She nestled around with the panties, probably spreading lube over the plug, and then I felt its tip press against my anus. “Please go slowly,” I b...gged. “Stop whining and relax!” She pushed the rubber against my pucker and I felt it clench tightly at the attempted intrusion. I really tried to relax, but as soon as she upped the pressure, my ring of muscle tightened on its own. “This is going nowhere,” she muttered. Suddenly, a loud crack sounded and fire shot through my left bum cheek. “Owww!”. Watching her finish a mouthful of cereal, I said, "Sooooo, that thing you've been wanting to try, that I've been putting off?" Her eyes brightened. "I want to do it." You do? Fer realz?" Like, right now. Before I change my mind."She immediately got up, swallowed, and took me by the hand. We went back to my parents' bedroom and she undressed me like a Christmas present. It was a little weird at first cuz she’s been my friend for so long. But, it was also a turn on because it felt forbidden. It. More

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