Jail and Female

Story Sent in by Joseph:

While walking in a park with Colleen (who I met online) on our first date, she asked me if I'd ever been to jail.

I said, "I haven't. Have you?" I was joking.

But then she nodded.

I had to follow up. "Seriously?"


"For what?"

"I don't want to talk about it."

Okay. I suppose I shouldn't have asked. We walked by a food cart and I bought us a couple of Cokes. She thanked me and said, "This is the first Coke I've had."


"Since my release from jail."

"Oh. Why were you in jail, again?"

"I don't want to talk about it."

All right, then. Why would you keep hinting at it if you don't want me to bring it up?

We walked further on with our Cokes when she said, "It feels so good to just be able to move around and walk. I gained a lot of weight. You know, when I was in jail."

"How long were you in for?"

"I don't want to talk about it."

I resolved to not ask her anything else about it. But it seemed like for the rest of our time together, she kept finding ways to bring our conversation back to it:

I said, "What sports do you like to play?"

"Basketball and softball. It's so nice to be able to play them again. I didn't play at all when I was in jail."

I said, "Did you have a good week?"

She said, "It's been really terrific being back at work these past two weeks. I was really lucky to have my job still waiting for me after I made it out of jail."

Once our little walk was over, I bid her farewell and never asked her out again or found out about her checkered past.


  1. @ JMG - Nice timing for this story with Orange is the New Black starting up on Friday!

    Glad you didn't get sucked into a relationship with that one. She really wanted you to beg her to tell you about her "jail" experience which consisted of a 3 hour lock-up in county for public urination before her daddy bailed her out.

  2. Reminds me of this date:

    I know this is probably a stupid question to ask on this site but why do people mention big things then don't want to talk about them?

  3. @ tlkitty - It is a desperate and sad cry for attention.

    "Look at me, I'm really interesting because X happened to me and I'm really mysterious and deep because I don't want to talk about X even though I bring it up constantly (oh god please keep asking me about it!!!111!!!)"

  4. OP, it's real simple. She just didn't want to talk about the time she got locked up, in a closet, with a gun pointed at her. Why can't you understand that?


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