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Even on days when the weather was shitty she would carry them in a bag, change into them, pay all day, change back out of them, place them in her bag and off she went home with them. Jill wore those cap toe ballet flats dam near everyday for about a year and they looked amazing, I literally would hang out and watch to see if she left them behind but… 99% of the time… nope… Until… I’ll never forget this… we had a volunteer day and I guess Jill volunteered (I didn’t)… she wheels in with her cap toe flats on but also with a pair of sneakers in a plastic bag. I knew she was going to have to leave about mid day for the volunteer activity but in my mind I thought there was no way this would work out by her leaving them behind… So, I sat there for about 4 hours wondering if this was going to work out. Now I should say, the kind of job we had you couldn’t just turn off the lights and bolt at a specific time, you may get caught up in something which required you to finish the job prior to. But this had been a huge step forward, and I wanted to see how far I could milk it.“You hear my orgasm approaching. You can tell that I’m about to cum, that the head of my cock is going to spew cum all over my stomach. You can feel the trailer rocking faster and faster, and any second now, I’m going to blow ... what do you do?”“I masturbate slightly faster.”I grinned. I was pretty sure I knew what was about to happen, but there was only way to find out.“I cum. What do you do?”My sister’s breathing was heavier than it had ever been during one of our sessions. As she sat in front of me, fully clothed, neither of us having touched each other even once, I knew that to her mind, she’d just listened to me jerk off once, touching herself for the entirety of the second round.The flush spread to her cheeks, her eyes rolled back, and instead of the monotone I was used to, her next words were emitted in a soft gasp.“I cum.”Session A15:“Hey Mom ... after Lot escapes Sodom and Gommorah, who does.
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