Jessica
Copyright© 2024 by Mandurah
Chapter 16
Coming of Age Sex Story: Chapter 16 - 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
After school, Cooper took me to his parents’ coffee shop, and after a brief interview, they offered me the job, which I quickly accepted. I was due to start this Saturday. So neat, I’ll make $231.00 less tax for working six hours on Saturday and Sunday.
Cooper dropped me at home, and we had an early dinner before visiting Mum. I told her I had a part-time job at a coffee shop as a server at the local shopping centre starting this Saturday.
“Now you’re earning money; you’ll be able to buy clothes and perfume you like and not use mine.
“That’s the idea.”
“It’s great that you have taken the time to find a job. I hope it goes well for you on Saturday.”
“Cool. Yeah, I’m looking forward to it.”
We didn’t stay too long, not wanting to tire Mum out, and after sixty minutes, we returned home.
During school on Friday, Cooper caught up with me and said, “How about I pick you up at three-thirty instead of six-thirty as I said on Tuesday, go into the city and see a movie starting around five, then we can grab a bite to eat after. Then later, we can check out King’s Park?”
“Cool, great idea.”
“I’ll run you home after school so you can get changed, okay?”
“Neat.”
When I got home, I stripped off and got in the shower like Cooper was picking me up in forty-five minutes. After a quick shower, I was in my room looking through my wardrobe with a towel wrapped around me when my brat of a sister pulled it off me, making me scream. “Oh, you little shit. If I wasn’t in such a rush to get ready, I’d put you over my knee and spank you. And give me back my towel. It’s cold standing around naked.”
“Ohhhh, yes, please, I’d love you to spank me again. It gets me so hot an tingly, then you could eat me.
“Mmmm, nice tits and pubes, too, sis.”
“Ruby, for crying out loud. How many times do I have to tell you I don’t do girl-on-girl? Get one of your friends to eat you. Now give me back my towel, you little brat.”
“No, I only want you, and I love seeing you naked and look, your nipples are hard and standing out, so cool.”
“That’s because I’m cold. Don’t you get any ideas?”
“Please, one night when Dad’s working late and Mum’s still in hospital, you can spank me, finger me, fuck me with my new dildo, pleeeease, I love you and want you to do it to me.”
“Look, I’ve got to get ready. Cooper will be here at three-thirty. Get Tristan to do nasty things to you ... hold on ... what did you say? ... A new dildo.”
“He does, already, and yes, look what he’s bought me. A new dildo.” Ruby was holding a black veined dildo that looked to be about six inches long, sliding her fingers up and down the phallic object as if she was wanking a cock. “It’s like wicked. He’s going to use it on me, like tonight.”
“Oh, my God, Rubes, that’s so out there. Look at the Ripley veins on the side. Wow, lucky you. Can I borrow it? ... like, ... you know ... if I’m like feeling horny and I need to fuck myself with something?”
“Only if you spank and dildo me at the same time.”
“Oh, you’re impossible. I’ve got to get dressed.”
“Have a good time with your new guy. Do I need to give you tips on what to do with him?”
“Get out, you little brat.”
I quickly dressed in a pair of jeans and a blouse, a splash of my new perfume, and took a cardigan; now, it was the cooler months.
Coop’s arrived bang on time, and as we were leaving, Ruby yelled, “Don’t do anything I wouldn’t do.” I turned and waved my fist at her.
“Promises, promises.”
We arrived at the cinema complex, and Cooper bought two tickets for some space flick. Aliens invading Earth or some shit like that, only to be rescued by two superheroes. Despite being in the back row, he placed his hand on my knee throughout the movie and didn’t make any advances. No, he was there for the film.
After the film, he was excited. “Wow, Jess, that was wicked. Did you like how the superheroes kicked butt?”
“Yeah, awesome,” I replied, trying to add to his enthusiasm.
He took me by the hand and led me down the street, looking for a place to eat. “What would you like? Pizza, kebabs, burgers?”
“How about we go in there?” I said, pointing across the road at an American-style diner.
“Cool, looks good.”
We ordered two thick shakes, a burger and fries for Coops, and a wrap for me, and once we had our food, we sat on swivel stools in the front window, watching people pass by. This guy is ever so cool and laid back; he’s not pushy and hasn’t even tried to kiss me, let alone get to second base.
As we ate, he said, “Jess, would you like me to pick you up and take you to work tomorrow? I start at eight. I know you start at eight-thirty, but it would allow Mum to show you things and fit you with two polo shirts with the coffee shop logo and name?”
“Cool, yeah, I like that.”
After eating our food and once outside, Cooper made his first move by pulling me against him, didn’t grind his crotch into me and kissed me while he put his hands on my butt cheeks and tried his luck when he squeezed them. It wasn’t a passionate kiss; more like, I’m interested in you, and later, I’ll see how far you will go.
Breaking the kiss, he took my hand, and we walked back to his car, only this time, he had my back against the car and kissed me with passion, grinding his crotch into mine as his dick became hard.
“You’re such a hot chick. Let’s go someplace quiet.”
“Okay, but let’s not rush things, right?” He’d started slow, and now he was looking for action, but I wasn’t ready to put out on our first date.
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