Needing Drugs to Bottom

Hey Woody, I certainly appreciate what you said about sex, pain and cocaine a few columns back, but for me it's pot and the...

Power Bottom 101

Hey Woody, I've never been f*cked before. I want to do it but I'm really afraid of the pain and discomfort. What's the best...

Need Wood: Scraping the Bottom of His Barrel

  Hey, Woody! I bought a couple of dildos to try loosening me up (one was about 7” and the other a thick one about 9”). ...

Is ‘Pee-Shy’ a Legitimate Condition?

Hey Woody! I’ve got a problem I’m too embarrassed to ask anyone about. Whenever I go out, especially to the bars, I can’t seem to...

Will Big Dongs Mean Diapers 4 Me?

Will Big Dongs Mean Diapers For Me?   Hey Woody, Your advice on how to bottom without pain a while back was really good....

New Year’s Sex Jokes

New Year’s Sex Jokes   Dear Readers,   The recession is so bad even sex asked for a government bailout. I can't think...