I have a very small penis, I've come to like when ladies giggle and comment on how small it is. How do I go about letting a lady know that it's OK for her to say something to me about it and tease me for being so small without sounding like a complete pervert to her?
— Anonymous, from Tumblr
Sarah: If you’re asking me if you can casually drop this into your second date convo right after you ask her to pass the salt, the answer is no. But this is another way that fetish dating sites can be helpful. Try your luck there first, and just be upfront about this particular fetish in that arena. Outside of that circumstance, I would hold off on this particular confession for at least the third or fourth date, and not to begrudge anyone who bails. But the internet has a wide array of options, so start off in forums with people who share this interest and see where it leads.
Debby: Sarah's right: You're asking to be teased, maybe humiliated even, and it's easier and more common to be open about this on fetish sites than over dinner. Then again, maybe you're bold and funny and willing to take risks. Maybe a self-deprecating sense of humor will help you get the level of reading you crave, a little at a time, if you laugh at your own size and let your next partner know you actually like the playfulness of it.