Rhyme Rampage

Obama

Obama's pajamas

Obama's mama's pajamas

Obama's mama's llama's pajamas

Obama's mama's pajamas have Osama's llamas

Obama's mamas and Osama's pajamas watch llamas

Obama's mamas and Osama's pajamas watch llama dramas

Obama's baby-mama's dramas cause Osama's llama's pajama's trauma

Obama's Bahama-mama's llama-dramas cause Osama's pajamas trauma

Obama's Bahama-mama's baby-dramas cause Osama's llama's pajamas trauma

Obama's Bahama-mama's baby-dramas cause Osama's llama's pajamas comma trauma

Beard

Weird beard

Weird beards cheered

Weird-eared beards cheered 

Weird-eared beards cheered, jeered, and peered here

Sheared weird-eared beards cheered, jeered, and peered near here

We're sheared weird-eared beards that cheered, jeered, and peered near here

We're feared sheared weird-eared beards that cheered, jeered, and peered near here dear

We're feared sheared weird-eared deer beards that cheered, jeered, and peered near here dear

Sock

Sock stock

Socks mock stocks

Socks mock frock stocks

Rocks' socks mock frock stocks

Rocks' socks mock frock stock shocks

Brock's rocks' socks mock frock stock shocks

Crocs' rocks' socks mock Brock's frock stock shocks

Ghost

Ghost post

Ghosts post most 

Ghosts post most boasts

Most ghosts post hosts' boasts

Most coast ghosts post hosts' boasts

Most coast ghosts' toast posts hosts' boasts

Most coast ghosts' toast posts hosts' roast boasts

Most engrossed coast ghosts' toast posts hosts' roast boasts

*if you can provide an MS Paint illustration of the last sentences in each category, then I'll be forever thankful

**or if you could send a recording of you saying all of these out loud, then I'll be forever thankful