0 comments/ 51620 views/ 2 favorites My First Visit By: Cyberdrake81 Just after I moved ,for the very first time, to an apartment all by myself was when I was nineteen years old. It was a small place but I managed, and come to think of it, it was just perfect for a single person to live in. After about week I "lured" my first lay into my new apartment and we had a pretty wild time, lots of coarse screaming involved… Yet another week passed, and I was sitting by my computer at approximately nine in the evening cruising some sex sites. The doorbell rang, as it always does when you cannot immediately open, whether you're doing the dishes or sitting gazing at some naked women spreading eagle. I quickly put the computer in standby mode, put a pair of jeans on and slowly walk towards the door trying to bring my heartbeat down. When the doorbell rang its second time I had to answer… I opened the door standing without a shirt and jeans with a slight bulge to the left of the crotch. In front of me stood a petite women in her early thirties. She had a white blouse unbuttoned indecently low and a short black skirt on. Still she managed to look kind of business women like. She had no makeup on, still she was more beautiful than most women her age. She quite ample breast and no bra on, I could clearly see her areolas under that thin white blouse. She watch me with a mischievous smile and said; - Hi there! We live just next door to you and thought we should ask you over for a cup of coffee or something. I was taken by surprise and was a bit ashamed about the lump in my pants not cooling down. - Yeah, sure. Why not. I said. She got an even bigger smile and grabbed a hold of my hand! - What are you do… Was all I had time to try and say before she flooded me with words and dragging me to her door, opening it and pushing me inside. - Wow, you know what? The last person who lived in you're apartment was a exchange student from China. Yia tsen was her name you knew her? No? Well we always had her over for some chatting. Honey! We have a guest! I was dragged through the hallway and I had time to see a door with a skull and crossed bones that read "Keep out" and a road-styled sign picturing a bull that took a shit that said "No Bullshit" I thought that it was the room of a rebellious young boy. Then I was whisked into the bedroom. There a fairly large man sat watching some vacation film obviously of the family out on a caravan trip or something. He stood and extended his hand. He was perhaps five years older than his wife and had some regal stature to him, like Sean Connery as James Bond perhaps. He was pretty much taller than me but most are. For some reason he only had his bathrobe on. - Hi, I'm Roger. He said giving me a warm smile. I shook his hand and sat down in the couch slightly behind Rogers seat. - Hi, I'm Stephen, Steve. I said. The women strode past her husband gave him a kiss on the cheek and whispered something. Then she came and sat herself down next to me. That was pretty much all Roger said, his wife on the other hand… - Oh my! I haven't introduced myself have I? I'm Helen. I had my hands crossed in my lap on top of my now deflating lump. She took her hand and tried to grasp my right hand to shake it but she accidentally scraped her long fingernails right over my bulge. She pretended she had not done that and looked me right in my eyes and shook my hand. - Nice to meet you Helen. I said accompanied with a nod of the head. - Yes I know. She said broad smile splitting her face and she trailed her eyes over my chest down to the full-grown thing my hands were hiding. For about a quarter Roger sat motionless in his seat, the only thing visible was a left shoulder and arm. Helen gave me plenty of information, whether I wanted it or not… Yia tsen the Chinese girl had apparently almost lived with the family, she had had trouble finding friends but was not disliked by her classmates, they just didn't have the energy to make a new acquaintances. Helen asked me my age, occupation and that usual stuff asked when you're small talking. Then she returned to talk about their pet that apparently followed them on their caravan vacation. During Helens briefing I could hear music, I think Limp Biscuit, from their sons room, that didn't seem to bother either especially much. Suddenly Roger turns around and says; - Steve. Watch this. Then he spins his chair back to the original position and his left hand points to the tv-set. Then the sides of his robe slides to each side of the chair, I still can't see him or what he's doing so I don't dwell on it. The sound is so low I can only hear murmuring sounds and the music from the boys room doesn't help. I see the camera moving from the interior of the caravan to the exterior filming Helen sunbathing topless and bottomless, she smiles and waves in to the camera. At the site of her big firm breasts and her almost completely shaven mound I go face red and tries to say something beginning to rise from the couch. - What…eh…wait a min… That's all I can say before Helen puts here fingers to my lips and eases me down into the couch again. So I sit there throbbing, face red and a heartbeat at hundred and eighty. Then the camera passes Helen and a even smaller slim female figure comes into view. I can see that she's that Chinese girl that served as Helen and Rogers pet. Her small firm breast glistens with sweat in the sun and her pussy mound has no sight of hair on it. Yia tsen talks for bit saying something's that I cannot hear because of the volume and then a broad smile grows on her pretty face. During whatever she said her nipples clearly stiffened and she started to move her legs so the thighs rubbed together. - Here comes the best part. Roger said, I could see his left arm doing some of that up and down motion every guy recognizes. And his voice was a bit strained. By this time I could use som of that myself, so I started to rise and excuse myself again. I got so far as to opening my mouth before Helen was instantly infront of me, pushing me back down into the couch and she took her blouse of. Her big breast just slightly losing their firmness swayed out into my face. Just as quickly as she had gotten up she was sitting next to me again, but this time with her breasts free and her left hand resting on my crotch. She didnt move her hand, she had just placed it there, but I could feel her hand shake with every beat of my heart and throbbing of my cock. The "best part" Roger was talking about was Yia tsen trying to even get Rogers huge cockhead into her mouth. Rogers cock was at least nine inches and that little chinese girl was just not getting that thing into her mouth, but she kept sucking the top of his cock and licking it like a lollipop. Suddenly the chair Roger sat in shook and a huge stream of glistening fluid shot out infront of the chair in a big pool on the floor. He got up, his halflimp cock hanging down, globs of sperm on his stomach and legs were glistening in the murky room only lit by the TV. - Excuse me. he said. I'll leave you two to whatever it is that Helen has planned. Smiling he headed towards the bathroom and I heard the shower being turned on. - Helen I don't , I mean, What… I was speachless. Was that big guy gonna let his wife take in a nineteen year old guy and just leave them in the coach? She with her tits out and hand on his crotch? - Aww, c'mon Steve I can feel you want this. She rubbed her free hand over her stiff nipples and down under her miniskirt. I imagined I heard a squishing sound when I thought her hand hit home. She got up, pushed the coffetable to the far wall and went to the tv-set turned it off and went to the soundsystem putting on some type of slow jazz. - Steve… Take youre pants off, please. She said as she started to move very soft and sexy to the music. I didnt say a word, I just sat there staring and all the events had turned me on so much I couldnt think straight, I was so horny I had entered som kind of haze. I stood unbuttoning my jeans and pulled them down to my feet kicking them off me. I hadnt even any underware on. Helen swayed her hips slowly stroking her breasts with her hands and stared at my ,compared to Rogers cock tiny six incher, rockhard, foreskin covering half of the head and the top glistening with pre-cum. She licked her lips very seductivly and zipped her miniskirt up, letting it slide to the floor and she smoothly stepped out of it. She had on a pair of see-through white lace panties that didnt have enough material to floss youre teeth in once. She stood there dancing slowly sexy, and I sat in the couch naked and just watched, I found it so fascinating I didnt even think of easing my pain. For five minutes she swayed to the music, she alternated her glares between looking at my glistening cockhead and my eyes. Then all of a sudden Roger , who's been standing there for a while says; - Goodnight then. I hope you don't make as much noise as last time you had sex Steve. Smiling and chuckling he left. - Ok. Was all I could answer, not leaving Helen with my eyes once. As Helen stood there wringling I heard the Limp Biscuit sounds rise in volume and then go back to it's original level as the door was beeing opened. For a short moment I imagined an angry boy rushing me trying to beat the hell out of me for ogling his mother. But nothing happened and I wouldnt have noticed anything anyway. As the fifth track on Helens CD finished she turned it off. She took her panties off and came to stand infront of me. - Do you like my body Stephen? She asked going over her breasts and stroking allover her body. - Yes. Very much. I whispered hypnotized by her dark aereoleas and erect nipples seemingly pointing right into my eyes. She turned and lowered her upperbody, her flexibility was incredible! She took hold of each leg and pressed her shoulders against her own knees… - Do you see what youre hard young cock has done to my pussy Stephen? I looked at her face first then trailed my gaze up her cunt. Her pussy was almost gaping for something to fill it, transparent, glistening juice trailing from it. All the way down to the back of her knees. - Mhm… I said, or sounded nodding my head like a small boy thats beeing learned something interesting. - Taste me. Do it. Taste me now! She half-screamed and half-whispered. I leaned towards her glistening gaping hole. Her scent strong but extremely inviting, I let my tounge touch her thigh tasting the precious fluid. She shivered at the touch of my tounge her body radient of heat. I grabbed her cheeks and spread them, her pussy already extended to the max letting a few streams of juice escape it's dark interior. My tongue swivelled around her most precious secret, licking at her outer lips, brushing passed the red swollen clitoris peeking out from under its hood. She came, her body convulsed heavily and then she crashed to the floor as though every bone in her body had been turned to water. She lay there gasping for air, panting and slowly recovering. She then rose to her knees standing infront of me as I was yet again sitting in the couch. My cock stood in the air hot as the sun in zenith, throbbing with every heartbeat, twitching with every light stirring of air around it. Helen watched it living a life on its own, tilting her head as to wonder what it was. Then she grabbed it, hard, pulling my foreskin all the way back to the base of the shaft. Pressing pre-cum out of the top, spilling out in different directions over the dark-red swollen cockhead. The strain made the my large vein appear along the shaft clearly visible under the thin skin. She let out a little sigh and started to slowly let her hand move up and down in a slow but hard motion, moving her wrist like you would accelerating a motorcykel. She had an iron-grip on my shaft the muscles in her arm straining to squeeze my cock. In the process of her dancing and mine exploration of her cunt, I had apparently let out an enormous amount of pre-cum which she by now had smeared allover my cock to get a perfect natural lubrication. I stared at her hand going up and down my six inch cock and felt my balls tighten, I let her continue as I know I can get several erections during an act of sex. During her seventh stroke as she let her hand slide up the edge of my cockhead I felt a tingling in my spine, I arched my back and let out a coarse scream. My penis twitched a couple of times and with each it shot out a stream of sperm, landing on my stomach, the coach, her hand and arm. - Oh no! You should have told me you were near cumming. She sighed, looking sad and let down. - Just…ke…keep…stroking Helen…keep… I stuttered out. That's what she did and a couple of minutes later I was ready again, sore as always but good to go. The rap-metal music of Limp Biscuit had stopped and in the corner of my eye I saw an figure standing peeking behind the doorframe to the hallway. I got completely surprised, and took a cushion and covered myself with staring at their child. Helen noticed and turned to see what bothered me, at first she smiled then she almost broke out into a laugh. - That's our daughter. She explained. She's just turned eighteen years old and always likes to see her mom doing dirty things. She's a virgin herself. You like watching mom with cock in hand right Tiff? She turned to her daughter. - Yes mom. I do. But I would've mist this if he didn't scream so loud. She looked back at her mother accusingly. - Can she join in? Helen asked me. - I don't know? Gheez that's you're daughter isn't it? I said. - Aww c'mon! She'll only sit next to us watching, she used to play with Yia tsen but she's gone now. Helen tilted her head and stared at me with puppy-eyes. Somehow she managed that inspire of her being older and wiser than I. - Alright, I guess there's no harm in her watching, she's seen this before anyway. I guessed and so I said to Helen. - Ok. Thanks. Come on tiffany come sit here next to Steve if he'll let you have his cushion that is. She looked amusingly at me and I put the cushion back into the couch. Tiffany was just a year younger than me, long hair in a ponytail, cute face on the verge of turning into a beautiful women's face. She wore boxer-panties and a pink tank top with Winnie the Pooh on it. She approached me smiling. Like she was used to sitting next to a nude guy with his cock in her mothers hand. Helen just waited until she had seated herself and then she continued to smear sticky cum all over my sore lightly twitching cock. I leaned back closed my eyes and crossed my arms behind my head as Helen let her full lips circle around my head, feeling her sucking and licking on it. Then she stops and I feel her hand again wrap itself around my shaft slowly stroking it gently. But there is a irregularity in the strokes that makes me open my eyes. Just as my eyelids open I hear a soft moan, I turn my head and find Helen rubbing her middle finger over Tiffany's crotch on top of her boxer-panties and the girl herself has hiked her tank top over her head and squeezes her own nipples. Her eyes are closed, she moans and has the grinding motion going against her mothers touch. Her breasts are small and her nipples and areoles are bright pink, her boxers has a cleft that sticks to her almost hairless cunt that her mother's trailing with her finger. At that I get up, finding that this is enough, I mean I've never seen incest in real life and not sure whether the daughter is being used by her mother or not. I leave mother and daughter in a bizarre haze of erotic smells and hot body heat. I go over to my place shower and goes to bed. One and a half week passes without a word, then suddenly the doorbell rings... To Be Continued... My First Visit I knocked on the door and it was several moments before she opened it. She looked puzzled until I explained who I was. It was another painful moment before she smiled and invited me. We hugged and then I followed her into the kitchen and she asked me to sit at the table. It was a small table, and I'd apparently interrupted what she was doing. She busied herself at the sink while I looked around. The table was piled with something -- a quilt that she was working on, or making? Then, I turned my attention to her and studied her as she finished morning dishes. Her skirt swung back and forth as she worked and yet the outline of her hips enticed and intrigued me. We talked lightly until she'd finished the last dish and then she dried her hands and turned as she smoothed the skirt over her hips with those dried hands. That very act of grooming was alluring. I'd started to stand when she waved for me to stay seated. We continued to talk as she backed up to the table next to me and put her palms against the table's edge. She stood that way with her legs forward at an angle and a portion of her weight resting on her cheeks at the table's edge. The position of her palms on the table raised her proud breasts and I gaped. As we continued talking, her hand went to her blouse and started loosing one button at a time. Soon, although I could only see the loosened blouse from the side hanging at her waist, I knew it was completely open. She asked questions about my trip, and problems with luggage and car. She asked about my mail at home while I was away. She even asked if anyone was missing me. But, then the hand closest to me pulled back her blouse and began to tease a nipple. She'd not put on a bra this morning. I wanted to help. But, I knew that she was not a lady to be rushed and so I just enjoyed watching as her finger daintily circled her breast and teased the nipple. I watched as she closed her eyes and her mouth opened. The tip of her tongue came out against her upper lip and rested a moment before beginning a slow, sensuous trace of the entire lip. Her head was back and my view was exquisite. The nipple of her other breast looked erect and hard. After a few moments, and without a word, she put her hand back onto the table's edge and gently raised and slid herself onto the tabletop. Her legs hung suspended from the knee for just a moment before she raised the nearest and her skirt fell back. She returned to the opposite nipple with one hand and used the other to slowly slide down her tummy and into position. She was still not facing me and I could only get a hint at what she was touching. I wanted to move my head and study her, but I sat quite still. A shiver of her body aroused me more and she turned slightly and I could see that same finger had barely entered at the top between her lips and was circling her clit. Her finger and her lips glistened in the morning's sunlight. Her eyes were still closed and her head was back. Her circling induced a rabid urge in me to take her now, but I sat engrossed in her. A few minutes passed, and her self-induced foreplay had caused multiple orgasms before she lowered her head and opened her eyes slightly. With almost bedroom eyes she turned further, brought her nearest leg up and rested the foot on the table next to my hands. She continued to watch as she played and studied me. My hand was busy at the top of my pants under the table. She now raised her nearest leg well above my head and stretched it, before lowering it on my other side. Her legs were now on each side of me and yet her fingers were still in position. Her nipples were indeed hard and pointing at me as she palmed one and circled it. Her scent was strong and permeated me and I could see clearly as her finger toyed with her clit. Her entire hand was now coated with moisture and I could see tiny beads at each lip. Now both of her legs were brought up and the feet rested flat on the table at each side of my shoulders. Her finger left her clit and lazily traced her lips, before entering them and spreading them as she caressed the inside. Her moan was now even louder and I savored my view as I opened my zipper. Suddenly she stopped and brought both hands down. She placed a finger alongside each lip; her hands flat against her inner thighs and then opened and spread her lips wide before me. She opened her eyes again and brought her head down to look at me, and then her eyes seemed to plead with me. I brought both hands forward and slid them beneath her cheeks. I gripped her cheeks and slid her forward and she was still held fully spread by those dainty hands. Just as a man might eat a watermelon without spoon or fork, I bent my head forward and tasted her lightly with my tongue. Slowly I raised my tongue until I found her clit and stroked it. The pressure of her hands holding spread lips was intense as I licked from front to back and returned. I licked each full lip and explored each soft fold. Her taste was as sweet as the finest chocolate and as creamy as it melted against my tongue. I buried my face in a long passionate kiss and still held her against my face. I could feel the back of each of her fingers at my cheek as I labored and she maintained herself open to me. I buried my tongue deep and began further inspection as I explored and stroked. Her hips began to tremble and then they were wracked with spasm after spasm and I heard her call my name. My First Visit To a Domme I've been browsing the Craigslist ads for the past few months, when I found what I was looking for. The ad read: "White Dominant Female, 46 years old, is looking for a willing older sub male to play with sexually. Race doesn't matter. Experience is not required, but desire and your PG pictures are. Put the word 'Kneeling' in your subject line." This is exactly what I wanted for a long time. I tried looking for a Domme for the longest time, with no success. I even tried with my own ad, but it only resulted in some bot responses and a come on from the local Escort agency. Nervously, I started to craft my response to her ad. I wanted it to be perfect. Finally, I settled with: "Hi, my name is James, and I'm interested in your ad. I've had a desire to serve a woman like you for as long as I can remember, but I've never acted on it. I'm older than you, 56 to be exact. I'm 6'2", 195 lbs. and in decent shape. I would love to serve you. If you'd like, I could meet you in a public place to dispel any concerns you may have. To be honest, I'm a bit nervous, and I would appreciate the public meeting as well. Per your request, I added a face pic." For the next few days, I've checked my e-mail over a dozen times to see if she answered my message. Finally, I got a response: "James, I'm interested, but not convinced. As you can imagine, I got dozens of responses, most of which said, "Let's hook up", or "Wanna fuck." They also sent pics of their genitals, which they thought would impress me. So, merely due to the fact that you actually read my ad, and you seem to have at least a passing knowledge of English grammar, you're officially at the top of my list. You will meet me at Eveillé Coffee Shop at 5:00 p.m. this Thursday. Wear a pink shirt, buy one if you don't have one already. Buy two coffees. I take mine with two sugars and no cream, and wait for me. My name is Trish." After reading her message a few times, I went shopping for a pink shirt. I like non-descript clothes, and I never had a pink shirt before. I considered if I should wear my pink shirt to work, or to find a restroom after work to change. Since I didn't want to draw attention to myself, I decided to wear a plaid shirt to work, and to change at a nearby McDonald's. On Thursday, I spent the day fretting over my meeting with Trish. My concern must've been obvious since Nancy, my busybody coworker, asked, "Jim, is something wrong? You look preoccupied." "No, I'm fine," I said, trying to put on my best smile. "I think maybe I'm coming down with something, but I'm fine." She looked at me for a few moments, when she relented. "Ok. It just that the last time you looked like that is when we threatened to fix you up with that woman in Accounting." She continued with a laugh, "You're not catting around, are you?" "I wish," I said, "Just another boring night for me." "Maybe what you need is to get out a little," Nancy said, "We're going for po-boys at the new Eveillé Coffee Shop for lunch. Wanna come?" I felt the blood drain from my face as I quickly said, "No, I think I'll just eat at my desk again. I don't think I'd be good company today." Nancy shrugged. "Have it your way. It's your loss." She turned, and walked away. I let out a breath, and went back to work. I had a hard time concentrating for the rest of the day. I felt like my chest would explode; my heart was beating so fast. Finally, I decided to leave early at 4:00 p.m. Nancy, bless her soul, saw me and said "I guess you really are sick; you never leave early." "Yeah," I said, "I just don't feel so good. I think I'll go home, brew a cup of tea, and lay down." I rushed to the parking lot, and headed to the nearest McDonald's. As I neared, I hesitated to go inside. I thought it would be too obvious to go in there and change shirts, so I rushed home to Metairie, changed, and rushed back to Magazine Street. In a feat in itself, I finally found a parking spot, and walked into the coffee shop with less than five minutes to spare. I was sweating profusely as I walked inside. I was wiping my hands on my pants when the black woman behind the counter asked for my order. "Two coffees, please. One with two sugars, and I like mine black." "I bet you do," she cracked, as she poured two coffees, and pointed to the sugar on a shelf to the side. "You can add sugar over there, honey," she said. I paid, fixed Trish's coffee, and looked for an out of the way table. Fortunately, the café was mostly deserted, so I didn't have to worry about us being overheard. I sipped my coffee nervously, glancing at my watch every few minutes. It was obvious that I was waiting for someone. Finally, five minutes after five, a pretty brunette woman walked in, and glanced around the shop, obviously looking for someone. I froze as I couldn't decide if I should stand up, and invite her over to my table, or to let her spot me in my pink shirt, and come over on her own. As I was about to man up, and invite her over, she found who she was looking for. It wasn't me. She rushed to another table and hugged the woman seated there. 'Damn, I'm such a goober,' I thought, as I watch the exchange. As the minutes ticked by, the more nervous I became, and I began to sweat profusely. I could almost hear her remonstration; "I didn't see anyone in a pink shirt, it was so wet, it looked red." Ten minutes later, I figured I'd been played for a fool. I was wondering how long I should stay when an attractive woman, in a red and black dress, entered the coffee shop, looked straight at me, walked over, and sat down. "Hi, James," she said, "Nice to meet you." She stuck out her hand, and I shook it. She smiled, looked at me with piercing eyes, and continued. "You're hands are sweaty. You're nervous?" "Yes, uh, Trish," I replied, lamely. I didn't know what I should call her. She leaned over, and said quietly, "You may call me Trish in public and Mistress in private. Never confuse the two." "Yes...Trish," I said, and I finally made eye contact with her. Trish is beautiful; black ringlets, near lavender eyes, with fair skin. I couldn't believe this would happen to me. She leaned back, sipped her cup of coffee, and made a face. "This is cold. Get me a hot cup. I believe you know how I like it." I dutifully returned to the counter to get a refill of her coffee, and it seemed to me that the waitress was giving me a knowing look when she returned the cup to me and said, "Here you go, Hun. Gotta keep that woman happy, you know?" After sweetening the coffee, I returned to the table with Trish's coffee, and handed it to her. "Anything else?" I asked. "No, just sit down," she replied. "We need to chat. I'll lead the conversation, do you understand?" "Sure," I replied, casting my eyes down, with more than a little embarrassment. "First, I little more decorum is required. Sure is awfully informal. I expect more respect, Understand?" "Yes, Miss...Trish," I replied. "Better," she said. "Now, tell me about what you want from our relationship." The reality is that I wasn't sure. I wanted her to take control, and tell me what to do. Yes, I wanted sex, but I wanted her to lead. I needed her to lead. "I...I'm not sure," I stammered, "I want you to control me sexually. I want you to be in charge and...teach me how to satisfy. That's it...I want to satisfy you." She smiled, and said, "That's pretty open-ended. I'm not sure you understand what you're saying. Maybe we should start with what you won't do, and whatever is left defines the universe of what I may do with you. The things you won't do are called limits. Everyone has limits, and I have limits to what I'll do to you too. So, tell me, what things wouldn't you ever do?" I thought for a moment, when I answered. "I'm absolutely straight, so I won't do anything sexual with a man. I also read that some people like to use poop and piss in sexual acts. I absolutely won't do that. Also, I don't like the idea of permanent marks and scars. I think I can take some...light punishment, but nothing really harmful or extremely painful. I'm not looking for humiliation. I know men who are dominated really want to be humbled, but that's not me. I just like situations where the woman takes the lead sexually." She looked at me for several moments, when she finally replied, "I'm not sure you're being completely candid with either me, or yourself, James." She took a breath before she continued, "There have to be specific turn-ons for you. I'm not promising I'll ever give you what you want, but I do want to understand what drives your passion." She looked at me with unblinking eyes and a probing expression before she continued. "Regardless, I like you. You're a little older than me, and that's what I like. I'm willing to take you on as a project as long as you can follow simple instruction. You can follow simple instructions, can't you James?" "Yes, Yes I can, Trish," I said. "Good," she replied with a tone of finality, "Then it's a plan. Oh, one other thing. How's your health, James? No heart problems or other medical issues I should be aware of?" "I'm in great shape," I said. "I work out regularly, and I have no heart problems or other issues." "Good," she replied, "But regardless, I want to make sure you'll be up to whatever I decide to put you through. Specifically, I want you to take Viagra before our visits. Do you have an issue with that?" I didn't want to admit that I'd used Viagra before, so I answered, "I don't need that." "I don't care," she replied, staring at me straight in the eye, "It's a deal breaker for me. I want you to be responsive to whatever I do, whenever I do it." I swallowed hard, and said, "Ok, whatever you want, Trish." She smiled knowingly. "Good, I'll send you an e-mail when we should meet," she said as she pushed an envelope towards me. "I expect you to be available when I want you, got it?" I nodded. She gave me her smile, and without another word, she stood up, and walked out the door. When she was gone, I start to shake. I was scared of what would come next. I didn't want to drive in the state I was in, so I decided to have a refill. Well, that was a big mistake! My favorite barista was clucking and shaking her head. "Honey," she said, "You're out of your league. Nothin' but trouble ever gonna come of that!" I smiled at her, and simply said, "You're probably right." It was then that I knew I would follow through. It was time to take a chance. In the car, I opened the envelope and there was a business card that read "Trish Vandenberg, Sensual Mistress" and a single blue pill. The next Tuesday, I received a message from Trish. It simply said, "Come to my house tomorrow night at 7:00 p.m. Take the Viagra at 6:30, and wear your pink shirt." She included her address on State Street. State Street is generally an upscale address in Uptown, but New Orleans is a strange city; one street might have mansions on it with rundown homes a couple of blocks away on the same street. It felt like I was cheating, but I looked up the address on Google Maps. If the precise address was correct, the house appeared to be very nice with two front doors: a duplex. I felt a little uneasy; I was glad it wasn't a wreck of a house, but at the same time, a neighbor would be able to eavesdrop. The next day, I was nervous at work. So much so that my nosy coworker, Nancy, mentioned that there was something wrong with me. And, as only she could, she asked me to lunch to talk about it. Once again, I declined her invitation. Since I had plenty of time between work and my meeting with Trish, I went home, took a shower, and dressed in my pink shirt. As promised, I dry swallowed the Viagra, and headed to my car to drive uptown. The traffic was busy as usual, but it unnerved me today. I didn't want to be late. But, the heavens were smiling down on me as I got there five minutes early. I parked at the corner of her street, and I walked up to her house. I rang the bell, and waited nervously for her to answer. A few moments later, a voice rang out from the speaker above my head. "Hello, James," the voice said, "I'm glad to see that you're punctual. Shut the storm shutters behind you." I looked around and realized that the house had a recessed door, with storm doors covering the entranceway. I closed the storm doors, when Trish on the speaker said, "Take your clothes off." As I glanced around to find Trish, I saw the video cam. That's how she knew. I unconsciously glanced at the storm doors, afraid that they would be opened by anyone at any time. "James, you are here to serve me in any way I desire. At the moment, I desire to see more of you. Take your clothes off." Sometimes you want something so bad that you don't know what to do when you get it. I was getting exactly what I wanted, and I was scared as hell. I took off my pink shirt, and bent over to remove my shoes, and socks. I unbuckled my belt, unzipped, and pulled off my pants. Standing only in my boxers, I noticed that my cock was responding to the excitement of the situation. It was stiff, but not completely hard. I must've hesitated, as I heard her say "Go on. I don't have all night!" With a huge sigh, I pulled them down. Then...nothing happened. I waited for what seemed like minutes, and finally, I heard her voice say "You may enter now." I entered and closed the door behind me, and then heard the electric lock engage. I was standing at the end of a long hallway that ran the length of the house. The floor was a dark polished oak, with walls the color of subdued yellow, with ornate crown moldings painted white. At the end of the hallway sat Trish. She was wearing a light green dress and was calmly drinking a cup of tea. "Stand still. Right there," she ordered. I did as I was told, feeling the first flush and thickening of my cock caused by the Viagra. She continued, "Hang your clothes on the hall tree. I don't want any untidy piles on my floor." After I was done with her command, she said, "Come here." It felt like I was moving in quicksand as I walked towards her. I couldn't maintain eye contact with her. She stared at me like she was catching a glimpse at my soul. Her stare was so intense, it was eerie. Finally, I stood in front of her, my chest heaving with the rush of adrenaline and with my cock pointing straight at her. She looked at me from head to toe with a bemused expression. I couldn't tell if she was pleased or amused. Finally, she simply said, "You do work out, it appears." She placed her palm of her right hand on the side of my face, and ran it down. She hooked a finger to my bottom lip, down my chin, onto my chest, where she rubbed slowly. She smiled as she continued to run her hand slowly down my stomach, and stopping just short of my twitching cock. She cupped my balls with her left hand. As she squeezed, she said, "I do prefer a shaved man. You've trimmed up for me, but it's more hair than I like. However, you please me so far. Just so you know I can't stand liars. You're not really 56, are you?" "Yes, Mistress, I am," I blurted out. She stroked my cock, licked her lips, looked me in the eye and said, "How about you prove it? Go get your driver's license." As I turned to do as she asked, she said, "Your ass is not your best attribute. Your workout routine needs to be improved." I became aware of her watching my ass as I walked back to my pants to grab my license. I became concerned about what she would do with that kind of information. And again, Trish displayed her ability to read me completely. "Don't worry about what I might do with your personal information," she said, as she took my driver's license into her hand. She started to recite my full name, address, even where I worked. I was both bothered about it, and quite impressed at the same time. When I returned my license to my wallet, I noticed for the first time that both sides of the house were hers. The other side was mainly a huge room that was probably used as a ballroom in earlier generations. All along the hallway were pictures of dogs, cats, horse, even foxes and wolves. Not a single family photo or of a single person. How odd. Proving once again that she could be telepathic, she said, "You wonder about the pictures of animals. I'm a veterinarian although I no longer practice. My father died at a young age. Your age to be exact. It left me financially secure. I've always felt more comfortable with animals than with people. I still volunteer at the animal shelter, and I pursue my personal interests. And, you are currently one of those interests." Waves of ecstasy ran through my body as she slowly stroked my cock again. "Now, James, there are a few rules to our game," she said, "I make you do things that pleases me, and you do them to please me. What gives you pleasure comes second, it I give it any consideration. You've told me your limits, but you need safe words to protect yourself. So, if you absolutely don't want to do something, say 'Red' and I'll stop. If you you're really nervous about what you're doing, but not ready to say 'Red', then say 'Yellow'. I may stop, or I may continue. If I continue, I'll watch your comfort level very closely. There's no point in saying 'Green'. If you don't say anything to stop me, then I'll just keep going. Do you understand?' "Yes, Mistress," I said. She smiled and squeezed my balls. "Alright, then. James, I wish to shower, and I'm going to use you as my personal valet. The bathroom is just there to the right. Start the water and get it warm but not too hot." "Yes, Mistress," I replied. The expectation of seeing Trish naked thrilled me. I started the shower, tested the water, and returned to her to say that her shower was ready. She stood up, and said, "Follow me." Once in the bathroom, she said, "Unzip me, James." With shaky hands, I pulled the zipper of her dress down, and she stepped out of it. "Hang my dress up James. I don't want it wrinkled." I complied, and she instructed me to undo her bra. I did and she turned around to face me. She had small, beautiful tits with very dark nipples. I could barely control my hands. "Kneel down, James. Pull my panties down." The tremors in my hands were now quite obvious, and I fumbled with the waistband of the panties as I pulled them down and she stepped out of them. I was left kneeling with my mouth and nose inches from her pussy, which was completely shaved. Her scent was released when I pulled down her panties, and I realized she was as turned on as me. "Would you like to lick it, James? I know I would," she taunted. She must have known that I was struggling against my instincts to bury my face there. With that, she stepped into the shower, leaving me kneeling with a hard cock and a desperate desire for more. "Get in here, James. My hair won't wash itself. And I need someone to wash my back. Don't, I repeat, do not touch me with your dick. I expect you to control your natural impulses." The act of washing her hair was an amazing revelation to me. I actually felt honored to be allowed to run my hands through her hair. Washing her back and ass was also an amazing turn-on. Her ass made up for any shortcoming my own might have. Turning around to face me, she began to soap up her breasts, and ran her right hand down to her pussy and rubbed herself as she closed her eyes and moaned softly. "I know you want me, James, but you can't have me. Your only hope for release is to do it yourself. Play with your cock; I want to see you pleasure yourself." I've never masturbated in front of another person, and I really felt uncomfortable, but at the same time, she had me very excited, and it felt good. She then said, "Just be sure to not cum. You can only cum when I tell you to, understand?" I just nodded as I looked into her staring half-lidded eyes. My First Visit to a Gang Bang Michelle and I had been friends for several years. I had always wanted to be more than a friend to her but things just never seemed to work out. We were both a bit shy around others but we never had any trouble talking when we were together. It was a couple of years ago now, but I remember it so clearly. Michelle had broken up with her long time boyfriend after she had caught him cheating on her with one of her friends. The night it happened she came by my apartment to talk, and to try and calm down. It was around 9:00 PM when she arrived, and we talked until at least 2:00 in the morning. We were both pretty tired at this point so I suggested she sleep in my room tonight, and I would take the couch. I pretty much slept on the couch most of the time anyway. The next morning I got up and had my usual two cups of coffee before I took a shower. I was running a little late so I pretty much ran out the door. I left her a note on the fridge, telling her to help herself to what ever she needed and not to worry about locking up when she leaves. I put a towel and a bar of soap next to the shower for her to use when she got up. Work that day was a bit slow but I muddled through. I left a bit early and went back to the apartment. When I arrived Michelle was still there, wearing my bath robe and watching TV on the couch. "Didn't go to work today?" I asked. "Naw, I thought I would take a mental break and relax for the day." She said with a smile. "Well, are you hungry?" I asked. "I could cook something, or we could order out." "Let just order a Pizza and watch a movie." She said. I ordered the usual pizza special and sat down to relax for a bit. She was sitting across from me with her legs curled up on the couch. We talked for a bit about the night before. She seemed to be taking things much better. The pizza arrived and I paid the delivery guy. We sat down and she slipped a movie into the player. We ate and watched for a bit. I wanted to go for a smoke so I paused the movie.(I don't smoke in my apartment. it just makes a mess). When I came back in she was leaning back with her legs folded at the ankles. I sat down and started the movie. Just then she blurted out. "I was digging around your closet looking for a shirt and found some things!" I didn't look at her at first because I knew what she was talking about. I had a box of toys that I used to masturbate with in there. A couple of rubber pussy's,some lube, a vibrating bullet, and several porno DVD's. "Do you use them often?" She asked. "Well... I use them enough." Was all I could say. "How often?" She asked with a grin. "Once? Twice a week?" I was a bit embarrassed at this point and she knew it. "Two or three times a week." I said. "Depends on how I feel. Sometimes more than that." "Well, I have to admit that I use a dildo often. Sometimes twice in a night when I am alone." She said. I looked at her and spoke in a soft tone. "I never figured you would ever have to use one of those." She smirked and leaned forward. "We can't always get what we need, when we need it, can we?" "Tell me about it!" I said. The tension seemed to dissipate at this point. "Could you show me how you do it?" she said with a big grin. "How you use them that is?" I wasn't too sure what to say at this point. I looked away and said nothing. She smiled and moved closer. She undid the front of the robe and opened it for me to see. They were two of the most beautiful breasts I had ever seen. She stood up and let the robe drop. "Would this be enough incentive for you to show me?" She said rather strongly. At this point my cock was at full attention. She leaned forward and reached for the cushion on the couch. At first I thought she was going to unzip my jeans, but she reached down further giving me a good view of her tits hanging in front of me. She pulled out the box and put it on the table. She then opened it and took out a rubber pussy, looked at it for a moment and handed it to me along with a tube of lube. I stood up at this point and undid my jeans, letting them drop to the floor. you could hang a coat on my cock at this point. She smiled, and reach forward and grabbed my cock. "Show me how you use this rubber thing!" I sat back on the couch, and started stroking my cock. she sat down beside me and turned so she could get a good view. I took the bottle of lube and poured a large amount on my hand. I then spread it all over my cock. I picked up the rubber toy and rubbed lube on it and into the inside with my fingers. I placed the toy over my cock and slowly pushed it inside. It felt incredible to do this with someone watching. I stroked up and down slowly at first. Michelle reached down and ran her fingers over the tip of my cock, getting some of the lube on her fingers. Slowly she inserted two fingers into her pussy and started rubbing her clit with her thumb. This really turned me on. I started stroking faster as she put three and then four fingers into her pussy. With her other hand she started twisting her nipple. I couldn't take it anymore and I started to come. It shot out like a cannon up to the ceiling and all down the front of her stomach and tits. By now she was very wet and very close to an orgasm herself. I leaned forward and sucked her clit while she rammed her fingers into herself. A couple of times. I thought she was going to get her whole hand in there! She grabbed the back of my head and pulled me into her pussy so tight I thought I was going to pass out. I felt her entire body shudder for at least 5 or 6 seconds. Then she just relaxed. She pulled the towel out of the box (I always kept one in there in case I made a mess) and cleaned the cum off of her chest and stomach. She handed me the towl, and I wiped myself down. I had to admit I was a bit embarrassed after that. We had never had this kind of relationship. Although, I would be lying if I didn't say that I fantasized about fucking her. My cock drooped a bit at this point, and she put the robe back on. I put my pants back on and put everything back in the box. I reached up with the towel and wiped the cum from the ceiling. I went to the bathroom and put the towel in the hamper. When I cam back she was just sitting there with my robe on and smiling. I sat down and she put the movie on again. We watched the rest of the movie. She decided to turn in for the night. Neither one of us said anything about what happened. Sometime during the night I felt the blanket on the couch move. Michelle slid in under the blanket with me, Completely naked. She reached down and grabbed my cock and squeezed it a few times to get it hard. It didn't take much. "Fuck me please!" She whispered. "Please fuck me. I want you inside of me. I need a good hard fuck!" I couldn't resist. I rolled over on top of her and started to position myself. She grabbed my cock and pulled it to her pussy. She thenreached around and pulled me by the ass deep inside her. It was the most incredible feeling! I started pumping slowly at first because I didn't want to cum right away. "Harder!" She whispered. "Harder!" I started pounding her with all my strength. I watched her face as her eyes rolled and her jaw dropped a bit. She was loving this, and I always wanted to do this. The faster I went she higher she lifted her hips. Then all at once she grabbed my ass, and dug her nails in. Her whole body shuddered and then her hips dropped. I kept on fucking her as hard as I could. Again she raised her hips. "Oh shit! I'm cumming again!" She moaned. "Holy shit! Oh my god!" Her whole body went stiff and it was difficult for me to keep pushing my cock in as deep as before. I kept trying though. She relaxed and opened her eyes. When she looked into my eyes I coldn't take it any more. I came with a vengence. the whole time she was slapping my ass. "Come on!" She said. "Let it go!" When it finally subsided I found that my arms were shaking and I could barely hold myself up. I collapsed beside her and put my head on her shoulder. We both fell asleep like that. In the morning when I awoke, she was in the kitchen making coffee. I got up and rolled the blanket wround my waist and went into the kitchen. "A little shy are we?" She said with a grin as she opened her robe. I dropped the blanket and walked to her. She wrapped the robe around the both of use as best she could. Again I was hard as a rock. We kissed for what seemed like an eternity with my cock pressing against her stomach. "Oh! Coffee is ready. And we both have to get to work!" She walked off toward the bathroom and I followed. We showered together in what was an attempt to save time. But I wound up bending her over in the shower and fucking her from behind. It was like I just couldn't get enough of her. We went our separate ways, and I spent the day thinking about her round tits, and her smooth skin and how it felt to have my cock deep inside her. We didn't see each other for a couple of days. Which I think was good because it would have been a bit much to handle. She called me on Friday and asked me to come over and if I would do her a favor. I told her I would be there around 6:30. When I arrived she was wearing a robe and obviously nothing underneath. "So what's the favor?" I asked while I was obviously staring at her tits. "I need you to shave my pussy..." She said quite bluntly. I was a bit shocked at the request. "Why would you want that?" I asked rather perplexed. She grinned "I've made arrangements to go to a sex party tonight. I want to look presentable." "Huh?" I said. "Where do you go for that kind of thing?" "I talk on-line with a few people and one of the girls mentioned that there is a gangbang every Friday. The location is kept secret until the morning before. Only those who have confirmed will be sent the location. I decided I wanted to try it out, and I need a friend to come with me and watch out for me. I am not too sure about this. But it is something I really want to try at least once." Like I really had to think about this one! "Sure, lets get started!" She layed down on the bed and handed me a wet cloth a ladies razor and some cream. I could see she had already started and only missed a few spots. I took the razor, and cleared up the few patches of hair. Now she looked presentable. I wiped her up with the wet cloth, and couldn't help myself. I reached in with both hands, and spread her pussy apart as far as it would go. I could almost see all the way in. I leaned down and with my tongue licked in a complete circle all the way around the inside of her pussy. Then I buried my face in there and licked and sucked for all I was worth. She pushed my head away before she had an orgasm. "Not right yet!" She said. "I don't want to be worn out before we get there." She rubbed my cock through my jeans. "You'll get your chance don't worry." We left that evening for a motel just outside of town. I could tell Michelle was nervous. She didn't say much for the first little while. So I finally broke the silence. "What do you expect when you get there?" I asked her. "I am not sure." she said. "But I do need you to make sure that every guy has a condom on." "I will definitely make sure of that. I'll keep an eye on things." I said in a somewhat reassuring way. We arrived at the motel, and made our way to the room. She knocked on the door and it was opened by a rather large gentleman. He smiled and welcomed us in. The door was closed, and the lights were dim. As our eyes adjusted we saw that there were eight guys and one other woman. Everyone was naked and either sitting in chairs, or in the hot tub. There was a woman on her knees giving a guy a blowjob while he was sitting in a chair. We looked at each other and silently decided to get undressed. Once we were naked, I realized that it was difficult to get aroused when there are so many people around. I guess it's a self conscious thing. Michelle looked at me, "Let's go to the hot tub" We went to the hot tub, and there were 4 guys in the water. We climbed in, and Michelle stuck close to me. At one point she actually slid her butt up on my lap. We talked with the other guys, and one of them asked if he could touch Michelle. She told him it was ok. He started with her breasts and ran his hands down around her stomach. Finally he reached her pussy and started sliding two fingers into her. Michelle and I were so close that at one point he touched my cock. I don't think he noticed though. After a few minutes all four of the guys were running their hands over her body. She just leaned back and put her head on my shoulder. After about 20 minutes of this we got out of the tub. Michelle moved over to the bed, and was immediately surrounded by three guys. I checked and made sure that the one who was about to enter her had a condom on. He pushed his cock into her and started thrusting really hard. The other two took up positions on each side of her head. She took turned sucking each of their cocks, and at one point put both in her mouth at the same time! I sat down in one of the chairs to watch the action when the other woman in the room crawled over and started licking my cock. It didn't take long for me to get hard. She was sucking my cock, and it was fantastic! Then one of the other guys in the room came up behind her and lifted her hips. He started fucking her hard and fast. This was of course a distraction for her and she let my cock fall out of her mouth. She was staring straight at me while this guy fucked her for all he was worth. I was so distracted that I didn't notice that another guy had slipped down on the floor and was masturbating while watching them fuck. He reached up and grabbed my cock and started jerking me off at the same time. I was not sure what was happening at this point. I am sitting there and watching the face of a woman being fucked, while another man is jerking me off. The whole time her tits were bouncing back and forth rubbing the tip of my cock. The guy on the floor let loose with a really large load. It dribbled down his cock and created more lube while he stroked. I couldn't take it anymore and I shot my load all over her chest and tits. The guy on the floor just kept stoking using my cum as lube. Finally the guy behind her came. She dropped to her knees and let out a sigh. We all just stood up at this point. I grabbed a towel and wiped the mess off my crotch and stomach. I looked over at the bed and Michelle was fully into it. Each guy was taking turns climbing between her legs and fucking her. It was quite a scene. Everyone was being polite, and asking if it was ok before they started. I went over to the table in the corner where there were some snacks and drinks. I poured myself a coke, and started talking to one of the other guys. Michelle came up and stood beside me. "This is interesting." She said. "It's not as bad as I thought." "Well, it seems like you are enjoying yourself." I said. She reached for a cup when one of the guys came up behind her and started rubbing her shoulders. She reached back and started stroking his cock and poured a coke like it was nothing. She took a drink of the coke, put the glass down and turned to the guy behind her. She dropped to her knees and started giving him what must have been an amazing blow job. Within minutes he was coming all over her tits. I handed her a towel and she dried off. Then she went straight for the bed. She was on her back sucking a cock, while one of the guys was licking her pussy. She lifted her head and blurted out. "I need a cock in me!" That's all it took. There was a line around the bed. At one point I climbed up and pushed my cock into her. Fucking her while watching her suck on two cocks was much more than I could take. I exploded like a volcano. After that I sat back in a chair and watched for a good half hour as she fucked and sucked everyone there. At one point one of the guys sat beside me and asked if I was ok with "bi" men. I didn't really know what to say. "Want some relief?" He asked me. "Uh, not sure I am ready for that!" I told him. I looked over to the bed and it looked like Michelle was finally starting to have an orgasm. It seemed like it lasted for a good ten minutes. She opened her mouth but no sound came out. By this time everyone in the room was spent, and we were all getting tired. Michelle and I decided it was time to leave. We got dressed, and all of the people thanked us for coming out as we left for the night. On the way home we stopped on the side of the road and she let me fuck her up the ass. Something I never thought she even liked to do. She was really tight and it didn't take long for me to cum. "Next time." She said with a smile. "I want to try double penetration!". I looked at her and said "Next time?" My First Visit to a Gay Club One Friday night, feeling courageous I decide to do what I have long fantasized about, and go to a male sex club in San Francisco to lose my virginity. I slip on a pair of shiny pink silk bikini panties, which hug my tight buns and wrap a matching pink satin garter belt with lace trim around my waist. I then roll sheer white stockings with French backseams up my long muscular legs and attach them to the garter straps of my garter belt. I slip into a tight pair of leather pants that feel delicious and sexy over my stocking clad legs. I then slip on my ultra sexy thigh high leather boots over my leather pants. I decide not to wear a bra because I have heard that normally guys cruise without a shirt, and I don’t want to advertise my femininity as I don’t know how I would be received as my “girlself” in such a club. Just in case the opportunity arises though, I choose a pretty pink silk bra, which matches my panties and garter belt into a knapsack along with my silicone boobs. I also take my makeup kit and my blond wig and my ultra short and sexy leather minidress. Driving into the city I am nervous and excited at the thought of finally realizing my dream of being with a man. I have been dressing up as a girl for so long and dreaming of what it would be like to really feel what a girl feels with a strong hunks cock inside me… As I pay my membership fee at the club the cashier comments “Nice boots you have on there. Those are women’s boots aren’t they?” I’m a little nervous as I respond, “yes they are”. He says no more and leaving him, I enter a world that until this time I have only dreamed about. In the locker room there are perhaps a dozen men stripping their shirts off and in some cases their pants as well, revealing hard masculine and sexy bodies. There is a lot of leather here. Some of the guys are wearing leather pants like mine and others are wearing leather harnesses and studded chokers and cuffs. As I slip off my shirt I attract admiring glances. I am lucky to have a beautiful body. My skin is tanned and my muscles are sculpted and hard. When these guys glance my way, I am thrilled by the naked lust I can see there. Their looks tell me that they want to possess my hard body. And my cock responds by becoming hard within my panties and creating a clearly visible bulge through the tight leather of my pants. As men look me up and down their glances end up frozen on my throbbing cock and my sexy black leather boots, which in comparison to the heavy leather masculine boots that others are wearing are clearly feminine and ultra sexy. I decide not to remove my pants. All of these guys look so dominant and masculine. None of them are wearing anything even vaguely feminine. I’m afraid that seeing me in my panties, garter belt and stockings may turn them off. As I close my locker and prepare to go out and “cruise”, a gorgeous dark haired hunk dressed in leather pants and boots approaches me. His lean muscular chest is encased in a leather harness and he is wearing a studded leather choker and matching cuffs.. “Hi, my name is Charles” he says, reaching out his hand and giving me a firm handshake. My eyes travel the expanse of his lovely body and I notice that his cock is also outlined against the front of his tight leather pants. He obviously wants me! “Hi Charles, I’m Bootsie”. I have chosen this name because I think it is really sexy and since I always wear high heeled boots when I dress up it’s appropriate. “It’s nice to meet you Bootsie. I like your name. It fits you. Do you come here often?” “This is actually my first time Charles.” I respond somewhat nervously. “Let me give you a little tour then.” Draping his strong muscular arm over my shoulders he guides me out of the locker-room. I am mute with excitement and the thrill of having this gorgeous hunk’s skin against my own, his hand casually fondling my shoulder and holding me close in a possessive and dominant manner. It’s obvious that he has judged that I can be dominated either because of my feminine boots, or perhaps my name, or perhaps even by some air about me. I have no doubt that Charles and I will soon be having sex. I can’t believe that my dream is already happening, and with such a beautiful man! Entering a long hallway with open doors on either side we walk down and look in each room as we pass. Because this is a “safe sex” club, there are no closed doors here and looking into these rooms is like watching a porno movie live. In the first room we come upon a naked hunk on his knees sucking a leatherman’s enormous cock which protrudes from the front of his tight leather pants. As we stand there watching, I catch myself moaning with desire and Charles drops his hand to fondle my tight leather clad buns as he looks at me curiously. “What is it Bootsie?” He asks, giving my ass a little squeeze for emphasis. “You act as if you’ve never seen a guy giving head before?” I am acutely aware of his hot hand on my ass and I can’t keep wiggling my buns a little against his hand as I respond, “Actually Charles, I have never seen anyone doing this before.” He looks at me with amazement. “You mean you’ve never had sex with more than one man at a time?” My face is burning as I reply, “Actually I’ve never had sex with a man before!” “Well you’ve come to the right place Bootsie. I promise you that. You are so hot, you can be with as many men as you want tonight. Tell me, am I right in thinking that you would like to be the guy on his knees there with the cock in his mouth.” “I would love to try!” I gasp. Reaching down Charles grips my throbbing cock through the leather of my pants while his other hand continues to fondle my buns. “I personally will give you the chance. Would you like that?” “Oh yes Charles! I would love to try sucking your cock!” Moving on down the hallway, we come to a room where a young foxy guy wearing nothing but a collar and a leather thong is licking the boots of a really tough looking stud in a leather harness and leather pants. Actually he is dressed just like Charles! As this thought occurs t v   Ž Ž Ž v v v Ž î  Ž  Ž Ä Ö 6 6     Ž Ä v N v Ä Â Â Ä Ž z `©( “H B B | ú Ä One Friday night, feeling courageous I decide to do what I have long fantasized about, and go to a male sex club in San Francisco to lose my virginity. I slip on a pair of shiny pink silk bikini panties, which hug my tight buns and wrap a matching pink satin garter belt with lace trim around my waist. I then roll sheer white stockings with French backseams up my long muscular legs and attach them to the garter straps of my garter belt. I slip into a tight pair of leather pants that feel delicious and sexy over my stocking clad legs. I then slip on my ultra sexy thigh high leather boots over my leather pants. I decide not to wear a bra because I have heard that normally guys cruise without a shirt, and I don’t want to advertise my femininity as I don’t know how I would be received as my “girlself” in such a club. Just in case the opportunity arises though, I choose a pretty pink silk bra, which matches my panties and garter belt into a knapsack along with my silicone boobs. I also take my makeup kit andpreads them apart. I squirm against Charles hand as the leather stud slowly slips that huge pole up the young sweet hunk’s ass. The hunk moans in pleasure and pushes his buns up until the entire cock is buried between his lovely buns. I wonder if I could also take in such a huge cock. Charles squeezes my buns as he asks, “how would you like to have my cock between these sweet little buns of yours?” “I think I’d love it Charles. I can’t wait to try!” “Let’s go on then Bootsie I have some friends I’d like you to meet. I’m sure you’re going to like them!” As he guides me down the hallway I wonder what he means by this and who I’m going to be introduced to. I’m ready for his cock, between my lips, between my ass, I don’t really want to spend time getting to know other people! As soon as we enter the room to which Charles has guided me, I change my mind immediately. The two hunks sitting on the bed with heir arms around each other engaged in a passionate kiss are virtual cones of Charles! They are both young, super fit hunks with muscular bodies dressed in identical leather pants, boots and harnesses! As we enter they break their kiss and Charles introduces us. Tom is blond with a cleancut boyish face. Brad has dark hair, like Charles, and looks so much like him that he could be his brother. Tom and Brad look me over from head to toe as I stand there self conscious under their hot gazes. My own eyes are riveted to their gorgeous bodies and their swollen cocks that are clearly outlined within their tight leather pants. Tom breaks the charged silence, “You are a gorgeous one, Bootsie. I love your name, it sounds like a girls name though. And those boots look like girls’ boots. Charles, what have you brought us?” “Bootsie is a virgin guys! When was the last time you were with a virgin? And one as hot looking as this?” he says as he fondles my throbbing cock through the tight leather of my pants openly before the others. “What makes him perfect for our little group is that he wants nothing more than to suck our cocks and be fucked! Isn’t that right Bootsie?” By this point I am feeling pretty flustered by desire and also by Tom’s comments about my name and my boots. I wonder whether they will still want me after I have stripped off my leather pants to reveal my garter belt, panties and stockings. Maybe they only like to be with “real macho men”. So I reply with a nervous explanation of how I have always fantasized about being with men… Charles cuts me off mid-sentence, “You will answer with yes, or no!” I am shocked by the tone of command that has entered Charles’s voice. Up till now he has seemed so sweet and flirtatious. But I answer meekly, “yes”. “YES SIR!” Charles prompts. “YES SIR!” I respond, my face blushing deeply. “Brad and Tom, help Bootsie take those tight pants off. Let’s see how he’s equipped! Bootsie, get ready for your initiation into the joys of sexual servitude. From now on you will speak only when spoken to, and immediately obey every one of our commands. Is that clear?” “YES SIR!” Meanwhile Tom and Brad have come to my sides and unfastening the button of my leather pants and unzipping my zipper they begin to peel them off. As my feminine “undergarments” come into view Brad whistles and Tom says, “look here Charles. We have a girl-boy on our hands!” Turning to me with a wicked gleam in his eyes and a smile on his face Charles says. “now I understand. You’re a panty lover! You want us to treat you like a girl don’t you? Like the girl you wish you were! But your outfit is incomplete. Don’t you like to wear bras and skirts,? How about a wig and some makeup?” I am really blushing now as I stand revealed in front of them in only my sexy boots, stockings, panties and garter belt. My cock is straining against the front of my tight silk panties and respond, “actually I brought some other clothes with me. They’re in my locker. But I didn’t feel comfortable wearing them around this place. I was afraid that I wouldn’t be welcome”. “You were afraid that the real men in this club would recognize you as the panty slut you are, weren’t you? As a man, who isn’t quite a man. Well, that’s who you are and I want you to walk straight back to that locker room, dressed just as you are, and don’t come back until you are dressed up completely as a girl. I promise you that before this day is over, you will feel more like a girl than you ever have before! Now get going!” And with that, he gives me a loud smack on my panty-clad buns and both Tom and Brad do the same as I am ushered to the door. My buns tingle under my panties where their stinging slaps have struck me. As I head for the door I notice that there are some spectators standing and leering at me as I pass by. One of them even greets me with a “hi there honey” and a grab at my ass as I slip past him. My face remains flushed in embarrassment as I walk down the hall, my high heels clicking on the floor. I hear other “comments” as I pass by groups of men in the hallway, “Love those boots!, Let’s see what’s inside those panties, Need a real man?, I thought this club was for men. Who let in the woman?” I feel more than a few groping hands as I finally reach the locker room, where surrounded by other guys in various states of undress, I open my locker and get my bag. I am seriously tempted to run for it, I am so embarrassed by all of the heckling. But the memory of those three beautiful men waiting for me is irresistible. After all, they have promised to make me feel like a real girl, and isn’t that what I have always fantasized about? So, I begin by slipping on my ultra sexy leather micro miniskirt, which just barely covers my pantyclad buns and throbbing extended cock. I then put on a pink silk bra, which matches my panties, and slip in my silicone boobs, which jut forth against the silk of my bra as I slip on my leather halter vest. As I apply my makeup I notice a sweet looking young hunk dressed only in a black leather thong sitting nearby watching me. As I am finishing up with a coat of shiny lip gloss he comes up to me and asks me with a disappointed voice, “are you leaving?” He has such a sweet kind voice (and a gorgeous body!) that I answer with confidence, “No, actually I’m getting dressed for some guys who are waiting for me inside”. “Lucky guys! My name is John, what’s yours?” “I’m Bootsie. It’s nice to meet you John.” “And you too Bootsie. You are really gorgeous! I love your outfit. Would you have any interest in getting together afterwards, or can I give you my number and we can maybe go out for a drink?” “Oh John I’d love to. You are pretty gorgeous yourself. I love that thong you’re wearing and you have a really beautiful body”. As I say this I have the excuse of feasting on his gorgeous body with my eyes. His cock is straining against the front of his thong and it takes all my willpower not to reach out and fondle it. I must have licked my lips as I stared at him because he catches my eyes and reaching out he grips my shoulders and pulls me against his hard sweet body until my boobs are pressing against his chest. I can feel his cock through the leather of his thong and my miniskirt pressing against my own. “I want you Bootsie!” Pressing his lovely lips against my glossy ones he slips his hot tongue into my eager mouth and I do the same as I almost swoon with the sensation of kissing a man. His hands reach down and under the hem of my miniskirt to cup my panty clad buns. “This is my first time with a shemale. You feel so sexy! I love the soft feel of your lingerie and your breasts N , B ÿ Ž Ž Ž Ž Ž Ž Ž Ž Ä Æ Æ Æ Æ Æ Æ $ µ ô © ‚ ê  Ž Ž Ž Ž Ž ê v   Ž Ž Ž v v v Ž î  Ž  Ž Ä Ö 6 6     Ž Ä v N v Ä Â Â eing dominated by those three hunky studs…of having three hard cocks at once to service? “Oh John, you are so hot. I wish I could stay with you right now lover. I promise it won’t be long, but my “friends” are waiting for me and they will be very disappointed if I don’t show up. Can we meet again here in two hours? I promise I’ll be waiting here for you.” “Can you make me one more promise Bootsie? Promise me you’ll save yourself for me and not cum until you are with me. And in return I’ll do the same. I am so hot for you right now, and I want to be just as hot when you return!” It is an easy promise to make because I don’t think my three studs are going to be interested in sucking me or letting me fuck them. So, after one more hot kiss, I smooth my skirt and I promise him that I will save my cum for him and I leave him there in the locker room. As I walk back down the hall guys whistle at me and I hear several cries of “who let the girl in!” I let my ass swish and sway for them. My encounter with John has left me feeling more confident. However this encounter with the three studs comes out, I will have a strong but gentle man waiting for me. And the thought of the three hunks waiting to dominate me is incredibly exciting! To be continued… My First Visit to a Massage Parlour What made me go to a massage parlour for the first time when I had survived the first thirty or so years of my life without feeling the need? Quite simply I had not had sex for nearly three months and was feeling very horny. Of course, this had happened before, but this time I was in a relationship and had been enjoying an active sex life until my live in lover had been sent to Tokyo for three months by her employer to work for their Japanese division. No problem, pleased for her. I would miss her but three months is nothing, and some aspects of being single for a while appealed. I never even considered that doing without sex for a while would be a problem -- after all it's what your right hands for! What changed things was that a week before she had 'phoned and dropped the bombshell that she had been offered a years contract with the Japanese division and planned to accept the offer. It would mean resigning her post at home, with no guarantee of being reemployed at the end of the year. All at once our future seemed to be in doubt. I had my own business to run, so there was no chance of me relocating. If the year went well, there was the likelihood that she would be offered another. If not and she returned she might end up in another part of the country. I voiced my misgivings but she was dismissive, saying that if I had such an opportunity she would follow me. Of course, the difference was that I would be able to support her in a non wage earning role, whereas she couldn't do the same for me. And my business just wasn't portable, which she had always known. The 'phone call ended, not particularly happily, and my resentment at her behaviour grew over the week. I could easily imagine what she would have had to say if I decided to dump my business and piss of to the other side of the world for a year without her, with no discussion. The following weekend I visited a friend, Rich, a couple of hours away from where I lived. He wanted me to meet his new girlfriend. The weekend went well, with plenty of good talk, food and drink. However, they were all over one another and both mornings I woke to sounds of grunts and groans and creaking bed springs in the next room, all of which added to my frustration. Diane was a nice, good looking girl; she was friendly and not particularly shy. On the second morning she knocked on my door, and brought me in a hangover busting cup of coffee. She was wearing a short silk dressing gown and I just knew there was nothing under it. As Diane bent over to put the coffee on my bedside table I got an eyeful of cleavage and while she chatted away her magnificent thighs were no more than eighteen inches from my face. My hand was nursing my usual morning hardon under the blanket and a weeks worth of saved up spunk nearly erupted spontaneously as I thought of her no doubt still sloppy pussy, all matted pubes and puffy lips, so close to me. I was seized with a mad urge to throw the blanket back and beg her for a handjob, but resisted. It probably would have spoiled the weekend. I determined there and then to get some sex on my way home. I had to pass a big city and surely I could find someone. I had no conscience about my decision to cheat on my girlfriend, she had just announced she was leaving for a year with almost no discussion, so did she expect me to turn into a monk? What would she get up to? Normally it would not have occurred to me to stray; I thought we were happy together, but in the last week had started to question that assumption. As I drove back I considered checking out pubs, looking for singles bars etc, but all seemed a long shot in the time available. Also, I knew I was going to look desperate which wouldn't help. I called into a service area for a break, and seeing a tourist information booth had a brainwave. I asked to see the local yellow pages, looked up "massage", and there, to my surprise, it was. I made the call, which was answered by a sexy, husky voice. I asked if I needed an appointment, but was told, "No, just come when you're ready." The innuendo seemed to confirm that it was the right kind of place. I noted the address, bought a city map, and resumed my journey with new hope and a bulge in my trousers which was there on and off until I hit the city traffic. When I turned into the street where the address given was located I was surprised to find that it was a residential area. There were few people around, just a couple walking their dog, and a guy washing his car. The parlour itself looked like it may have been a shop at one time. The windows were blacked out and carried a logo saying something about relaxation. There was no doubt I was in the right place. Feeling suddenly as nervous as I had been horny a few minutes before I parked and waited until the dog walkers had passed, not really wanting to be seen going in to a massage parlour even though there was no one within fifty miles who knew me. Nothing I could do about the car washer, so I got out, locked the car and walked briskly the hundred yards or so to the door. I rang the bell, feeling very conspicuous while I waited but the door opened within a few seconds and a young woman let me in and greeted me politely. "Hi, how are you today my love?" "Er, good thanks." I recognised her voice from my earlier 'phone call. "Have you visited us before?" "No, I haven't." "Well, a half hour massage is £5. Your masseuse will be down in a moment, and if you are happy with her you pay at the desk here before she takes you upstairs. If you need anything else she will discuss it with you in the treatment room." I was slightly dubious, but what the hell -- if it turned out to be a rip off I'd just chalk it up to experience. It wasn't like I made a habit of it. Just as I'd decided to go for it Charlie came in through the door. To be honest, my first reaction was slight disappointment. She was a good bit older than I had thought, and if I'm honest a fraction heavier. She was somewhere in her late thirties I thought and wore a short sexy dressing gown, loosely tied at the front to reveal stockinged legs and lacy white panties and bra. Her skin was rich, dark chocolate and I guessed she was Caribbean in origin, which was confirmed by her accent when she greeted me. "Hi, I'm Charlie; would you like to come upstairs with me?" It took about two seconds to reprogram my brain from the twenty something blonde stick insect it had, for some reason, presumed I would be meeting into mature exotic beauty mode and I heard myself say, "Yes please!" I paid my £5 with a shaking hand and followed Charlie up the stairs. The view alone was worth £5! Once in the treatment room she asked, "Have you had a massage in a place like this before?" "No." I replied truthfully. "Ok. You've paid for a half hour massage, but most clients like something extra so I'll tell you what I can do and what it costs." She ran through an extensive menu. "I can give you just hand relief, hand relief with face sitting, breast relief, oral with a condom or you can masturbate and cum on my body but not my face." There was more, but I can't remember it all. Each item had a different price. She didn't offer full sex which surprised me a little but didn't worry me as I had already decided to opt for the breast relief. "I'll go for the breast relief please." "Ok, my love, if you'd like to pay me now I'll leave the room for a moment and you can get undressed. There's a towel for you on the bed." I gave her the money, my hands still shaking for some reason and she left the room, closing the door behind her. I undressed, wrapped the small towel around my waist and lay on the bed feeling a bit vulnerable and wondering what on earth I was doing. Charlie soon returned, shut and locked the door, and undressed. As she stepped out of her panties she stretched her hands over her head and asked, "Do you like me?" "Oh, yes." Her breasts were firm and a good size with very dark nipples, her legs long and there was an untrimmed bush where they met. She asked me to turn over saying that she would start with my back, and asking if I would like oil or powder. I went for oil of course, my mind fast forwarding to the finale with my oily cock between those magnificent tits. At this point I was worried. I hadn't been with a woman for nearly three months or masturbated for a week. I was naked in a room with a very sexy lady, also naked, who was shortly going to give me an oily tit wank. I should have got instant wood, but I didn't. Must be nerves, I thought. Charlie started on my neck and shoulders, rubbing and kneading the scented oil into my skin. It felt good and I started to relax as she moved down my back, pressing her thumbs into my spine. She soon reached my buttocks, squeezing them and moving her hands over them in a circular motion. Her thumb slipped into my crack and brushed against my balls, but she moved on to my thighs without lingering. I was feeling much better now, and a pleasant warm sensation spread into my cock. Not a hardon, but it was on the way! Charlie squeezed and rubbed at my thighs for a minute or two, and just as I was about to suggest it, she moved back up to my buttocks, squeezing them and pushing both thumbs into my crack again. She worked closely around my asshole and for a moment I thought she was going to push a thumb in, but instead she slipped her oily hand between my legs and started gently fondling my balls. I spread my legs wider, and she slid her hand under me, squeezing my half hard cock and saying, "Time to turn over I think!" She suggested. I turned, and she wanked softly at my penis, rubbing at one of my nipples with her other hand. "You can touch if you want," She said, still masturbating me slowly. I hefted a weighty breast and gently rolled the nipple between my thumb and finger, then put my hand between her legs, feeling moisture and curly hair. I was fully erect now, and she stroked the upper surface of my cock with her thumb, curling her fingers around my balls. "Are you ready for my boobs now?" She asked. "Yes, I'm ready now." "Ok, we'll do that bit on the floor, up you get honey." She tugged at my cock. I swung my legs off the couch and stood, my cock sticking straight out in front of me. She picked a pillow off the couch and dropped it on the floor. "Lie down there with your head on the pillow and I'll show you how we do this." I did as I was told and she knelt between my legs, her buttocks resting on her heels. "Right, put your legs around me and wriggle up until your bum's on my lap." When I was in position, she tipped some oil between her breasts and spread it around. She rubbed some more oil onto my swollen cock, pulling my foreskin back and rubbing it over my knob with her thumb. When all was slick, she took one of her breasts in each hand and enveloped my cock with them. She squeezed them together and started to move them up and down. The pink head of my cock popped in and out of her chocolate cleavage with each stroke and the sensation was exquisite, warm, soft and slippery, much like a pussy. Charlie was in no hurry, and moved her breasts up and down at a steady pace, saying things like, "Wow, you're very hard now honey, are you enjoying fucking my tits? You can cum on them any time you're ready, just cream when you want to," to encourage me. Charlie carried on like this for a few minutes, and I started to worry that I wasn't going to cum like that and might have to finish by hand, but she carried on patiently and soon the feeling was upon me. As it built up I croaked, "I'm going to cum, here it comes now." "Come on then baby, give me your cream, cum for me now." A dribble of sperm escaped from my knob, and she extended her neck, looking up to the ceiling as I shot. Three of four thick pearly ropes erupted from my cock, splattering up the length of her chest and throat, as far as her chin, followed by some weaker spurts which flopped onto her tits. When I had finished, she let go of her breasts and, squeezing my cock firmly, carefully wanked the last drops out of me while she massaged my balls with her other hand. She leaned back a little, still holding onto my cock. "Wow, you needed that bad! Feeling better now?" "Oh, yes!" There were creamy gobs of semen all over her chest and throat, between her tits and, sexiest of all, a dribble hanging from her chin. I loved the contrast between my creamy white sperm and her dark brown skin. Charlie was completely unfazed by the mess, and kept masturbating me slowly until I began to soften. When I was nearly flaccid she cleaned me up with a wet wipe, and then took care of herself. We got dressed, and I thanked and tipped her. She kissed me goodbye, a peck on the cheek, told me to come again soon, and opened the door for me. I went down the stairs, the receptionist offered me a coffee, which I declined, and left. I walked quickly to my car and drove home feeling good, all the tension having gone out of me. When I got home there was a message on my answering machine. My girlfriend had changed her mind and would be home in eight days, at the end of her three months. She loved and missed me, she said, and didn't want to be away from me for any longer. She had just been flattered by the job offer and got carried away with the whole thing. Oh well!