Which material for longer-term wear?

I have an nJoy large Pureplug stainless steel that I use for long-term wear (usually a few hours up to a full day at a time), but that's more of a "set it and forget it" plug. I've been interested in Aneros for years and finally decided to give one a shot.

My Pureplug is 1.5", and the toys I play with are bigger than that. But while I love the feel of bigger toys, I'm never able to achieve an O with them. So I'm not necessarily looking for the biggest option.
The models I'm looking at are Eupho Syn V, Helix Syn V, Psy, and Progasm Black Ice. 

My biggest concern is lube. With my stainless Pureplug, I push some coconut oil inside me, rub a little on the plug and my sphincter, and I'm good for hours without drying. 

With silicone toys though, I've always found them to dry out and get grippy pretty quickly. I don't want to have to lube up to the point that my underwear, or god forbid my pants, get a spot on the butt.

I'm assuming the black ice would keep from drying out better than the soft silicone? In an ideal world, I'd just buy them all and see what works, but that's not really an option.

As for vibration, I can see the benefit of starting with a non-vibrating model and then eventually upgrading, but I'm more of a "buy once cry once" person. 

So yeah, any and all advice is appreciated.