It is five year old Sam's Special Day at school, and Dean gets to spend one class period with his brother.
Tuesday, November 15, 1988
Sam's Special Day

Monday, September 26, 1988
Going Under
Caleb has a near death experience and realises that the people around him are what keeps him from going under.
Tuesday, September 20, 1988
The Password

9 year old Dean and 5 year old Sam are left on their own after John does not return from a hunt. Mac is sent to pick up the boys, but there is a problem.
Wednesday, September 14, 1988
A Child's Potential

Dr. Mackland Ames discovers Dean's hidden potential. "Dr. Winchester…it had a nice ring to it." Story by Sensue
Once the door closed, Mac sank down in the mattress and started laughing slash coughing. This was a side of Dean that he'd only seen when Sam was ill or hurt. John always joked that Dean was like a mother bear with her cubs. Dean always hovered around him when he was administering first aid to his father or little brother. He'd always assumed that Dean was just worried—now, he discovered that the boy was learning from him.Read on Archive of Our Own Read on Fanfiction.net
Friday, August 26, 1988
Love Reminds Us

There are little eyes upon you
and they're watching night and day.
There are little ears that quickly
take in every word you say.
There are little hands all eager
to do anything you do;
And a little boy who's dreaming
of the day he'll be like you.
-unknown
Monday, August 15, 1988
Love Remembers

The Winchester boys prepare for 'Back to School.
“No one has yet realized the wealth of sympathy, the kindness and generosity hidden in the soul of a child. The effort of every true education should be to unlock the treasure.”-Emma Goldman
Thursday, July 14, 1988
Gone But Not Forgotten
With some help from his family, Sam Winchester learns that a good memory is both a blessing and a curse.
Sunday, March 13, 1988
What's Better Than A Superhero?

Nine year old Dean Winchester learns the hard way that sometimes a cape and the ability to fly doesn't make a hero.
Sunday, December 6, 1987
Dark Side
Following after The Trip by Sensue. Caleb has to face the next day and his 'friends' at school after he got drugged at a party and freaked out.
Saturday, December 5, 1987
The Trip


Sixteen-year-old, Caleb Reaves is betrayed by his friends, leaving him spiraling and out-of-control. Thankfully, his family is there to catch him as he falls. Story By Sensue
Read on Archive of Our Own Read on Fanfiction.netThursday, December 3, 1987
Soldiers or Children?
Parents often fight to protect their children. Mackland Ames and John Winchester disagree on the method. (Prior to "The Password" By Tidia) Story by Sensue
Mackland Ames stared at the man in front of him and tried not to let his mouth fall open. "I'm sorry… could you repeat that? I think you just told me that you plan on leaving your eight-year-old child alone in a motel room to watch over his four-year-old brother while you go on a hunt!"Read on Archive of Our Own Read on Fanfiction.net
Wednesday, November 25, 1987
Let Us Give Thanks

What are you most thankful for? An unexpected hunt has eight year old Dean Winchester counting his blessings.
Saturday, October 31, 1987
Haunted

Saturday, October 24, 1987
Friday, August 21, 1987
Bonding Moments

Cullen Ames wants to bond with his grandson, Caleb. He takes him out to meet some of his friends, who are upper echelon New Yorkers. Story by Sensue
Read on Archive of Our Own Read on Fanfiction.net