Countinued From, The Boss And I
You can catch up on The Boss and I..Ep 2, HERE.
We continued in this way for almost three months – I would spend a half hour before any meeting with my arms wrapped around her hips, holding her up off her chair and letting her thrust and buck against my mouth as I slowly licked and tongued her out of her mind. I was in heaven – a gorgeous, sexy, wonderful woman was almost dependent on me for pleasure. I was fairly sure I was her only source of orgasm at this point – from her reactions to my touches, I don’t think she was pleasuring herself at all anymore. If she hadn’t had a meeting in a couple of weeks, she would often cum within only a minute or two.
However, the emotional quandary continued. I wondered whether I had feelings for this woman – and if I did, what I should do about it. If I tried to change our arrangement into a romantic relationship, I risked losing everything. I was fairly sure that the dichotomy between our relationship and our physical intimacy was getting to Cleo as well – whenever I would slip into her office, she would look at me with a mix of anticipation, desire, and an odd sort of confusion, as if she was not sure how she should emotionally react to my presence anymore.
Eventually, the question was answered for me. We reached a tipping point one afternoon. Cleo had a meeting scheduled over dinner with not one, but two clients, and I slipped into her office almost a full hour before Diane had to leave for the restaurant. She seemed surprised to see me that early, but she turned her chair nonetheless and willingly surrendered her pussy to me. I loved the first sigh she gave when my mouth touched her. It was a sigh of pleasure, of relief, and of a satisfied anticipation, as if she really did look forward to these sessions.
This time, though, I had decided, I was going to take my time. I deliberately avoided her clit – no matter how much her hips reached for me or how much she tried to twist herself to get contact there, I kept from touching it, running my tongue over her lips, sucking and nibbling at them, and then swirling my tongue around her opening without entering, tantalizing her. After almost fifteen minutes of this exquisite torture, she actually surrendered to it, letting her body relax and just enjoy the gentle, restrained caresses of my mouth. I used my whole mouth, my lips and tongue and even my teeth, lightly nipping at sensitive flesh, teasing her until she was just breathing deeply and shaking ever so slightly, all of her willpower going into not pleading with me to pleasure her more directly.
I dipped the tip of my tongue into her ever so slightly, and heard her catch her breath. Then I withdrew, swirling around her opening, and dipped in again without warning, again barely entering. Another little gasping breath, her hips quivering. I waited a long moment until I felt her hips lift, and then licked her opening firmly, not entering, and felt her jerk, a tiny whimper escaping her. I looked up at her face – her head was pulled back, her mouth open, her eyes shut, her body totally relaxed other than her somewhat tense hips. I smiled, swirling my tongue around her a few more times to hear her gasp, and then, in one long, slow, firm thrust, buried my tongue inside her, wiggling and squirming it against her inner walls.
I drew my tongue out at that, looking up in surprise and eagerness, and swirled my tongue a few more times, lashing it against her opening, tapping sensitive little crevices here and there, until I heard that tiny little whimper again. Then I plunged my tongue as deeply as I could, swirling it inside her.
I almost moaned at the exclamation from her, and found the sound so wonderful after all the months of listening to her silence that I pulled my tongue out again, hearing her whimper immediately in protest. I proceeded then to tease her unmercifully for five full minutes, caressing her outer lips with my tongue and lips, stroking the hood of her clit with my upper lip but never her clit itself, my tongue tantalizingly circling her opening time after time. To my delight, though, her body stayed relaxed, letting me keep control. Finally, I fluttered my tongue at her entrance, drew another whimper from her, and then, lifting her hips slightly, sank it deeper than ever into her body, my lips caressing her slit from top to bottom as I filled her with my tongue.
“Oh, sweetie…” She moaned out.