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When anal sex is painful, it's either because you didn't use enough lube, or you didn't start small and work your way up. There is a muscle in there that works involuntarily... so if you aren't relaxed, things are going to hurt.
When you do convince your girl to try some anal, begin with thumbs or fingers like suggested. Use LOTS of lube... LOTS. Get her used to the stimulation... and work up from there.
When your girl learns to relax, then you'll be able to move on to the dick slamming ass romping good time that you imagine.
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monica AT monicaweb DOT net
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