“No wait there is more,” she said. “In my cubicle, he saw a picture of you dressed up for last Halloween as a princess and said he was looking forward to meeting my daughter.” I blanched. Halloween has been mine and many other gurls only chance to crossdress with impunity. Last year I was Dorothy from the Wizard of Oz, somewhat because my step mother is a huge fan, but mostly because I wanted those red sequined Maryjanes.“I can’t tell him you dressed like a girl last Halloween. He would totally freak out, and I really need to make him like me. His class is the hardest I’ve taken and the last one to complete the degree,” she said.I feigned reluctance but agreed to do anything to help her. She smiled broadly and said “well you are already pretty hairless so I guess we can skip the shave.”“I stopped and picked you up some things, not that mine wouldn’t fit you, I’m sure you look great in them,” she said with a wink, “but I thought this would be more age-appropriate.”Out of the bag came. Stephanie stood up, eyed me like a cat eyes a mouse, and slowly stood up, reached down and took my cock in her hand through my boxers and began to stroke. As she varied her hand motions, with full length strokes interspersed with her fingernails teasing the underside of my shaft and glans she talked about how she loves giving hand jobs, feeling how responsive men are to her touch, and knowing exactly when to speed up and slow down to control their pleasure.For what felt like several hours (but was probably actually only 15 minutes) I was in a state of completely tortured bliss with wave after wave of pleasure shooting from the tip of my cock all throughout my body. But just like she had said, every time I began to shudder and squirm and get close to cumming, she would slow down or squeeze hard at the base of my cock, aborting my orgasm. Throughout, she maintained firm eye contact, clearly taking tremendous pleasure from the way my eyes were begging her to finish me, but she remained.
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