This is a bit more alarming, because a hemorrhoid holds a bunch of blood inside. Well one night we had a few drinks and i climbed on top of him and inserted him into my vagina, after I cummed a few times i turned into the reverse cowgirl position and slowly inserted him in and out into my ass until i could take it all the way in. Try inserting ur finger inside slowly then moving it side to side back to front the in a circular motion with lots of lube then he can insert his penis slowly a little bit then stop a little more then stop until he is fully inside you then he can slowly start to go in and out make sure there is still plenty of lube inside you. To sum up:
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It is also best to not use a desensitization gel on the anus either because with continued use your rectum will loose sensation making it harder to go 2 or worse you could go too easily without having control of doing so.
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