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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

#21

Vintage personals ad expressing desire for connection, mentioning music, art, skateboarding, and seeking a sympathetic soul.
1995. Crawl out of that dumpster and find a pen.
17points

Why might the idea of old-fashioned looking-for-love ads look so appealing to us today? For starters, we're growing increasingly fed up with anything that has to do with the Internet and the digital world. Relationship expert Georgina Vass explains to Cosmopolitan that we just want to spend less time on apps. 

"In the personal ad scenario, a person can spend a fixed amount of time creating and posting an ad, and then (hopefully more successfully as compared with apps) relinquish the compulsion to keep searching," she says.

#22

Vintage personals ad from New Mexico seeking romance with women aged 21 to 30, highlighting unique desires and connections.
1966. I believe this is the earliest overt lesbian ad I’ve run across in my collection so far.
17points

#23

Black and white vintage personals ad from a deaf man seeking romance and travel companions in the personals column.
1972. Free ASL lessons.
17points

#24

Vintage personals ad seeking ride to Golden State with guy and dog, highlighting quirky romance and connection desires.
1972. Taking a brief intermission from the personals section to feature some other types of entertaining classifieds. I very badly want to meet the person responding to the description “reliable, sensible freak person.”
16points

In queer culture, personal ads have a bit of a different history. As homosexuality was illegal, connection ads were one of the few ways gays and lesbians could meet in the old days. That's where the notion that the personal column contains perversities and scams comes from; the police used to assume that. But the contemporary queer community is reclaiming the power of personal ads and bringing them back on Instagram.

#25

Close-up of a vintage personals ad signed by Enrique Sanchez, highlighting nostalgic romance and personal connections.
1967. Your daily reminder to love yourself.
15points

#26

Vintage personals ad from a single man seeking activist partner for justice and moral values in Oregon.
1977. Do you ever feel like you’re being watched?
15points

#27

Vintage personals ad typed on aged paper seeking a good girl who wants to motorcycle to Mexico.
1968. How are you getting to Mexico? Bike with Craig, aeroplane, or via Las Vegas by car with Al?
14points

The Instagram dating community Personals was the brainchild of Kelly Rakowski, the creator of Herstory. It's now defunct, but started out as a personal ads page for lesbians. Rakowski would ask people to sit down and think about what they wanted to say and who they were.

"It's a sincere process. You're more vulnerable and people are really responding to that." According to her, people nowadays are craving a more genuine connection, not just a selfie and a cute emoji they can swipe right or left on.

#28

Vintage personals ad seeking female connoisseur of Nicaraguan knishes, highlighting unique romantic interests from old personals columns.
1967. I think this one actually might be CIA code. Published in a New York City counterculture weekly.
13points

#29

Vintage personals ad reading It’s a jungle out there, hot lioness on the prowl with phone number, highlighting old romance ads.
1996. Welp guess I’m gonna get mauled.
13points

#30

Vintage personals ad seeking witty partner for lesbian witchcraft couple, highlighting romance and unique gender-bending fantasies.
1989. I feel like this ad is just seeking Oscar Wilde.
12points

What do you think about these personal ads, Pandas? Would you ever consider posting such an ad yourself? What would your witty dating CV be? Share your thoughts with us in the comments! And while you're here, be sure to check out some hilarious stories about dates gone horribly wrong!

#31

Vintage personals ad text reading Mouse: I love you. Loser, illustrating nostalgic romance and personals column humor.
1979. The misadventures of Mouse & Loser.
12points

#32

Vintage personals ad from a Malaysian man seeking romance and connection in the USA, highlighting music interests and personality traits.
1994. Seeking love in the pages of a weekly in Providence, RI.
12points

#33

Vintage personal ad from a 28-year-old man seeking discreet romance, highlighting timeless personals column ads.
1970. The extra “very” is a nice touch.
12points

#34

Vintage personals ad from an ex-nun seeking romance, highlighting dark medieval themes and personal qualities.
1995. I will forever more think of “shadowy white female” whenever I see SWF.
11points

#35

Widow 47 from a vintage personals ad seeking stimulating conversation, unconventional recreation, astrology, and romance.
1971. Spell time.
11points

#36

A vintage personals ad seeking a tall intellectual with a deep voice, reflecting timeless themes of romance and connection.
1944. Susie wants love during wartime
11points

#37

Vintage personals ad with dark humor and unusual requests reflecting unique expressions in personal ads history.
1995. I was curious if the corkscrew line was a reference to something so I Googled it. All I found is a multitude of news stories about people being stabbed by corkscrews.
10points

#38

Vintage personals ad reading lonely wombat seeks unhinged lady to clear caged mind, illustrating romance and personals column.
1975. The less hinged the better.
10points

#39

Vintage personals ad from NYC featuring a heavily inked riot girl looking for a butch lover and romance connection.
1995. Queen of my world.
9points

#40

Vintage personals ad titled Punk Not Bunk seeking man into punk rock, highlighting unique romance and dating culture.
1997. I hope my song selection is non-major label enough for them.
8points
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