She was pissed, and she was breaking up with me, saying that I could expect a call from her lawyer soon. With tears in my eyes, I started dressing up....I had such mixed emotions. My cock was rock hard. I looked in the mirror. I looked very good. I was kind of surprised that the clothes he had picked for me fit me so well! I started looking around in the room, and found a few pairs of shoes and boots, including a very sexy pair of heels. I thought to myself : why not! So I put them on. They were. "Howard Silverman was a wreck! Caitlin's remark about his not being forward enough had effectively silenced conversation; Howard had no idea how to proceed from there, so nothing happened on the drive back. Now, two hours later, Howard was alternating between pacing his office and sitting behind his desk in a funk. Obviously, there was a major opportunity of some type here -- and he was letting it slip away due to a total inability to develop a coherent strategy!Objectively, he couldn't really. More

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