Date: Mon, 10 May 2021 20:40:56 +0000 (UTC) From: J J Subject: Andrew - Anne Chapter 3 CHAPTER 3 Story Codes: Mb(tg) Anal, Oral The internet is a wonderful thing. I had checked the size tag in Anne's panties, and from that I could pretty closely estimate the sizes of girl clothes to fit her. I went online and began shopping for girlie things for her to wear. Everyday wear was easy to find, and very cheap. It was a little harder to find the more sexy things I wanted to see her in, but it became clear there was a market out there for perverts like me, and I purchased some stockings, garter belts, panties and bras in sizes that should do fine. I was still looking for high heels, but I knew I'd find them eventually. I'd also gone to the site I bought sex toys from, and found some anal toys larger than my smallest one and smaller than the big ones I used on myself. I wanted to stretch her to accommodate me without hurting her. I was sure my patience would be rewarded by an amazing little femboy hole riding my cock. A few of the things I'd ordered had come in, and I was sitting in the living room one night, watching TV and sorting through them. I heard a little knock on the patio door and turned to find Andrew waving to me through the glass. I let him in and he gave me a big hug. I brought him over to my recliner and showed him his new clothes. "Wow!", he said, "These are so cool," holding up each piece, then pressing it against him to measure the size. It turned out I'd done pretty well in estimating. Nothing looked too far off to wear. "What are you doing out this late?" I asked. "Mom and Amy went to bed really early," he said, "And I wanted to see you, so I snuck out. They won't wake up until morning, so I've got a little time." Then he threw his arms around my neck and kissed me. "Thanks so much for these, I've dreamed of wearing things like this. Can I try them on?" I was worried about his family waking up and finding him gone, but the thought of seeing Anne got the better of me. "A few things, and quickly," I said, "You need to get home before you're missed. He hugged and kissed me again, this time with some tongue action. Then he picked out a few things and hurried off to the bedroom. While he was gone, I pulled up a new femboy site I'd found on the computer and started a video. It started with a very femme boy with long brown hair lounging on his stomach by a swimming pool. He was dressed in a tiny white bikini, something I mentally added to my shopping list. In the video, a man came out of the house and sat by the boy. He began stroking the boy's ass through the suit bottom, then sliding his hand underneath the thin cloth. My cock was getting harder when I heard Anne say from the hallway, "Well, what do you think?" I turned my head to a mouth-watering sight. She was standing at the entrance to the living room, wearing a matching red lace bra and panties, taking on her childish idea of a sexy pose. It worked -- my cock got so hard so fast I thought my pants would rip. "Come here," I rasped, my heart caught in my throat by this lovely vision. The red bra was training bra-sized, but even against her flat chest the effect was mesmerizing. The tiny panties revealed a lump of young boy hard-on. Anne wiggled her hips as she came to me, trying to be grown-up sexy, and had it been possible my cock would have gotten even harder. I opened my legs and she stood between them. "I'm growing my hair long," she said, "So I can be your girl." The style was still boyish, but he swung his head and it flipped to the side deliciously. "I like it," I said with a smile. She leaned forward and we met in the middle with a passionate kiss, my tongue exploring his mouth, then hers exploring mine. My hands slipped down to her hips, then cupped her ass in that see-through red lace. Her hand reached down and stroked my cock through my jeans. "Turn around and bend over," I said. Among the purchases that had arrived was one of the butt plugs, just a little larger than the one I'd used on her before. I lowered the panties below her ass, spread her cheeks, and ran my tongue across her little star. Fortunately there was a tube of lube in the pile. I opened it, squirted some on my fingers, and began pushing inside her little hole. This was greeted with deep breaths and quiet moans. I pushed a second finger inside her, slowly stretching the entrance wider. Her back arched and the moans continued. She spread her legs wider and pushed back against my fingers. I held my hand still, and she began fucking herself on the two digits inside her. "Are you ready?", I said, and she moaned again and nodded vigorously. Picking up the larger butt plug, I held it near her asshole. I withdrew my fingers and quickly replaced them with the plug, pushing firmly before the hole closed tight. She jumped at the touch of the cold plug, feeling it to be larger than anything she'd had inside her before, then pushed back against it. I began an in-and-out motion, pushing it deeper with each push. Finally the widest part passed, and it settled into place almost as if her hole was sucking it in. "There," I said, pulling her panties back up around her hips "How is that?" Turning to face me, she said, "It's so good, and I feel so full! It makes me want to suck your cock!" She pulled me to my feet, undid my jeans and pulled them and my underwear down to my ankles, then slid them off totally as I stepped out. Bending from the waist, she kissed the tip of my cock, then opened wide and took it as deep as she could. Holding my hips, she fucked me with her mouth, forcing it as deep as she could take it. Finally I could feel the entrance to her throat, and with a mighty lunge she forced my cock into her throat, and I felt her lips up against my skin. She gagged and didn't last long there, pulling back, taking long breaths, coughing, then taking it all the way in again. After several tries she became more comfortable, and began rhythmically fucking my cock with that wonderful mouth, taking all of it, stopping to breathe, then forcing her lips against me again. The feeling of her throat constricting around the head of my cock was making me crazy to cum. "Let's try something," I said, and she pulled back to look at me questioningly. Picking her up, I flipped her upside down and laid her on the couch on her back, her head over the edge. I knelt in front of the couch, and my cock was just at the right height for her mouth. She opened up and I slid inside. I started fucking her mouth, starting slow and shallow, then faster and deeper, all the way into her throat. She moaned in pleasure. I used my hands to slide her panties down her legs, releasing her little cock. Leaning forward, I took it all the way into my mouth. I steadied myself against the couch with one hand. With the other I reached around and found the base of the butt plug. It took some coordination, but I began pulling on the plug in the same rhythm with which my cock was plunging into her throat. I sucked hard on her tiny prong, feeling her hips move to fuck my mouth as I fucked hers. The feelings of lust and pleasure were overwhelming. It wasn't too very long before it became too much. "I'm going to cum, Anne," I said, "I'm going to splash my cum deep in your throat." She moaned, wanting it. I sped up again, still moving the butt plug in concert with my cock, spitroasting my little boy-girl with an artificial cock in one end and a real one in the other. I sucked hard on her tiny cock, and I could feel her orgasm approaching as mine did. Finally I felt her body shake, as a dry cum overcame her. That was my signal, and I pushed all the way into her mouth, feeling her nose against my balls as I spurted raw cum down inside her throat. After the first spurt I pulled back so only the head was in her mouth, squirting cum against her tongue. Her chest rose and fell as she breathed rapidly, her cheeks compressed as she swallowed the full load of my cum in her mouth. I caressed her softening little package with one hand and her flat chest with the other. Throated by a 10-year-old femboy, I thought, wow, amazing, incredible, when can I do this again? I knew I had to get her home, though, and soon. I couldn't take a chance on losing this through discovery. "C'mon, Anne, let's get you cleaned up," I said, "We need to get you home." My now-soft rod left her mouth, and I picked her up and headed for the bathroom. She giggled as I carried her down the hall over my shoulder. Setting her down, I grabbed a clean washcloth. Turning the faucet on I wet and soaped it, then began wiping her face of all remaining traces of our fun. I pulled her panties off, then removed the butt plug and threw it in the sink to be washed later. I used the washcloth to remove the lube from her slightly stretched hole, pressing inside to absorb whatever I could from there. I looked carefully for any signs of damage, but she'd taken it with no problems. One or two more larger plugs and she'd be ready for me. We talked about how good it was, and how good it would be when she got me in her boypussy, but we had to move along. Drying her off, I got Andrew back into his boy clothes. I had him rinse out his mouth to get the scent of cum out of there, then we kissed for a minute. "Do you want to take some of these things home?" I asked. "No, I don't think so, I don't want my sister to find them," he replied. "Okay, there are more things coming, and we'll have lots of fun with them, baby girl," He smiled up at me, then quickly headed out the door and towards his house. Oh, the scenes that played in my head that night when I finally curled up in bed.