Glen and Casey – Doing It The Hard Way

This story continues on from my previous two stories, A Sleepover With Aunt Stephanie, and A Sleepover With Aunt Stephanie – Part 2. If you have not already read those stories, here is a brief rundown on the story so far, to put you in the picture.

In A Sleepover With Aunt Stephanie, seventeen-year old Glen lost his virginity to his Aunt Stephanie, aged thirty-one. They then began a casual affair, for several years.

In Part 2, four years later, they were caught in bed by Glen’s younger sister, Casey, then aged sixteen, and she asked to join them. Although reluctant to take his sister’s virginity, Glen gave into temptation, and as Stephanie looked on, he became the first man to make love to his young sister. During their session in bed together, accompanied by Stephanie, Casey informed them that she had recently been experimenting in oral sex with her best friend, Rowena.

Glen and Casey’s parents were away on a cruise together at the time, and the story ended with the three of them contemplating the next two weeks together, until their parents returned home.

The story continues…

For the next two weeks, until my parents came home, Stephanie stayed at our place, and the three of us fucked the nights away, my beautiful aunt, and my sweet little sister, and me. What a fortnight!

I got to explore Casey’s pretty little body, and Casey got to practice some of the oral sex skills she had honed with her best friend, Rowena, by going down on Stef, and teaching her a few things about the subject. Naturally, Stef returned the favour, while I looked on, driven to incredible extremes of lust by Stef’s and Casey’s oral lovemaking, and then satisfying that lust by fucking either one of them, or sometimes both of them in one session, by holding my own orgasm until the first one had come, and then fucking the other to a mutual explosion of ecstasy.

It was like an incredible two-week orgy, but like all good things, it had to come to an end when our parents returned from their Pacific cruise. They were happy to find that Stephanie had spent so much time with Casey and me while they were away, and my mother thought it was just great that her little sister had so much in common with us. It seemed that life was about to go back to normal again, when just one week after returning from the cruise, my dad got word that another branch of the company he worked for was opening up in an outer suburb of Melbourne, and he had been hand-picked to oversee the opening.

It meant he would be away for nearly a month, but since our mother still had some annual leave left in her job, they decided that she would go with him for the first two weeks. I got the impression the Pacific cruise had been a bit of a second honeymoon for them, and another two weeks down south were going to lead to some more horny times down there, but of course, that would leave Casey and me alone in the house again…..

Ten minutes after we got the news, Casey beckoned me into her room, and said, in a quiet voice, “Are you gonna ring Stef, or do you want me to?” Her smile was wickedly mischievous.

“I’ll give her a ring,” I smiled.

A short time later, I went to my own room, to ring Stephanie on my mobile phone, to tell her my parents were going away again, but her response was, “I’d be there in a flash, Glen, but my boss was supposed to go to a manager’s conference in Sydney for the next two weeks himself, but his wife’s pregnant and she’s having some sort of complications, so he’s asked me to go in his place.”

“I see,” I replied into my phone.

“It was only a request, but I don’t think I can refuse,” Stephanie continued, “but I’m sure you and Casey will find plenty to do without me.” I could hear the smile in her voice, over the phone.

“I’m sure we will,” I answered back.

“Just remember, when I get back, I expect a long, slow session with you, okay?” I heard her say over the phone, “Preferably with Casey there to help things along.”

“Now that’s a request I can’t refuse,” I answered, smiling myself.

I wen to Casey’s room, and told her told her the bad news, that Stef couldn’t join us while our parents were away again, and her reply was, “I’m sure you and I can find plenty to do without her.”

“That’s exactly what Stef said,” I said, shaking my head.

“Well, you keep saying how much alike we are,” Casey smiled.

It was true, though. Casey had definitely inherited the curvy figure that seems to run in the women in my mother’s family, and except for her ash-blonde hair, and fairer skin, she looked like a smaller and younger version of Stef. I think that was part of what made threesome sex with the two of them so exciting, the fact that they looked so much alike.

Later that night, as we sat around the kitchen table, my dad said, “Well, you guys managed to stay on your own here without wrecking the place for three weeks when we went on the cruise, so I know your mother and I can trust you while we’re in Melbourne.”

“No problem,” I said.

“And I know I can trust you to look after your little sister,” my dad went on.

“She’ll be in good hands,” I said, and then, I added, “I’ll take good care of her,” as Casey rubbed the top of my foot with hers under the table.

The next morning, my boss at the bank gave me a couple of hours off to drive my parents to the airport and see them off. Then, it was back to work, and after the bank closed, I drove straight home. Casey was already home from school, and we cooked dinner together, and ate it, then watched some TV, just like any other night. We had a few laughs, like we always did, and then it was time for bed.

I was sitting on the side of my bed, getting ready to get in, and Casey appeared at my door, dressed in a pale blue silk nightie. It was pretty short, and kind of sexy. “Can I sleep in here with you?” she asked.

I looked at what she was wearing, and I said, “You realise, if you get in here dressed like that, I’m probably gonna fuck you, don’t you?”

“Well, I was hoping,” Casey said, with that mischievous smile. She walked over to me, and stood so close that she had one leg on either side of my left thigh, as I sat on the side of my bed, and she looked at me, and said, “We’ve got the house to ourselves again.”

I looked up and said, “So, where would you like me to start?”

“You can start by throwing me into bed, and we’ll work it out from there,” she smiled, down at me.

“I’m not going to fuck you tonight, Casey,” I said, looking up.

“What’s going on?” she answered, looing a little surprised.

“Not until I’ve gone down on you first,” I said, and I put a hand on each of her hips, taking her weight, and turning her so she fell back onto my bed. She landed next to me on my left, and scooted back into the middle of the bed, and as she bent her legs to push back with her feet, I saw she had no pants on, and her pretty little pussy was exposed to me.

“You’re not wearing any knickers,” I said, in surprise, but it was hard to keep the smile off my face.

“What’s the point?” Casey replied, with a girlish smile, “They wouldn’t be on very long.”

I turned Casey’s nightdress back, and gently but thoroughly explored her sweet young pussy with my tongue and lips, taking her to the brink of orgasm, but not letting her go over the edge. Then, when I knew she was ready to come, I fucked her gently in the missionary position, as we kissed deeply, and she tasted her own pussy juices from my lips, and before long, Casey had a shattering orgasm, underneath me. Only then did I allow myself to take my own pleasure, and I immersed myself in sweet release, as I filled my little sister’s exquisite pussy with my seed, for the first time since our parents returned home from their cruise.

Casey and I went to sleep fairly quickly after our orgasms, but a few hours later, in the middle of the night, we both woke up, and she rolled over to me, putting her mouth near my right ear, and whispered, simply, “Fuck me.”

Once again, we made love in my bed, short but very sweet, and resulting in a whimpering climax for my sweet little sister, and an equally satisfying orgasm for me, as her snug little pussy milked my hard cock to perfection.

Then, in the morning, when we awoke, Casey reached over, found my morning erection, and asked me if she could get on top. This was only the second time she had done this, but she climbed on top of me, and impaled herself on my rigid cock, riding it to a shuddering orgasm that saw her clenching her fists, and twisting her arms across her chest, and then collapsing on top of me in exhaustion.