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“Unnnnh!” I moaned happily. It went in much easier than it had the first time, after several days of near-constant practice, but it was still really a stretch for my poor, tiny, tight little teenage pussy! I tried to maintain eye contact with Mom as it was happening, but I just couldn't help them fluttering closed. I pushed myself back a bit, getting myself to the height I knew Daddy liked best and making my cute little ass really pop for him, then leaned down to rest my head between Mom's big, soft D-cup titties.“Babe?” Mom asked tremulously, her voice weak and thready.

“Let me give you a ride, Jim. You don’t even need to change.” I said thanks and grabbed my stuff. I climbed into the passenger side. Mrs. B. was driving one of the massive cars of the day, a Delta 88 or something. She turned out of the school parking lot, turning away from the the way to my house. “I want to pick up something at my house first. Give you a chance to see where I live.”

“Good girl, sissy! I knew you had it in you! And now, you're about to really have it in you!” She laughed at her own joke, and started to push. True to her word, at least she went slow. I gasped and moaned, feeling the huge, hot weight of her gradually stretching me open, relentlessly forcing her way inside. She grabbed hold of me, one arm wrapping tightly around my leg, her other reaching around to grasp my dick. She wasn't stroking me anymore, not intentionally, but as she began slowly thrusting in and out of my ass, working her way deeper, the effect was the same. It took her maybe five minutes or so to finish getting all the way in, pressing hard against my ass, grinding to make sure I was feeling every last inch she had to give.