Top 10: Worst T-Shirts to Go To Jail In

wmmattler March 12, 2010 8

These folks are in need of some fashion help before they head off to the pokey. Unformutaely they didn’t get it before Johnny Law got them. These mug shots, and our other ten, are enough to make you think twice before you put on that shirt with the pithy saying.

10. “Trust me I’m a liar”

Yes, Sir, The truth does not always help.

9. “I’m a virgin but this is an old shirt”

Clearly this woman needs a wardrobe consultant.

8. “If we get caught Its all your fault”

Do not under any circumstances drag ME into this.

7. “I’m probably lying”

First impressions are so darned important.

6. “It wasn’t me”

Oh so the video we have you holding the teller at gun point is your twin?

5. “Every Great Idea I have Gets me in Trouble

Define “great”.

4. “Nobody’s perfect”

Speak for yourself, dude.

3. “I’m not an Alcoholic. I’m a drunk. Alcoholics go to meetings”

Drunks go to jail. Well at least we have an honest one in the crowd. Still this one reminds me of an ex….

2. “I (heart) midget porn”

Its probably better not to share that information.

1. “World’s Greatest Dad”

This might not be so bad had he not been arrested as a sex offender.

On The Cover…”I Blew C3PO and All I got Was This Lousy T-Shirt”

This guy actually did!


  1. Maria grafs March 13, 2010 at 5:49 am -

    These captions are really funny

  2. la April 8, 2010 at 10:22 am -

    BS!! The last one on the list is one that I recognized from TSG… It is obvious in most of these photos that they’ve been edited…POORLY!

  3. Paul June 11, 2010 at 3:23 pm -

    Funny stuff. I found similar shirts at

  4. Circuit Breaker : October 28, 2010 at 6:22 am -

    when i browse videos on youtube, i always look for those videos with funny stuffs in it”.,

  5. Jessie September 1, 2011 at 9:01 pm -

    I wonder if there is a punchline on the back of “World’s greatest dad”

  6. Curtis September 14, 2011 at 8:24 am -

    Wow! Appreciate it! I always aspired to create in my website the like.

  7. Sage November 29, 2011 at 5:21 am -

    last one is SO SHOOPED

  8. BEAT THE MACHINE March 25, 2012 at 7:22 pm -

    No. 5 looks like Toby Turner. =D