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" You wanna bet on it?" he said, grinning.I hesitated for a minute, "Fine, why not?" I said, "what is the bet?" Let's bet on who'll be the maid of this room for the evening." he said."It's my room." I told him, almost offended."Yeah, well, you were the one who brought it up. Plus, you always boss me around when I'm here." he said, "Whoever's smaller has to wear this maid lingerie that this chick left in my room the other night, and be the winners maid." Okay, fine." I said, hesitantly, as he started pulling down his gym shorts. I pulled down mine, revealing my laughably small bulge, which was already growing from my excitement and nervousness. He pulled his boxers down, letting his already twitching cock slide out from underneath. It was huge, even though it wasn't fully hard yet, I could tell it would dwarf mine. "What are you waiting for, dude?" he teased."Nuh, nothing." I stuttered, before pulling down my boxers, revealing my 3 inch cock, already nearly fully hard from how nervous. “I ... might be.”She shot me her ‘look’. I know better than to tease her once I’ve had that.“Okay, ‘Mom’, I met a real nice lady yesterday while walking Max, and we’re going out on a date Friday.”I got a BIG smile from my secretary. “About time too! You want me to book you a table somewhere fancy?”“Thanks, Helga, but no, not yet. I’m taking this slow; I want to get to know her rather than just impress her. Besides, it’s her choice of place this time. I’m sure she would easily fit in at one of the power restaurants, but I want to talk to her, not spend our time seeing who else is there.”“Okay, but don’t forget, you ever need flowers sent or anything like that, I’m happy to organize them.”“That’s real kind of you. Thanks. I’ll keep that in mind. Okay, what have you got for me this afternoon? You aren’t going to ruin March for me already?”“No, boss, all going smoothly at the moment, looking good.”We grinned at each other. She’d introduced me to a saying that whenever you see a swan.
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