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I felt her twitch.“Track season is over. It’s months before cross country. I’ll have plenty of time to recover. Please, Jacob?”“I would never deny you,” I said.Livy had come prepared and had a bottle of lube in her bag. It took only a couple of minutes for Rachel to prepare her hole and my cock. I lined up behind Livy and Rachel pointed me to the target.“Be sure to stop me if it hurts, baby. This isn’t something I have to do. It’s all for your pleasure.”“Do it, Jacob. Push into me slowly. I want to feel it.” I pushed and as soon as the head popped through her sphincter I stopped while Livy gasped and panted. “Can you move just a little in and out without going deeper? I want to get used to it. God! It’s bigger than anything that’s ever come out of there!” I rocked back and forth, not really trying to penetrate farther but sinking in a little deeper with each thrust. “Oh, God! Yes! Rache, it’s like being rimmed all the way up inside. Oh, yeah. Fuck me, Jacob! Fuck my fucking. One will cover your airfare to the Caribbean and the other for a two-week stay at one of several resorts. You two can determine which one you want to go to and when works for you.” Many cheers erupt for Carol.After everyone finishes their just applause, I continue “As you all know, Megan Cooper here will be stepping up into Carol’s shoes. A year ago, when she started to work for me, I was not in a good place. Dealing with the loss of my wife, the pressure of work, I was cracking. She pulled me back together and now has become an indispensable part of my life. Some of you know that we have been dating for several months. But I don’t want Ms. Cooper to be my assistant for very long. Instead…” I reach into my pocket and pull out a small box I had ordered that day when she was trying on clothes with Brynn and get on one knee “…instead, I would rather work with Mrs. Wells. Megan, will you marry me?” For once Megan was completely speechless. Her hands are over her mouth, tears rolling down.
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