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”This time, she was careful, pushing the big purple dildo, liberally lubricated with my cum, into my tightly puckered hole. God, it hurt. As much as I tried not to, I cried out. It was huge. The enlarged end finally slipped past my virgin anal ring. I felt myself clenching around the shaft.“Push out, Shannon. It will make it easier on you, baby.”“I’m trying!” I wailed. “It hurts so much!”“I know, honey. It will get easier. Relax, just lay there and let me do all the work. Relax, honey.”God knows, I tried. It did help a little, although it still felt like she was going to tear me apart, but it felt important that I didn’t disappoint Mrs. Vandermeer as she guided me through my deflowering, telling me when to breath, when to hold my breath, when to push, and when to relax, my ass stretched beyond bearing.It wasn’t the rough fucking I’d feared. Yeah, it hurt, at least at first, but it was also slow, and sensual and yes, it made me feel like a dirty whore, a feeling I relished. Here I was,. "Robert, I'm Jill, and if you promise to buy us all a round of drinks I will give you a blow job right here." "Deal!" was Robert's reply. Jill reached up and undid Robert's fly, reached in, and pulled out his long, seven-inch cock and wrapped her lips around its purple head. Her other hand cupped his balls through his trousers. Jill then deep-throated his cock as promised and began to move her head up and down on him. Robert in turn moved a hand inside her blouse and proceeded to massage her tits. Robert's excitement was obvious, as in only a few moments he shot his salty cum into Jill's mouth. Jill swallowed all of his cum with only a little showing on her lips. Jill replaced his softening cock back inside his trousers and pulled up his fly. True to his word, he left and returned with a round of drinks as promised. Jill said, "Robert, this is Glenda, and the gentleman on her left is my husband, Peter." A shocked Robert decided this was the best time for him to vacate the situation.
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