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Business AND pleasure
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Business AND pleasure I've traveled a lot in the last year for work, going to different training seminars. I'd finally arranged a trip to Edmonton, Canada and intended on getting some training of a whole different kind between seminars! I'd been chatting with a transexual woman over the internet. Her name was Lexi. She was an amazing brown eyed beauty with raven black hair that matched her personality. I'd dreamed and fantasized about meeting her for months and was finally going to make it happen! I got to fly in on Sunday afternoon but the class wasn't until Monday morning so we had arranged to meet for a drink at a bar near her place at 5 o'clock. We had already established our roles while chatting on the computer. She was an aggressive type, which worked perfectly for me. This would be my first time with a woman with a cock and it would be much easier if she took the lead. This would NOT be her first time with a guy after all. I've only been a "bottom" with men but wanted more with her. She also wanted more than just to "top" me. It would've been a waste if we didn't take advantage of the myriad possibilities presented to us so we had talked about how we would fuck and suck each other. Even though I might be fucking her though, she would still maintain the dominate role and I the submissive. Lexi had also told me how much she liked watching two guys with each other. She mentioned that she had a guy friend that she would like me to meet and, if all were agreeable he would join us one night. She was going to have him at the bar with her when we first met but promised that the first night would just be the two of us if we ended up at her place. We were both pretty certain we would but you never know when you've only "met" someone over the internet. I got to my hotel at about 3 o'clock. I had time to unpack, shower and have a couple of drinks to calm my nerves. Although I was more excited about meeting her than I had ever been about meeting anyone in my life I was also fairly nervous. That's just how I am when meeting someone from the internet. By 4:30 I had just the perfect, slight buzz from two rum and cokes as I stood in front of the hotel hailing a cab. I had gotten a hotel as close as I could to our meeting place and had Mapquested in several times to make sure of the travel time, which was reportedly 10 minutes, but I still wanted to get there a little early to avoid any problems. I used to live in Southern California and I knew the only thing you could count on with L.A. traffic was it's uncertainty. I got to the bar at 4:45 with my heart pounding in my chest. I over tipped the cabbie and went inside. It was a stylish but unassuming place with low lighting and live jazz. Lexi had told me that if I got there first I was to get a booth along the back wall. The place was only about half full so I had no problem getting a corner booth with a view of the front door. Being the corner booth it had a padded semi-circular bench, which was perfect. We could move closer to each other if the attraction was there. At 5 o'clock my eyes were glued to the front door, but no Lexi. I'd taken a good look around before sitting down so I knew she wasn't already inside and I hadn't looked away from the front door for more than a few seconds since I got there. By 10 after I was starting to get a little worried that she wasn't going to show. I had all night though and vowed that I would sit there until either she showed or the bar closed. Five minutes later my fears evaporated. A last ray of light from the setting sun hit Lexi's white dress as she walked through the door. She had paused to scan the room and the light refracted off of the shimmering material of her short skirted, low cut dress. The room got a little quieter as men's jaws dropped and even some women's. Then she turned my way and our eyes locked. I know I was grinning like an idiot as she smiled at me. I couldn't help it, I was stunned. She glided toward me and I started to slide out of the booth, managing to regain some of my composure as she got closer, though my heart beat harder in my chest. The bartender knew her and called out a greeting as she passed. She paused at the bar, about 15 feet from me, to say hello. She leaned forward against the brass railing of the bar and the bartender, Jack I would later learn, leaned the rest of the way and gave her a kiss on the cheek. I was able to take in the entire view of Lexi as she talked to Jack. The skirt was a light, clingy material that clung to the contour of her body stopping at mid thigh. Her legs were the perfect balance of toned muscularity and feminine shape and her posterior was sublimely rounded and obviously firm. She had on strappy white high heels that made the muscles in her calves phenomenal. The dress had spaghetti straps that revealed her toned shoulders and upper back and from the side I could see the perfect curve of her D-cup breasts. Her black hair contrasted perfectly with the white dress and flawless ivory skin. I was just admiring the fine bone structure of her face and her full red lips when she turned and pointed toward me while talking to Jack. They both smiled and Jack seemed to be telling her something favorable about me. Then she was back on her way to me. I moved out of out of the booth and stood up. I held my hand out to her and she put red nailed hand in mine. "A handshake won't do for long time friends meeting for the first time", Lexi said as she took another step closer to me. She lowered our hands together and reached her other hand up to my neck. She traced her hand along the side of my neck to my hair, sending chills down my spin as her nails lightly scraped my neck. I'd looked at her pictures a thousand times but the beauty of her face gave the lie to two dimensional images. She only had light makeup on, accentuating rather than covering. Her eyebrows were perfectly arched above her intense brown eyes, that I could now see were flecked with many colors. Her strong cheekbones and jaw perfectly framed her thin nose and full, pouty lips. Her skin was flawless and begged to be kissed. She brought her face close to mine. Her lips parted just a fraction of an inch as her head tilted. I leaned in and we kissed softly for just a moment. Lexi let go of my head but kept a hold of my other hand as her soft lips left mine. There had been a surprising intensity for such a gentle kiss and my head was spinning a bit. I managed a small joke, saying, "Lexi, I presume?" with a smile. She treated me to a small laugh and I liked her even more for humoring my weak attempt at ice breaking. "Yes, Aaron", she said. She smiled at me for a moment then gave me another warm chuckle as she said, "Shall we sit down?" I realized we had been standing there, getting envious stared from the men in the room. "Of course!", I blushed. "I apologize. You're just so beautiful I lost track of time there for a moment." I grandly swept my arm toward the booth, ushering her in. Lexi slid around about half way so she had her back in the corner and was facing the bar. When I sat down she patted the seat next to her so I slid around obediently. "Were you starting to worry that I wouldn't show up?", she asked as I moved close enough that my right shin slid under her firm left calve muscle. "I was starting to wonder, but I wasn't too worried yet", I lied. "That was just a little test. I hope you don't mind", she said as she rubbed her leg on mine. "I figured I would give you enough time to chicken out if you were going to but not so much time that I was being rude. I also wanted to test how well you followed directions." "Ok", I admitted, "I was a little worried that you weren't going to show but I never once thought about leaving. I would have sat here until they closed waiting for you." Lexi smiled and told me I was sweet then said, "The bartender's name is Jack. He's the friend I told you about. He told me he likes what he's seen of you so far and he can't wait to see more." I blushed as I looked over at Jack. He was watching us and gave me a nice smile when my eyes met his. "Why don't you go over there and get us a couple of glasses of wine", Lexi said. "Jack knows what I like in men and wine." She gave me a pat on my thigh and sent me on my way. I realized as I stood that my cock had grown somewhat. It was against my right thigh and I could feel that it was straining out against the fabric of my slacks. Not obscenely, yet, but I'm sure it was noticeable. I was positive that it was when I neared the bar and saw Jack look down at my crotch. His eyes widened just a little and he stared at the bulge in my pants. I leaned against the bar and held out my hand to Jack saying, "Hi Jack. I'm Aaron, but I guess you already know that." He shook my hand firmly but held onto it just a beat longer than two guys normally would. "Hi Aaron, and yes I knew it was you before Lexi even showed up", he answered with a smile. "She had shown me your picture plus the way you were staring at the door I knew who you were waiting for. Isn't she evil making you wait like that?" "I don't mind. I've waited months to meet her. What's a few more minutes?", I said. "She definitely likes to be in control, which is exactly what I want so how can I complain?" "Let me get you guys a couple of glasses of her favorite wine", Jack said as he turned away. "She said you knew what she liked in wine...and men", I said only loud enough for Jack to hear. There wasn't anyone close by but I was still trying to be discreet. Even with the bulge in my pants. "I do", he told me as he brought back two glasses of Sirah, "and she's going to love you." I smiled and thanked him for the wine. Before I walked back to Lexi, Jack said, "You can thank me tomorrow night!" "Looking forward to it", I answered. I slid back into the booth and handed Lexi her wine. I sat just a little closer than I had before. She scooted a little closer too. She put a hand on my leg, about mid thigh, and asked, "What did Jack have to say?" "He said you were going to love me", I said with a smile. "Well, I'm at least going to fuck you", she said nonchalantly as she picked up her wine and took a sip. I loved her directness but it stunned me into silence. My cock throbbed hard in my pants as I picked up my glass and sipped it as a stall. When we sat our glasses down Lexi asked, "What did he say about tomorrow night?" "He said I could thank him for the wine tomorrow night", I answered. "I knew he would like you", she said as her fingernails began to trace unknown patterns on my leg. "I'm glad he does but I'm even more happy that you do!" "Me too", she said as her hand started moving up my thigh, "So far you're everything that you said you were and you look better than your picture. There's just one more thing to verify", and with that her hand moved onto the bulge in my pants. "Hmmmm", she purred as her fingers traced around the outline of my cock. "I guess I don't have to wonder how you feel about me." I moaned softly as her hand pressed firmly against my cock, which instantly throbbed and grew as much as it could bent sideways as it was. "If you want it put into words...I'm totally enraptured by you", I admitted. "Good", she smiled, "I'll use that to my advantage. I must say that this", she squeezed my cock, "feels better than it looked in your video." "I'm glad you like it." "Oh I do!", Lexi said as she gave me a pat. "I better let you calm down a little though so we can leave in a little bit." I smiled and took a drink of my wine as she took her hand off of my bulge and moved it back down my leg.We chatted for awhile longer about the training I was in town for and things to do in L.A. When we finished our wine she asked, "Are you ready to go?" "Absolutely!", I answered, "and I think I've calmed down enough that it won't be too obvious when I get up." She smiled and started to slide out of the other side of the booth. I moved out my side. Her dress had moved up a bit so that it was just below the curve of her perfect ass as she stood. She did that little move that women do where they pull the sides of the dress down as they wiggle their hips back and forth. I was mesmerized. Lexi held her hand out to me and I gladly took it. She lead me over to the bar where we said goodbye to Jack. "Now tell Jack you'll thank him properly tomorrow", Lexi commanded. I did as told and he said he was sure that I would. Lexi lead me outside where we hailed a cab. On the short drive to her place our hands roamed over each other's legs. The cab stopped in front of a nice bungalow. I paid the cabbie as Lexi got out then I joined her and we walked inside. Lexi turned away from me and pulled her hair over her shoulder and said, "Be a sweetie and unzip me." "My pleasure", I said. "Soon", she promised as I pulled the zipper slowly down her back. I took in the sight of her skin as it was revealed to me as the zipper parted. "I'm going to change into something a 'little more comfortable' as they say. I want you to go into the bathroom and clean up", Lexi directed. She walked away from me and into the bedroom. I went into the bathroom off of the living room, kind of wondering what she meant by 'clean up' until I saw the enema and washcloth on the sink. I stripped out of my slacks, cleaned myself out then cleaned myself up and put my pants back on. When I walked back out into the living room Lexi was sitting on the floor, leaning back against the bottom of the sofa. She was wearing a black button up shirt that was unbuttoned and had fallen open to reveal a purple bra supporting her perfect, round breasts. Her legs were open enough for me to see the lacy purple material of her underwear and the erotic bulge inside. I had entered the room quietly and stood watching her as she ran her left hand through her hair while she sipped at a martini. She was looking over at the television, which I hadn't even noticed was on until I followed her gaze. On the screen a lucky guy was kneel in front of an amazing blonde transsexual. I cleared my throat and Lexi looked over at me with a smile. "Hi", she said softly. "Hi." "Now that I've changed, why don't you?", she asked. "Change into what?", I asked. "Nothing", she laughed. I started to unbutton my shirt but she motioned me to stand in front of her. When I was in the center of the room she told me to continue. I stripped out of my clothes with her making positive comments as my body was exposed to her. When I was down to just my boxer briefs, my cock straining against the fabric in an arch, she told me to turn around. I faced away from her and she directed me to slide the shorts down slowly, bending only at the waist. I did as she said until I was doubled over with my shorts around my ankles. My cock. finally free, throbbed against my stomach. "Spread your legs", she said from behind me. I stepped out of my shorts and spread my legs about shoulder width. "Wider." I had to rise up a bit so I was bent at a 90 degree angle then spread my legs about twice as wide as they had been. "Spread your cheeks for me." I reached back and spread them. I heard her moving behind me then felt her hands on my cheeks. "Hmmm", she purred, "nice ass." I started to say "Thank you" but didn't get the 'you' out because I felt her tongue on my ass and my words turned into a low moan. She licked from under my now trembling hole and teased around it. I moaned softly as she teased me. She reached between my legs and grabbed my cock, bending it down. She took my balls into her warm mouth and sucked them gently for a moment as she stroked my cock. My moans increased. She kept stroking my cock as her mouth found it's way to my hole. Her tongue probed at my opening and I pushed my ass back against it. She squeezed my cock tightly and her other hand smacked my ass hard as she pulled her face away from me. "Did I tell you to move?", she asked harshly. "No. I'm sorry", I answered, abashed. "Do what I tell you and nothing more. Understand?" "Yes. I'm very sorry." She let go of my cock and I heard more movement behind me. I stayed bent over with my ass spread. I was facing the TV and watched as the guy on the video was fucked. She tested me for a little while, leaving me bent over and exposed. After a couple of minutes she said, "Very good. Now come here." She was standing in the hallway that lead back to her bedroom. She turned and walked away. I followed behind her. As I walked into her bedroom I noticed a video camera set up on a tripod, pointing at the bed. There was an assortment of dildos and vibrators set out on the bed and also several straps and leather cuffs. "It's not mandatory", she said as she turned to face me, "but I'd like to videotape us together." "Anything you want", I said. "Can't you tell by now that I'll do anything you want?" "I know you will but I still want you to be comfortable with everything we do", she told me. Then she moved closer to me and said, "Now that I've seen you from the front and back....you're gorgeous." "Thank you", I said, lowering my eyes and I'm sure I blushed again. "From now on I want you to call me Mistress or Ma'am", she told me. "Yes, Mistress", I said back. She smiled then went over to the video camera. She turned it on then pointed it at me. "Turn all the way around slowly", she directed. She had an air of complete ease with all of this and it put me at ease as well. I had almost forgotten I was nude until she had me display myself for the camera. "Now get on your hands and knees on the bed with your ass facing me." I crawled onto the bed and looked back over my shoulder at the camera. "Very nice", she complimented as she left the camera and walked over to me. She picked up a medium sized vibrator and asked me if I could take it. I told her it had been awhile but I would take anything she wanted to give me. "You're going to give it to yourself", she said as she held the vibrator out to me. "I want to watch you fuck yourself with this." She turned on the vibrator and it not only vibrated in my hand, but the base of it had beads inside that spun around slowly. She picked up a bottle of lube and squeezed some into her hand then coated the length of the vibrator. Lexi stepped back, giving the camera a clear shot of my ass, and said, "Now fuck yourself." I reached back and rubbed the tip of the vibrator against my tight hole, spreading the lube around a little. I started to push it in and felt my hole spreading. The cool gel coated the inside of my hole as the first inch of the vibrating, pulsating realistically shaped toy entered me. "That looks fucking hot!", Lexi told me, "Is it spreading that tight hole?" "Yes, Ma'am. I'm very tight", I moaned as I pushed another inch inside myself. "Push it all the way in", she ordered. I pulled it hard into me until the wide base was against my hole. I moaned loudly as the vibrating, spinning shaft buried inside me. "Fuck that ass", she exclaimed. I slid the toy out until just the last inch was still inside me then pulled it back in. I fell forward onto my left elbow as my right hand pushed and pulled the vibrator in and out of me. I was moaning loudly and tilting my hips up and down to meet the toy as I plunged it in and out of my ass. "You're fucking hot, boy", Lexi said from close behind me. "Pull it out." I slid the toy all the way out and felt my hole quivering. I started to catch my breath but it caught in my throat as I felt another lubed toy pressed against my hole. I grunted as she pushed a much thicker toy into me. It was also much shorter and turned out to be a butt plug that my ass clenched down on and held firmly inside me. "Turn and sit facing me." As I moved around to sit on the edge of the bed the toy inside me moved around as well but stayed firmly in place. I sat on the bed and the plug was pushed as deep as it could go inside me. My focus quickly switched to Lexi though. She stood in front of me, looking down into my eyes. The shirt wasn't as open as it had been when she was sitting down, leaning back. It parted a few inches giving me just a glimpse of her cleavage in her bra, the center of her flat stomach and a peek at the bulge in her panties. Without saying anything she slid the shirt off of her shoulders and it fell to the floor. Up close she was even more unbelievably beautiful. Her alabaster skin was flawless. The muscles of her toned body seemed sculpted. The swell of her breasts above the cup of her bra was perfect. I'd seen her face up close when we kissed but as she looked down at me there was a hunger that made my heart pound. Then my eyes fell to her panties. The bulge in the fabric was large even though I could tell from the outline that she was bent and stuffed into the small pouch so there was no way she was completely hard. The size of her bulge rivaled anything I had seen on a man. Lexi ran her hands up her stomach and cupped her tits saying, "Do you like these?" "They look perfect!", I answered. She flicked open the clasp on the front and let the bra fall to the floor on top of her shirt. Her breasts bounced just the perfect amount when they were freed. They hung very naturally although they were too perfect to be real. I loved them! Her aureolas were small and pink while the nipples were comparatively large and obviously swollen. Exactly the look I like. Again, I had seen pictures when we were e-mailing back and forth but seeing them so close, and seemingly begging to be sucked and licked, was infinitely better. Lexi played with her tits, pinching the nipples and throwing her head back. She was amazing to see as she gave herself pleasure. I couldn't wait to see how she looked when I did. After a few, wonderful moments of voyeurism she ran her hands back down her body and covered the bulge in her panties with both hands. With a shy, demure look she asked, "Do you want to see the rest of me?" "More than I've ever wanted anything in my life", I answered honestly. She took a step closer, pushing my knees apart with her legs. She bent down, her breasts swinging perfectly, and cupped my face in her hands. She looked deep into my eyes and said, "There's no turning back now. If I show you all of me, I want all of you. You're positive that you want everything I have to offer?" "Mistress, not only do I want everything you are willing to give me, but if you were to deny me now I would be utterly shattered." She kissed me deeply. The kiss started slow and sensual but the energy built quickly until our tongues darted in one another's mouths and our lips pressed hard against each other. I sucked her tongue into my mouth and sealed my lips around it. I moved up and down her tongue, sucking it like I wanted to with her cock." A moment later she broke the kiss, touching her lips, then said, "Very nice! That's it, you're mine!" She stood all the way up in front of me, the bulge in her panties having grown larger, and said, "Take off my panties." I put my hands on her hips, grabbing the sides of her panties and began to slide them down. A nicely trimmed, thin patch of hair was revealed as I moved them down. When I could tell that the top edge of the lace was just above the base of her cock I pulled the material away from her body then down an inch. The base of her cock was exposed to me and it was thick. I looked up at her and asked, "May I kiss you Mistress?" She nodded as she looked down at me. I leaned in and parted my lips. I tilted my head so that my lips were on the sides of the thick shaft and kissed it wetly. I flicked my tongue along the bit of shaft that I had already exposed. I pulled Lexi's panties lower, exposing more of her cock. I slid my lips along the shaft as more of it was freed. Then the material slid past her cock completely and it sprang out alongside my face. I had not asked if I could suck her yet, only kiss, so I kissed and licked beside the base of her cock for a moment before looking up at her. Her cock had throbbed to full hardness instantly and with my lips on her body, the head was at about the back of my neck. I looked up at her and she put a hand on the side of my face. "You want to suck my cock don't you?", she asked, reading my mind. "Yes Mistress." "Not yet. Lay back on the bed", she ordered. With a glance at her cock as it moved by my face, I laid back on the bed. Lexi positioned me so I was sideways across the bed. She climbed onto the bed over me, turning around as she straddled my face. She lowered her ass so it was just above my mouth. Like the rest of her, her ass was wonderful. It was round but toned and her hole must have been bleached or something because it was erotically pink. "Eat me", she said simply as her ass lowered the last inches to my mouth. I slid my hands up inside her legs so I could spread her ass cheeks. Her puckered hole clenched as I probed at it with my tongue. I licked all over and around her hole and probed as deeply inside her as I could with my tongue. Some of my concentration was focused on her cock and balls as they rested on my chest. Her hands gripped my chest and abs as she ground her ass down against my mouth. I knew when I was licking her in ways she particularly liked because her nails would dig into my chest as she moaned. I repeated those actions over and over and felt her cock throbbing on my body. About 5 minutes later she leaned farther forward and her hands grabbed my hard cock. She folded herself down onto me and took my cock into her mouth. She raised her hips and moved them back a little so her cock was hanging over my face. Her mouth was hungry on my cock and I moaned loudly as she bobbed up and down on me as her hands stroked the shaft and rubbed my balls. I distracted myself from the intense pleasure by focusing on her cock as it hung just inches above my face. The head was swollen and purple with a defined, distinct ridge. The shaft was thick and veiny and her balls were large. Her cock bounced as it throbbed above me and I desperately wanted to have her in my mouth but I hadn't been told to suck her yet. "Mistress, that feels so incredible! May I please suck your cock too? It looks so great above me like this!", I pleaded. She took her mouth off of me but her hand kept stroking the saliva slick shaft and head as she said, "Yes boy, suck my cock. I want us both to cum like this. We're going to fuck each other too and I want that to last a long time." With that she took me back into her mouth and increased the intensity of the masterful blow job she was giving me. I reached up and wrapped the fingers of my right hand around the base of her cock and pulled the head down as I tilted my head underneath her. I pulled the head into my mouth and sealed my lips just past the ridge. She throbbed strongly in my mouth as I began to suck her. I stroked the shaft with my right hand as I reached my left hand around her leg and spread her ass. Luckily I have long arms and I was able to reach a finger to her still wet hole. I pressed the tip of my finger inside her as I started bobbing my head up and down under her. Her mouth came off of me for a moment and she moaned loudly as she pushed her hips down, burying her cock in my mouth. With my head tilted back her cock slid into the top of my throat and her balls rested on my forehead. She ground down against me for a moment before she started moving her hips up and down, fucking my mouth. The movements of her hips also helped me finger her ass. Before she took my cock back into her mouth she reached under my leg and grabbed the base of the butt plug still sticking out of me. She pulled and pushed it just a fraction of an inch. I had pretty much forgotten about the toy inside me until she started playing with it. I moaned onto her cock at the pleasure she was giving me. She finally pulled the toy out of me, making me groan at the loss. The vibration of my mouth on her excited her and I was rewarded by a hard throb and the taste of pre-cum. She took me back into her mouth and we both hungrily worked each other's cocks. I was near orgasm quickly but fought it off, wanting her to either cum first or order me to cum. She had been fucking my mouth in consistent strokes but soon her hips began to buck more wildly and her cock throbbed stronger and stronger. Pre-cum began to literally flow into my mouth and I swallowed it eagerly. The taste of her juices put me that much closer to orgasm but I could tell she was also getting very close. "I'm going to cum in a minute", Lexi panted as she pumped my cock quickly. "I want you to cum with me." "MMMMM HMMM", I moaned onto her. We both moaned and groaned onto each other then her hips locked, pushing down into my mouth as the first shot of her cum sprayed into my mouth. That triggered my own orgasm and I exploded with the largest orgasm of my life. Somehow I managed not to drown as she filled my mouth with her hot, creamy cum and I shot load after load up into her's. As her orgasm subsided she raised up and her cock slid out of my mouth. The head hung down onto my lips so I licked and sucked it as the last of her cum dribbled out. Lexi took her mouth off of me and softly stroked my deflating cock. Finally she collapsed on the bed beside me on my right. She pulled my far hip so that I rolled onto my side. She turned on her side and we faced each other with my head at her feet and her's at about my knees. She idly stroked and massaged around my cock and body. "May I", I asked, indicating that I wanted to touch her as she was touching me. She smiled and gave me permission to touch her. I massaged the tight muscles of her thighs and calves, sometimes squeezing her ass lightly. While my hands roamed her lower body my eyes took in her face and upper body. Her left breast lay heavily on her right, the nipples still erect. We were both still panting from the intense orgasms we'd just had. Her ribcage expanded and contracted, making her breasts heave and her ribs press beautifully against her skin. Her abs were tightened and quivered occasionally. Part 2 coming soon! |
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mmmmmmmmmm you are a nasty man  I'm eagerly waiting for Part 2
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