2 comments/ 44281 views/ 17 favorites Wendy's Unusual Relationship Ch. 01 By: Tappy_McWidestance I realize that is a strange title for my story, but it fits. Allow me to elaborate. My name is Wendy. I am 26 years old and I am married to a man (Jim) old enough to be my father. You might think I married him for his money (he owns his company and does very well for himself) or that we first got involved because he is my boss (well that part is true) but the real story is we are madly in love with each other and despite his age, he doesn't act it. When I graduated from high school going to college really wasn't in my plans. I didn't like the idea of having $100,000 in debt and I really wasn't that motivated to continue my studies anyway. I was a high school cheerleader and my plan was to find a hot guy to settle down with to support me. Don't hate me for that. I'm actually a nice person. It's just that I am beautiful and I learned early in life to use that to my advantage. As an athletic blonde I could get almost anything I wanted with a smile, a wink of the eye and if it was something extra expensive, a blowjob or two. To me sucking a cock was never a big deal. I actually loved the feeling of control it gave me over a guy. They are always so cute right before they cum and are very willing to agree to most anything I suggested. In a fairytale you have to kiss a lot of frogs to find your prince. I learned modern girls need to swallow a lot of cum. I got a job as an admin worker drone at Jim's company. Sure I thought I deserved a better position, but I quickly found out a high school diploma meant I had to take what I could get. I didn't work for him directly. Since he was the CEO I actually didn't see him that much. I was assigned to a group of 5 sales guys and had to help them navigate order paperwork, coordinate our demo floor for them and arrange refreshments for meetings. It was pretty mindless work but the pay was enough for me to afford a small apartment on my own and have a little disposable income. The sales guys were of course extroverts and were always teasing and flirting with me. Going out after a deal closed was the norm and it wasn't long before I ended up drunk at a bar with them. I'd always believed "fishing off the company pier" was a bad idea but that night I ended up sucking off the guy who closed the deal in the alley behind the bar. OK, it wasn't a good career move, but I always get horny when I drink, I didn't have a boyfriend at the time, was missing having a cock to call my own, he was good looking and his cum was very tasty. When we walked back into the bar I could still taste him on my lips and I know the other guys saw me straightening out my tiny, curve hugging dress. Yeah, I know they all wanted me. Thus began my sales incentive program. Close a deal and that night at the bar, get your cock sucked. It wasn't long before all 5 sales guys had filled my belly with yummy spunk and their team sales figures were the company. I'm sure stories went around the office about my extracurricular activities, but I didn't care. I didn't plan on working there that long. I'm also sure my reputation got me an important promotion. One that would change my life. Jim's personal assistant was going on maternity leave and I was promoted to the position. This didn't make me popular with the other women in the office as I had not been with the company that long and was not as experienced. I got the job on the Friday of his current assistant's going away party. Jim called me into his office to give me the good news. He said he had heard I was a team player and always going the extra mile for the company. I knew exactly what he was saying without him saying it. At this point I feel compelled to tell you that even though Jim was about twice my age, he was still a very handsome man. He obviously worked out regularly and was in great shape. Given what he said about why I was chosen for the job I was a little surprised that he didn't just drop his pants right then. I have to admit I was curious about what kind of cocksman he was given the rest of his physique. The sales guys were all young and were just happy to be sucked off. Somehow I knew that the more experienced Jim would probably be more demanding. I admit the thought was very exciting. But Jim was the perfect gentleman. He opened his desk drawer and pulled out a company credit card in my name. "You will be organizing company meetings and my travel schedule so you'll need this," he said handing me the Amex card. "I need you to be dressed more professionally than you did in the bullpen (the area the sales guys sat) so I want you to go clothes shopping this weekend. You will be the face of the company for my visitors so I need you to look the part. Tight skirts, blouses, stockings and heels are appropriate as well as lacy undergarments. You have a budget of $2,000. Do you understand?" My head was swimming as he gave me those instructions. Actually he said them more as a command. My mind instantly flashed to his now former assistant. She was always dressed exactly as he described what I was to buy. I'd always thought she looked out of place in our otherwise informal office but now that Jim described the position as the "face of the company" it made sense in a warped way. I managed to stammer out that I understood. Jim said "Good" and headed back to the party leaving me standing in his office. Trying to clear my head a bit I took a look around. It was the first time I'd actually been in his office. There were many framed pictures of Jim leading a life of luxury travel and adventure sports around the globe. There were also two "personal" pictures. One was of a beautiful woman and a young girl. The girl did not look like either of them. The other was of a striking young woman. She looked exotic like she was of a mixed race but I couldn't quite put my fingers on where she came from. I filed those details in the back of my head. I wanted to talk to the woman I was replacing about my new duties. Maybe I could find out about these people as well. I also started thinking about where to go on my shopping spree. The party was winding down when I finally got to talk to the woman I was replacing. She seemed almost upset to be leaving her job saying Jim was a great boss and that I would love working for him. The woman in the picture was his deceased wife. She told me that Jim doted on her and they had been passionately married for 20 years before a drunk driver took her life. She said Jim didn't do much socially since then. I asked if the girl was his daughter and the answer was yes. He said he and his wife could not have kids so they had adopted. She wasn't sure but said the girl was some kind of French/Latin mix. She had just started her senior year in college. That explained why she didn't look like either Jim or his wife. She also had grown up to be exceptionally beautiful with the unique blends of her race. The next Monday I arrived at the office early to get settled in my new position. I was dressed to Jim's specifications. I was wearing a light blue silk blouse, unbuttoned just enough to have a hint of cleavage from a new demi-cut bra I was wearing. I was also wearing a tight black skirt which came to about 3 inches above my knee. I chose a black thong and garter belt combination along with black stockings and pumps with a three inch heel. I knew I looked hot although I felt a little silly coming to work this way. Going out dancing or to a club, sure. I knew how to make myself desirable. But I felt like Jim was objectifying me for the benefit of potential clients. I better get a raise out of this new job. I thought it strange that Jim had instructed me to buy lacy undergarments, but I had to admit wearing them made me feel sexy. If I'd just worn regular cotton panties, I decided, would have felt weird given the rest of my outfit. I sat down at my L-shaped glass desk situated right outside Jim's door. There was a phone and a wireless keyboard in front of a large flat panel monitor situated on the side facing away from the front of the office. Turning it on I realized I could see the security monitors on one side and have documents open on the other. It was a nice setup. I could see people coming before they got here so I'd be ready to greet them. Jim arrived soon after and called me into his office. He had me sit on a couch in the corner while he hung up his coat. Then he joined me and began running down my new duties. They didn't seem too complicated. Really not much different from what I had been doing before. I did in fact get a raise. I noticed him looking down at my legs. I must have chosen well for my new attire. I started to have a sense of relief that I had pleased him. There was a soothing way that he talked. It was almost hypnotic and I remember feeling sexy and desired even though he never said anything inappropriate or flirty in any way. Finally he stood up and offered his hand for mine. He helped me up and then held my hand up over my head. "Give us a spin and let's see how those new clothes look." I felt like we were dancing as I did a pirouette under his watchful eyes. "Beautiful. Perfect," he said. "You're going to fit in flawlessly." OK that's probably really an HR violation, but what the hell. I'd already gargled 5 cocks in that company so I really shouldn't complain. I did kind of surprise myself by thanking him. Where did that come from? Usually I hate when guys treat me that way. Oh well. Back to work. Jim told me to leave his office door open. As I sat down at my desk I realized I could see him sitting at his desk. He has a very impressive large mahogany desk that has to be at least 4 feet wide and 10 feet long. It must weigh a ton. Jim looked almost regal sitting behind it. I got to work, but I found myself looking up frequently to glance at him. I had to admit to myself I found him attractive and that the sound of his voice and the touch of his hand had turned me on. Once when I looked up I noticed he had been staring at me. I began to fidget and recrossed my legs as I tended to do when I get nervous. He didn't seem worried about being caught. I quickly lowered my eyes back onto the papers I was working on and tried to get him out of my mind. But I couldn't. I didn't dare look up but I could sense his eye boring holes through my body. I kept fidgeting and recrossing my legs. Then I realized from his position and the fact that my desk was glass he could see right up my short skirt. What a perv! I put both feet squarely on the ground with my legs tight together and looked up. He was smiling, seemingly happy that I figured out his game. I was pissed off. But something strange also happened. I'd been a little aroused by his voice and touch but now with my thighs pressed together rubbing each other slowly combined with his lustful stares had my arousal growing. What was happening to me? Jim didn't say or do anything out of the ordinary that first day, but that didn't stop me from thinking about him. My tiny black thong was soaked all day. By lunch time I had to go to the lady's room and finger myself to keep from going crazy. When I finally got home I peeled myself out of my skirt and fingered myself again. Usually when I masturbate I take my time and let my arousal build before using a dildo or vibrator to finish myself off. Given my lack of a current boyfriend meant I needed to satisfy myself almost nightly to keep from going crazy. Today was different. I'd been fantasizing about Jim all day. I kept looking up hoping to catch him looking at me (and to look at him of course) but I didn't catch him again. That didn't slow my escalating libido though. The moment I was free of my skirt I flung myself on my couch, pulled my worthless thong to the side with one hand and plunged three fingers into my pussy. I'm pretty loud when I cum with a guy but not so much when I just finger myself or use my toys. But again, this was different. I yelled out "Yes, fuck me Jim" as I thrust my fingers in and out of my dripping hole over and over. I didn't need time to build to an orgasm. I was cumming almost immediately. All afternoon had been foreplay in my mind and as soon as my clit had any direct stimulation I was seeing stars. I lay on the couch making myself cum over and over again until I finally got up and sprinted to my bedroom to grab my dildo and vibrator. But I didn't slide either into my overheated pussy. Instead I dropped to my knees and while holding my vibe on high tight against my clit I slid my dildo into my mouth until the head was banging against my throat. I started to choke at the invasion. My tears were watering and my saliva was running from my mouth. The vibe on my clit had the desired effect. I have the great pleasure of usually being tough to make cum the first time but once I do my orgasms can flow like water. Wave after wave of pleasure cascaded over my body as the vibe worked its magic. I tried to speak the words "Oh God Jim fuck my face" but I could only make gurgling sounds and I penetrated my own mouth. I lost track of how many times I came kneeling on the floor but I finally collapsed from exhaustion. I woke an hour later with my vibe still buzzing on the floor, although the batteries were almost dead, and a spit soaked dildo lying next to my head. I was sore and I was tired but I felt alive. I loved my new job. The next day I dress as professionally as I could with just a hint of sexual availability on the side. I wanted Jim to know if he wanted me he could have me. But again he was the perfect boss and gentleman and I was left to fantasize about what it would be like to be with him. I masturbated again when I got home but it wasn't quite the explosive experience it had been the day before. Wednesday and Thursday were calm and I was starting to lose interest in him. I began thinking about where I could go out Friday night and find some cock. Friday at work Jim had several visitors. He was working on some big deal. He kept finding excuses to have me bring things into the office and I could feel all the eyes in the room one me. It became obvious he was using me to distract the men. Here they were discussing a multi-million dollar deal and Jim figured he could gain a negotiating edge by having me parade in front of the men on some flimsy task. I always liked teasing men so it didn't really bother me. In fact I unbuttoned two extra buttons on my blouse so the top on my bra was just visible. I could tell Jim noticed although I'm not sure if the other men did. At 4pm Jim called my desk to ask me to bring the contracts in for them. It had been a long day but apparently Jim got the deal he wanted. I was all smiles as I strutted into the office carrying the folder. I walked around to the back of his desk and bent over at the waist to set the folder down. I didn't dare look up pretending to let the guys think it was just an accident that I let them see down my blouse. I don't know if they were more surprised to see my tits or I was more surprised to feel Jim's hand on my rear end as I stood next to him bent over. I held my position a moment longer than necessary trying to determine if he was going to do anything else, but he just removed his hand and then dismissed me. "If there is anything you need let me know," I announced and then I walked out of the office. My desire was inflamed to say the least. The simple touch of his hand had my pussy enflamed. I didn't bother returning to my desk. I went straight to the lady's room and into the far stall where I rubbed my clit until I came. I pictured myself bent over his desk. Part of the sales agreement was all the buyers got to fuck me. I was the middle of a client fuck sandwich as all three buyers and Jim took turns pummeling my defenseless body. It didn't take me long to orgasm. As I looked at myself in the bathroom mirror I saw my face flushed with sexual excitement. If I saw a woman who looked like that I'd assume she had an orgasm. Maybe Jim will notice and do more than pat my rear end. I returned to my desk and waited. It was about 5:15 before the meeting finally broke up for good and the three buyers left closing Jim's door behind them. My look of sexual satisfaction had dissipated and once again I looked like the clueless secretary I had portrayed to them. They didn't know what they had missed. They said goodbye with smiles all around. My phone rang almost immediately. It was Jim. "Oh good," he said. "You're still here. Can you come into my office for a minute?" I hurried inside. Jim was holding two glasses of champagne once of which he handed to me. "Wendy, we signed a big deal. Thank you for helping." "Oh, what did I do?" I asked coyly knowing full well what my role had been. He didn't answer but continued. "I understand you have a special way of celebrating the closing of a deal." I looked at him in disbelief. Obviously my history had been part of the reason I had been hired. I watched has he set down his glass and nonchalantly unzipped his pants and unbuckled his belt. He wasn't giving me an opportunity to say no. He obviously expected me to blow him. Of course I wasn't going to skip the opportunity either. I just smiled, sat down my own glass and dropped to my knees. I wasn't sure what kind of head he wanted having never been with him before. I'd learned the particular styles of the sales guys. Two of them liked it nice and slow with more tongue than sucking. Two liked it fast and sloppy. And one guy liked to hold the side of my head and fuck my mouth like it was a pussy. I learned I liked that way more than I let him know. I didn't really like him as a man so I didn't want to encourage him, but he sported a great cock and I loved him pounding it into me. But since I'd never been with Jim I wasn't sure what he expected. His cock was impressive though. I wasn't fully erect yet, more of a half staff, but it looked thick and long. I licked my lips involuntarily and gave his dick a sweet kiss first. I looked up at him for approval. He nodded. I began to suck him into my mouth. I gave him kind of a combo blowjob, half slow sucking half fast and sloppy with lots of hand action. He wasn't giving me much direction although I'm sure he enjoyed towering above me looking at me suck his cock. Part of me wanted to tell him to really fuck my face, but I was having too much fun trying to get my creamy reward. Finally he tensed and unleashed a torrent of spunk into my mouth. I started swallowing immediately but some still escaped and dribbled down my chin. I felt like a slut. A cheap dirty slut. But I loved it and his taste. I also knew if I touched my clit again I would explode immediately. But Jim didn't offer to take care of me and I didn't ask. He told me to have a good weekend and dismissed me. On the way out of the office I stopped in the lady's room again. A girl has to do what a girl has to do. Monday morning not a word was said about me sucking off my boss last Friday. He knew I had done the same for his sales team whenever they closed a deal so when Jim did he must have assumed he got the same reward. The truth was I love to suck cock so there was no problem. All he had to do was ask. Actually I would have liked if he had asked instead of what he did. I had just gotten back from lunch. I was in my usual position at my glass desk allowing Jim to look at my stocking covered legs while he sat behind his large wooden desk. I was not afforded the same view of him because the desk had a solid base. It didn't matter. I liked the feeling of him staring at me and up my increasingly shorter skirts. Jim was on the phone. When he saw me he waved me into his office. I shut the door out of habit. I was going to sit in one of the two chairs in front of his desk but with another wave of his hand he indicated I should walk around the desk. As I did he spun his chair. All the while he continued his phone conversation as if nothing was out of the ordinary, except I saw he wasn't wearing any pants. Not only wasn't he wearing pants but his cock was hard and it looked like precum was already dripping down its shaft. I mocked a surprised look and then smiled. I also noticed a porn movie was playing on his computer monitor. I guess he figured why masturbate when you can have the real thing? I dropped to my knees. This time I went slow as he continued his phone call. Again he didn't prompt me about the style he wanted so I figured I would try to prolong our encounter until the call was over. Wendy's Unusual Relationship Ch. 01 I lazily licked and suck his boner, taking my time and really enjoying his salty taste. It was the perfect way to start an afternoon at the office. I guess the movie had him pretty close already because he didn't last as long as on Friday. He also didn't give me much of a warning before blasting off. I heard him tell whomever he was talking with to "hold on" and then I heard a grunt and felt the splash of his cum hit the back of my throat. Like the good assistant I am I licked him clean and tucked his shriveling penis back into his pants. He went right back to his phone call. I smiled at him again and left the office. I headed directly to the lady's room. He probably thought I wanted to rinse my mouth of his load but that was not the case. I loved having his taste linger in my mouth. I needed to get myself off again. Once more I headed to the last stall and once more I frigged myself until I exploded. Jim and I never talked about that blowjob either. But getting him off became a regular duty of my job. At least once a day but sometimes twice I'd be called into his office and would be expected to suck him dry. By the end of the week he had me under his desk. As I said it is a large desk so there was plenty of room for me to curl up and gobble his man goo. I was scared when one of the sales guys came in while I was under there. At first I stopped sucking and was just holding Jim's cock, but a hand touching my head told me that was not part of his plan. I was doing a good job being quiet. I wanted to try and get him off while the other guy was there as payback, but that day Jim exercised a great deal of restraint and held back until we were alone. This too became a regular thing. Jim seemed to relish scheduling lunch meetings with people when my absence from my desk would be explained easily. The truth was I'd be sucking his cock trying to get him to give me away. I know I could have just made some noise, but that wasn't part of the game. I had to make him groan or somehow give himself away. I did succeed making him come with somebody else in the room, but apparently he could control is facial expressions enough not to give away that he just shot another monster load down my throat. I really enjoyed this game, even though I never won, but the one thing that was missing was I wanted his cock somewhere other than in my mouth. I was getting quite desperate to feel him between my legs. My daily masturbation sessions in the bathroom at work and then again when I got home just were not cutting it any more. When I confronted him about it in typical fashion he just gave me a cryptic order. "Don't wear panties to work anymore." Did that mean he would fuck me and he didn't want them getting in the way? Hell, I'd been wearing tiny thongs since I started this job anyway. It wasn't like they would be that much trouble. The next day he had me suck him three times and my pussy juice was running down my leg. I guess not having the thong was good each time I went to the bathroom to jill off. But he didn't fuck me. The next day he was busy all day so no blowjobs. He did order me to sit with my legs spread at my desk, however, giving him a good view under my skirt. He must have known what that would do to me. I'm guessing he liked it. He obviously enjoyed tormenting me and I was learning to enjoy it too. Finally the third day he said to order lunch in so we can have a "working lunch." Usually that meant he would eat and I would curl up under his desk. Somehow I sensed today would be different. And boy was I right. On time at noon I brought the sandwiches into his office. He told me to shut and lock the door. I'd never locked the door before and the thought of doing it now had my heart singing with joy. Then he told me to strip. He'd never done that. In fact he'd never even seen my breasts beyond what I'd normally be exposing. Today was the day. My heart soared. He told me to sit on the couch. I did. I wondered how much action that couch had seen? How many loads had been dropped on a willing young girl? I shivered in anticipation. We ended up having what I would call and erotic picnic. Jim didn't fuck me on the couch. We ate our sandwiches and he played with my nipples and pussy making sure I didn't lose the anticipation arousal I walked into the office feeling. I was starting to think he'd never fuck me. Oh hell, he wasn't even letting me cum. He just kept feeling my naughty spots and making me squirm but never rubbing my clit hard enough to make me cum. Finally I told him to just "let me suck your cock so I can go to the bathroom and get myself off." He seemed taken aback. But he didn't say anything. He just stood up, took my hand and led me to the back of his desk. Instinctively I started squatting to go underneath, but then I felt his hands on my hips. "Not today beautiful. I have other plans." I froze on the spot. I felt my face flush and a fresh release of juice lubricate my pussy. He let go of my hips and pushed on my shoulder blades bending me over his desk. "Oh God yes," I remember thinking. Jim moved the mouse on his keyboard and the screen sprung to life. Microsoft Word was open. "Read the story to me," he said. I looked to the screen and realized it was an erotic story. I began reading out loud the dirty words the author had penned. I heard Jim behind me. I heard him unzip and take his pants off. I heard his desk drawer open. I heard him sit down and I felt his hand on my ass as he rolled his chair up behind me. But I didn't look back. I kept reading. The story was the tale of a woman and her boss who play games in the office. It wasn't written about us but there were definite similarities. Jim was rubbing my ass and occasionally pressing a finger into my pussy giving me a little relief from the growing fire between my legs. When I got to the part of the story where the boss spanked his secretary I felt the stinging contact of his hand. I'd never been erotically spanked and it shocked me. I started to stand back up but Jim's other hand quickly found my neck as pressed me back over his desk. He was standing now. I also caught a glimpse of his cock. It was harder than I'd ever seen it. It looked angry. Jim wasn't hitting me that hard but the heat from my ass was traveling straight to my clit and my brain and I was starting to feel faint with arousal. "Please fuck me," I begged. "Not yet. Keep reading," he replied. The spanking lasted just as long in real life as it took me to read about it. Next in the story was the insertion of a butt plug. I stopped reading after I said the two words. I felt Jim spreading my ass cheeks with one hand and then felt a cool gooey substance being spread on my asshole. Now I'm not an anal queen but I have had occasion to get fucked in the ass. I wondered if this was his way to prepare me for that or if he was just having fun with me. Either way the plug he chose was bigger than I would have preferred but once I snapped around the tapered end it wasn't the worst thing I'd ever felt. Of course I still had a few pages to go. The story transitioned into a blowjob scene, but Jim told me I'd done that enough and that he preferred to tease my clit and pinch my nipples. I didn't complain about either. Then the story took a darker turn as the secretary had her hands cuffed behind her back. Jim had been pulling them there in anticipation even before I read the words and I wasn't prepared to challenge him as the cold steel circled my wrist and snapped into place trapping me. This was becoming a little weird for me. I'd never used handcuffs before. Jim said keep reading. There was more sucking, pinching, spanking but no fucking in the story. Jim's hands were magic and I was more turned on than I could ever remember. He even placed his hard cock against my labia and slid it up and down. I was in full moan by then and tried to back up against his cock. But a swift swat to my ass told me that was not allowed. I groaned in frustration. He tugged the plug a bit to remind me who was in charge. "Keep reading," he said. I was trembling. Finally the story concluded with the boss mounting his secretary and having her yell obscenities. It all happened so fast in the story and in Jim's office that it was a blur. One moment I said the words "he rammed his cock into her prone body" and the next Jim was balls deep inside of me as my pussy struggled to stretch around his girth. The plug was pressing from my ass making my pussy tighter as I forgot the story and yelled my own obscenities as fireworks went off in my head. Jim gave me maybe 10 quick hard long deep thrusts. I was struggling to catch my breath. Then I felt his arms around me as he pulled me back while sitting in his chair. His cock never left my thankful pussy as he pulled me upright into a sitting position. Impaled on his boner it took a moment for me to get my balance. "I know you've wanted this for a while. Show me how much," he said. I didn't need a second invitation. I rode him like a woman possessed. Without the use of my hands I had to rely on his hands holding my hips to keep me in line, but I made sure to maximize the penetration of each stroke. Once I stabilized a bit he used one hand to reach around and finger my clit. That set me off like a rocket. I howled in orgasm almost instantly. He'd teased me so long now that he was finally fucking me it was a fast and furious ride until I came so hard I thought I was going to pass out. I was still shaking in my post orgasmic glow when I felt him push me over the desk again. I was afraid he was going to keep fucking me. I don't think I could have handled that right then. "Please, no more," I said breathlessly. Again Jim didn't say a word. I felt him pull his still hard cock out of my appreciative and dripping pussy. I suddenly felt very empty. Maybe I could handle a little more. Then I felt him pulling at the butt plug. "No, not that," I shouted suddenly very aware of my surroundings. "No, not that," he replied back. "Just a special gift for you." I didn't understand. He continued to hold me down with a hand on my back as the plug pulled free with a lewd pop. I fully expected he was about to fuck me there. Even though I said no and he agreed, I had the feeling that he didn't mean it. I felt the head of his cock at my back door. "Just relax," he said. "Sure, that's easy for you to say," I thought. Increased pressure on my back told me not to move. I felt the head pop inside the stretched entrance to my anus. Then a second inch. Mental I was preparing myself. Then I heard a groan and felt the biggest load he'd ever shot with me, and let me tell you that meant a lot of cum, erupted into my bowel. I felt squirt after delicious hot squirt invade my ass. Then as soon as he was done he pulled out and popped the butt plug back in place trapping his load. He then slapped my ass one more time as he backed away from the desk. "Wear that the rest of the afternoon as a reminder. I'll give your ass a proper fucking another time." I struggled to stand on my wobbly legs. I then twisted to remind him that he had cuffed my hands. "Oh yeah, I'd forgotten those. Let me unlock you so you can dress." And with that our first fuck was over. After that I was not satisfied with just blowing Jim in his office each day. I wanted more. I wanted him to please me orally and I wanted him to fuck me. But Jim didn't seem concerned. He wanted what he wanted and expected me to provide it. I kept thinking I would say no, but each time he called me into his office I dutifully dropped to my knees and took care of him. By Wednesday I was getting desperate for his cock again and finally got up enough nerve to tell him. He said no and dismissed me. Thursday, with his cum dribbling out of my mouth (I did that on purpose to entice him) he again declined my offer. By Friday I was in full scale begging mode for him to fuck me again. This time, although he didn't relent and bend me over his desk again he did hint that I'd get what I wanted if I came over to his house on Saturday morning. I was a happy girl gorging on his dick sauce that day. If we were at his house instead of the office we would be freer to go crazy. That night at home as I lazily stroked my slit I wondered if he would use the handcuffs again. I fell asleep to dream of being fucked senseless. I arrived late Saturday morning at the anointed hour. Jim's house was huge as befitted man in his position in life. A buxom young latin maid opened the door. Immediately I felt jealous of her. Was Jim tapping her as well? In broken English she welcomed me and escorted me out to the back patio by the pool. Jim stood and gave me a strong hug. He then dismissed the maid saying she could leave for the day. I followed her with my eyes as she walked back inside then I commented on how impressed I was with his house? "Would you like a tour?" Jim asked. How could I refuse and offer like that? Impressed is not strong enough a word for how I felt. Every aspect of the house was in perfect form with the finest furnishing from around the world. The kitchen was a culinary dream and the master bedroom a romantic vision. But it felt sterile, like a model home and lacking the warmth of a woman's touch. I guess since Jim's wife died the spirit of the house died with her. I started to feel a little sorry for him. Alone in this big house since he adopted daughter was away at school. All he had was his company. I started to day dream a bit about each other filling the respective social voids in our lives when a swat from his hand on my ass snapped me back to reality. "So you came here to get fucked, did you?" he said coarsely. I nodded. "Well it's good we ended the tour in the bedroom then. Take your clothes off." Jim seemed to enjoy watching me disrobe. He waited until I was naked before removing his own pants and shirt. I must say this was the first time I'd seen Jim naked and all my fantasy musings at the office about how much he works out turned out to be well founded. The fact that his fat dick was sticking straight out at me like a lustful divining rod ready to discover my wet pussy didn't hurt my self esteem either. Jim turned out to be a skilled and caring lover. Since our only other fuck was quick and kinky, I did not expect him to take his time and really worry about my emotional needs, but he did. Oh I sucked his cock like I normally did, although this time I also got to taste my own flavor on it. He also ate my pussy several times and thankfully did not repeat his plugging of my ass. I think I came four times. I know he came twice before we adjourned to the expansive master bathroom and a joint clean up in the large steam shower. I was really shocked that Jim was a totally different person at home than in the office. In fact it was a little disappointing. Not, man he is a lousy lover disappointing, but gee, I wish he would just throw me down and fuck me again disappointing. After our shower Jim provided me with the softest, fluffiest robe I'd ever worn and escorted me back downstairs and then out to the patio. He asked if I wanted coffee and I replied "iced tea." He went back into the house. I sat in the noon-time sun, looked out at the manicured grounds, the large pool, a combination garage/pool/guest house and thought, this is the life for me. Jim returned with our refreshments and finger sandwiches. The maid must have left them I figured. There was no way he was that good a guy to whip them up in that short order I chuckled to myself. We sat and talked about the company, life, his daughter, sex and more sex. He told me I was an amazing woman. I asked him where he thought our relationship was going. Immediately I regretted it. He paused deep in thought. "My wife and I had a very open marriage. We loved each other deeply, but both of us felt monogamy was not part of human nature. I have enjoyed our time together and think you are a very special woman I'd like to know better, but do not be under the illusion that I view us as exclusive. I don't expect you to stop seeing other people, if that is your choice." Now was my turn to be deep in thought. I had never really thought about what we had as "a relationship" but Jim's statement left open the possibility of being more, provide I let him screw around. At least it wouldn't be behind my back. And of course I'd get the same privileges. This could be good, I thought. "OK," I said. "Let's see where we go from here." Where we went was down to the pool. We lay out in his comfy pool loungers continuing to talk and get to know each other. My iced tea was refreshed with Long Island iced teas and at some point I lost my robe and began to tan naked. I was getting buzzed and felt freer than I had in ages. Occasionally Jim would rub sun block on me and his hands would always roam lazily over my flesh. He messaged my breasts and rubbed my clit. I could see his cock sticking out of his robe and wondered aloud why he didn't just "fuck me again, damn it." He just smiled. Finally as he walked past my chair I just grabbed his cock and pulled me to my mouth. I bobbed my head quickly up and down his shaft trying to convince him to fuck my face. But instead of grabbing my head or pulling out and getting me again, he pulled his glorious cock away from me and asked me a question. "Do you trust me?" That was a strange question. Not sure of why I shouldn't trust him I answered "sure." "My late wife really enjoyed tanning out here, but in a special way. Would you like to try it?" Now he had my curiosity peaked. I assumed he was obliquely referring to the handcuffs and maybe the butt plug he had used on me in the office. The thought of lying by the pool cuffed and plugged added some excitement to the air. If that was what it would take to have him take me like he did in the office I was game for an adventure. "What the hell," I said. "Let's give it a try." Jim walked over to the pool house and went inside. He returned with a small cardboard box. Implements of my pleasure no doubt, I thought. I smiled and rolled over on my side presenting myself to him. He walked behind my head so I couldn't see what was in the box. "What's so special lover?" I asked. "Shhh, little one. Patience," he replied. I was correct to assume he wanted to cuff me again. This time instead of handcuffs however, he used fur lined leather cuffs. There was a chain running between them that he strung through the top of the chaise lounge before taking my arms and stretching them above my head. I suddenly felt very vulnerable but very sexy at the same time. He then took the belt from my robe and tied my ankles to the sides of the lounge. It didn't really spread my legs much but it also meant I couldn't close them. Finally I fitted a thick leather blindfold over my eyes. Again it was fur lined. Either he had a plush fetish or he intended me to be here for a while. I was now at his mercy and very juicy thinking about all the fun things he could do to me. What he did was drive me wild with lust. God he had patience. He started by kissing me passionately on the lips before beginning to softly kiss every inch of my body. When he reached my breasts he gave my nipples grazing little licks just hard enough to make me arch my back trying to force them into his mouth. His delicate touch was maddening. He knew exactly what he was making me feel and was content to drive my arousal higher without allow me to give in to my primal needs. I'd never been with a man who took so much time on foreplay and I loved it. By the time he licked my clit in the same fashion I was almost ready to explode. I begged him to suck on my clit harder or to rub it and let me cum. Of course he didn't. The bastard ;-) In my mind I pictured his wife tied as I was being teased until he finally mounted her. Even though they had an open marriage I pictured her not straying too far as she would hardly be able to find another man to treat her as good as Jim must have. My mind drifted back to the possibility of having a real relationship with him. Clearly he had a kinky side, but so far I'd never felt better than when he was exercising it. I was right on the edge of climaxing as his tongue danced over my clit. Heck, I even welcomed the thought of him plugging my ass again as the added stimulation probably would have taken me over the top. But then he backed away and I groaned in frustration. He continued kissing his way down my legs. In another situation I would have thought that was nice, but I needed to cum and needed to cum quickly. Wendy's Unusual Relationship Ch. 01 "Please Jim," I begged. "Fuck me, finger me, make me cum!" I felt his finger penetrate my pussy, sliding in easily with no resistance. I arched my hips and moaned. It felt so good to have him inside me even if it was just a teasing finger. "Oh, baby, that feels so good," I exclaimed. "Yes it does," he replied. "Your pussy is on fire." He gave me a couple additional strokes and then pulled his finger out of me. As I assumed he was not going to let me cum too easily. I sensed him moving and felt his finger drawing across my lower lip. He spread my wetness coating his finger across my mouth as I tried to capture his finger and lick my own juices. "Hmmm," escaped my mouth as I savored my flavor. Jim pressed his finger into my mouth and I lovingly began sucking on it hoping he would switch his finger for his penis. Then I heard the words that rocked my world... "Hey Jim, who's your new friend?" It was a male voice positioned behind the chaise. "Oh, hi Steve," I heard Jim reply. "Meet Wendy." I gagged a little on his finger as I realized we were not alone. I tried to spit out Jim's finger but he held his hand tightly against my mouth. He apparently didn't want me to talk. "I see she enjoys the same things Carol did," Steve said. Carol must have been Jim's wife's name. "Well, we'll see. This is kind of new to her. Care to have a taste?" I heard Jim say apparently offering me to his neighbor. Before Steve could answer, or perhaps he never intended to answer because they had set me up, Jim removed his finger from my mouth and with both hands began toying with my nipples. Nothing makes me go wilder than a man tweaking my girls do instead of complaining about him sharing me I moaned again. I could tell Steve was walking past the lounge and then felt another finger penetrate my sopping wet pussy. Steve began to slowly finger bang me but he didn't rub my clit. That was what I needed. Combined with Jim's manipulation of my nipples, a little clit play would make me explode. "Please Steve, rub my clit," I begged. "Let me cum and then you can fuck me." "I could fuck you now," Steve replied. "You couldn't stop me." "She is a great cocksucker. Go ahead and let her pleasure you," Jim instructed both of us. Steve pulled his finger out. I then heard his zipper as Jim released my right nipple and reach down to again manipulate my pussy. With both my happy spots being stimulated my mouth was wide open in pleasure when Steve's cock pushed past my lips. I had no idea who this guy was or what he looked like. His cock was definitely smaller than Jim's, but that didn't matter. I knew if he got him off Jim would be pleased and hopefully I'd be rewarded with my own orgasm. Without the use of my hands I had to concentrate on using my tongue and sucking pressure to get my mystery lover off as quickly as possible. Jim was increasing the speed and pressure of his fingers on my left nipple and labia. I sensed he was going finally let me cum at the same time as his friend. I was perfectly fine with that. I was moaning around his cock and he was moaning with increasing frequency indicating his release was imminent. The feeling of a full mouth had me right on the edge of orgasm even though Jim was still withholding touching my clit. I was struggling not to cum before Steve. Although Jim had not said to hold back I common sense did tell me that was his desire. I could tell Steve was close, but apparently he too was trying to hold back and not be the first of us to cum. Jim solved our impass. "If I make her cum Steve will that get you off?" he asked his buddy. "That might help," Steve responded. "I always like watching a beautiful woman orgasm." I tried to hold back, but it got to be too much. Jim snapped his finger against my clit and I exploded in one of the best orgasms of my life. I wasn't a pleasurable love tap but a sharp pain that exploded through my body turning every nerve ending on simultaneously. I thrashing in my bonds and convulsed as my orgasm consumed me. Not surprisingly this triggered Steve to cum as he filled my mouth with his sweet love flow. I began to choke a bit as I was trying to swallow and breath at the same time. Steve quickly pulled out giving me a chance to recover. My own orgasm was still flowing as minicums still crashed over me. Jim was unrelenting in stimulating me. Now he started rubbing my clit while he finger fucked me in earnest keeping my body on sensory overload. Finally he began to slow down and then stopped and I began to catch my breath again. "Thanks as always Jim," I heard Steve say. "You've got another winner here. You were marvelous Wendy. I hope to see you again soon." I heard him talking but I really wasn't paying much attention. I was too consumed by my pleasure and riding my post orgasmic high. "Will we see you for this week's poker game?" I heard Steve ask Jim. "Yup, I'll be there," Jim replied. "Are you going to bring Wendy as the hostess?" Steve asked with hope in his voice. "I don't think she's ready for that," Jim said almost disappointedly. "OK, well I'll see you then and will send Tony over. Bye." I heard Steve's footsteps starting to walk away and opened my mouth to question what was going on, but was greeted instead with a very passionate kiss from Jim. It was strong, even forceful. I found myself kissing him back and then felt his tongue enter my mouth. Our passionate French kiss was also functional. Jim seemed to be cleaning my mouth of Steve's remnant spunk. I'm sure he could taste his friend. The more I knew him the kinkier he was becoming. When he was satisfied he pulled back and told me to "hang out" and that he would be right back. "Hang out?" where was I supposed to go. I heard Jim walking back toward the house. My mind was reeling but every nerve in my body felt alive and the sun's warmth on my naked flesh felt great. I don't know how long Jim was gone, but when he returned I heard two set of footsteps. "Wendy meet Tony," he announced. Tony didn't say a word and before I could say anything I felt another cock brush my lips. With a sigh I opened my mouth and took him in. The only difference between Steve and Tony was how Jim played with me. Instead of his fingers he had apparently retrieved a vibe with which he began to fuck me. He also sucked my nipples instead of teasing them with his fingers. This time Tony came faster than I could reach another climax. But Jim was nice and kept up his ministrations until I had another thunderous cum. When Tony left Jim again kissed me like his life depended on it and then left me alone again to relax a bit. I didn't even get the third friend's name. This time Jim just teased me lightly not letting me cum. His friend also pulled out before he came and gave me a facial. I didn't understand why there was a change, but I was OK with it after Jim licked the guy's spunk off my face and neck. He really had a cum fetish apparently. Finally his last friend arrived. I also felt my legs being untied. This was going to be different. I felt the backrest of the chaise being lowered so I was laying flat. Jim then told me to roll over and get on my knees. I had enough play in my wrist cuffs that I was able to get in the position he wanted without too much effort. I wasn't surprised when "Carlos" (as Jim introduced me although I think that was a fake name) pressed his cock into my mouth. What did surprise me was I felt Jim's thick dick press into my pussy at the same time. Jim apparently was inspired by my performance or just by seeing his friend fucking my face at the same time because he began to pound me with a ferocity that surpassed our office fuck. He friend was inspired as well. I got the sense I was little more than a warm hole for him as he grabbed my head and took my mouth for his pleasure. I was nothing but a piece of meat to them to be used to satisfy their carnal needs and I loved it. Carlos reminded me of the salesman who loved to just fuck my mouth like it was a pussy and I instantly remembered why I loved being treated that way. Although I had already cum five or six times since arriving at the house my body was ready for more. Jim was filling my pussy quite nicely and Carlos' attention had my lust building as I pictured in my mind what I must look like bound and spread between them. Thankfully I reached another explosive orgasm before either of them did and they kept fucking right through it. I was in heaven. Even though I'm usually so sensitive during and after an orgasm that I don't want to be touched, neither men seemed to care and my neither did my body. I was devoured by one long continuous orgasm as both men continued to pound their cocks into me. Over and over my body crashed through pleasure zones I didn't even know I had. Finally I felt Jim pull out and then felt the splatter of his cum landing on my back and neck. He definitely shot for both distance and accuracy. I figured this would trigger Carlos' load but it didn't. He kept savagely using my mouth. How could he not cum yet? I sensed Jim moving up the side of the lounge and felt him smack my ass in appreciation. Carlos soon pulled his cock out of my mouth and I mewed in anticipation of another big load in my face but it never happened. I heard him grunt but felt no cum. It was very weird. Apparently he just shot on the ground. I collapsed in exhaustion onto my stomach. I was tired and aching but never felt more alive. I heard the guys walking away again and I fell asleep. I woke some time later. It was obviously late in the day because I felt chilled and the sun was not as warm on my skin. Reflexively I moved my hands as I found it strange that they were stretched above me. I gingerly sat up. I found the cuffs were still on my wrists but the chain between them had been unclipped allowing me to move. I looked around but Jim was not there. I walked back to the house and found him sitting in the family room watching TV. "Hello sleepy head," he greeted me. "You were amazing this afternoon." "It was quite an experience," I replied not sure if I really wanted to tell him yet just how much I loved every second. "You can shower upstairs before you go if you like," he offered. "Thanks," I replied. "I could use one." I paused unsure of whether I really wanted to ask the question that was on my mind. "What's the deal with the poker game? What does being a hostess mean?" "Oh, don't worry about that," Jim reassured me. "That's not really for you." I didn't want to press the issue but I really wanted to know. I just nodded and walked back to the stairs to the master bedroom. The steam of the shower felt great on my well used and sore body. I luxuriated in the feeling letting the warm soak into my bones and soothe my tired muscles. I was lost in the decadence of such a large unique shower that I was startled when the door opened. I smiled as my naked and excited once again boss joined me. He stood behind me and wrapped me in his strong arms. I felt safe and special. He then began to massage my shoulders and neck as I melted up against him. I'm sure to nobody's surprise he angled his cock to penetrate me from behind one more time. He didn't start thrusting though. He just continued rubbing my neck allowing us both to savor the feeling of being joined so intimately. Eventually he starting rocking his hips slightly. Of course I began to push back on him more forcefully until finally I began to buck against him. At this point he wrapped his arms around me again cupping my breasts and allowing me to set the pace. It wasn't as furious as by the pool but neither was it is slow and passionate as earlier in his bed. It was somewhere in between as he let me use his cock for my pleasure more than for his own. I felt like I was in a dream as the steam surrounded us and the water cascaded over our naked bodies as I rutted against his cock. His right hand left my breasts and found my clit. I knew I soon cum again and hoped he would at the same time. Our bodies were in sync as if we had been lovers for years as our labored breathing began to coincide with each other. He began to pinch my left nipple and increase the pressure on my clit. "Cum again for me baby. Let yourself go," he said hypnotically into my ear. "Yes sir," I responded. It felt so weird yet so right to say sir instead of his name or baby. At the office he demanded the respect of his employees, but today he had earned my respect in other ways as well. He was the best lover I ever had and I didn't want the rush to end. With a scream, a locking of my knees and a push against him I came one final time for the day. It wasn't the thunderous climaxes of earlier in the day, but it was good. Just as I started to come down from my high I felt him swell inside of me and then five or six good squirts as he filled my pussy with his affection. I was glad he was holding me up because my body once again relieved of all stresses wanted to slump to the floor of the shower. Jim helped me out of the shower and toweled me off. I was expecting him to send me home used but happy, but he surprised me and led me naked back to his bed. No he didn't fuck me again. As good a shape as he is in I don't think he was up for another round just yet. No, he shocked me by spooning with me and holding me tight. Just like in the shower I felt safe in his arms. You would think we had just made vanilla love instead of having hours of freaky sex. I fell asleep again for a little while content and happy. I did wake up later and it was dark out. I tried to roll out of his arms without disturbing him but it didn't work. He woke up. "I have to go," I told him. "OK. See you at work Monday." "Are you going to tell me about the poker game?" "Maybe next week. Let's see how Monday goes first." I wasn't sure what that meant, but I figured I'd find out eventually. I kissed him on the cheek, got dressed and walked out of the bedroom a changed woman. And yes when I got home I masturbated again thinking about everything that happened reliving each and every climax. I could hardly wait to go to work on Monday. Wendy's Unusual Relationship Ch. 02 Monday morning came and of course I was horny as hell for Jim's cock and his special brand of kinky sex. Yes I wanted him to fuck me again but even more so I wanted him to bring me to his poker game as "hostess." If the poker game was anything like being tied and blindfolded by his pool I wanted to be part of the festivities. Saturday night I dreamed of being passed around the game and fucked by each guy. What else could being a hostess be? Sunday night I dreamed of instead of being passed around having the poker game just be a ruse so the guys wives didn't know they were gangbanging me. Needless to say I woke up each morning soaking wet. I must have masturbated 5 times on Sunday thinking about it. I was sure I could talk Jim into bringing me. After all he had shared me once. Why wouldn't he want to do it again? Monday was a busy morning around the office. I didn't even have time to suck him off. I did catch him looking up my skirt several times though. He probably couldn't tell how wet I was, although I hoped my labia was glistening for his pleasure. When lunch time came around I was ready to head to the lady's room for my now daily noontime masturbation session when my phone rang. I looked at the ID then looked up and smiled at Jim. I was hoping he would call me into his office but instead he told me I could go to lunch, but not to go masturbate. WTF? I'll masturbate if I want especially if he wasn't going to fuck me. He hung up right after telling me instead of giving me a chance to protest. I stood up and scolded at him with my eyes. He was laughing to himself. I stormed out of the office. I didn't go right to the bathroom though preferring to go outside to blow off some steam. I went to grab a quick bite to eat. I was still fuming. But as I ate I began to realize that I'd already been following his instructions and I should not have been surprised when he gave me other orders. Still, not masturbating if he didn't fuck me wasn't something I was willing to give up. I decided to confront him when I got back. I also was going to make sure he understood how important going to the poker game was to me. Jim was apparently out to lunch when I got back but he returned soon after. I respectfully asked if he had a few minutes to discuss an urgent matter and he told me to come into the office. When I did he told me to shut and lock the door. Goody, I thought. He wants to fuck. Quick as a flash I shut and locked the door and then presented myself in front of his desk. "Take your clothes off," Jim said. We'll he wasn't much for smalltalk but I knew he'd make up for it so I quickly disrobed. "Did you masturbate at lunch?" he asked. "No sir," I replied. For the second time I called him sir without thinking about it. It felt so natural and I felt my pussy moistening. "I know what you want probably better than you do, but you are not ready for a poker game," he said with a condescending tone. "What's the big deal?" I said sarcastically. "You already had me blow your friends while I was tied up and you already fucked my ass. What makes you think I can't handle a poker game?" ""Look Wendy," Jim began giving me a non-explanation explanation. "I like you. I think you are pretty special. But not all the guys at the game are a nice to women as Steve was to you on Saturday." I though back to Steve, the first cock I sucked after Jim had tied and blindfolded me. I didn't think he was particularly nice forcing his cock into my mouth without asking and then comparing me to Jim's deceased wife. If he was the nice one maybe the party wasn't a good idea. "The job of the hostess is twofold. One you have to greet the guys as they arrive and serve drinks. Two you have to reward aggressive play." "More details, please," I responded. "I really don't want to give you more as you may think less of me," Jim continued. "I could hardly think less of you," I blurted without thinking. I said it as a joke before realized he may not see it that way. "Really?" he questioned. "No. I shouldn't have said that. It's just that we had some wild times last Friday and Saturday. I'm sure you really want to be with a woman who would like to be the center of attention." I could hear myself saying the word but outside of my fantasy world I'd never told anybody that I really wanted to be put in that situation. Maybe until that moment I had not realized it myself and maybe my dreams Saturday and Sunday were just my subconscious mind bringing out my desires. "I'll think about it," Jim aid. "But if you go you must be willing to follow every order given to you without hesitation. Do you understand what that means?" That stunned me for a moment. I understood the ramifications of what he was asking but I'd never thought of the party in those terms. Granted I'd done exactly that when I let him share me without complaining, but that was different because I was restrained before I realized what was happening. I didn't really have a choice and therefore didn't have any responsibility. This time I'd have to decide before I went. That was a much more difficult decision. Then I realized I was already standing naked in his office. If I could do that without a second thought, I could do anything. "I understand," I told him. I can do that." "I'm still not convinced you are ready," he said. "I am!" I almost shouted back. "OK ok," he said trying to calm me down. "Let's see how well you follow directions. I'm going to think of a task for you to complete tonight, but for now, I want you to sit down on the couch and spread your legs." I didn't like the sound of being given a task, but sitting down and spreading my legs was easy enough. Jim didn't bother to get up from his desk. He went on working with my just sitting there with my legs spread obscenely. But a strange thing was happening. The longer I sat the more aroused I was getting. My nipples had stiffened on their own accord and my pussy juice was leaking onto my thighs. I didn't touch myself. I just sat there. Occasionally Jim would look at me to make sure I was following his instructions I suppose. He even taunted me asking if I wanted to masturbate or if I could control myself. I have to admit I almost said I couldn't control myself, but I really wanted to see where his game was going. Finally after about half an hour he told me to stand up and walk around his desk. When I did he stood up. His cock was clearly visible under his trousers. Obviously he had enjoyed having me sitting in front of him. I anticipated that he would have me relieve him. I wasn't sure if he intended to fuck me. Part of me figured he would, but another part of me figured he'd probably just think teasing me was fun and would leave me hanging. Surprisingly he did neither. Instead he grabbed me by the back of the neck and pulled me toward him before giving me a savage kiss. It was the kind of kiss you only see in porn moving that leaves a trail of spit hanging between two people when it's done and leaving the woman breathless. Well that part was true. The fact that he also pushed two fingers deep inside me didn't hurt either. I was weak kneed and panting after his combo kiss fingering. Then he dismissed me. Needless to say I was confused. "I'll send you your task by the end of the day," he said in a dismissive tone. I knew lunch was over. I also knew I was horny and would not have satisfaction that afternoon. What I couldn't understand is how he had so much willpower to be as hard as he was and not fuck me or at least have me blow him? I'd never known a man like him. But somehow being dismissed without sex was even more exciting than if I had sucked him off. How could that be? I got dressed as quick as I could and went back to my desk. I must admit I couldn't really function the rest of the afternoon. Between thinking about last weekend, trying to imagine what really happened at the poker game and wondering what perverted task Jim was going to send to me, concentrating on my job was not in the works. Finally at 4:30 an email arrived detailing what Jim wanted me to do. With a mix of anticipation and trepidation I opened the email. "Wendy," it began. "If you want to prove yourself to me, I have three tasks for you to complete tonight. If you are successful I will consider bringing you to the game. First, I want you to go home, remove your clothes but leave your lingerie on and put on a long coat. It's a little warm this time of year for this but you'll understand soon enough. I want you to find an adult bookstore. I recommend Cleo's Emporium as it caters to the needs of women but feel free to go anywhere you want. I want you to buy a wireless remote controlled egg. You may use your corporate card as I will consider it part of your work attire going forward. A good egg should run you about $80. Don't buy a cheap one as they don't last. You may also buy any additional toys you clothes you wish up to a limit of $250. Now this is important. I know your iPhone has a timer function for the camera. I want you to take a picture of yourself holding the egg but also showing that you are still in the store." I felt a chill go through my body as I read. I'd been to Cleo's before. In fact that was where I had bought my vibe and dildo. It was upscale and clean. But taking my picture? That was going to be tough. I'd have to either hold the phone and be very obvious about what I was doing or try to set my phone on the counter somehow. It was a weird request. I continued reading. "The second task is to prove you dressed as instructed. On your way home, stop somewhere public. I don't care if it is inside or outside, but again using the camera timer I want a picture of you holding your coat open like a flasher. I need to see you are in public and that there are people in close proximity. You don't have to flash them and I don't need a close up. A wide shot will do. The people don't have to notice you doing this but they need to be in a position to see you if they happen to look." Shit, that one would be harder than going to Cleo's. I'd rather just take the picture there. It would be easier and I'm sure the clerks who work the counter wouldn't be surprised. I started to think about where I could go that would be public enough but not so public that I'd get caught. "The third task is before you go to bed, test the egg. This time on your iPhone I want you to make a video of you inserting the egg and a shot of your face as you explore the functions on the remote. I want you to take yourself right up to the edge of climaxing. You may use other toys if you want, but under no circumstances are you to cum." Fuck, that was going to be hard. I was already stressed out from not cumming at the office today. How was I going to be able to bring myself to the edge and then stop? "I want you to email me the picture and the video. Tomorrow when you come to work, have the egg inserted. I will allow you the luxury of wearing a thong to keep it in when you walk from the car. Leave the remote in my desk drawer. I will be a little late as I have a breakfast meeting. After I arrive I will review what you sent and we will discuss your progress and the prognosis for attending the poker game. Now go home and get started." I looked up and Jim had his head down buried in some new proposal for a deal. I had expected him to be staring at me waiting for a reaction. I was determined not to give him one, but I was disappointed not to get the chance. I shut down my monitor, gathered my things and walked out of the office. Usually I left after almost everyone else, but today I was a little early. I could feel the eyes of everyone on me as I walked through the gauntlet of their cubes. I began to wonder how much they knew about my special arrangement with Jim. I'd never heard of his previous admin doing special duties, but I got the sense that they could see right through me like they knew I was going to walk practically naked into an adult shop tonight. I started to get excited on the drive home about having a chance to prove myself to Jim. "You're a good girl. You can do this," kept running through my head. Sure a normal woman would have told him to forget his stupid little tasks and filed an HR suit against her boss, but I wasn't a normal woman. My pussy was leaking all over my car seat thinking about earning my way to the poker game. As soon as I got home I stripped off my blouse and skirt. I was already wearing a suitable bra and stockings so I just had to add a matching thong, make sure I had my phone, grab my purse and I was ready to head out to a great adventure. I felt a little weird walking into Cleo's wearing only a coat to cover my underwear. I think I would have been more comfortable going to a seedier adult store dressed the way I was. I'm sure they had lots of guys that frequented the video booths dressed like I was. But since Cleo's was upscale and catered, well, to people like I was a week ago before I took this job I was worried I'd be out of place. Fortunately there didn't seem to be any other customers in the shop. There was a well dressed woman behind the counter whose nametag said Becky. I didn't remember her from the last time I was here, but that had been a while ago. She greeted me but fortunately didn't offer to help. I began to browse. I was looking for two things. First of course was the egg. I wasn't 100% sure what I was looking for but I had a pretty good guess. I figured it would be near the vibrators. The second thing I was looking for was a safe place to set my phone and take the picture. I really didn't want Becky to notice anything out of the ordinary. I wanted to just find my egg, snap a pic and get out of there. I wondered if there was a customer bathroom as that would be a safe place to provide my proof. I found the vibrators easy enough but there was only one package called an egg but it had a wired controller and only cost $15. I quickly dismissed it as a cheap toy and I knew that wasn't what Jim wanted me to get. I looked back toward the counter. Becky was reading a magazine. I looked around some more but as I approached the counter I realized the premium toys were in the display case she was leaning on. Well I guess I was going to have to interact with her. She looked up from her reading as I approached and asked if there was something specific I was looking for. I told her a remote controlled egg trying not to sound nervous. She smiled at me and led me down to a second case. "I have three to choose from," she told me. "The difference is vibration strength, range for the remote and differing vibration patterns." "Differing patterns?" I questioned inquisitively. "Yes," she responded as if that was a normal question. "Do you have a vibrator now?" I admitted that I did and she further questioned if it was just multispeed or whether it could twist and pulse. I told her it wasn't that fancy. I could change the speed but that was all. "With an egg it's a little different. Only the wired ones have variable speed, but the wire is a pain. The wireless don't have variable speed controls," she instructed me. "All of the remote ones have set speeds, usually three although our premium has five. The premium also has different pulse patterns cycling the power on and off and also progressing from slow to fast and back down." "I didn't know there was so much to it," I confessed. "Well, what are your needs?" she asked. "Is it for you, for a partner, do you want it to tease or just get you off? Does range for the remote matter or will you always be up close and personal?" "I don't understand why the range matters?" I asked sheepishly. "Well imagine your partner has the remote and the two of you are at dinner. He, or is it a she, can play with you from across the table." I blushed when Becky suggested my partner may be a woman. Was she hitting on me? "Your basic egg will do that, but now imagine being teased from across the room at a party. At the most inopportune time your egg can come to life and even buckle your knees." I started to understand Jim's interest in this toy. He could sit at his desk and buzz my pussy or even toy with me at the poker game. I found the possibility fascinating. I asked her about the cost. The middle toy matched Jim's estimate of $80, but since my budget was higher I picked the premium egg for $120. Becky assured me that it was well worth the extra money. She took it out of the case and handed it to me and asked if there was anything else I was interested in. Again I had to decide if she was hitting on me or whether she was just being a good sales person. I smiled and asked if they had a restroom. "Can't wait to try your egg, huh?" she said with a smile. I decided to just come clean. "I'm buying this on kind of a dare. The second part is to take a picture in the store holding the egg." I could see Becky thinking. "Well we don't allow photography in the store, but I think I can help. Come with me." Becky led me to the back of the store, conveniently near their display of leather and restraints. "So are you a sub?" she asked me point blank. "A sub?" I replied. "Come on, nobody dares anyone to buy a toy and take a picture if they are not doing a power exchange. That's ok. It's none of my business. Give me your phone and stand over here." Becky directed over in front of a mannequin wearing a collar and chains. I handed her my phone after starting the camera app. She told me to hold up the egg and to pose next to the mannequin. "This should give your partner some ideas," she said as she snapped a couple of pictures. "What else are you supposed to do? Oh and are you wearing anything under that coat?" I blushed again. "He wants a video of me testing the egg," I blurted out before I could lose my nerve. I made sure to emphasize "he." "Interesting," Becky replied. "Are you sure you're not a sub? What about under your coat. Open up let me see." The tone of her voice had begun to take a more authoritative tone as if she expected me to obey her. It wasn't unlike Jim when he gave me a command. I began to fidget. Becky began to walk toward me holding my phone in front of her. When I reached out to take it she grabbed my coat and quickly unzipped it. Before I could react I was standing before her with my secret revealed. "Very naughty. Did he tell you to dress like that?" Becky asked although I sensed it was rhetorical since she didn't wait for an answer. "I'm pretty sure you are a sub. Strike another pose for me. Let me see how you move." I swayed my hips just a bit, but I was too embarrassed. I grabbed my phone and then pulled my coat shut. "Don't be like that baby," Becky cooed. "I was just having some fun. Seriously, I think it is exciting that you are doing this and I bet you are excited too. What else does he make you do?" It was strange. Her tone was back to being friendly instead of authoritarian and instead of being defensive I felt proud of myself when I told her about last Saturday and confessed that he also wanted a picture of me opening my coat in public. "That's quite a story. If you want, you can test your egg in my office. If he wants you exposed in public he'll love that you didn't wait to get home. I'll make sure nobody comes in." I thought about her offer for a moment. She was right that Jim would probably love me masturbating at the store. Maybe that would prove I could handle the poker game. Becky didn't seem as threatening all of a sudden. And she was right. I was excited by her seeing my lingerie and knowing what Jim and I did for kicks. I agreed to use her office and let her lead me to a door in the back. The store's office was disorganized, but it looked clean thankfully. There was a desk with a chair, a couch whose cushions looked worn out, a small coffee table and two file cabinets. Wendy's Unusual Relationship Ch. 02 "I don't recommend the couch. It's been used too many times for impromptu liaisons," Becky told me making me wonder if she had spent quality time on it. Not waiting for a comment from me she turned, walked out and shut the door. I was growing more excited, but I still had the good sense to lock the door. I unwrapped the packaging after some effort. Why do products have to come in the shrink wrapped hard plastic? It's such a pain in the ass to open. I held the egg up and looked it. It seemed so unassuming. Next I looked at the remote. The controls didn't seem too complex. Pressing the power button I almost dropped the egg as it sprung to life. I pressed the power button a couple of more times and the egg's vibrations got stronger and then stopped. OK, I understood that button. There were two other buttons marked "pattern" and I could guess what they did so I sat down and put my legs on the desk. It was a pretty obscene position, but by then I had to feel this wicked toy inside of me. It was a simple task to slide my thong to the right and my natural lubrication meant there were no problems sliding the egg into my pussy. Then I pressed the power button again. "The sensation was unlike anything I'd ever felt with my vibe. I tried the tease selection first where the egg started slow, rapidly sped up to full speed and then stopped. I began to imagine Jim having the control as I lay tied out by his pool. I envisioned him just laughing as the diabolical toy cycled through its various modes intent of arousing me but not letting me cum. Would I beg him to let me orgasm? If the other modes were like this I sure would. If he told me to suck his friend's cocks again would I hesitate? Not on your life. Then I started to think about Becky and what it meant when she asked if I was a sub. Maybe my reaction to these feeling for Jim was more than just my usual guy with a nice cock to fuck feelings. Maybe I secretly wanted him to tell me what to do? Maybe that was who I was meant to be? Then again maybe this egg was just making me damn horny. I knew if I switched modes I could orgasm sitting on the dirty chair. But I had made a promise to myself not to do that and in the process earn Jim's trust and hopefully an invitation to the poker game. Reluctantly I setup my phone to record my "test drive" of my soon to be favorite toy. I was afraid I climax if I didn't get this task over with quickly so I set the egg to "pulse" and hit record. The pulse mode was very different than tease. On full bore for half a second then off for half a second. On off, off on, over and over again. I think that was worse than tease. If Jim's grand plan was to get video of me pleading with my eyes for permission to cum he succeeded. I had to fight to hold back a monster climax. It was intense, it was erotic and it was maddening. I looked around the office trying to take my mind off my tingling pussy and the overwhelming desire to rub my clit and be done. But as you might expect in an adult shop, sex products and posters advertising porno were everywhere. Finally I had to stop the recording and turn off the egg. I'd lasted about 2 minutes. I hoped that would be enough. I left the egg in my pussy because I couldn't dare to look at it right then. I knew it would be slimy with my juices and I didn't want Becky to see it. I stood up but found my legs were weak, apparently from the teasing I'd just inflicted on myself. I decided I loved the egg even more. I took a moment to steady myself and walked back up front. I didn't realize until I reached the counter that I had not bothered to shut my coat. I discovered that little fact when a woman shopping with her husband let out a gasp and the guy began to openly leer at me. I quickly pulled the coat shut. God knows what they thought. "So I take it you enjoyed your test drive," Becky began our conversation. I decided to have a little more fun with the couple so I replied loud enough so they could hear, "Yeah, that little bugger was awesome. I wish I had permission to cum. It would have been a great one. I had to fight to hold back." I could tell Becky liked my little game. She now spoke louder too. "So what other tasks has your master given you?" I was so aroused that I didn't care who knew my real reason for being there. "I just have to get a picture flashing my lingerie in public where someone might see me." Apparently the woman had enough and quickly ushered her husband out of the store. I apologized to Becky. She told me not to worry. She'd seen them before and the browse but hardly every buy. Then she told me to give her my phone. I looked confused but she told me she was going to help take that picture so I went along. "What did you have in mind?" Becky has a devious smile on her face. "How about we go outside and you stand on the sideway. When I say go, you open your coat and I snap the picture. I'll do it with a car behind you." "I don't know about that," I said although it sounded exciting. "I think I can change your mind," Becky said. She reached under the counter and without warning the egg sprung back to life on the pulse setting. Immediately my knees buckled. "I love that egg you are wearing. In fact I'm wearing one right now. You were controlling mine while you were testing yours so I know you loved pulse because that was the setting you stayed on the longest." My eyes were losing focus with her as I began to fight off the early pangs of orgasm again. The woman I'd only met half an hour ago could ruin my plans to be Jim's good girl and follow his instructions. "I know you want to get home and play with that slushy pussy as much as I want to lock the door and play with mine. Let's get the picture taken so we can both do what we need to do." A week ago I would have never agreed to flash passing cars while another woman took pictures but in my over stimulated state her suggestion sounded like the more natural thing in the world. I nodded so I didn't have to agree verbally. "Good," Becky said. "You'll love it." She walked from around the counter holding her remote triumphantly in her hand and opened the door for me. The traffic wasn't too heavy so hopefully nobody would really notice. Becky directed me to the sidewalk and had me stand facing traffic. She told me she would say get ready and when the next car passed to quickly open my coat just as they passed. They "probably" wouldn't see anything but it would look like they had in the picture. "Are you ready, Wendy?" she asked. "As ready as I'll ever be," I responded. Becky fiddled with my phone for a moment while my anxiety built. The egg was still pulsing away. If I wasn't careful I was going to cum standing on the sidewalk in front of the passing cars. Becky looked up again with her devious smile and looked over her shoulder. "OK do it for this one," she hollered as a convertible approached. Well at least we'll see their heads turn in the picture if they look, I figured. With a surge of adrenaline I whipped open my coat. Jim would be proud I did it as the car approached. I know they saw me as I heard the brakes screech and then heard an unintelligible catcall. "Did you get that?" I asked Becky. She shook her head. "I didn't hit the button fast enough. You'll have to do it again. Give me a second to get ready." Part of me was pissed at her, but I have to admit I felt exhilarated flashing the car. The only thing I didn't like about doing it again was the feeling of losing control from that damn pulsing egg. I watched as Becky looked over her shoulder again. "OK honey. I will not screw up this time," she yelled. Obviously my mind doesn't think like Jim or Becky's. No sooner had I begun to swing open my coat than the egg roared to full power and stayed there. The feeling hit me like a tidal wave and like a tidal wave there was no way I was going to be able to hold back. All the teasing and the embarrassment of flashing passing motorists conspired to make me orgasm on the spot. My knees locked, my eyes glazed over and I let out a howl of ecstasy. I could feel myself bending over at the waist and instead of closing my coat I had the craving to grab my breasts. Of course that led to my sliding my bra cups up so I could pinch my rock hard nipples. I've already told you how much I love nipple play and I can hardly resist playing with them when I come. I was lost in my own world of pleasure. I was no longer on the street corner. I was back in Jim's office getting fucked. Or tied to his patio furniture servicing his friends. Or in his shower, cuddling on his bed or anywhere he wanted me to be. I heard car horns but they were far away and distant. Waves and waves of orgasm rolled over me. At some point I dropped a nipple and dug my hand into my panties. I wanted to prolong the climax and began abusing my clit. Finally my knees began to unlock and I felt myself slumping to the cold concrete of the sidewalk. My stockings tore as I slid my legs again the abrasive surface, a memento and testament to how far I'd fallen. Finally I started to recover my sanitary after Becky switched off the infernal egg. I looked up and she was smiling again. "I'd say you are a very satisfied customer. I just know your master is going to love the video of you climaxing. I know mine will. Don't worry, I got a good single picture the first time if you don't want to show him. I emailed myself the picture and both videos though. I hope you don't mind." I was too worn out to argue. I picked myself up off the sidewalk, took my camera and slowly walked back to my car. Sitting in the front seat I turned the egg back on with my remote. No tease, no pulse, just full power again. I'd already screwed up the instruction not to cum so what the hell. I sat in the car as my second, third and fourth orgasms crashed over me before finally turning off the egg I rested a few minutes and then drove home. That night I put fresh batteries into my special lover and made another video for Jim. I wasn't sure if I would show him the two from the store. After I stopped recording I put the egg on high again and also used my vibe on my clit until I couldn't cum any more. I could only hope Jim can't tell that I'm lying when I tell him about tonight. I went to the office on Monday with a sense of dread wondering if I could lie to Jim or if I would crack. Looking at his schedule I could tell he wasn't that busy and I expected to be called into his office at any time. I patiently sat at my desk. My legs were spread allowing him a good view of my pantyless pussy stuffed with an egg, thankfully off, that he enjoyed so much. I kept thinking back to how I followed Becky's instructions and how good it felt doing the tasks Jim gave me. I hoped he would give me another task for this week. Of course I also hoped he would relent and bring me to the poker game. I was obsessing about that. I'd do anything he said to get that to happen. Finally at 10:15 he called me into his office and told me to close the door. "So did you complete your tasks?" he asked. I told him I had. "Good, let's see the pictures and tell me about it." I held my phone and carefully showed him only the pictures I wanted him to see and played the video of my alone in my bedroom. I wove a tale of mostly truth about how excited I had become not only from the exhibition but also from following his instructions. I hoped that both were goals of his and would put me in good graces with him. I was careful not to reveal certain facts and he didn't seem to wonder who took the picture of me flashing the cars as it was obvious it wasn't a timer shot. It was too perfect with the boys in the convertible craning their necks to get a glimpse of me as they sped by. Jim sat taking in my story of lust. He listened attentively. I started getting excited again as each lurid detail was revealed. In the end he told me I had been a good girl and that I deserved a reward. He told me to take off my clothes. "Yippe!" I thought. "He's going to fuck me." After I was naked Jim took my hand and led me to the coffee table. "On your hands and knees. Face the wall," he commanded and I obeyed. There was a mirror hanging on the wall which he took down and leaned on the wall so I could see myself. He then told me to lay my head down, but stick my ass up. He started to rub my ass, but he didn't touch my pussy. Then he spoke. He was back to using his commanding voice. "So you enjoyed your task, but did you cum?" His hand was being very distracting as he lazily rubbed and squeezed my buttock. "No sir," I managed to blurt out. He could tell the effect his hand was having on me and just to be mean, he slowly drew his finger along my slit. "Are you sure?" he asked. "I'm sure you wanted to and I just want to hear the truth." He punctuated that question with a sharp slap to my rear. My reflective action was to drop my ass, but I quickly self corrected and pushed it back upward to him. "No sir, I swear." Another spank. Then a third and fourth. Then Jim slid a finger along my labia before penetrating me with it. I pushed my ass back against him. "You're getting awfully wet just from the touch of my hand. I find it hard to believe the egg didn't make you cum." Jim continued to alternate teasing my pussy and spanking me. I'm sure he could tell I was lying from the first time I opened my mouth and was just having fun with my body seeing how long it would be until I broke. His non-spank touches were becoming more intimate. He had learned well how to manipulate my emotions. If he chose to allow it, I knew he could make me climax right their bent over on the coffee table. I hoped he would want that pleasure, but I knew he was also testing me to see how long it would take before I cracked. With my ass on fire and my pussy dripping I finally confessed hoping he would have mercy on me. "You must always tell the truth little one," Jim scolded me. "Did you take anymore pictures of video you want to show me?" I nodded. Now Jim moved me to sitting on top of his desk. He took my phone and plugged it into his PC. Quickly he downloaded all the pictures and video to his computer. He told me to spread my legs and finger myself while I described every detail of the real events of that amazing night. While I did he watched the video of me in the office and then convulsing on the sidewalk. For my part I was becoming breathless at describing my true emotions of that night and how when I came in public I felt closer to him than anybody ever even though he wasn't there. I was practically panting with the need to cum by the time I finished my story. Finally Jim spoke again. "I was going to invite you to the game if you completed your task, but you failed. Maybe next time." I stopped fingering myself and shot daggers with my eyes at him. "Please sir," I begged, "I have to go to that game. It's all I think about." "Nope, sorry." "Give me another task to prove myself. I'll do anything." Jim paused at that statement. "Anything huh?" Now I paused. I guess anything was a bit too broad. I wouldn't fuck a dog or eat his poo, but I'd probably run through the office naked or fuck somebody else on command. "OK, I'll give you an easy task. If you fulfill it completely, I'll bring you to the game. But be forewarned, you will not be the same if you attend." "I understand sir. I will not let you down with either thing," I said confidently. "I want you to go into the conference room and turn on the video conference camera. I'll log in from here to view it. Then go to your old sales team and see who's in the office. Most of them should be out, but whoever is here is going to get a nice treat. Pick one of the guys and bring him into the conference room. Then suck his cock for old times sake until he cums in your mouth. DO NOT SWALLOW. When you are done come back in here. Now get dressed and go." I didn't need an excuse to suck off the guys. I'd always loved being with them. I was incredibly horny from masturbating for Jim and I prayed if I completed this task he would get me off. Only two of the guys were in the bullpen. Both were the slow and loving blowjob guys. I was a little disappointed but orders were orders. They both greeted me warmly. "I have a special assignment from Jim," I told them trying to be oblique. "Who wants to help?" Neither did. I was reluctant to just come out and say what I was going to do because I knew their new admin was within earshot and was probably snooping on us. "Listen guys, this is not an option. It comes straight from the top. But don't worry it will be fun." Still no volunteer so I asked if either had a quarter. Finally I got a positive response. I took the quarter and told them who was heads and who was tails and flipped it. I was laughing on the inside when the winner grumbled and the loser celebrated. If they knew was the task was they would have been climbing over each other to get to me. As it was I had a dispirited salesman following me to the conference room. Once there I made sure to position him so the camera could see the action (I had powered it up on the way to the bullpen) and dropped to my knees. All of a sudden the despair of being on a special project switched to the joy of having my hot wet mouth surround his fleshing man pole. As I said both guys were my slow loving blowjob men so I took my time and tried to give Jim a good show. I knew he was watching and wondered if he was jerking off. When happy time came the guy tried to pull out of my mouth (I'd forgotten this guy liked to give me facials) but I grabbed his ass and pulled him forward just in time to get him back in my mouth before he blew his load. When he was done I mumbled "thank you" but it was a struggle not to swallow. He seemed confused again, but I didn't care. I got out of there as fast as I could and went back to Jim's office. Just like last Saturday by his pool Jim's primary concern wasn't my pleasure in the activity but passionately kissing me afterward to suck a creamy treat from my mouth. As he was cleaning every remnant of cum from my mouth under the guise of a passionate French kiss I made a mental note to do some research on his particular fetish. I'd never heard of it before. It was freaky, but it was also hot. When he was done he asked if anybody else was in back. I told him one other rep. "Ok, go get him and bring him back to the conference room. I'm sure you're ready to fuck so offer yourself to him. He's probably been dreaming about you since you started sucking him off when you worked with him. You can cum if he's good enough, but don't let him cum inside of you. Tell him he has to cum in your mouth or the deal is off. You know what to do when he's done." "Yes sir. I certainly do." He must have heard from his buddy what the special task was all about because salesman number two was very happy to see me. I didn't even have to say a word. I just took his hand and pulled him very willingly out of the bullpen. Once safely inside of the conference room he confessed that he was looking forward to having another blowjob since he missed them after I left my job. He told me the new assistant didn't "party." I told him his task was a little different. I sensed some disappointment. I bet he thought I meant he had to eat me. But that would have been for my pleasure and this was really about pleasing Jim. I simply bent over the conference table (strategically positioned of course) and lifted my skirt. "Come on baby. I need a good screwing," I told him. "You can handle that instead can't you?" Oh he could handle it alright. I silently cursed myself for not letting him fuck me when we worked together. He was a master tactician and had me thrusting my ass back at him almost from his first stroke. He wasn't being as gentle as when I sucked him either. He was giving me the screwing I asked for. He pounded his cock into me and I loved it. He grabbed my wrists and pinned them to the table stretching me so my feet came off the ground and held them tight. He didn't say a word but based on his grunts I didn't think he would last long. I looked to the camera and told him he had to cum in my mouth. I didn't think Jim could hear us, but hopefully he could read my lips. Unfortunately my stunt cock didn't hear me or didn't care. He kept pounding me from behind (a great thing) until he pressed into me and I felt it cock swell until the inevitable flood of semen filled my pussy. Wendy's Unusual Relationship Ch. 02 I was furious. Actually I was furious on two counts. First because he came inside of me that meant I didn't complete my task. Second because if I had lasted just a little longer I could have cum too. As soon as he pulled out I stood up letting my skirt drop, called him a bastard and walked out. I could feel his cum dripping out of my pussy and down my leg but I didn't care. It was a short walk back to Jim's office. I hoped nobody noticed, but I was too mad to worry. I walked straight into Jim's office, shut the door and then burst into tears. "I'm sorry sir. I tried. I really tried but that asshole came inside of me. Please I'm begging you. Let me suck or fuck someone else so I can complete my task and please you." "You did wonderful Wendy. I saw you tell him. That was very smart on your part. You're just such a hot piece of ass he couldn't help himself. Come over here and sit on my desk again." I was still crying as I sat on his desk. He took my ankles in his hand and spread my legs. "There is nothing like a creamy freshly fucked pussy," he said. And with that he dove in and began to eat me. Needless to say I was shocked, although also very happy. "Oh sir!" I moaned. He pulled his mouth back and began licking my thighs where the cum had dripped from my steaming snatch. It tickled, but the eroticism of the moment overrode the irritation. He then returned his attention to my pussy and finally when I was cleaned of cum to his satisfaction he began sucking on my clit. He must have been happy with my performance because even with his fetish satisfied he continued to try and please me. He was very skilled. He understood how to alternate nibbles, licks and sucking to keep my nerves on fire. He also used his fingers and soon had me grabbing the back of his head and howling in the delicious climax I'd been chasing for the last hour. As I was finally coming down he stood up and dropped his pants. His cock was magnificently hard. I waited for direction to see if he expected me to get below the desk or as I had hoped he simply moved forward and plunged into my recently used sex. It was a fast and furious coupling. I was still on my post orgasmic high and he was plumbing me like a madman. I knew he wouldn't last, but I was OK with that. I'd gotten mine and I was happy he was getting his. Of course he had another surprise up his sleeve. No, he didn't take my ass like last time in his office. Instead I watched as he grabbed a drink glass off his desk while he pulled out of me. He then grabbed his cock and started stroking it while aiming at the glass. I wished he would have used my mouth (or face, breasts or stomach) instead of a glass but that was what he wanted. I watched as blast of thick creamy love juice rocketed into the glass. He shot a huge load slumping down into his chair when he was done. "That was great babe," he said exhausted. "But can I come to the game now?" I asked having done everything in an effort to garner the invite. Jim paused and then stood up. I watched as he dipped his finger into the glass coating it with his own jizz. He then took his finger and ran it over my lips. I responded by capturing his digit and sucking on it while I cleaned it with my tongue. "Mmmmm," escaped my lips but his finger was clean. He lifted the glass and drank it like a shot. "You've only had one load and two fucks today. That will not be the case at the party. You will have much more of both. Are you up for that?" "I am sir." "Steve's wife is usually the hostess. You may have to compete with her for attention." "I think I can handle that," I said with a smile. "You may have to pay her off by eating her pussy," he warned. That gave me pause but not for long. "I can handle it." "OK. Get a good night's sleep tonight and Tuesday. Wednesday you can leave at lunch. I'll give you money for clothes. Thursday you can have off to recover. I'll pick you up at 7:30. OK?" "That's more than OK sir," I said appreciatively. "That's awesome." "Good. Now go clean yourself up. You look like a well used tramp and we have an image to project." He said the last line with a smile. I may look like a tramp but I was his tramp, he loved it and we both knew it. In the bathroom I washed my face, but I also had to find my usual spot in the end stall and finger myself to another climax. It was who I had become and I never felt more alive. Wendy's Unusual Relationship Ch. 03 Finally the night of the big poker game had arrived. Jim had instructed me to dress what he called "elegant slutty." What that meant was professional clothes that were more revealing than I wore in the office, stockings, high heels and of course no bra or panties. Although Jim would not tell me the exact details of what the "hostess'" job was I could assume by the way I was dressed that it involved being arm candy for Jim and eye candy for the other guys. Also based on what happened at his house I assumed I would be sucking them all off and hopefully fucking them as well. I chose to wear a sheer white silk blouse. Even before I finished dressing my erect nipples were on proud display through the thin material. I allowed myself the luxury of rubbing my fingertips over the hard nubs through the smooth covering. It felt heavenly. I pictured Jim's fingers doing the same in front of his friends. Would my lack of panties mean he intended to do more in front of them? I could only hope. I contemplated wearing a garter belt. Jim had not specified which type of stockings to wear so I went with stay ups. I love the look of stockings with a garter belt, but I'd also chosen a very tight skirt that hugged my ass like a second skin and the stocking snaps would have shown. I couldn't walk very fast in the skirt because it held my legs together down to mid thigh. It was definitely shorter than I would wear at the office so I figured it met Jim's specifications. The only problem with it was it was so tight I really couldn't cross my legs when I sat down. I'd have to keep my legs together. I figured that would tease Jim a bit as I'm sure he intended to slide his hand under my skirt. But I intended on losing the skirt all together so maybe this will inspire him. As I completed my outfit with a pair of four inch stilettos I had to admit I looked great. The heels tightened up my calves and ass. I was delectable and confident I'd met my dressing instructions. When he picked me up Jim had be twirl so he could see me from all sides. Uncharacteristically he whistled and appreciative catcall. I knew then I'd dressed appropriately. In his car on the way to the game I expected him to play with my nipples, but we drove in silence. Maybe he was still concerned I wasn't ready for whatever was about to happen but I was determined to prove myself worthy. The trip was not far as Steve lived in the same neighborhood. When we arrived Jim told me to just go with the flow of the night. Steve's wife, Rebecca, will be assuming she is the hostess, as the wife or girlfriend of whichever guy is hosting the game usually has that duty. He told me not to put up much of a fight if she resisted his and Steve's desire to have me host. "I'm sure you'll like it no matter what," were Jim's parting words as we exited the car and walked toward the front door. I began to get nervous. Jim rang the doorbell and very soon the heavy oak door swung open and a statuesque brunette greeted us. I was awestruck by both her beauty and the revealing gown she was wearing. At first I thought it was something a society lady would wear to a black tie formal, but after she introduced herself as Rebecca (making a point to say "tonight's host.") and pivoted I noticed the slit on the right side of the gown went all the way up to her waist and that like me, she was without panties. I also could not see any lines under the gown from a bra. Given the size of her bust and the expanse of cleavage her gown displayed, I had to assume her breasts were fake, but at that moment I didn't care. I was star struck as I watched her lead us through the foyer into the house. I was mesmerized by her ass swaying back and forth in the form sitting gown. I didn't move until I felt Jim's hand on my own butt gently pushing me forward. "Put your tongue back in your mouth, Wendy," he whispered. "You're drooling." I snapped back to my senses and licked my lips. He was only kidding about the drool part although my heart was definitely feeling lust. Steve's house was every bit as impressive as Jim's. Rebecca led us to the game room where a table was setup and Steve was busy stacking poker chips. Although I had sucked his cock I had not ever seen him or been properly introduced. Rebecca handled that chore. I wonder if she knew he had already cum down my throat once and that I was assuming he would again before the night was over. "How many are you expecting tonight?," Jim asked. "We have eight confirmed and two maybes," Steve replied. "Cool. That would be a good game," Jim continued. "Steve, before anybody else gets here, I need to discuss something with you. I promised Wendy she could be the hostess tonight." I sheepishly looked first at Steve and then at Rebecca. Steve's face didn't show much emotion but Rebecca's had a look of scorn. Then it struck me that Jim had asked Steve not Rebecca. While I would have expected that at Jim's house I was surprised Jim had not addressed Rebecca directly. I looked back at Steve for his response. He was thinking. "So you think Rebecca should be the serving wench tonight?" he questioned almost rhetorically. "What do you think dear?" he said addressing Rebecca. She didn't say a word at first. She looked at me with a dismissive glare, grabbed my hand and started pulling me out of the room. "Come upstairs with me and I'll get you ready," she said with disgust in her voice. I resisted at first, but then followed along behind her. As we passed the foyer again I heard the doorbell. "Steve, you can get that yourself," Rebecca called out with anger in her voice. When we reached the stairs she tugged my arm propelling me in front of her indicating I should head up, destination unknown. I stumbled a bit in the heels causing her to comment that I could hardly walk in my "slut shoes" and that Jim should train me better before showing me off. I was starting to quickly dislike Rebecca, although had the roles been reversed I'm sure I would be upset by being replaced by a younger, more beautiful version of myself. At the top of the stairs I saw a door leading to an expansive room I assume was the master bedroom. I began to turn but Rebecca corrected me as told me the guest bedroom was at the end of the hall. Once there she told me to strip out of my clothes and that she would find me something more appropriate for my position. She quickly turned and walked out without closing the door. Now I was willing to play along but her attitude was really getting on my nerves. Still it only took a minute to strip out of my skirt and blouse. I lay them neatly on the edge of the bed. I was shivering a bit being nude in a stranger's bedroom making my nipples continue to stand proud. Or maybe that was just my arousal I'd felt since the moment I first got dressed for him. I sat down on the edge of the bed to wait. I wanted so bad to rub my pussy, but I didn't dare. Rebecca returned about a minute later holding a garment bag. She didn't seem to notice except for my stockings and pumps I was naked. She shut the door and hung the bag on a hook mounted to the inside. She then turned her attention back to me. "Stand up and kick off those trashy shoes," she barked extending her hand to mine. In retrospect it was a mistake to take her hand, but I didn't realize that until it was too late. She grabbed me in a death grip around my left wrist and pulled me into a firm embrace. Her left hand shot around my head and grabbed a handful of hair pulling me even closer. Without my shoes and with her still wearing her heels I was a head shorter than her. She tugged my hair cocking my neck so I was looking up at her as she smiled and then crushed my mouth with hers. Her kiss was not passionate as much as it was demanding. I felt myself bending to her will. At the same time she dropped my wrist and her fingers quickly found their way into my very wet pussy. As she savagely kissed me she fingered me with equal ferocity. I felt myself getting dizzy as a result of this high-speed assault. I'm sure she could sense my distress as she quit her attack almost as soon as it began. This time when she grabbed my wrist I could feel my own juices on her hand as she wrapped it around my slender arm. She didn't release my hair though, preferring to drag me over to a dresser with a large mirror hanging over it. I was stunned and unable to fight back as she speedily took up a position behind me forcing her body between my legs and pressing my hips into the edge of the dresser. With little effort she pushed on my back forcing me to bend over until I was at a 90 degree angle with my stomach pressed into the dresser top. She then grabbed the back of my neck again just as firmly as when she had kissed me while at the same time she kicked the inside of my legs indicating I should spread them. "Don't fucking move," were the only words she spoke but her tone and aggressiveness left me know doubt that I should obey. I tried to lift my head enough to see her in the mirror. She at a wild look on her face like a woman possessed. She was definitely on a mission and apparently that mission was me. I watched as her free hand opened a drawer in the dresser next to where I was pinned down. I saw the gleam of chrome reflecting in the bedroom light was she raised her hand back out with a set of handcuffs in her possession. I'd like to say I was strong enough to resist her, but in truth she made short work of me. She released my head and with both her hands free she soon had my arms firmly restrained behind my back. But she didn't let up her forceful ways. She did step back slightly but then she grabbed my hair again. While I was really getting tired of the pain, but I must confess it was also arousing to have this gorgeous woman being so aggressive with me. She pulled me up to look at myself in the mirror. Tears were starting to run down my cheek. I felt defeated, but I also felt alive. Certainly by body couldn't tell the difference so why should my mind. "What do you see?" she hissed. "Do you see an elegant hostess or a slut trying to horn in on my man?" I had assumed she was good with whatever the boys had planned for the night but suddenly I felt maybe she really was nervous and thought I was trying to put the moves on her husband. Maybe she didn't know about the other day at the pool or if she did she wasn't pleased that her man had cheated on her. Maybe she like showing off her stunning body to his friends but that was the end of what she would do. I tried to stammer out a reply but it was gibberish. She then pulled me into a standing position pulling my head back exposing my neck. She began to kiss and suck on my neck while her other hand once again found my dripping folds and began to finger fuck me. Both her mouth and fingers were skilled and coupled with the kinkiness of the situation had my juices flowing once again on her hand. "I don't think you are hostess material, slut," she scolded me. I moaned. There was little doubt she could have made me cum if she kept up her pace. Her thumb was rubbing my clit while three fingers pistoned in and out of my leaking hole. I love having my neck kissed almost as much as having my nipples sucked and the fact that I couldn't resist her was driving me wild. It was as if she could read my mind and know just what I craved. I felt the room begin to spin and my legs begin to give way. I expected her to hold me up or at least lean me back over the dresser, but instead she pulled her fingers out of my pussy and allowed me to slump onto the floor. I was still trying to catch my breath as she grabbed the slit of her gown and pulled it open in the front. I remember the first glimpse I had over her beautiful pussy. It was pink, glistening and inviting. She stood in front of me and held open her gown while her free hand once again found the top of my head. She didn't say a word she just applied a little pressure. It probably wasn't necessary at that point, but she pulled my head toward her and I reflexively opened my mouth. Being in charge must have agreed with her because her juices were flowing as freely as mine. Granted I'm not very experienced in how to eat a pussy, but for the next couple of minutes I don't think it mattered. She took my head with both her hands and rubbed my face up and down along her slippery slit. If she was a guy I'd say she face fucked me. I didn't know a woman could do that too, but she was taking her own pleasure and wasn't worrying about me doing her right. She had her bound slut at her feet and that was good enough for her. Up and down, side to side, she ground her pussy against my face. I tried to use my tongue when I could. She tasted divine. I could feel her juice coating my face and could feel my mascara beginning to run, but she didn't let up. Finally she pulled my head back. She was towering above me looking down. She tilted my head forcing me to look up at her. "Open your mouth whore," she screamed. I obeyed. She spit in my mouth. I was repulsed, but I held my mouth open. "That's right bitch. Keep that mouth open. You're going to suck on my clit now until I cum and do it right or you'll never make it out of this room tonight. No cock to fill that greedy pussy of yours." She pulled me back to her pussy. Her clit was engorged and distended. It was easy to find. I gave it a couple quick licks. My head was pulled back and my cheek was slapped. "I said suck not lick you dumb cow." It was weird. In my mind I didn't mind her calling me bitch, slut or whore, but dumb cow seemed out of line. Still as she pulled me in for a second try I latched onto her special lady part and sucked liked I'd never sucked before. That seemed to please her. Her attitude changed and she became more nurturing. "Oh, you're going to do fine tonight pet," she cooed in-between moans. Her grinding had slowed as she preferred to just hold me tight against her wetness. I could feel her hips begin to sway whether she was testing me to see if I could stay latched on or whether her orgasm was just approaching. It could have been the former, but the latter was certainly true as well and soon my efforts were rewarded with a fresh shower of her essence as she orgasmed onto my face. When she released my head I was giggling with pride. She was leaning over me using the dresser for support as the waves of pleasure cascaded over her body for a full minute. Finally she stepped back and helped me to my feet. Spinning me back toward the mirror I saw the results of my actions. I knew my face had been coated in girl juice and thought my mascara had run, but in truth all my makeup had either run or rubbed off. I looked like Tammy Faye Baker after someone had just killed my new puppy. My face was a mess and I was hideous. But Rebecca didn't seem to mind. "Now what do you see?" she asked me. I knew what she wanted to hear although I didn't want to admit it. She gave me a firm swat on the ass. "I'm sorry I didn't hear you." "A slut. I look like a slut," I said quietly. "I look like a slut mam," she corrected me. "Always show respect for your superiors." When I walked into her house I didn't think of her as my superior, but I certainly did now. "I look like a slut, mam." I repeated. "Very good pet," she continued. There was that word pet for the second time. "Now let's get you dressed for the game. I was so turned on I was in a bit of a fog. I heard her say she was going to get me dressed and I offered no resistance when she led me to the bed and pushed me down onto my back. I didn't understand why she was suddenly kneeling between my legs and lifting them onto her shoulders or what that had to do with getting dressed. I quickly learned two things. One was that Rebecca was very skilled at eating pussy and two, that although her tongue felt great and could probably make me cum very quickly if that was her goal, that she had a more sadistic plan in mind for me. Of course I didn't realize that until she had me thrashing side to side wishing my hands were not still cuffed and that I could either grab her head or frig my clit. But bound as I was I could only receive as much pleasure as she had determined to give me and then only until she had determined I'd had enough. Unfortunately that point was about a minute too short for me to climax. I thought she had just taken a break but realized she was done (hopefully just for now) when she began pulling me off the bed to "dress" me more appropriately. My head was spinning with lust. Rebecca's first order for me was to step into an elastic harness which contained a small butterfly vibrator which she affixed over my clit. I watched as she held up a remote control. She made a show of pressing one of two buttons and the tiny vibe sprung to life. It was not powerful and was so quiet I almost could not hear it over the sound of my ragged breathing, but my clit sure knew it was there. Again my knees began to get weak. She then told me to bend over the dresser. At first I refused but she told me if I didn't she would turn the butterfly off which was enough motivation for me to obey. I really needed to cum. When I bent over the dresser again she swatted my ass and told me to spread my legs. This time I did not hesitate. I noticed she had opened a drawer in the dresser. From my vantage point I couldn't see into it very well but from what I could see there was quite a collection of sex toys. Rebecca sure knew how to entertain in her guest room I theorized. I saw her grab a bottle of lube and I knew what her next move was going to be. I'd learned to love anal play with Jim so I even wiggled my butt a little for her when I felt the cool gel being applied to my backside. Then she grabbed a plug. I was glad it wasn't too big and I easily relaxed enough for her to pop it into me. As my sphincter snapped shut around it I was wonderfully full with the tiny vibe buzzing my clit and my ass squeezing the plug I felt great. I would have done just about anything for her right then. Rebecca had me stand up again and then pulled out a roll of what looked like duct tape. That concerned me and I guess my face showed it. She told me not to worry that it was "bondage" tape and that it only stuck to itself. She pulled out a length long enough to go around my waist and wrapped it around me securing both the butterfly and plug in position. I prayed she was right about the adhesion qualities of this tape when it came time to remove it, but for now I knew both toys were going to stay put for the foreseeable future. The she held up the remote again and pressed the second button. The plug now sprung to life with much more force than the butterfly although its sound was muffled by the folds of my anus. I moaned and then thanked her. I watch curiously as Rebecca opened the garment bag hanging on the door which apparently contained my outfit for the evening. She pulled out a strip of shinny black material about six inches wide with a D-ring welded into the front. Rebecca explained that it was a latex/spandex blended material as she stretched it around my hips. To me it was the shortest, tightest micro mini skirt I'd ever seen. Rebecca struggled to zip it together over my ass. I could feel cool air between my legs as it only cover the very bottom of my ass cheeks and maybe two inches past my vagina. At least I was only wearing this inside. If I wore it outside I would be arrested for indecent exposure. Next up was a collar and chain number with several cuffs. I wasn't thrilled about that any more than I was pleased about the skirt, but as I tugged my wrists on the handcuffs again I decided at least they would be more comfortable than the metal ones I was wearing now. I was still being very docile with the twin vibrators buzzing away and hoping Rebecca would allow me to climax if I was good. The collar was tight, although not as tight as the skirt. The collar was lined with a fleece material. I would later learn how important that was as the game went late into the night, but for now it was just confusing. Rebecca allowed the chains to hand down between my breasts while she fastened two cuffs around my ankles. They were also fleece lined and didn't pinch my skin like the handcuffs had begun to do. I was almost thankful when Rebecca replaced the handcuffs with two more leather cuffs. She still had them clipped together so my arms were still pinned behind my back, but at least they were more comfortable. Wendy's Unusual Relationship Ch. 03 Next was the attachment of the chains. Rebecca had me turn to face her while she untwisted the thin links. She "accidentally" brushed against my nipples several times adding to my sexual frustration. She then unclipped two of the chains from the collar completely and let them fall to the ground. With an almost devious smile she took one of the chains and ran it through my cleavage, through the D-ring on the micro mini and then around my hip until it was clipped to my wrist cuff. She tugged on it slightly to make sure it was tight and that my boobs would hold it in place and the repeated the process with the other wrist cuff. The result was anytime I moved my hands, I felt a tug between my breasts and a little extra pressure on the butterfly. This wasn't stimulating per se, but it would be a constant reminder that I was under her control. Not that I needed any reminding at that point, but the eroticism of the moment and the visual of my breasts being bisected by the chains and what they represented was cognitively stimulating. Next Rebecca knelt down and picked up the other two chains. These were attached to the leg cuffs, up through the D-ring and also around to my wrists. These did not go around my hips however. They went through my legs. As a result any walking or hand movement generated pressure on the butt plug and also rubbed on the bottom of my pussy. Rebecca had me walk around and move my wrists just to make sure all the pressure points she intended to stimulate were in fact being teased. I begged her to let me cum. She told me I would be allowed that pleasure soon. I felt a rush of relief wash over me and felt emotionally closer to her now that she promised me liberation from my building arousal. It turns out I needed a couple additional items before I would be granted the orgasm I desired. First was a tiny white apron with frilly lace around the edges. This was hung over my head. The top of the apron began just below the peak of my breasts, although it was so narrow the sides of my boobs were spilling out. The bottom of my apron dropped about three inches below the hem of the skirt, although like the top it was so narrow it only covered the center half of my thighs. To this Rebecca added a white maid's cap and had me put on platform shoes with about five inches of total lift. They were easier to walk in than stilettos but I still felt like I was teetering and would be prone to fall over. Of course the overall look was that I was transformed into a slut maid with Rebecca's juices now dried onto my face and with the remnants and ruined makeup to prove it. My breasts threatened to spill out from under the apron at any moment and the toys taped to my pussy and ass would be on display if I bent over or sat down. To top it off I had the glow of an aroused woman and was bound hand and foot to further that arousal with any motion. I guessed I was ready for the game. But I was wrong. Rebecca produced one more item from the dresser. A red ball gag. My eyes opened wide. I didn't want to wear it, but of course I was in no position to resist. I watched as she took the ball and slid it under her dress. From the look on her face I could tell she was masturbating with it. Thus with her juices liberally coating the gag, it was summarily forced into my mouth and buckled around my head. Although I hated the feeling of being gagged, I also relished the taste of her pussy once again invading my mouth. Thus I was led down the stairs to the kitchen where a silver tray designed with a support bracket that wraps around the waist and two front support chains that ran from the corner through my collar was attached to me. Rebecca said the guys usually play three rounds of cards. During the first round my job was to serve drinks and snacks. While I looked at her waiting for further instructions she held up the remote for my vibrators again and turned both off. Then she clicked on the butt plug again. "When I buzz your ass it means get back to the kitchen find me wherever I am," she said as if it was the most natural thing in the world. Then the butterfly turned back on as maddeningly slow as before. "That's just for fun so I can torment you. By the end of the night you'll be begging me to allow you to orgasm." I nodded in agreement. Had I known this was how I would have ended up I probably would not have agreed to come to the game. I guess Jim knew what he was talking about when he told me I wasn't ready. But I was here now and I didn't have a choice but to go through with whatever was about to happen to me. Rebecca led me to the game room. There was a large poker table, a leather couch and love seat surrounding a 70" flat panel TV, a foosball table, a pool table a dart board and a bar. Basically it was a guy's wet dream of a man cave. I teetered in on my heels, the chains rubbing me seductively and the butterfly buzzing away making my knees weak. I'm sure that was part of the plan as well as what kind of powerful man wouldn't want an aroused slut willing to do anything to cum serving them? Jim and Steve were there along with a couple of other guys. I was not introduced. I couldn't have said anything anyways. No, I was there as the hired help and for the men to look at and lust over. Rebecca left the room quickly and soon after my ass began to buzz. The men looked amused as I spun around and headed back toward the kitchen. As would rapidly become my routine, Rebecca would load my tray with bottles of beer and bowls of snacks and I would have to carefully walk back to the game room. Almost as soon as I was done with my delivery my ass would buzz again only this time I would find Rebecca sitting on a chair with her legs spread. She didn't have to tell me to get down on the floor where she would remove my gag and instruct me to eat her pussy again. After I made her cum she would rub the ball gag on her labia to coat it with her juices and then strap it back into my mouth. The cycle would then repeat with me delivering drinks and snacks then pleasuring Rebecca. Thus my presence was very appreciated by the ten guys that showed up for the game but also by the hostess of the house. Just how appreciated? Let's just say that what I've just described was only the beginning of my adventure that night. Wendy's Unusual Relationship Ch. 04 I had made two round trips where the guys had enjoyed seeing my bound, teased and aroused body while I delivered beer and snacks and then returned to service Rebecca's pussy. I was horny as hell and prayed she would take mercy on me and make me cum, but keeping me on the edge apparently was more fun for everyone involved except for me. Although I hated the feeling of the ball gag in my mouth I loved the taste of Rebecca's pussy coating it. This only served to increase my lust as her pussy became the focus of my world. On my third trip to the game I felt a hand sliding up under the micro-mini skirt I was wearing and a squeeze on my butt cheek. Surprisingly it wasn't Jim or Steve who became so bold but one of the other men I had not been introduced to yet. His fingers were certainly courageous however as he drifted from my ass to my labia and along my slit finding how wet I had been for the past hour or so. But before I could get any real satisfaction, he withdrew his hand. I moved on to my next delivery, another man I didn't know. He was even bolder with his fingers in that he didn't try to hide what he was doing under my skirt. He simply reached behind my apron and squeezed my left breast taking time to fondle my erect nipple as well. That brought a deep breath through my nose and a moan through my gag which was noticed by everyone at the table. After that every man took his turn fondling my body as I delivered their drinks. Nipple pinching, ass squeezing and finger fucking was on tap for the rest of the first round of their game. Of course as soon as my tray was empty a buzzing in my ass signaled my need to return to Rebecca and her seemingly never satisfied pussy. The first round of the game went on for about an hour before the first player lost all his money. They were playing Texas Hold-Em' and each guy started with $2,000 in chips. They explained that each round lasted about 2 hours as they kept upping the minimum bet to keep the game flowing. Once the first player was out, the short stacks would begin to fall quickly. Steve was the first one out. I expected him to go take care of his wife but instead he waved at me and brought me over to one of the couches on the other side of the game room. He unhooked my tray and unclipped my wrist cuffs. He left the cuffs on but at least I could pull my arms forward in front of me relieving the pressure on my shoulders. He then turned on some music, sat down and told me to give him a lap dance. I wasn't thrilled with that prospect and a buzz in my ass gave me the excuse to return to the kitchen. Rebecca was surprised I didn't have my tray anymore and my hands were loose. "So was my husband the first one out again?" she asked me. I nodded. "He probably does that on purpose, although usually I'm the one dancing for him. Let's go." She took me by the hand and led me back to the game room. Steve was still sitting on the couch although another one of the unknown men had now joined him. Rebecca sat down next to her husband and then looked at me. "What are you waiting for?" she asked. "Dance for us or you will not be cumming tonight." I watched as she held up the remote and turned both my vibrators on. My hips began to move on their own at first, but I quickly gave way to their lustful desires and began swaying in concert with the music. "Come closer slut," Rebecca ordered and I obeyed. Steve sat in the middle and I stood in front of him trying to put on as seductive a show as I could. I felt Rebecca's hand grab my wrist and spin me around so my ass was in his face. I then felt two hands (I assume they were Steve's) grab my hips and pull me down onto his lap. I felt his cock begin to harden as I did a slow bump and grind on his crotch. The unknown man had busied his hand under my apron tweaking my nipples and Rebecca had her fingers busy in my pussy while the butterfly and plug worked their magic. Finally I had the stimulation I was going to need to get off. I could feel my arousal building and there was no way my three partners could miss what I was feeling. I was about to cum and cum hard when I felt the gag being removed. I then felt Rebecca's hot breath on my ear as she whispered to me, "Cum now baby girl. Cum hard and cum loud." Her permission was all I needed as hours of sexual tension drained from my body in a matter of seconds. With a scream of pleasure, my orgasm hit like a tidal wave. Steve grabbed my hips and held me tight against his pants covered hard cock as I shook and bounced against him. The man to my left pinched my nipple hard and a bolt of pain rocked through my body, but that only served to extend my orgasm. Rebecca continued to finger fuck me although I wished I was getting attention from something larger and longer than her fingers. All three of them seemed to enjoy my show almost as much as I enjoyed the shattering climax that tore through me. I didn't notice as I was looking the other way, but I assumed the game stopped for the duration of my show as well. After I calmed down I was repositioned off of Steve's lap onto the lap of the other guy. Apparently the rules of the first round were when you get knocked out of the game you get a free lap dance. I did my best to give him a good grind on his groin, although now that my lust had been temporarily sated, I didn't do quite as good a job as I had on Steve. Speaking of Steve, Rebecca seemed concerned that his hard cock from my dance was causing him discomfort because he had unzipped his pants and was giving him a hand job as they both watched me. I wondered if that was part of the usual events or whether that was something special due to my "great dancing skills" but either way watching her slow deliberate stroking of his cock inspired me to give my new partner a bit extra. I could feel his cock beneath me and I wondered if I could get him to cum in his pants. A third guy was now out of the game and he took up residence on the love seat apparently waiting his turn. I didn't know how long I was supposed to grind on player number two so I just kept rubbing against his crotch until I was told to switch. I figured Rebecca would let me know when it was time. Before I switched a fourth guy joined number three on the loveseat. I could see that Steve was close to cumming with all the attention his wife was giving him. I guessed that would be my signal to move on and I was right. However, before I did Rebecca told me to get on my knees in front of him. I immediately dropped to the floor and opened my mouth assuming she wanted me to suck him off or at least drink his load. But that wasn't her plan. With her free hand she raised my apron exposing my pretty titties. She then aimed his cock at my chest and told him to "let the slut have it." And have it I did. Steve's cock exploded a torrent of cum leaving a high speed splatter trail across my chest. I was coated in his juice. Rebecca then stood up and removed the apron to prevent it from soaking up his cum and told me to continue dancing pointing at guys three and four. I walked over to the love seat and both men seemed happy to share my dance passing me back and forth. I'm sure some of Steve's cum dripped off my tits onto their pants but neither seemed to care. With the blinds in the game reaching a peak, the rest of the players started to drop out quickly and I was passed around between them. They seemed to enjoy having me sit reverse cowgirl on them so they could grab my tits while I dry humped their legs. I was quickly ready for them to do much more, but they all seemed to know the schedule of events and were happy to just feel me up. I expected to be forced to my knees and made to suck them off, but apart from some fondling, they all seemed satisfied to have me just dance for them and hump their crotches. Finally there were only two players were remaining, Jim and Tony. I wondered if there was anything special I got to do for the winning player. As it turns out Tony won. All of the other guys left the room and Jim told me to dance for Tony and then to give him his victory hand job. I expected to give him a victory blowjob, but he didn't seem concerned that I was only going to tug him until like Steve he hosed down my boobs. I never did dance for Jim, although after I was done with Tony he told me to follow him to the bathroom to clean up. And by clean up it meant he would lick all the cum off my chest. He then removed the butterfly and told me to sit up on the bathroom counter while he ate me to orgasm number two. He told me I was doing great and that I would enjoy round two even more. Since round one had given me two orgasms and had taught me a new appreciation for eating Rebecca's pussy, I could only imagine what was yet to happen. The guys were sitting at the table again by the time we returned. Each had a new stack of chips before them and the timer had been reset to the low starting limits. Rebecca brought me back to the kitchen. I expected she would order me to service her again but she didn't. She just wanted to explain my new duties. "During round two you are going to crawl under the table. You will notice the guys have all removed their pants. Whoever wins a hand will wave at you indicating you should suck their cock but don't let them cum. The winner gets to finish as his reward, but the losers only get teased. How does that sound?" "It doesn't sound fair. What if I want them to finish?" I replied with a devilish smile. "Don't worry, they will eventually. This is an incentive to try to win. In round one some of the guys want to lose early to get the lap dance," she said smiling. I nodded my agreement and walked back to the game room. Steve, sitting at the head of the table, stood up, moved his chair and let me climb underneath the table. He was pretty flaccid after cumming earlier, but several of the guys were already hard. The game began and about 30 seconds later I got the first taste of cock in my mouth. I had to admit I hated to tease the guys and not try to get them off. At first there were not too many quick repeat customers so most of the guys would lose their erections before I would get back to them unless they won several hands in quick succession. My knees and jaws were getting sore as I spend the first hour crawling back and forth serving all the guys. Whenever Jim, Steve or Tony won a hand I didn't take it easy on them. The mischievous side of me wanted to make them cum before they were supposed to. I imagined the look on their faces as all the other guys watched them blast off before the agenda allowed. But unfortunately the quick movement to another guy and all three guy's staying power denied me the thrill of making them spurt. Finally players started to drop out. As a result, the remaining players more frequently won two or three hands in a row. Steve, Jim and Tony all dropped out early so I wasn't sure whose cocks I was sucking. This didn't really matter, although I would have liked Jim to stay in until the end again. In the end only two guys remained. They were sitting on opposite sides of the table. The hands were moving so quickly that I struggled to switch cocks in time. Jim stuck his head under the table and just told me to stroke them both. I was happy to get a break and sat between them and gave them both long slow hand jobs. I expected them both to explode on me, but apparently one of the players got beat on a cooler and the game was over. Both men pushed my hands away from their cocks and stood up. I figured I should crawl out from under the table so I did. Jim told me the winner's prize was a blowjob to completion from me. This was fine by me. After all the sucking I did it was time for me to get some man juice. The winner, Ralph I later found out, sat down on the loveseat and I knelt between his legs. I don't know if I had sucked him most of all during the tournament, but I recognized his nice thick cock as I slid it past my lips until he hit the back of my throat. Then I began sucking like my life depended on it. Since he was the victor I wanted to be sure he got his reward. And my reward for being such a good little slut. Ralph was content to sit back and enjoy himself and the other guys seemed to be enjoying watching. I don't know if that made Ralph try to hold back or if he was just a little nervous about having 9 other guys plus Rebecca watching him get blown, but he certainly had staying power. I was tired of being on my knees and wanted him to cum quickly so I began stroking his cock along with my oral service. I made sure I was giving him a sloppy, spit covered blowjob allowing my hand to easily slide up and down his shaft. Based on his breathing I knew he was enjoying the change in style. His friends also took notice and began cheering him on. Hell, I was the one doing all the work. They should have been cheering me on, but I guess the call to "blow a load down her throat" would have to do as my inspiration. I redoubled my efforts to get him to shoot and eventually he did. It wasn't a huge load filling my mouth, but his jizz was nice and creamy. I popped my mouth off his deflating dick to the applause of the assembled throng. I looked up at Jim wondering if he was going to escort me to the bathroom so we could French kiss Ralph's essence but he didn't. After seeing Jim wasn't making a move toward me I looked to Rebecca who was sitting on the couch with a couple of other guys. She was in the middle and had a hard cock in each hand. She paused long enough to point to the center of the room indicating I should take a new position. As I did I noticed the other guys unzipping their pants and Rebecca beginning to stand up. She bent back over and grabbed both of the cocks and gave them a couple more strokes before both guys began to stand up. She then led them over to me and knelt in front of me. Rebecca spit on her hand and grabbed the first guy and began stroking him again. It didn't take him long to swell in her hand leading her to exclaim "here it comes" before she aimed his cock at my face. I put up my hand to block the stream of cum shooting at me, but I felt somebody grab my wrists from behind. Cum was dripping off my face down to my chest as I felt my wrists being clipped together behind me again. Rebecca then repeated the process with the second guy. This time I didn't have a way to defend myself and he unleashed a torrent of jizz all over my face. When I finally felt the cum dripping enough off my eyes to feel I was safe to open them, I saw the other guys standing around me in a semi-circle all jerking their cocks furiously. Rebecca seemed to relish helping the guys finish and especially seemed to enjoy helping them aim at me. The third guy hit my face as well but numbers four and five chose just to paint my tits. Numbers six through nine took a mixed approach starting on my face (I learned to open my mouth for a tasty treat) before finishing on my breasts. In the end I had one load in my belly, a little splatter also in my mouth and a whole lot of cum dripping of my face and chest. And we still had one round of cards to go. It was late so a couple of the guys left after round two's bukkake. I was not allowed to wash off but Rebecca did disappear while the guys setup the chips and took bathroom breaks. By the time they were ready to begin, Rebecca had returned sporting a thick strap-on around her waist. It looked funny around her formal gown, but then I realized the progression taking place and knew the winner of this round was going to fuck me. My pussy gushed in anticipation. The boys sat back down and Rebecca sat on the couch. I was still standing in the between the couches waiting to be told what to do. Rebecca waved me to her. "Mount up cowgirl," she said. "Face the guys and let them watch those cum covered tits bounce." I didn't need to be told twice. I needed to get fucked, even if it was by her dildo. I straddled her lap just like I had done to the guys after round one but in the process impaled myself on her fake cock. I looked down at her as she filled me stretching my pussy. It felt great and I was ready for more. "Grind me like you did the guys when you did their lap dances baby girl," she hissed at me. And grind her I did. The remaining cum from the guys began to fly from my chest dripping down on our erotic hostess. She didn't seem to mind. My tits were bouncing wildly and the guys seemed more intent on watching me instead of playing their game. "Ride it baby, ride it," Rebecca cheered me on. I heard one guy call "all in" on about the fourth hand and Jim called him. Jim won the hand, but the loser didn't seem to care. He jumped up and sprinted toward the couch. His cock was hard already and flopping wildly side to side as he ran. I started to slow down on Rebecca in anticipation of dismounting, but she grabbed my hips and held me tight. I had not noticed before but she had a jar to lube sitting next to her. The "loser" grabbed the lube and began to slather it over his cock. I looked down to Rebecca who smiled a dirty smile and said "well you didn't think that plug was just so I could signal you, did you?" I was still impaled on her as the guy pulled the plug out none to gently. Then with a single thrust he buried his cock up my ass. At least he was small of stature I thought as he and Rebecca began to work on getting a rhythm to my double penetration. The guy was grunting as he relished getting first crack at my ass. The game stopped to watch the carnal show as I was split roasted between them. My tight ass must have appealed to him as he quickly stopped thrusting and then shot a tiny load into my butt. He had shot one of the larger loads onto me just 15 minutes before so I guess he didn't have much left in his balls. I didn't care. I felt him pull out and then he unceremonially pushed the plug back in my ass. As I had learned to do I looked down to Rebecca for clarification. "The guys don't have much left so they are taking up a collection," she instructed me. The game continued in a frenzy with chips flying around and guys dropping out at a furious pace ready to take my ass and leave their own contribution to the cum soup collecting in my ass. Jim won the round and added his spray last to my now very stretched backdoor. Rebecca had stayed under me the entire time (about 40 minutes) letting me rut on her femcock. I came three more times when Tony, Steve and Jim took their turns. By the time Jim finished I was spent. I had no to energy to resist when Steve produced a much larger plug which he pushed into me after Jim pulled out "to make sure I didn't lose any of their gift to me" on the way home. Tony and the other guys had all left by this time. Steve started clearing the poker table and putting the chips away. Rebecca escorted Jim and I back toward the front door. I had lost the micro-mini by this point so other than the stockings, heels and the butt plug I was naked. I didn't get the impression Jim cared much that he was going to take me home that way and in truth, I didn't care either. Used as I had been I really didn't worry if Steve's neighbors saw me in that condition. "I hope you will loan this little vixen to us for a weekend sometime?" Rebecca asked Jim. "I think arrangements can be made as long as Steve gives me you sometime," he replied. Rebecca blushed. "I'd like that," she said. "I'd really like her to make me cum one more time right now as well." "That's not a problem. All you had to do was ask. Isn't that right Wendy?" I was totally worn out after blowing and fucking the ten guys not to mention having serviced Rebecca several times already and riding her cock, but I couldn't resist either of them. I nodded and Rebecca took my hand. She led me back upstairs to the guest room where my lust filled decent began several hours earlier. She stripped off her gown and I finally got a good look at her beautiful body. She was magnificent. She lay down on the bed with her legs draped over the edge and spread wide. She spread her labia with two fingers and told me to "come and get it." Wendy's Unusual Relationship Ch. 04 I didn't want to rush. I wanted to savor every drop so I took my time licking her slowly up and down her slit and nibbling on her clit. I was kneeling on the floor and I couldn't resist sliding my own hand between my legs and rubbing myself while I built Rebecca's arousal back up to a fever pitch. I guess it shouldn't have surprised me that I felt Jim pulling on my butt plug. The horny old goat probably wants to fuck me again. Well I was up for one more load to be added to the collection. I wiggled my ass to urge him on as Rebecca started moaning. I suppose I also should not have been surprised that instead of Jim's cock instead I felt his tongue. My ass must have been like an all you can eat buffet to him and his cum fetish. I'd almost forgotten about that quirk of his personality with everything else that had gone on tonight. Surprised I was, but his tongue also felt marvelous. He was not waiting for the cum to drip out of my ass. He was burying his tongue deep into my well used backdoor and cleaning me out. I imagined his cock was hard again and that he was stroking it as his tongue lavished praise on every inch of my browneye. Rebecca for her part was showing signs of really enjoying my oral attention. I was hoping Jim would do more than just tongue me once he had me cleaned out. Rebecca began moaning. I wiggled my ass some more. Jim stopped licking. "Rebecca, I think sweet Wendy here would like more than a rimjob. Would you mind if we borrowed the bed?" he asked. "Not at all, but I'm not done yet," she replied. "No problem," Jim continued. I could tell he was standing up and a swat on my ass indicated I should too. I was positioned on my back with my ass on the edge of the bed. Jim remained in a standing position and put my legs on his shoulders. He tried to slide his cock into my pussy but the angle wasn't quite right. He asked Rebecca for a firm pillow which he slid under my butt to raise my holes for better access. Now when he slid inside of me all I got was pleasure. Then I realized what Rebecca meant when she said she wasn't done yet. Jim was holding my wrists next to my hips and slamming me hard when Rebecca climbed on the bed and then straddled my face. She sat with her back to Jim as she forced her dripping pussy down over my mouth with a loud hiss saying "yessss," Each thrust of Jim's powerful cock would slide my face forward along Rebecca's tasty honey pot. When he pulled back out he would pull on my wrists bringing me back toward him but also dragging my face along her and forcing my nose to contact her clit. I was smothered in her female essence as she bounced up and down on my face and rode my mouth and nose. I tried to use my tongue as best I could, but it was difficult. Rebecca didn't seem to mind and apparently was getting off just on the contact. I was getting off too being turned on by being used my two such powerful people. I felt Jim slide his cock out of my pussy and braced myself for another assault on my well used ass. Although I was being more accustomed to being taken there, it was still a bit of a shock as he pushed the head of his cock inside of me once again. I howled in pleasure into Rebecca's pussy. She ground herself on me even harder. Jim pummeled my ass for all he was worth and Rebecca took her own pleasure. In the end she came first, the sight of which led Jim to explode for the last time that night. I had a mini-cum of satisfaction from having pleased both of them, but I didn't make it to the zenith of a major climax. But that was OK with me. I'd survived my first poker game and loved every minute. Now I only had to wonder about where our relationship went from here.