Then he flicked the light on. Ooops. He’d been so focused on making sure his sister was dry and covered that he forgot about himself. He was standing there completely naked. Their eyes met for a millisecond and Jess immediately looked down at his erect eight inch cock. He saw her eyes go wide in surprise just as he flipped the light switch off.
“Whoa, that definitely looks grade ‘A’ too, brother dear,” she snickered in the dark.
“Very funny. Show’s over. Now go get in bed. I’m putting on a towel.”
“Awww…” she whined as she made her way back towards her bedroom.
He wrapped a towel around his waist then followed her to her room.
“Stay with me some more?” his sister pleaded.
“I don’t think that’s a good idea, Jess.”
“Please? I’m having trouble sleeping. Just watch TV with me?”
“All right, at least let me put on some pajamas.”
“Yay! Slumber party! Could you microwave some popcorn too?”
Before he left he watched his sister, still wrapped in the towel, carefully get into bed.
He returned in a few minutes with a big bowl of popcorn and hopped onto the bed to join her. He noticed the towel she’d been wearing was folded at the foot of the bed. He hadn’t helped her dress.
“Sis, what are you wearing under those covers?”
“Practically nothing.”
” ‘Practically nothing’ or nothing.”
“The second one.”
“Si-is!” He made it a two syllable whine.
“Oh come on,” she rolled her eyes, “you can’t see anything. Besides, you’ve already seen my entire body anyway. Plus, the fresh sheets you put on the bed feel wonderful against my skin.”
“I give up,” Winston sighed.
“Finally,” she cheered, “now gimme some popcorn.”
He passed the popcorn and the TV remote. It was still her room, after all. She inflicted the Lifetime channel on him mercilessly. As a defensive measure, he fell asleep.
He woke up when he heard his sister breathing funny and he slid one eye open. The TV was on, lighting the room, but the volume was muted.
As his mental sleep fog began to clear, he realized Jessica’s hands were moving beneath the covers. That, combined with her breathing and well… his sister was clearly masturbating. But, if he was reading her face correctly in the poor light – her lips pressed tightly together, her dark eyebrows scrunched together too – she looked kind of pissed. Was she having trouble getting off because he was in bed with her? Or maybe, he realized, it was because she’d broken her vibrator. He wondered if she could satisfy herself without it.
She groaned softly in frustration and stopped, apparently giving up.
He pretended to shift in his sleep and wake up.
“You still awake, sis?” This was obvious because she was staring right at him.
“Yeah,” she huffed.
“What’s the matter, still can’t sleep?”
“No.”
“Want some warm milk or something?”
“No.”
“Look, I’m not saying it’s smart but there’s some left over Vicodin in dad’s medicine chest. I can give you one. It might zonk you out enough so you can get some rest.”
“No.”
“I hate seeing you like this kiddo. Sure there isn’t anything I can do?”
“Anything? Would you… would you buy me a vibrator?” she blurted that thought out so fast it sounded like one long word run together.
He automatically parroted it back to her for confirmation before he realized what he was saying, “Buy you a vibrator?”
“Mine broke,” she sniffled, “I’m so used to playing with myself before going to sleep that I’m all messed up now.”
“Aw jeez, sis.”
“I know, I’m sorry but I’m climbing the walls. It’s actually getting worse.”
“Even if I could bring myself to buy sex toys for my sister, the only adult shop anywhere near here is down on route 52 and,” he glanced at her alarm clock that read 1:15, “they closed at midnight.”
She looked at him funny.
“Let’s not talk about why I know that,” he smiled.
His self-effacing humor made Jessica stifle a laugh.
“Looks like you’re screwed missy. Or not screwed, rather,” He joked again, hoping to turn her mood around.
It worked and she followed his humor like he’d hoped. “Then just go get Dad’s gun and shoot me,” she said melodramatically.
She looked around for the TV remote. It had slid down towards the foot of the bed. She leaned forward a bit to grab it but couldn’t quite reach. He stirred and leaned over to grab it for her.
It was a trap. She kissed him the quick soft peck on the lips.
“Three up,” she grinned. “Now say it,” she said smugly.
“Oh come on.”
“Say it.”
“I don’t even remember how it went.”
“Bullshit, you never forget anything. Now say it.”
Winston sighed. He affected his most preposterous theatrical British accent and recited the ritual offering of stolen kisses: “And what favor would my Lady Who Is Most Sneaky ask?”
Jess responded in a voice even more outrageous than his, a high-pitched, trilling accent. “The Lady’s boon shall be… ” but Jess paused.
“Tunny, I can’t say my boon in my little girl voice because it would be really wrong.” She looked in his eyes and he felt the weight of what she was trying to say. “I need your help. I need you, Tunny. Tonight. Do you understand?”
“Sure sis, you know that…” he trailed off when he realized what she was asking.
“I don’t need romance, Tunny. I need satisfaction. You won’t even have to do much.”
“Aw jeez, Jess…”
“I just need you to touch me a little. Nothing crazy.”
“Other than the fact that I’m your brother?”
“Yeah, there’s that. But I think that’s actually going to help. I feel safe with you.”
“Help you. Not me!”
There was a long pause. Jessica let her large soft green eyes show her need.
“Fine, where do you want me to touch you?” He relented.
“Where do you think? Come on under the covers.” She lifted the blankets and he slid under them with her. “Now get closer. Cuddle in next to me.”
He curled his body into his sister’s side. “Like this?”
“Good, now give me your right hand.” She drew up the leg nearer to him at the knee until her foot was flat on the bed. She slid his hand from her hip along her thigh, caressing herself with him to her knee. Then she slowly drew his hand down the back of her leg along the long firm muscle of her hamstring. His breath caught a bit as her hamstring transitioned smoothly into the smooth curve of her right butt cheek.
Jess circled two fingers of his hand and drew them slowly across to her sex. He felt the smooth delicate folds of her outer lips. When he felt the moist heat of her opening, Winston gasped.
“It’s okay, silly, you’ve washed my entire body, including this.”
“You’re crazy. This is way different.”
“Yeah, I think you’re right, this is different,” she giggled. “This is way better. Feel how smooth I am after waxing? I really like it. It feels sexy. Okay, now we’ll just barely slip your fingers inside me.”
She sighed as she teased her entrance with his fingers then slowly pushed them into herself. “Good, right to there. Stop. Not too far. Perfect. Don’t move ’em unless I say so. Got it?”
“Got it.”
“You can breathe though, you know. ”
Winston hadn’t noticed he was holding his breath and let out a nervous exhale. “Sorry, I guess I’m a little tense.”