In Over My Head Part 12 transgender/high school
An awkward silence fell between Joel and I, and finally he said, "I think we need to get somewhere and talk. I have something I haven't ever told anyone that I want you to know."
I figured it was the thing that Drew had told me about- Joel giving the blow job to Danny and then Danny's brother, which I just learned was him! I didn't say anything, since Joel needed to tell me himself if he wanted.
"I might have some secrets to share with you, too," I said, thinking that I would finally let someone in on my secret world of Kyle versus Kylie. He was suspecting something, anyway.
"Can I come over tonight?" he asked. "Oh, wait....I have to work tonight."
"It doesn't matter, you can come late after work. I stay up late, and my mom's gone overnight again so I'm home alone."
It was hard to concentrate for the rest of the day, but when the bell finally rang and I headed out, Justin caught up with me.
"Hey, what's happenin'?" he said, giving me a pinch on the shoulder. "Want ta see my new truck?"
"Sure," I said, glad for the diversion. "Would you take me for a ride?"
"That's what I was hopin ta do," he said with a grin. I wandered if he was implying something.
It wasn't an actual new truck, but it was new for him and he was very proud of it. I almost had to jump to get inside it, and the mufflers roared when he started it.
"You in a hurry?" he asked.
"No, I have all evening. My mom's gone, and I don't have any homework to do."
"I'll show you where I live, then," he said, roaring out of the parking lot.
It felt good to head out of the city and into a more rural area. The scenary was great, and I liked the wind blowing on my face. Justin looked hot, too- he had his cap on backwards, tight Levi's and his cowboy boots. His hands were so big as they clutched the gear shifter. We pulled into a farm with a large older home and several barns and sheds scattered around. There was another guy that looked a little older than Justin standing near a tractor, working on the engine.
"Who's that?" I asked.
"Oh, that's my brother, Jacob. He's on leave from the service- he's been overseas."
As we got closer, I noticed how good he looked- really good! A lot like Justin, but a little older with short blond hair and tanned skin. He was wearing a muscle shirt and some camo pants and black work boots that were laced about half way up.
"Let me show you the barn," he said, jumping out, and helping me down. Jacob glanced up, then went back to work, while we headed out to a large, red barn.
Justin showed me some of the horses and cattle, and let me sit on an old tractor, then led me up a ladder to a barn loft about half full of bales of hay. The hay and straw smelled fresh and clean. He sat down on a stack and said, "Come here," and took my hand.
He spread his legs and pulled me closer- he was sitting on the bales of hay and I was standing in front of him.
"You are so pretty, Kylie," he said, pulling me closer, and putting his lips to my cheek. I felt his hot breath, and then he took my chin in his hands and planted a wet kiss on my mouth. It was slippery, and slimy, and it felt good. I hadn't been kissed for a while, and I parted my lips to let his tongue explore my mouth.
"Mmmm, you taste so good," he panted into my neck. "I wish you'd let me do what you let Drew do.......I know you won't fuck- he told me that. And that's ok, some girls want to wait. But you let him do it in your butt.....I wish I could do that...."
I remembered the size of Justin's cock and shuddered. I was able to get used to Drew's six incher, but I don't think I could handle anything bigger. Drew continued licking and kissing my neck, and massaging my butt. It felt really good.
"I don't know, Justin," I said, holding onto the back of his head, "You're really big, and I don't have any lube."
He pulled back and said, "I brought some, just in case. This stuff is supposed to be really good." He pulled a tube out of his pocket. "Just let me try- if it won't fit, I'll pull it back out of you. I don't want you bleedin' or nothin' like that."
He kissed me again, and reached up my skirt and put his hands on my panties, slowing pulling them down. I let him continue.
"Here," I said, unbuckling his pants and tugging on his zipper. "Lean back, and let me put some lube on you. I don't know if I can do it, but I'll try. You have to promise to stop if I tell you too."
"I promise," he whimpered, like a little boy. "I want you so bad...."
I pulled his pants down, then his shorts, and his dick flopped out. It was even bigger than I remembered. I leaned over, and put the head in my mouth. It was already dripping pre-cum. It tasted really good. He moaned, while I licked it like a lollipop, and buried my nose in his ball sack. After a few minutes, I squeezed a large amount of lube onto his pole, and on the head.
I turned around, standing, and backed into him until I could feel his cock head on my hole, then let out a long sigh as I tried to squeeze it in. At first, it just wouldn't go, but I wriggled around until I felt a plop and felt my hole open up to try and swallow the monster.
"Hold it there, a minute," I gasped. "Maybe it will stretch some." I moved my butt in small circles, and felt him slide a little further as I went. He let out a grunt as it buried deeper and deeper. It was really uncomfortable, but I was surprised that it was actually going in. I could feel it hit something inside of me that gave me a jolt, and then I pushed until my butt was touching the inside of his thighs. It was in. It was actually in. I felt like a....a shish kabob that had been speared- or a pig on a spit. For a second the thought of a marshmallow on a stick came to my mind. I realized that perspiration was dripping down my face, and I was out of breath. It hurt with a dull throb.
"Damn, it really is in there!" he gasped, sitting up on his elbows, and then straightening up further.
I waited a few minutes, then though I was ready to start pulling off. It was so tight, at first, that I pulled him up with me, but then it loosened and began to slip out. About half way I stopped, and pushed back down. I could smell a scent coming up, and didn't know if it was him or me. It hurt, but not as much as I was afraid it would. It just felt so....huge!
"Can you get on all fours, and let me do it doggy style?" Justin grunted.
I pulled off of him, and dropped to the floor, feeling very empty in my newly stretched hole. He pushed off of the hay and knelt behind me, then gently pushed it in until it had reached the end. I was seeing stars and breathing in short gasps when I heard a deep male voice on the ladder:
"Little brother, what have you got goin' on here?!"
I was in way over my head, now.