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This IG Page Shares The Most Hilarious "Looking For Love" Ads, And Here Are The 50 Best
CuriositiesAUG 7, 2025

This IG Page Shares The Most Hilarious "Looking For Love" Ads, And Here Are The 50 Best

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Today, people look for love on dating apps. In 2023, at least 30% of adults in America said they've used dating apps at least once. But back in the day, you'd have to take out a personal ad in the local paper if you wanted to find love or reach out to a missed connection.
Also called lonely hearts ads, these short messages would often be quirky, romantic, and witty. But they could also be direct, morally questionable, and contain a whiff of casual sexism. Thanks to the Instagram page Long Lost Personals, today we get to see what folks from the '50s might've put in their Tinder bios if they had a chance.
So, what are you waiting for? Scroll down and maybe you'll get some inspiration for your next conversation starter from these vintage Don Juans and Femme Fatales!
More info: Instagram

#41

Vintage personals ad text from a newspaper column expressing desire for romance and connection with a hot man.
1984. Perfect personal ad. No notes.
8points

#42

This IG Page Shares The Most Hilarious "Looking For Love" Ads, And Here Are The 50 Best
1997. Trent Reznor lookalikes and chicken grease abound in these late 90s Seattle missed connections.
8points

#43

Vintage personals ad seeking adventurous woman for dating, highlighting humor, passions, and dining in Canada.
1998. A little selection from the Girls Seeking Girls section of the Seattle Stranger.
8points

#44

Vintage personals ad from a student pilot seeking romance, highlighting timeless themes in personal ads history.
8points

#45

Black and white photo of a smiling woman from a vintage personals ad about romance and relationships.
1967. Need help ordering husband around.
8points

#46

Black and white photo of a young woman in a vintage personal ad about romance and connection in nature.
1991. Who needs to live near a body of water?
8points

#47

Vintage personals ad discussing heterosexuality and society, highlighting provocative views on romance and survival.
1967. Hot take for Pride Month.
7points

#48

Black and white vintage photo of a woman with beehive hairstyle and a personals ad about cults and witchcraft.
1967. I messed up big time not posting her for Friday the 13th. Better late than never.
7points

#49

Vintage personals ad revealing raw, unfiltered desire for romance from an NYC woman in her 30s seeking a male partner.
1984. File under: highly relatable.
7points

#50

Woman in black bikini wearing boxing gloves posing for a vintage personals ad about romance and boxing.
1970. You’re going down in the first round.
7points
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