I feel like in your situation you could go to guest services to explain the situation and I would be very surprised if they didn't allow an accommodation.
In short, if you have medical note from a doctor; medical exception can always be made for needing to bring medical equipment/medication/etc. needed to address any conditions.
To the glass strap question, yes it goes with you:
https://www.cedarpoint.com/blog/2024/top-thrill-2-rider-safety-guidelines
GLASSES
Glasses may be worn on Top Thrill 2, provided they are secured with a strap that is tightly secured to your head. You may not hold glasses or any other items while riding.
And for more context to the "later revisions", have been doing some added sleuthing with local friends and folks closer to the know at the park; it sounds like "the call" for clamping down on no items allowed within zipper pockets may have been made by Ride Operations or park insurance adjusters. On both of these fronts, there is a quasi-process for a new ride, where the park's construction team builds and commissions the ride to ensure complete and safe operation of the ride. At this moment, the ride is "handed over" to the park's operations team (aka Ride Ops) and other park departments to finalize all ride operation standards and requirements; this is things down to the detail of what is the minimum/maximum number of ride ops needed for safe ride operation, rider minimum height, and other semantics that can exceed manufacturer minimum recommendations. Insurance adjusters can also make recommendation of ride operation requirements to minimize risk/ensure optimal safety. Somewhere between these two factors was the moment of nixing allowance of riders to use zip pockets/require
all items be stashed in lockers or with a non-rider.
Gives some rationale to the later nature of this announcement (I still so fondly recall rogue Steel Vengeance riders who snuck cell phones onto the ride, only to accidentally tomahawk them off the ride on the double up after the MCBR), but still an obvious gaffe having a suboptimal "Plan B".
But, if you'll indulge me in a brief story time from my 2009 stint in CP Guest Services, that directly links to Top Thrill loose article policy:
A couple marched into the Guest Services office around mid-day, sharing the unfortunate news that they had lost their digital camera while riding TTD, which had photos of their newborn child. Setting aside the notion of why they wouldn't backup/send baby photos, were definitely not wearing cargo/zipper pockets, or the sheer safety question of
if a newborn mother should be riding a roller coaster; we called down to the area manager, who flagged it for the ride ops team to do a careful sweep of the track infield that night (standard process for ride open and close).
But that wasn't enough - the couple wanted their photos
now.
Often these types of gripe and complaint go unmet - it's easy to say no to guests who grow irate or come to expect anything outside of normal operation (e.g. YOU SHOULD REFUND MY PARK TICKET BECAUSE A SEAGULL POOPED ON ME!), but this couple managed to persuade the area manager enough to shut down TTD for
30 minutes, dedicating staff to quickly scan the area under the launch, brake, and top hat for a missing camera.
And you know what - the camera was found!
Except one thing, the camera memory card slot was popped open, and no SD card present. So with the camera returned to the couple - 45 minutes into the encounter I might add - they were
even more unhappy that they did not have a memory card in hand. Things only digressed from here, getting to the point of the gentleman threatening to: 1. jump the fence and search for himself 2. sneak into the park at night 3. swim (?) around the lake to sneak into the TTD area (I don't think he realized the park's lagoon is, in fact, not Lake Erie).
So try as we might, the couple left unhappy (albeit gently accompanied by CP Police). Never heard if they tried to sneak back on property, but I do know the missing SD Card of 2009 was unfortunately never recovered.
TL;DR Maybe this locker policy is a better idea than not.