The lower Vf will result in a deeper discharge when dimming occurs compared to a "regular" Vf LED.
Given a scenario where a small unprotected cell must be used, my suggestion would be to just make a best attempt to prevent over-discharge by monitoring usage as best as possible. Just check the cell voltage before charging when you get back from your outing and see how you did. Keep track of the number of times that a particular cell is discharged to a less than desirable level (I'm going to call this less than 3.0V resting, between 3.0 and 3.5V is less than ideal but isn't the end of the world). Provided the cell is recharged within a day or two, I'd maybe put a limit of a dozen or less accidental over-discharges per cell then replace. Combine this with some voltage testing after coming off the charger and resting for a day or so to insure that the cell will hold charge voltage effectively. (ideally above 4.10V, when the cell will no longer hold above 4.0V it is effectively worn out). With some due diligence like this, I don't see a major problem. Alternatively, you might just make a habit of replacing the cells on a yearly basis or something to that effect (depending on how frequently the flashlight is used).
Considering the small stature of a 10280, the risk factor of having an undesirable "venting" event isn't much different than any other cell, but the intensity of said event on such a small cell would pose less threat. The difference between a 10280 and an 18650 is like comparing a 22 to a 30-06. Both weapons can kill and cause damage, both should be respected as dangerous, but we all know the underlying differences.
-Eric