Senior Year Pictures

 

No Panty Sharing

 

30 Days of Captions – Day4_Crude

 

30 Days of Captions – Day4_Bedroom

 

Forgotten Suitcase - A Little Tanning

Autumn, Hope, and Lola laid down on the sand, their slimming bikinis revealing more flesh for the sun to tan. It was the objective of the trip to catch a little sun, and as they lay on their stomachs, the low beat from the beach music emitting from their portable speaker, the girls engaged in small talk.

“It’s been two hours,” Lola commented, checking her phone and answering a message. “I think you’re plan was a dud.”

“Yeah, he’ll just stay in the room the whole weekend, which knowing him, he’s probably going through our stuff.” Hope commented, the girls grimacing at the thought of a teenage boy going through their personal belongings.

“I’ll bet right now he comes down before we leave at….” Autumn began glancing at Lola’s phone to catch the time. “Five. An hour and a half away. If I’m wrong, dinner is on me.”

Lola and Hope liked the sound of that deal and agreed. Autumn paid no attention to their playful banter as she squinted at the looming hotel. The sun reflected off the glass, nearly blinding her, but still, through slit eyes, she could see Carter sitting at the window watching them. Autumn let out a silent sigh of concern as Lola and Hope laid their heads to enjoy the tanning.

“Let’s just hope you’re right,” Lola began, setting the timer. “Cause I’m in the mood for crab.” Autumn smiled, lying her head down too, her heart thrashing against her rib cage, worrying about her plan failing and the numerous implications of fallout if her plan did fail. Closing her eyes, she prayed Carter would come down to the beach.

 

The sound of footsteps treading near her made Autumn raise her head. What stood before her made Autumn smile happily on the outside and laugh hysterically on the inside. Carter stood before them wearing a black bikini top and a lavender bottom. Not at all the bikini, they left for him, but noticing the bottom as one of hers, Autumn’s emotions split into anger for wearing her clothes and hilarity seeing her brother in a bikini in public.

Carter said nothing, laying out his towel on the ground and lying next to Lola, who peeked her head up and caught a glimpse of the bikini-wearing Carter before burying her head quickly to laugh at what she saw. Carter moved quickly, burying his head quicker than Lola, but with a thick aura of silence emitting from his awkward state. At this moment, Autumn pitied and felt terrible for her brother, who was publicly humiliated in front of his crush. But this was to end his obsession with a woman who didn’t reciprocate feelings towards him and get back at him for the weeks of verbal harassment regarding the trip.

They lay there for what seemed like hours before Lola’s alarm awoke them all. The girls, now radiated a golden tan, sat up and took in their surroundings. The sun was just above the horizon, the sky a light blue, turning a slight hazy purple colour over the horizon. Slowly Carter sat up, looking around, before making eye contact with Hope, who stifled giggles.

“Nice to see you join us, Carina,” Lola commented, Carter, catching her drift and nodding.

“Maybe tomorrow we’ll get you in the water?” Autumn asked. Carter shrugged in reply.

“Is that my bikini bottom?” Hope asked angrily. “Well, it’s you’re now, Carina.” Carter turned a deep red as he tried to explain why he wasn’t wearing the bikini offered to him in the hotel room, but his words clogged up in his mouth, combining into incoherent stammering.

“Hey,” a teenage boy said confidently, walking over to the girls. They all turned to look at the handsome young man, who stood above them, using his hand to block out the sunlight. “My friends and I noticed you all earlier.” To their left, a group of guys sitting looked over and waved. The girls smiled and waved back in kindness.

“This probably seems sudden, but we were wondering if you four lovely ladies would like to join us for dinner tonight?” he proposed. “We’d like an opportunity to get to know you four better.” The teenager smiled. She looked at Lola and Hope, who smiled back and nodded, mesmerized by his attractiveness and by the looks of the other guys.

“We’d like that,” Autumn agreed. “But, where are you all from?”

The teenager smiled, nodding to his friends, who cheered. “We’re from around here. We attend a private school, and on the weekends, we forget about that boring school life and enjoy the beach.”

“So, do you often ask girls to dinner with you?” Lola sassed.

“No, you’re the first.” the teenager replied, honestly lacing his voice as his confidence seemed to have been shaken by the accusation. “To be honest, you’re the first girls I’ve asked out proper.”

Lola smiled in reply as the teenager fixed his hair nervously. “How about we meet at seven at Swordfish Port for dinner?”

The girls nodded. “We’ll be there.”

Just as sudden as he appeared, he left into the comfort of his peers; the girls were smiling at the prospect of going on a date with an attractive boy their age. Carter’s face turned sheet white, realizing he has to go on a dinner date with guys, most likely dressed as a girl, trying to conceal his identity the whole time. Maybe he should have just stayed home.  

The trip back up to the hotel room consisted of the girls talking amongst each other. Talks of what to wear, did you see him? and about the best trip ever were the main talking points as the girls giggled and smiled over their future date. As he looked down at himself, Carter sulked behind; a deadpan look etched into his face. His flat sweaty chest left a noticeable and awkward space difference between himself and the swim top. It was apparent he wasn’t a girl, and the fear of being exposed as a sissy in front of people his age scared him. If that wasn’t the worst, Carter looked down, a tiny bulge emerging from his swim bottom, only driving the fear deeper into his head as he realized he looked horrible and out of place.

The girls excitedly opened the door to their room, rushing in to get ready. Autumn hesitated to look back at her brother. He looked shellshocked, and for a moment, she pitied him again. Maybe this was too far, but he did say he’d stay out of her way and behave. She also can’t leave him alone here. Getting asked on a date wasn’t part of the plan, but this was an excellent opportunity to have fun on their trip, and they’ll never see these guys again if things turn south.

“Carter….” Autumn began. “I promise you we’ll keep your identity a secret.”

Carter looked up and sighed, looking down at himself. Her plan had worked. Hope laughed at him, and he didn’t see a chance with her in the future, but he also lost all of his confidence in himself.

“We’ll make you look real pretty for tonight,” she continued. “And tomorrow we’ll get you some new clothes. Lola and Hope are really looking forward to the date, and we can’t bail on them. I promise you we’ll do everything we can to protect your identity.”

Carter nodded. “You promise?”

“Yes,” Autumn assured, patting her brother on the shoulder. “If anyone asks, you’re having issues speaking, and we’ll leave it at that.” Carter nodded. “Anyway, you pull off that bikini.”

Carter looked up and smiled. “Really?”

Autumn smiled back. “Yes, really.”

 

Once in the room, the girls opened up their bags, taking out their various nighttime clothing options. Dresses and jeans were thrown about, make-up bags emerging from their bags as they asked each other what they thought of their nightly attire. Carter sat, chilling off in the corner, watching them. He didn’t understand what they were asking or why, nor did he care. Carter’s mind was still worried about tonight, and even with assurance from his sister, he was concerned about what could go wrong. His self-worry would go on pause as the girls turned to him.

“So you can’t talk?” Hope asked. Playing along, Carter nodded, pushing his hair back from in front of his eyes.

“They’re teenagers; they’ll buy we have a friend who can’t talk,” Autumn assured, and Lola agreed. “They might ask for socials to talk with him then.”

The girls nodded. “I’ll start one up for him, erm… I mean her.” Hope said, opening her phone. “If you two want to make our new sister look pretty.”

The next couple of minutes were more hectic than before. They’d hold up outfits next to him, arguing amongst each other about which would be the best selection. “We don’t want something too sliming, in case, you know,” Lola gestured to Carter’s lower half. “But we don’t want something too loose because it hurts our vibe,” Hope interjected while creating the new social accounts, but after many minutes of arguing, the girls finally agreed on an outfit: a simple red dress.

The argument was it went with their outfits, but it’s just tight enough not to show a bulge if one occurs but just loose enough. It was a bit short, but showing Carter how to sit like a lady was the easy part. Put your hands behind your bottom when you sit to ensure the dress doesn’t flop up and sit down. Easy, right? And he can’t spread his legs because it will be game over.

Sitting Carter down, the girl's tag-teamed meticulously doing his make-up. It was difficult, plucking eyebrow hair and adjusting eye lashes, but after a couple of pulls, Carter got used to it and relaxed. The makeup was easy, as the girls smiled and assured Carter he looked great while they used their tools to paint a mask of illusion over his real identity.

Once they were done, Carter saw how well they made him look, and he didn’t even realize he was a guy! The final step was the dress, and putting it on over the bathing suit was the easy part, but as the zipper glided up his back, there was no way to turn back. He was fully committed to Carina for the evening, the friend who can’t talk right now. Once in place, he looked at himself in the mirror, admiring what he saw before him. Smiling, he turned back to the girls, who smiled and cheered at their accomplishments.

“I think we’re ready,” Carter announced, and the girls hopped off the beds, locking arms, and opened the door to start their girl’s weekend official. 

(Let me know what you all think below, this was a heavily requested sequel. The most difficult part of writing these types of stories, aren't the stories, but finding pictures to correlate with what has occurred within.)

 

30 Days of Captions - Day 3_Misery

 

Girl's Sleepover

 

Ballet Sister

 

My Sister's Life

 

The Sleepover Thief

~ ~ ~

Dalton listened intently against the drywall for the giggles and talking to cease coming from his sister’s room. Tonight, she had some of her friends over for a sleepover, and Dalton wanted to continue his tradition. Every time Carrie has her friends over, he sneaks into their room and steals something from one of the guests. What he steals ranges from clothing to make-up and magazines to accessories. What started as a little game to see how long it would take till he got caught, turned into a full-blown addiction and game for the teenager. As the minute hand ticked closer to one in the morning, the laughter still emulated from her room. He was getting tired of listening to the feminine conversations and just wanted to sneak in to grab his item.

Dalton would wait for two more hours, till the girls quieted. He paused to ensure they didn’t have a low moment, which would result in then getting slightly louder in the coming minutes. Creeping out of his room, he squatted down to see under her door. The lights were out, and nothing illuminated from underneath. Smiling, he got up and tip-toed over to Carrie’s door, placing his ear against the wood. Dalton held his breath as he listened attentively for any noise at all. No sound could be heard, and with a shaking right hand, he places it on the doorknob, gripping it tightly.

Slowly turning the knob, pulling the door toward him, he waited till the knob would go no further. Once it hit the point of no return, he slowly pushed it open, at first just ajar, to ensure none of Carrie’s friends were against the door. He peered in, his eyes slowly adjusting to the darkness within, only seeing shapes from the dim light the alarm clock provided. He turned his attention to the floor to see if anything/one was there. No figures could be made out, so he opened the door, just enough for him to slip in, as he knelt to the ground.

From what his eyes could process, April and Patsy were sleeping at the foot of Carrie’s bed, both sprawled out. Dalton peered in the darkness to see if he could find a familiar backpack shape near the girls. Scanning from Patsy to the closet, he spotted a lumped over bag lying against the closet door. Smiling, Dalton slowly moved to the shadow, keeping his gaze in front of him, to ensure he didn’t trip over anything. Slowly shuffling over to the bag, Dalton stopped when he heard rustling. To his left April, had rolled over and tossed the blanket over her head. He waited until she entirely stopped moving before continuing his journey.

Once he reached the backpack, he squatted down and felt around for the zipper puller. Finding and grasping it, he slowly pulled it up, a mumble of a zipping sound filling the quiet room. He froze again, before continuing, stopping when the bag was half open. Right as he put his hand in the bag, a light shined on him, catching Dalton in the act.

“Dalton?” his sister asked, groggy. He sat there frozen, afraid to answer. He could bolt for the door and take a risk. She did sound asleep, so playing it off as a figment of her imagination would be possible. Caught weighing his thoughts, the room’s light turned on, and Dalton’s face drained of colour. “Fuck.”

“What are you doing in Patsy’s bag?” April asked, and slowly Dalton turned around. April stood at the door, her hand still on the light switch, Patsy laid sat up, horrified a boy was rummaging through her bag, and Carrie staring confused at his actions.

“Um…” he stammered out, thinking of an excuse.

“I think we caught our sleepover thief,” Carrie announced, crossing her arms.

“I told you something seemed off when we stayed over,” April stated, moving closer to Dalton. “Your brother’s been perving on us!” Carrie got out of bed and locked the door.

“Look, I can explain,” Dalton said, terrified. “It’s all a misunderstanding.”

“Yeah, looks like that,” Carrie dismissed, reaching under her bed. “Explain why your hands were caught in Patsy’s bag then.”

The room became quiet as April stood over him, intimating the smaller Dalton. Patsy’s stare of pure confusion remained on her face, as Dalton’s eyes darted around.

“Um…” he stammered out. What would his excuse be? I steal your things as a game. That wouldn’t work, because then I’d sound like a perv.

“Anytime.” Carrie pressured, standing up, with her hands behind her back. No sound came from Dalton’s gasping mouth.

“What are we going to do with him?” April asked, staring daggers at Dalton.

“Well, telling our parents would be an option,” Carrie admitted. “Though he was caught in Patsy’s bag, so she should make the call.”

The attention and eyesight turned to Patsy, who pushed the blanket off. Her looks of confusion, erased and replaced with anger. “Since he wants to go through my clothes, I saw we dress him up like a girl!”

The girls giggled, and April high-fived her. “I like that idea, Cee.”

“No…” Dalton plead. “Anything else!”

April grabbed the defenseless boy, pushing him to the ground and putting her hand over his mouth. Carrie walked over and put Dalton’s arms behind his back and slid cool, metal cuffs around his wrists. “Her wish is our command,” Carrie whispered into his ears, Dalton’s eyes becoming wider than saucers.

Dalton wiggled and pleaded into April’s hand, her grasp getting tighter, making his pleas for mercy no more than squeals. The sound of opening and closing drawers followed a few moments of silence, till he was rotated over onto his back. April’s hand still on his face, as Patsy stood over him with a pair of socks in her hand and Carrie, next to her, with outstretched duct tape.

In a swift moment, April released her hand, Patsy shoved the socks into Dalton’s mouth, and Carrie taped it shut. Dalton was now bound and gagged and at the mercy of the girls in the room.

“Now what?” April asked, wiping her hand on her shirt.

“Let’s put him in some sleeping attire,” Carrie suggested as she opened the closet door, pulling out a pair of white short-shorts and a pink tee-shirt.

The girls smiled as April went to her bag and grabbed a pair of light blue undergarments.

“Time to change then,” Carrie smirked as she started by pulling down Dalton’s pants. He screamed into his gag but to no avail. One motion later, his lower half was exposed to the girls, who pointed and laughed at him.

“I’ve seen a few dicks before, and that is just embarrassing.” April mocked, in between laughter.

Carrie, with the assistance of April, slid on the light blue knickers, the cotton squeezing against Dalton’s body. Surprisingly they fit, but he’d rather be nude than panty clad. Carrie, this time with Patsy, pulled up the white shorts and buttoned them on her brother.

Dalton kept screaming and begging into his gag. He was begging so hard; tears rolled down his face. His tears were met with crude laughter and comments as the girls took off his shirt and put him in a bra and the pink shirt. Placing him back on the ground, Carrie gave her brother’s butt a little smack as he wiggled around, trying to get free.

“I think that’s it for tonight, girls,” Carrie said, receiving high-fives from her friends. “We’ll have all day tomorrow to play with our new girlfriend.”

Carrie smiled down at her cross-dressing brother. They were going to have fun, embarrassing him tomorrow. April carried him into the closet, placing him on top of a clothes pile. Carrie came behind her and, with a sinister smile, closed and locked the closet door. The lights turned off, and the room once again fell silent.

Dalton could creep out, but cuffed would make it difficult. He could bang on the walls to alert his parents, but having to explain why he was in this predicament in the first place would surely warrant more punishment. With a deep breath, he closed his eyes. Hopefully, tomorrow won’t be too bad.

A Forgotten Suitcase

Autumn’s girls-only trip to the beach had been planned for weeks, pre-approved by her parents to spend a week on the coast to enjoy some relaxation. Her two friends, Lola and Hope, would be joining, ready to leave their problems at home and to let loose for once, without adult supervision. The carefully planned trip was derailed when her younger brother, Carter, began to beg to come along.

“It’s a girl’s only trip,” Autumn argued. “Last time I checked, you’re not a girl.”

“I know, I know,” Carter agreed. “But I never get to go anywhere. Please let me come. I’ll stay out of your way, and I’ll behave.”

“No.” Autumn shot-down. “I know you have a huge crush on Hope, and I don’t need you messing up a good friendship.”

“Do not!” Carter objected, visibly offended by the accusation. “I just think she’s pretty.”

“We all know you’ve been crushing on her for years; Carter, and she’s not interested,” Autumn revealed to her brother, the words stinging more than she meant to. “As long as you’re a guy, you’re not coming.”

Despite the initial rejection, Carter remained adamant that he would be attending this vacation with his sister and her friends. He begged and begged for the weeks leading up, much to the annoyance of his family. The parents and Autumn kept denying the whining child’s pleas to join the trip until work came into the picture.

“Autumn, we need you to bring Carter.” Their mom asked regrettably. “We know this was a planned trip, but your father has just been requested to attend a convention a state over, and I’ll be gone all weekend. You know we can’t leave him here alone by himself.”

“But mom!” Autumn groaned. “It’s supposed to be a girl’s trip!”

“I know, and I do honestly understand,” the mother reasoned. “But he’s too young to be left here unattended for that long. Your father and I have agreed that if you take him, we’ll pay for both of you.”

“Fine,” Autumn replied shortly. Initially, the trip was to be paid by herself, a real milestone achievement of a senior in high school. Still, the opportunity to save money was fiscally smart was an adequate proposal. Any person with a basic understanding of economics would agree the trade-off would be worth it.

“We’ll tell him he can join, but you’ll be in charge for the weekend.” Her mother assured her. “If he begins to act up, we’ll give you the privilege to punish him…” Autumn’s eyes lit up. “Within reason.”

Autumn enjoyed the prospect of her newly acquired power. For years Carter had sloppily flirted with Hope, making her friend uncomfortable around him. Now, with this power, she was going to end any chances Carter though he had with Hope during this trip.

In the days leading up to the trip, Autumn bought more and more supplies and purchased new clothing to wear. During that time, she had consistent communication with Lola and Hope, telling them what her plan was. At first, Hope pitied Carter. He was just a young man after all, and she was an attractive female, so his “flirting” was only natural. After some reminding of the embarrassing things Carter had done, ranging from giving her a Valentine’s Day card in front of the whole school and in front of her crush, to making comments about how she looked, Hope realized if she had any hope to land a boyfriend for prom, she needed Carter and his antics out of the way. After steady plotting what they were going to do, the girls agreed on one coherent plan to execute to end this one-sided love interest, once and for all.

The day of the vacation arrived as Autumn and Carter packed their suitcases into the car at the crack of dawn, driving away to pick up the other two, their parents waving their children goodbye before they too had to leave for their trips. Carter sat in the back, next to Lola, with Autumn and Hope sitting upfront. The ride was silent, only the occasional verse protruding from the speakers to fill the hollow air. Carter remained focused on his phone, sporadically looking up and catching Hope’s reflection in the driver’s side mirror. Hope didn’t acknowledge his glances, but the exasperated Autumn and Lola did.

Pulling off the highway to get gas, the group disembarked to stretch after a long drive. Paying, and pumping gas, Autumn turned to Carter.

“Carter, could you grab us some snacks?” He agreed, taking the twenty Autumn presented to him and rushed inside. Hope gave the thumbs up as soon as Carter crossed the doorframe, and the tinted doors shut behind him.

In one fluid action, as if they had practiced this plan numerous times before, Autumn opened the trunk, Lola yanked out Carter’s suitcase, and Hope quickly wheeled it off to the side of the gas station. Right as Hope returned to the car, Carter emerged from the lobby, arms full of finger food, a broad smile on his face. However, his smile was puny compared to the internal smiles sported by the girls after their perfectly executed plan. After finishing pumping the gas, the group was back on the road to their destination.

A couple of hours later, the sun hanging lazily above, they arrived at their hotel. Since this was a big trip before their final year of high school, the previous group agreed upon spending a little extra more to stay on the beachfront. Autumn parked the car in the garage and grabbed the suitcases out the back. Handing them off to their respective owners, letting the realization Carter’s suitcase was missing, settled in.

“Where’s mine?” he asked, sticking his head into the trunk as if his suitcase could have been hidden somewhere in a desolate container.

Autumn looked inside, then back at the previously claimed travel bags. “Did you not put it in?” she asked.

Panic swept over Carter’s face, quickly removed by confused anger. “I swear I did!” he shouted, putting his hands behind his head. “You saw me.”

“I don’t remember, to be honest.” Autumn lied. “I’m sure we’ll figure something out. Could you carry my suitcase for me, please?”

Autumn closed the empty trunk, and the group followed her into the lobby. Arriving at the desk, checking in, and being guided to their room, the girls set up their stuff, leaving the flabbergasted Carter sat in a chair, combing over his memory of where his suitcase could have gone.

Once everything was settled in, the girls sat on their beds, discussing what to do first. “We could go to the beach.” Lola proposed. “It is right there.”

“I like that idea.” Autumn agreed.

“We could then go to a restaurant on the pier for dinner. I heard the Swordfish Port had good fish.”

The girls all nodded, before turning to the distraught Carter. “What would you like to do,” Autumn asked.

“Find my suitcase.” He muttered, looking out the window.

“It wasn’t in the trunk,” Autumn explained. “You probably left it at home by accident.”

“Then can we go get me some clothes?” he asked, looking at his sister. “I have nothing but the clothes on my back.”

“And waste this precious sunlight?” Lola questioned, gesturing outside. “Why do that now, when we could do that later?”

“Because I have nothing to wear!” Carter shouted, and the girls visibly leaned back. “I don’t have swimwear, and I don’t know where the hell my suitcase could have gone.”

“You could always borrow one of our swimsuits,” Autumn suggested. “The beach doesn’t look too crowded, and I doubt people would really care.”

Carter looked repulsed at the suggestion. “Why would I wear a bikini?” he questioned. “Just take me to get a swimsuit.”

“You’re the one who begged for weeks to come,” Autumn started. “Then, you forget your suitcase, and you want us to drop our plans to shop because you forgot?”

Carter, who had previously been staring at his sister with anger, looked away. “No.,” he replied sheepishly.

“Then, the choice is yours,” Autumn replied, getting up and walking to her suitcase. Upon opening it up and stifling through its contents, she withdrew white bikini with pineapples print. “You can join us wearing this bikini, or stay up here in the room, not enjoying the vacation you begged to come on.”

The girls, one by one, went into the bathroom to change into their swimwear, the bikini laying on the bed, with Carter staring at it. He did beg to come on this trip, but he was a guy, he couldn’t wear a bikini. They were far from their homes, so the chances of people who they knew finding them were small, but still, he’d be a sissy for wearing that! Once all the girls finished, they stood in the doorway, looking at the engrossed Carter.

“You comin’?” Lola asked.

Carter leaned back, rubbing his face with his hands and moaned in frustration. “I don’t know yet.”

“If you decide to join us, we’ll be straight down,” Autumn informed him, with that the girls opened the door and entered the hallway.

“Oh yeah, if you touch my clothing, I will kill you!” Hope threatened, receiving giggles from the girls. Carter’s face turned red with embarrassment. Autumn closed the doors as the girls made their way to the lobby.

“He didn’t fold like you said,” Hope complained, worried their plan wouldn’t work.

“Not yet,” Autumn replied. “But he will.”