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Talking to a local fly shop is a good start if possible to get an idea of what flies to buy and when to use. The Bears Den in Taunton MA is a great shop if you don't have anything local. Call them. Ask to talk to someone about buying some flies. See if you can get some input that way.
As mentioned though you cannot go wrong buying some buggers in black and also in olive. The larger the number the smaller the hook. So a Size 14 is smaller than a size 6.
In the late fall I fish with a fly for trout and get big browns using the smalls buggers I can buy or make say size 12 or 14. Bug if trolling I would try something larger like a 8 or 10.
Gold Empie's shiners aka Goldies are great trolling flies for rainbows. They have a tungsten bead and will sink fast so good as it gets later in the season and the fish start staging deeper.
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