0 comments/ 14753 views/ 0 favorites Dylan's Desires Ch. 01 By: BobcatPounce I thought a lot about Dylan's shaved pussy since our first night together. I thought about how she flaunted it in front of me, teasing herself with her vibrator before bringing on that first, massive orgasm. I thought about the unencumbered view of my cock penetrating her folds. I remembered the feeling of her skin against my own, just-shaved skin. It made me hard every time. And so I sat in Seat 22C, waiting for the plane to pull up to the jetway at the LA airport. The text message glowing on my PDA said Dylan was already in the terminal, her flight having arrived early. She was at the other end of that jetway. It looked like I was going to walk off that airplane with my cock at full attention. Dozens of folks would be waiting in line to board this plane. I wondered if any of them would notice. Apparently, one of the flight attendants did. "I'm glad you enjoyed your flight," he smirked while glancing at my crotch. "I'll bet you say that to all the guys," I replied, hoping my quick response would end things there. He shot back, "Only the ones I'd like to fly solo with." That was enough to kill my hard on. Hey, I don't mind what people do on their time. Their choices are their choices. But I know what I like and she was waiting for me in the terminal. Dylan greeted me with a big hug and a very horny kiss. She took notice as my cock returned to its hardened state, pulling me closer and grinding her pelvis against me. Whatever concern I had about being seen with a hard on washed away in the moment. I'm sure everyone who watched us for those few minutes was wondering the same thing, "will they go at it right here in the terminal?" Not today. We broke from our kiss and Dylan suggested that we head down to baggage claim. We talked a little business on the way. As much as we were looking forward to being with one another, we were in LA to meet with some clients. The bags from either flight weren't there we when arrived. I noticed a barren corner a 100 yards or so from the main claim area. I motioned for Dylan to follow me. I didn't have to ask twice. We nestled into the corner to make out a little. That sounds so high school, but that's exactly what it was -- a make out session. After a few glances to make certain no one was giving us too much attention, Dylan took my hand and guide my fingers down the front her skirt to a spot between her legs. Through the fabric I could feel that she was as smooth as our first night together. The thought of my fingers touching her skin made me hard. I hiked up her skirt using my hand closest to the wall and touched her silky legs. Dylan moved closer to kiss me as my hand wandered under her skirt. No panties. No thong. Just skin. And some of it was getting quite wet. Dylan's pussy was moist and warm. My fingers slid along her clit stopping to explore where the most sensitive parts might be. She was so wet, one of my fingers slid inside her. We were still kissing, but that didn't stop her from letting out a short gasp and a soft moan. I tried to work a second finger inside, but she gently guided my hand to another position. The first finger slid out during the process. Dylan positioned my hand towards the top of her clit. It was the exact spot where her vibrator sat when she finally made herself come. Dylan pressed my hand firmly against her body and started to grind against my fingers. Her body began to get warmer as she approached orgasm. She stuck her tongue in my mouth to keep from making too much noise as she came. She held me closer as her body tensed up. My hand was getting quite wet. She squeezed me tightly as she came and then she relaxed. My hand came up from under her dress. Our lips parted. "Thanks," she said softly. "I needed that." My turn, "Anything your heart desires." "My heart isn't the issue right now," Dylan replied. "My pussy is. And I desire for you to go down on me as soon as you can." The moment reminded me of the last time we were together. Dylan won a business bet we made and she was in charge of our first sex together. She flourished in she leadership role, to say the least. As far as I was concerned, she wasn't going to get the first or last word every time. But for now, the suggestion of going down on her agreed with my way of thinking. The baggage claim at the LA airport wasn't the place to do it. We retrieved our bags and hopped on the bus to the rental car lot. Dylan waited for me on a bench while I stood in line. I looked her slender body. The smooth legs. That bright red hair. I was still rock hard and thinking about coming in her hair. I don't know why I kept thinking about that. Maybe it was because she found the idea amusing and a big deal at the same time. It wasn't going to be a giveaway. I was going to have to earn the opportunity. It took us a while to find the rental. It was one of the last full-size cars left and it was near the back of the garage. I loaded our bags into the trunk and went to open Dylan's door. "Such the gentleman," she said. "Not quite," I replied while pulling the front passenger seat all the way forward. I opened the back door of the car and told Dylan to get in. She immediately understood what was going on and was on her back on the back seat in a flash. I closed the front door and hopped into the back, pulling the door closed behind me. Dylan's skirt was already flipped up. That beautiful shaved pussy was glistening in front of me. I dropped to my knees on the floor of the car. Dylan's hands found the back of my head. Her legs spread and she guided me down between her legs. At first, Dylan allowed me to satisfy my hunger. She moaned and told me how much she missed me. I kissed her and licked her, savoring the very taste of her. Her hips moved as I explored her pussy with my lips. It wasn't a very organized exploration on my part given how eager I was to be between her legs. It wasn't long before her pent up need for a big orgasm kicked in. She guided my head until the tip of my tongue was in the very spot my fingers were just 30-minutes before. "Right there," she said. No problem, I thought, and Dylan went to town. It started with a grinding motion working in rhythm with the flicking of my tongue. Dylan's low moans were punctuated when I flicked a little harder. I started doing that a little more frequently and the low moans became louder. Dylan grabbed my head again and held it in place. "Don't move," she commanded. "Let me ride your tongue." I held my head as still as possible. Dylan put her arms over her head and braced herself against the interior of the car. Her hips moved up and down. Her clit rubbed against my tongue, causing her to get wetter and causing me to salivate. It was getting more slippery and hotter by the moment. "Oh god," Dylan moaned. "This is so big. I'm going to come so big." My cock was rock hard and aching to be set free. I didn't have much room, but I managed to unfasten my belt and pants while Dylan bucked away. She came hard, moaning loudly and pushing off the car's interior. I leaned in, allowing her to grind her pussy in my face. With one final "Oh god," Dylan shuddered as the orgasm made its way through her body. I straightened up and managed to get my pants to me knees. My cock was throbbing as I positioned it at Dylans' slot. I spread her legs a little more and pulled at her her hips. My cock drove into her with ease. She let out a deep moan. I fucked her with long, purposeful strokes. I felt her pussy tighten around my dick. She clamped down tight as she came again. "Come in me," she pleaded. "Come hard in me." I pulled out instead. "Can't have cum dripping between your legs at the meeting," I said. "Maybe later." I maneuvered from between Dylan's legs and eased myself into the seat. I looked over and she was smiling. Her face was flush. The car smelled like sex. Dylan's legs were resting on mine, her pussy still exposed. "You like it?" she asked. "And more," I replied. "We can't have you going to the meeting all tense," she said. And with that Dylan swung her legs of mine, did a 180, and went down on me. She started by licking at the base of my balls and running her tongue up my shaft. "I like the way I taste on you," she said. My cock was really slick and Dylan used the opportunity to stroke me while licking my balls. The tip of my cock was bulging near her forehead. She put her head down a little further. My cock was perfectly positioned over that bright red hair. She sucked one of my balls and stroked my faster. I could feel the cum starting to well up. I was ready to shoot my load. Dylan stopped sucking and looked up. My cock was now at the edge of her mouth. "Can't have cum dripping from my hair in the meeting," she said. "Maybe later." Her mouth engulfed my cock and after a few well placed licks, I erupted. Dylan slipped her mouth up my shaft so that just the head of my cock was in her. She pumped my shaft with her hand and I shot streams of cum down her throat. Three, four, five shots and then she sucked my cock to get every last drop. "Wow, that was a lot of cum," Dylan said, surprised but earnest. "More than I expected." "But not more than you could handle," I replied. "Thanks for noticing," she said. "We'll see just how much you can handle later this evening." Dylan's Desires Ch. 02 "... but mostly because you're boyishly cute, Jason." Dylan answered with a giggle. Boyishly cute? It was a good compliment. One of the best I've had since I turned 40, actually. But after a couple of rounds of great sex I was expecting something bigger. Then again, nothing was as expected to this point in our relationship, including having sex, especially great sex, with my first and only employee. I was coming to learn that Dylan's appetite for sex was insatiable. And at this moment I was learning that I was going to come a lot. We were driving the 405 to the Valley. Following up on an earlier question, I asked Dylan what else she desired on this trip. "To have as much sex as possible outside of our hotel room," was her matter-of-fact response. "You've given this a lot of thought?" I asked. "Thought, but not planning," was her response. "Leaving it up to me?" "No," she answered. "Leaving it up to luck and impulse." "That's a good enough plan for me," I said. There was a short silence and then Dylan asked, "Does it freak you out that I want to have so much sex in so many different ways?" There was no hesitation in my response. "No, I've been waiting to meet someone like you." It was my honest answer and it seemed to be the right one. Dylan gazed out the window for the next several minutes. She was wearing a satisfied smile. The client meeting went well. We took a group of folks out for drinks but politely worked our way out of having a business dinner. It was about 7:30 when we excused ourselves and headed to the hotel to check in. Dylan did the honors while I parked the car. The lot was pretty empty. I caught up with her in the lobby where she handed me a room key. "We're checked in, " she said. "The bellman is taking our luggage up to the room." We were sharing a room this trip. It's pretty big leap from employee/boss to employee/boss screwing one another and sharing the same room, but it seemed like paying for two would be a waste. With no need to head upstairs right away and Dylan's desire to fuck outside the hotel room, I suggested we get another drink or dinner. Dylan suggested that we try the Mezzanine level, that there might be bar up there. I'd stayed at this hotel before. It was your typical small conference-sized hotel. The second floor was all meeting rooms. I followed Dylan up the escalator figuring that she knew that too. The electronic sign at the top of the escalator told me two things. There weren't any meetings scheduled for tonight and the schedule for the morning was light. The hotel wasn't very full. That could make for an interesting evening. Dylan looked around and then grinned. "Oops. No bar up here," she laughed. I took Dylan by the hand and walked her past the main ballroom and around a corner. We tried the doors on a few small meeting rooms but they were locked. "Restroom," she said. "Boys or girls, you pick." That required walking back around the ballroom and past the escalators. We didn't quite make it thanks to a coatroom along the way. It had one of those doors that swung open halfway up. The bottom was locked but the top wasn't. I jumped inside and opened the door from there. Dylan stepped in and closed the door behind her. I pushed her up against the wall and began to kiss her. The intensity of my actions must of startled her and she started to push back. She liked to be in control, but this was one time she wouldn't have that option. I grabbed her right hand and pinned it to the wall. I leaned in against her with my right shoulder and continued to kiss her. Though she struggled against my weight in an attempt to free herself, her mouth was busily engaged with mine. Her return kisses were deep and passionate. Using my free hand, I quickly unbuckled my belt and had my pants unbuttoned and open. My cock jutted out from the opening in my boxers. That was good enough for now. I pulled Dylan's skirt up to find that shaved pussy just waiting for me to penetrate it. I lifted Dylan by her ass while keeping her pressed against the wall. I released her arm to use my other hand to guide my rod between her legs. Dylan was wet and ready for me but the angle was tricky. I didn't slip in so easily. She let out a little whimper as I maneuvered between her legs. I pushed harder. She stopped fighting against me and adjusted her hips to give me a better approach. My cock buried inside of her. At this point Dylan wrapped her arms and legs around me. I was holding half her weight. The rest was a combination of her holding my shoulders and neck and leaning her against the wall. There was little room to pump my cock. I managed short strokes as Dylan wiggled around trying to grind her clit against my pelvis. We finally struck a happy medium with me doing most of the work. It was a great, slow fuck. Not that she wanted to go slow. Dylan's engines were revving but our position prevented anything faster. That was okay by me. She was experiencing some combination of great pleasure and immense frustration. I made sure to slow things down every time she tried to speed up. Her moans of pleasure were punctuated with sighs of exasperation. It all added up to a long, intense orgasm. Dylan told me that she was starting to come. Her moans stretched a little longer. They were a little louder. 'There," Dylan moaned." "Right there. Don't move." I stopped pumping her and held on tight. Dylan shifted her weight just a little and moved her hips in and out. Her breathing got very short. She tried to talk. "Oh. I'm coming. I'm going to come. Oooooooooh." I could feel the cum starting to well up in me again. "Come in me Jason. Come in me." Her moans took over and the sound of the moment pushed me to my limit. I tried to hold off but only managed a "grrrr" sounding moan of my own as I exploded inside of her. Dylan continued to come as her pussy got hotter and wetter from my release. She pulled herself closer and kissed me hard as she regained her composure. "That was fun!" she said in a not-so-quiet voice. I winced a bit. "Don't be shy," she said. "No one's around." We started to pull our clothes back together. My boxers were soaked with a combination of Dylan's juices and my cum. My pants were spared. Dylan's skirt was only damp in one not very noticeable spot. We agreed to head to the restrooms to clean up a bit and then meet at the restaurant downstairs. I opened the door to leave and there in front of us was a member of the housekeeping staff. She must have been reaching for the doorknob because her hand was stretched out in front of her. Her face was beet red. She put her eyes down, looking away as she scurried off. The only thing we were left wondering was how much she heard. Dylan's Desires Ch. 02 It had been a month since I met Dylan. I couldn't believe that I had given a blowjob for her, swallowed another man's cum and then after she got me off, she had me thrown out of the strip club. I can still remember the look in her eyes while I was being removed. It made me want her even more. On the drive home, I regained my composure and decided it was a onetime thing that would never happen again. I was still fantasizing about Dylan and her beautiful body, but I knew that I couldn't let myself go back and see her again. She has just too much control over me and I need to stay in control. I was pleased with my self control. It was Friday and I was looking forward to a date I had that night. I hadn't dated since my divorce a year ago, but my friend, Rob, had set me up with his wife's friend, Kristen. When I got to work, I retrieved my email and saw one with only the name Dylan. I froze for a moment, not opening it, and then closed my office door before opening the email. It read: Hi Steve, I've really missed you at the club. It was such a fun time the last time you were here I would have thought you would have been back by now. I'm sorry for having you kicked out, but it seemed like a fun thing to do. I hope you're not too mad. I do have a proposition for you. I hope you can stop by the club tonight to hear it. Love ya, Dylan Her email seemed innocent, but I knew that Dylan was anything but innocent. How did Dylan get my work email address? I know I didn't give it to her. Then it dawned on me. When she made me go out into the alley to give the man a blowjob, she took my wallet so she would know that I didn't use the ATM. She must have taken a business card from it. My heart beat a little faster wondering what else she knows about me. I know I can't see Dylan again so after composing myself, I sent her a brief response: Hi Dylan, I had a great time with you last month. Thanks for all the fun. However, I need to move on. Take care, Steve I wondered what her response would be and I didn't have to wait long. About five minutes later, I got a message that said: That's OK. Best of luck to you. While I was relieved, it didn't seem like Dylan to just drop it like that. As the day went on though, I stopped thinking about her and started thinking about my date with Kristen. Then I received another email from Dylan: Sorry to bug you again, Steve, but could you give me your ex-wife's email address. I'm sure she'd love to see the video I attached. Or I could just get it from one of your co-workers. I was looking through the company directory and could ask anyone you work with. By the way, I'm very impressed with your position of VP. It's fun to bring powerful men down. Maybe you could come to the club tonight and give me your ex's email address so I don't have to ask around. When I played the video it was security camera footage of the alley. You could tell it was me entering the alley with another man. He had lead me directly in front of the camera and while it wasn't a typical hardcore video, it was plain to see that I went down on my knees in front of another man, was moving my head as he leaned back, then after several minutes he handed me some money and we departed. Anyone watching would know that I sucked his cock for money. I took a moment and wrote back to Dylan: Dylan, Please don't do this. I can't stop by tonight, but I'll stop by the club tomorrow night and we can talk this over. Just minutes later, I received her response: If you are not here by 8:00pm with a smile on your face, I will have no other choice but to send this video to several people in your company. You will have no further correspondence from me. I hope to see you soon, but you know what will happen if I don't. I knew I had to break my date with Kristen and show up at Centerfold's so Dylan wouldn't expose me. I told Kristen that I had to leave suddenly to attend to some business out of town, which technically wasn't a lie, but wasn't the complete truth either. I was still hoping to have a chance with her if I could get rid of Dylan. I went home and got ready to go to the club. On the drive, I started off fuming at the fact that Dylan would blackmail me and ruin my night with Kristen, but the further I drove, I started feeling excited about seeing Dylan again. When I arrived at the club at 7:30, I composed myself outside, remembering that Dylan said I needed to be there by 8:00 with a smile on my face. I went inside and paid the doorman. Right when I turned around, I saw Dylan who was racing up to me and gave me a huge hug. I remembered just why I was as attracted to her as she pressed her sexy body tightly against mine. She whispered in my ear that we needed to talk and then took my hand and led me to a booth hidden in the corner. Dylan cuddled up to me and her hand started rubbing my crotch under the table. A waitress came over with a couple drinks that we had not ordered. Dylan told me that she remembered I liked Jack and Cokes and had told her to bring them. I reached for my wallet, but the waitress said that all my drinks were on the house tonight. After I thanked her, she walked away and I wondered what was going on. "I'm sorry I had to lure you in here this way," Dylan said with a mischievous look on her face. "But tonight is the only night I knew I could do this. The club manager is on vacation and the lead bouncer is off tonight. We can have some fun without anyone in charge knowing. I know you love excitement and I'll make it worth your time. You are going to love this." I was intrigued and really had no choice but to keep listening, so I sipped the drink that Dylan ordered for me and nodded for her to continue. "Well, I've picked out five girls here, Crystal, Savannah, Talia, Candy and Amber," Dylan continued as she pointed out each one as she said their name. "One of them is going to fuck you tonight if you're willing to play along." It took me a few moments to register what Dylan was saying, knowing there must be a catch in there. The look on her face was turning me on so much though. I loved how she was snuggled up against me, rubbing my crotch, she could feel me growing as she spelled out the reward. I looked into her sexy eyes and asked, "What is the catch?" Dylan gave her sly smile and said, "Catch, why would you possibly think there was a catch?" Then after a burst of laughter, she said "You already know me too well. The catch is that we're going to go into the back storage room. Each of the girls is going to pick a man for you to suck off. You won't know which one picked which man, but when you pick the man you liked sucking the best, you will get to take the girl that picked him to the hotel across the street where I reserved a room for her to fuck you." As another drink came to replace my empty one, I asked Dylan "If I agree to this, will you promise not to show anyone the video you showed me earlier?" "I will destroy it," she said as a smirk grew on her face. "But I will be taking new video tonight. I am not going to let you go, but it is your choice at how far you want it to go. If you walk away right now, I will only share the video of you sucking cock with your secretary. But rest assured that I will do that. It will then be her choice on how she wants to use that video. If you play along tonight, one of these girls will fuck you." As I finished another drink, I agreed to Dylan's terms. She said that I could buy her off the rotation for an hour for $100. She grabbed my arm and took me to the acting manager. I said I'd like to buy Dylan off the rotation and gave him $100. She then took me near the door to the locker rooms and when nobody was looking she snuck me in back. We went past the locker room to a storage room. Dylan smiled at me and said, "I want you completely nude so you can't run away." I had no choice but to strip out of all my clothes. I folded them and handed them to Dylan. As I stood naked before her, I watched her take my wallet from my pants. She looked inside it and then asked, "What is your PIN? We need to take the other girls off the rotation. To not draw any suspicion you are going to be giving each guy that you are going to blow $100 to take their girl off rotation." I had no choice but to spit out my PIN number. Dylan left the room taking my clothes with her. I could do nothing but wait. After about 15 minutes, Dylan came back but she wasn't alone. Walking in with her was the man that I gave the blowjob to last month. I recognized the older gentleman easily and I stood naked in front of him and Dylan. "Now Steve, get down on your knees. David says you did well with your first blowjob, but you need a pro like me to instruct you. Now undo David's pants." I reached up and undid his belt, unbuttoned his pants, unzipped his zipper and lowered his pants to the ground. As I stared at the only cock I've ever sucked before, Dylan started giving me instructions. She told me how to lick his cock, to lick his balls, to suck his cock in my mouth, to take his cock down my throat, to fondle his balls while I suck his cock. I just closed my eyes and listened to her hypnotic voice telling me what to do. After several minutes, I could feel David's cock tensing up. I knew what was coming as Dylan told him to cum and me to keep it in my mouth. After he exploded in my mouth, I opened it for Dylan, showing her the cum before she told me to swallow. I cleaned David up and he thanked me, gave Dylan $20, then left. "Now that you're warmed up, let the competition start," Dylan said as she left the room. Minutes later the room filled up with Dylan's five co-workers and the men they chose for me to suck off. The women sat back and Dylan asked all the men to get naked. She then picked one and led him to me while I was on my knees. This man was a white guy about 30 years old; he had a nice body and about a seven inch cock. I did my best to remember Dylan's instructions on how to suck cock and within minutes had him cumming in my mouth. I swallowed his cum down and then another man was led to me. The second man was fairly skinny white guy, but I knew why one of the girls had picked him. His cock was at least ten inches. I was amazed by it when I started sucking it. I could hear the others, both guys and girls, talking amongst themselves while I sucked him and took him down my throat. It wasn't easy, but I was determined to impress Dylan. While I sucked him, I heard the words coming out "faggot" "cocksucker" "slut" and it turned me on. Finally, he shot his cum deep into my mouth. I swallowed and a third man was led to me. This time it was an older Hispanic man. He was of average build and average cock size, but the whole time I sucked him, he told me what a nasty faggot whore I was. I sucked him as hard as I could and got him to shoot in my mouth relatively quickly. A big, black man was led to me next. Not only was his body muscular, he had a nice, thick nine inch cock. I took my time on his cock, wanting to give him a great blowjob. I licked all over his beautiful black cock and his balls then sucked him slow and deep. After taking my time, I picked up the intensity and got his to shoot several thick ropes of cum in my mouth. He slowly released his cock from my mouth when he had finished. As he walked away, the fifth man was led to me. He was an average white guy pretty much like me. I didn't want to disappoint him, but my mind was already made up while I sucked his cock. I was thinking of the last cock I sucked when his cock shot off in my mouth. He moved back to the others and I looked up at the five guys I just sucked off. On the other side of the room, I heard the five strippers giving me a round of applause. Then Dylan told me it was time to pick a winner. I knew who it was, but she instructed the men to turn around and spread their ass cheeks. She smirked at me and told me that I was to pick the winner by licking his asshole. I played along, by crawling to and pausing before each man. Then I did something I never thought I would do, I moved between the black man's cheeks and moved my tongue to his asshole. I licked all around it and moved my tongue a little inside it before Dylan declared him the winner. The four other guys dressed and left the room. Then I watched which strippers were leaving. The last one remaining was Savannah, the young blonde. She ran over and gave the black man a big hug. Then Dylan asked him to leave. She told me that I was to go to the hotel and wait for Savannah. After arriving at the hotel and finding the room, I waited alone for close to two hours anticipating Savannah coming in. I made myself comfortable, had a few drinks and fantasized about what was to come. Pictures of the beautiful young Savannah raced through my mind. She was only 19 years old and had should length blonde hair and the sweetest blue eyes. She was maybe 5'6", a tight body, small breasts with incredible nipples. I'd had a few dances with her before I met Dylan and she was definitely a wild one. Finally, I heard the door open and a wide smile appears upon my face as I watch the very sexy Savannah move through the door. She doesn't look at all how I normally see her, but she seems even sexier in tight fitting jeans and a plain white t-shirt and no bra underneath. She puts her bag down, took out a laptop and told me that Dylan was going to watch on webcam. After setting it up she walked to me on the bed. I didn't know quite what to expect when she hopped onto the bed next to me and gave me a deep, passionate kiss. She was quick to get my shirt off and caress my chest while I was able to lift her shirt over her head. Her hand reached unbuttoned and unzipped me. Quickly, I felt her hand stroking my cock. Savannah then pulled away from me and told me that she was going to get ready and that she wanted me completely naked when she returned. As I watched Savannah take her bag into the bathroom, I removed my remaining clothes and waited on the bed stark naked. A few minutes later, Savannah emerged from the bathroom and much to my surprise she was wearing a strap-on. "What's going on?" I asked. "I thought I was going to fuck you." "You should have listened closer to Dylan's demand," Savannah replied with a big smirk on her face. "She said that the winner of the contest would fuck you. I'm the winner and I'm going to fuck you with this. Now I know you don't want to disappoint Dylan, so turn around and get on your hands and knees." I couldn't resist. I did exactly what Savannah said and was on my hands and knees with my ass sticking up facing her. I felt her fingers pushing against my tight asshole, cool with the lube she was spreading on it. Her fingers pushed inside me and she whispered in my ear that she hopes I love this as much as she will. I felt her fingers withdraw from my ass and then her dildo placed at my entrance. "Please fuck me," I whispered knowing she would enjoy that. I closed my eyes and felt her press her strap-on cock slowly into my ass. Savannah slowly entered me and rhythmically pushed it in and out of my ass, a little deeper with each thrust. It didn't take long for her to get all eight inches in me. After she was fully inside me, she thrust faster and faster, making me her bitch. She was pounding my ass when I heard the door open again. Savannah slowed up and then told me to keep my head down. I heard her kissing someone as she slowly fucked my ass. I didn't look up as I heard clothes hitting the floor. When she told me to turn around, I saw a huge black man that I knew as Tony, a bouncer from the club. He was standing naked, with a thick ten inches hanging down. Savannah leads me to the side of the bed with her strap-on still in my ass. She then told me that Tony was her boyfriend and that she had promised him a piece of me. Tony moved up to me and I took his cock in my mouth. I felt him growing as Savannah started fucking my ass harder and I heard them kissing above me. Savannah slowly pulled her strap-on out of my ass while I was still sucking Tony off. Out of the corner of my eye, I could see her removing it and then lying down on the other bed in the room. Her fingers started moving in and out of her pussy as she watched me suck her boyfriend. A few moments later, she said she was ready for him. Tony took his cock from my mouth and moved over to Savannah. He quickly slid his thick black cock into her pussy. I watched Savannah get fucked hard by Tony until she ordered me to get behind him and watch his cock drive into her pussy, then she told me to lick his balls and ass while he fucked her. I licked all over his balls then centered in on his ass as he fucked Savannah. With my tongue deep in his ass, I could feel him cumming deep inside her. My tongue withdrew from his ass as he took his cock from Savannah's pussy. After Tony's big black cock was removed from Savannah's pussy, it glistened with their juices. I then looked at Savannah's pussy, still stretched out from his thick cock and dripping cum. With a finger, Savannah motioned me to her pussy and I eagerly licked Tony's cum from it. I savored every drop of their mixed juices before hearing Savannah tell me to clean her boyfriend off as well. While I was doing this, I heard Tony tell Savannah that it was a shame Dylan didn't want him to fuck my ass. Savannah told him that Dylan is saving my ass for later, which both excited and scared me. After I cleaned both of them, Savannah told me that they were spending the night in the room and that I could leave. I dressed and got ready to leave, but before I did Savannah gave me a big hug and kiss and Tony stood up naked and said he looked forward to next time. I drove home thinking about how I sucked off six cocks for Dylan and then had one of her stripper friends fuck my ass before watching her boyfriend fuck her and cleaning them both up. Then I thought about how everything has been recorded, knowing Dylan could and would use it against me. And despite all of this, I wanted Dylan even more. Dylan's Desires Ch. 03 Dylan and I were having dinner in a booth at the back of the hotel's main restaurant. We tried to talk about work but our conversation kept coming back to our day of sex. The more we talked, the less we could keep our hands off one another. My hand occasionally found its way up Dylan's skirt. At one point she had my cock out of my pants and at full attention while she slid an ice cube from her drink along my shaft. I finally had to put a stop to it. While losing my load under the table would make for a good story, it was not how I wanted to use my energy that evening. Research shows you can burn a lot of calories having sex. While that's probably true, I still needed to watch my diet and get good exercise. That's why I had a light enough dinner to be able to work out in the hotel exercise room that evening. I changed quickly when Dylan and I got to the room. The gym was only open for another hour or so. Though tempted to jump Dylan, I went for the best of both worlds -- some exercise now and sex later. She decided to stay back to check and return emails. I had a good run, pushing about three and a half miles in 30-minutes. After a quick shower, I threw my running shorts back on and headed to the sauna. Dylan was there waiting for me with a towel wrapped around her body. I was hard immediately. Dylan asked for my towel and placed it on the bench. She reached up under my shorts, pulled my cock out, and directed me to sit on the towel. It was one of the few times in my life I took orders well. She turned and faced the door to the sauna, straddled my legs, and hiked up the back of her towel. I was treated to the sight of her ass and then her pussy as she bent forward and positioned herself above my rod. Her pussy was wet but tight. She had to wriggle to get a good angle and apparently got enough stimulation from that to have a small orgasm wash through her body. As public sex went, I figured this was pretty safe. The hotel wasn't very crowded. It was late. The gym was going to close soon. Dylan had her towel around her. I had my shorts on. We were facing the door and could see into the gym. It would be easy to make ourselves presentable in a flash. Dylan leaned forward and put her hands on my knees. With more of her weight supported by her arms, she was able to slide her pussy up and down my cock. She started slowly at first. The heat of the sauna and the warm wetness of her pussy was a powerful combination. I was getting lost in the moment. Dylan started to pump faster. I closed my eyes and put my head back. After a few minutes of furious pumping, Dylan sat straight up and threw off her towel. Any thought I had of making ourselves presentable flew away with it. I guessed Dylan figured that being watched was being watched, with or without a towel. And if anyone was out in the gym, they were sure to hear Dylan's moans. Her whole body went stiff and she leaned into me. I spread my legs some and Dylan used that as an invitation to touch. She started rubbing her pussy and my exposed shaft hard and fast. The moans became louder, longer, and more high pitched. Dylan convulsed forward and back as her hand flew across her clit. "Oh Jason, I coming. I'm coming. Ohhh...," Dylan's voice trailed off as she came. I was still far from coming. This was shaping up to be a good opportunity to fuck Dylan to the extreme. I lifted her off my lap. "Did you come," she asked? "Not yet," I answered. "Hope you're up for more because I've got a lot left in me." "Just as long as it's all in me before the night is out," she replied. When I pulled off my shorts, we were both completely naked. I looked out at the gym floor. No one was there. 10:50pm. Ten more minutes before closing. We were unlikely to see anyone the rest of the evening so I walked Dylan to the main workout area. The cooler air felt good on my body. Dylan's body responded to it as well, her nipples standing erect. It was a bit of a shock to go from the dim light of the sauna to the stark fluorescent light of the gym. We both felt very naked, exposed, and turned on by it. Our first stop was the universal gym bench press. The last user left the backboard at a slight angle. I took the seat. Dylan was standing over me, her legs spread wide. It was one of the best looks I'd had of her shaved pussy. It was glistening from her wetness. I grabbed my cock and held it up between her legs. Not only was I completely hard, I was also still quite slick from earlier. Dylan made good use of the equipment. She grabbed the white frame bars of the bench press machine and used them to carry most of her weight. I started to put my hands on her hips but she asked that I not touch her. Dylan started lowering herself. The head of my cock was was already bulging from my excitement. Still, I pulled the skin down and held the base of my prick so that it was as firm as possible. There in full view, I watched her slowly take me in. Her clit was slightly swollen from our romp in the sauna. It spread open and began to engulf my dick. She was careful to not touch any other part of my body. Our only contact was my cock and her pussy. Dylan slowly raised and lowered her body, sliding up and down the entire length of my shaft. It was like getting a slow blow job. She pulled completely off every third of fourth time she slid up to my head, only to let me reenter her again. It doesn't matter how much we fuck, the first few seconds of entering Dylan is always one of my favorite moments. Even when she's wet, her pussy always provides a little resistance. For just a few seconds, it feels like we're connecting for the first time. Then she opens up to welcome me. Our visit to bench press ended a few minutes after Dylan lowered herself for good. I released my grip on my cock to let her fully take me in. Dylan moved her body forward and back while still holding the white bars. I put my hands there as well and took in the show. It was like watching the waist and hips of a good belly dancer or pole dancer. I had this surreal moment as though I was watching her fuck someone else, only the pleasure was all mine. I finally had enough of sitting and I wrapped my arms around Dylan's body. It didn't take much effort to stand. Dylan, surprised, wrapped her legs around me. "Oh, where are you taking me?" she asked. I didn't answer. I just smiled and walked over to the free weights, stooped down, and set her on one of the benches. Somehow, I managed to keep my cock inside. It was a short, low bench just long enough for Dylan's torso. Her head was hanging off one end. She had to pull her legs back to maintain balance. They were spread wide and her feet were high in the air. I couldn't quite kneel and I couldn't quite stand. I found balance by placing my hands slightly under Dylan's body on the sides of the bench. It was much like the posture of a mountain lion over its mate, only the mate was on her back. She would tell me later that having her head hang off a bed, or in this case, a bench, gave her the most incredible orgasms. She didn't really have to tell me. I'd already figured that out. I fucked Dylan hard on that bench. I was going fast and deep. For a minute, two minutes, I pumped a furiously as I could. No matter how hard I rammed her, she wanted more. And she let me know it too. "Fuck me harder Jason. Fuck me fast and hard." She was practically screaming. Somehow she managed to keep her legs pulled back to allow maximum penetration. I could feel my balls slapping against her and the vinyl covering of the bench. It felt good. It started out as a signature Dylan orgasm, only louder and more intense. She told me two or three times that she was coming. Then the sensations temporarily took away her ability to use words. They were replace by her "oohs" and "moans." Hearing her gave me a burst of energy to keep going fast. Unlike her other orgasms, Dylan didn't come as her breath got shorter. Instead, she began to push her head back further, as though trying to slide away. But her body stayed in place. I guess more blood rushed into her head that way. The move also made her surprisingly quiet for a few moments. Then she brought her head up and stared me right in the eyes. Her teeth were clenched as though she were fighting anger or pain. Her whole body was tense from being help up in such an awkward position. And then she let it out. "Oh God. God. Jason. Come in me. Come in me." It put me over the edge. I started shooting my load in her. I don't know why it turns me on to have a woman ask for my come, but it does. "Fill me with it," Dylan yelled. "Give me your cum." That was followed by a series of yells and moans at full volume. Dylan's body shook and convulsed under mine as I emptied myself. Any little movement of mine caused another convulsion in Dylan. We stayed on that bench for a good three minutes as she came down from her orgasm. She tried to catch her breath and reorient herself. Dylan lowered her legs and wrapped her arms around me. Then she whispered in my ear. "More?" Dylan's Desires Ch. 03 It had been a week since the last time I heard from Dylan, but I knew that I would hear from her soon. Where previously she had a grainy security video of me sucking another man's cock, I had given her much more to blackmail me with in our last encounter. I sucked six men off at the strip club thinking I would get to fuck one of her stripper friends, but Savannah had fucked me with a strap-on while I sucked her boyfriend. And with everything recorded, I knew Dylan would be in touch soon. The scary thing is how much I looked forward to her next contact with me. I have only known Dylan for a short while, but am completely intoxicated by her. Not only is she extraordinarily beautiful with her long, sleek, sexy body, but the look in her beautiful eyes when she is making me do things I never thought I would do completely turns me on along with the smile she gives off while being cruel to me. I didn't have to wait long as Monday morning I opened my email and found a message from Dylan. I closed the door to my office before opening it. It read, Hi Steve, I hope you had as great a time as I did the other night. I could see from the look on your face just how much you love sucking cock for me. The videos picked up your love of cock too. You performed like a champion too when Savannah fucked your ass while you sucked Tony. I'm so glad I met a real whore like you. You make me so happy. Until we meet again, I have an assignment for you. You are to suck at least one cock a day (but I wouldn't be surprised if you sucked more) and send a picture of it to me. I expect to have at least one picture emailed to me each day by 10:00pm so I can show the girls in the club. I'm sure I don't have to tell you the consequences of letting me down. Hugs and Kisses, Dylan My heart started racing as I immediately thought how I would go about this. I needed to find cocks to suck, but also needed to stay anonymous. I had trouble working that morning, so I decided to take the afternoon off. I started browsing online personals, but knew that wouldn't give the anonymity I wanted. I was worried until I saw an ad from a man saying he was going to be at a glory hole at an adult book store about 30 miles away. I knew what I had to do. I drove to the bookstore. Once inside, I browsed around for a little while and then snuck back into the video booths. I looked in a couple of the open ones, but saw no holes. Near the back of the booths, I finally saw a hole and entered that booth. I put a few dollars in the video machine and waited. A short while later, I heard the next booth open. My eyes went to the hole as my heart raced. The man next door started rubbing his crotch. I went down to my knees in front of the hole. I watched as the man took his cock from his pants and moved closer to the hole. My mouth moved closer to the hole and he stuck his cock through. I wrapped my lips around it and started to let him slide his cock into my mouth. As I felt it harden in my mouth, I thought about Dylan coaching me, telling me what I needed to do to get this man off. I moved his cock in and out of my mouth and took time to lick his balls. I thought I had him ready to cum and was about to finish him off when I remembered my assignment. I needed to have a picture of me sucking his cock to send Dylan. Taking my phone out, I quickly took a picture with it of me sucking his cock. Moments later I felt his cum flood my mouth. I swallowed every drop. I watched him zip up and exit the booth, waited several minutes, and then left myself. As I exited the bookstore, the fat clerk smirked like he knew what I had just done. When I got home, I looked at the picture on my phone of me with my lips wrapped around a hard cock. I then sent it off to Dylan. That night I scouted out other glory holes. I found two others less than an hour away. For the next week, I rotated between the three not wanting to be known as a regular cocksucker to the clerks in the stores. Every night, I would send Dylan a picture of me sucking a cock. A few times, I even sent her pictures of me with cum all over my face and the other man's cock still in the picture. I was surprised that I hadn't heard from Dylan after I had sucked 10 cocks, but I knew I needed to keep going for her. On Thursday night, I was getting ready to leave work and head to that night's glory hole when my secretary, Tessa, alerted me to an emergency that needed to be taken care of immediately. This was something I had to take care of myself and couldn't delegate to anyone else. I threw myself into solving the problem and finally fixed it. I was so into fixing the problem that I didn't look at the clock and when I finally solved it, it was 10:30pm, 30 minutes past Dylan's deadline for me. I was completely wiped out and knew it was already too late, so I just went home and to bed, fearing the worst. The next morning, I was dreading the email I knew I would receive from Dylan, but I had been at work almost all day and not heard a single word. I thought I might try to suck two cocks for Dylan tonight to make up for last night and was planning to do so. My office door was closed as I planned my Friday night, but Tessa buzzed in saying that my 4:00pm appointment was here. I looked at my schedule and then told her that I didn't have an appointment this afternoon. After a brief pause, Tessa said, "You were right, Steve. Dylan said her appointment wasn't until next Friday and she and her partner are leaving." I bolted from my office, right past Tessa. The elevator was already closed and on its way down so I ran down three flights of stairs. When I got to the bottom of the stairs, I could see Dylan and a man leaving the building. I shouted for them to wait, but they kept walking. I chased them out to the parking lot and finally got in front of them. I was breathing heavily, but couldn't help but notice how absolutely stunning Dylan looked. In the strip club, she always looked sexy, but she came to my office today dressed like a professional businesswoman and she was absolutely stunning. "Dylan, I'm sorry for" was all I got out before she slapped me across the face to shut me up. "Listen to me, slut" Dylan said. "And listen to me well. You disappointed me last night when I couldn't show my friends a picture of you sucking cock for me. That makes me look bad and I hate to look bad. I should have just sent all your cocksucking pictures to all your friends, your family, your co-workers, everyone. You are extremely lucky that I'm so nice. Maybe I should have you suck my friend, Bill, here off right in the parking lot in the middle of the day." I knew I had no other choice than to do what she demanded, but I had to beg her not to make me suck off this large, well-built man in the parking lot. Bill smirked down at me. Dylan continued, "You have disappointed me and will have to pay a penalty. Let's go up to your office and discuss how you are going to make this up to me." While relieved that I didn't have to give Bill a blowjob in the parking lot, I still dreaded what was to come. We rode back up the elevator then walked past Tessa and into my office where I closed the door. Dylan immediately commanded me to get nude. I moved to lock the office door, but when Dylan saw that she smirked and told me not to. I proceeded as ordered and stripped out of my suit to stand before her and her friend completely nude. "First, as I'm sure you are aware of, you are going to suck Bill off in your office," Dylan said before she broke into a big grin. "But Bill doesn't let faggots suck him for free. I'm sure a bigwig like you has company checks to sign. You need to write a check to Bill Brown for $1,000." I went to my desk and pulled out a checkbook and did exactly as Dylan wanted and then handed him the check. I was thinking about how I what expense I could say it was for. Bill handed the check to Dylan and she said, "Something is missing here. You forgot one thing; you need to write in the memo line 'For letting me suck your cock'." I knew I had no choice so I did exactly as she said. I thought it might go unnoticed by our accounting department, but knew I would have to do a huge cover up. I would have to worry about that later. Dylan smiled and said, "Well you paid to suck his cock, you better do it." I got down on my knees in front of Bill, unzipped him and took his thick eight inch cock out of his pants. Nude, down on my knees, I started working on his cock. I used all the practice I had to perform for Dylan on her friend. After several minutes of attention to his cock, I knew he was getting close. Then Dylan told me to slow down. I continued to suck Bill's cock very slowly, keeping him hard but not giving him release. "I'm going to give you a choice today," Dylan said with that lovely smirk on her face as she sat at my desk. "If I push this button, I can call your secretary in here to watch you suck Bill off. Your other option is to ask Bill to fuck your ass. I'll give you 30 seconds to ask him that before I call your secretary in here." It didn't take me two seconds to make the decision. I quickly asked Bill if he would fuck my ass. With no response, I started begging him to fuck me. Finally, he told me he would. Dylan then interceded and quickly told Bill to cum on my face. Before I knew it hot ropes of his cum were spewing from his cock onto my face. As I went to wipe it away, Dylan told me not to. She then instructed me to give her my house key. I got up and did as she commanded. She then said that she would meet me at my house in an hour and that I was to keep his cum on my face until then. As she and Bill left, I looked at the clock. It was 4:45pm and everyone should be gone when I leave with cum on my face. I stayed locked in my office until about 5:15. At that point, I was dressed in my business suit, but my face had Bill's dried cum caked on. I slowly opened my door and didn't see anyone. I made my way out of the building and all was clear. I had a sigh of relief as I got to my car and made it out of the parking lot. I made it home five minutes ahead of the deadline and since I had given Dylan my house key had to right the doorbell. She smiled as she saw my still cum-covered face and let me in. Dylan had changed into lingerie and looked so incredibly beautiful as she led me into the bathroom and washed my face. She gave me a big hug and kiss, pressing her sexy body against me before telling me how much she was going to enjoy watching me take another man's cock up my ass. Dylan took my hand and guided me down the hall to my bedroom where I saw Bill lying naked on my bed. I looked at his cock, knowing it would soon be fucking my ass as Dylan told me to get undressed. I quickly removed my clothing as I watched Bill stand up. Dylan told me to get him ready, so I went to my knees and started slowly sucking his cock. I felt his cock start to grow in my mouth when I heard the doorbell ring. I took his cock from my mouth and looked at Dylan who had a mischievous smile on her face. "Don't worry," Dylan said. "I told a girlfriend that you were going to get fucked by Bill and she wanted to watch, so I invited her. Just keep sucking your stud. We'll be right in." I went back to work on Bill, in front of him on my hands and knees with my mouth wrapped around his thick cock. Moments later, I heard "Oh my god, you were right. He is a faggot." I immediately recognized the voice and I stopped in complete shock. I took Bill's cock from my mouth and turned around to see Tessa. I couldn't believe that Dylan had invited my secretary. Although I never acted on my desires, I had long wanted to fuck Tessa. She is a 25 year old beautiful blonde with an incredibly fit body. Tessa just started laughing as Dylan took her hand and led her to a loveseat. Dylan commanded me to keep getting Bill ready. I sucked him as Dylan explained everything to Tessa. After a few minutes, Bill was ready to fuck me. Dylan said that she wanted to watch my face as I took my first cock in the ass so I was to get on my hands and knees on the bed facing her and Tessa. As I crawled around, I saw Tessa's face for the first time since she entered and she seemed to be very amused by my situation. My legs were spread and Bill started rubbing lube on my asshole. Dylan told Bill to go ahead and fuck me and then Tessa surprised me by saying the same thing. The two girls were snuggled next to one another on the loveseat when I felt Bill's cock pressed against my asshole. Knowing it was coming, there was nothing to do but accept it. "Please, fuck me, Bill," I said as he started to press inside me. Inch by inch of Bill's cock slid into my ass. He fucked me slowly letting me feel him getting deeper and deeper inside me until all eight inches were inside my ass. Then Bill picked up the pace, fucking me harder and harder. I moaned as I took it all in while watching Dylan and Tessa giggling and whispering to each other over on the loveseat. After several minutes of an increasingly harder fuck that Bill was giving me, he said he was ready. "Cum in his ass," Dylan commanded followed by Tessa agreeing "Cum in his faggot ass." Bill thrust harder and harder and filled my ass with his cum. As he pulled out, I could feel it trickling out of my ass. Dylan told me to stay on my hands and knees as Bill got off the bed. Bill went to the bathroom to clean up and Dylan and Tessa moved behind me to see how Bill had spread my ass wide open. They moved back in front of me. "I had to bring Tessa here because you let me down last night," Dylan told me. "Tessa has promised me that she isn't going to let anyone else in on your secret. Not yet anyways. Not unless you screw up again. Since I can't trust you to go out and suck cock when I tell you to, I'm putting Tessa in charge of you. When I want to see you suck cock, I'll just call Tessa up and she'll make sure you do it. If you're too busy to go out, she'll find someone you can suck off in your office. Now that you're taking it in the ass too, I'm sure she'll be able to find guys for that too. And for all her hard work, I'm sure you'd agree that Tessa deserves a $10/hr raise." After a moment of silence, I looked up at Tessa and said, "Tessa, I'd like to give you a $10/hr raise for helping me find cocks to suck and men to fuck me." "Let's seal it with a kiss," Tessa said and bent down, her lips inches from mine. Then she moved back, turned around, lifted her skirt up and moved her ass to my face. I planted a kiss on each of her cheeks to seal the deal. Dylan smiled and told me to throw on some clothes. I was getting dressed as she said, "Tessa and I have watched you with another man. Would you like to watch us with each other now?" I couldn't believe what I was hearing and quickly blurted out that I would. "That's too bad," Tessa said. "You really disappointed Dylan earlier so you don't deserve to watch us. Dylan and I are going to have a great time this weekend. But you're going to have to spend it in a hotel. There is a bag packed for you. But don't worry, I'll send some company over for you. I'll give you your house keys back at work on Monday." As I walked to the door, I picked up the bag. I looked back and saw Dylan and Tessa engaged in a deep kiss. I wanted to stay, but Bill was holding the door open for me. As I drove to the hotel, I worried more and more about what I had gotten myself into. But as much as it worried me, it excited me even more.