A glove won't do much to relieve the nail issue. If she won't cut them short then you guys can try a small toy for prostate stimulation. I like this one that is not much bigger than a finger with the right curved shape. https://www.amazon.com/Rocks-Naughty-boy-Double-Silicone-Massager/dp/B001LV1J7U
Try one of these, and use lube! I love mine!
https://www.amazon.com/Rocks-Naughty-boy-Double-Silicone-Massager/dp/B001LV1J7U
Would that happen to be this one? http://www.amazon.com/Rocks-Naughty-boy-Double-Silicone-Massager/dp/B001LV1J7U
Pretty dang horny, hadn't gotten off that day yet. I'm guessing you mean "lube", in which case I would say plenty. The toy is
www.amazon.com/gp/product/B001LV1J7U/ref=oh_aui_detailpage_o00_s00?ie=UTF8&psc=1
Damn thats a long wait. Ill see what I can do.
Eh I went ahead and bought this
http://www.amazon.com/Rocks-Naughty-boy-Double-Silicone-Massager/dp/B001LV1J7U
This was my first vibrating prostate toy and probably still one of my favorites whenever my SO and I engage in prostate play. She can have me writhing with this thing.
I second Aneros toys as a good option but they take a lot of patience and time to master.
The Naughty Boy will give you some feed back in a single session with jacking off.