The Craigslist Files #169 - The Best Craigslist Ad Ever

The Craigslist Files #169 - The Best Craigslist Ad Ever

Sometimes you find something so entertaining, it stands along as the best


Everyone has a secret fantasy, some dream (usually involving naked members of the opposite sex) that they have little hope of ever achieving unless they manage to strike it rich and can afford to pay for it.  For some of us, the dream is simple and quite possibly affordable.  When you have one of those dreams, it might even be an option to advertise on Craigslist to help get your kinky little fantasy fulfilled.  One group of individuals sought to do just that, by seeking out a special lady to make their friend’s bachelor party the most memorable one in history.  What did these people want, you ask?  Why, a game of D&D with a topless Dungeonmaster - what else?

This ad actually became so popular that it’s been making the rounds through various news sources - reputable news sources.  It has since become rather widespread and, honestly, if you’re reading this and haven’t heard of this great request yet, I’m quite surprised.  But it makes perfect sense to me.  After all, if there’s one thing that geeks love more than D&D, it’s naked boobies.  Well, maybe the D&D goes first on that list…

For those that haven’t seen this ad yet, I am bringing it to you now.  Being that I’m a long-time D&D geek and Dungeonmaster (of the non-topless variety) myself, this bachelor party request holds a special place in my geeky little heart.  I hope you enjoy it as much as I did.

Woman DM needed for D&D based Adult Bachelor Party

Looking for a woman with Dungeon Master experience in Dungeons and Dragons (specifically 3.0 or 3.5 editions) to run a game. The event is for a Bachelor Party and the "future husband to be" would prefer if the DM could be topless. With that said, I ensure you that nothing else is expect of you other than an exciting adventure.


Dungeon Master experience in Dungeons and Dragons (preferably in 3rd or 3.5 Editions)

Must be able to provide a picture including the face and body (No nudes please.)

It is preferable that cup size be at least C or greater.

If books are needed it must be stated ahead of time however it would be preferable if the DM had her own.

There will be 5 "guys" that will be participation including myself. We are at all above the age of 24. Each of us are gentlemen and will treat the Dungeon Master with the utmost of respect.

I honestly don't know how to charge for this kind of service because it's not something typically done so the compensation will be negotiated. It's expected that the session last no less than 30 minutes.

A day prior to October 11th (The Day of the Wedding) would be ideal.

The location will be negotiated but priority will be give to the preference of the Dungeon Master.

Any other questions will be answered as needed. Only serious applicants need apply. 


Of course, it’s hard enough finding a girl who plays D&D, let alone one who both DMs and is willing to do it topless.  I suppose if you offered enough cash, however, that anything is possible.  I am seriously curious whether this impending hubbie got his wish or not, considering that the event is already a few days past now.  If I happen to find the answer to that question, rest assured I shall update you, my loyal readers (all 2 of you).  Until then, live your dreams and never give up on even the most geeky of dirty fantasies!