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The anus doesn't make it's own lubrication like the vagina does, so using lube helps the penis (or a sex toy) go in the anus easier and keeps the condom It's also possible for fluid to squirt out of the vulva before or during an orgasm — this is. And what makes one woman squirt today might not make her squirt tomorrow, or ever again. I had my most intense amazing orgasm from anal sex. a little sprinkler it was so amazing and I hadn't even touched my vagina. After your woman has agreed on trying anal sex, you both have taken all the precautions, your fingers inside her vagina, but through anal penetration, your penis is at an angle that If done right, your fingers are able to give her extreme pleasure and make her ready for your penis. . The truth about Squirting Orgasms!.