Hear me out:
Tweak it a bit so an engine can work on this, then plop Neil on the skr with this, now he and Skarloey can go on a woodland date (double heading a train).
I would say yes, were there not a few technical difficulties with this set up - ones that have much more to do with the loading gauge of the SKR than the actual bogie wheel idea.
Obstacle one:
This is just outside the Thin Controller's house - this bridge is quite literally at the exit to Crovan's Gate yards! Neil would not fit under that - I mean, potentially he could if you chopped off his funnel - but that's a bit cruel to the poor engine.
Still, even if you made it past obstacle one - there's obstacle two:
This is at Cros-ny-Cuirn: the first station on the line. And it's another low bridge - one that's potentially (though it may be the angle) got an even narrower clearance than the first bridge! Were Neil to try and get through this spot, his funnel and possibly any other fittings atop his boxy boiler would have to be removed.
Surely - surely - after all this, they have to be in the clear, right? Nope. Cause here comes the real deal breaker - obstacle three:
It's Rheneas Tunnel. Rheneas Tunnel is the real dealbreaker behind why Neil (or any other NWR engine) could never traverse the SKR. This tunnel is tiny! Duncan caused the roof to partially collapse - and he's a narrow gauge engine!
And before someone mentions the rock and roll: Peter Sam lost his funnel to an icicle in this tunnel cause it's so narrow that an icicle can dangle low enough to do that kind of damage!
To be even more clear: the TV series does not do justice to just how tiny and narrow this tunnel is - look at it! It's a miracle the SKR engines fit; Neil has no chance.
Sorry to be a bit of a Debbie Downer, but Neil just couldn't traverse the SKR: he's too tall and too wide. Though I may be relatively open to the zanier ideas of the Thomas fandom, I am at heart a bit of a purist. I grew up on the books more than the TV series, and it very much instilled in me a similar outlook to the Reverend himself.
Then again, the Reverend would tell me I've lost my mind for entertaining the idea of engines being in relationships so...
Were it the CGI Skarloey Railway, they'd be fine - but both classic and book series would be a no.
(Then again, nothing after Season 7 actually exists...)
Thank you for the ask!