I jacked off all the time. This true story is about my crossing over from being a boy into being a man. I was dropped off at granny's house to stay a month during summer. I planned to jack off most of the time as there was not much else to do. Granny was a regular granny, kind of chubby, average boobs, whitish gray hair. I figured granny probably never had sex in her life. After a couple of days I decided to find some kleenex and lotion and drain my balls. Granny and I had gone to the bank earlier in the day and the bank lady had caught my eye so now she will be the star of my jack off session. I imagined her name to be Sue and she is attractive. She walks into my room and puts her hand on my boner and starts to jack me off, she hikes up her skirt to reveal a wonderful snatch, brown haired but not to much hair nor is it very long. She strokes my cock till I cum, and as I start to cum she puts the head of my cock against her bush and my cum shoots out and lands all over her. When my eyes start working correctly I’m shocked to see a small, petite, redhead that looks to be in her late teens. I’m confused, wondering who she could possibly be, until I meet her eyes and she smiles a chilling smile and my blood runs cold as I realize she is the voice.“As far as you are concerned, my name is Mistress Red. Do not speak. Go sit in the passenger seat and wait there.”I climb out, she closes the trunk, gets in and starts driving.Mistress Red says, “Lay your head in my lap and cooperate.I lay my head in her lap, unsure of what she expects me to cooperate with. She slides her hand under my shirt caressing my stomach, as she slides her hand up to cup a breast and encounters my arm in the way I realize what she means by cooperating and quickly move it out of her way. She starts off caressing and teasing. When my nipple hardens in unwilling response to her touch, she traps it between her thumb and forefinger and grinds her thumbnail into it. I scream at the intense pain,.
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