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Outside he was a normalpopular boy, but when he could he would dress up. Once in junior high,he learned about sex and started having wet dreams. His dressing becamemore sexual, but was still about dressing, he wasn't attracted to boys.He started dating and was like most high school boys looking to hook up.It was his junior year of high school when he met Jenna. She had justtransferred in, and was quite the looker. She was a bit taller at 5'8,and very fit from playing sports. She was going to on the softball team.She had long red hair and put every other girl's body to shame. Tim feelin love instantly.She sat next to him in history, and they hit it off from the start.Having similar movie and music interest. Before long they were dating,hanging out all the time. It was also the time when having a computerwith internet was popping up. So they spent hours talking on ICQ allnight, which turned into texting once he got his first cell phone. Timwas still a virgin, and was hoping Jenna would. After a few seconds it found purchase again, and her now-slippery finger drew soft circles around my sensitive star, coating it with freshly-applied lube. She probed teasingly, just the fingertip, and then withdrew again.After another brief pause, I felt the tell-tale cool sensation of my metal plug on my asshole and winced as she slowly, deliberately, began to press it into me. My ring resisted and protested, but I relaxed, collecting myself as I allowed its entry. That all-too-familiar wave of pleasure hit me like a bus as the widest part of it penetrated my muscle and my ass clenched around the stem, holding it in. I gasped, feeling its heavy weight fill me, squeezing its cold, slippery surface, pulling it into me, my senses focusing on the pleasure that my favorite toy gave me.I felt her get up, leave the room, and I was forced to wait again.My mind wanders as I wait, tied to the bed. My brain tries to center itself on the dense smooth metal in my ass, but even that can’t.
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