To simplify what petersea said...
If there's a Y-valve in the pumpout line, you only need to make sure that it's open in the direction of the deck pumpout...the handle on it lines up in the direction of flow. The dock pumpout will suck the waste out of the tank.
It's much more important to make sure the tank vent isn't blocked, which is likely if the boat has sat for a while...'cuz if the vent is blocked, the pumpout suction will pull a vacuum that will prevent anything from being pumped out and COULD implode the tank. So trace the vent line to the vent thru-hull...then from the outside, poke a screwdriver blade or anything that'll go into it in it and scrape out anything you find. If there's a screen on the thru-hull, knock it out...it's not serving any useful purpose.
Do not turn the pumpout over to a dock hand and walk away...stand there and watch the site glass in the pumpout line to make sure waste IS being pumped out. If you know the tank has more in it that comes out, stop pumping out till you know what's preventing it and have fixed it.
Since this is your first pumpout, you should also thoroughly rinse out the tank after all the waste has been pumped out. To do that, put a couple of gallons of clean water into the tank via the deck pumpout fitting--'cuz that sends the water into the tank at the bottom to stir up any sludge...pump that out. Repeat...repeat...till you're pumping out only clean water. This should be done at least 2-3x/season and especially in preparation for winter layup.
You might want to check out the link in my signature...it goes to a comprehensive "marine toilets and holding tanks 101" manual that will help you learn how to maintain your system to prevent problems instead of fixing 'em...prevention is always cheaper and easier than cure.