Note: This story was dynamically reformatted for online reading convenience. We tumbled into the house one after another, laughing and carrying on, Mary and Hannah carrying several bags of clothing. Mary had decided that we needed to get some sexy clothing for Connor and had taken us all out for a couple of hours while she selected essentially a whole new wardrobe for him. I was hoping she had a good eye, because he hadn't tried anything on. He had been a bit intrigued with the whole thing, but I could tell that he liked the silky feeling of several of the items. He was a little nervous at first, but he relaxed when I assured him that he would only be wearing it when he was with us. Lisa especially helped to settle him down, telling him how much she wanted to see him dressed up. Mary put the bags of clothes on the dining room table and we all took a minute to remove our clothing. As soon as he had his clothes off, Lisa immediately went over to Connor and began to stroke and play with his cock. She treated it as her own play toy, and we all encouraged her to continue. After she had undressed, Mary began to unpack the clothing, laying it out in stacks according to type: stockings in one, panties in another, skirts, socks, each getting its own place on the table. When she had them sorted, I walked over behind her and ran my fingernails down her back, slipping a finger between her buttocks and into her wet pussy. She inhaled sharply and leaned back into me. I wrapped my other arm around her, grasping a breast in my hand, and nuzzled her neck, kissing and licking her while I finger-fucked her from behind and pinched and twisted the nipple between my thumb and forefinger. She kind of moaned, "OK, one quickie but then I have work to do." I chuckled in her ear and removed my finger, prodding her behind with my hard cock. She spread her legs a little and it slipped between her thighs, and I felt her fingers guide it to the entry of her hot cunt. She leaned forward, propping herself on the table and I eased my stiff rod into her, using little in and out movements, lubing the shaft while swiveling my hips, slowly sinking further into her. When I was almost fully inside of her, she pushed back against me, bumping her buttocks against my hips, then moved forward. We worked out a rhythm and were soon fucking hard against each other, our bodies smacking as they made contact. I felt a hand go between my legs and begin to massage my balls and looked over my shoulder to see Hannah there, smiling at me. Beyond her I could see Lisa sucking on Connor's stiff little prick. Hannah moved up close to me, pressing her breasts against my side while she fondled my balls with one hand and caressed Mary's back with the other. Hannah slipped a finger between my butt cheeks and tickled my anus. I felt my cock twitch at the first touch and moved my feet a bit further apart to give her a little more room. She pushed and moved her finger until I felt it slip through the rubbery ring. I continued to push into Mary, and Hannah let my action move her finger further into me. I was essentially fucking myself on her finger while I pounded Mary. My cock was about as hard as I could ever remember it being, and the additional titillation from Hannah's finger pushed me over the edge. I plunged into Mary's hot honeypot as my cock erupted, spewing hot semen deep inside her. Hanna's hand was briskly rubbing Mary, and when Mary felt me grow and explode inside of her, she began to orgasm too. She was twitching and spasming on my rigid rod, her pussy clutching and grasping at my hard prick, moaning low as I nudged hard against her, Hannah's two hands working on us. It was the most intense orgasm I had ever had, and I made a note to myself to see if I could get her to finger me again the next time I was deep inside a pussy. When my climax receded, I stood behind Mary, holding myself tight against her, her convulsing pussy continuing to grip and squeeze me as her own orgasm continued. Hannah was working Mary's clit for all she was worth, and she removed her finger from my asshole to reach over and pull on one of Mary's teats, twisting and pinching her nipple. Mary finally came to a shuddering stop, still holding herself against me, breathing heavily as she tried to reoxygenate herself. She relaxed, and I slowly withdrew my half-hard cock from her steaming snatch, but before I could kneel down to enjoy my creampie, Mary called out, "Connor, come over here and clean me up." I turned and saw Connor release Lisa from a hug and hurry over. Lisa still had a few drops of cum around her lips as she followed Connor, smiling in anticipation of watching Connor in action. I stepped back to give Connor room and he got right down on his knees and buried his face in Mary's snatch, the sounds of slurping and sucking coming immediately. He was a good kid. I stopped Lisa before she could kneel down next to him, lowering my head to give her a kiss. She tilted her pretty little lips up toward mine and before our lips met I licked the drops of Connor's cum from her face. She laughed a little and said, "Oh, I guess I missed some." I kissed her deeply, running my tongue all through her mouth, sucking her little tongue into my mouth, tickling her lips. I broke the kiss and said, "That's OK. I like it when you share." She smiled at me and turned to watch Connor finish cleaning Mary out. When he was finished, Mary stood up and turned around. She looked at us, as if in appraisal of her subjects, a little smile on her face, and we all stood waiting to see what was going to happen next. When her eyes got to Connor, they rested there for a moment, then she said, "Connor, let's try on some of your new clothes." She had him stand near her and waved the rest of us over to the couch. I sat down on the couch, Hannah beside me and Lisa on her other side. Lisa snuggled in next to Hannah, who pulled her into the crook of her arm, resting Lisa's head against her breast. I put my arm over Hannah's shoulder, my fingers rubbing down her arm and occasionally caressing Lisa's hair. We were all watching expectantly to see how Mary would dress Connor. Hannah glanced at me with a smile, then reached out and began to play with my cock, which came to attention in short order. Mary stood looking at the clothing a moment, glanced at Connor, then selected a pair of light pink panties of a shiny, satiny material and a set of white stockings with lacy tops. She knelt down on one knee and had Connor lift one foot, then the other as she slipped the panties on, then pulled them up. She gave the tip of his hard cock a little kiss before pulling the panties over it, his stiff prick making a sexy outline. Mary then helped him put the stockings on, the tops coming almost to his crotch, and stood back a step to look at him. Dang, he looked cute! He glanced over at us and our eyes met. I smiled at him and gave him a thumb's up. He smiled back, and Lisa said, "You look so cute, Connor! I just want to snuggle with you!" Hannah and I laughed, and Mary smiled. Mary then reached over and picked up a middy shirt with spaghetti straps and helped him into it. She pulled it down and adjusted the bottom, then leaned over and gave him a kiss. He kissed her back energetically, his hands lightly playing with her boobs. Mary sat Connor down at the table and made a space at the seat next to him, then walked back to her bedroom. Connor looked at me with a tentative smile and I said, "You look good, bro. Very sexy. I want to snuggle with you, too." He laughed at me and looked at Hannah and Lisa. They both gave him approving comments, and he sat waiting with a smile on his face. Mary returned with her hands full of various cosmetics and sat down next to Connor. She put everything out on the table, then looked back and forth between what she had brought out and Connor before selecting a bottle of nail polish. "We'll do your nails first, then put on some makeup," she said. "Makeup!" Connor said, a little nonplussed. "Settle down," Mary replied. "You'll look gorgeous, don't worry. Wait until I'm done and you can decide." Connor looked a little dubious but stayed sitting. Mary took his hand and held it while she began to apply the nail polish, a bright red color similar to her own. Hannah leaned over and began to lick my cock, running her tongue around the tip, making small bobbing sucks and fondling my balls. Lisa got up and sat next to me to watch and I began to softly caress her with one hand. My other hand was playing lightly through Hannah's hair, touching her neck and cheek, lightly tracing her jawline as she sucked and bobbed on my stiff rod. Lisa reached out to grab my cock, her soft little hand grasping it below her mother's lips. She moved it up and down in concert with Hannah's movements, her grip light and gentle. She leaned closer, scooting her butt back so she could be right there with Hannah. I moved my hand down to slip between her little cheeks, playing with her smooth pussy and ass. She wriggled against my hand while her eyes focused on my hard, veined shaft. "Mom," she said softly. "Could I fuck Josh?" Hannah lifted her head and looked at her, her eyes opening wide. "You want to try to fit him inside you?" she asked incredulously. Lisa nodded. "It looks so good, and you and Mary have so much fun with him. I'd like to see if I can too," she replied. Mary spoke from where she was working on Connor's nails. "Go ahead, she'll be fine. Just take it slow," she said, not lifting her eyes from where she was carefully applying polish, pausing to blow on the nail she had just finished. Her eyes lifted to look at Hannah while she blew on the nail, then returned to her business. Hannah looked at me, then at Lisa and said, "Well, let's get you wet and ready, then." Lisa sat up, smiling excitedly, and said, "Oh, goody! This will be so fun!" Hannah chuckled and replied, "Just wait until he's stretching your little pussy, honey. Then you can decide if it's fun or not." Lisa eagerly said, "OK!" I stifled a laugh and Hannah looked up at me with a smile. She scooted Lisa over a little and sat her back, then spread her legs and began to lick and tongue Lisa's pretty pussy. I reached over and started tweaking and pinching Lisa's tiny nipples, pulling and twisting them while Hannah continued tonguing. Lisa closed her eyes and gave out a little moan as we worked on her. I watched Hannah's tongue in action, then saw her slip a finger into Lisa's tight snatch. Hannah worked the finger slowly in and out for a minute, then began to slide a second finger in alongside. She moved carefully, twisting and pushing, back and forth, and I saw the fingers slowly working deeper between Lisa's bald pussy lips. I slid off the couch, my hand running down Hannah's back and dipping between her legs. Her pussy was wet and dripping and I realized that she hadn't had any attention earlier when the rest of us were all getting off. It was time to rectify that. I slipped a couple of fingers into her wet snatch, plunging them in and out a couple of times before dragging them up across her cute little butthole. I wet her anus, then dipped back down to her pussy. I slipped the thumb of one hand into her dripping honeypot, two of the fingers clasping her clit between them and dug the other thumb into her asshole. She moaned as she continued to work her tongue and fingers on Lisa's cunt. I used the Braille method of fingering, allowing my experienced hands to do their thing by touch while I watched her work her young daughter over. Lisa had her head thrown back, tossing it from side to side while Hannah tickled her clit with her tongue and sawed her two fingers in and out of Lisa's little hotbox. Hannah was moving back and forth against my hands while she held Lisa against her face with one hand. The two of them were moving together as Hannah bucked back against me, my thumb pushing deeper into her tight anus with each push back. I removed my thumb from her ass, dripped a little spit on it and reinserted it. Hannah gasped as I pushed it back in, continuing to work Lisa while she rocked back and forth against me. My fingers were pinching and pulling on her clit, rubbing back and forth across her hard nubbin while the thumb was pushing and sliding on her g-spot. Lisa was moaning steadily, her hands holding her mother's mouth tight against her hot cunny. Hannah gasped and began to tremble, then lifted her head and shuddered in orgasm. Her head came up and she pushed back against me, her cunt and asshole gripping my thumbs while she spasmed, my fingers pinching, pulling and rubbing her clit as she came, her juices running from my thumb down my fingers to be spread on her mons. I pulled my hands away and leaned over, licking and sucking on her dripping snatch, gathering up and swallowing her sweet nectar and causing her to moan and shudder anew as another orgasm ripped through her body. I licked her for a minute longer before slowing down to a languid lapping from her asshole to her clit. I ran my tongue one final time back up to her asshole, rimmed her briefly and kissed my way up her back. When I lifted my head I saw Lisa watching me with a big smile on her face, her hands on Hannah's head, which was resting on her little tummy. Hannah was breathing heavily, still recovering from her intense orgasm, but I noticed she still had her fingers buried in Lisa's cunt. I smiled back at Lisa and gently asked, "Are you ready?" Lisa nodded enthusiastically and said, "Yes!" I stood up and watched as her eyes locked onto my cock, gleaming with anticipation. Hannah moaned a little and lifted her head, mumbling "I almost want to go first after that . . ." I chuckled and said, "Hey, I recover fast. You'll get a chance." As though the comment energized her, Hannah knelt back, then stood up, glancing down at my throbbing member. She looked from it to Lisa's spread legs, then shrugged. "OK, let's see if it fits," she said. I suggested I sit on the couch so that Lisa could control the flow and Hannah thought that a good idea. I sat back, my rigid cock upright and twitching with my heartbeat. Hannah guided Lisa into position astraddle me, then held my cock while Lisa lowered herself back. Her wet lips touched the tip and Hannah moved it around a little. Her other hand was holding Lisa's waist, guiding as Lisa pushed against me. Lisa looked at me intently as she made little pushes against my cock, trying to get it in, my hands resting lightly on her ribs as she moved. I felt the tip enter her, her pussy gripping it tightly, then Hannah lifted her up a bit and took my cock into her mouth, giving it a couple of sucks and leaving it coated with saliva before placing it back at Lisa's tight opening. Lisa began to move against me again, this time going a little faster as we got the tip in, then slowly working it down in little movements, Hannah moving Lisa's hips in tiny circles as Lisa pushed and lifted. Soon I could feel a good part of my stiff prick was within her and we seemed to hit bottom. Lisa frowned a bit, then began to move slowly up and down, the exquisite tightness of her adolescent twat making my body tingle. My face must have shown my enjoyment because Lisa smiled at me as she moved up and down. She seemed very pleased to have me inside of her, the look on her face becoming one of satisfaction. Her movements became steadier, her speed picking up a bit. Her eyelids dropped halfway as she looked at me, then she leaned forward to give me a kiss. Her hands went to my shoulders for support and I tipped my head to meet hers. Our lips met, her tiny tongue touching mine and tickling it, then she twitched and let out a little, "Ooh!" I felt Hannah's tongue on my cock and lifted my head to look, seeing Hannah's head at Lisa's behind, licking her asshole and then going back down to my cock, back and forth, adding to our stimulation. I was nearing my climax and told Lisa, "I'm getting ready to cum, honey." Lisa moved a little faster and said, "Cum in my pussy, Josh. I want Mommy to lick it out." "You got it, baby," I replied and soon let go, my cock throbbing and pulsing as my semen blasted into Lisa's tight cunt. e Lisa moaned and laid her head on my chest as she rocked back and forth on my hard prong. Hannah was licking my shaft, slicking up the cum that was being squeezed out of Lisa's little hole. I managed not to push into Lisa out of consideration for her small size, instead just holding still and allowing my body to twitch and tremble as my orgasm ran its course, my hands running in little movements on Lisa's back and bum. When I had no more to give, Lisa lifted her head and smiled at me, then moved forward and gave me a kiss, my prick falling out of her tight hole and falling to my stomach. Hannah grasped it and took it into her mouth, licking and sucking all of our combined juices and cleaning me up. Lisa lifted one leg and fell onto the couch alongside of me, her legs widespread, and said, "Lick me out, Mommy. Lick me out and make me cum." Hannah was quick to honor her request, placing her mouth over Lisa's pussy, sucking and licking her clean, then concentrating on her clit until Lisa grasped Hannah's head and came in a gush into her mouth. I had been playing with Lisa's nipples and watching Hannah clean up the creampie, and now lifted my head to see Mary and Connor watching us and smiling. But . . . Connor looked like a young girl! If I didn't know who it was, I wouldn't have known who it was. Mary had added a short red skirt and makeup to the outfit I had last seen, and there was no sign of Connor's young prick. She had applied blush, a little eye shadow and mascara, and a light pink lipstick. I was startled and amazed at what clothes and makeup could do. Hannah saw the look on my face and turned to see Connor. She exclaimed, "Connor, you look beautiful! Have you seen yourself?" Connor smiled and said, "No, I was busy watching you guys." He got up and went into the bathroom to look at himself in the mirror. I stood and walked over to Mary, brushing my fingers through Hannah's hair as I passed her. I reached Mary, held her cheeks between in the palms of my hands and said, "You're quite the artist," then leaned down and gave her a passionate kiss. She returned the kiss with equal fervor, one hand reaching out to stroke my stiffening cock. Connor came around the corner from the bathroom with a wide-eyed look on his face. "What do you think?" I asked him. He said, "Wow. I didn't recognize myself. I didn't know makeup could make that much difference." Lisa called out, "Connor, you look so cute! Come over here!" We both turned to look to where she was sitting on the couch, her arms out to him and a wide smile on her face. He grinned at her and walked across the room to where she sat. I watched his legs and little ass as he walked away from me, and shook my head at how the clothes made him look so feminine. Mary reached up and swatted my butt, causing me to jump and I turned to look at her. "Don't look at him like that. He's your brother," she said with an impish smile. "Besides," she continued, "We have to get him ready first." "Ready?" I asked quizzically. "You'll see," she replied enigmatically. I turned back to look at him and saw Lisa reach to lift his skirt, pull down his panties and release his hard cock. She took him into her mouth and began to bob and suck on him. His hands went to her head and rested there as she artfully blew him. It wasn't long before he was dumping a load of his sweet preteen cum in her mouth, and she eagerly swallowed it all down. When she was finished she said, "I really like this. You can be my sister when you're not my boyfriend." Hannah, Mary and I laughed at her and I inwardly wondered about Mary's comment, and what was to come next.