Arrivals (History of Bob #1)
Not being quite the young tentacle he had been in earlier times Bob did raise the topic of his back (the tentacle equivalent anyway) with Cthulhu when told to infiltrate sweetie's (Joy's) Island.
After being told to man up (hard for a tentacle) and get busty (required a google) Bob settled on Ivy.
A choice that aside from Bob actually being able to find her (everything else looked like a dot from Bob's height 20km up) had the benefit of size and being possible without getting bent tentacle (brrrrr).
(Bob was later told humans did not smoke from the finger tips, so much for artist tentacle freedom)