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He stepped right up to me then, and I gasped just a little when his boner slid vertically right in between my squishy cheeks. With his hands resting on both my slender hips, Jack pushed his arousal against me suggestively over and over again, our eyes never leaving each others. “Sammie, would you mind it if I pretended you were a girl for a while?” Jack asked while grinding up against me. “I wouldn’t normally ask this sort of thing of you, but you have such and sweet-looking ass it’s just too hard to resist sometimes.” I licked my suddenly dry lips and pushed back a little into his gyrating crotch. I wasn’t sure if he was still playacting yet or not, so I decided to play it safe by giving at least a halfhearted performance just in case. “Well, since it’s my fault that you’re like this right now,” I practically moaned my reply. “I think it’s only fair that you take your frustrations out on me, Jack.” “You sure?” he asked, then punctuated his question by dry humping my butt with. You try to twist and turn, you start to howl and Yelp... It's been a long time since you were spanked on your bare bottom . It stings.... It hurts..... This naughty schoolgirl getting her bare bottom spanked hard !!!! I continue and you carry on howling and struggling ... Your face grimaces as the stinging goes right through you .. I stop and get you up and tell you to go to the cover hands in head and you do, shuffling as your knickers are still around your ankles.... Your bottom sways from side to side as you shuffle, the pink has changed to a fiery red, it has been a while since you had a hard spanking like that . You stand hands on head and the pain subsides to become a warm glow, and you start getting aroused. I tell you to take your knickers right off then to go to my bag and bring me what in it . You do and bend over to pick out a long whippy school cane. I tell you to present it to me, so you come over to me and with it resting on both outstretched hands you present it to me.
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