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Jay flinched when Catherine inserted the lubricated finger between his nether cheeks, and worked it around rather brusquely. She withdrew, removed the glove, and retrieved the anal plug. After spreading some lubricant on the plug, she inserted it to the sound of Jay when he groaned, "Uhhhhhh".Miss Allison then spoke. "I want you to stay bent over until I tell you otherwise. Keep your chest against the surface of the desk. I'm going to give you a caning now. You will receive ten strokes of the cane across your bare bottom. Two extra every time you get out of position."The bare-breasted governess retrieved a straight handled rattan cane and fiercely whisked it through the air several times, causing Jay to shudder. She stood to Jay's left side, extended her arm, and tapped the cane several times across his vulnerable uninitiated nether cheeks."I will deliver each stroke about five seconds apart. Catherine, please count them aloud," Miss Allison instructed.There was a whippy. So I just sent her a smiling smiley. She also copy-pasted the same. I sent her another smiley and she sent me back the same one. Now I thought this is my chance. So I sent her a wink and she sent me the same.Then I sent her a kiss. With my heart racing like a train! Then she sent a laughing smiley with ‘as expected’. As I was a bit angry too, I said, “What I can do then if you are just copying me?” She said, “You can’t do anything else?” I replied, “I can do anything.”She: What you will do?I thought a lot before typing this and finally sent, II will press your boobs.” She immediately replied with a laughing smiley, “Why you want to press my boobs?” I said, “You are hot and I wanna enjoy them.” She replied, “What else you wanna do?”I was on cloud nine till then thinking of all the fantasies I had buried inside me. I said, “I will suck them to the fullest and also pinch your nipples.” She liked it! Then I broke all the barriers and started talking all about sex. I said, “I will remove.
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