6 comments/ 40250 views/ 2 favorites Tamara Ch. 01 By: EighteenYearsOld Now that I am eighteen, the sky is the limit. Still a virgin, technically speaking, the world is full of women and I've made my mind up to sample as many as possible. The first problem, naturally enough, is to lose my virginity. Although I've fooled around a bit, like all guys of my age, I still haven't taken that step. Yes, there are plenty of experiences with girls of my age. And I have done just about everything, except full blown sex. My fantasy is for an older woman to take my virginity. I have this thing for older women, you see. And straight away, let me confess I'm a breast man. That doesn't mean they have to be large. I actually love any size. But what really turns me on is to see a woman's cleavage, or the sight of erect nipples pushing against the material of a blouse, T-shirt or bikini top. That definitely guarantees an erection. But that's another story. I get an erection at the drop of a hat. But come to think about it, the sight of a rounded ass is a great turn-on, too. So are sparkly eyes. Or a flat waist. Or a tattoo. Fuck, I guess I'm just a normal, horny teenager. Except, now I'm eighteen. That makes me an adult. And although I need to get fucked, this has to be special. Janice or Vera would fuck me at the drop of a hat. They're both six months older than me, too. But no, I want an older woman. A special older woman. And dare I say, I don't mind if she's attached or not. I'm not looking for marriage. I'm just looking for someone to make me a man. I'm big into seduction, too. The Mrs. Robinson thing. Know what I mean? But I guess that works for most men. I'd love to seduce an older woman. But even at my age, I realise that with my current level of experience, that's a couple of steps too far. But an older woman seducing me? Fuck, yes. That would be a fantasy come true. So let me confess straight away that this story is not true. It's a fantasy -- one of them -- as to how I came to get laid for the first time. I consider myself good with words. All my teachers have told me that. So I hope I can describe this well. Fuck knows, I've read enough stories on here to know how not to do it. But a good number have fired my imagination. This is only chapter one, but I hope it fires yours, too. My parents told me that Tamara and her husband were staying with us for a week or so. I had the usual reaction that occurred whenever I thought about Tamara. She was a hot wife. And that was putting it mildly. I'd seen her around a lot. I'd fantasised about her regularly. Fuck, I'd masturbated over her more times than I could imagine. And now she and her husband were staying with us for the week. My mom told me why. But I still don't have a clue. I wasn't listening. I was thinking about Tamara's body and trying to contain my erection. My introduction to Tamara was embarrassing. At least for me. She seemed amused. I headed for the bathroom, rubbing my early morning hard-on. I had arrived late in last night and had missed their arrival. Forgotten about it in fact. As soon as I pushed open the door, I knew I had made a mistake. Tamara was there, facing the mirror. All she was wearing was a light cream towel. The one with ducks one. I'd always thought that was a girly towel. Now I thought it was the best looking towel I'd ever seen. It ended just below her bottom. Her arms were raised and she was just finishing putting on makeup. It seemed she was ignoring me, so I took the opportunity to spend longer than I would otherwise have done to ogle her body. Fuck, she was hot. I licked my lips. I rubbed my hard-on. Then I suddenly realised she was watching my every move through the reflection in the mirror. Oh, God! She acted with class. "Hi! I'm not in your way, am I?" she asked. "Uh... uh... uh... No...!" I stammered, removing my hand from my cock. "You must be Tommy," she added, applying lipstick to her lips. Don't women know how sexy it is when they put lipstick on? "I'm Tamara," she eventually said, kissing her lips in the way that women do. I shook her hand and then backed out. Here I was, face to face with my wet dream. And I had acted like an eighteen year old kid. The only excuse I had was that I was an eighteen year old kid. For the next couple of days, I was shy with Tamara. But shyness was not one of her attributes. If I didn't know better, I'd have thought she was flirting with me at every opportunity. This basically meant, among other things, that I had a permanent erection. And I mean permanent. When I was in her company, I had a hard-on. When I wasn't, I thought of her, with the inevitable consequence. But the flirting she did was tame compared to our next encounter. * I arrived home one afternoon and made my way upstairs to my bedroom. The house was empty, or so I thought. I glanced in the spare bedroom on my way past. Tamara stood there. In her underwear. A matching black bra and thong. Fuuuuuuuuck! "Hi honey," she greeted me. She didn't bash an eyelid. I'm not sure what I mumbled. "Can I ask you something," she said. "Sure..." My heart was beating and the more I tried to take my eyes from her tits, the more I failed. She picked up a skirt and bent forward as she put it on. Her tits fell forward in her bra, spilling over the top. It was the most erotic sight of my young life. She watched my reaction as she deliberately took her time, finally straightening up what seemed some hours later. "Are you okay with me being here?" she asked. "Of course," I blurted. She picked up the t-shirt from the bed. "You just seem a little nervous around me." Somehow I built up some confidence from somewhere. "Well, there's a reason for that," I nervously said. At eighteen it's not easy to be cool. "Which is?" My mouth was dry. My body was trembling. But I took the plunge. "Because you're the hottest woman I've ever seen." I must have blushed terribly. I waited for the rebuke. It didn't come. Instead, her eyes sparkled. "Why thank you, honey. That's the nicest compliment I think I've ever had." I grinned. No doubt, a stupid, adolescent grin. I couldn't think of anything else to say. Or anywhere else to look other than at her cleavage. "You know what," she said, "I hate wearing a bra under t-shirts. Much sexier without one, don't you think?" I would have agreed had my mouth not dropped open. I caught the t-shirt when she threw it to me. Then, not more than four feet away, my wet dream unfastened the front of her black bra and pulled it off her body. My jeans tented as her peach-like breasts bounced free, her dark nipples erect and very, very hypnotic. Her hands went to her hips and she stared at me. I stared back. She smiled. I smiled back. She arched her back slightly. My tent got bigger. "Well?" she asked. "They're fantastic," I stuttered. "Absolutely fantastic. I don't think I've seen anything as beautiful in my life!" Tamara gave a soft smile. "Well, Thomas, I really appreciate the compliment. But I wasn't asking what you thought. I was expecting you to return my t-shirt." * It seemed that Tamara was visiting some girlfriends of hers. I had tea with my parents and her husband, John. My parents were going to a golf club meeting and just when I wondered how I could spend the evening making conversation, he announced that he was going to meet some guys he knew. That was quite a relief and I ended up having the house to myself. When it got to ten, I decided on a shower. That way, I could easily jerk myself off whilst thinking of Tamara. I think I was halfway through that fantasy when the bathroom door opened. We looked at each other through the glass shower cubicle. She was naked. Fuuuuuuuuuuck! I waited for her to apologise and leave. She didn't. She shut the door behind her. "Want some company?" she asked. I was speechless. She was teasing. Wasn't she? When she opened the door and slipped in beside me, I knew she wasn't. Fuuuuuuuuuuuuck! My hand was still on my soapy, hard penis and when I let it go, it bounced. "Won't be long," she purred. "It's cold out there. I've got goosebumps." I stared at her naked breasts, watching the water run down her tits, over her nipples, down her stomach and between my legs. My eyes must have been out on stalks. "John and I shower together regularly," she said, grabbing the soap as if this was the most natural thing in the world. I backed away slightly so that she could stand right in the middle of the shower, so that the water hit her comfortably. She lathered her breasts and stomach, smiling sweetly at me. Then her eyes dropped to my cock. "Did I... interrupt something?" she asked, with a delicious giggle. "Don't worry, I masturbate in the shower sometimes, too." My face felt as if it was a beetroot colour. She just grinned and handed me the soap. "Want to do my back?" It was more of an instruction than a question. Her fingers lightly brushed against my hard-on as she passed the soap to me. I'm sure my cock twitched. In fact, I fucking know it did. I stood there goofily for a few seconds after you turned your back to me. Then, awakening from the trance, I lathered up my hands and began rubbing the soap into her shoulders and upper-back. Fuuuuuuuuuck! Tamara purred, literally purred, as I soaped her. "That feels great, keep going," she said. I soaped down to her mid-back, staying mostly in the middle in case my hands strayed somewhere that he shouldn't. I wanted to wrap them around her tits, wondered what her reaction would have been had I done that. But I didn't. "You have great hands, Thomas." When she spoke, she stepped back. My hard-on pressed against her ass. My soapy hands instinctively dropped to her hips. The feeling of her ass against my cock was sensational, especially as she alternated pressing back and then moving away. It was almost as if she was masturbating me with her ass. Then she turned around and slipped her hands onto my shoulders. Her breasts pressed into my chest. Her nipples pressed into mine. Fuuuuuuuuck! "Just wash the soap off my back, Thomas," she whispered. My cock pressed against her belly and I could feel her grinding against it as I dropped the soap into the tray and attempted to clear the soap suds from her skin. She was pressing her mound against me and I could feel my sap rising. "You ever fucked a woman before?" she asked innocently. I didn't think it was possible for my cock to harden but it did. I whimpered as I shook my head. "Interesting," Tamara said, her eyes remaining fixed on mine. She pressed harder against me and I knew the outcome was inevitable. So did she, it seemed. I must have been ten seconds away when she pulled back. I groaned with frustration. "That was great, honey," she whispered. Then her hand went to my cock and stroked it a couple of times. Oh fuck! "I guess you'll want to finish yourself off now?" Within thirty seconds of her leaving the shower, I did. Tamara Ch. 02 Two days later and I found myself alone with Tamara again. Or at least, alone in my room. My parents and Tamara's husband were downstairs. I'd been for a game of tennis and was aching all over. After my shower, I complained of soreness. Tamara's husband said that she should give me a massage. "She's pretty good at those," he suggested, with a grin. The blush probably spread across my face. But Tamara grinned at me, raising an eyebrow. "Your call, big boy," she teased. I shook my head. 'That's ok,' I bashfully stammered. Tamara stood up. "C'mon, Thomas. There aren't many guys who refuse one of my massages." I followed her upstairs. "Lie down in your room," she said. "I'll get some oil." I lay on my bed, wondering what lay in store. I already had an erection, just at the thought of this gorgeous woman's hands on my body. The shower scene stayed vividly in my mind and the memory of that, and my violent orgasm afterwards, stayed with me. Fuck, I had just turned eighteen years old, after all. Tamara returned and shut the bedroom door behind her. It closed with a soft click. "What are you doing?" she asked. I turned my head to stare at her. She'd told me to lie here. Just as I was about to sit up, she spoke again. "Take off your clothes!" "Sorry, what?" I responded. I definitely wasn't expecting that suggestion. "I'm gonna give you a massage! Strip to your boxers!" she said. I blushed again. Fuck! Before I could respond, she began to tug my shirt out of the back of my jeans. "Okay, okay," I mumbled. Slowly, I undressed, keeping my face away from her so that she couldn't see how much I was blushing. I slid my shirt away, pulled off my stocks and then unfastened my black jeans. God, if I turned around, she would see my hard-on. I flopped down onto the bed to hide my reaction. "You ready?" she asked. I nodded and turned my head to give what I hoped was a confident smile. My jaw dropped open. Tamara had also stripped. Down to her panties and bra. She saw my face. "Don't want me to get any oil on my clothes, do you?" Her underwear was incredibly sexy. A white bra with her breasts spilling over the top. And just a matching, lacy thong. My cock hardened, if such a thing was possible. When she sat on my ass, straddling me with one leg to each side, I felt a surge of adrenalin in my groin. Fuuuuck. I closed my eyes, attempting to wipe out any images of anything that might arouse me further. It wasn't easy. When she began rubbing my neck and shoulders, I felt I was in heaven. She was good, I realised, and after a little I actually managed to relax a bit. We didn't talk, she just quietly hummed to herself as she worked my lower back. Then she skipped down to my calves, and as she worked up to my thighs, I began to squirm again. My breathing was heavy and when she slid her hands under my boxers to rub my ass, I nearly came. Fuck, Tamara! My cock was aching with arousal, and then I heard the words I feared more than any other. "Okay, turn over!" I felt a sudden panic. I decided there was no way I was going to turn, but then her pushing fingers under my shoulder left me no choice. She eased her body up just sufficiently to let me roll him onto my back, before she sat back down again. Her sensational body straddled me just above my waist. I was helpless. Tamara went back to her little hum and began working the front of my shoulders and chest. I stared at her mostly-nude form as she worked away. I actually twitched when she worked into my stomach. Fuck, Tamara! I had a serious hard-on but fortunately it was hidden behind her. But not for long. She eased up and sat beside me, at the bottom of the bed. There was no hiding my eighteen year old bulge, but she made no comment. She simply began to work on my ankles before moving back up my legs as she'd done when I lay on my stomach. I closed my eyes, partly imaging what I'd like her to do, but more trying to picture some tranquil scene in order to control my throbbing embarrassment. She knew what she was doing, realised the effect of her teasing. Her hands oiled up to my thighs and as she got closer to my standing-to-attention cock, the more I throbbed with anticipation. "That looks uncomfortable," I hear her say. My eyes popped open. She couldn't mean what I thought she meant. But she did. Her eyes were staring at my bulge and my cock gave another twitch as she deftly undid the little button in the front of my boxers. I was completely petrified. My erection sprung out effortlessly, freed from its confines. It pulsed in the cool air. "That's better!" she proudly announced. Then to my surprise, she ignored it and began rubbing her fingers back into my thighs, working under the legs of my boxers. I took a huge breath and closed my eyes again. My entire concentration was focused on stopping myself from cumming. "Do you have a girlfriend, Thomas," she asked. I nodded. I did, and if Katy found out about this, I'd be dead. "Does she take good care of you?" Fuck, what kind of question was that? She didn't wait for an answer. "Doesn't she ever take care of this problem?" "Uhm... Well..." I sighed. What could I say? Tell her that she blew me regularly? She began to rub around the base of my cock. Oh fuck. "Is it like this because of me?" she teasingly asked. I managed to open my eyes and stared at her. "Well, I've never had a massage before..." I stammered. Tamara kept up the pressure. "Do you like my masseuse's outfit?" She arched her back so that her breasts pushed out further. I was sure they were going to spill over her bra. She gave a little grin. "I can see from your face that you do!" "What if your husband comes up?" I gasped. Tamara smiled. "What? With football on the TV? No, Thomas, it's just you and I for a while..." "Tamara..." I gasped. "What, honey?" I wanted to tell her to take hold of my cock. But I would never dare. She watched my eyes drop to my erection and her working hands around the base. "Thomas!" she exclaimed in mock horror. "I do believe I know what you are thinking..." She took my hands and placed them on my thighs, close to hers. And close to my throbbing cock. Oh fuck! "Is this.. because of me?" she asked. She knew the fucking answer, but I just nodded. "That's quite a compliment," she said. "Thank you?" Her sweet smile seemed natural and I grinned at pleasing her. "But I think you should take care of it..." "Take care of it..." I meekly said. "Yes, you know, like you did in the shower after I'd gone." Stupidly, I wondered how she'd known. She guided my right hand around my cock. Her soft fingers were still touching mine and she gently guided me to start stroking. I was like a rabbit caught in headlights. I gulped hard, my eyes shooting to her breasts, stomach, to her hands on mine. My body was trembling from nerves and excitement and I continued to gingerly stroke myself when she slid her fingers away. She leaned back a little bit, stretching out her body and I knew she was making a kind of casual pose for me. "Do you do this when thinking of me?" she asked. Fuck, yes, I thought. Instead, I just nodded. "You masturbate when you think of me?" I nodded again. "Do you think of my naked tits?" My erection grew. How was that possible? Tamara laughed. "That's all I need to know," she said, looking at John Thomas. She cupped her breasts in the bra. When her hands went to the catch, I realised it was front fastening. She unclipped it and let it drop to the bed. Her tits sprung free. They were sensational. As she ran her hands over them , my fingers speeded up on my cock. "This what you fantasise about?" she asked. I nodded, my eyes drawn to her fingers as they pulled on her nipples. "Is that how you masturbate?" she sweetly asked, breathing out sexily,. I nodded. She did, too. "I like it, Thomas... it's so sexy." Fuck. This goddess thought I was sexy!! That took me to the edge. "Tamara..." I said. "Yes, honey?" her voice was innocent. "Tamara..." my voice was louder, more urgent. "Yes, honey," she repeated, raising an eyebrow. I started to slow down before I embarrassed myself further. She wasn't having any of it! "Keep going, Thomas," she encouraged. "Cum for me..." My eyes shot wide open. My Goddess wanted to see me cum. "That's it baby," she said, her voice a hoarse whisper. "Cum for Tamara..." My hand sped up. Her eyes widened, excitement bursting from them. They were trained on my cock. "Cum, honey! Cum for Tamara..." I did. The first shot hit her on the neck, and the next two on her breasts. Those beautiful breasts. The sight of my seed on her was the most erotic thing I'd seen. Further bursts hit her legs and her eyes gleamed with each shot. "Geez ...Tamara.... I'm- ah fuck, I'm sorry..." "No, no, no! You're a good boy," she groaned. "Such a good boy..." Tamara Ch. 03 Tamara had me so horny. And she knew it. She took every opportunity to tease me, all the way through the rest of that night and the following way. Even worse, over dinner, her husband announced that they would be leaving first thing in the morning. I was devastated. My wet dream was leaving and with everyone staying at home for the rest of that evening, there would be no further chances for us to be alone. When my parents went to bed each night, that was usually a sign for Tamara and her husband to retire, as well. Me, too, for that matter. But on this occasion, Tamara told them she wanted to watch the end of a film. They wished her goodnight and she snuggled back down on the couch with her husband. But as I stood up and walked to the kitchen for my usual glass of water, I found she had followed me there. 'Going to bed now, Thomas?' she asked. Her voice was sultry and as usual, my cock began to respond. I nodded, as usual, a rabbit caught in her headlights. She held up her finger, displaying her wedding ring. 'I'm married,' she purred. Hmm... more teasing, I wondered? 'Otherwise, I'd fuck you in a second. You are such a sweetie.' I simply nodded. I'd stopped listening when she said 'Otherwise...'. 'But tell you what, baby,' she continued. 'When your parents bedroom light goes off,' she whispered. 'Come to the top of the stairs. Okay?' With that, she leant in close, stroked my cock just enough to get my full attention. With a soft laugh, she turned around and returned to the couch. * It didn't take too long before I saw the light extinguish above the clear pane of glass above my bedroom door. My heart was beating fast at what Tamara might have in store. Slowly, I edged my bedroom door gently open. My shadow preceded me as I crept, inch by inch, to the top of the stairs. That position gave me a superb view of the couch in the living room. And fuck, Tamara was already in action! She sat on her knees, next to her husband, one arm resting on the back of the couch, the other stroking his cock. His jeans were around his knees and he was groaning loudly, too loudly. Tamara seemed amused at his state of excitement and slowed down before quickening her pace again. Each time, he moaned louder, and eventually she had to tell him to quieten down or they'd be discovered. I was transfixed, but when my eyes found her face, I realised she was glancing up at me. I could see them clearly in the soft light below me. What I hadn't appreciated was that, even in the pale grey of the dark at the top of the stairs, she knew I was there. Could see my shadow. Eventually her eyes adjusted so that her view was clearer. She found and held my gaze. Then she smiled. A slow, calculating smile. I heard her ask. "Mmm, do you like this?" Fuck, was she asking me? My heart leapt in my throat, but it was her husband who answered. "Uh- yeah babe." I watched, unable to move, as her hand changed to a much slower rhythm. Her husband groaned. "What's the matter?" she tantalisingly asked. "I thought you liked long, slow strokes..." Although she was speaking to her husband, her eyes were fixed on my face. "Maybe this'll help..." she whispered, to me. She leaned back and pulled up her t-shirt, wrenching it over her head and throwing it behind her. It floated to the floor. My eyes feasted on her bouncing, naked breasts. They thrust sensuously upwards as if defying gravity. Fuck! She held the pose, allowing me to fill my eyes until, with her breasts bouncing, she went back to working on her husband's cock. "Like my tits, baby?" she asked in a sweet voice. She wasn't directing the comment at her husband. Each time she took him close to orgasm, she teasingly backed off. There was no doubt in my mind; she was putting on a show for me. 'Ready for me, baby?' she asked. She stood up, facing the stairs, and I watched as she sensuously pulled down her skimpy panties from underneath her pleated, short, grey skirt She stood with her legs apart and ran her hands up her thighs, pulling the skirt up to expose herself to my gaze. After the shower, it wasn't the first time I'd seen her body, but the situation definitely made it the most erotic. She let the skirt drop back down and then cupped her full breasts, playing with her nipples as she looked up at me. She could see I was now stroking my freed cock. Looking at her, wearing only that pleated skirt, it was all I could do to prevent myself from cumming there and then. I had to ease off my firm strokes, allow my libido time to recover. Then she edged back to her husband and began to straddle his body, reverse cowgirl style. This couldn't be happening! She was going to fuck him! With me watching! She put one hand on the couch behind his shoulder to balance herself. Her other hand dropped between her legs. I knew she was guiding him into her. Fuck! Her husband let out a low growl. So did I. I began to stroke myself harder, watching as Tamara began to fuck him, finding a steady rhythm. She put her other hand on the bottom of the couch, using them both to help her steer her movements on top of her husband. She was fucking him on my parents couch! Her face alternated between occasional smiles at her husband, and closing her eyes in pleasure. But more often, she stared directly into my eyes with a look of raw lust. For a moment, she held a hand up, showing me her wedding ring again. "I really like that you stroke yourself thinking about me..." Her voice was low, sultry. Her husband grunted a confused, "Huh?" "You think about me, don't you?" Tamara said again. Her husband nodded, unaware she was talking to me. "Uh- yeah... of-of course..." "I think that's so hot... I like to imagine you masturbating to thoughts of me... It just turns me on so much to know you can't help it... that you always touch yourself thinking about me..." I watched her naked body undulating on her husband as she spoke. Her eyes were burning into my soul. "I- I love being able to see your cock," she breathed. I followed her meaning. I took a step forward so Tamara could see me more clearly. My hard-on was in plain view. She seemed to tremble a little at the sight, temporarily breaking her fucking movements before quickening them. "Mmm this is so hot... I want... I want you to cum for me..." she purred. "Don't worry baby, I will," her husband replied. But she wasn't talking to him. "Cum on, baby! Cum for Tamara." She was staring straight at my cock, watching me pump myself. I stroked harder, holding the base as I worked myself towards the point of no return. Tamara and I both knew I couldn't last much longer. Neither could her husband. She was fucking him like a dervish now! "Yeah! Do it, cum for me, baby!" she pleaded. Her husband mumbled he was nearly there. So was I. The thought of Tamara being desperate to see me explode was just too fucking hot. I felt the familiar floating sensation rush through my entire body, telling me that my orgasm was inevitable. Oh fuck! The familiar, amazing rush began up my thighs, down my stomach, and between my legs. The first huge stream spurt out of me, onto my parents' carpet. I didn't care. With one hand still pulling furiously at the base, I cupped the other out in front of me, attempting to catch the ropes of cum shooting from my pulsating cock. It was useless, they leapt so high. And then when I slowed, there was still so much that I couldn't catch it all. The sight seemed to do the trick for Tamara too. She cried out, her entire body beginning to shake. She threw her head back, trying to muffle her cries. My climax was beginning to subside as her's overtook her... but watching her cum was so erotic that another charge surged through me. My eyes widened in surprise. This had never happened to me! Tamara's influence was so fucking powerful! A fresh surge of animal heat shot through me and came again, helpless to stop myself. My knees actually buckled a little bit and I had to lean against the top of the stairs to keep myself upright. When I looked back at Tamara, she was staring at me, wide eyed. 'Wow,' she groaned. I made it back to my bedroom just before her husband shot his load. That was the last connection that Tamara and I ever made. But Nancy... that was a different matter...