Last letter = First Letter, min 3 syllable word chain

suitableness

supercilious

superstitious

supercedes

supervisors

Samantha’s

sullenness

sestinas

siestas

subparagraphs

services

squeezabilities

salacious

sassafras

sentences

shenanigans

stupendous

strawberries

studious

-“BB”-

septuagenarians