BIRTHDAYS OF THE DEX HOLDERS
Year of 1985: Blue (June 1st), Red (August 8th) & Green (November 22nd)
Year of 1988: Yellow (March 3rd), Gold (July 21st), & Silver (December 24th)
April 30th 1989: Crystal's Birthday
Year of 1990: Ruby (July 2nd) & Sapphire (September 20th)
May 31st 1991: Emerald's Birthday
Year of 1996: Diamond (April 4th), Pearl (June 6th) & Platinum (October 27th)
Year of 1997: White(March 14th - not confirmed) & Black (April 14th - also not confirmed)
Year of 1998: THE CHARACTERS OF XY WERE BORN IN THIS YEAR BECAUSE EMMA (ESSENTIA) IS 16 YEARS OLD IN GAME CANON (AROUND THEIR AGE)
Year of 2001: Rakutsu (May 4th) & Faitsu (September- she is a Gothorita on the Zodiac)
TIMELINE OF THE POKÉMON ADVENTURES
RGB Saga:Early April 1997 - May 7th 1997 (Day of the 9th Pokémon League)
Yellow Saga: April to May of 1999 (days not specific)
GSC Saga: Early April 2000 to May 7th 2000 (10th League date - gymleaders battle & masked man defeat)
NOTES: Chapter 117 (Crystal debut) is May 1st (because it is not said that is Crystal Bday - April 30th)
RS Saga: July 2nd 2001 to September 20th 2001
FRLG Saga: Late April of 2002 (Oak's call to Scott 2 months prior Emerald)
Emerald Saga: June 30th 2002 to July 7th 2002
HGSS Saga: most likely May of 2005
ORAS Saga: most likely August of 2005
DPP Saga: September 28th 2008 to November 20th 2008 (DP only probably ended on October 31st- Halloween with Giratina Cameo)
NOTES: Hugh recalls 5 years prior to his sisters BDAY (probably december 2008 - so perhaps 5 years and 2 months - a little joke on the numbers 5 and 2 (b2w2 starts on volume 52) ), because 1 month prior Looker is called to Unova due to plasma activity, and from 2008 to 2011 is 3 years (the time that Ghetsis told the sages that it would took to N to become KING, it mostly tooked 2.5 years)
BW Saga: May 2011 to February 2012
B2W2 Saga: Winter of 2014 - (the dexholders are finishing their 6th grade - last elementary schoolyear, and Rakutsu & Faitsu are Valentine's Day Theme and Kyurem is Winter's theme)
XY Saga: most likely in Fall 2014 (exactly one year after the games came out) - Green should be 28 if the events occur prior is BDAY (and Diantha seems to be that age as well)
NOTES: the league was 1 year away in BW005, and it's triannual. By Brycen's Gym, the league passed from 3 months to one week, so if the league is always on May 7th (Japanese Traditional Day of Summer), the league was most likely on February 2011 ( it ended of the 14th for the AgencyShippers), so White and Black turned 15th on their Japaneses days (March 14th & April 14th).
OH WELL; THOSE ARE MY THOUGHTS! LET ME KNOW WHAT YOU THINK (if Sun & Moon are 20 years after RGB, I am imagining a 32 year-old Red)