Penelope

by Pepper North

  Penelope began to pull her nightgown over her head and urged the men, “Please take off your clothes. I want to see my handsome Daddies.” She gasped as Dylan reached over his head to tug his tee shirt off in his typical fashion. He seemed unaware that he displayed his muscles perfectly to the other two who watched with admiration and heat. By the time, Penelope looked back at Jack, his muscled chest was bare, and he was unbuckling his belt before unbuttoning his jeans. Jack wasn’t the bulging bodybuilder that Dylan was, but he had been following a fitness program designed by his favorite personal trainer for years. His physique would have put many male models to shame. Penelope didn’t know where to look.

  While her attention was distracted by his handsome partner, Dylan finished undressing quickly. He lifted Penelope to sit on his crossed legs. His penis was already as rigid as a pole. It pressed into her lower back as he pulled her back against him. When she turned around to look at him, Dylan shifted her chin around toward Jack. “You’re missing the show, sweetheart.” Dylan heard her gasp, and she fell back against him as Jack pushed his briefs over his hips and allowed them to drop to the carpet. “That, little girl, is our secret. We can never tell anyone how beautifully endowed Jack is. Someone would try to steal him away.” They both looked in wonder at his massive erection.

  Penelope put out a hand to touch it. Jack groaned as she lightly brushed his penis. She tried to wrap her hand around it but quickly learned that her fingers would never reach around his organ. She felt Dylan lift her legs over his knees spreading them open, so his lithe fingers could delve between her thighs. She tried to concentrate on the feel of Jack’s soft skin stretched over the steel of his erection, but Dylan’s talented fingers were so distracting. She moved her hand from the velvety tip to the root, making Jack moan low in his chest. He wrapped his hand around hers and raised and lowered her hand around his penis, showing her exactly what he liked. She felt a gush of arousal as she reacted to the sight of Jack virtually masturbating with her assistance.

  Dylan chuckled. “She likes that, Jack. How about letting us taste that monster?” He reached out a long arm and wrapped his hand around Jack’s firm buttock to pull him in to stand in front of her. Penelope leaned in eagerly to run her tongue around the head of his penis. She reared back as Dylan slid a thick finger into her saturated channel. He laughed and took over running his tongue around Jack’s organ before pulling it deep into his throat. Mesmerized by the sight of the two men, Penelope began to squirm against Dylan’s erection behind her.

  Jack stepped back from Dylan’s skilled mouth and crawled on the bed to join them. He lifted Penelope from Dylan’s lap and settled her straddling his pelvis. He rubbed his hardness against her silky folds before freezing in place. “Ahhh! Little girl, you smell so sweet! Are you sure that you’re ready to join with us? There’s no rush, sweetheart. . . But you need to tell me now. You’re quickly driving me crazy.”

  “I want to be with you both. I want all of you and Dylan. Please, let me be a real part of your family,” she whispered, leaning down to kiss him deeply before turning to kiss Dylan as well. The combination of the two sexy men was making her head swim. She didn’t know how she had gotten so lucky to be with them, but she vowed to treasure every memory they made together.

  Jack and Dylan exchanged a look. Jack lifted Penelope’s body to kneel over his face. He inhaled her sweet aroma deeply and urged her downward so that he could taste her. Penelope froze. She was so exposed. She forced herself to look at Jack’s face and saw his eyes droop to half-mast as he enjoyed pleasuring her. She felt Dylan move behind her and wrap one hand around a petite breast, plucking its nipple into a tight peak as he kissed her delicate neck. Feeling Jack moan against her sensitive tissues, Penelope knew that Dylan’s other hand was busy pleasuring Jack. Surrounded by the musky scent of their arousal and her own sweet smell, Penelope closed her eyes, overwhelmed by the sensations. Within just a few moments, she began begging, “Please don’t stop! Please, please, please.”

  “Come for your Daddies, Penelope. Come now!” Dylan commanded, and she burst into flames bowing backward against his muscled frame. Dylan cradled her in his arms as Jack supported her from below. In perfect unison, they rotated Penelope’s body to lay between them. Each held and caressed her lightly as she recovered.

  “That was . . . unbelievable,” she finally panted.

  “It’s not over yet, sweetie,” Jack smiled as he leaned in to kiss her deeply. “Are you ready to feel your Daddy’s penis inside you, Penelope?”

  She visually jumped and asked quietly, “At the same time?”

  “Not this time, Penelope. You’re not ready for that. Soon, however, we’d love for all three of us to be joined together with you as the center of our love.” Dylan paused watching a smile spread widely across her face.

  “I’d love that too. Soon,” she blushed furiously.

  Dylan moved smoothly to kneel between her thighs. Jack handed him a condom from the bedside table. He grabbed one for himself as well. While Dylan rolled a condom over his large penis, Jack began to kiss and nibble on Penelope’s small breasts revitalizing the passion between them. He lifted his head as Dylan fitted his penis to Penelope’s small opening.

  “I’m going to go slowly, Penelope. You’re very petite. I don’t want to hurt you,” Dylan said as he began to enter and withdraw his large penis. She was so wet that he slid in easily on a tide of arousal fluid. Still, he took his time and controlled himself with a steely discipline.

  Penelope groaned as his erection began to delve into her vagina. The stretch was both uncomfortable and inflaming at the same time. She began to lift her hips to meet his forward press. “More,” she groaned. “Give me all of you, Daddy.”

  Dylan echoed her moan as he pressed fully into Penelope. They both froze to savor the moment before their bodies commanded that they move. Jack run his hand down Dylan’s thrusting buttocks. At the cold touch of the lubricant on his anus, Dylan sighed, “Jack. Come join us.” He braced himself on his strong arms and widened his legs to allow Jack to take his position behind him. Dylan would be able to support his partner easily without crushing their Little girl.

  Penelope looked up to see Jack’s face emblazoned with fierce passion above her. In a single stroke, Jack surged into Dylan, causing a ripple effect as Dylan thrust into Penelope. Penelope tried to wrap her arms around the two men. She wanted to be in contact with each of them. Her fingers caressed every inch of skin that she could reach.

  Jack began to set the pace. Beginning slowly and gaining speed, Jack was focused on the expressive faces of the two people he loved below him. It was apparent through every moan and gasp that everyone was reaching their climax. He reached his hand to fondle Dylan’s testicles, driving him toward his orgasm. Soon, Dylan thrust deeply into Penelope, and his hips crushed against hers as he pushed himself over. Penelope’s vagina seized upon his penis just a few seconds later, causing Dylan to groan in gratification. His groans deepened as Jack straightened behind him as Dylan’s orgasmic contractions triggered Jack’s orgasm. The three tumbled to the bed sideways, and they held each other closely, basking in the sensual glow that they had created between them.

  There was very little sleeping done that night in the big master bed. Dylan and Jack had imagined a variety of different positions to allow them to join together on those lonely nights when Penelope had been tucked in her bed. They made love together twice more. The men were determined to pamper their Little. They didn’t want her to become sore from their lovemaking. They did want her to feel fully loved and needed. Just before dawn, they all fell asleep in each other’s arms.

  Chapter 29

  “Time to go to see Dr. Richards, Penelope. Put Persimmon in your crib, and he can nap while we’re gone,” Dylan announced one morning after breakfast. He watched her emotions run across her face as she decided how to react. When she opened her mouth, Dylan knew that she was in a mood that would take correcting.

  “Persimmon is a girl. Sh
e has eyelashes. Didn’t you look?” Penelope said in a sarcastic tone.

  “Go put her in your crib. Be careful, little girl. A young lady who talks to her Daddy in such a mean tone earns a red bottom,” Dylan warned, his green eyes turning darker.

  Penelope flounced away. She stomped her feet on the carpet in anger. She didn’t want to go to see Dr. Richards. He was going to make her get undressed, and she was sure he’d put things inside her. Her Daddies had already given her an enema yesterday. She didn’t want anything else in her bottom. She tossed Persimmon into her crib not caring that the stuffed animal landed on her head. Turning around, she stomped back to the kitchen with a snarly look on her face. Upon arriving with a thunderous approach, she announced. “I don’t want to go to the doctor, so I’m not going.” She plopped herself down in the middle of the kitchen floor and crossed her arms and legs.

  Jack opened a drawer and pulled out an item wrapped in plastic and a bottle of lubricant. He set the bottle on the table, walking carefully around the pouting obstacle in the room. Unwrapping the mystery item so that Penelope could see it emerge from the packaging, Jack revealed an anal plug as thick as Dylan’s finger. He looked at the other man and asked, “Do you think this one will be big enough or should I get the larger one?”

  “I think that should be big enough, but we can always swap it out if she needs the larger one,” Dylan slowly said as if reflecting on the decision. “Do you want to spank her, or shall I?” The second this was out of his mouth, Penelope leaped to her feet to run out of the room. Unfortunately for her, Dylan had wonderful reflexes, and he scooped her up before she could get away. “You are behaving very badly, little girl. You have earned a spanking today, and then, you’ll get to wear a plug in your naughty red bottom on the ride to the doctor’s office.”

  “Nooo! I’m sorry. I’ll be good,” Penelope began sobbing immediately. The thought of the plug scared her. She’d never had one of those horrible things in her bottom.

  Ignoring her crocodile tears, Jack sat down and patted his lap. “She talked to me rudely. I’ll take care of her spanking.” Dylan set her on the ground, holding her arms securely while Jack stripped her leggings and her diaper off her legs. He pulled her over his lap and held her in place by a firm hand on the small of her back. “I’m sorry you’ve forced us to spank your bottom. One of the jobs that Daddies have is to make sure their little girls know right from wrong. I’m going to give you fifteen spanks to help you remember that we speak kindly to each other in this house.” With that pronouncement, Jack began to pepper Penelope’s small, white bottom. At first, she struggled to get off his lap, but he held her securely. By the tenth stroke, she was sobbing and had melted over his lap. Jack continued with the last five swats knowing that it was important that she learn that her Daddies followed through on what they said.

  “I’m sorry. I’m sorry. I’ll never talk badly to you again. I’ve learned my lesson. Please, Daddy. I’ll remember,” she begged him to end the spanking.

  With one last spank, Jack rubbed her red bottom to soothe his little girl. “It’s all done, Penelope. Your spanking is over.”

  A squirting noise made her raise her tear-filled face. She was horrified to see Dylan coating the thick anal plug. Feeling Jack begin to separate her buttocks to reveal her clenched anus, Penelope cried, “Nooo! I’ll be good. Please, Daddy. Don’t put that in my bottom.”

  Dylan walked to his naughty Little girl and ran a tender hand over the back of her head. “Relax, Penelope. Relax your bottom. This won’t hurt your bottom. It will help you remember to be a polite little girl while we’re at the doctor’s office.” He began to press the thick rubber into her rectum. He kept firm pressure on the plug, and it eased into her tight bottom despite her attempts to keep it out. Finally, it popped into place, and Dylan tapped sharply on the end. “It’s all in now, Penelope. You may stand up.”

  The two Daddies helped her to her feet and immediately held her hands as she tried to reach behind her to remove the plug. “No, no. Don’t be naughty. If that one comes out, there’s a larger one that will take its place,” Jack warned. Her shoulders slumped, and she stood passively allowing her Daddy to wrap a fresh diaper around her bottom. She hissed as the elastic legs rubbed her reddened flesh.

  Dylan washed his hands before picking her up in his big arms. He leaned in and kissed her tenderly. “All your misbehavior is forgiven now, Penelope. We both love you very much, and we want you to learn to be a good girl. All Little girls go to the doctor. Can you kiss Jack, too?” He smiled as she leaned toward Jack, groaning as the plug shifted in her bottom.

  Jack met her halfway and kissed her deeply. He patted her naughty bottom. “Ready to go, sweetheart?” They both chuckled as she nodded her head ‘yes’ while her eyes were saying definite ‘no.’

  Chapter 30

  As they pulled up to the front of the large mansion, a blonde Little girl was waiting on the stairs. She jumped to her feet and began to wave enthusiastically. Penelope automatically waved back cheerfully. When Dylan lifted her out of her seat, setting her down on her feet, Penelope walked forward carefully, heeding the plug in her bottom. When she reached the steps, the blonde wrapped her arms around Penelope’s shoulders and pressed a kiss to her cheek.

  “Hi! You’re Penelope! I’m Zoey. My Daddy had your name written on his schedule, and I’ve been waiting forever to meet you. Hello!” she bubbled her greeting.

  A deep voice behind her said wryly, “Zoey, that schedule is private. You should not be looking at that.”

  She looked at Penelope and winked. “I’m sorry, Daddy. It was just sitting there, and I just happened to see it as I walked past.”

  “Walked past, stood on the step stool, and opened the file in the drawer marked private. We will talk about this later, Zoey,” Dr. Richards assured her. “Now, let’s get everyone inside out of this wind. I think a storm may be rolling in tonight.”

  Zoey linked her arm in Penelope’s good one. “My Daddy fixed your arm? Is it getting better?”

  “Dr. Richards has taken good care of me. He even found my Daddies and helped them find me,” Penelope told her quietly.

  “My Daddy is a good man.” Zoey tilted her head and looked carefully at Penelope. “You don’t look happy to be here. I see that look on a lot of Little faces, even mine sometimes. Everyone always looks like they feel better when they leave if that makes you feel better.”

  “I know,” Penelope admitted. “It’s just the in-between time that concerns me.”

  Zoey laughed and hugged her. “I know what you mean,” she whispered.

  “Say goodbye, Zoey. You’ll have to play with Penelope later,” Dr. Richards said firmly. He stood in the doorway of Exam Room 1 with a file in his hands. “It’s time for Penelope’s exam.” His Little girl waved a cheerful goodbye that was just slightly less enthusiastic than her hello. Dr. Richards watched her dance down the hallway with a small smile. “I’m sorry about that, gentlemen and Penelope. Zoey has been asking to meet you since I first treated you. She loves meeting other Littles. I think you’ve just skyrocketed to the top of her friends list. Come on in,” he gestured into the exam room.

  “Okay, Penelope. Just a few things before we begin. I want to make sure you are comfortable. I’ve only seen you at the hospital and your home before, but I want you to know that I also see special patients here, in my home, as well. I have many patients who are Little like you and my Zoey. I would be honored to be your primary care physician. Is that alright with you?” At her nod, he continued, “Thank you. Now, your Daddies will help you take off your clothes and diaper. Then, I’ll have you step on the scale.” For her first visit, Dr. Richards began a new file, making several notes. A short time later, a nude Little girl stepped gingerly onto the scale. The doctor and her Daddies watched her weight appear on the screen on the desk and smiled at each other. She had gained a little weight. She still had more weight to gain to be healthier, but they were pleased that the enriched formula was helping
to build her reserves.

  “Turn around and put your back to the measuring scale, Penelope. No, drop your hands to your sides and stand straight. 5’2” is her height,” Dr. Richards continued to make notes in her file. “All right, Penelope. I want you to climb up on the exam table. Lay on your tummy, please.” He watched her climb, seeing her flushing as she laid on her tummy. Her buttocks parted to reveal the red anal plug which he was sure was the cause of her embarrassment. ‘It looks like someone was naughty this afternoon. Look at that red bottom. Your Daddies are taking good care of you if they love you enough to spank you when you’re misbehaving. We need to take that plug out of your bottom so that we can take your temperature. We’ll see if you can be a good girl during your exam. I’m sure your Daddies would approve of you wearing the plug back home if necessary. Dylan, you’re closest. Would you help Penelope move to her good hand and knees? Perfect, now help her lay her head down on the table. That’s it. Her bottom points straight up.”

  Penelope hid her face against the exam table as Dr. Richards removed the anal plug, setting it on a paper towel on his desk for her to wear home later or for her Daddies to take home in case she needed to wear it another day. She felt a lubricated finger rub slick fluid around her anus before pressing in and rotating around to spread the lubricant thoroughly. Her Daddy’s big hand rested on her lower back, holding her in position when she began to raise up. The probing finger withdrew and was replaced by a large, cold thermometer. Penelope shivered in reaction to the chilly invasion. This position was even more embarrassing than lying flat. Her bottom was spread, revealing not only her anus but her vagina. She felt like she was on display. Penelope vowed to herself that she would never again misbehave when going to the doctor’s office. The men smiled at each other when they overheard her whispered words that she believed she was just thinking. Dr. Richards patted her on her bottom and said, “Ten minutes, Penelope. Just relax.”