21 Crazy Craigslist Confessions That Prove Anything’s Possible In This Mad World

More than just missed connections.

1. There are the clever entrepreneurs:

I sell my worn underwear on Craigslist
I stole books from a children's hospital and sold them on Craigslist for money
I take office supplies and sell them on craigslist

4. And the people who know what they want:

A rando from Craigslist just gave me the best orgasm of my life.
I lost my virginity to a stranger I met on Craigslist.
My wife doesn't give me head so I get it from guys on Craigslist.

7. Even if it falls into a moral gray area:

I'm addicted to hooking up with people on craigslist and I have a boyfriend
I'm a 23 year old girl and I'm addicted to meeting couples on craigslist. My husband has no idea
Even though I'm married, I cruise the missed connections on craigslist secretly hoping someone has a crush on me.

10. Some embrace a new Craigslist experience:

My friend posted my number on Craigslist as a joke. I ended up meeting up with one of the guys who responded.
I met my husband from an ad I posted on Craigslist. We lie and say we met through friends. Not even our family knows the truth!

12. Others become a little more skeptical:

My craigslist casual encounter had wanted posters of himself on the back of his bedroom door.
My friends found my M4M Craigslist ad they recognized my bathroom
My ex's girlfriend decided to photoshop my photo & send it to Craigslist. She advertised me as a prostitute and I have

15. Some are there for experiences that could only happen on Craigslist:

I secretly read the craigslist personals only to see if I recognize anyone's sexual parts.
I thought my boyfriend watching Transvestite porn was okay, until I caught him calling one off of Craigslist.
I started gay Craigslist prostituting for money to pay for school, then I just did it for drug money.
I posted a laptop for sale on Craigslist and was offered sex for it. Idk whether to go with it or no.

19. And some sad saps have their days ruined because of CL:

I just caught my boyfriend looking for "Pregnancy Risk Play" hookups on Craigslist.
While looking at job posts on craigslist, I found out that my boss is apparently trying to replace me.
Last night I posted an ad on craigslist casual encounters. This morning I got a response from my dad.

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