Do virtual mixtapes count or does a cassette tape need to be involved? Years ago I made a virtual mixtape to a friend who turned 44. I set myself a number of rules:
One song per each year of his life. The song had to have been released on that year, evidently.
No repetition of artists (there's some slight cheating, though - see if you spot it).
Each song had to be part of my physical collection and be absent from his.
The sequence had to be wicked bitchen and suggest a natural flow, or a necessary break to cleanse the palate, or some kind of link/contrast - anyway this was kinda subjective

, but there was a reason behind it.
It went like this:
00 1967 Mitch Ryder and the Detroit Wheels "I'd Rather Go To Jail" (
Rev Up: The Best Of Mitch Ryder and the Detroit Wheels)
01 1968 The Velvet Underground "White Light/White Heat" (
White Light/White Heat)
02 1969 The Rolling Stones "Monkey Man" (
Let It Bleed)
03 1970 The Stooges "1970" (
Fun House)
04 1971 Can "Mushroom" (
Tago Mago)
05 1972 Neu! "Negativland" (
Neu!)
06 1973 Roxy Music "Do The Strand" (
For Your Pleasure)
07 1974 Brian Eno "Third Uncle" (
Taking Tiger Mountain (By Strategy))
08 1975 Patti Smith "Break It Up" (
Horses)
09 1976 Friction [Peter Laughner] "Don't Take Your Love Away (
Take The Guitar Player For A Ride)
10 1977 David Bowie "Be My Wife" (
Low)
11 1978 Wire "I Am The Fly" (
Chairs Missing)
12 1979 The Slits "Instant Hit" (
Cut)
13 1980 The Only Ones "Telescopic Love" (
Darkness And Light: The Complete BBC Recordings)
14 1981 Lester Bangs and the Delinquents "Kill Him Again" (
Jook Savages On The Brazos)
15 1982 Richard Hell and the Voidoids "Lowest Common Dominator" (
Destiny Street)
16 1983 R.E.M. "Sitting Still" (
Murmur)
17 1984 The Verlaines "Joed Out" (
You're Just Too Obscure For Me...)
18 1985 Johnny Thunders "I Only Wrote This Song For You" (Que Sera Sera)
19 1986 Prince and the Revolution "I Wonder U" (
Parade: Music From The Motion Picture 'Under The Cherry Moon')
20 1987 Dinosaur Jr. "Little Fury Things" (
You're Living All Over Me)
21 1988 Sonic Youth "The Sprawl" (
Daydream Nation)
22 1989 The Vulgar Boatmen "Drive Somewhere" (
You And Your Sister)
23 1990 Neil Young & Crazy Horse "Farmer John" (
Ragged Glory)
24 1991 Matthew Sweet "Divine Intervention" (
Girlfriend)
25 1992 Television "Call Mr. Lee" (
Television)
26 1993 Barbara Manning and the San Francisco Seals "Joed Out" (
No Alternative)
27 1994 Sugar "Gee Angel" (
File Under: Easy Listening)
28 1995 Kevin Salem "In A Whisper" (
Soma City)
29 1996 Tommy Keene "If You're Getting Married Tonight" (
Ten Years After)
30 1997 Built To Spill "Made-Up Dreams" (
Perfect From Now On)
31 1998 Spiritualized "I Think I'm In Love" (
Royal Albert Hall October 10 1997 Live)
32 1999 The Spells "Octaves Apart" (
The Age Of Backwards E.P.)
33 2000 Morphine "Slow Numbers" (
The Night)
34 2001 Bob Dylan "Sugar Baby" (
"Love And Theft")
35 2002 Jimmy Scott "Jealous Guy" (
'Chelsea Walls' Original Soundtrack)
36 2003 Yo La Tengo "Don't Have To Be So Sad" (
Hear Music Volume 10: Reveal)
37 2004 Wilco "I'm A Wheel" (
A Ghost Is Born)
38 2005 Sleater-Kinney "Entertain" (
The Woods)
39 2006 The Hold Steady "Chips Ahoy!" (
Boys And Girls In America)
40 2007 Stephen Malkmus and the Million Dollar Bashers "Ballad Of A Thin Man" (
'I'm Not There' Original Soundtrack)
41 2008 Cat Power "Song To Bobby" (
Jukebox)
42 2009 St. Vincent "Marrow" (
Actor)
43 2010 Spoon "Trouble Comes Running" (
Transference)
44 2011 Wild Flag "Glass Tambourine" ("Future Crimes" b/w "Glass Tambourine" 7")
Considering what I've learned in the subsequent nine years, perhaps today the list would be richer, less predictable... but all in all it came out pretty decent, I think. Comments are welcome.