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the finger trick is the best in all reality. work it progressively into the action over a period of time. i've managed to get it to work with a couple exs now. my recommendation is to trace your finger down the crack of her ass while she's on top. start out easy, rub her poopchute with a little pressure as she rides you. once you get some sweat rollin down the crack of her ass, or some pussy juice flopping up there you can start peaking a fingertip inside to judge her reaction. if you've been getting away with the pooper massage a fingertip is usually accepted without question. once you've worked this into the routine for a while, go for the gold and guntfor the second knuckle. works great if you can time it with an orgasm, but be careful i damn near had my fucking finger broke one time. the first girl i got this to work on it worked out flawlessy, she actually asked me why i didn't put my finger in her ass when she was cumming one time, and told me she liked it when i did that. BAMMM, dropped the question isntantly and she was game...
the trick is getting her to relax into the idea. if she's tense and worried about a little anal play, it's going to be a battle getting in there, and she is not going to enjoy it. if she's willing and eased into the idea of liking her ass played with a bit, you'll make way better ground on turning her into a little anal whore...
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