Jessica - Cover

Jessica

Copyright© 2024 by Mandurah

Chapter 3

Coming of Age Sex Story: Chapter 3 - Jessica's younger sister, Ruby, sets her up with a blind date, later losing their virginity alongside each other. After several dates with her boyfriend, she suspects him of having an affair with her mother. Experience the ups and downs of love and family life, leading to a surprise ending.

Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Fa   mt/ft   ft/ft   Teenagers   Consensual   Reluctant   BiSexual   Heterosexual   Fiction   School   Incest   Mother   Son   Brother   Sister   Father   Daughter   Spanking   Group Sex   Cream Pie   Flatulence   Masturbation   Oral Sex   Voyeurism  

Uh-oh, it’s time for me to leave. As much as I wanted to stay and see the size of Tristan’s cock, watching him sink his tool into my sister’s tight snatch. Ruby would see me when she got up and would be outraged if she knew I’d been watching her.

Begrudgingly, I returned to the lounge to wait for the lovers to emerge after their sexual tryst. It was another forty minutes before they returned. Ruby got them both a drink before Tristan sat in an easy chair with Ruby sitting on his knee, putting her arm around his neck, and he put his hand on her upper thigh, slightly rubbing up and down.

They quickly resumed sucking face for what seemed like an eternity before they broke the kiss, and Tristan said, “I have to go now, but I look forward to seeing you at school and next weekend.”

“Cool, maybe we could go to the beach on Sunday.”

“Yeah, great idea, neat. We’ll do that.”

After another ten minutes of goodbye kissing, Ruby returned to the lounge, and I pounced. “What the fuck. You were so lucky Mum didn’t come home and see your room door closed with a guy in there. Did you screw, or blow him?”

She looked pretty smug as she looked at me. “Well, fancy that. The younger sister has a guy, and her elder sister wants to know all about it. Being two and a half years older than me, you’re pretty slow, aren’t you?”

“Don’t give me shit. Tell me ... pleeeease, what did you do and what was it like?”

She had a dreamy look about her, making me think she had her cherry popped and was basking in the afterglow, taking in the sensations she would have felt for the first time. After a lengthy silence, she said, “No, Tristan didn’t screw me because he didn’t have a rubber, but he spanked and fingered me to orgasm so many times, it felt fantastic to be with a guy, finger fucking me, giving me like the biggest orgasm ever. Then I had to blow him, and when he shot his spunk into my mouth, it was so like wicked, and he kept shooting. I hadn’t a clue there would be so much.”

“What did it taste like, and did you swallow or spit it out?” I asked enthusiastically, wanting to know about cum.

“It was salty and tasted like crap, and yes, I swallowed.”

“Now you’ve done it once. He’ll want you to keep doing it, you know.”

“He said he would eat my pussy for blowing him, like yeah, neat. And like I expect to blow him again and again. Even though I didn’t like the taste of cum. I loved having his dick in my mouth, sucking and licking it. It was warm, hard, soft, and spongy. It was so awesome.”

“So cool. I can see you two are so into each other after only three weeks, so when you gonna let Tristan pop your cherry?”

“When you and me are ready. I want us to be next to each other as we lose our virginity together.”

“What! That sounds so beautiful and sweet, but it’s not practical, you know. You’ve got to be in the moment. It’s not like you’re producing a porno movie where actors do what the director wants. You do it when it feels right. Plus, I might want to be alone with a guy when he screws me for the first time, and what about the two guys? They might not want to be screwing their chick next to another. Don’t wait for me if you’ve already decided that you want to do it with Tristan. Go for it.”

“Okay, but it’s something I would love to happen as we hold hands and take a dick up our pussies at the same time. It seems so cool to do that, you know.”

Our first class on Monday after the roll call was Human Biology. Tristan and I stunned the class and our teacher, Mrs Duncan when we handed in our assignment a week early.

“Are you two sure you want to hand this in? You know you still have another week before it’s due, and once submitted, you’re not allowed to make any changes.”

“Yes, we know. Jessica and I are confident about our assignment.”

“Okay, but if you get a low score for rushing. You will be in trouble.”

“Yes Ms,” we replied in unison.


It was Saturday afternoon, and I felt surprised when I heard a knock at the door. Ruby raced over and opened it, kissed Tristan, and invited him in, only to be followed by a second guy who looked a lot older and was a spunk.

Oh shit, what’s the little brat done now? Two guys! My god, is she into threesomes already?

“You two guys wait here, sorry ... sit in the lounge while I have a word with my sister.”

Grabbing her wrist, I pulled her into the closest bedroom, closed the door, and said harshly, “What the fuck? Two guys! Are you into threesomes? Is this the way you want to lose your virginity, by letting two guys, either fuck, spit-roast, or double-penetrate you? Are you sure you want it this way? By becoming a slut?”

“Chill, Sis. Riley is for you, and what’s spit-roasting and double-penetrated mean?”

“You’ve set me up with a blind date?”

“Yeah, remember weeks ago I said I’m working on it. Tristan told me he had an older brother. He’s like twenty, and said he would get you two to meet and hopefully go from there. That’s all. I don’t want a threesome, and what about the other things?”

“Ruby, I’m soooo sorry for jumping to the wrong conclusion. I was worried that someone had pressured you into taking two guys. Can you please forgive me? Oh, and spit roast means a cock in your mouth while you are on your hands and knees with another guy fucking your pussy from behind. And the other thing. Think about how many holes a girl has and use your imagination.”

Ruby thought for a while before saying, “You mean, up my bum and pussy at the same time?”

“Yep, you got it.”

“Ugh ... oh no ... no way. That would hurt.”

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