If you have not read Chelsea’s 18th Birthday Ch 1 and 2, I highly suggest you read those before attempting to read this story. The characters are developed in the earlier chapters.
This is quite possibly the last installment of Chelsea’s 18th Birthday. If you have any suggestions for a 4th Chapter, I’d be glad to hear them. I’m sure that I’ll be writing more in the future.
As always, I would like to thank my wonderful editor alwaysupforu2004.
After trying the door knob, Brent rapped lightly on Chelsea’s door with his knuckle. No response. “Come on, Chelsea, you knew I was coming back for my key tonight,” he whispered to himself. Slightly frustrated, he headed down to Clay’s apartment to get his spare that he gave him. It was almost midnight, way later than he had anticipated getting home. His two hour trip home turned into a four hour trip when a head-on collision on the interstate took east bound traffic’s four lanes down to one very slow moving lane. Damned rubber-neckers made it 10 times worse than it had to be.
Brent knocked on Clay’s door impatiently. “Hey, dude. Thought you were gonna be home by 10.”
“So did I. Chelsea’s apparently asleep and she has my key so I need yours to get into my apartment.”
“Actually, when you weren’t here by about 10:45, Chelsea dropped off her key with me.”
“Why? Why didn’t she just give you my key?”
“I guess she still wanted you to get it from her yourself,” Clay said.
A mischievous smile crossed Brent’s face as he got an idea. “I see.” That sneaky little girl.
“We talked,” Clay said interrupting his thoughts.
“Hello! Chelsea and I talked. I apologized for giving her a hard time. I just didn’t see you two going anywhere with this and I turned out to be wrong.”
“Well I appreciate you doing that. Maybe you two can actually be friends one day.”
“Yeah,” Clay said stepping into the kitchen. “Actually, I asked if she wanted to watch The Godfather with me. Dude, it’s one of her favorite movies. She’s the coolest chic you’ve ever dated by far.” He poured himself some milk and flopped down on the couch.
“What did you just say? You hung out with my girlfriend today?”
“Yeah, she’s pretty decent at poker, too. I still kicked her butt, but she had me on my toes.”
“You played cards and watched a movie with Chelsea.”
“What’s the matter? I thought you wanted us to be friends, dude.”
“Yeah, I do, but that is just really weird.”
“Dude,” Clay said bluntly. “She loves The Godfather.”
“I know, man, that’s fuckin’ awesome,” Brent said enthusiastically.
“Yeah, so we’re cool. Don’t worry. Oh, and before I forget, guess who else came to see me today?”
“The Ms. Angela Pumley herself. She asked me out.”
“Yeah, but she did ask me to feed her cat and water her plants while she went out of town for a funeral.”
“Wonder why she didn’t ask me.”
“Duh, dipshit. You were gone,” Clay said setting his empty glass down on the coffee table.
“Well, have fun with that. Don’t steal any of her panties,” Brent said as he walked back towards the door.
“Dude, I didn’t even think about that. Thanks!”
“Fuckin’ perv. See you tomorrow.”
Brent got more and more excited with every step. He was so happy that his best friend and his girlfriend were finally getting along. And quite well as it turned out. And it was a turn on that she was into things like The Godfather and poker. She was just about the perfect girl.
Brent inserted the key into her lock and slowly turned. He quietly entered and shut the door behind him. Through the dark, he made his way into her bedroom where he heard her breathing softly. Definitely asleep. The moonlight shone through the window across the room bathing her in a majestic haze. He looked around briefly for his key thinking it might be laying around for him to find but it was nowhere to be seen. She wants me to wake her up. Otherwise, she would have made it easy to find the key.
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.
“I’m only 27, Clay. You can call me Angela.”
Oh, but I love calling you Ms. Pumley. Besides, the second ‘a’ is useless anyway.
She collected her two bags and Clay walked her to the door. “Here is my spare. Give Rumple one can in the morning and one in the evening. Help yourself to anything in the kitchen, the television, computer, I don’t care.”
“Thanks, Ms. Angela Pumley,” He replied with the tiniest smirk in the corner or his mouth.
Angela glanced back at him before exiting the apartment. She gave him a little smile showing she knew what he was doing and thought it was cute.
“Goodbye, Mr. Clay Wheeler.”
Clay watched Angela slink away before closing the door to her apartment and heading straight to the window to watch her get into her cab and ride away.
“Mr. Clay Wheeler,” he repeated. Was she flirting with me? “Mrs. Angela Wheeler.” Clay laughed out loud and ran into her bedroom to look through her drawers.
Clay opened the top drawer of her bureau and found an assortment of plain-jane, run of the mill cotton briefs. He found himself quite disappointed. Then something caught his eye and he pulled the drawer out a bit farther. Apparently, Mrs. Angela Pumley was organized all the way down to her skivvies. In the back of the drawer were at least three dozen more panties. But these were really really hot. He pulled out a black thong that looked like it couldn’t possibly be underwear. You don’t wear these every day. You wear these for someone. He placed them back in the drawer with a big grin on his face and decided he’d leave and come back that evening to feed the cat.
Later that evening, Brent received a knock on his apartment door.
“What’s up? How’s your first time kitty-sitting?”
“Terrible,” Clay responded, walking past him without waiting for an invitation.
Brent closed the door and followed him into the living room.
“The bastard scratched the leg up on that end table by the couch!”
“How often are you going to see him? Did she tell you he gets pissy when he’s ignored?”
“Yeah, but I didn’t think he’d actually do anything!” Clay plopped down on the couch and grabbed a pillow.
“You gotta spend time with that cat, dude. He’s like a little kid. He can’t be left alone like that. How long did you leave him?”
“Since, like, nine when she left.”
“You’re an idiot. She’s gonna kill you.”
“I know, bro. This is gonna ruin whatever chances I had with her.”
“Oh, come on!” Brent exclaimed. “You don’t still think you’ve got a shot, do you?”
“Whatever, dude. Where’s Chelsea?”
“At work. She’ll be home in about 30 minutes.”
“You guys have plans?”
Brent bit his bottom lip and smiled mischievously.
“Dude, ask her if she’s got any cute friends. You, know. In case Ms. Pumley doesn’t work out. I gotta use all these tricks I read about on somebody.”
Brent picked up a throw pillow from the couch next to Clay and threw it at him. “Seriously, man, the only pussy of hers that you need to be stroking is the one eating her apartment. Get back down there and play with the damned thing before it does any more damage.”
Again a knock came on Brent’s door. This time he hoped it was a shorter, prettier person. He smiled big when he saw that it was. Chelsea smiled back and walked in the apartment.
“Couldn’t wait ’til after you changed clothes?” She was dressed in her work clothes; baggy and unattractive. He, however, was dressed very sexy. He had a fitted designer t-shirt and jeans on. No shoes, but he had on clean white socks. That seemed really hot to her. He always looked so clean. She blushed as she realized how desperate she must have seemed to have come to his house before her own.
He stepped toward her and gave her a welcoming hug. “You stink,” he said bluntly.
“That is so rude,” she scoffed, pushing him away. “I smell like the seed store! I can’t help it!”
“No, it’s fine. It just mean that you need to take your clothes off and maybe… take a bubble bath?”
A smile crept on her face. She wanted to be mad about that comment he made but she knew he was only teasing.
“That actually sounds nice. Are you going to join me?”
“Nope.” A look of confusion quickly replaced her smile. “I will be the administering bubble bath technician.”
“Just go sit on the bed ’til I get your bath ready.” He walked into the bathroom and turned right back around and walked back out. “On second thought, come in here with me.”
She followed him into the bathroom and he shut the door. He had a devilish grin as he turned on the hot water in the tub.
“Take off your clothes for me. I wanna see my woman.”
Chelsea laughed nervously. The light in the bathroom was bright and was just getting used to being exposed in the darkness. Knowing she wasn’t going to win an argument about it, she complied with his request.
Chelsea stood before him naked once again. Brent sat on the edge of the tub as the water filled it, admiring her healthy, ripe body. He reached out his arms beckoning her. She now stood between his knees while he ran his cool hands over her warm flesh. Her arms and legs got goosebumps at his touch. Inches from his face was her smooth mound. He ran his fingers across it periodically, causing her arousal to climb. He grabbed her ass and began to knead it with his fingers remembering the night before when he had done the same thing except from behind. Then he kissed a trail across her tummy.
Brent stood up and eased her against the wall of the bathroom. His fully clothed body pressed against her naked one. Chelsea looked into Brent’s steel blue eyes. “I missed you,” he said lovingly and he took her mouth with his.
Their kiss began softly but grew steadily into a more eager one. Finally, Brent broke the kiss. “I guess you missed me, too?” He chuckled and walked over to the tub and added the bubble bath.
“Why do you have bubble bath?” she said half teasing, the other half genuinely curious.
“Well, I like juniper. I saw it and I got it. Don’t judge me,” he snipped making Chelsea laugh. “Get in, it’s ready.”
Chelsea climbed slowly into the hot bathwater. “This is so nice, thank you.”
“Thank you for being obsessed with me so much that you’d rather come and see me before going home after a long day’s work.” Brent took a handful of water and poured it over Chelsea’s shoulders. She closed her eyes an moaned at how good it felt.
“As good as you treat me, do you blame me?” she said.
“Oh. No, of course not. I mean, I’d be obsessed with me, too.” He poured more water over her back.
“You are so conceited, Brent!” He laughed.
“And you’re so modest, Chelsea. And I love it.” He kissed her on the forehead and continued his pampering. “So, I’ve been meaning to ask you something.”
“Why did you let a conceited, pushy jerk like me take your virginity after the first date?”
Whoa. She wasn’t expecting that kind of question. She thought very carefully for a moment. Chelsea took a deep breath and spoke slowly. “I don’t know why, or how I became so, but I was very comfortable with you by the end of the date. I wasn’t comfortable with all the things you were doing that led to what happened that night, but I was comfortable with you. I wanted to leave before I told you that I was a virgin. But I stayed because a part of me really really wanted you to want me. I guess I needed that affection. And I stayed because you comforted me when I was afraid. You were like a different person when you found out and that made it easier for me to stay.”
“A guy who buys bubble bath for himself must have a soft side, right?” he joked lifting the mood a bit. “But I’m glad you stayed.”
She smiled at him. “Me, too.” Brent leaned over the side of the tub and kissed her again. His hands again found her body and began fondling her breasts. His fingers worked her nipples into hard little pebbles before he slipped his hand under the water to her mound.
Chelsea gasped slightly as he began rubbing the length of her. His fingers found her little hole and eased one inside causing her to gasp softly once again. After a few more strokes, he pulled out and searched for her clit. He rubbed gently causing Chelsea to moan into his mouth. He really loved that. He wanted to try something different today and thought that she might not go for it unless he used some sort of persuasion.
“I wanna try something we’ve never done before.”
Chelsea glanced over at him concerned if she was going to like this or not.
“Don’t. It’ll be fun. I think you’ll like it.”
“Okay, what is it?”
“Well, let’s get you rinsed off and I’ll show you.”
He used his hands to cup the water and pour it over her body, washing away the suds and bubbles. He asked her to stand and he continued to rinse her body. Finally, he grabbed a towel from the cabinet and began to dry her very tenderly. She was enjoying his pampering very much.
Chelsea stepped out of the tub and wrapped the towel around her. He led her out into his bedroom. In one swift motion Brent shed his shirt and flung it to the floor. He stepped toward her, grabbed hold of the towel at either end and exposed her now dry body. He pulled her close using the towel before he dropped it to the floor. She kissed him first, to his surprise. She wasn’t usually the one to initiate the kiss.
Chelsea unbuttoned the five buttons of his fly and pushed them off his hips.
This might not be as hard as I thought, Brent mused. He picked her up and playfully tossed her on the bed.
“So what are you going to teach me now?” Chelsea inquired as he joined her on the bed, slipping off his boxer briefs. The sight of his cock stopped her breath for a moment; she was still getting used to it.
Brent lay flat on his back at her right and grabbed his half-hard cock and started to stroke it slowly as Chelsea watched. “Straddle my chest,” he instructed. She began to place her right leg over him. “No. Don’t face me. Face away.” Confused, she turned herself around and dragged her left leg across him to straddled his lower chest, slightly hovering above him.
“Remember when you went down on me?”
“Well, I’d like for you to do it again. Will you do that for me?”
“Like this?” She supposed he wanted to see it from a different angle.
“Yeah. Except I’ll be going down on you at the same time.”
“What?” Chelsea blurted. She didn’t mean to sound so displeased with the idea, she was just a little bewildered. “I don’t think I can do that. I mean, I don’t think I can do a good job when you’re doing that to me.”
“Trust me, Chelse, it’s awesome. You’ll do fine.” He was a little worried she wouldn’t go through with it. But just before he could tell her she didn’t have to he saw her bend down to assume the position. He felt her cool hand grip his cock. He placed his hands on her hips. “Let me lead you down.” He pulled her ass down closer to his face. She adjusted to make herself more comfortable.
Chelsea’s pussy was spread open invitingly. Brent kissed her vulva and she moaned. “You start so you can get comfortable and I’ll just jump in, okay?”
“Okay,” Chelsea replied. She timidly grasped his member in her hand and began to stroke it. Her speed increased as it grew in her hand and she placed her mouth over the head. She remembered what she had learned the last time and spit on her hand to lubricate him. When she was satisfied that he was wet enough she proceeded to push him further into her mouth. She was fully consumed in the task at hand. She really wanted to do good because he was so good when he did it to her.
She had momentarily forgotten that he was about to begin on her. Without warning he dug right in causing her to jump slightly; partly from the surprise, partly from the pleasure. She moaned with him in her mouth and sent vibrations down his rod. The unexpected thrill caused him to moan into her pussy involuntarily which in turn sent vibrations through her as well. They quickly realized the benefits of this new trick and continued to moan against each other. Soon the moaning was natural and unscripted. The intensity of trying to enjoy the fruits of his labor and trying to maintain concentration on her own task was overwhelming.
Brent squeezed Chelsea’s ass as he licked her pussy. He could tell she was getting closer to the brink and sped up. As if on cue, she also sped up her sucking and added a hand to the base of his cock, pumping in rhythm with her mouth. He noticed that she seemed to be going faster and faster the farther she got to the edge. He put his focus around her clit, teasing and licking, drawing her closer and closer. She responded just as he expected. He felt himself approaching orgasm as well now. Her moans were getting louder and her breath quicker. She was now grinding her pussy against him unwittingly, sprinting desperately for the finish line. Finally, she released his cock, locked up and sailed over the edge into a nearly unconscious state. She took a moment to gather composure and remembered that she had a debt to repay.
With renewed passion, Chelsea resumed her attentions on his abandoned member. She sucked and thrust him in and out of her mouth. She twirled her tongue all over and around him continually. She started to moan around his cock again remembering how good it had felt before. He responded positively, as she anticipated that he would. Her glossy pink lips, inches from his face, paired with the aroma that it exuded was such a turn on and soon he was thrusting gently into her mouth as he rubbed the length of her back and sides urging her on.
After a few more moments of this bliss, Brent reached down and took his cock from her. “Sit up,” he gasped. Slightly confused, she sat up on his chest and suddenly, his cock that he had been pumping erupted. Semen projected out of his cock and hit her unexpectedly across her breasts and tummy.
Chelsea watched as he continued to milk his rock hard member. Another shorter burst shot toward her and landed on her thigh.
Coming to his senses, Brent found himself hoping he hadn’t totally grossed her out. He should have waited or gotten her out of the way first. But it was too late. He could only imagine what’s going through her head. He didn’t feel anything hit him so it all must have landed on her.
Chelsea climbed off of him slowly and sat at the edge of the bed. She turned around and glared at him with a smirked. “I think you’re gonna have to give me another bath.”
A sigh of relief escaped him and they both began to laugh.
Friday morning came. Clay was spending a lot more time with Rumple than he had originally planned but he made up for having to be there by imagining Ms. Pumley in all of those risqué garments he’d found. All week, he’d been debating on whether or not to spend the night in her bed. Last night, he figured, would probably be his last opportunity and he seized it.
Clay striped down to nothing but his MP3 player and laid down in her bed. He imagined her masturbating where he now lay. He masturbated before he fell asleep and released himself into a pair of silky red panties that he’d decided were his favorite. Exhausted, he carelessly tossed them to the floor and fell back into the bed highly satisfied.
It was 10 o’clock when he awoke, his MP3 player still pumping music tirelessly into his ear buds. Ms. Pumley would be back late tonight. He knew he’d have to clean up and put everything back exactly where he found it. There could be no evidence that he went snooping through her things; especially her underwear drawer!
Clay tossed the covers away from him and sat up. Looking down, he saw his usual morning erection jutting out. His cock was of typical length but was bigger in girth than normal. He kept it trimmed for the simple fact that he hated hair. He even shaved his arms from time to time.
A mischievous look crept across his face.
One more go before I get to cleaning? Clay jumped out of bed and ran buck naked over to her dresser and pulled out a black and purple teddy that he’d found tucked away and laid it across the bed. Then he grabbed another silky pair of panties to aid in this wanton mission. He pulled a chair up to the bed and settled in. He flipped through his play list for an appropriate song and quickly looked around. In front of him was a sexy display. The teddy lay empty on the rumpled bed and the red panties on the floor by his feet that he had spent himself in the night before. He glanced backward at the bedroom door for a moment as if making sure no one was there. What are you worried about, man. Clean this shit up and she’ll never suspect a thing.
Clay started rubbing the silky pink panties across his stiff cock. The fabric was heaven and knew he’d have to get a pair for himself to use at home. He rubbed the end of his dick in the crotch of her panties knowing that it has also been inhabited by Ms. Pumley’s pussy. He imagined the fabric being soaked in her juices as he stroked himself with it. He wished Ms. Pumley was wearing that teddy right then. She should have been laying across the bed posing for him as he pleasured himself for her. His cock was throbbing now.
A noise distracted him for a moment and he froze. Probably just that fucking cat. He ignored it and continued.
Ms. Pumley stood in the doorway of her bedroom with a slack jaw and wide eyes. She looked down at her red panties stained with cum. On the bed, she saw her only teddy sprawled out for the viewing pleasure of the young man that she had trusted to caretake her apartment while she was away for a funeral. She saw him pumping a fist full of her panties around his cock.
“Clay,” she said sternly.
Clay heard another noise that had him doubting his cat theory.
“Clay!” she shouted.
Clay’s head jerked back to see Ms. Pumley staring at him.
“Ms. Pumley!” Clay exclaimed, ripping the ear buds from his ears. He threw the pink panties to the ground and stood up swiftly covering himself with a pillow. “Ms. Pumley, this isn’t what it looks like!” That is all he could come up with. It was the worst thing for him to say. It was obviously exactly what it appeared to be.
“What?” Angela scoffed. “What do you mean it isn’t what it looks like, Clay?” She took a few steps closer to him. His eyes were fixed to the ground. He could never look her in the eyes again. “Well, let me tell you, Clay, what this looks like to me, and you can tell me if I’m wrong.” She could see him shaking, clutching to her pillow for dear life hiding his now limp cock. “It appears, sir, that you have raided my private drawers, jacked off with my underwear and tossed them on the ground! It appears, sir, that you have placed my lingerie on the bed to aid you in jacking off again, into another pair of my underwear!”
“Ms. Pumley, I’m so sorry, I’ll clean this all up, I swear, I…”
“Clay!” She shouted. “The damage has been done! I can never look at you the same. I appears as though you have a very intense crush on me and this is an issue that needs to be addressed.”
He heard her walking closer. “That is what it looks like. Am I close, Clay?” Her voice was less harsh than before. Perhaps she was calming down.
“I was gonna have this all cleaned up before you got home tonight, I swear.”
“I realized yesterday that my flight left at 7 am, not 7 pm. And I’m glad I had overlooked that detail. Now I can see what kind of a boy you really are.”
Shame engulfed him. He knew what he did was wrong when he was doing it. He never intended for any of this to happen.
“You’re a very bad boy, Clay.” Angela walked past him and skimmed her eyes over his slim body. “You were picturing me in this, weren’t you?”
Clay stood silent.
“Well, if you’re going to invade my privacy the way you have, you should at least answer the question!” she snapped.
“Yes!” he squeaked, nearly in tears from the embarrassment and shame.
“Yes, Ma’am,” he surrendered.
“Do you still want to see me wearing this?”
“No,” he said. “No, Ma’am!”
“Well, why not? Moments ago you were so very passionate about it.” She picked up the teddy and draped it over his shoulder. “You don’t want to hurt my feeling any more, do you?”
“Then you do want to see me wearing this lingerie?”
“Yes, Ma’am,” he sighed, defeated.
Through the slits in his puffy eyes he could see her manicured hand cup his chin. She slowly tilted his head up and forced him to meet her gaze. His eyes were glazed over full of tears on the brink of overflow. “All you had to do was ask.” Clay watched in confusion as her hands began unbuttoning her blouse.
“What?” Clay breathed. His brow was furrowed as his mind raced to put together what was going on.
“Were you thinking about my breasts when you were jacking off?” she asked bluntly as she stood just a few feet from him.
He was still in shock and could only answer her truthfully. His mind was in no shape to formulate any other response. “Yes, Ma’am.”
Angela’s blouse fell to the ground and Clay’s eyes were locked on her lacy white bra. His body was still quaking from nerves and his stomach was churning with butterflies.
“And how did they look?”
“I’m sorry?” He heard what she said. He just couldn’t imagine how to answer such a question.
“How did my breasts look when you imagined them?” she rephrased.
Finally, with a quivering voice and a nervous glance away, he managed to respond. “Beautiful.”
He caught a glimpse of a look of great satisfaction from Angela.
“Well, I hope they meet your expectations.” Ms. Pumley reached one hand around and unclasped her bra and tossed it to the ground with her blouse. “Well?” She inched closer.
All he could do was nod. He could feel his member growing once again behind the pillow.
“Well, you want to touch them, don’t you?” Again, she stepped closer.
He studied her for a moment and reached out a timid hand. The other still clung to the pillow that hid his now raging hard on. He gently cupped her left breast in his trembling hand and ran his fingertips along it’s curves. Angela’s eyes never left his face as he nervously explored her. A tiny surge of bravery coaxed him to graze his thumb across her swelling brown nipple. She sighed softly. Her reaction nearly startled him. He looked up at her and she had her eyes closed, just enjoying his touch. Another tiny surge of courage urged him to continue.
Clay moved to the other breast and fondled it in a similar fashion. This time he gently pinched her nipple bringing it to it’s full hardness. Her eyes were still closed so he took that as encouragement that it was alright to continue. Just then, he noticed her left hand slowly creep to her hip and she unzipped the side zipper to her skirt.
Clay looked back up and she met his eyes with hers. “And did you day dream about my pussy, too?”
Clay’s breaths were becoming more labored as the intensity mounted. “Yes, Ma’am,” he managed to say. Angela allowed her skirt to fall to the floor revealing her matching white panties. Her curves were even more delicious than he had imagined.
“For now I think it’s your turn.” Clay looked back up at her face and she was looking down at the pillow that he held so desperately to his body.
Angela coaxed the pillow from him and he stood blushing wildly before her with a throbbing boner. “I am also very pleased,” she said giggling to herself. Without warning she grasped his cock in her hand and gave it a squeeze.
“Ah!” He almost came right then and there.
“Don’t give out yet, my young stud. Don’t you intend on putting it to good use first?”
Oh, shit, I think she’s gonna let me fuck her!
In true Clay style, he replies coyly, “If you’ll let me, Angela.”
Angela grined very content and amused. “Today, you call me Ms. Pumley.” She leaned in and kissed him eagerly. And to her surprise, Clay returned her kiss with great enthusiasm. His arms wrapped around her and he pulled her in, pressing her chest against his. He could feel her nipples, like little pebbles, pushing into him.
He was still nervous but had much more confidence now that her intentions were crystal clear. She wasn’t disgusted by what she’d found him doing. She was turned on by it!
Suddenly Angela pushed him away. “You wait here.” Without another word, she sneaked off into the bathroom with the teddy in hand. Moments later she reemerged displaying the skimpy purple piece.
Clay was sitting on the edge of the bed waiting for her. Angela walked over and stood in front of him for his inspection.
“Does it look better on the bed?” Her breasts were spilling out the top and the teddy melded to her body.
“No, Ma’am,” he replied, his eyes glued to her beautifully full and curvaceous body.
Angela climbed on top of her bed and assumed the doggy-style position with her face resting on the mattress. Her rich black hair spilled out around her head and her ass jutted out into the air.
“Now does it look better on the bed?”
Clay’s breath was again shallow and labored. “Yes, Ma’am,” he groaned. He reached down for his cock subconsciously and started to stroke himself.
Angela’s hungry eyes drank him in. It had been a long time since she’d received this type of admiration.
“Did you fuck any girls in my bed while I was gone, Clay?” Angela crawled over to him at the edge of the bed.
“No, Ma’am,” he said. “I swear.”
Her eyes narrowed at him. “It’s been a long time since I’ve had a man in my bed, Clay. When was the last time you got some pussy?”
He was really hoping this wouldn’t come up. But he knew if he didn’t tell the truth, she’d figure it out soon enough.
“Well, I got some head after prom last May.”
She smiled questioningly. “You’re telling me you’re a virgin, Clay?”
“I just never found a girl I liked enough, I guess,” he admitted shyly.
Angela smiled again and bit her bottom lip.
“But I’ve done extensive research on the subject.”
She wasn’t sure if he was kidding at first but when the corner or his mouth went up she laughed out loud. “You’re a very clever fellow, aren’t you? Well, today, your research project is due, Mister. Stand up.” She now sat at the end of the bed in front of him. “I’m gonna suck you off first. You’ll be able to get hard again, right?”
“Oh, shit.” Clay whispered. “Oh, fuck. Yes, Ma’am.”
“I just don’t want you cumming too soon. I want to make sure you get an A.”
Clay groaned when she pushed her wet lips past the head of his cock. He knew it wasn’t going to take long before he burst. He had been close when she found him and had been waiting since then for a release. Angela worked her magic up and down his shaft. She skillfully kneaded, sucked, licked and pumped Clay to completion. Just before he lost all his senses he tried warn her. But she knew it was coming and allowed him to expel in her mouth. A deep guttural groan mindlessly escaped him as she pumped him dry.
They both grinned with satisfaction.
“Now, what do you think we can do while your little soldier recuperates?” Angela layed on her back, propped up on her elbows with her knees bent and her legs spread wide. “Well?”
“I guess… I could…” he stammered. “I think I should probably, maybe…”
“Eat my pussy?”
His eyes rolled back and he closed his eyes. This was all too good to be true.
“Yes, Ma’am,” he said under his breath. Angela reached out her hand for him and pulled him onto the bed. He was now on top of her, looking into her eyes. He kissed her briefly before descending down her body. He first stopped at her breasts. He had to have those tender little beads in his mouth. He slowly pulled down her top. After licking and sucking for a while, he continued down her body. He got between her legs and realized he didn’t know what he was doing.
I’m just gonna roll with it and see what happens. I have a feeling she’s gonna tell me what to do if I’m doing something wrong.
Slowly, Clay pulled back the crotch of the teddy revealing a glistening pink pussy. A little patch of black hair sat above it like a crown. It was magnificent. He took a deep breath and touched her. It was soft and silky; warm and wet. He ran his thumb up and down the length of it several times.
Angela sighed. “That feels good, baby.”
Clay found encouragement and enthusiasm in that and decided to stick his finger inside of her. When he did, she let out another, deeper sigh. He proceeded to pump his finger in and out a bit before he added the second.
“Aaah!” she exclaimed.
Clay felt his cock stiffening in response to her pleasure. He pumped his two fingers in and out of her, slowly at first and gradually sped up. Little pants escaped her. He leaned in putting his face inches from her beautiful mound. Her smell was very pleasant and he couldn’t wait to taste her.
Clay extracted his fingers put his mouth on her pussy and licked her from bottom to top.
“Aaah! Yes, baby. That’s good.”
Clay continued his assault on her slit drawing moan after moan from her. He’d seen it done before so he knew to start out slow and speed up, just like when he masturbated. He must have been doing a pretty good job because her breath was getting quicker and more shallow. After several minutes of licking and sucking he thought he’d put his fingers back inside her. He felt her fingertips running through his hair.
“Oh, Fuck! Clay, baby, that’s very good. Fuck, that’s a very good boy.”
Simultaneously, Clay pumped and licked her pussy. He had read a trick about fingering a girl’s g-spot and decided there was no better time to test it out. His hand was already palm up and he curled his fingers upward and found a little patch of spongy flesh inside of her. He began massaging her g-spot with every pass.
“Oh, Fuck! Fuck! Clay, I’m gonna cum. Stay on my clit and keep fingering me.”
Clay dare not change his pace and focused on her clit. Suddenly the massaging fingertips on his head were clenched into his hair, pushing his face down onto her pussy. Her hips began to grind into him as she took control.
“Aaaaaah!” Angela’s orgasm raced through her as she held his face against her. Finally, she released him and threw her head back into her pillow. “Please tell me you’re hard again,” she panted.
“I am very hard, Ms. Pumley,” Clay said with anticipation and grasped his cock in his hand for confirmation.
Angela sat up and looked at him. “How often do you think about fucking me?”
Clay’s eyes closed as he started to stroke his cock, getting it ready for her. “Every day,” he finally replied.
“Oh, my. You do have a crush on me. Well what position do you want to try first?”
First? Oh, this is best day of my life!
Clay thought for a moment. He remembered what she looked like on her hands and knees before. “Doggy-style,” he said. “I want to fuck you from behind really bad.”
“That’s my favorite,” Angela said smiling. She stripped her teddy off and lay on the bed before him completely naked. “Are you ready?”
“I am so ready. Wait, we need a condom, right?”
“I’m all taken care of. Don’t worry. Besides, you don’t want to wear a condom for your first time, do you?”
“Not if I don’t have to.”
Angela assumed the position, pointing her ass back at him. Clay took another deep breath and took his place behind her. Her pussy was sopping wet and begging for more attention. He placed the head of his cock at her entrance. Just that alone felt amazing. He slowly pushed into her. Every inch was another slice of heaven. Finally he bottomed out and they moaned in unison.
Clay put his hands on either side of her ass to help him glide in and out of her with a great amount of control. He was merely savoring every single sensation that her wet velvety core was offering. He didn’t know how crazy he was making her.
“Fuck, Clay, stop teasing me! I need you,” Angela cried.
With that, Clay sped up his pace. Just when he couldn’t imagine it feeling any better, it did. He soon found himself ramming his cock into her faster and faster until he was comfortable with the pace.
“Oh, yeah, baby. That feels so good!” Angela cried.
“Holy fuck. Fuck. Fuck,” Clay exclaimed, on the verge of loosing his mind.
Clay felt her thrusting back to meet him. Their skin was smacking together with every stroke. They went on like this for at least 15 minutes. At times he’d slow down and grind into her just to tease her and switch up the pace. But they always found themselves back to the coordinated pounding.
An all too familiar tightness formed in his gut. His balls were drawn up close and his cock was harder than it’s ever been in his life.
“I’m gonna cum soon,” he warned breathlessly.
“What do you want to do?” she asked, equally as breathless.
“I want to cum,” he said.
“Where do you want to cum?” Angela clenched around his cock as hard as she could.
“I want to cum inside of you!” he shouted.
“Inside of my what, Clay?”
“I want to cum in your pussy, baby. Fuck, I wanna cum in your fucking pussy!” He started ramming into her as fast and as hard as he could until he brought himself to his peak. Several more sharp thrusts drained his sac and his energy. He withdrew and collapsed on his back on the bed.
Angela followed right behind him and mounted him in the inverted missionary position.
“It’s my turn,” she said.
Angela began riding his cock and ground her clit into his body. Minutes later she achieved her own orgasm and collapsed on top of him. Their labored breaths were raspy and deep.
After several minutes Angela rolled off of him and climbed off the bed.
“How about breakfast?”
Clay smiled. “Sounds awesome.”
“You get this mess cleaned up like you promised and I’ll make you some pancakes,” she said as she slipped on her robe.
“Yes, Ma’am,” he replied.
She disappeared in the other room and he started picking up all the dirty clothes.
“Clay,” Angela shouted from the living room. Her voice was drastically different from moments before. “What the hell happened to my end table?!”