Chelsea was laying on her back with her comforter pulled all the way up to her chin. Brent grabbed the edge of the blanket and lifted it away from her unconscious body slowly. Once the moonlight was gracing her body, he could see that she was wearing a silky black and hot pink nightie. It was a lacy camisole top with a split up the middle with matching boyshorts. No one wears this without expecting to be seen in it. Especially shy girls like his Chelsea.
Brent took a deep breath. She was doing it again. She knew that he'd find her like this. She knew what it would do to him. Flashbacks of their previous sexual trists played in his mind and he felt his member growing.
What do you want me to do now, you naughty little girl?
Brent took off his clothes down to his boxers and climbed into her bed on her right side. He held his breath when she stirred but she didn't wake up. Eventually, he was laying right next to her warm tempting body. Her dark locks lay around her head like a frame and her pink lips remained slightly parted. Her breath almost unnoticeable because it was so shallow and light. She was sleeping deeply, he noted.
Brent decided to have a little fun before he woke her. He very gently placed his hand on her face and kissed her lips. His hand slid down her neck and to her chest, down her tummy, and under her chemise. Her skin was so soft and she smelled so fresh and clean. His heart was pumping a little faster as he aroused himself with her beautiful body. He traced patterns around her midsection, delighting in the involuntary responses that her muscles had under his fingers.
Chelsea's head shifted on her pillow. Again Brent leaned over and kissed her lips as he held tightly to her left hip with his right hand. As she arose from her sleep, his lips felt her inhale, filling her lungs. Then he felt her lips kissing his. As they kissed, he moved his hand over her tummy and sides under her sheer top.
When they broke their kiss, Brent leaned back and looked upon her still sleepy face. Her green eyes sparkled through her squinted eyelids.
"You're late," she said teasingly.
"And you're a cock tease." They both laughed lightly. "Where's my key? You made me go on a wild goose chase to get where I am now."
"Well I was hoping you wouldn't need your key tonight," she said with a coy smile.
"What a coincidence. After seeing you in this, that is precisely what I was also hoping." He ran his fingers under the waistband of her boyshorts. "Did you miss me?"
"Clay kept me company."
He furrowed his brow. "Oh, is that right? Well, as long as you're not hanging out wearing things like this then I guess I don't mind."
"He's gonna feed Ms. Pumley's cat this week. He's really excited. It's kinda sad," she said giggling.
"I know. But that's enough about him. I want to know more about this little number you've got on."
"You like it?" she asked with a raised eye brow.
"Give me a freakin' break, you knew I'd like it. That's why you wore it. You had this all planned out."
"Did I?" she said in a mock-innocent voice.
A more serious look crossed Brent's face. "What else did you have in mind, Chelsea?" He slipped his hand underneath her shorts and found her mound, freshly shaven and it made him hard instantly. "Chelsea," he started and bit his bottom lip and closed his eyes. He knew he was going to take full advantage of this pleasant surprise. "Roll over," he requested.
After a questioning look from her, Chelsea obeyed and turned on her stomach. He stripped her panties from her and threw them to the ground. He began to massage her thighs and butt drawing soft moans from her as she clung tightly to her pillow. He pulled her legs apart an continued his massage deeper between her legs.
"Pull your knees under you."
Chelsea looked back at him quizzically.
"Keep your head on the bed and stick your ass in the air," he clarified bluntly but patiently. Chelsea nervously complied. She pushed herself up on her knees, keeping them together. "Spread your legs out far. I want to see all of you." Again she timidly complied.
Brent sat on the bed behind her and admired her ripe behind and soft smooth pussy. He placed his hands on her and began massaging like before. He could tell she was a bit tense from being so candidly exposed so he tried to get her to relax and enjoy his touch.
"You're not as sweet and innocent as I thought, my Chelsea," Brent said under his breath before he kissed her on her ass making her shiver just a little. "You're a naughty little girl. I know you are." He touch her smooth pussy lips teasingly and she shivered again except more noticeably. "You do naughty things with me. Have you even done naughty things by yourself?"
Chelsea nodded her head reluctantly.
Brent smiled. He eased one finger into her tight little hole. "I want you to show me what you do, baby."
"You want me to..." Chelsea couldn't finish and hoped he didn't mean what she thought he meant. She'd only done it a few times and would never think of doing it in front of another person.
"Yeah. Pleasure yourself for me. Put your hand between your legs. Show me what you like." Brent rubbed her thighs and back trying to encourage her. Finally, her hand snaked through the sheets beneath her and covered her sex. After a private pep talk with herself, she found the courage to masturbate in front of her new boyfriend.
Chelsea rubbed her pussy with her two first fingers, sliding them from front to back. She sunk her finger inside of her to get it wet and continued to pleasure herself for Brent. When she finally put her focus on her task instead of worrying about what she looked like masturbating, she began to lose herself in it. She moaned softly as she rubbed and prodded herself.
Brent's hands on her ass brought her back her full sense of awareness. She felt him spread apart her cheeks and squeeze them. Over and over he did this as he watched her. Then she felt a finger enter her pussy and pumped it slowly. She groaned into her pillow. After he pulled out she felt it against one hand holding onto her hip then the same wet finger pressed against her anus.
"What are you doing?" Chelsea jerked away from him.
"It's okay, Chelse. Just relax. You'll enjoy it. And if you really hate it I'll stop."
"I don't know, Brent."
"Listen," he said softly. "Just relax and it won't hurt you, I promise." He heard her sigh. "You trust me don't you?" A moment later, he saw her head nod slightly against her pillow.
Again he wet his finger in her pussy and rubbed it across her pucker. He repeated this a few times to get her used to the idea before he gently pushed his finger in to the first knuckle. She gripped tightly around him adjusting to this new sensation.
"Now, relax." Chelsea let out a deep sigh and let her muscles loosen. "Keep touching yourself."
She resumed and shortly after he began to prod his finger deeper into her ass with short slow thrusts. Once his second knuckle breached her anus she began moaning again. Her head was beaded with tiny pearls of sweat that seeped into her hair causing it to cling to her forehead. Eventually, Brent had one finger all the way into her ass and one pumping her pussy as she rubbed her clit at a growing pace, whining and moaning. She couldn't believe she was actually enjoying this.
Brent was getting immense pleasure out of watching this shy girl being so open and free with him.
Brent slowly stuck a second finger inside her pussy and pumped a little faster. He watched as her fingers moved faster and more precisely. Her moaning became louder and more frequent.
Suddenly Brent pulled completely out of her and said, "Stop. I'm gonna finish this." Chelsea removed her hand and stuck out her ass as far as she could. She was so close to cumming. And she would have soon if he hadn't stopped her.
Brent spread her lips wide apart and dipped his head down. He licked and sucked at her hole until she was begging for release.
"Brent, I need to cum. Please." Her breath was irregular and her words airy.
Brent was more than happy to oblige. He moved immediately to her little swollen clit with precise and deliberate action. Soon after, Chelsea threw her head back and surrendered to her orgasm.
The clock on the nightstand read 1 AM and Brent knew this night had to be cut short. But he was satisfied with the ground he had broken.
Chelsea eased her hips back down to the bed and Brent joined her at her side. She was exhausted and was nestled up under the sheets and drifting off into sleep in no time.
"Good night," he whispered.
*****
Now, that's an ass,
Clay thought to himself as Ms. Pumley pulled her carry-on bag from the bottom of her bedroom closet. She was wearing a cute little pink fitted jogging outfit. It was a beautiful sight to behold.
"I will be home late Friday night," she said, trying to collect all the last minute item she felt like she'd need. "If you have any questions, Brent should be able to answer." Clay nodded. "Thanks for agreeing to help me on such short notice. And thanks for taking the time to spend with Rumple." Rumple was apparently short for Rumpelstiltskin. Why she named a cat after that fairytale antihero, no one will ever know. "He starts tearing up everything in the house if he doesn't get adequate attention."
"It's no problem, Ms. Pumley," Clay responded politely.