white) which has a slightly modern and funky collar with a pink, slim-fit cardigan over top, and my brown suit jacket on top of that. Or, I might wear with this same suit (it's my favorite) a navy blue knit, short-sleeve shirt, with a grass-green fitted cardi over. For shoes, I will usually wear knee-high, black heeled boots under (I don't have a huge selection of shoes) or sling-back, point-toed tan pumps. (they are actually pretty cool and funky pumps).
Or, with a more conservative judge, I will wear a button-down, blue-ish gray top, or a thin, light blue cashmere sweater, tucked into my gray, pin-stripe pencil skirt with matching jacket. With that skirt, I like to wear a pair of round-toed, high-heeled Mary Janes in black. I think it makes the outfit look chicer.
I'm not one for jewelry, but I will usually wear a scarf with the outfit until I get to Court. then I'm so nervous, I get hot and have to take it off.