The initial incident definately sounds like an acute anaphylaxis (possibly due to allergic) reaction - including the going blue, weakness & head tilt. If the dog was going to have a reaction to the Benedryl, it would have had a reaction to the initial antihistimine given to it at the vet's.
I wonder if the wet paw was thoroghly examined? under magnification? if there was a stinger left in and it shifted to a sensitive spot, it could have caused a pain response in the second incidence, which totally explains the dogs reactions as you described (and not to offend, but also especially if the dog isn't the bravest soul).
Also some itchy bites stay itchy for days and benedryl doesn't always handle the itch/pain if it is intense. Even in myself I had a spider bite that made me nearly chop off my own leg while i used antihistimines, until i got on a combo of antihistimines, pain killers and steroid cream for it. In the second instance, did the dog go blue as well or just the hiding, shivering, lethargy? was the lethargy as bad as the rightsided weakness in the first incident or just an exhausted type of lethargy & weakness?
As for the hypoglycaemia, you can certainly ask the vet to do a glucose curve to try and determine diabetes. Otherwise low blood glucose usually occurs in tiny breeds and neonates when they haven't eaten enough, gotten too cold, sick from disease etc. Seizures associated with low blood sugar are usually a grand mal with full on twitching and paddling. If your friend's dog is 6months old, eats well, medium sized and never had a problem before, hypoglycaemia seems v. unlikely unless there is a disease process going on, even in this instance.
I'd say double check that paw....
best of luck,