Do you think a Winston WT 8’3wt rod can handle small streamers? Something like a size 14 Woolly?
yes, I toss streamers that size with all of my three weight rods. Have fun!
Sure!
It won’t be pretty but I’ve lobbed streamers with just about every rod I own including 7’ & 6’6" 4wt bamboo, a 7’6" 3wt Winston DL4, a 7’9" 2wt Winston LT and some light line glass that is way slower than that WT.
I just wouldn’t expect to have a ball doing it but with a little haul and a short stout leader NOT tipped out too fine; you should be able to zing it out there just fine. Roll casting MAY be another story though.
Dear Gramps,
I thought you said streamers? A size 14 is a midge.
I’ll fish lead-eyed Clouser minnows up to a size 6 on my one weight. It’s not hard to do if I use a shorter and stouter leader. Trying to fish one on a 9 or 10 foot 5 or 6X leader with a light rod is an excercise in futility. Up sizing to a 7 1/2 foot 3X leader makes it pretty easy.
Best Wishes,
Avalon 
I knew I was going to get in trouble for calling a size 14 a streamer.
I didn’t think the little 3wt could handle anymore.
Dear Gramps,
I was only kidding about the midge remark. I was serious though, when I said the proper leader makes a difference when casting larger flies with lighter line weights. It even makes a difference with heavy line weights. Experiment a bit one time on the stream and you will see for yourself.
Best Wishes,
Avalon
You could also get in trouble for calling a woolly bugger a streamer, but that’s a whole 'nother argument.
Ok, how about this?
Can I throw a size 2 Zonker on my little weeny 3wt?
Gramps,
Yeah, you can.
What I’d do, if I were you, would be to take all of my largest flies, the size 1/0 streamers, the spun deer hair bass bugs, the clousers, etc., down to the local pond/lake/or lawn at the park.
Put a reasonably stout leader/tippet on your 3 wt… The same set up, at least, leader/tippet wise you’d use for the same flies on a 6 wt.
See how each casts for ‘you’.
You will be surprised, I guarantee it, by what you can actually cast with a lighter rod. You’ll also get some idea of what kind of distance limitations this type of casting will entail (it is a trade off, unfortunetly. The lighter line can colaspe at longer distances with heavier and more wind resistant flies). Different for each, as skill plays a part here.
Just try it.
Good Luck!
Buddy