Unfortunately, his respite was brief because on one of Jessica’s downward rockings his slickened shaft slid up between her asscheeks and skidded up along the crack of her ass. Instead of objecting, Jess, still cumming wildly, rocked herself up and down further, trapping his cock between her firm buns. She continued touching herself, riding out her orgasm.
Winston couldn’t help himself. His resolve was already in shambles from holding out inside her. No harm could be done like this and it felt too damn good. He began to push forward to meet her.
Jess finally came to her senses and realized her brother was moving against her urgently. She continued rocking up and down gently with him. “Can you come like this?” she asked softly as they hunched together. She clenched the cheeks of her ass, massaging his cock with her sleek, muscular buns.
“Definitely,” he groaned, looking down at her hungrily.
“Then do it,” she said, her expression soft and affectionate.
“Are you sure, sis?”
“Absolutely, it’s only fair. You were was so good, so patient, for me just now. I know it probably just about killed you. I owe you. Go ahead, hump my little teen butt and get off too. We’ll be Steven evens.”
“You’re horrible.”
“Yeah yeah,” she grinned a little, “keep humping, buddy. Just not too rough. It hurts my boobs when they bounce.” She carefully held her chest in place with her arms.
It was barely another minute before he came, and dear Lord he came, he jerked himself back and away from her and quickly grabbed the towel off the bed to wrap himself in its terry-cloth. Immediately, he was wincing with the force of his own orgasm. He pulsed into the towel in heavy throbs of thick semen. It felt like he was ejaculating molasses. He couldn’t remember ever coming this hard before.
When he finished, he was panting. His head hung limply from his shoulders.
“Was it awesome for you too?” his sister finally asked, looking up at him. Her voice was already sleepy.
“Very.”
“I’m glad. Good night, Tunny,” she turned her head to rest on the pillow and closed her eyes. “And… thanks.”
“Good night, sis.”
He gingerly removed the now cum-soaked towel from them both and looked away as he fixed her blankets. Given what they’d done, he’d seen very little of his sister’s nude body. He flung the towel into the wash basket on the other side of her room. He padded barefoot back to his own room and threw himself on the bed. Guilt gnawed viciously at him for what had just happened.
~~~***~~~
He must have fallen asleep because he woke up to daylight and the feeling of his sister’s lips pressing softly into his. “Hey, I was sleeping,” he groused. “No points for a sleeping smooch.”
“I know,” she replied softly. He didn’t need to open his eyes to know she kept her face just fractions of an inch from his. They traded a few breaths. It was an intimate moment and Winston’s cock stirred involuntarily. When he opened his eyes finally, her bright eyes – hazel at the moment – occupied his entire field of view.
She rubbed her nose against his in a quick Eskimo kiss then retreated. He blinked as he looked at her. She was wearing his green cotton bathrobe. “I smooched you because I’m happy. I finally got a great night’s sleep and today is New Bra Day!”
No mention of what they did last night? Winston wondered if they could ever put that completely behind them.
In the meantime, Jessica was right. It was the third day after her surgery and she was supposed to switch from the tensor bandage to a non-underwire bra. She dragged him out of bed and led him over to her room where she pulled the top drawer of her dresser open.
“Look, sis, about last night…”
She didn’t even look up. “What about it? I needed help and you were there for me. You’re a good brother, Tunny. Always have been.”
“That’s it?”
“Yup,” she said simply. “Feel free to beat yourself up about it, but that’s how I see things. Now, can we talk booby-holders?” she cried gleefully picking around the drawer’s contents. It was filled with nearly two dozen sets of new underwear. The bras were sized for her new breasts – she’d clearly gone shopping beforehand.
Jessica’s eyes were darting everywhere. “I can’t decide. You pick. Which one is going to be the first to hold my new superboobs?”
He was at a loss, still reeling from her casual acceptance of last night’s – what was it? Mutual masturbation, he guessed. He also didn’t know much about bras. “Uhh… how about this one?” He pointed at a pretty, white lacy one.
Jessica laughed. “A push-up demicup? You’re such a boy. I’ll wear that one for you later. Right now I need something with support, dummy.”
She rifled through the drawer and pulled out two bras. Both were full-cupped lacy affairs but one was black and one was electric blue.
He’d always liked blue. “That one.” He pointed to it.
She turned her back to him and loosened the robe. Then she careful donned her new bra. “Oh this is awesome,” she chimed, pulling it gently into place.
“How so?”