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Play Contra Revenge of Red Falcon!
My 3 favourites are jc583, TheMexicanRunner, and DK28
My favourite is Dekap
Definitely BlueGlass. From what I've seen and heard, he is a very friendly, cheerful, passionate person. Definitely want to see more of him in the future, whenever he has the time of course.
DK28. Despite me sucking at Contra and almost all the games he plays, his commentary and cheerful personality always keeps me coming back and making me want to play those games. Retro gaming is always the main subject in his streams and that's a huge plus for me.
Geoff, Firedragon764, GameJ06, Authorblues, TMR, and many others that I'm sure I'm forgetting. Their personalities and chat are generally pretty chill.
Edit history:
stanski: 2014-12-24 02:44:46 am
stanski: 2014-12-24 02:40:18 am
wise fwom yo gwave
Eredani, Mike89, Mikwuyma, Andrewg, Frezzy, funkdoc, klaige, DK28, jimsfriend, rdrunner, kazooie, heidman, sinister1 and all the quake guys come to the top of my head. Purely based on my joy of watching their speedruns over the years and not from their personalities.

Thanks mike89 it humbles me that you still consider my old runs entertaining. Some days I dream of getting back into it and giving you a run for your money on Sonic 2, but I just don't have it in me and straight up don't think I could beat your run. My one wish in speedrunning is that I could have completed a 100% run of sonic 2, but now it is a pointless category pretty much with all the zips (maybe 100% no zips would be a fun category!). I just think coming up with ring routes makes sonic 2 much more interesting/difficult to speedrun and would love to see someone with your skill take it on!
Pj, Essenita, Sinister1, among others are currently are my favorites.  While I'm still new to speed running and have yet to get my stream up with no echoing, I hope to one day become a good speed runner.
Exo and TMR are my favorites. There are alot of other runners I realy enjoy watching too
Edit history:
Antilles58: 2014-12-25 01:49:46 pm
#FailFish
I'm my own favorite speed runner Kappa.

Actually, RaikouRider, Zoast, Techiyo, Puwexil, Essentia, and Garrison.
General Kong - Bullets and Bananas
Thank you Luigi and Green, glad my stream is fun.  Wink

And thank you Stanski!  Been submitting runs to SDA since 2008, I appreciate the positive feedback on my runs from the time before streaming was a thing.  Smiley
This is not the giant
Man, at times like this during the SDA threads, I just have to sit back and watch iateyourpie, good commentary, great chat, nice stream, you should all go follow pie and wait for him to broadcast today

Playing favorites is kinda stupid but I tend to find myself watching lots of Cyberdemon531, Ringrush, and a lot of the speedy speed boys in /srg/. I'm not a fan of big name streamers in general though.
Meteor Swarm
probaly Blueglass , Sadly he never stream. and Fundoc he explains things right when he run.
King Jerk
Calebhart42 for how chill he is on his stream and PJ for his sense of humor.
Other than me, Cosmo is my idol. He's the one who originally inspired me to pick up Ocarina of Time with his (at the time) WR 18:10 run.
Oh man where to start?!

Blueglass
CosmoWright
Brossentia
Puwexil
CaracarnVi
Spikevegeta
PJ
Sinister1
Breakdown

THERE ARE SO MANY PEOPLE!!! I LOVE EM ALL!!
Definetly Naegleria.
DoorbellCo
There's way too many to list.  I'm an obvious fan of the RPG crew (puwexil, essentiafour, brossentia, obdajr etc).

I'll answer with the first person I started following that got me into speed running: feasel.

He helped me improve my Link time drastically.

I'm also a big fan of Blueglass.  He's the best Yellow Shirt Guy I've seen.