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Miss Karen's Basement

"Part 2 of The Miss Karen Trilogy"

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Miss Karen and I had met at a big gay bar near Washington Navy Yard and we had had a sweet experience in my car. She was telling me a story about her encounter that evening in the ladies room and I got so excited I pulled my cock out and began stroking it. What else are you going to do when your erection is tenting the gym shorts you’re wearing? She could’ve seen it whenever she looked down so I just did what came naturally. A few minutes later she reached over and stroked it and finally gifted me with an incredible blow job. As we were walking back to the club, she informed that she was a dominatrix. And that she wanted to take me to her dungeon.

The thought of that kind of scene gained immediate traction in my brain.

Around midnight as I was about to leave, I caught up with her at the table of the redhead she had fondled earlier and she gave me her phone number. She introduced me to her new friend by saying, “This is Michael and he wants to visit the dungeon.” The busty redhead’s response was tell-tale: “Ooooh, a bad boy, all you boys here are bad.” Obviously, Karen had told her about her alter-ego. Fact was I was being especially bad that night. I had been ogling the cute little Filipino bartender Carlos, and she had also seen my chatting up a TV. Actually, I’d say I was lathering up the TV, a magnificent blonde with a superb body, a cinch to pass anywhere, anytime. She was with a guy who looked like a gangster so I didn’t pursue taking her home. I was a little drunk and quite horny—still. So now I was on my way to the bathhouse where I would cruise naked and play in the water with many other degenerates like me.

On the appointed day I drove deep into Prince George’s County where she lived. Her house was a one story rambler but I could see that it had a basement, although the windows were oiled over. My heart was beating with anticipation as I walked up to her door. I was very experienced sexually and by this point I usually more cool than hot as I walked up to a playmates house. This time was different. I knew I was in for something way different, but really I had no idea what to expect. I knew very little about S&M, except that a lot of people were into it. Especially, people I would meet at the clubs.

I had on my usual summer rags that day—a tee shirt and gym shorts along with a pair of flip flops. I also didn’t have any underwear. I rarely wore underwear when I went to the clubs; I liked to show off my cock. In fact that was the great thing about the discos in the summer. Guys would be practically naked and shameless in their behavior and I was no different. I was pretty slutty and loved to give guys erections. It was so bacchanalian. Incredibly decadent. That disco beat was very primal.

I seem to remember my hand was shaking as I rang the doorbell and I sort of gulped when the vacuum effect of the door opening caused a slight draught around my shorts. Holy shit, she’s right out of a bondage book. It was the long legs and spike heels that I saw because my eyes were sheepishly down as she opened the door. I was truly nervous, like the kid with hopes of somehow seducing the sexy MILF down the street.

So long and so creamy were those legs; Last Friday night I’d have dropped to my knees and licked her shoes—taken the heel in my mouth and sucked on it—no prompting needed. But on this day, I was completely at her mercy. As I stepped into the house she pushed me back against the wall. Her plump ruby red lips were no more than a couple of inches from mine. “You’re even cuter in the daylight.” Immediately, her right hand found my cock straining for room to expand outward and her big tits were rubbing against my chest.

“Oooh what is this? So hard, aren’t we? I really liked sucking on it last Friday night. Um- Ummm”

The cat had my tongue so my body took over. I just kind of swallowed. I had gone from zero to sixty. Whatever sense I had before I arrived was gone. My body took over. My hips started grinding my cock into her hand and then she let go. “You think you’re just going to be able to get off right here in the hallway? That’s the trouble with you. You can’t control yourself.” She had actually yelled at me.

“Oh Karen, please.” I tried to grab her hand but she backed away. Instead I replaced her hand with my own. Her left hand went to her hip, schoolmarm style.

“You want to cum? You’ll cum, you little bitch, but you’re going to cum when I say so. Downstairs! Let’s go.”

She held her stare a minute and then turned and sashayed down the hall toward a closed door. When she got there she stopped. “Well? Are you going to just stand there with the dick in your hand or are you going to learn how to behave like a real man.”

I turned and walked in her direction, my cock pointing out and up, and swinging with each step. She held the door open and I slowly descended ahead of her. It was musty but cool, much cooler than the upstairs. A dim light came from the right and I went toward it. What I saw wasn’t like an S&M book, though. It was just a shelf chock full of sex toys and regalia. There were a couple of dildos-one big, one more like my size, and I walked up on the ramp under a rather hot heat lamp. There was a set of stocks and what looked like a chiropractor’s bench, but none of the black-on-black motif you’d expect.

From behind she grabbed my shorts and pulled them down, exposing my cute round ass. Then, almost immediately, before I could turn around, I felt a hot shot to my buttocks that sent me forward, almost falling over. WHACK! I reached back to protect my ass.

“Don’t do that, or I’ll hit your hand!” She yelled, and I fell to my knees almost in tears. Man did that hurt. Oh My God. “Stand up and grab those handles up there” Without thought or pause my hands went up into the two straps I had seen suspended from a sliding track on the ceiling. As she clamped them shut she said: “Now, you’re going to learn what it’s like to be really horny and there will be nothing you can do to get relief.”

“Oh fuck, Karen, please,” I muttered.

“Oh no, you little dirty little whore I’m going to teach you.” She turned and walked off the platform toward the stairs, only to stop and look back with a wry smile. “You just think about why you’re here and I’ll be down in a few minutes.”

By then my cock had receded. And despite the hot lamp beating down I felt chills on my body. The best way to describe my state would be half scared, half excited. I knew this was just a game, a power exchange of sorts. I never thought I could ever feel this way during a sex act. I’d felt a little pain, I was now hoping the pleasure was just ahead.

After about five minutes or so I heard voices up stairs, and it soon sounded like they were coming down the stairs.

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But it was just her who came out from the darkness of the stairwell. “So, are you ready to see how much you can take?” She came right up to my face and grabbed my junk. “What happened to your little cock? Doesn’t Miss Karen turn you on?”

I managed to shake my head up and down and mumbled a faint “yes.” She dropped to one knee and gave my cock a few swipes of her tongue and then stroked it a couple of times, but it didn’t want to rise.

“It’s a boy you want, isn’t it.” Actually, she was plenty exciting but it’s like trying to piss in public, sometimes you can’t get that let down reflex.

“Oh, Karen you’re scaring me. I can’t get hard.”

“Oh yes you can, you little slut.” She was circling me, pacing like a tigress in a cage. She paused for a second. Then she turned to me with a smirk. “Carlos, come here.” There he was, perhaps the only person whom I actually might have wanted more than Karen.

He was wearing a pair of Richard Simmons shorts and a muscle shirt. He was barefoot and his feet were very feminine. No more than a size 6. “Hello, beach boy,” he uttered with a little flick of his long eyelashes. He had told me he loved my blonde-haired, blue-eyed surfer look last week at the bar.

“Hey Carlos,” I sort of whispered. Karen stood off to the side arms akimbo.

“Karen told me you were going to be here today. I wouldn’t miss this for the world.” He too was wearing no underwear and I could see a perfect little cock silhouetted inside the shiny shorts. “I expect to have my way with you, Mr. Hot.”

Just as he was reaching for my cock, that was now beginning to rise, she slapped his hand with what looked like a riding crop. “Hold it, you can’t touch him. He is going to have to watch you tease him without anybody touching his cock.” Turning to him she said, “Take off your shorts, Carlos.” I could feel my heart start to flutter.

He turned slowly and deliberately, and after sticking his sweet girlish ass out he pulled down his pants. Karen grabbed one of his cheeks, surprising both him and me: “Isn’t this a sweet ass?” Then she slapped it with a quick flick of the wrist

“Ooh, yeah Karen…do that again.”

Instead, she just stared at me and then her eyes dropped to my cock. The riding crop came down on the head of erection. I jumped and grimaced. “Now look at yourself… I told you, Carlos. Michael wants you.” She got into my face, snarling like a drill sergeant. “You want that little beauty don’t you? Tell me you want it.” Her volume increased to a shrieking crescendo at the end.

I was petrified; and probably a little ashamed of how she was right about that. But he was so perfect and I did want to get at him. And in almost any other circumstance I would have gone with the girl, especially a voluptuous tomato like Karen.

“Yes, Miss Karen. Can I see his cock?”

“Why, you can’t have it.”

“Please! I want to see it.”

My cock was just pulsating by now and pointed straight up to the ceiling. My balls had drawn up and my sac was tight. I was still shivering. Karen leaned back against the book case and just stared at my cock for several seconds . “Carlos, you want to see a nice hard-on?”

“Fuck yeah, girlfriend,” he answered.

He kind of turned around the way a young girl would the first time she played doctor. He was incredibly feminine in that unique way Asian boys are. “Ooh” he exclaimed throwing his arms up and jumping back in the campy sort of way a flaming gay would. “That is nice, Karen. You simply must let me touch it.”

“No Carlos that would be too easy for him.”

He had little tit buds and a soft abdomen. He lifted his doe eyes while squirming just slightly, coy, and yet seductive. Everything about him was girl except for the penis. It was in perfect proportion with the rest of his delicate body, about 5 inches with a glorious pink helmet. It was up but, I knew it could rise further. I wanted to touch it. I wanted it in every way—in my hand, in my mouth, in my ass. I writhed and twisted. “Karen, c’mon…how can you do this to me?” Then something rose from deep within me. “Carlos, come over here! Oh puh-leeez Carlos.” I twisted and turned. I moaned, and tears welled up in my eyes. “Karen, why, oh why are you doing this?”

“You don’t know what wanting someone is, baby boy.” Then she dropped to her knees. “You want me to touch it don’t you.” She lifted her eyes. “It is cute, and I really would like to touch it.” With that, she dropped on to her back and spread her legs, her grotto etched in silk black panties, lips obviously swollen. I swear I could almost smell the muskiness surely oozing from her by then. “You haven’t seen my pussy, have you?”

“Oh, Karen let me see it.” I really meant it. Though I’m not sure she believed me.

Then Carlos lay down, beside her. “What’s it going to be, beach boy?” Karen glanced over at him. He lifted his hips and fucked the air with that perfect little scimitar. “You want this pretty cock…” she ran her hand over it and closed her fists for a second, “or my hot wet pussy ready to take you to Heaven.”

There they were both masturbating in front of me, heads back, blissfully stroking, and reveling in the deliciousness of me, my body stretched taut, cock up strong and glistening, aching with desire so heavy in my crotch that I probably would have cum if one of them had breathed on me.

With a start she jumped up. “Carlos, we absolutely must stop and take a water break.” They both scrambled to their feet. Karen took a moment to again sidle up to me. “I’m going to attach this little vibrating device to your balls. It is sure to drive you insane. Fun, huh? However, if I come back and see that you’ve cum you’ll be in bigger trouble than you already are.”

It seemed like an eternity as that vibrator tingled without cessation and turned my body into a tormented spring torqued tighter than ever before. Twice, I had to squeeze an orgasm back. I found that mental transference was useful at that point but it was tough. I so wanted to give in, and let the poon pour out of my penis

Then they came back. “OK, Sir Sweetie, have you made up your mind?” Carlos was standing there beside naked, sensuously stroking his cock, eyes wet and glazed. I wondered what happened upstairs. It looked like he was about to pop, and she had that dewy look a woman gets when really aroused. “Since Miss Karen is in charge here, I’ve decided. You’re going to fuck me and… he’s going to fuck you.” Holy Shit, I thought, this is probably a pretty good outcome. “Carlos, there’s some K-Y on the shelf.”

Again waves of anticipation came over me. As close as I was to cumming, I wasn’t sure I could hold back long enough to please, Miss Karen. That breathless feeling of anticipation returned, although I knew more sensual torture was the last thing I needed.

TO BE CONTINUED IN PART 3



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Written by gloryhole31
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