what size makes it hurt good?

JDean

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same with my girl and i'm 8.5" x 5.5+", hurts her a lot, sometimes tears/bleeds but she loves it in the end everytime.

an x-girlfriend was a virgin and she couldn't handle it, screamed and cried,
had to go in little by little each time till she got used to it a little more.

but maybe the ladies on the site here would have more of an expertise about this subject.
 

Tristessa

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For me, the hurting bit is not just about size, but length of time, position, and . . ferocity? (that doesn't look like it should be a word)

After a few sessions, I ache badly . . in a good way. After a few more, I sometimes shriek on entry, because it can be that painful. But after everything gets going, it's quite nice.