Date: Mon, 6 Nov 2023 20:12:06 +0000 (UTC) From: J J Subject: Shawn and Billie Chapter 7 -- Shawn Experiments Shawn and Billie Chapter 7 -- Shawn Experiments CATEGORY: Transgender / Young Friends Story codes: Boy, masturbation, anal AUTHOR'S NOTE: A short interlude, in which Shawn tries an experiment, and ends up with more questions than answers. Things were quiet for a few days after Billie's late-night visit. I remembered every detail of her mouth on my cock, of her kissing me, and of tasting my own cum in her mouth. It was all so fuckin' hot! I had a new sister, and I wanted her! It was weird, but I thought of them as two people, the brother I saw during the day, and the sister who'd sucked my cock. One night I got to thinking how good Billie's fingers felt in my ass. Billie was over at Jordan's, and I went into the bathroom to explore. I used some soap and a wash cloth to clean my asshole good. Then I went and found my toy bat, just like the one I'd seen Billie use the first time I spied on her. I got in the shower in case my parents came to my room. I used some skin lotion as lube. I put some on my fingers and wiped it on my asshole. Just like Billie had done, I eased one finger inside my hole, and then a second. It hurt a little at first, but after I'd slid both fingers up my hole it seemed to loosen a little. It felt good, and my cock got hard! I wasn't gay, and I didn't feel like I wanted my ass fucked, but I wanted to find out what it felt like to Billie. I pulled my fingers out and lubed up the bat. I bent over and brought the head of the bat to my hole. I rubbed it around a bit to spread the lube all around, then put the rounded head against my pucker and started to push. It didn't want to go in at first, so I pushed harder, and suddenly it popped right through the ring and into my ass! It hurt, and my knees buckled a little, and it took my breath away. I had to clench my teeth to keep from yelling. God, if Mom or Dad heard me! I stood there a minute, and the pain started to ease. I pushed it in a little further, and I started to feel a little of the pleasure Billie's fingers had given me. My dick was rock hard, and I started stroking it. I spread my legs and rested my head against the shower wall. It felt so good jerking my cock, and I started to go faster with my hand. The bat in my ass started to feel better as I got hornier, and I began moving it in and out, deeper and deeper. It was all feeling so good. This must be what Billie felt when Jordan fucked her. For a moment I pictured Jordan behind me instead of my hand, pushing his big cock into me. The thought that I might enjoy being fucked confused me, but the bat inside me felt so good. I started to work it in and out, faster and deeper. It was hitting something inside that made my cock almost scream with pleasure, like it could talk or something. I felt my balls tighten up, and I came like I never had. My cum splashed on the shower wall, and I felt my asshole squeezing the bat with every spurt. It was like my asshole and dick were all tied together, and I came and came. Wiped out, I got down on my knees, breathing hard, my body almost twitching with pleasure. I sat that way for a couple of minutes, then slowly slid the bat out of my hole. Even removing it, every bit of friction gave me more pleasure. So that's what Billie felt! It was amazing! The bat finally came all the way out, and I could feel my hole squeezing as it began to close. It was a little bit sore, but there was an empty feeling too, like I wanted it again. I got out of the shower and wet a washcloth. I cleaned up my cock and ass, wiping the lube away, then cleaned up the shower. Going back into my room, I lay on my back on the bed. I could still feel the warmth in my ass. Jesus, I'd been fucked, and I liked it. What did that mean? POSTSCRIPT: I wrote this to keep the story going. There will be more to follow with Shawn, Billie, and Jordan involved. For me, writing this chapter reminded me of some of my own youthful exploration. If you like the story, drop me a note. And don't forget, this only works if you support the site. Hit that donate button.