O-rings are painful - any ideas?

Captivating topic discussions on Strap on dildo:

Is there a harness frendly vibrator
I am looking for a vibrator that is O ring harness friendly. We have the small silk now and could use something a little larger I think. Any...

Do you enjoy strap-on play? Asked of women......
Recently at a wine and cheese thing, the conversation turned to adult toys. I mentioned strap-on play and was somewhat surprised that only one other...

New to strapon sex!
My partner and I are venturing into a bit of a role reversal when it comes to strap-on sex... until now, she has solely been the giver and I've been..

Do you like to peg?
I'm just curious to see how many others enjoy doing so.

Strapless Strap-on
Does anybody have any experience with strapless strap-ons? I'm interested in getting one, but worried about potential pain, since you can't really...

how so?