Spoiler:
Hailey Wilson (Deadpool's mother)
Thomas Wilson (Deadpool's father) (bts)
Second story: Baby's First Cable by Skottie Young (writer of DP7)
Deadpool (as a baby, called "Wade")
Hailey Wilson (Deadpool's mother)
Thomas Wilson (Deadpool's father)
Cable (several time-traveling versions, at least 17)
Third story: Best There Is by Kelly Thompson (writer of DP8)
Deadpool (as "sweet 16" high school prom student, called "Wade")
Wolverine (with brown costume and metal claws, must be time-traveling or art error, maybe the upcoming X Lives of Wolverine will provide a solution)
Hydra agents
Four story: Lo, There Shall Come a Hero! Maybe... by Fabian Nicieza (co-creator, writer of DP 1-4, Cable & Deadpool 1-50)
Deadpool (at age 30, called "Wade", riddled with cancer, in Department K Bio-Research Lab)
Francis (guard)
flashback: Wade's fallout with girlfriend Vanessa when he learns he's got cancer (from DP 3 & DP3 -1)
flashback: subjected to experiment (from Deadpool/Death '98)
Fifth story: Short Story, Tall Tale by Gail Simone (writer of DP3 65-69 and Agent X 1-15)
Deadpool
Agent X (sometime between Agent X #15 and C&DP 38--when he gets the American gene)
Stilt-Man (before his death in Civil War)
Diamondback (after C&DP 23)
Domino
Sixth story: No Chill Whatsoever by Daniel Way (writer of DP4)
Deadpool (in DP5 costume, no double voice)
drug scientist
flashback page 2: "4 days ago" Deadpool saves drug scientist from drug dealers in Nicaragua
flashback page 4: Deadpool stabbed by three swords, lying at Domino's feet (Note refers to X-Force #11, but no such scene in it. In XFOR 10, DP mentions he was stabbed by Domino, so earlier than that)
Note: main story between DP4 and DP5, after Deadpool and Madcap separated.
Seventh story: Party for One by Duggan & Posehn & Koblish (DP5 & DP6) (inspirations: Buried film with Ryan Reynolds, Mister Miracle, Cast Away film)
"Decades from now"
Deadpool (the future version from DP6 by the same authors?)
Ellie (future version)
flashback: Deadpool, Dr Strange, Ben Franklin ghost, a Nixon-looking character (alternates?)
flashback: Deadpool vs a Predator
flashback: Deadpool, Kingpin, Spider-Man (in future costume)
flashback: Deadpool vs Shiklah (future version)
Eighth story: The Tao of 'Pool by Rob Liefeld (co-creator)
fourth-wall non-story
AGENT X/NIJO/ALEX HAYDN
...
C&DP 12
DPN /5
C&DP 38-FB
AJAX III/FRANCIS/"THE CLEANER"/"THE ATTENDING"
DP/DEATH '98 (4 - 19)-FB
DPN /4
DP/DEATH '98 (20 - 35)-FB
CABLE (time traveling)
...
DPN /2
DEADPOOL/JACK/"WADE WILSON"
*DPN /1 (earliest entry) add
*DPN /2 add
DPTU 894-FB
...
W:O 24 (8)-FB
DPN /3
C&DP 19 (6:2 - 6:5)-FB
...
DP/DEATH '98 (4 - 19)-FB
DPN /4
DP/DEATH '98 (20 - 35)-FB
...
XFOR 5
DPN /6 (4)-FB
NOM2 4
...
C&DP 27
DPN /5
M/TU3 25
...
TB2 11
DPN /6 (2)-FB
DPN /6
DP5 1
...
DIAMONDBACK
...
C&DP 23
DPN/ 5
CW 5
DOMINO II/NEENA THURMAN
...
C&DP 27
DPN /5
C&DP 28
DOMINO II IMPOSTER/VANESSA CARLYSLE
XFOR 5
DPN /6-FB
WARH 4
STILT-MAN
...
MSM2 1-FB
DPN /5
SMU3 12
WILSON, HAILEY
DPN /1
DPN /2
WILSON, THOMAS
DPN /1-BTS
DPN /2
WOLVERINE (time traveling)
...
DPN /3
2099 future - Earth-16356
DEADPOOL/ELEANOR CAMACHO (2099 future - Earth-16356)
DPN /7
DP6 6
DP6 12
DP6 19
DP6 25
DP 300
DEADPOOL/WADE WILSON (2099 future - Earth-16356)
DPN /7-FB
DP6 6-FB
DPN /7
DP6 12
DP6 19
DP6 25
DP 300
DEADPOOL/WARDA WILSON (2099 future - Earth-16356)
DP6 6
DP6 12
DP6 19
DP6 25
DP 300
DOCTOR STRANGE (2099 future - Earth-16356)
DPN /7-FB
FRANKLIN, BENJAMIN (2099 future - Earth-16356)
DPN /7-FB
KINGPIN (2099 future - Earth-16356)
DPN /7-FB
SPIDER-MAN (2099 future - Earth-16356)
DPN /7-FB
SHIKLAH (2099 future - Earth-16356)
DP6 6-FB
DPN /7-FB