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I’m 41f and just did it for the first time recently. I looked at the training kits online but never got around to buying them. We watched an instructional video. Not very sexy, but quite informative! How we did it: he loosened it up with a finger and lube. Then he lay on his back and I squatted/ kneeled above him and slowly lowered myself down. It puts the woman in control, you can take breaks and breathe. It shouldn’t be painful. Good luck!