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56
First Date (Part Three)
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When I returned to the couch with the icepack, feeling torn between anticipation and dread, Emily looked positively elated and smiling. She was sitting with her legs crossed, and she was holding something in one of her hands that I couldn't quite see.

"Oh by the way Mike", she smiled, as soon as I sat down, "do you think you could bring me some more wine?"

"Of course, Emily-- I mean, Miss Emily", I replied, hopping up again, walking over to the wine and coming back to pour it for her. She took a sip. I couldn't get over how lovely she looked. "Hmmm. Thank you."

"You're welcome", I said, sitting down.

"Now", she turned to me, still smiling, but businesslike. "You know what I think you should do, Mike."

It wasn't a question, and now my heart really started to beat with anticipation- and anxiety.

"You want me to...ice myself down, Miss Emily?"

"That's right", she smiled, her voice becoming a whisper. "Pants down Mike, icepack applied to that silly boner of yours."

I inhaled sharply without replying. Was I really going to do this?

"Mike?" She asked, deliberately moving away from me on the couch. "You do want to please me, right? You do want to keep playing this game?"

The thought of just stopping now filled me with even greater anxiety than the icepack.

"Of...of course, Miss Emily", I stammered, quickly unzipping myself- quickly but carefully, because, as she knew, I had a raging erection.

"Good boy", she said, sliding close to me again, not touching me down there but simply putting her hand on my shoulder. For a second I was afraid I was going to cum right then and there, as my dick throbbed in the air. I closed my eyes and very slowly, very gingerly, applied the icepack to my cock and balls.

Emily giggled and stroked my shoulder with her red nails, moving even closer to run them through my hair. "Good", she whispered close to my ear, her lips almost-but-not-quite grazing my earlobe. "Good boy, that's not so bad, see?"

"Ahhhhhhhhhhhhgggggg...", I said, barely able to think. Very, very slowly, my erection was starting to deflate, despite the fact that Emily's presence- her voice, her body so close to mine, her breasts contained in her blouse starting to press against my arm- oh, God- her perfume- all of it made my dick keep fighting against the icepack, struggling against the cold, trying to stay hard, wanting to cum...

"Oh God", I whispered in a pleading voice. "Please..."

Emily giggled, and I could sense through my fluttering eyelids that she was reaching for something at her side. "You know what I have here, don't you, Mike?"

"I...I think so, Miss Emily", I managed to groan, my dick throbbing against the ice again.

"It's a chastity cage", she whispered quietly in my ear, nibbling at my earlobe. "You want me to put it on you, don't you, Mike?"

I was going insane. What could I say?

"Or don't you?" she asked, slowly starting to move away from me again, to break contact.

"...Y...yes!" I whimpered, even though I couldn't quite believe what I was saying. I wanted to throw her down on this couch and make love to her...didn't I?

"I want you to beg me, Mike", she whispered, and I could hear her fingernails clicking on the plastic cage.

"Please..."

"Mmm-hmm", she said, "good boy", stroking the back of my neck now, kissing my ear, her perfume in my nostrils. Everything was going to be okay if I just pleased her.

"Please..." Oh God, what was I saying? My voice was garbled. "Please put me in...chastity, Miss Emily?"

Now she kissed me on the cheek, a full (but chaste) kiss, and giggled with delight. "Good boy. Of course I will, Mike."

And with that, with my eyes still mostly closed, enjoying the sensations, I felt the icepack lift. I was now mostly numb down there, and soft, but I could feel Emily's hand as if from a distance, and sensed a sudden flurry of movement. After a few seconds I felt that there was something around my penis, which was already coming back to life, but...too late?

Click

Too late. I heard a padlock close, and I opened my eyes. Emily was grinning wickedly, and suddenly stood up, moving away from me, walking over to the coffee table to take a sip of her wine. I looked down, with that now-familiar mixture of anticipation and anxiety, and I saw that I was locked in a little clear plastic prison. My penis was already trying to get hard, a little bit, but of course it had no room to do what it very naturally and reasonably wanted to...or what I wanted it to do, rather.

Emily smiled as she took another sip of wine. "You're stymied now", she said quietly. "Aren't you?"

I hadn't seen where she'd put the key, but something told me it wasn't wise to ask. I couldn't think of anything to say except, quietly, not quite able to meet her eyes: "yes, Miss Emily."

"Do you want something to drink?"

"A little more wine?"

She shook her head. "No. You can drink something, but non-alcoholic. I don't want you to dull this sensation, Mike. I want you to know that you're in chastity." She smiled. "For me! And I want you to be aware of the fact that you don't know when I'm going to let you out."

With that, she set her wine glass down on the table, and without taking her eyes off me, she began to unbutton her blouse. As she revealed the purple lace bra underneath, I groaned aloud, and groaned again as I noticed that the key was dangling on her necklace, between her two lovely breasts.

She approached me on the couch again, and all I could do was look up at her, helplessly. A second later she was straddling me, her lips finding mine, her perfume in my nostrils again, her breasts pressing against my chest.

My whole body started to tremble, and my erection desperately surged against my cage. This was a mistake! I needed to get out now! Please, please, please...

"Isn't this much better?" Emily whispered.

"Please..." I whispered in her ear.

"What's wrong, Mike? I'm right here." The key was swinging between her breasts. "Don't you...don't you want to make love?"

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