From Junior Cuck to Sissy Pt. 01

Lana and I became friends in high school last year, when we both were 18, and felt like "pride adults". I felt even prouder of finally becoming closer to her.

Let me explain: She is tall, beautiful, and sexy. Although other cute girls were around, she was definitely among the most noticeable, partly due to her sexy behavior. Beyond dressing cool and as daring as she could at School, she was always open about her sexuality, checking out guys, talking about them with other girls, and usually talking seductively to the male population.

I was on the opposite side of things, being one of these invisible persons: pretty shy, short, skinny, with longish hair that tried to hide my face from the rest of the world, always using boring and baggy clothes to avoid highlighting my not-at-all athletic body. Even Lana was a bit taller than I!

But I was pretty smart. Not the best student, but the kind that gets school time easy, not by putting much effort, but by figuring things out. And that caught her attention at some point. After some intervention of mine in Chemistry class, she asked me about some of the acid/basic properties we were studying, and she liked my explanation. She kept looking for my help with homework assignments, and over the next few months, we started to talk more about life, music, books, and suddenly, I was a friend of a beautiful girl I had always considered way out of my league.

Just to be clear, we were far from dating at the time. Indeed, it was usual that I waited with her after school, until her latest boyfriend came looking for her (she switched through at least four different guys during the rest of the year). She was always grateful that I kept her company, as sometimes they were pretty late, but then they arrived in cars or motorcycles, and she happily waved goodbye and left me, quite heartbroken, I must admit. I loved her, but I was just a regular boy, and her boyfriends were on a different scale. They were older; in fact, one of them looked like "an adult" to me. They were big, strong guys, and they had cars or bikes!

Nevertheless, I was happy we were friends at least, and I just tried to avoid listening to her conversations with other girls when she started talking about men. Although I heard enough. Of course, she was having sex, and I learned that she was going with them to motels sometimes. Some of the other girls considered her "a slut" because of that, but to me she was just more mature and free, and I admired that in her, even as I felt jealous.

Spending more time with her, I also got closer to her best friend Sandra, who was also in some of my classes. She was quite pretty and nice, and over time, we three started to become a tighter group of students/friends.

We never went to Lana's because she didn't have the best relationship with her family; instead, we met at Sandra's home to study or just to hang out, and we laughed and had a good time. I started to like Sandra more, and Lana noticed that we were both without a regular date, so she started talking to me about Sandra, and I'm pretty sure she did the same with her. But we were both shy enough that we didn't act immediately. And Lana would not let go...

One afternoon at Sandra's, she called her current boyfriend and made plans to go out... on a double date! I probably blushed, but Lana was so enthusiastic that we accepted, and dissolved the tension by joking and chatting. An hour late, r Daniel arrived in his car. Lana jumped to the forward seat to his side and started kissing him while I opened the door for Sandra, and we joyfully plopped in the back seat.

Daniel drove around the city, and we chatted and listened to music on the radio while the sun was setting. He told us he had some business later, but we had time to go see a nice view of the city lights from a small hill nearby. He drove there, parked on an ample side of the road, and stopped the engine to let us enjoy the low music and the sight, which was good.

He stretched his arm around Lana's shoulders, and they started kissing. It was a romantic moment, and I nervously started to think about making a move on Sandra, when we saw Daniel's hand grabbing the back of Lana's head and gently pushing it down to him.

We both stood still and quiet, and witnessed the guy's head relaxing back, and the rest was just sounds. The sound of a belt and a zipper being opened, and then fumbling, and the sloppy noise of her blowjob.

I was so shocked and nervous that I didn't even dare to look at Sandra, but I could feel she was in the same situation. I could hear the guy's delighted breathing, and in a moment, I could see his eyes in the mirror, looking at me, and then Sandra, like encouraging me to do the same. But I was just a ki, d and I didn't have a clue about it.

We kept there for what seemed an eternity, hearing our friend's muffled sounds, and at some point I noticed Daniel's shoulders moving and and understood he was pushing her head with his hands while pumping his hips, while his breathing become harder and finally he groaned and obviously cumed in her mouth, because we heard the sucking and gulping down.

Only then I realize the hard-on in my pants, and moved slightly sideways, trying to hide it from Sandra. When Lana straightened up and sat, Daniel turned the engine on and told us it was time to go, as he had his business to attend to. And while he was turning back to the road, he took the liberty to tell us: "Oh, kids... Your friend here really likes to suck cock! Don't you, honey?" he laughed, and she sloppily punched his shoulder, but laughed with him. Then he looked at her and told her she still had some cum on her chin, which still shocked me, and then asked Sandra and me if we had had a good time in the back, ironically smiling.

I didn't answer, but Sandra said it was ok, and that the sight from there was nice, and she had seen the lights of some building her brother worked at... smartly taking the conversation elsewhere. Indeed, she kept talking nonstop until they dropped us both downtown. We waited for Lana to get out, too, but Daniel waved at us through the window and told us, smiling, "Bye, kids. I still have a little time, so I will take your friend with me and fuck that perky ass of hers!". She slapped him again, laughing, and waved at us as the car ran away.

We just said good night without looking at each other and parted our separate ways.