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There was a segment on Strava called 'richard ramirez', named due to its length, roughness, and penchant for catching you unaware..
Think it's been removed nowadays.. Understandably
'[i]Grandad, Dad and the Dentist[/i]' always raises a smile - not just coz of the name!!
`Mumsnet Backdoors' Center Parcs, Longleat
"The Roots of Doom" in the Chilterns so named as they were a fearsome* set of roots with a flinty chalky gully... That for most of the year were handily named "The Roots of Minor Inconvenience..."
*They could be occasionally doom ish, but let's not kid ourselves
Theres a strava run section near me called "Rob is Jewish"
Skullbuggery
From Collins English Dictionary...
"The Act of having butt sex with a skeleton"
*Drops mic*
roadie strava segment outside of Cambridge (and I think near a wildfowl reserve or sumfink) is "Fear of Black Gannet"
I think West of Whistler has some great names:
Mandatory Suicide
Golden Boner (as above)
and others that I can't remember! ๐
"Tourettes" in Sierra nevada Spain it a kin tw*t up or down!
Local Glasgow trails have a few good ones
Mangina
Broon streak
Avoid the grumpy old man
I also like the "I scream" run at Rivington, although it's probably spelt "Ice Cream Run" (because of the van sometimes parked at the bottom).
Purple Monkey Dishwasher - http://www.bikefernie.ca/trail/purple-monkey-dishwasher
might qualify as best and worst.
Bummers and the reverse Strava segment Up the Bummers.
I also quite liked ''Bring out yer dead' which probably doesn't count as it is (or rather was) a road Strava segment past the local crematorium...