10 comments/ 183014 views/ 35 favorites Jesse's Date By: jack30341 Last weekend, I went to visit Jesse at college. Jesse is my husband's son from my husband's previous marriage. Unfortunately, Jesse's father and I are divorcing after seven years of marriage. It's very amicable, and it's almost like there's less stress with everyone recognizing that his father and I are splitting up. Jesse's father is very independent, just like Jesse actually. In hindsight, it was only a matter of time, I guess. Jesse's father loves me, but he's bored easily. He didn't like a routine domestic home life, choosing instead to travel and be as socially active as he could. My job doesn't let me just pick-up and go, so there turned out to be more and more separation between us. Jesse was fifteen when I married his father, making him twenty-two now. I was thirty-four when I married his father, so it seemed a little weird to have suddenly had a teeneage son, but we have always gotten along well. Jesse is still really close to his mom, and I would have never thought of myself as a replacement for her. It was more like we were as much friends as anything else, and I always tried to have it so that he could talk to me about anything when he needed to. It was this closeness that prompted my going to see him last weekend. I was to help him get his new apartment settled, and he was getting over his recent break-up with his girlfriend. As soon as they had gotten back to classes, she'd let him know she'd started back to dating her high school sweetheart. He was pretty let down. I talked and talked to him, trying to be supportive. I reminded him how he'd thought about wanting to be more independent and more carefree his senior year in college anyway. This was working out I told him. He should enjoy himself. I made it a point to be supportive for his confidence, too. Jesse is ruggedly handsome like his dad. His dad is tall and athletic at six feet, and about 210 pounds. Jesse is actually 6'2", and probably 190 pounds, working-out regularly including swimming. With as much working-out as he did, he also watched what he ate, keeping his body fat well-contained. The week before I came over to his college I sressed this to him in a phone call with him. "Jesse, just play the field. You're a good-looking guy. You're in good shape. Remember that any of those girls would be lucky to have you." "Are you serious?" He chuckled in a way I hadn't heard alot from him. "Yeah, sure I am." I reassured him. "You're a good-looking man. Remember that." "Thanks, Anne." His voice sounded a little lower and relaxed, and I took this as appreciation. Here is where I should mention that I should have been smarter. I've taken good care of myself, and I'm well aware that he probably really paid attention to what I said. I'm 5'5", and I'm about 120 pounds, being in good shape myself. I probably have been described by some as a sort of trophy wife, with my blonde hair and blue eyes. I have chosen to take it that Jesse listened to me, not just as his stepmom, but as a woman with good standards and experience about her. Friday rolled around, and I drove to his college town for my visit. He was in a cool apartment, and we spent Friday afternoon and part of the evening arranging things and getting him settled. I met his roommate who was very polite, and they made sure I was comfortable and had what I needed in the small guest room that I was staying in. Friday night I went with Jesse to a local bar where there was sports on television and good music from a deejay. We had drinks and laughed, and I was really relaxing and having a good time. It felt somewhat like I was back in college myself, drinking and hanging-out. Jesse was completely at ease with me, which I was glad about. It could have been a little less relaxed because of my getting divorced from his father, but none of that ever came up. I was glad for that. I liked not having to think about it or even talk about it. After several beers, I noticed Jesse's demeanor suddenly change. He noticed people from school come in that put him on his guard. When I asked him about it, he let me know that the group included his ex. "Hey," I turned his face to mine to make sure he listened. "Don't even worry about it. Don't let it ruin your night, you know?" He gave me a half-grin. "Yeah, you're right. Who cares, right?" "Right!" I smiled at him. Between the beers and the music, I must've been in some kind of mood, because it struck me how handsome he looked right then. "Hey, do me a favor though," he asked. "Yeah? What's that?" "If they come over, you're Anne a friend from home, and not my stepmom. Okay?" I couldn't help a big grin at him. "Sure, okay." A great dance song started, and Jesse grabbed me by the hand. Leading me to the dance floor, he said to me, "C'mon Anne from home, let's have fun." I loved that attitude. We danced and laughed at our little front we were putting on. He now seemed to make more contact with me than before, I realized. He took my hand a couple of times. He put a hand to my back now and then. It was clear to me he was wanting to have the ex see we were together. I didn't flinch one bit, completely at ease with his small gestures. We had danced to a couple of songs already, when a slow song came on. Without really thinking about it, I made my way to leave the dance floor. Jesse grabbed my hand, and in a quick moment I found myself being pulled back to the dance floor. Jesse was looking in the direction of his ex, as he pulled me to him. He probably didn't mean to, but he brought me up close to him to where we were pressed together at the front, as we started our swaying to the music. It must have startled him some, because he immediately looked down to my face once we were dancing and I hadn't moved away. "Thanks for being such a good sport and all," he said to me genuinely. He was looking at me, and it struck me that he wasn't putting his attention back to the others. His eyes stayed fixed on mine. With the closeness of us and his gaze, I felt myself swoon a little, much to my surprise. "Sure, Jesse." I said back. "No problem at all." We went back to dancing and his face was next to my ear, as he spoke again. "You look really great tonight." He probably couldn't tell it, but I blushed a little. "Thanks." I replied. As the song was starting to wind down, I noticed he was slowing our dance to an end. As we started to part, I felt him bring his face to mine. I looked at him, and he surprised me with a kiss directly on my lips. Startled, I kept in mind that Jesse was trying to keep up our scene as friends. His kiss lingered a little before he pulled back, and I felt a warmth. His face left mine, and I couldn't help but look up at him. The kiss had been sweet and tender. His face was looking back to mine, when I felt his hand cup my cheek. After a brief moment, he brought his lips back to my mouth. He kissed me fully, and at first I just froze. His lips moved against mine, and I felt almost dizzy. Instinctively, my lips felt him and they puckered, joined with his. Jesse's head tilted slightly and I felt his lips work mine open. Jesse went from a full kiss to a deep kiss, his tongue exploring my mouth as I sighed back into his. I didn't move away from him, and against all better judgment I felt myself just reflexively suck on his tongue and lips. I became focused on just how soft his lips felt and how his tongue moved in my mouth. As quickly as he had kissed me, it abruptly ended. Jesse took my hand and was leading me off the dance floor. I was glad because I was in a daze. The rational part of me was saying he was putting on a front for his ex to see. The woman in me was reeling from a passionate kiss from this much younger man. I held his hand as he moved us back to our table. We got back to the table without anything being said, and the server came to us. Jesse asked to pay our check. I looked to him and excused myself to go to the restroom. He just smiled and nodded. I spent extra time in the ladies' room, looking at my reflection in the mirror. I put on lipstick and I tried to ignore an excitement about me. I downplayed what had just happened as Jesse just acting convincingly. I decided I was not going to make any big deal about it. Jesse and I were walking out of the bar, and he was again holding my hand as we left not far from them. I grasped his hand back. It felt weird to be seeming as his date, but that was just what it was. We were quiet as we got in the car. Jesse looked to me before starting the car. "Thanks again for being cool back there." He said it matter of factly. "Oh yeah, sure." As matter of factly as he had been, I thought I spoke awkwardly. My words were saying no big deal, but my voice was shaky. He just grinned and we left. He made small talk as we drove back to his apartment, but I probably seemed distant. Several thoughts ran through my head. I hadn't been kissed like that in a long time. Jesse was a good, sensual kisser, I had to admit. And, as much as I chastised myself for it, part of me worried what he was thinking of how I had reacted. By the time we were back inside the apartment, I had figured out that I would get on to bed and let myself sort it all out before I drifted to sleep, or even better, I would sleep on it and figure it out in the morning. I told Jesse good night, and I went the direction of the guest room. "Want to have a night cap?" He asked me. Over my shoulder, I smiled to him. "I better turn on in." I had gotten ready for bed but had not turned off the lights, when a soft knock on the bedroom door came. I froze for a second. I had on a tee and panties, which was what I had planned on sleeping in. I went to the door and opened it, but stayed looking around from behind it. Jesse was standing at the door, and I paused. I first looked up at his smiling face, but it was impossible not to then notice his bare chest and abdomen. There's no other way to say it, except to say he looked chiseled, with well-defined abs. Patches of dark hair were at his chest and where his stomach went to his jeans, but you couldn't really call him hairy. He was still wearing his jeans, but his bare large feet completed the scene. I immediately knew I must've just surveyed him from head to toe. I anticipated Jesse was going to make some kind of small talk or say he was checking on me. He didn't say anything though. He didn't even try to. He reached his right hand to my wrist, and gently took my hand from where I was holding the door. "Were you coming to check on me?" I asked him meekly, sounding myself like the one trying for small talk. He didn't answer me. He just held my look and led my wrist closer to him. It brought me around the door. I stepped to in front of him, and I immediately thought of how imposing he was standing over me. I was standing there, feeling very self-conscious. My white thin t-shirt had to have been revealing my erect nipples poking forward. I couldn't even think about my thin, white silk panties, just barely covered by my tee. I should not have been standing in front of him this way. His right hand left my wrist, and he brought both hands to hold my face. I trembled as his face closed the distance. "Jesse," I managed to say his name before his lips joined with mine. He kissed me fully like before, and I kissed back. I felt how soft his lips were on mine again, and I thought of how I could stop this before it went too far. His mouth opened, parting mine to receive his tongue again. This time he started gently, but it was as if an urgency was there. His mouth, lips and tongue were covering mine and he passionately held me. My hands went around his shoulders, and I felt the smooth, warm bare skin of him. I found myself rubbing my hands back and forth over him, sensing his firm muscled flesh as he continued to kiss me deeply. I hadn't kissed like this in forever, I thought. My mouth opened wider for his, and I felt his hand drift to my buttocks. I tensed, and he brought me firmly to press my front to his. At once, I felt off balance, but it didn't matter as he was literally holding me up to him. My chest flattened to his, and the tee did nothing to hide how my breasts were free underneath. One hand squeezed at my ass, and the other sank into my hair and worked my head to where my mouth was where he wanted. My hands clutched to his shoulders, and one hand betrayed me by going into his hair. We moved frantically against each other. In an instant, his face left mine. It was so abrupt and unexpected that my head just tilted back, my mouth agape. I felt my tee pulled up, and then his mouth was on my breast. His lips sucked my left nipple into his mouth, and I felt his tongue flick at me. My hand gripped his hair, and I felt myself react between my legs. I heard myself panting, and I told myself not to let him take my panties off. As long as I kept my panties on, I was okay. I relied on this thought even as he sucked and licked at my nipple amd my will power ebbed. I knew I was very wet. Jesse eased me to the bed, and it was like a flurry of things happened. The front door of the apartment was opened and closed, meaning the roommate was home. Jesse was up to close my bedroom door and back over me in a flash. He kissed me again, and at once I was reminded of how much bigger than me he was. As he kissed me, I felt a free hand of his go to my panties. I broke our kiss, and I put my hand to his there. My message was silent but unmistakeable. I had stopped him. We paused and we were both panting now. He stood up in front of me. I watched in amazement, and he undid his jeans. He unzipped them, while he looked directly at me. I looked to his eyes, but I looked right back to his jeans. His hands were tugging them down his legs, and I found myself surprised. I don't know what I expected in terms of underwear, but I didn't expect boxer-briefs. I was mesmerized as I watched his underwear as he pulled the jeans on off. The white cotton hid nothing. A large bulge protruded forward, and I heard myself gasp. I stared openly at him, and he stood there in front of me. His chest moved up and down as he caught his breath. I was laying in front of him and I didn't remember how I became propped on my elbows, looking at him there in front of me. Movement slowed down greatly, as Jesse's hands now seemed to go very slowly. He hooked his thumbs into the waistband of the underwear, and he stopped. I looked up at his face, and I became acutely aware that he had stopped just to make me look up at him. It was his way of making us both aware of how I was watching him. My eyes noticed movement again, and my attention went back to his crotch. The hands worked the underwear over his hips and down his legs. Black, closely curled pubic hair appeared at the base of him. The waistband worked down the shaft of him just as deliberately as the underwear was going down his legs. I sighed uncontrollably as I watched the thick, engorged shaft of him reveal itself. Finally, the underwear came off him, and his manhood jutted forward free. He was erect, but with his size it wasn't tilted up. It was pointed toward me. His head was large and defined. When I looked back to him, he was looking at me taking in my response. He moved back over me, and I was very aware of every place he touched me. His hand went into my hair, as he started back kissing me. My mouth was open to him, but it was like I was still frozen. He rested on an elbow, and I felt his free hand take my own. I felt him bring my hand to between his legs, and I wrapped my hand where I could to his shaft. I grunted into Jesse's mouth where he was kissing me. More thoughts sped forth, and I felt myself dampen more. This was Jesse, my stepson. I was still married to his father, after all. He was nude and on top of me. I had him in my hand. Worse yet, I quickly reminded myself it had been months since intercourse. Even worse, I admitted to myself that I had never made love to a man this well-endowed. Jesse heard a cry come from me, and he stopped kissing me. He eased himself back and looked into my eyes. I trembled more, as I stared right back into his eyes. He kept looking at me, but he brought his hands to my panties. My shirt had ridden up, and he could have looked down to see my silk covered mound exposed. Instead, he kept looking into my eyes. He watched my eyes squench and unsquench, as his fingers went inside the back of my panties. This was the part where I was to tell him no. This was my boundary line, where I could put a stop to an exciting but a crazy episode with my stepson. Jesse saw the resigned look on my face as I felt him slide the panties downward. They swiftly came down my legs as Jesse wasted no time. I felt relieved when he didn't let his eyes leave mine, even though he could've looked down at my now nude sex before him. A small trimmed trail of brownish blonde pubic hair was exposed and open, and I let myself remember there'd only been one man in the past seven years who had seen me there. He positioned himself between my legs. "Hey, hey," I said quickly as he got between my legs. "Yeah?" He worriedly responded, probably wondering if I was going to finally stop him. My arms went up and around on his shoulders, and my hands went to both sides of his face to hold him facing me. "Um, it's been a long time okay?" I sounded almost like I was pleading. He gave a quick nod. "Oh, yeah. Okay." Reassuringly, he dropped his mouth back to mine, and the sweet kiss was there. My legs splayed obscenely open, and with a smoothness I didn't really like, Jesse brought his arms back behind my legs. His face came up from our kiss, and I kept holding his face to look at him and he at me. Jesse had a hand disappear between us, and at the same time, he moved just a bit forward. His moving forward had the effect of bringing my legs higher. Suddenly, I was very aware of how my legs were pointed straight up and my butt was no longer resting on the bed. I felt ridiculously exposed. I couldn't believe I was about to cheat on my husband. Jesse brought the head of himself through my lips, and I moaned to Jesse's face. He rubbed his head through my opening, and he was coating himself with my juices. He seemed to look closer into my eyes and I knew he was about to enter me. His fist held himself, and he eased forard into me. Jesse's eyes kept on mine, but my mouth opened wide, as he pushed his thick cock straight into me. I cried out. Waves of pleasure washed over me, and he lodged where my lips clung to him. I didn't care---couldn't care---about his roommate or anyone else who had heard me. Another cry came when he pulled just some and then slid further. The only thing I could compare it to was when I was first taken when I was seventeen. Jesse waited briefly, and then started backward. This time I tried to tilt myself higher and felt myself relax into him as he plunged, parting me. His face still watched mine, but I knew I must've looked pained or stricken. I didn't say anything but I brought my hips up in an effort to accept him. With that, Jesse started rocking back and forth in me, and it was like he was touching every nerve inside me. It was like he was overwhelming me. I heard myself emitting a low moaning sound that clearly others could hear. Jesse rocked at me and I did back to him. When a steady pace was going, I sensed Jesse make one pull backward that was different. Then, when he came forward, he fucked much further than he had before and I felt a flash of pleasure and pain. I screamed out and orgasmed harder than I had ever done before. My legs stayed outward, and Jesse was now pounding into me. I moved my hips to him, but I wasn't keeping up at all. Jesse was just fucking me hard on his own. He was making me take him how he wanted to take me. I felt his cock hard and full as it pistoned in and out of me. He was grunting himself, and I was completely open to him. Jesse's Date Ch. 01 During the night, I awoke panicky. I was mortified at what I had let happen. Gently and as sweetly as I could, I woke Jesse up and got him to go to his own room. I needed the space and time alone to sort through what had happened. Luckily, his roommate was up and out the door early the next morning. It was awkward at first when I was around Jesse, but I just gently explained how wrong it'd been. He seemed to get it when I mentioned how very hurtful the news of this could be, if others learned. He went along with me, and he acted like he understood, which I was so very glad for. I asked him if we could still be close. I was so happily surprised when he looked both relieved and excited at the thought of it. He said that we could certainly still be friends. We hugged as friends and decided we'd just enjoy the day. We laughed and talked easily. We ate brunch at one of his favorite places. We decided at brunch that we both needed a good work-out, so after brunch and some walking around we went back to his place and got our work-out stuff. He was such a cool work-out partner to let me just have my space and do what I wanted to do. We met back up after the work-out and a good shower. Once we were back in the car, my cell phone started going off. Of course, it was my husband. Like some sixth sense, he had a knack for calling and getting my attention at the very times I probably didn't need it. I talked with him a good while, and I think Jesse and I both felt even more resolved about how wrong last night had been when I got off the phone. "How was he doing?" Jesse asked, a distinct tone of concern in his voice. "He was good. He asked about you." "Geez. I feel like the worst guy ever." "Well, don't beat yourself up, but now we know just how much of a mistake last night was. It has to stay our mistake. You know?" "Yeah, yeah. No question. Did he say much else?" I hesitated. I didn't want to make Jesse feel even worse. At the same time, I wanted to be honest with him. "Well, actually he did." Jesse looked at me, and I gave a concerned look back. "He said he's thinking of me. Says we need to take our time. Acts like he's re-thinking the whole 'break-up'." Jesse sunk in the driver's seat and seemed to deflate. I wasn't trying to let him off the hook, but I did feel the need to be honest with him. "Hey look," I explained, "he has phases like that. We do care about each other, no question. But... he's not wanting some monogamous home life. Believe me, he's just not." Jesse looked at me again as if to wonder about where I was coming from myself. "Um, just the same, we can't possibly have anything happen or anything said. We just can't." I was firm. Jesse nodded. "Absolutely. I understand." I believed him. We hung out the rest of the day together. I had a great and relaxed time with him,and he seemed to with me as well. We did some shopping, and he showed me around some sights in the area. Evening came and we hit a restaurant for drinks and dinner. We laughed and talked easily. I caught myself several times thinking about how much I enjoyed hanging-out with him. He was so charming. It was also relaxing because it wasn't like he started in on me about anything or tried to get me to reconsider what I'd said. We were getting ready to leave the restaurant and one of the waitresses openly flirted with Jesse. It was cute in a way. Jesse seemed a litlle embarrassed by it, but I just chuckled. It was interesting seeing him adored like that. It reinforced my picture of how attractive and personable he was. I kidded him as we left, telling him he'd have to be sure to return sometime---without me. He just shook his head and laughed. At home, we may have been just a bit awkward. He got quiet, and I didn't think we should tempt things by hanging out alone more. I got ready to call it a night. "Listen, I want to thank you for being so understanding." I reached up to him and embraced him. He hugged me back and we didn't leave each other for a long moment. I have to admit it felt very good in his arms. His embrace was secure, and his body felt so solid. I didn't move for a while, even though I should have broken off sooner. When we parted, I brought my face back to his and gave him a tender kiss on his lips. He looked longingly into my eyes as I moved away from him. I turned and went to my room, listening to him behind me as he went on into his own room. I closed my bedroom door, and exhaled deeply. Leaning back against the bedroom door, I closed my eyes and let my thoughts run wild. His easy-going and accepting manner about the day and evening was so welcomed. It couldn't have been easy given the night before. Yet, he had been so very sweet and understanding with me. Even more, there was no denying a connection between us. Last night had been passionate, but today had been fun and exciting, too. We'd talked easily. Laughed. I had to admit to myself it'd been fun hanging out with him. There was more I had to admit though. I winced as I thought about how I'd been like an excited school girl much of the day. I liked his attention. I liked our kidding around. I especially liked the interest he showed in me. I also liked showing interest in him. There was no denying it. And, I even had to admit something to myself---what was that pang I felt when the waitress had flirted with him. That couldn't have been some jealousy, I told myself. I started to the bed to start my ritual of getting ready for bed. My hands went to my hips as I got very torn about my feelings. The thought entered my mind of it being Saturday night and I was feeling restless. Hey, maybe I'd give myself some relief, I told myself. A smirk crept over my face. Maybe I'd replay parts of last night. I abruptly froze. I shook my head, slowly trying to deny the strong feelings I had to betray my better instinct. I noticed my chest lifting up and back with deep breaths. A nervous excitement coarsed through me as I thought of Jesse who was just across the hall from me. Stop, I pleaded with myself. What was I thinking? My mind betrayed me by flashing reminders from my time with him. The feel of his skin on mine. The look in his eyes. The parts of his body. I tried to make myself think of my husband. Tried to remember that I was the older and experienced one here. Still, the effortful thoughts seemed to dissolve. Rather, my mind imagined the short walk across the hall and what was possible. Then, my body followed. As if in a dream, I sensed my hands pat my hair, vainly straightening it. A fading thought said to lay on my bed and use my imagination. Still as if in a dream, I let myself go back out of the bedroom and across to Jesse's bedroom door. My feet padded across the rug, and I felt scared at what I was doing. My hand reached up and knocked without any plan whatsoever. "Yeah?" His surprised voice answered. I opened the door and entered. He was sitting on the side of his bed and looking up at me with his mouth open. Clearly he was shocked to see me there. I stared back at him a moment. I closed the door behind me, and I stood there just inside his bedroom. I felt giddy excitement but didn't know what to do next. I couldn't help but wonder if he could tell I was shaking. I put my hands behind my back and leaned against them and against the door. He just smiled. He was probably disbelieving I'd come into his room like this. His smile turned mischieveous. I looked back at him intensely. I wasn't sure what I'd do next. A few seconds passed as we looked at each other. A distant voice told me to leave, but I wasn't going anywhere. I shook my head slowly. "I should not be here." I could tell he was only in his boxers, but it was confirmed when he stood from the bed. He paused and kept looking at me. I sensed movement and my gaze went to his boxers. He was tenting his boxers with a growing erection, and I let myself watch the bulge fill his crotch. My eyes drifted back to his face, and he had a beaming smile at knowing I had stared. I grinned back reluctantly. I braced myself as he started over to me. His hands cupped my face and he closed the distance to kiss me without my moving at all. Those soft lips I'd remembered from the previous night kissed me fully. I felt my lips part and his tongue slip between them. I licked at his tongue, but then pulled back. I brought my mouth off his, and I was looking at his mouth as I leaned back against the door and away from him. Undeterred, he again closed the distance and kissed me fully, with the effect of pinning me to the door. I don't know know if it was a matter of me or him, but my lips parted wider and his tongue worked about inside my mouth passionately. I fully kissed him back. Our faces and mouths moved together as we urgently tasted one another. My hands were rubbing his back, when he broke our embrace. He reached his hands under my blouse and pulled it up and over my head, and I found myself only in a bra and my jeans. He knelt and began undoing and stripping my jeans and I told myself to make him stop. Instead, I put a pliant hand into his thick head of hair, and I watched his large hands unzip my jeans and start tugging at the sides. I felt open air at my crotch as the jeans were slipped down my legs. I softly moaned at the sight of him undressing me and the knowledge I should be stopping this though I wasn't. His hand slung the removed jeans away, and I saw him peer at my panties before his face. Unexpectedly, he pushed his face into my crotch. I yelped at Jesse's mouth forming directly over my sex at my thin satin panties and he sucked at my scent and taste there. I felt I was probably dripping at this point. After quick moments of his face wedged to me there, he yanked my panties off my hips and to the floor. His mouth darted right back to me, and I inhaled sharply when I felt him cover my wetness. His tongue stirred in me, and I shoved back at his shoulders unable to take it. As if in response, he stood. His hands grasped my sides and he pulled me up and against him. My legs wrapped against his hips, and I was very self-consciously aware of my bare crotch straddling his hardness still encased in boxers. He brought us both backwards. Me up and craddled in his arms, and he backpedaling to the bed. When he got to the side of the bed, he sat down with me landing atop his lap. I raised to my knees where I was hovered over him as he stretched backwards and laid back. His hands had guided my back to where I was positioned over him, and then his hands made short work of the straps of my bra, releasing my breasts to spill down and jiggle shamelessly in front of his face. He put a hand to one of my breasts and squeezed and my head tilted just back at his manipulation of me. As I felt the one hand massage my bare breast, I felt his other hand go between my legs. There was a quick respite where I didn't feel anything happen with his second hand and my eyes drifted back down to look at his face. He held my look intensely, and he watched my eyes knowing I'd soon react. I felt his exposed hard cock being held out and up against my lips down there, and I tensed my brow and face into a look of realization of what was happening. He looked back at my face that had to look distressed, my mouth open and eyes half closed. "OH, OH, OH," my high pitched voice could only manage as he rubbed his hard member against my lips and opening. "OHHHhhhhh." I cried looking into his eyes. I felt defenseless on my hands and knees over him. My hands gripped into his sheets, and the smooth round head of him manipulated my wet helpless lips. Tingling jolts shot through me as his circular movements with his head changed to an up and down tracing of my lips. I would realize later that he had been simply coating himself with my own juices on him, but at the time I just focused on the feel of him rubbing me there. I widened my eyes back to his as I felt what he'd done. He'd wedged himself into my opening. What had seemed formidable with his size last night now seemed impossible, and my mouth opened as if to speak. Before words could form, his hands came around to grasp my hips and those hips lifted into me. "AAAAHHHHHHHH!" I exclaimed as several inches plunged inside me. Pleasure and pain washed over me and I shook in a series of orgasms. "JESSE, JESSE!" I cried to him. He kept looking at me, and he withdrew himself some. I thought he'd given me a reprieve to catch myself, but his hands pushed my hips again and he lifted his hips fully. "OOOOOOHHHHHH!" I screamed out as his cock filled me and he pressed to the back of me. My back arched and I could feel my chest lift up and out. I was mounted on him fully. My hands squeezed at the sheets. He pulled back just some, and I pleaded to him aloud. "JESSE, JESSE... ." He thrust up again and I cried out again. Waves of pleasure came through me as I felt his cock plunging and rocking inside of me. "Wait, wait, wait." My words frantically cried to him and he grunted. He started pumping at me, and for a second I thought I was passing out as I got dizzy. I was self-consciously being bounced on top of him by his thrusts. I had no control whatsoever as he used his hands to keep me in place and used his hips to pump long sure strokes through me. My body felt tossed like a rag doll. I yelped at the sensation of his large cock pulling my lips outward only to plunge right back in me. When he drove deep inside me, I felt the walls of me stretch to give in to him. I cringed in another explosive climax and the dizziness almost loosened my grips from the sheets. He incredibly kept pumping at me, fucking me with abandon despite how loud I had responded. "Jesse, Jesse, BABY," I tried to slow him. He writhed under me and kept drivivng, and then another thought hit me. One I had considered off and on throughout the day. "DON"T!" I pleaded aloud. "DON"T you cum in me! Please don't cum in me, Jesse!" I was looking down into his eyes, and when I finished my admonitions, it was like the thought hit him, too. His head tilted into the bed and back and his back arched with the effect of another deep thrust into me. Then, I felt it. His shaft and head pulsed and kicked, and against all my wishing against it, it was like my vagina just puleed and sucked as his semen shot into me. He moaned very loudly. "AAAAAAHHHHHHHHH!!" He was grinding as if trying to stretch me more, and I succumbed to another numbing cum of my own. I pulsed and writhed sitting atop him and it was like tremors of pleasure kept shooting inside me, as how large and filling he was made me take notice. I didn't move, but I did try to speak. "Oh, oh. Jesse, I... I dunno." His eyes were almost shut but still peering at me. His cock was still buried in me, and I was glad neither of us went to move. His voice was very low and concerned when he spoke. "Ummm, are you... are you okay?" My intial inclination was to be reassuring and say yes. I just stayed silent a bit and took in the moment. I had never felt anything as intense and overwhelming in all my life. And here I stayed perched, not even moving from where my stepson still had his large cock stuffed inside of me. Worse, he had ejaculated into me. The longer I stayed straddling him was the more my pussy relaxed to clasp to him and stretch still for him. It was like my mental analysis couldn't catch up to my physical memories and sensations. "Anne?" I focused back on Jesse's eyes, and they showed genuine concern. It occurred to me that I still hadn't responded to him. He twitched inside me, and I inexplicably felt as though I were emitting more wetness. "Anne, say something. Are you okay?" His hand stroked at my back. "Um, I don't know what to say. I'm okay. ...Yeah, I mean, I'm okay." My jumbled delivery of words made me wonder if I really was okay. Jesse smiled and then hand that wasn't on my back stroked at my cheek and face. "That was incredible." He meant it. I took deep breaths and tried to orient myself to my thoughts. "Was I too rough?" He was asking me directly, and I paused. "I, um, don't," I wasn't sure what I wanted to say. So, I stopped trying to guard myself. I said what I felt. "Jesse, I have just never felt anything like that. No one has ever... ." I had started to say 'made love to me like that', but I stopped and restarted. I looked straight at him. "No one has ever fucked me like that." My directness immediately made him pulse and I blinked at the sensation of his reaction. He had a very serious look on his face. There had been a relaxation of his shaft before. Once we'd stopped, it had seemed to ease, but I felt him move in me again and I absolutely could not believe he might be engorging again. We both stared at one another as the physical dynamic changed. I sensed his reaction was to my choice of words. "Yeah?" He asked me almost tentatively. "Yeah. I'm serious." He gulped and took in my genuineness. "Um, okay." His words seemed to be superficial, as if to buy himself some time. I moved my hands from the sides of his head where they had gripped onto the sheets and I brought them to his bare chest. Uninhibitedly, he stared at my exposed breasts hanging downward. They hung heavily forward and I could feel my nipples still erect and protruding. His continued stare just soaked me more. "Do you like them?" I blantantly asked him and he stared at my eyes looking like he had been caught and might need to apologize. "Yeah. Yeah, I do." He admitted. One of my hands left his chest, and I brought it to the hand that had been at my cheek. Without a word, I placed his hand to where he was cupping my full breast. I left it there and he massaged me. I winced when he clasped my nipple between his fingers, as electricity shot through me. The physical connections between us and my overt reaction to his fingers to my nipple seemed to awaken him, and he jerked inside me. It left him feeling stiff deep in me again. We both gazed at one another in unspoken acknowledgement of his having gotten excited again. He'd never left me. "Know what else?" I half whispered the question to him. I tried to tell if my question was as provocative to him as I had intended it. "What's that?" I shifted on top of him, and I studied his reaction. He was trying to figure out whether I was getting more comfortable or starting to move away. "There's something I like, too." I said it quietly. He looked up at me and he gave a small smirk as if to try to gauge where I was coming from. "Yeah? What's that?" His voice was ragged, and I savored this momentary advantage I seemed to have over this twenty-two year old. I gave a small smile and continued to move. I had shifted up at first, like I might pull up and off him. Now my hips just centered more over him. I hadn't moved away. I'd stayed over him. He inhaled sharply and with the exhale, the penis filling me got harder still. We both knew it. "Well, there's something I like a lot, actually." I continued deliberately. He grinned and I sensed we both knew he was now vulnerable to me. I brought his second hand around me to join his first at my chest though I didn't have to place it on my other breast. He did that himself. My hands rested back to his chest, and when his own hands gently squeezed both my breasts, I instinctively brought my hips forward in place. I didn't bring them much and I didn't bring them as if to release him. My nipples felt raw to his long fingers. "Anne, what is it? What is it you like a lot?" He was as hard as before and we both could feel it. "Well, don't know if I should say, really?" "C'mon, sure you should." My hips started small, slow movements that were just up and then just back. He flexed himself inside me, and we both looked in each other's eyes at the sensation. Jesse's Date Ch. 01 His fingers on both hands twisted my swollen nipples upward, and my head rolled to one side. Clearly, I was affected. It probably looked like I had to re-focus on his face, but the sensation was just that strong that I did have to. My hips' moves up and back got more pronounced, and it was clear to both of us that I was moving on him. "Anne," he gave a single, quick thrust into my cadence to accent his need for an answer. "Tell me what it is you like 'a lot'." He grinned up at this forty-one year old woman, his stepmother he'd started fucking yet again now. "Um," I hesitated and teased with a half smile, and he gave a single thrust again, only this time his long dick went up and as deep and as far as he could go. "UUUUUNNNNGGGGHHH!" I grunted, and I almost lost my perch on him. I looked down as if to chastise him, but was shocked to just hear an obedient answer escape my lips. "You have a big dick." I nodded as if for emphasis, and I parted my legs at his sides just a bit to accomodate him. He brought his hips back and he rocked a few times back and forth for shallow strokes. He gave a level voice to ask me directly. "You like that a lot, Anne?" With that he gave one long stroke and my walls stretched and tremored against him. "YESSSS!" I answered plaintively. His short strokes resumed. "Yes, yes." I felt my breath shorten. We started moving in unison. "Tell me. Tell me what you like, Anne. I want to hear you say it." His short strokes paused, and a long, slow deep stroke made me arch my back again. My full breasts mashed into his palms. "Oh fuck, Jesse." I got his eyes with mine again, and I spoke huskily as we moved with one another. "Jesse, I like your big cock. I like your big cock inside me. I really do." His head seemed to spin and he didn't keep measured strokes. Maybe he was trying to resist cumming himself. "Know what?" I asked him with a renewed confidence. He looked at me but didn't speak out loud. I moved on him in even strokes myself finding a pace I liked and controlled. "I want you to know. ... Want you to know something." He was panting underneath me and I started moving faster. I was riding him steadily now. "Jesse, I want you to know, baby." He was moving but he was very close to cumming again. "I want you to know you can fuck me... you can fuck me whenever you want, okay? I'm your's to fuck whenever you want." His back came off the bed first and then pressed down as his hips plunged and pushed into me. I tried to grip at him as best I could. I knew he was shooting into me. Trembles again rolled over me and my body twitched as I came hard. "Oh, oh, oh." I whimpered as I slowed to a stop. The memory of climbing down off him and falling into his arms was faint. We both went to sleep for a while. It was in the middle of the night, and in a strange dark quiet, that I woke and had to orient myself. In a few moments, I had come to the realization that I was in Jesse's bed, and that we had both seemed to awaken from a fog. While the lights were out, we were close enough to see each other and make each other's faces out. Some moonlight crept in through the windows. We shared some clumsy words and a laugh. He kissed me sweetly. I ran my hands through his hair. His hands seemed to touch any and every where. It was like he was trying to memorize me. After some kisses and embraces, he traced a finger around my chest. He delicately got my nipples hard again, and I wondered if I should stop this. I didn't. When a finger also felt between my legs, I just could not believe he might want to go yet again. I thought of the word 'stud'. I dampened right away. He splayed my lips apart down there, and I'm sure he heard me gasp. I knew he was getting me ready again. In a self-inflicted bout of disloyalty, I reminded myself what I had told him in the heat of our passion. I had promised him he could fuck me whenever he wanted. A dark voice inside playfully scolded that it was time to pay up. Jesse unexpectedly placed himself to face me on the bed. It was like he was moving to get on top of me, but just higher. He got into more of a crouching position, and I couldn't tell what it was he had in mind. He surprised me by reaching down to me and half-hugging me to get me into his arms. He then lifted some, and he pulled me upward. He was sitting me up in the bed, and I scooted upward to help it happen. It seemed unusual at first, and I took it that he was just trying to put me in a more comfortable pose. I was sitting up in bed, and I was leaning with my back against the backboard of the bed. Then, he moved to position himself in front of me, and I got a better idea of what Jesse was up to. He was on his knees facing me. This put his waist directly in front of my face. I couldn't remember anyone ever posing me in such a way, and I found myself wildly intrigued. Right in front of me, Jesse's cock was hanging between his legs and swaying. It pulsated and lifted and his hand grasped it to steady it. I looked up at him to let him know I understood what he was doing. He liked the dominant position he had me in. His dick began to engorge further. We both noticed he was almost fully hard again. I got a scolding look on my face, which was clear to both us was fake. I came up with one of the more mischievous things I could think of. I slowly chastised him. "I'm still married, you know." Then, I couldn't supress a wicked grin. "Ummm," I stammered nervously. "Uh, I don't really do that any more." I said it in a voice barely over a whisper. In response, Jesse brought his hips to the side and forward. I almost thought he'd reconsidered and that he was going to come down. Part of me started to feel disappointed at that, much to my surprise. Instead he gave short steps forward to where he was pinning my body closer to the bedrest and he had his legs now outside my arms. I wouldn't be able to move them between us. With his legs outside my shoulders and his crotch right in my face, I smelled a musky scent and was very aware of feeling trapped. My hands grabbed all that they could, which was the back of his legs on both sides. I nervously waited to see what he had in mind. Jesse was so close to where I was propped against the bedrest that he had to withdraw his hips slightly to position his crotch before my face. I knew he had done so when the erect shaft of him rubbed about my smooth face. The weird and profound feel of his cock rubbing uncontrollably against my face made me as wet as I could be. The position of us and the sensation between us felt decadent. His hands came to my face and cupped it. His member brushed against my nose. A thumb passed over my lips, and I self-consciously felt it affect him like I expected, because his penis twitched against my nose. He gripped it with the hand that wasn't cupping my face, and when he did the knuckles of his fist moved against my face. I had never considered myself submissive before, but I was almost ready to cum from just this situation and the complete control he had. "Jesse?" I made my voice high pitched. Jesse stopped in place as his hand held his cock at my face. "Anne?" "Um, look. I really don't do oral sex any more." There was silence as he probably had to gauge just how serious I was being. Just in case, I added another thought. "I haven't done that in a really long time." Jesse thought for a quick moment more and then he was moving himself with his fist again. "Anne," his tone was calm and measured, "do you remember what you said earlier?" He brought his fist just back so that his hand was further from me, but I quickly realized this resulted in the head of him draggin against my skin. He started the head over my closed eye as I answered him. "I said different things earlier. I'm not sure." His hand moved further down, and the warm round smoothness of him traced over my soft cheek. "Anne, you told me no one's ever fucked you like I did, remember that?" The impossibly large crown seemed to flare broadly against the bottom of my cheek when he started to drag it flush across my chin, just below my mouth. "Yeah, Jesse. Um, but... still." His larger thick head gave a gentle indention of the cheek on the other side of my face, as he pulled it up as if wanting to touch my entire face with him. His next words were firm and he was declaring thoughts rather than really asking me questions. "Still, you loved that didn't you. You loved the way I fucked you before, didn't you." I didn't answer right away. I felt the humiliating sensation of his fist jerking to tap the top of his cock, together with the head of him, against different places on my face. He was slapping his cock against my face. "Yes, yes I did say that." The tapping of him stopped. In an instant, he was bringing his crotch more into my face, and the effect was that he was rubbing his hard dick and full balls all about my face and flush to my soft skin there. When he had stopped, it was evident we were both panting. His breathing was tight as he half moaned his words. "Tell me something, Anne." "Yeah?" I said it quickly. "Tell me the truth. You like this, too, don't you. I can tell that you do." He awaited my answer with his crotch pulled back and no contact between my face and his genitals. "Yes. Yes, Jesse, I do." I didn't just open my mouth at first, and he pressed the head to my lips there, parting them. He circled my mouth on my lips with the full head of him, and I could feel how warm and smooth he was. I moaned loudly and felt him lurch forward at that. Just as I had worried earlier, I was apprehensive again. His size was unlike anything I was used to, and that would especially be true for oral sex. When he circled my mouth with him, I figured he'd just play and tease for a while, and he would likely conclude I couldn't orally satisfy him. The large head pressed against my mouth, and I felt my sofy full lips intuitively wrap around him as he pressed there. When he pressed just a bit further, I had to open my mouth very wide for him. I was distinctly aware of how wide and flared his crown was, as my lips clung to him. I couldn't help squeeling a little though little sound escaped. He stopped for a moment, and I tried to settle down the anxiety of how he was full at my lips. In an instant, there was a plop-like entry and my lips were now closed over his upper shaft with his head inside my mouth. I was close to cumming myself knowing that Jesse's entire head had fit into my mouth and now rested inside my mouth. I closed my eyes and I inhaled. I actually sucked on him. I could feel my cheeks contract to his flesh and his head pulsed. He grunted at the sensation. I gave a breath, but then drew quickly back in. When I did, I inadvertantly did something he no doubt loved. As I sucked in again, this time my tongue darted along the bottom of his head, with the effect of lapping that softest area. "UNNNGGGHHH," he moaned, and his hands held the sides of my head. Short strokes followed to where Jesse was bringing his cock more inside my mouth. I gave small choking sounds that slowed but did not stop him. I tried keeping up with his thrusts but I could not. I just kept my mouth on him, and I alternatively sucked at him and licked where I could. He was soon just fucking at my face and I tried all I could to relax my jaw. He lifted just a bit at the sides of my head, and I figured out he was tilting my face to see his. Even in the darkness, we could make out one another's eyes, and I tried to think about how wanton I must have looked, staring up at him with his cock stroking in and out of my mouth. I moaned for him and I half closed my eyes. I left my tongue to feel the underside of him as he dragged in and out. His body tensed and his breathing quickened. We locked eyes and we both knew what was soon to happen. His cock kicked into my mouth and the first spurt was enough to fill my small mouth. Some of it I had to swallow, and some dribbled onto my lips. To my surprise, he brought his head directly out of my motuh. He didn't move it far, and his hand stroked still on his shaft. In a daze, I wasn't sure what it meant at first. Then, another spurt shot, and half my face and parts of my mouth had his cum on it. I looked and the hand kept on. My arms helplessly moved to cover myself, but he had me pinned. A string of his semen shot up to smack on my forehead. Another string pelted my eye as I closed it quickly. I opened right away, and I knew he had doused my eyelid and lashes as well. We both waited on him to calm down. When it was clear he had no more. He didn't just back away. In silence, he brought his dick back to my face. As if holding a brush, he used the long, thick member to paint at me and smear the wet, sticky fluid about my pretty face. I was shocked but weirdly and deeply aroused. Just as soon as he was backing off me, his hands were at my sex, and he was ready to bring me relief. In yet another strange turn, he stopped my hands when I went to wipe myself. He was showing me not to do that by holding my hands away from my face. Incredibly, I followed his direction. He brought me off to an intensely satifying orgasm while his fresh cum coated his stepmother's face. Jesse's Date He held his head just back, and it hit me. He wasn't wearing a condom. I wasn't on anything. He pushed deep into me and he started grunting louder. It was like he couldn't get deep enough into me, and I was completely filled and stretched by him. I felt that kicking of his cock deep there, and I knew he was releasing his sperm into me. I started rockng with another climax with the thought of it. Finally, when Jesse came to a stop, he stayed well within me. His large cock rested inside my pussy and pulsed in me. I stroked the back of his neck with my hand. Jesse laid on top of me and tried to catch his breath. I had never felt anything like what had just happened. No man had ever so thoroughly fucked me and taken me in my life.