I always did a double take when I lived in Sheffield and went past signs pointing to the town of Penistone. That’s “penny-stone”, folks.
My first job was in Hicksville, NY. Everyone thought I was joking.
There’s a Hicksville here in Ohio, too. The people there are actually quite jaded and cosmopolitan. 
Cheesequake state park in New Jersey.
What, no mention of Lake Titicaca?
My first (summer) job, at age 15, was there, at the Polar Bear Ice Cream Shop.
On the other end of the creativity scale, I’d like to nominate Texas for having the least imaginative town names of any state.
They’re all around here. I can just imagine what the conversation among the original settlers was like:
“Well, Silas, this looks like as good a place as any to start our town.”
“But, Eustace, what’ll we name it after? There’s nothing here but that puddle!”
“Hmm. How about ‘Shallowwater’?”
“Perfect!”
-OR-
“…there’s nothing here but a big empty plot of dirt.”
“Hmm. How about ‘Brownfield’?”
-OR-
“…there’s nothing here at all, just the horizon.”
“Hmm. How about ‘Levelland’?”
-OR-
“…there’s absolutely nothing to look at whatsoever.”
“Hmm. How about ‘Plainview’?”
I could go on…
Gotta throw Hell,Michigan into the mix.
There is a little crossroads village here in southern Ohio called Knockemstiff.
I have driven past Big Bone Lick State park in Kentucky.
And my brother lives in Cockeysville, Maryland.
My sister lives near Slickville, PA
And lets not forget Climax, MI. We used to drive past it all the time, and whenever we saw the sign someone would comment that we were “approaching Climax”, usually with appropriate sounds and body movements.
French Lick, Indiana
Climax, Minnesota, not far from Fertile
So this picture is real then??
When I drive east from Chillicothe on US 50, I pass Guysville (I wonder if Liz Phair knows about this place) and Coolville.
And Virginville. (I think Intercourse, Blue Ball and Virginville all list “selling roadsigns” as major sources of revenue.)
Place names in Alabama (most of them near where I grew up):
Balm of Gilead, AL
Fleahop, AL
Slapout, AL (aka Holtville, but it’s always called Slapout- it’s even on the municipal buildings)
SmutEye, AL
Burnt Indian Creek
Fat Squaw Creek (intersects with Burnt Indian- maybe she ate him)
There’s a Santa Claus, Georgia with streets named for Santa’s reindeer.
Lake Chargoggagoggmanchauggagoggchaubunagungamaugg.
Beat that.
I guess those people don’t have it as good as residents of Fucking, Austria.
Let’s see. In WV we have:
Big Ugly
Mud
French Lick (French tickler’s brother?)
Mt Gay
Erbacon (pronounced “Er-ba-con” but no one does that. It’s “Er-bacon”)
Nitro (WW2 Munitions plant was here)
Quick
Ripley (believe it or not!)
Tornado
Uneda
Toad Suck, Arkansas.