She brushed past him and left him to his thoughts. He did struggle. It took nearly five minutes before he followed her.
True to her promise, she was there waiting for him on his bed. She was wearing a matching red satin bra and panty set. She looked like the world’s best Christmas present.
“When did you know? That I’d cave, I mean.” He asked her meekly.
“The first night. When you started humping against me after I started coming. That wasn’t just my selfless big brother. It wasn’t for me. It was for you. After that, it was just a matter of time. I was willing to work on you the whole summer, honey.”
He nodded.
“Don’t beat yourself up. I do win our little struggles now and then. And I put an enormous amount of energy into this one.” She slid her crimson panties down her legs, revealing her smooth, bare pussy already beginning to glisten. She slipped out of her bra, freeing the large perfect teardrop breasts that now lazed on her chest. She stretched out nude on his bed and smiled. The sight of her like this made his knees rubbery.
“The good news is that I have a pretty good consolation prize for you, Tunny. Me. Come here.”
He shuffled to the bed and his waiting sibling. She helped him off with his t-shirt then unbuckled his jeans and pushed them down with his boxers until she was eye level with his stiffening cock. She looked up at him as she closed the distance and touched her tongue to its tip. She grasped it with one soft hand and took its first few inches into her mouth. Her tongue swirled around it delicately.
She spat him out to give him a wicked look. “You’re three for three on holes now. From here on out, we’re only going to be arguing about depth.”
“No more arguing,” he sighed. “Where’s that new toy of yours? Let’s make sure it works.”
“That a boy!” she beamed. She reached into the bag next to her and handed him the vibrator.
He realized now that it was out of whatever package it must have come in and the batteries were already in it. She knew what he was thinking. “It was a long drive home.” She shrugged.
She spread her legs lewdly and ran her own hands down her smooth, flat ivory belly as he slid onto the bed and settled himself between her legs. His sister watched hungrily as he kissed the inside of each of her legs and then zeroed in on her smooth little teenage sex.
“Tell me,” Winston teased her, his face millimeters from her sex. She could feel his hot breath across her delicate flesh.
She knew what he was after. “I want it.”
“What do you want?” In for a penny, in for a pound – Winston was going to play her game.
“I want your mouth… on me,” Jess panted.
“Where?”
“Here,” she ran a finger between her legs and along her smooth pink lips.
“Dirtier.”
She snickered. He was mirroring the prompting she’d given him their first time. “Eat me, Tunny. Lap my little clit. Make me cum. You always make me cum so hard.”
He barely and briefly brushed his lips against her pussy. His tongue grazed her clitoris. Her body jerked in reaction.
“Have you pictured this?” he asked.
“Mmmhmmm…” she moaned.
“Dreamt of this?”
“Yeah…” she whined, eager for his touch.
“Lied for this?”
There was a long pause. “Yesss…” she finally hissed, “Now please, Tunny, please…”
With his sister’s admission, he began working her clitoris with his tongue. Flicking at her little bud, he brought the vibrator to her opening. She was already dripping wet. He slowly twisted it into her. She was tight. He had to press firmly. At a little past two inches, he felt the vibrator push up against something. Something pliable. Some sort of barrier.
Holy Mary, Mother of…
His head snapped up to look at her in disbelief. She smiled weakly, “That’s why I didn’t let you all the way inside me before.”
“So you want me to?”
“Yeah.”
“I don’t know what to say.”
“Say you’ll do it. I want it to be you.”
“Wow, okay, errr… any particular way you want me to do it? I mean, do you want me to do it now, with this thing?”
“You know I never want to wait. Yes, do it. Just like this.”
“Oh boy, I was right, you are a kinky little mess.”
“Yep. But now that you brought up kinky, I do have one improvement to what you’re doing. Remember when I asked you to inspect my goods last week?”
“Yeah.”
“Remember what I asked you if you would lick?” She carefully pulled her knees up towards her chest, it rocked her hips forward and exposed her pale little rosebud. “Do it,” she whispered.
“Say what you want,” he demanded again.
She didn’t need prompting this time. “Lick it for me, Tunny. My ass. Lick me and rim me and fuck me open with my toy. Then fuck me for real. Take me tonight, Tunny. I’ve waited so long for this. I want your big dick wedged in me before the night is over.”
She watched him hold the vibrator pressed gently against her hymen and duck beneath it to lap delicately at the small rose of her backdoor. She groaned and reached a hand down to circle her abandoned clitoris.
“So good,” she sighed.
He continued lapping at her tiny, soft ring and began to fuck her with just the end of the vibrator. The combined sensations had her humping up and down instinctively. After a few minutes, he wormed the tip of his tongue into her ass and she started moaning at the new sensation.
At her third moan, he steadily drove the vibrator home through her hymen. Jessica gasped through clenched teeth but continued humping up and down.
“Turn it on,” she whimpered.