Cassie
Copyright© 2025 by TheDarkKnight
Chapter 5: Reality
Fiction Sex Story: Chapter 5: Reality - I come from a family of teachers and educators, so becoming a teacher was what everyone expected of me as I was growing up. However, after I earned my degree and started teaching, I found that being around teens and tweens only fueled my formerly hidden perverse interests. I thought that taking a job as an online tutor might be the answer, then I met my new neighbor, Cassie. Frying pan, meet the fire.
Caution: This Fiction Sex Story contains strong sexual content, including Ma/ft Romantic Heterosexual Fiction First Oral Sex Petting Small Breasts Teacher/Student Slow
The next morning, I got up first. Like most teenagers, Cassie wasn’t a morning person, especially on weekends. I fixed some coffee, checked my email, and then started doing some of my new crosswords. By the time I finished two of them, it was ten o’clock, and I began to worry a little. Even for my lover, this was getting kind of late. I slowly opened the bedroom door and peeked inside.
Cassie was lying in bed, very much awake. She looked at me and said, “I’m still alive. You didn’t kill me.”
“How you doin’?”
“Okay, I guess. Been doing a lot of thinking.”
“About...?”
“Us.”
I slid under the sheet, and Cassie cuddled up next to me. It seemed like a good place to have a serious conversation, which is where we seemed to be heading. “Are you sorry you lost your innocence at such a young age?” I asked, wondering why I suddenly sounded like a character in a nineteenth-century romance novel.
Cassie looked up at me. “I think I lost my innocence a long time ago, Gary. Thanks to the internet, I already had a headstart before I met you. And no, I don’t regret what we did last night. I loved every minute of it, even the painful part. Making love to you was just what I wanted. No, my problem is the ‘making love’ part. I’m afraid that’s what’s happening, and we both know we can’t keep going this way.”
It was a very mature speech for a girl her age. That was one of the things I liked about her - a combination of girlish fun and irreverence, with a surprisingly intelligent understanding of her feelings, and mine as well.
“I know,” I whispered, as if I didn’t really want to say what I was thinking. “We can’t keep pretending that other people don’t see what’s going on between us.”
Yeah,” she sighed, “I’m pretty sure Sally has it figured out, and my dad has been asking me questions about what we do when I’m with you.”
We lay there, silently holding each other for a few minutes, then I heard her stomach growling, which brought us back from our mutual funk. “Want me to fix pancakes, or should we go to IHOP for breakfast?”
“Let’s go out,” Cassie replied, “I need to see what the world looks like as a woman, but I need to take a shower first.”
As usual on a weekend morning, IHOP was busy so we couldn’t talk about anything serious; we just pigged out and watched other diners stuffing their faces. On our drive back home, I suggested I could call Maisie to see if she had any horses available that afternoon. I was trying to get my girl out of her blues. It was a bad idea.
“Oh yeah,” she snapped, “that’s just what I want to do today, spread my legs and bounce around on a saddle.”
“Oh ... sorry. I didn’t think.”
“Of course not, you’re a guy. You had your fun and didn’t think about me.”
“Cass, that’s not fair,” I fought back.
“Don’t mind me, I’m just feeling bitchy. I don’t want this to end, even though we know it has to.”
I didn’t want to sit around for the rest of the day feeling sorry for ourselves, both getting more and more depressed, so I suggested we go to a movie. Cass was fine with that idea, and she suggested a recently released rom-com. I was better than I expected, except for the ending. The young couple who had a meet-cute at the beginning finally realized that, because they were going to different colleges and knowing how difficult a long-distance relationship would be, decided to break up. Just what we didn’t need to see. By the time it was over, Cass was in tears, and I was using all my manly powers not to cry also. It seemed like nothing was working out for us that day.
I had one last idea to lighten our mood. I suggested a nice dinner at an upscale steakhouse. It stretched my budget, but Cass was all in for it, so I couldn’t back out. After we got backfrom the movie, she went home and changed into a nice dress. I even wore a sports coat and tie, something rare for me. Neither one of us mentioned it, but it seemed like this could be our first real date, and last one, all in one night.
Maybe it was just my imagination, but Cassie did seem different that night. It might have been the dress or her carefully applied makeup, but she looked older than fifteen, which made me feel less paranoid about being seen with her. She must have been reading my mind because on the way home, she said, “If I were just a couple of years older, and you were a year or two younger, we could be a couple.”
“Yeah, and if teachers got paid what they’re worth, I wouldn’t be living in a tin can. We have to get real, Cass. Look, you can still spend time with me when Mark is out of town, but maybe you should go back to sleeping with Chester.”
She smiled, something I was glad to see. “And no more sitting in your lap, or wearing my special nightie.”
“Yeah, we can make this work.”
“Now who’s not being real?” she said. “We both know that if we’re alone together, things will happen.”
On our way home, Cassie’s phone rang. I could tell from hearing her side of the conversation that she was talking to her dad. “Really? ... That’s great ... yeah, I’ll be waiting ... love you, Daddy.”
“What’s up?” I asked when the call ended.
“Dad got his truck fixed quicker than he expected. He’s already on the way home and should be back tomorrow afternoon. So I guess we can have one more night together.”
“Think that’s a good idea?”
“I think it’s a great idea. I might be turning into one of those sex on the first date girls,” she laughed.