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This is dated 2017, so must have been through a few phone-to-phone days transfers to be on my current one.

But in my main store of files that's synced across machines, I have this from 1999

Memes were still finding their feet back then.
Oh, I should add that the plug in the 2nd pic is what keyboard connectors were back then (PS/2 connector).

File date says May 2003. I converted it from wmv to mp4 for your convenience.
Vintage cat gold! Though some of these babies do seem injured, like the one walking on its front paws


This one occasionally comes in handy:

Just last week!
I always miss this π
This, apparently: 
And this is the second oldest: 

I'm a feminist but I still can take a good joke. Had this for at least 8 years. Put it on my new phones and send it to new friends when I get them
idk if it counts as a meme, but I downloaded this image a long while ago to make memes with it. Thus, the oldest meme in my gallery. It probably isn't that old anyways


Dated to 2018

2015 

I downloaded this from Reddit on 6/22/12:


Specially good for when people comes up with serious BS


From December 2021
The new Spider-Man looks wild
Downloaded this one as a contact photo. 
Theres a crossfit gym on my way to work. I see people running outside the gym everyday. Like they drive to the gym to run outside of the gym, then drive home.

Metadata on this one shows June 2020 (I've had it since at least 2015 tho)

Probably this one:
(Also smart move to get some classic memes)

I have no idea about the context
MARILIZE LEGAJUANA



Google photos has a date tag attached to this of 9/10/2008
A whole lot of stuff has traveled with me through the years swapping SD cards from one phone to another, and eventually things getting backed up to the cloud, etc. this is probably the oldest thing I have saved that can count as a meme. I don't know if that date is when I actually first found it, when it first somehow got backed up, if maybe that's just from some metadata left over from whoever made the meme originally, or something else entirely
But that date does generally feel about right, and the humor feels about right for high school-aged me.
i make memes and drop them into the void, no save button

can always respect someone with a well balanced ideology
What can I say. I'm pro-everything

This is a screenshot dated 2013, but it could also be a copy of an older screenshot. I would normally crop it, but I also feel weirdly nostalgic about the old UI.

I didn't realize so many people stored memes on their phones
A good meme can come in handy sometimes
Slumber Hulk (2004)
I just showed my partner the trololo guy