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Entry from January 05, 2017
“The turtle took two chocolates to Texas to teach Thomas to tie his boots”

A Texas tongue-twister riddle is:

Q: The turtle took two chocolates to Texas to teach Thomas to tie his boots. How many T’s in that?
A: There are 2 T’s in THAT!

The riddle appears to have been cited in print since at least 2006.

Ducksters
(Google dates this as July 26, 2006, although this may be in error.—ed.)
Q: The turtle took two chocolates to Texas to teach Thomas to tie his boots. How many T’s in that?
A: There are 2 T’s in THAT!

April 17, 2008
The turtle took two chocolates to Texas to teach Thomas to tie his boots. How many T’s in that?

The Free Choice E-Zine
SUNDAY, AUGUST 29, 2010
THE SUNDAY FUNNIES: AUGUST 29, 2010
(...)
Q: The turtle took two chocolates to Texas to teach Thomas to tie his boots. How many T’s in that?
A: There are 2 T’s in THAT!

Ginno Mendoza
‏@batangmakulet12
9.
The turtle took two chocolates to Texas to teach Thomas to tie his boots. How many T’s in that?
--kuletz
11:27 AM - 6 Nov 2010

Joan Yazze Gallegos
‏@JoanMarie87
Q: The turtle took two chocolates to Texas to teach Thomas to tie his boots. How many T’s in that? A: There are 2 T’s in THAT!
9:10 AM - 21 Jul 2011

Tickles & Giggles
June 28, 2012 ·
The turtle took two chocolates to Texas to teach Thomas to tie his boots. How many T ‘ s are there in That?

Explain the Joke
Teeeerrific
Posted on January 30, 2013 by stfleming
Q: The turtle took two chocolates to Texas to teach Thomas to tie his boots.  THow many Ts in that?
A: There are 2 Ts in “That“!

Explanation: The question confuses the listener by having a sentence with so many of the letter “T”.  While you are distracted trying to count Ts, the real question comes- How many Ts in “That”?  Well, in the word “that” there are only 2 Ts: one at the beginning and one at the end. Got ya!

23 July 2013, The Chronicle (Toowoomba, Queensland), “Joke of the Week,” pg. 23:
Q: The turtle took two chocolates to Texas to teach Thomas to tie his boots. How many T’s in that?
A: There are 2 T’s in THAT!