This is a story I wrote a long time ago and had saved on an old laptop. Rereading it I decided to break what I had written into several parts, so each short installment could focus on just one or two similar sex acts at a time.
This installment is about a bisexual woman who has never been with a man, and her virgin brother on the way to a wedding. All their play in this first part is exploratory, with a focus on fingering and handjobs.
If you're looking for something a bit kinkier please check out my story list for offerings much more exotic than this!
As with everything I write, this story takes place in a happy alternate universe where STD's and birth control are not a concern.
IsabellaEmily
~~
"You don't need two fucking pillows," said Dori. "You're not even using the second one."
"I always sleep with two pillows," said Harry.
"So do I," Dori told him. "I'm used to a body pillow, and I tossed and turned all night last night without it. You're not going to hog the third pillow again tonight."
Dori and her brother Harry were sharing a bed for the second night in a row. After nine hours in the car enroute to a cousin's wedding the day before they'd checked into a motel, opting to share a room in order to save money.
After another nine hours in the car they realized they were going to have to share a room at their grandmother's house for the entire weekend.
They'd counted on having the two upstairs rooms to themselves while their grandmother slept on the first floor, but at the last minute their elderly great aunt had gotten the second upstairs room, and they'd ended up sharing a full-sized bed.
"It's just one night," said Harry. "Live without it."
"Last night was one night," Dori said, reaching under the sheet and pulling the third pillow away from him with a grin. "Tonight, will not be the second night. We'll find a dollar store and buy more pillows tomorrow if you need one so bad."
Harry wanted to argue with her but decided that pressing the issue wasn't worth being asked to explain why he wanted the pillow as a barrier between the two of them.
The truth was he was afraid he'd wake up with a boner and without the pillow to hide it she'd see it. Or even worse she'd feel it. He'd woke up with her leg pressed against him last night, and if she hadn't been asleep, she'd have felt his hard-on pressing against her thigh.
And without the privacy of his own room to jerk off before going to sleep he was almost guaranteed to wake up rock hard.
He rolled onto his side facing the window, hoping that he'd either wake up before Dori or be facing away from her when his morning wood arrived.
"I take it you've given in?" Dori asked with a giggle.
"Yeah," sighed Harry. "Keep the damn pillow. This is already uncomfortable. No point trying to make it anything else."
"Uncomfortable?" asked Dori sarcastically. "What could be uncomfortable about a twenty-three-year-old woman sharing a bed with her little brother?"
"Nothing," laughed Harry. "Except the brother is nineteen and not used to sleeping with his own lesbian sister."
"Be glad that Debbie couldn't make it," said Dori. "She'd be in the bed with me, and you'd be stretched out on the floor listening to her make me moan."
"Bullshit," he grinned. "If I had to listen to you two fool around, I'd get the bed."
She stuck her tongue out at him and reached for the light on the nightstand, and as the room plunged into darkness the image of her sticking her tongue out gave way to a mental image of her using that tongue to lick her girlfriend.
Harry quickly pushed the mental picture aside. He'd been attracted to Debbie since the first time Dori brought her home from college, and he'd often resisted fantasizing about her because he was afraid he'd have a hard time separating sexual thoughts about her from sexual thoughts about his own sister.
The light snapped off and Harry felt Dori moving around as she settled in next to him.
"So, are you used to sleeping with anyone?" asked Dori softly.
"Are you asking about my sex life?" asked Harry slowly.
"We don't have to discuss it," said Dori. "But since I woke up last night with your sex life pressing against my thigh, I figured I was entitled to ask where all it's been."
"Geezus I'm sorry," said Harry, feeling himself blush in the dark room.
"It happens," said Dori with a laugh. "It's not like you can control it. It wasn't the weirdest thing I've woken up to. Don't worry about it."
Harry stared into the darkness, now even more anxious about what would happen in the small bed during the night. The last thing he needed was his sister teasing him in front of others about his hard-on.
"Hey," whispered Dori as if she could read his mind. "I'm just teasing you. It really does happen to all guys in their sleep. It's nothing to be freaked out over."
"I guess," Harry answered. "But my sister rubbing herself against me in the night isn't exactly the wedding hook up story I was hoping for."
"I don't think Aunt Gertrude is a blood relative," Dori said softly. "If you want to sneak down the hall and try for an experienced woman."
"In the first place that's disgusting," said Harry, rolling onto his back. "And in the second place, no matter how old she is, she isn't more experienced than the slut that's already in this bed with me."
"That's probably true," conceded Dori. "But wouldn't it be cool to fuck someone who was alive when sex was invented? Imagine the shit she knows."
They both laughed, and Dori turned and hit the screen of her phone on the nightstand. It started to quietly play some soft music.
"I won't leave it on long," she said with a yawn. "It just helps me fall asleep."
"It doesn't bother me," whispered Harry, wondering how many more hours it would be until he could jerk off.
~
He woke up, unsure how long he'd been asleep but sensing that it hadn't been very long. He was still on his back, and his sister's music was still playing softly. He closed his eyes and wondered what had made him wake up. He listened for Dori's gentle breathing, and assured himself that she was asleep next to him.
He wondered for the tenth time if there'd be any cute women at the wedding that he wasn't related to. Not that he could bring one back to his grandmother's house, into a bed he was sharing with his sister.
But if he met a cute bridesmaid with her own hotel room who was interested in a virginal college freshman he certainly wouldn't complain if she was willing to fuck. Or even just to fool around and exchange oral pleasure. Hell, he'd never even had a handjob, so he'd settle for that and consider himself lucky.
He grinned in the dark as he realized that his cock was fully stiff. He usually didn't wake up this hard until closer to dawn, but he hadn't relieved his balls in a few days, so he was probably pent up. He loved the feeling of being totally hard and throbbing, even if he couldn't do anything about it at the moment.
He was wondering if he'd have time while Dori took a shower in the morning, when he felt the blanket shift slightly and with a shock, he felt Dori's hand move over his hip.
"Just fucking great," he thought. "She's touching me in her sleep. Just like last night's kicking."
He was about to take her hand and guide it back to her side of the bed when he felt her fingers push slowly but firmly against his stiff cock through his pajama bottoms.
He was stunned, completely frozen by shock.
His own sister was feeling him up in her sleep, and despite being a bit creeped out by it he couldn't help but feel his cock respond to the heat of her fingers as they moved up and down along his shaft.
He wondered exactly how creepy it would be to pretend to stay asleep and see how long she touched him. Part of him was appalled by the idea, but feeling fingers that belonged to someone else touch him for the first time was almost too intense to pass up. Even if they belonged to his sister.
He resisted the urge to move his hips, concentrating on the gentle pressure as she tapped her fingers against him, causing him to throb to an even stiffer state of arousal.
Just when he didn't think he could stay still any longer, her fingers stopped exploring, and they pressed against him in the dark with neither of them moving. And then her hand moved and wrapped itself around him and squeezed, causing an involuntary groan to come out of his mouth.
Her hand let go of him and she quickly pulled it away.
