Note: This story was dynamically reformatted for online reading convenience. Mom's Encouragement: Chapter 8 Fb bb inc Authors note: It occurs to me, after re-reading chapter one that I originally called Jack's friend Brent, and then for no apparent reason, started calling him Trent. Um, I have no excuse. Please forgive the oversight. I woke up early Friday morning with a terrible need to pee. I hopped out of bed, ran out my bedroom door and into the bath. I had the unavoidable morning erection, so I had to get on my knees and bend over the bowl to pee. That was always a strange process. By the time I'd finished, my erection had very slowly started to go down. The smell and sound of sausage frying greeted me in the hallway, so I decided against going back to bed and went on into the kitchen. Mom was just sitting down with a plate when I walked in. "Well, good morning, early riser!" Mom gestured at my penis, which was still half hard. "Good morning," I offered and walked behind her and hugged her shoulders over the back of the chair. She patted my arm and I went down and sat across from her. "What has you up this early?" "Call of nature." "That'll do it," she said as she sipped her coffee. "Are you up for the day, or is this just a drive-by?" "Oh, I'm sure I'm up. I'm a little too awake now to go back to sleep." "Mmm. That's right! You've got a date tonight!" Mom was all smiles. "Yeah, I guess I do!" I blushed just a little at the thought. "Did you have anything planned?" Mom looked at me over the rim of her cup. "I don't know. I thought we might just pop popcorn and watch movies. Carla said she's into `weird movies' just like we are, so I figured I'd try one old and one new- maybe a Hammer Dracula and then that wonderfully creepy Ethan Hawke thing!" I'd given the nights movies a lot of thought. The first film should be a relaxer; it should be something we'll both like that puts her at ease. I figured the second movie should be the "let's-get-her-to-pull-in-tight" movie. "Sounds fun. I'll be taking off for a couple of hours around 10- We're having a girl's night out!" "Cool," then I thought about what she had just said. "You don't mind leaving us alone?" "Oh, hell, honey. I'm sure Tracy's a good girl, and you know enough not to take advantage. Enjoy your date. I would!" The room seemed very quiet for a moment and I decided to say something that had been on my mind. "Mom, you ought to go out on a date. You know, a real date, with a guy." "With a guy," she asked, chuckling at my attempt to convey my meaning. "What brought this on?" "Well, I'd been thinking about it since I asked Tracy over. I know she's not really my "girlfriend" exactly, but she's kind of like a girlfriend. I think you should have a boyfriend." "Say I got a boyfriend, how would you feel about that?" Mom's eyes were questioning. "I've thought about that, mom. I know in my heart, that we could never lose "this": all our special times together- our mornings like this, our talks when you're in the bath, and, well, our time together-together. As long as we don't give this up, I want you to have a boyfriend." Mom took the last drink from her coffee. Apparently she'd been expecting this conversation, because she had the next question ready. "And what about when mommy's spending some "special time" with this date?" I twitched. I'd been thinking about that, too. How was I going to feel when mom's having sex with someone else? It was bound to happen eventually, but how would I react when it did? Then, the more I thought about it, the more I realized I was actually getting aroused at the idea! I knew how I'd react. "I think I'd like that, too." Mom looked at me with a raised eyebrow, and then looked around the side of the table at where I sat. My real feelings were plain to see: I was hard as a rock! "Ok then. Now I don't know that I'm on the market for a full time boyfriend right now, Jack, but I may well in the future. For now, though, I'm glad we talked about it. Now, I need to get ready for work, and you need to lie around the house all day and obsess about your date tonight!" "Mom!" Of course, she had me there; that's exactly what I was going to do. Mom stood up and walked past me toward her room, then stopped and looked down at my erection. "Maybe we'll make some us time tomorrow. I'm off work, and Trent isn't going to be here until after dinner..." "Oh, mom! That sounds fantastic!" Mom went on to work, and I spent the morning naked, of course. Between our conversation, my date tonight, and the prospect Trent coming to spend the night tomorrow, I was in a near constant state of arousal! I kept myself that way, stroking myself for a few minutes, then stopping when I got close to cumming. Whenever my erection started to wilt, I took a second to play with it, and think about the next two days. By noon, I decided I'd had enough of lazing around and went to have a shower. I thought I'd give my poor balls a rest for a bit, and just get cleaned up and dressed. I went into the bathroom, and looked down at the laundry hamper just inside the door. I reflected back, for just a moment, at that first time I found mom's panties on the top of the pile and masturbated into them. Just knowing where they had been- what they had hidden. The image of those panties- the memory of their smell and feel- the smell of my mother's pussy! I couldn't resist! I dug down into the hamper looking for another pair! I found a pair that was pink cotton. I picked them up and held them close to my face, just drinking in the sight. They were wrinkled with just a hint of stain in the crotch from wear. I held them up to my nose and breathed in deep. Oh, my God, what a smell! The scent of that woman's pussy drove me insane! I started stroking my dick without ever taking her panties away from my nose. Breathing deep, like it was the only scent in the world, I gripped tighter and stroked faster. It didn't take long for a foam of pre-cum to build between my hand and my dick! My balls started churning, and that familiar burn started to build. I pulled the panties down from my face, and wrapped them around my dick. Stroking with both hands, I felt the sperm building in my balls until it finally exploded into that warm cotton crotch! I held them tightly against me and filled them with cum. I stood there for just a moment, coming down from that orgasmic high. I took mom's panties and shoved them back down into the laundry, not to hide them from mom, by to keep them out of sight of Tracy. Her finding mom's underwear full of my cum would be impossible to explain. I took my shower, and got ready for the night. Let's skip ahead just a bit. Mom came home just after midnight. Tracy had been gone maybe ten minutes. I was sitting in the living room flipping through channels when she walked through the door. "Hey, lady," I greeted her as she came in. "Hey, yourself," mom offered. "How did the date go?" "It went well. It went really well." I smiled broadly. "'Really well'?" That sounds promising!" Mom took off her coat, laid it over the back of the easy chair, and sat down beside me on the couch. She reached over and kissed me on the cheek. "Well, we made out." I grinned with the memory. "Nice! What else? I want to hear all about it!" Mom was getting interested. "Not a lot." I blushed as I started my confession. "We didn't do `it'." Then I spoke with the tiniest bit of "brag" in my voice. "I did get my hands in her pants." I smiled sharing my exploit. Mom bent in close. "Under panty?" "Under jeans, over panty," I declared. "Does that count as third base?" "I think so. Did you feel her pussy?" "Yes." I felt like I was swapping sex stories in the locker room. "Then, yeah, you got to third base." You could see her think about her next question before she asked it. "How was that?" "Oh, mom, that was so cool! She was so hot!" I got flushed just thinking about it. "She's leaving in a day or two, so I know we can't be boyfriend/girlfriend, but tonight was fun, and maybe," I paused to find or invent the right words, "maybe I have a summertime girlfriend." I liked that- a summertime girlfriend. I decided to turn things around. "What about you? How did `girl's night' go?" Mom leaned back and started unbuttoning her shirt. "It was fun." She tried, unsuccessfully, to hide a wicked grin. "What?" I had to know! "What did you do?" Mom rolled her head shyly. "Well, we went to the male review at `Brads', right?" Mom slipped off her shirt and unfastened her bra. "I went to stuff a g-string, and may have gotten a bit carried away..." She looked with a mischievous grin. "I don't think he complained, though." She dropped her shirt and bra to the cushions, and sat there topless. We stared at each other in silence for a moment. Mom didn't take her eyes off mine. "Are you as worked up as I am?" I nodded. "Oh, yes. I've been about to burst for the last hour!" "Then we need to go work this off! Get naked and meet me in the bedroom!" Mom jumped up and ran out of the room laughing! I think we were both giddy from the night's activities. I hopped up and left a line of clothes from the living room, down the hall, and to her bedroom door! Mom was already naked, and lying on the bed. I stood in the doorway, hard as a rock, drinking in the sight. She sat propped with pillows, staring at me. Her voice was soft and sultry. "Come get between mommy's legs." I wasted no time! I ran straight over and crawled across the mattress, until I was kneeling between her thighs. She reached around my waist and pulled me down on top of her. I kissed her hard and pushed my tongue into her mouth. I pulled her even closer, and felt her breasts pressed against my chest. Mom reached down and guided me straight into her vagina. The feeling was incredible! Her pussy was burning hot and dripping wet! I slid all the way in on the stroke, and held there for a second. Mother wrapped her legs around me and pulled me even deeper inside. Her muscles gripped my tight, and squeezed me as I pulled back. I paused just a moment, and slammed back down as hard as I could! Mom bucked and we built a rhythm, fast and hard! We both wanted this badly, and we wasted no time. We fucked hard and twisted tongues for the longest time, and I got lost in the fury of it all. Mom was hot, and we were both beyond horny! I felt her tunnel tighten, and her pussy began to spasm around my cock. She shook and her juices gushed, and she screamed into my mouth. I couldn't hold back another instant, and I emptied my load into her pussy! We both lay there panting and shaking as our orgasms subsided. I rested my head on her chest. She petted my hair and looked at me. "I think it's safe to say we needed that!" I nodded. "Oh, yes," I panted. "Needed is a good word! Mom, that was incredible!" "That, my dear, is what we call, `fucking'!" We both laughed. I lay there for a moment resting. "I love you, mom." She kissed my forehead. "I love you, too, baby." I don't remember much after that, and didn't wake until morning. Sunday morning was slow and lazy, and I thought about the day ahead. Tracy was leaving Monday morning, and I thought seriously about trying to spend the day with her. It occurred to me, though, that she would probably rather spend her last day with her family. I figured it would be better for me to hang out around the house, and maybe say goodbye before Trent came over later, as opposed to spending the day hovering over her like she was a girlfriend I was about to lose. We were on the same page about our relationship. We enjoyed the night together, but we both knew it wouldn't be a good idea to fall too hard. She was leaving, and it's hard to be a couple when you only see each other once or twice a year. I was going to miss her, though. I couldn't deny that. I was sitting at the kitchen table having lunch, and I suppose the look on my face gave away my moping. I was holding my sandwich and just staring off into space when mom sat down across from me. Of course, she read me like a book. "Pining for your girl?" I snapped back into reality and processed the question. "Maybe a little. I told myself I wouldn't, but..." "But, you can't help it. Of course you are, honey. That's to be expected. I know you, though. You'll pull through it like a trooper." Her smile was warm and her eyes were sympathetic. "Thanks, mom. I'll be alright, really. It's just in the front of my head right now." "Well," she paused for a moment, "You know, I think I know something that will take your mind off things." All thoughts of sadness instantly evaporated! "That's the best idea I've heard all day!" "Get your clothes off, and go sit on the edge of the couch. I've got something I think you'll like!" She winked, and I hopped up immediately and took off my shirt on the way to the living room. I shucked my pants and shorts and sat down. My penis was already beginning to stiffen. As mom came over she explained, "I want to try something a little different, so just closed your eyes and relax." I was intrigued and nervous at her tone. I wasn't sure what else we could try. I did as she said, and shut my eyes. I felt her hand on my balls. "Now scoot forward," she said, and I pushed my hips until I was barely on the cushion. "That's it!" She lifted up my balls, and reached down under them and touched my ass! She rubbed her finger around and around my sphincter and pressed only slightly. I jerked with the unexpected pleasure. "Just relax, honey, and let it happen." I felt her withdraw her finger and heard a sucking noise as she wet it by putting it in her mouth. Again, I felt her finger press up against me, this time lubricated with her saliva. She pressed gently until the end of her finger began to press pass the muscle. I braced and then tried to relax at the invasion. I found myself very aroused at what she was doing, and relaxed my grip even more, and allowed her finger to slide all the way inside! Oh. My. God! I don't know what I was expecting it to feel like, but it wasn't like this! It was electric- I felt the sensation from my balls to the tip of my dick. Mom started wiggling her finger around inside me. A long low moan escaped my lips. "That's it, baby. Just enjoy it." I rolled my head back and kept my eyes closed, focusing on the new sensations. Mom took my dick into her mouth. I thought I was going to die! I felt her finger press up against something inside me, and the familiar burn of approaching orgasm started to build. This time, it was a bit different- instead of feeling it just in the head of my dick, I could feel this all over and around my dick! I could feel the pressure build. All I could do was moan; speech seemed unlikely at this point. The wiggling pressure of her finger, and the warm wet suction around my penis had me shaking! "Ahh, ahhh, ahhhh! Mom! I'm gonna..." She shoved her finger in hard, and sunk her lips down until they rested on my pubes. I came as hard as I ever had! Squirt after squirt of semen shot into my mother's mouth like it was being pulled out of my cock. I sat there as she drank it all, and then slowly pulled her finger out of me. I think I came just a little more when she did, then she pulled up off my cock and I looked up at her and smiled. "Oh, my God, mom! That was fantastic!" She grinned at my reaction, and wiped her lips of saliva and cream. "I thought you might like that. Now go get cleaned up. Maybe now you'll feel a little better about the day." She was right! Any sad thoughts seemed to fall into perspective. I had afternoon in front of me, and a sleepover with my best friend tonight. Life was good. Trent came over around 7pm, and mom and I had just finished supper. The three of us hung out watching television for about an hour, until Trent and I went on back to my room. We started up a computer game for potential cover, and then opened up a web browser and surfed porn. (Not that mom would have cared for me surfing porn!) Trent had pulled a chair up tight and I brought up a page that I had bookmarked the day before. It was the exhibitionist video we had watched together. Trent looked at me with a toothy grin. "You don't waste time, do you?" I laughed. "Why? We've both been thinking about it since it happened. Am I right?" "Yes, you're right," he conceded. His eyes went to the computer screen. "Oh, here's the good part!" I looked over to the video. I watched as the woman in the video bucked in orgasm after watching the man walk past her. My dick was hard in an instant, and I glanced over at Trent, and he was playing with himself through his shorts. Once the video ended he looked at me and spoke. "Let's get completely naked and watch some more!" I shot a quick glance at the bedroom door. "What about my mom?" He shot a quick glance at the woman in the video and said, "Didn't that make it better?" I answered by standing up and taking off my shirt. Very soon we were both naked and staring at each other; neither of us seemed in a hurry to move. I couldn't take my eyes off his dick. It was so stiff- curved back toward his stomach, the slightest hint of wetness on its tip. My mouth went dry and my heart beat fast. We looked up at each other at the same time. "We could watch videos later," I suggested. He smiled. "Yeah." He looked back down and stepped in very close. He grasped my penis, and I reached and took his. He was so warm and hard. It felt good in my hand. We stroked each other slowly as though we were just learning how to do it. I could feel his breath on my face, and we were both breathing hard. After a couple minutes, I felt that familiar feeling rise. I let go of his penis and grasped his hips. "Wait just a second. I'm getting close." He let go like I did and I looked at him. His face was pale, and a nervous question sat in his eyes. "Do you want to get on the bed?" I felt the same pallor wash over me, and I swallowed hard. "Yeah." We lay down facing each other and pulled in close enough to touch. Without asking, we set ourselves cheek to cheek, so as not to be kissing. Neither of us was sure where sexual exploration stopped and being gay began, and we weren't yet sure if cared or not. Looking back, I can see we were both just sexual, and not just gay or straight. We pressed out penises together. I grasped his hips again, and pulled him in as I pushed my cock against his. He returned my thrust and we tried to build a rhythm, but we kept slipping away and rubbing against our stomachs. Trent reached down between us and took both our cocks in one hand. We looked at each other, forehead to forehead as he began to stroke us both. I held his hips tight as the fire started to build again. "I'm getting ready to cum," I said quietly. "Are you close?" He answered me with a grunted, "Yes!" and started shooting! As soon as I felt the first hot string of cum splash across my dick, I erupted! We were both shaking as we came, and our orgasms seemed to come in waves, splashing over each of us. As we lay there coming down, Trent looked at me with a mischievous grin. "Do you have any tissue?" I laughed, and then went silent as I thought about how I wanted this to go. Trent sat up, and I lifted my head to see what he was doing. He met my gaze and smiled. He said, "Me, too," and lay down the other direction, and pulled my hips to his face. God! He read my mind! Ever since we cleaned each other up the first time, I had wondered what this would be like. I mean, it's the only natural progression, right? I felt his tongue push up against my pubes as he started licking our cum out of the tangled hair. I reciprocated, licking at his pubic hair, his prick pressed up against my face. I felt the wetness of it wiping across me as I cleaned him as best I could. We pulled ourselves up just a bit, and started cleaning the mess from our stomachs. Neither of us had gone completely limp, and after a minute or so, we were both fully erect. Soon, we were both more or less clean, and I grasped his penis in my hand and just looked at it. It was hard and throbbing, and was still wet from orgasm. I stared at its shape and at the tiny drop of pre-cum that was already dripping. I took the head of my friend's penis into my mouth. I sucked the cum from his head and licked my lips before taking it in my mouth again. It was an amazing feeling! The soft/hard smoothness I had felt and squeezed in my hand was now in my mouth! I rolled my tongue around the smoothness of it before trying to take more of his dick into my mouth. Trent pulled my hips and sucked my penis deeply. I moaned around his cock at the feeling! I bobbed my head up and down, trying to take more and more of him each time. He was mirroring my movements and soon found myself getting close. I pressed my hand gently against the back of his head to let him know I was close. That was all the prompting he needed! He reached around and took my ass cheeks on his hands, and pulled me hard against his face! I started bucking as he drew another orgasm out of me! Again, I came hard and felt him swallowing after each shot. I slammed myself down against his pelvis and in seconds, he was cumming, too! I wrapped my arms around his waist and held tight as he filled my mouth with cum! I love the feel of each spurt splash across my tongue. The heat of his orgasm made my face flush, and I held him in my mouth until I was satisfied I had drunk all he had to give me. We both rolled onto our backs, satisfied in our orgasms. I just happened to look up, and watched as a tiny crack in my bedroom door slowly shut. Let me know what you thought! jqheart@yahoo.comMom's Encouragement chapter 8