For Debian and Debian derivative stable systems, "autoremove" is the recommended apt command to remove packages that are obsolete or orphaned, and no longer needed by the system. But "autoremove" has never, to my recollection, been recommended for use on sid, due to the rolling nature of package introductions and transitions.
Since sid is at this moment pretty stable due to the upcoming Stretch freeze, I thought it might be worth an experiment to see if I could clean up a couple of my systems without damage. Both of these systems are a couple of years old and came through the plasma 5 transition last year, so I guessed there was quite a bit of cruft laying around in them.
On this system:
System: Host: Hibiscus Kernel: 4.9.7-towo.1-siduction-amd64 x86_64 (64 bit gcc: 6.3.0)
Desktop: KDE Plasma 5.8.4 (Qt 5.7.1)
Distro: siduction 13.2.1 December - kde - (201401272125)
Machine: Device: desktop System: ASUS product: All Series
Mobo: ASUSTeK model: Z87-WS v: Rev 1.xx BIOS: American Megatrends v: 2004 date: 06/05/2014
CPU: Quad core Intel Core i7-4770 (-HT-MCP-) cache: 8192 KB
flags: (lm nx sse sse2 sse3 sse4_1 sse4_2 ssse3 vmx) bmips: 28020
clock speeds: max: 3900 MHz 1: 799 MHz 2: 1900 MHz 3: 868 MHz 4: 981 MHz 5: 890 MHz
6: 914 MHz 7: 3403 MHz 8: 808 MHz
Graphics: Card: NVIDIA GM107 [GeForce GTX 750 Ti] bus-ID: 04:00.0
Display Server: X.Org 1.19.1 driver: nvidia
Resolution: 1920x1200@59.88hz, 1920x1080@60.00hz
GLX Renderer: GeForce GTX 750 Ti/PCIe/SSE2
GLX Version: 4.5.0 NVIDIA 375.26 Direct Rendering: Yes
Network: Card-1: Intel I210 Gigabit Network Connection
driver: igb v: 5.4.0-k port: c000 bus-ID: 06:00.0
IF: enp6s0 state: up speed: 1000 Mbps duplex: full mac: e0:3f:49:e6:85:c3
Card-2: Intel I210 Gigabit Network Connection
driver: igb v: 5.4.0-k port: 9000 bus-ID: 09:00.0
IF: enp9s0 state: down mac: e0:3f:49:e6:85:c4
Drives: HDD Total Size: 3120.6GB (29.8% used)
ID-1: model: WDC_WD1001FALS
ID-2: model: WDC_WD1000DHTZ
ID-3: model: OCZ_VERTEX
ID-4: model: WDC_WD1000DHTZ
Info: Processes: 278 Uptime: 6:51 Memory: 1870.0/32119.5MB
Init: systemd runlevel: 5 Gcc sys: 6.3.0 Client: Shell (bash 4.4.111) inxi: 2.3.5
I ran apt autoremove this morning, and the result looked like this (from /var/log/apt/history.log):
Start-Date: 2017-02-02 09:33:54
Commandline: apt autoremove
Remove: libboost-locale1.55.0:amd64 (1.55.0+dfsg-4), libfreerdp-codec1.1:amd64 (1.1.0~git20140921.1.440916e+dfsg1-13), libboost-atomic1.58.0:amd64 (1.58.0+dfsg-5.1), libisccfg-export90:amd64 (1:9.9.5.dfsg-12.1), plasma-containments-addons:amd64 (4:4.14.3-siduction1), liblightdm-qt-3-0:amd64 (1.18.3-1), libgcj17:amd64 (6.3.0-5), libdns-export100:amd64 (1:9.9.5.dfsg-12.1), libefivar0:amd64 (0.23-2), python-pypdf2:amd64 (1.26.0-2), libteamdctl0:amd64 (1.26-1), libwinpr-environment0.1:amd64 (1.1.0~git20140921.1.440916e+dfsg1-13), libavformat55:amd64 (6:10.4-1), libavformat56:amd64 (6:11.4-2), libavdevice-ffmpeg56:amd64 (7:2.8.6-1+b2), libfollowupreminder4:amd64 (4:4.14.10-2), python-ufw:amd64 (0.35-4), libqt4-xmlpatterns:i386 (4:4.8.7+dfsg-11), libboost-program-options1.58.0:amd64 (1.58.0+dfsg-5.1), libsctp1:amd64 (1.0.17+dfsg-1), libboost-locale1.58.0:amd64 (1.58.0+dfsg-5.1), linux-headers-4.8.0-1-amd64:amd64 (4.8.7-1), libapt-pkg4.16:amd64 (1.0.10.2), libboost-filesystem1.55.0:amd64 (1.55.0+dfsg-4), libosinfo-db:amd64 (0.3.1-5), libopencolorio1v5:amd64 (1.0.9~dfsg0-6), libapt-inst1.7:amd64 (1.0.10.2), libpcre3-dev:amd64 (2:8.39-2), python3-olefile:amd64 (0.44-1), libavutil-ffmpeg54:amd64 (7:2.8.6-1+b2), libwinpr-library0.1:amd64 (1.1.0~git20140921.1.440916e+dfsg1-13), libxcb-xfixes0:i386 (1.12-1), libctemplate3:amd64 (2.3-3), liblensfun1:amd64 (0.3.2-3), libxml++2.6-2v5:amd64 (2.40.1-1), libspeechd2:amd64 (0.8.6-2), libkf5modemmanagerqt6:amd64 (5.28.0-1), libwinpr-rpc0.1:amd64 (1.1.0~git20140921.1.440916e+dfsg1-13), libavahi-client-dev:amd64 (0.6.32-2), libkf5pty-dev:amd64 (5.28.0-1), libsuitesparseconfig4.4.5:amd64 (1:4.4.5-2), libsuitesparseconfig4.4.6:amd64 (1:4.4.6-1), libilmbase6v5:amd64 (1.0.1-6.2), libqtwebkit4:i386 (2.3.4.dfsg-9.1), libvncclient1:amd64 (0.9.11+dfsg-1), libwinpr-synch0.1:amd64 (1.1.0~git20140921.1.440916e+dfsg1-13), chromium-inspector:amd64 (42.0.2311.90-1), liblog4cplus-1.1-9:amd64 (1.1.2-3.2), linux-headers-4.9.4-towo.1-siduction-amd64:amd64 (4.9-8), g++-4.9:amd64 (4.9.4-2), libavahi-common-dev:amd64 (0.6.32-2), liblcms2-2:i386 (2.8-4), libfreerdp-locale1.1:amd64 (1.1.0~git20140921.1.440916e+dfsg1-13), libboost-filesystem1.58.0:amd64 (1.58.0+dfsg-5.1), libmsn0.3v5:amd64 (4.2.1+dfsg-1.1), libgrantlee-gui0:amd64 (0.4.0-4), libkf5idletime-dev:amd64 (5.28.0-1), libpgm-5.1-0:amd64 (5.1.118-1~dfsg-2), libfreerdp-gdi1.1:amd64 (1.1.0~git20140921.1.440916e+dfsg1-13), libbaloocore4:amd64 (4:4.14.3-siduction1), libavfilter-ffmpeg5:amd64 (7:2.8.6-1+b2), libopenjpeg5:i386 (1:1.5.2-3.1), linux-headers-4.8.0-2-amd64:amd64 (4.8.15-2), libxcb-present0:i386 (1.12-1), libstoken1:amd64 (0.91-1), liblouis9:amd64 (2.6.4-2+b1), libtommath0:amd64 (0.42.0-1.2), libtommath1:amd64 (1.0-4), libboost-thread1.55.0:amd64 (1.55.0+dfsg-4), libzmq3:amd64 (4.0.5+dfsg-3+b1), linux-image-4.9.1-towo.1-siduction-amd64:amd64 (4.9-4), libfreerdp-crypto1.1:amd64 (1.1.0~git20140921.1.440916e+dfsg1-13), libboost-serialization1.55.0:amd64 (1.55.0+dfsg-4), libglapi-mesa:i386 (13.0.4-1), linux-image-4.9.6-towo.1-siduction-amd64:amd64 (4.9-11), libpsl0:amd64 (0.11.0-2+b1), libpixman-1-0:i386 (0.34.0-1), libkf5crash-dev:amd64 (5.28.0-1), libwinpr-handle0.1:amd64 (1.1.0~git20140921.1.440916e+dfsg1-13), libumfpack5.6.2:amd64 (1:4.2.1-3), libqpdf13v5:amd64 (5.2.0-2), libsqlite3-0:i386 (3.16.2-2), liborc-0.4-0:i386 (1:0.4.26-2), libxrender1:i386 (1:0.9.10-1), libbz2-1.0:i386 (1.0.6-8.1), libicu55:amd64 (55.1-7), libcamd2.3.1:amd64 (1:4.2.1-3), libkfilemetadata4:amd64 (4:4.14.3-1), libogg0:i386 (1.3.2-1), libasprintf0v5:amd64 (0.19.8.1-2), libboost-system1.55.0:amd64 (1.55.0+dfsg-4), libccolamd2.8.0:amd64 (1:4.2.1-3), liblouis10:amd64 (2.6.5-1), libboost-date-time1.58.0:amd64 (1.58.0+dfsg-5.1), libsane-bin:amd64 (1.0.25-2+b1), libwinpr-registry0.1:amd64 (1.1.0~git20140921.1.440916e+dfsg1-13), libswresample-ffmpeg1:amd64 (7:2.8.6-1+b2), libqmi-glib1:amd64 (1.12.6-1), libboost-thread1.58.0:amd64 (1.58.0+dfsg-5.1), libqt5webkit5-dev:amd64 (5.7.1+dfsg-1), libboost-serialization1.58.0:amd64 (1.58.0+dfsg-5.1), perl-modules-5.22:amd64 (5.22.2-5), grub-
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End-Date: 2017-02-02 09:37:44
As far as I can see after a couple hours of my normal operations, nothing on the desktop or in the system was adversely affected by this huge dump of cruft. I usually keep more than two kernels but it's no problem this time. There was a message that two of the old linux headers directories were not empty so they were not removed -- I will hunt them down manually.
Before I did this to my desktop rig, I did the same thing on my laptop which is an HP/Intel platform, and there were no issues on that one either.
So, bearing in mind this is not recommended by anyone, I found it a useful experiment.