Reluctant Sucker

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A man is blackmailed into a bisexual encounter.
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19 Followers

"Will is OOT. Wnt to cum 2 house 4 lunch?"

When I saw the text, my heart started to race. Katie was a colleague of mine at work. She was gorgeous - long, honey blond hair framing a face that combined sultry and mischievous to devastating effect. She was funny, with the same sort of snarky sense of humor I had. We had met when we were thrown together on a project and a fast friendship had developed between us. On a number of occasions, my wife Ellen and I had gone to have dinner with Katie and her husband Will, or they came to our house. The four of us were becoming good friends.

Katie and I had always had a small flirtation thing going at work. Mostly it was just inappropriate jokes, "that's what she said" sort of humor or discussing which co-worker was sleeping with which. And, being a guy, I couldn't help but notice Katie's body. She had the sort of figure men fantasize about, and on occasion, I did just that. She was tall, 5'9", and her figure was willowy, a by product of a life long love of classical dance. She was now a part time teacher at the ballet school she had gone to when she was a kid. I'd seen her in her dancer's leotard once, and the result was a treasure trove of images that fueled many a session of jacking myself off.

In the last couple of weeks, though, I thought things were getting hotter. At first I thought it was my imagination, running on masturbatory overdrive. As time went by, her innuendo and overtone became more pronounced. She was touching me a lot - nothing inappropriate, but more pats on the arm or shoulder than she used to do. Her style of dress had always been professional; on many occasions she had scathingly commented on the women around the office who wore what she called "Ho Chic". In the last couple of weeks whenever I was in her office going over some detail or other, she seemed to always have an extra button on her blouse open, or she would take off her shoes and prop her feet up, allowing her skirt to slide up above her stocking clad knees. She was definitely getting me hot and bothered. I tried to get her to tell me what was up, asking how Will was and how they were doing, but she never said much more than they were fine. I didn't want to ask directly, in case it was just me being a horny guy, but I was sure she was trying to seduce me.

Now her text appears. I was sure her using "cum" was no accident and that this was her move. Now the question was whether I wanted to make all those fantasies come true or not. I loved Ellen very much, and there was no way in the world I wanted to hurt her. On the other hand, I felt like I was much more sexually adventurous than my wife, and our sex life, while active enough, was a little stale. I tried dropping hints about some new things to try, but they never seemed to go anywhere. This was, in part, why I spent so much time thinking about Katie. I didn't want to hurt my marriage, but so many of my fantasies had revolved around Katie recently, that I let my caution drop. I quickly punched out "Mmm, sounds tasty. Be there soon" on the keyboard and pressed send.

I went out to my car and zipped over to her apartment. It was a nice two bedroom unit in an upscale building. I took the elevator to her floor and walked up to her door. "Last chance to get away," I thought to myself. My heart was racing and I could feel my cock was already about half hard in anticipation. I reached up and knocked. There was a pause and the door opened a crack and I saw Katie look out. She smiled and pulled the door the rest of the way open. I stepped in and she closed it behind me. I'd only seen her face through the door and as I turned around to her, I gasped. She was wearing a sapphire blue camisole, and I could see a flash of matching panties below it. Her long legs were bare and beautiful, and I could see her nipples tenting the satin fabric of the cami.

"So you like this?" She twirled and the camisole flared and I could see that the panties were thong style and her unbelievably toned, heart shaped ass was bare. I couldn't speak, but my dick was hard as steel in my slacks. She looked at my hard on and smiled. "I think you do like it." Then she grabbed the front of my pants and pulled me after her, toward her bedroom. I followed in a daze, my hormones surging like I was a teenager. When we got to the bedroom, she spun around and began unbuttoning my shirt. "I've wanted this for so long," she whispered. Her nails kept grazing my chest as she worked her way down. Once unbuttoned, she pulled it off me and threw it on the floor. Then she knelt in front of me and unbuckled my pants. She pulled them down, along with my boxers, and I stood there naked, my hard dick inches from her face. She licked her lips and smiled up at me. "I'm going to make so many fantasies come true this afternoon." She leaned in, and just before she touched me, she smiled wickedly at me. "Close your eyes, Alex." I complied, aching for the touch of her lips. I could feel her breath on the head of my cock. I waited for it to happen.

"Open your eyes," Katie said, and there was a funny sound in her voice. I did so, and yelled. Will stood in the doorway of their bathroom, wearing a robe and looking at me and his wife. Katie laughed delightedly and stood up to walk over to him. "So, I bet you are wondering what's going on here, huh, Alex?" She unbelted Will's robe, and he was naked underneath; his cock as hard as my rapidly deflating one had been moments before. "I never talked to you about our sex life, did I?" She ran her fingernails over his chest, brushing his nipples, making him shudder. His cock twitched and I could see a drop of precum on the end. "Well, my Will and I have a lot of different interests that we like to explore together. Will is bisexual, and I like to watch him play."

Finally my brain engaged. "Play? But I'm not bi - I don't ... I never ..."

Will spoke up, "We were pretty sure that was the case, but we also know you are willing to experiment. Katie has checked out your home computer a few times. You really should secure that a little more."

Katie looked at me, "You are a kinky boy, Alex. Does Ellen do any of those things with you? Panty play, submission, bondage and exhibitionism - that doesn't seem like her cup of tea."

Hearing Ellen's name broke the spell. "I think I should go now. I'll go back to the office, and we'll pretend this never happened."

"Stop!" Katie said sharply, and I did. "I was fairly sure this would be your reaction. So here is the deal: I've taken pictures of you here today, naked in my bedroom. Walk out that door, and they will be emailed to Ellen before you can get in your car." I stared at her, the blood draining from my face. She walked toward me, with a camera in her hand. On the screen I could see me, naked and erect, eyes closed. I thought about grabbing the camera and moved toward her. She smiled, "Here, I'll save you the trouble." She tossed me the camera. "It's wirelessly networked. The photos are already on our computer." I caught the camera, looked at the picture of me again, and I slumped. "I see you understand. You are our play toy this afternoon. Whatever Will or I ask for, you will do. I don't want to hear the word 'No' escape your lips. Am I clear?"

I was scared and angry, but at the same time her assertiveness was turning me on a little. She had the right of it; I did have a thing about being submissive. "Yeah, I understand."

"Good." She hooked her fingers through the waistband of her panties and pulled them down her legs and off. She dangled them off one finger at me. "We'll start here. Put these on. And bring me that camera, I want to get a picture." I started to object, but she looked me in the eye. "I'm not going to repeat myself. If you say 'No', if you even hesitate again, we're done. And so are you."

I bowed my head and walked over to her, exchanging the camera for her panties. I slid them up my legs and over my hips. The thong went up my crack and I tucked my still mostly soft cock into the front. I felt a warm damp spot in the gusset, and I felt my libido rally. I glanced at Katie and saw her naked, shaved pussy. She was clearly excited, with her lips swelling and opening like a flower. She saw my look and chuckled.

"This isn't for you." She slipped a finger between her folds and softly moaned. She then took the finger and wiped it on Will's lips. He opened his mouth and sucked it in greedily. Katie breathed sharply and looked at me. "Climb on the bed on all fours, facing us."

Her little show had gotten me hard again and my cock was popping out the top of the panties. I climbed onto the bed and did what she asked. My cock fell out completely and hung down. Katie walked around behind me and gave my ass a little slap as she passed. I heard her open a drawer and pull something out. Then I felt her hand on my cock, pulling it downward. I shuddered - despite the situation, I was feeling very horny, and her touch pushed it up another notch again. Then I felt something at the base of my cock and I felt her snap a cock ring closed, tightly holding me, and pushing my balls forward. She gave another tug on me. "That looks fine. I think that'll be tight enough to keep you hard for a while." She came back around the front and sat down by my shoulder. "Come on over, Will. I think it's time for you to have some fun." Will shed his robe and walked over to us, his hard dick right in my face. Katie leaned in close to me, and I could feel the heat of her body and smell her sex. "I bet you have never sucked a cock before, have you?"

I hadn't. What she didn't know was that I had thought about it a lot. I never told anyone about it, not Ellen, not my therapist, no one. But I did think about it. I even practiced on one of Ellen's dildoes. Now here I was, inches away from a real live cock. I shook my head, and in a trembling voice said, "No, I never have." But I did want to.

Katie took my chin in her hand and made me look up at her. "Well, today you are going to. You are going to suck Will's cock until he cums, and you are going to swallow every bit of his cum." She pushed my face toward Will's hard dick. She leaned in close to me and whispered, "It's not hard to do. Just remember how you like Ellen to do it."

I leaned forward and opened my mouth. Tentatively, I put the head of his cock in my mouth and swirled my tongue around it. It was like lightning in my brain. The smoothness of it, the way that it was hard, but still softly springy in my mouth. The slightly salty, slippery, sticky taste and feel of his precum on my tongue. It excited me - I almost thought I was going to cum right there. I reached forward with one hand and grasped the shaft of Will's dick, while I slid more of him into my mouth. The movement of my hand milked another bit of precum and I savored the flavor. I couldn't help it; I moaned around his dick in my mouth. Slowly I started working him in and out of my mouth.

I heard a laugh from Katie. "I think he likes it, honey. Looks like our Alex is a cocksucker."

Will laughed. "He's not too bad, either. Needs some practice, but he's got pretty good technique."

"Yeah, I see what you mean." There was a rustle and a sudden slap on my ass. It startled me and I lunged forward on his cock and gagged on it, bringing tears to my eyes. "Careful, Alex. Make sure you cover your teeth with your lips when you suck off a man. Never scrape his shaft."

I nodded and folded my lips over my teeth and started bobbing up and down on him. Every so often I would go as deep as I could stand, just to see how far I could go. Once or twice I even tried to take his whole 7 inches into my mouth, but it triggered more gagging. I could hear Will's breathing get heavier, and I thought I could feel his cock pulsing in my mouth. Will pushed me away from his dick. "Wait, I don't want to cum yet." He looked at Katie. "I think it is time for your surprise."

Katie laughed wickedly. "I was hoping you would remember!"

She walked behind me and Will tapped my face with his cock. "Get back to work, but go slowly. We've got a special surprise for you."

I went back to it. Truth was, he didn't have to ask twice - the whole experience was wildly erotic for me, and I was even starting to get excited at the idea of having him cum in my mouth. I went slowly; less in and out motion and more swirling the tongue and slowly milking the precum from his dick. I was in heaven. The taste, the texture, the smell, the feel - all of it were incredibly erotic to me and I was more turned on than I can ever remember being. I had dropped his cock from my mouth and was starting to explore his balls with my tongue when I felt a soft hand on my ass, and I flinched a little. The hand traveled up my side as Katie came around front and stood beside Will. She was now wearing a harness holding up a purple cock. "OK, suck this now, cocksucker," and she pushed into my mouth. I was completely confused and for a moment the cool plastic just sat in my mouth. Katie thrust her hips forward and I choked on it, gagging more spit. "I told you to suck it. I'd get as much spit on there as I could if I were you. You are going to need it."

I was totally confused, but I knew I didn't want to choke again, so I started pistoning the cock in and out of my mouth, all the while layering as much spit as I could. She was right - gagging gave me a lot more spit to work with. She seemed to realize it too, and every couple of strokes pushed in far enough to set me off again. I tried to pull back, but her hand was on the back of my head and I couldn't. This wasn't the warm skin feeling of Will's cock. It was just plastic, and this wasn't sexy at all. It was bordering on painful. After a few minutes of my frenzied sucking, she pulled away. "OK, Alex, back to Will." She walked away and Will looked at me.

"Wait a minute or two and get your breath back," he said, a hint of kindness in his voice. "Maybe relax a little. This next part might be hard if you don't."

My brain finally clicked. "No!" I screamed.

Katie slapped my ass hard again. It stung more than I could have imagined. "I told you about 'no'. I think I need to just stop now and send those pictures to Ellen."

I didn't know what to do. I couldn't lose my wife, but I couldn't let this continue. "Wait. Please."

Katie sneered. "Wait for what?"

"Wait a minute. Give me a second to think."

"No. Choose now." Katie's voice had a note of finality and steel in it.

I dropped my head. "OK then." I didn't have a choice. Whatever Will and Katie wanted, I would have to give them. And I knew Katie well enough to know this wouldn't be the only time. But I couldn't lose Ellen. "OK, you win," I said softly.

"What was that?"

"You win," I said a little more loudly.

"I win?" Katie's voice had a combination of scorn and seduction. "What do I win?"

"You win," I said, a note of anger in my voice. "What do you want? You've got me, there's nothing I can do."

"What do I want? It's what do you want. I know you liked sucked Will's cock. I saw how hard you were when you were doing it before. So what do you want from me?"

"I want you to erase the pictures and let me go home," I said plaintively.

She spanked me again. "Wrong answer. Last chance. What do you want me to do?"

I looked back at her helplessly. I had no idea what I was supposed to say. Then I saw the cock at her groin, still glistening with my saliva. I knew what she wanted. It wasn't enough that she did it, but she wanted me to beg her to do it. "Please Katie." I hesitated, hardly able to say the words. "Please, I want you to fuck my ass." She smiled and I knew I had gotten it right. "But please, be gentle. I've never done this before and I'm scared."

Katie's smiled wickedly. "I'll go slowly, cocksucker." She reached into a bedside drawer and pulled out a tube of lube. "Relax. You might enjoy this. Will does."

I looked up at Will and he nodded. "It's unbelievable how it feels. It'll take your breath away."

I exhaled deeply and tried to relax. "OK." I heard the top pop open on the lube and seconds later, I felt her pull aside her thong which I was still wearing. Her fingers, covered in cold lube, started slowly massaging around my sphincter, exerting a gentle pressure, but not pushing in. It was almost like a gentle massage, and after a minute, I relaxed a little. When I did, one finger slipped in me. It felt strange, but not painful. She slowly moved her finger around in me, slowly pulling me a little more open. Then she put in a second finger. This stung a little - I was being stretched more than I was used to. But she went slowly and that faded quickly. Then she pushed in deeply, while bending her finger towards my front. As she pulled back, she touched something in me and I gasped and almost jumped up. It was an amazing sensation, like an electric current centered in my cock. "What was that?"

Will bent low and whispered in my ear. "That was your prostate. That's what she's going to hit over and over when she fucks you. I'll do it too, when I fuck you."

Katie's fingers pulled out and I felt myself close a little. Then she pushed them back in and I could feel that they held a dollop of lube on them, which she pushed into me. Then she pushed three fingers in me, stretched me a little more, and swirled it around in my rectum. "OK, he's ready." Her fingers came out, but in a second, I could feel the tip of the plastic dick pushing at me. She'd lubed up the dildo too, and it slipped in easily. I gasped - it hurt a little, and it was cold. I couldn't help but clench a little.

"Wait," I gasped. "Give me a second." Katie stopped and I tried to control my breathing. Finally I exhaled and unclenched my muscles. "OK. Just go slow." Katie started pushing into me. It was the weirdest feeling. I felt like there was something where it shouldn't be, and it felt dirty and wrong. But at the same time, I felt filled up and that somehow seemed good. As she slowly slid in, I could feel the thing rub across my prostate and that felt very good. Sooner than I could have imagined, I felt the warmth of Katie's hips against my ass, and I knew she was all the way in. I released my breath in a sigh. She slowly pulled out a little and pushed back in. It still hurt a little, but the sensation of fullness and the rub across my prostate were countering that, and I found myself pushing back against her, meeting her thrusts halfway.

"Hey, cocksucker, she'll fuck you. You have other work to do." With those words, Will slapped my face with his cock. I reached out and took it, engulfing him in my mouth. My brain couldn't keep up with the sensations - the smooth, warm cock in my mouth, the smooth, hard dildo in my ass, the warmth of Katie's hips on my when she bottomed out in me, the scent of Will, the feel of the stimulation in my ass. I stopped being able to keep track of it all, and just concentrated on sucking Will off. That was harder to do than before - Katie's thrusts kept shoving me forward and making me choke. Finally I figured out to use my hand on his shaft as a stop for my mouth and set to work fucking Will with my mouth. I don't know how long I went on like that, but I heard Will moaning more and more and I felt him swelling in my mouth. I knew he was about to come, and I clamped my mouth on him and worked the head with my tongue. Will yelled and I felt him come in my mouth. The first spurt hit the back of my throat, and it nearly choked me, before I used my tongue to catch the rest and swallow rapidly to catch all of it. All the while, I felt Katie behind me, fully in me, grinding her hips against my ass and crying out with her own release. When Will finished spurting in my mouth, I gave him one final swipe of the tongue, hearing him gasp when I brushed that supersensitive part on the underside of the head. Then I let him drop from my mouth, panting, trying to catch my breath.

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