This is the third in a series. To really know what the story is about read "Emmy and the Top Ten List" first and "Emmy and the Neighbor".
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Emmy and the Blackmailer
The next morning Em and I sat down to breakfast to hash out our plans to confront our neighbor who thought he was blackmailing me. We talked and ate for over an hour but the only thing we could come up with was to tell him that Emmy wasn't going to divorce me, show him the tape where we caught him admitting to blackmail, and end it.
Neither of us were satisfied so we tabled it again until after Em's dental appointment when we would talk again. I assumed my promise not to end it before we came up with a spectacular plan still stood.
It wasn't two minutes after the door closed behind her that I heard her coming back in. I figured that she either forgot her keys, or she had a brilliant idea.
I popped around the corner and stopped dead in my tracks. Colin had let himself in. There he was, uninvited, standing in my living room, holding one of those larger shopping bags with the string handles.
"Colin! What are you doing here?" If he had really caught me cheating I would have had to accept whatever abuse he had planned. But since Emmy knew everything from the beginning, the blackmail attempt was futile. And since it was futile, in my mind he had no justification to barge in uninvited. I know that's convoluted, but it's exactly why I was so surprised that the neighbor's son would just let himself in.
Colin crossed the room to sit on the recliner, just like before when he demanded I blow him. He motioned for me to pour him another scotch. I cocked my head sideways, as if to say, 'It's nine in the morning.'
Anyway, I picked up the bottle and a tumbler to pour him the drink, but not before surreptitiously turning the camera on again.
Colin looked down on me, metaphorically, "You're a wimpy fag of a man. You cheated on your wife, you let that other woman abuse you, and became a cocksucker for her husband, then me. Guys like you don't deserve women like Mrs. Blake." He paused to pick up his bag from the floor. "Guys who have sex with other guys don't deserve any woman at all." Then he started unloading the contents of the bag.
Out of the bag came, a pair of stripper pumps, black stockings, a black thong, a blue satin corset, and a red wig.
He was so sure he had the upper hand, while Emmy and I actually held all the cards. If only she were here we could spring the trap.
Colin looked me over derisively, "I think I got the sizes figured out close enough. Go put it on!"
Feeling inwardly smug, I casually sat down instead, reclining on the couch before him, fingering the material of the corset. It felt nice. Emmy would look nice in it. Actually just about any woman would look nice in it. I pictured Colin's girlfriend, Terry, the blue would accent her brunette hair and azure eyes perfectly. Colin tapped his foot impatiently.
He wanted another blowjob. But he had no leverage so I could just say, 'No.' But then I would have to explain just why he had no leverage which would end our trap prematurely. And Emmy and I both really wanted to stick it to him with some poetic justice. He cleared his throat to show his irritation.
Ignoring him I followed my train of thought to the end. I suppose I could do it. How disappointed would Emmy be that she didn't get to watch? Would she want me to do it yet again? Now that would just drag this out longer. On the other hand, how disappointed would Emmy be if I ended the sting early? How could I make it up to her if it all fell through? Colin interrupted, "What's the matter with you fag boy? You just gonna dream about my big dick instead of sucking it?"
I was really starting to dislike Colin. And that clinched it. I was going to put on the sexy outfit and give the camera the best blowie I could. When the moment was right Em and I would do something really big.
I didn't say anything, I just got up, collected the outfit, and headed into the bedroom to change. "I heard the bastard chuckling behind me, "If you know what's good for you, you're going to let me do whatever I absolutely fuckin' want to do to you."
I caught a glimpse of myself in the mirror on my way back out. Man, I looked pretty damn hot as a girl.
He had the furniture rearranged. Scanning the room I guessed that he wanted me bent over the ottoman. Only, that would be out of view of the camera.
I tried to control the situation so I knelt where the camera would really get it all. Colin came over behind me and before I knew it he had tied my hands behind my back. He tried to drag me to the Ottoman by the ropes.
I started to stand up but he just pushed me back down. Twisting away I successfully got to my feet. I could easily get free but at that moment I realized that it didn't matter if I were tied or not, Emmy tied me all the time. I just needed to get back in front of the camera.
Colin growled and laughed at the same time, "Oh, you're gonna make this fun. I love a struggle." He caught me easily - I let him. He tried to drag me over to the Ottoman yet again, but, being stronger, I pulled away. Struggling together, we veered off to the right where we fell flat on the floor.
Colin got on top of me, "I misjudged you, babe. You're a lot of fun. I wish I could have invited you to play this little dress up game to get your mouth fucked a long time ago."
The hair of my long red wig was strewn across my face. Looking through the strands I could see that the camera was pointing right at us.
With his weight holding me down he unbuckled, pulling out his already hard cock. This would work; I stopped fighting.
Colin climbed up my body and stuffed the head of his dick in my mouth. I loved being so helpless. He rocked back and forth sawing it in and out. I could also taste his sweet pre-cum. Yum!
"OK, bitch, I'm gonna change position." His voice sounded vicious now. Not that it scared me. If anything it added novelty. He swiveled around putting us into a 69. I was thrilled! What a great way to get drilled!
He didn't work it in slowly. He didn't worry if he would fit or not. As it turns out, in this position he fit very nicely. He was able to go all the way in with one thrust. The practice Emmy and I did when she fucked my mouth with the strap-on probably helped it fit too.
I tilted my head back to help with the angle. I would have jerked off but my hands were tied. I did the next best thing. I dug my heels into the floor and jammed my throat back and up into his cock.
He didn't last long. Twenty or thirty stabs into me, then with one last poke he held it all the way in, injecting his cum into my stomach. He groaned loudly while cumming, yelling out, "Oh, you cunt, Terry, this 'ill teach you not to give blowjobs!"
He settled down from his high, eventually pulling out just when I was running out of air. He rolled over, "It's ironic that you're paying me to fuck you. I should be paying you now. That was the best."
I got to my knees, then all the way up and into the bedroom to change back into my male clothes.
When Em came home I told her about my dilemma. She was sympathetic, telling me that as long as I had made my decision trying to please her that she was unequivocally behind me. Then rethinking her statement she changed her mind, "Babe, it doesn't even matter why you made your decision. You're my man and you can make any decision at all for us. You can do no wrong."
I told her all about it. She said it sounded totally hot, just hearing it turned her on, she was bummed that she didn't get to see it for a second time.
I had her sit at the computer, "Wait, I have a surprise for you." I rubbed her shoulders and started playing the tape so she could watch it.
Part way into the video she was pinching her nipples and rubbing her twat. "Come here baby, I need you. Wait, get my vibrator first."
She directed me to kneel under the desk between her thighs. I lapped at her puss, gradually working her up to a full lather. In time, she pulled my head hard against her wet cunt so I could really get all around, in, and on the right spots. I loved being there serving her. And, I could tell exactly which parts of the video she was on by listening to the soundtrack.
She wanted to use her vibe but my face was getting in the way. I could tell from her body language and tenseness that she was conflicted about something. Finally, she put her legs up on the desk, holding my head at arms length while she focused on her clit. It was fantastic to watch her masturbate from such a close vantage point.
In the next moment I discovered the reason for her reticence. With her left hand she gently pushed my head lower. She hasn't been gentle, like this, during sex for awhile. She likes it dominant and knows I do too.
Once I was a few inches lower, and in this position, I was looking at her anus. I'd never seen it before. It was a cute little brown spot. Not from poop, that's just the color of her nipples, labia, and apparently her butthole too.
I figured she wanted me to lick it, but was uncharacteristically unable to command me to so. This was going to be a first for us and I think harder for her than for me.
I put my hands under her thighs to hold them up slightly higher. I could tell that she knew that I had deduced what she wanted because the tenseness left her body and her cheeks parted just enough more to let me in.
I was actually looking forward to licking this forbidden part of her. In a moment when I was lost to extreme passion I had once licked another woman's ass, being turned on enough, I both loved and hated it.