So, first off I have tried anal twice now and the first time it didn't work and hurt WAY too much (felt like I was gonna die for sure), but the second time I tried those "poppers" things and it worked that time (as in it wasn't totally unbearable) but still hurt.
I have a rape fantasy and would LOVE if my friend (who would be willing to do this and super into it too, even) would put a gag in me, tie me down and destroy me anally. BUT I don't know if this would damage me or not (he's really hung and I'm REALLY tight), and also I don't know how painful it would be? I've heard it "gets better" but in this situation would it just be total unbearable pain the whole time (hence the chains and gag to keep me from not letting him in, etc..) or would it start to be pleasurable too? I'm really sensitive but am super into this rape fantasy for some reason... Is this a really dumb idea or could letting myself get "raped" end up being really hot? I'm a super masochist but hate pain. go figure, haha.
Anyone have any ideas about this? Thanks!