Mockery

The Saddest Valentines Day Craigslist Personal Ads  

Keshvar Alikhani
557 votes 217 voters 66.5k views 21 items

Valentine’s Day can be a tough holiday. All the fancy champagne, heart-shaped chocolate, and feelings are enough to make anyone forlorn. But the day of love is especially rough for the sad, lonely lovers on Craigslist.

If you’re lucky enough to have a beau, you spend the weeks leading up Valentine’s Day planning romantic dates, buying intimate gifts, and composing personalized love poems to express your deepest emotions. If you don’t have a significant other, you spend those same weeks trolling for attention in the saddest online personal ads ever. 

When it comes to Craigslist personal ads, there are the mildly sad and the ones where people really put themselves out there. Valentine’s Day personals are the saddest, most pitiful Craigslist posts of the entire year. From the unusual to the heartbreaking, this list of the best Valentine’s Day Craigslist persona ads is full of electronic pleas for help.

If you want to feel better about being alone on Valentine’s Day, take a break from searching for Valentine’s e-cards and lingerie, and revel in the things people are willing to post online. 

1 89 VOTES
Just Let Me Love You
Just Let Me Love You is listed (or ranked) 1 on the list The Saddest Valentines Day Craigslist Personal Ads
Photo: Imgur/Fair Use
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2 42 VOTES
The 30-Year-Old Virgin
The 30-Year-Old Virgin is listed (or ranked) 2 on the list The Saddest Valentines Day Craigslist Personal Ads
Photo: Pinterest/Fair Use
Is this sad?
3 31 VOTES
Herpes Happens, Even To Nice People
Herpes Happens, Even To Nice P... is listed (or ranked) 3 on the list The Saddest Valentines Day Craigslist Personal Ads
Photo: Imgur/Fair Use
Is this sad?
4 37 VOTES
Sorry Your Boyfriend Is The Pits
Sorry Your Boyfriend Is The Pi... is listed (or ranked) 4 on the list The Saddest Valentines Day Craigslist Personal Ads
Photo: Twitter/Fair Use
Is this sad?