From Junior Cuck to Sissy Pt. 02

Disclaimer: All characters in this story are 18+. They are all ending high school and starting college.

---

After that night, we kept talking at School, but Sandra and I were somehow uncomfortable spending too much time together. I felt Lana's "explicit" behaviour with her boyfriend had raised the bar too high for us, and Sandra seemed to feel something similar.

In any case, we were pretty close to the end of the school year, final exams kept us busy, and pretty soon we were graduating and heading to different Colleges or Universities.

And indeed, during the school graduation party, the last day, Lana came to me to tell me that she hoped we could study together for some of the first University classes we would have in common, as she thought I was so good at explaining things.

It was shocking to me because I still had a big crush on her, but after that awful night, I felt like an idiot. But of course, her seductive smile asking me to please help her was too convincing, and I immediately accepted.

We had a couple of months off before starting classes, and in the meantime, my older sister, who was in the Navy (always way tougher and more athletic than I), got assigned to a mission in Iraq for at least six months. She had rented a small apartment, getting a great deal for a two-year contract, and to keep it, she asked me if I could take care of it until she was back. Nothing bad for an 18-year-old guy like me!

Once she sailed away, I started going every other day, then started setting camp there to study, and a couple of weeks later, my mother accepted that I could even sleep there from time to time, if that helped me concentrate.

I had almost forgotten about the deal with Lana when she called me to start studying together, as she was having some trouble preparing for the upcoming classes. Of course, I told her it was ok and invited her to come to the apartment, as her home was still out of the question. In any other situation, a girl could be suspicious about such an invitation, but of course, she didn't care, and most probably, she knew I was completely harmless.

She started coming almost every day, and we had a great time together, while we listened to music and joked together, and we really advanced in our studies, learning a lot more by sharing and discussing things than we could have done alone.

The only downside was that Daniel came for her sometimes. And I could feel her excitement when the bell rang, grabbing her backpack and rushing to the bathroom to check her makeup and hair, change from her cute but plain "studying dresses" to hot pants or mini-skirts and crop tops, then flew down the stairs to him.

I always smiled at her and said goodbye, but as you can imagine, I felt angry the moment she was out the door. And to be honest, many times I ended up jerking off thinking about her sucking cock or fucking.

Things went on like this for some time, and I enjoyed being with her even when she left with this guy whom I secretly hated by then.

Then one morning she arrived crying, and when I worriedly asked her what happened, she told me they had broken up! I hugged her and resisted making any comments about how good it seemed getting rid of that asshole. Indeed, I just told her that time would probably help, then made some tea, and when she calmed down, I suggested focusing on our studies as a way for her to process the situation. And we did. And it worked!

Over the next few days, she started to be happier, and we started to share more than study, cooking together, watching DVDs, listening to music, and even dancing a little, which was something she had to teach me.

From there, she started to get closer to me, touching my hands, rubbing my shoulders while I typed in the computer, cuddling to me when we were watching TV, and finally she did it (because I would had never taken the steep): she kissed me while we were very close solving a math exercise. First, it was a small kiss on my lips, and she said, "You are such a good boy..." and then she kissed me full, pushing her tongue in my mouth.

I felt in heaven! We started making out, my hands trembling, and pretty soon, a wandering hand of hers found the bulge in my pants. She kissed my lips and then started kissing me down my t-shirt while she dropped from the chair to her knees, and soon she was unbuckling my belt and opening my zipper. I couldn't believe this was happening! I had convinced myself I would never be attractive that way to her, and now I was about to get a blowjob -first of my life, of course- like any of her previous men!

I was mostly frozen, but she took care of everything and soon she had my dick out. She looked at it, fully erected, and looking right into my eyes, she started licking along its length. And it was too much for me... I just exploded, releasing a few gushes of cum over her hands. She looked at me in surprise.

"Oh... I'm sorry!" I told her, blushing, and I jumped to get paper napkins for her. While she cleaned her hands, with a satisfied smile, I told her it had been beautiful. And she smiled back, but I understood something was off. "I'm sorry. I should have warned you." I apologized, although I remembered she didn't mind when I clearly heard Daniel cumming into her mouth...

I tried to get close and kiss her again, but she stood up and went to the bathroom. She got back and resumed the math problem, and not knowing how to react, I followed suit.