Date: Mon, 16 May 2016 06:55:47 -0700 From: Jim J Subject: Jill - Part 49 Jill – Part 49 Alex walked in from elsewhere in the house, stood and surveyed the bodies scattered around the room and the two little girls entwined in a passionate kiss. "Am I the only one doing any real work around here?" Alex asked with a grin. Jill stirred beneath me. I stepped back so she could stand up straight. "Yeah, little sister, you are right. We really need to get this dinner moving along." She walked to the refrigerator and pulled out a large dish of marinating chicken breasts. With a few quick instructions, she sent me out to the grill to cook those while the rest of them set the table and put out everything else. Chase wandered out, using to see if I needed any help as an excuse to talk to me. "Enjoying your special weekend? I asked casually, flipping the cooking meat one at a time. "Yeah, it has been lots of fun so far but missing one thing." "Oh and what is that?" "No one fucked me yet...in my ass I mean." My cock twitched and Chase noticed the slight tenting of my apron. He ran a hand over my ass as he stepped closer to me. "Uh...are you ready?" I asked, "I mean ready to take a cock in your ass?" His hand was warm caressing my ass cheek, slowly moving toward my crack. "I want to feel a cock...a real cock...real cum...in me." "Well that's not exactly the same as ready." I twitched a bit harder as his finger brushed along my ass crack. "You managed to fit inside Emma. Her pussy must be as tight as my ass." "Her pussy is definitely tight," I agreed, " but also made to take in a cock. Your ass is different in that respect." I flinched as his fingertip probed my asshole, his four inch cock hard and pressing against my leg. "Do I need to beg?" he looked at me, pleading with his eyes, his other hand rubbing the tip of my cock tenting the apron. "I will, if that's what you want, I'll beg..beg you to...fuck me. Mom begged you didn't she? I'll beg you, just like Mom!" "Yeah...yes she did." I admitted a bit sheepishly. I hugged him close, his hand gripping my cock and his cock pushing against my leg. The chicken was done so we needed to join the others. "You don't need to beg me, Chase. Let's talk about it with your mother, since she doesn't seem to think you are quite ready. Besides, maybe we can try out your new toy together." He brightened and smiled with that suggestion, squeezing my ass. I picked up the grilled chicken and we each carried a plate inside. He stopped and turned to me before entering. "I still...want...to beg you...be your pussy boy slut," he whispered. My half hard cock stiffened a little more. Jill noticed the tented apron when I came into the kitchen and raised a questioning eyebrow. "We need to talk when we have a moment, "I whispered in her ear as I kissed her cheek. Dinner was a noisy mix of chatter and laughter. Jill sat next to me, her foot rubbing my ankle and calf under the table the whole time. Emma sat on my other side, happily talking away with anyone and everyone at the same time, her little girl aroma sporadically wafting up to me. My cock remained half hard throughout the meal. As we completed dinner, Alex announced she had put together a special video for all our viewing pleasure. Since there was not enough seating for all nine of us, Chase suggested blowing up a couple of heavy duty air mattress. Chase took Gary to get the mattresses and air pumps while the others moved around the coffee table and some chairs to make room in front of the TV. Jill took me aside when we had the chance. "What was that all about just before dinner?" she asked. "Chase wants me to fuck him." "I know that but I don't think he's ready yet." "I know, but he is...insistent...and he wants more." "More?" "He wants...to...beg...like you...to be my...slut," I stuttered, not knowing what to expect in response. She paused a moment before speaking. "I'm not totally surprised. He definitely exhibits many of his dad's bisexual traits...and some of my more submissive ones." She had a dreamy look in her eye as she spoke. I hugged her close, just holding her, feeling the warmth of her body. "How do you think we ought to proceed?" "I'm not sure. I wanted him to work up to a real cock...your real cock," she murmured in my ear as my cock twitched against her. "I suggested to him it might be better to play with his new toy together first. He seemed to like that idea." "I like that idea too. I want to see a cock...your cock...fucking my baby boy, but I want to be sure he is ready. Hurting him might turn him off and we don't want that." I wasn't so sure that hurting him would be a turnoff, quite the opposite actually, but was certainly willing to go along with whatever Jill wanted. Besides, she had my cock in her hand and a tongue in my ear. "Let's go talk to him," she cooed and lead me back to the family room. The air mattresses were fully inflated and Carol was having mixed success in directing the others to get them covered with fitted sheets. The giggling and tickling going on wasn't helping any. Jill leaned over and whispered something in Alex's ear and then said something to her mother as well. Alex got up and walked toward the back of the kitchen, lightly brushing my cock with her hand as she passed. She stopped at the monitor and keyboard there, entered some information and began making some popcorn. Carol got up as well, walked over to me and hooked her arm in mine with a broad smile. "Jill tells me you may fuck Chase soon," she said to me softly, "very, very soon." My cock twitched again as she pulled me a little closer. Jill called Chase to join her. When Chase got up on the mattress, it caused Evie next to him to bounce a little and fall over. She and Emma immediately realized the fun they could have jumping around. As soon as MeZ tried to stand, they jumped near her feet so she fell over, bouncing enough that even her small tits swayed around. Gary joined in and they all bounced and giggled while falling all over each other. Jill spoke quietly to Chase for a moment then put her arm around his shoulder and led him toward his bedroom. Carol smiled again, patted my ass softly and led me down the hall after them. We stopped at the doorway to Chase's bedroom. Jill sat talking with Chase, his new prostate massager laying on the bed next to them. Chase was nodding his head in agreement with whatever Jill was telling him. When she reached for the lube bottle on the nightstand, he lay down on his back and raised his legs, his cock rock hard and his puckering asshole readily available. Carol and I walked in as Jill lubed up Chase's ass, swirling the lube around his anus and sliding her middle finger into him a little. "OK, here's the deal," she addressed us while slipping a second finger into her son's butt hole. "Mama, you and I will use our fingers to stretch Chase out a bit. Then we'll try the new toy. If all that goes well and he feels he can take more, lover here will try to fuck him. If at any time it is too much, Chase will tell us and we'll stop for today." We nodded our agreement. Carol patted my ass and moved to the other side of her grandson so she could easily reach his ass too. "Get on your knees with your head down and ass up, Chase," Jill commanded. "Lover, you stand over there right above his head." I moved into the indicated position. Chase looked up and gestured me close with his hand, grunting as his mother and grandmother each slid a finger into his ass. When I leaned close to him, his eyes were pleading. "Please...fuck me...please...I don't...care how much...it hurts...fuck me...I'm begging!" he gasped and pushed back against the two fingers each of the women had in his ass. "More mommy...more...please...harder...more...!" My cock throbbed and I started to stroke myself. Jill looked up as she reached for the prostate massager with her free hand. "Get good and hard, lover, but not so close to cumming that you shoot immediately into his tight ass!" She and Carol removed their fingers and Jill lubed the massager. Carol leaned down and whispered in Chase's ear, telling him what was coming next. Chase nodded his acceptance and Jill pressed the egg like head of the massager into his ass very slowly. When the whole egg disappeared inside him, she turned the vibration on low. Chase stiffened visibly and groaned loudly. Jill held the massager still in him. "Too much?" she asked. "No, just hold still a minute." He pushed back against the massager slightly and moaned. Then he started to buck back and forth a little faster. "Oh...oh...mommy...that...that feels so...good...more...more!" Jill pushed the massager deeper into her son's ass and pumped it back and forth, firmly pressing against his still developing prostate. "Mommmmmy....Mommmmmy......!" he screamed and bucked his hips harder. After a few minutes, Jill pulled the toy out until the egg shaped end was half way out of his ass, vibrating against the soft sensitive rim of his anus. "I think he's ready for a try," Jill muttered, "come over here behind him, lover." I climbed up behind Chase's raised ass, my cock like a throbbing steel rod. Jill slowly removed the vibrating massager and Chase's eleven year old asshole gaped open in front of me. Carol placed her hand on my ass and gently pushed my rigid cock toward her grandson's boy pussy. Jill squirted a generous amount of lube into Chase's asshole and then freely covered my cock as well. Chase was groaning and begging as I pressed the tip of my cock against his virgin ass. "Fuck me...fuck...me...Mommy...make him...fuck me...!" I pushed my cock head into him slowly and meeting almost no resistance kept pressing forward. I was half way in when he screamed the first time. "MORE...HURT...HURT ME...MORE...FUCK...FUCK...!" Jill looked at me with a worried frown. "Too much, baby?" Chase looked up shaking his head and screamed again as I went even deeper in his ass. "NO...NO...MORE...HURT...HARDER....MORE...!" He bucked his hips wildly and my cock thrust all the way into his ass. He was so tight, even with all the lube and stretching. Such a tight little boy pussy I thought as my orgasm built. I couldn't help myself as I fucked him harder, starting to cum in his young ass after the third or fourth deep thrust. I grunted and tensed as my cum filled him. He screamed a third time and fucked me back as hard as I could give. Jill reached down between his legs and milked his four inch cock until his cum streamed out like the cream from a cow's teat. I finally softened and slipped out of his ass, followed by a spurt of my cum. Chase rolled on his side and I collapsed next to him. He reached over and caressed my face before giving me a passionate kiss. "Thank you...that was...wonderful...your cock....your cum...thank you...! Jill was frantically rubbing her clit and groaning. Carol dove down between her daughter's legs to suck the huge clit as Jill pumped her hips back against her mother's face. Chase and I held each other close as we watched his mother spray his grandmother with her pussy juices. "MAMA...OH MAMA...SUCK IT...MAMA...I'M CUMMMMING...MAMA!" Jill shrieked and bucked against Carol's face until her climax finally seeped from her body. Carol raised her head up from Jill's pussy, her daughter's orgasm juices dripping from her lips and chin. She grinned as she looked at Chase's and my flaccid cocks before getting off the bed. "I really need to go find someone to fuck me!" she said and walked out of the bedroom. On the TV screen, the others in the family room had settled down to watch a video, although bodies were intertwined in all sorts of ways and hands were busily feeling and stroking whomever and whatever they could reach. Jill stirred and looked up at her son and me. She smiled and moved up next to Chase so that he was squeezed between us. As she leaned over to kiss me, she fondled her son's limp cock idly. "Thank you, lover, that was fucking awesome! I didn't think Chase could take your cock. I'm so glad I was wrong." "So am I!" Chase chimed in. He reached and pushed one of the bruises under Jill's tits. She flinched and pulled back a little from his touch. "Can I get a mark like that too?" he asked, "one that hurts to get and to touch." Jill looked down at him skeptically. I raised an eyebrow, not sure where this was going. "We'll see about that, but not tonight," she said, "but now we need to get back and see what the others are doing." We stopped suddenly as we walked back into the family room. The video they were watching was a composite of some Jill showed me earlier...her mamas and dads...Jill and Brian...when they were very young, sucking and fucking their parents. Carol sat back in a chair with Evie down between her legs sucking her clit and filling her pussy with one of her little hands. "God...was I ever that young?" Carol gasped, groaned and climaxed all over little Evie's hand and face. (I do welcome any comments and will try to respond to all I get at adirtyoldmaninphx@gmail.com. Please remember that NIFTY needs your support. If you want the stories to continue, it's up to you to donate at http://donate.nifty.org/donate.html)