To "dig in the sandbox" means to penetrate a male's penis with a vibrator, dildo, or other penis-shaped tool. This rarely creates pleasure as most males do not enjoy even the slightest opening of the hole.
When June asked Paul if he was into "digging in the sandbox" he was totally pumped to grab his shovel, bucket, and sand castle molds, but to his surprise June had other thoughts on her mind and a different idea of what "digging in the sandbox" was. Before he knew it, June was destroying his penis with her vibrator.
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