( We had just gotten cable!) Then once I was aroused again the first thing I did was lubricate the dildo and slide it into my ass. I was through waiting. It was time.I never had anything that big in there, it took a little while but it felt great. Spreading a generous amount of lube on my asshole, I inserted my finger as I had done before in my play, and stroked in and out, feeling a warm friction, that turned me on even more. Then I took the unruly massager, ( it was an old-fashioned machine) and positioned it in such away that I could penetrate my asshole with the wooden home-made dildo. Carefully, I pushed it in, having previously lubed it up, it was thick and unyielding, but felt GOOD! It felt amazing especially when I could feel it bump up against my prostate. During the insertion I guess because I was a bit nervous I had gone soft, but once I was actually in and felt comfortable with it there I just kind of laid back down with this hard, stiff thing inside me I just clenched. I twitched in my trousers in anticipation. Beside the paper was an empty bottle of wine, a bottle of baby oil, and two sets of soft cuffs. My imagination went wild. My boss was kinky! And I loved the idea…I collected the stuff and slowly and quietly made my way upstairs, following the post-it notes:‘Come and get me’‘This way to fuck me’‘Horny yet?’‘Tease me’‘Fuck me’‘I’m up for anything’‘Wanna stick your dick in me?’‘Any hole’‘I’m all yours tonight’The bedroom door was open I walked in, there was enough light from the bedside lamp to see. The room was tidy, in the middle was a large bed, and around the room were small pieces of furniture, a dresser, chair, computer table, and wardrobe. On the bed, lying on satin sheets was Naomi, face down on the bed, still in her work suit, although today she was in a skirt. Different to the photo, but still with the blindfold. I stirred in my trousers. I slowly moved over to bed, hardly daring to breathe in case I woke her. On the bedside table was.
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