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Stripper exercise classes.

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It slipped through rather quickly, the spincher pinching the soft silicone about an inch above the tip.
The subject of my affection (the one who dared protest) gave a sharp inhale as the dildo slipped past the spincher, her breathing became more rapid – I would swear was slightly aroused by my efforts (Quite anal this girl, just as I had expected after noticing her sensitivity to finger play in this area) So far so good, but now I had to make sure that we got the anal channel lubricated before I could start stretching it.

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