This was supposed to be the second chapter of Pillow Talk but I decided to make it a stand-alone. Set… sometime during the summer between seasons two and three.
The first thing that Chuck became aware of when he woke up was that he wondered where Blair was.
The second thing he became aware of was that he knew exactly where she was.
He had gone to bed in a bad mood last night. Things had not gone his way during the day and tomorrow he had to sit in a meeting with the board of Bass Industries. Everyone seemed to assume he would step up and take over Lily's job now that he was eighteen but he had no desire to spend his entire career under his father's shadow. To make matters worse Lily wasn't even in New York, so he didn't have her in his corner. He had barely spoken to Blair last night and told her not to bother him with her stories of how she and Dorota went shopping and then caught a matinee. He was not in the mood to listen to talk of trivialities.
Blair had woken up not long ago and gone up to use the bathroom, careful not to wake her sourpuss of a boyfriend. While in the bathroom she had thought about what she could do to cheer up him. By the time she had gotten back out she knew what her game plan was.
She had carefully gotten back on the bed and crawled underneath the covers. She knew he was sleeping with a pajama jacket but nothing below the waist since he had accidentally spilled OJ on the pajama pants late last night. He had cursed like a sailor, furiously kicked the pants off and thrown them in a corner and then crawled into bed, declaring that the day was officially over and he was going to sleep before anything else bad happened.
In other words, he was naked from the waist down.
So she crawled underneath the covers, gripped him carefully, hoping he wouldn't wake up too soon, and took him in her mouth. It took longer than she had anticipated for his body to respond, but after about half a minute he shifted and she heard him make a noise, followed by a surprised grunt that told her he was awake.
The next thing she knew the covers were being pulled aside and she smiled up at him. He stared at her with eyes dark from arousal and surprise. She took her mouth from him and gently ran her hand up and down his shaft while she shifted to find a more comfortable position.
"Good morning" she said.
He grunted and let his head fall back on the pillow as he buckled his hips towards her. She smiled, pleased with herself, and resumed her previous activity, slowly drawing circles with her tongue as she eased him in and out. She had already decided that this was something she would do again. The sensation of him growing in her mouth as he woke up from sheer horniness made her feel like the best girlfriend ever.
He moaned her name while fisting the sheets and then produced a series of grunts and groans that almost made Blair laugh. Instead of laughing she hummed a long Mmmmmm, which brought him over the edge.
She kept him in her mouth for a little longer, until his fists released their grip on the sheets. Then she wiped her mouth and moved up to cuddle him.
"Sorry about waking you" she said. "You were just too tempting to resist."
"Any time you want to wake me up like this I will be one hundred percent supportive" he said, caressing her with his hand while his breathing slowly returned to normal.
"I thought maybe your day wouldn't be completely bad" she said, stroking his chin with her index finger.
"After a start like this I don't think there's anything that could make this day into a bad one" he replied.