I go to the Winds every summer, 2x last year & hopefully at least that this this year. Early September will definitely be past mosquito season, but you'll also be coming in to hunting season (the start week depends on the exact district -- you'll have to research that). It's much shorter (& more crowded, if that's possible) going to the Cirque of the Towers than Titcomb, but both are extremely popular. Loast Lake (in the Cirque) has horrible e coli levels (don't get in the water, let alone drink it, even filtered-- go further up the cirque to get water). "Everyone" either does "the loop" Texas & Jackass Passes (through the Cirque) or Seneca Lake, day hike to Titcomb & out. Trails will be busy, but not as bad as July or August.
As far as gear, I take a 35mm equivalent lens. Period. I took a 75mm equivalent once & never needed it (I took 1 shot with it just because I'd carried it in), but wider was much better-- you're in close enough to the mountains. I took a 22mm equivalent in once, but like the 35mm better, even stitching panos. The only time I really used a 70-200mm was when my husband & I got packed in & my husband wanted pictures of him climbing rope solo. In non-photography gear, I use Ursacks as they're more comfortable than bear cannisters, but generally camp above treeline, so less likelihood of bear encounters after the 1st day.
For Titcomb, I usually hike to Island Lake on day 1 (11 miles or so) as Seneca is very crowded & other places I've camped are now closed to camping. For the Cirque over Jackass, I go all the way in. Cirque via Jackass, I camp at Shadow Lake, (11 or 13 miles, I don't remember) then do Texas in the morning.
Bring wagbags, especially for the Cirque (the poop factor there is very high, thus the e coli levels in Lonesome Lake) or at least a Pact kit.
My pack for 8 days is @40#, but I go solo (my dog carries her own food but is no help with cooking gear or tent).
Feel free to ask me more. I live by Ward, so could even meet with you. I've posted a couple of my trips there, so you could take a look at those if you're interested.