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Press your Luck 5
🕑 Added 2022-05-20 11:00:00 +0000 UTC“They were in my house?!” Valerie shouted, “No, fuck this I’m calling the cops!” she swore as she pulled out her phone.
“No!” Harlow snatched the phone out of her hand, “We can’t. These aren’t the kind of people you call the cops on.”
“What? You can call the cops on anybody, that’s what they’re there for.” Val said, pointing her phone at the feminized man.
“No, they’re really not. Not in this case. What if that cop that was looking for…that was looking for Harlow is on Jefferson’s payroll?”
“Then we’ll call the cops on him too." She said to him like it was the most obvious thing in the world.
"That's not how this works. Just…trust me on this, okay?'
Valerie pretended to think about it for a moment, "Fine." She sighed and sat on her bed, slowly folding the clothes she had thrown around the room.
“Danny’s gonna flip when he finds out what they did.”Harlow ran his fingers through his newly elongated hair, looking around the destroyed room.
“I agree,” Valerie nodded slowly, “so we shouldn’t tell him.”
“Why?”
“You know Danny. He’ll wanna call the cops, you’ll convince him not to, then he’ll go handle it himself and he’ll wind up in jail…or worse.”
“Fair.” Harlow had to agree now that she brought it up. His friend had always been the ‘I’ll just go and take care of it,’ sort, but these were not the people to be confronting.
“Let’s clean up I guess. Let me know if anything’s missing.” Valerie sighed as Harlow walked out of her room, finally cracking into a smile. ‘And he thinks I’m the idiot.’ she chuckled lightly and began picking up her tossed clothes. If Harlow had been more observant he might have noticed that anything on the floor that might have broken if it had been thrown wasn’t. Instead it was carefully placed to cause minimal damage if any.
The pair spent the rest of the day cleaning the house after they replaced everything. Valerie would occasionally correct Harlow’s posture when walking in his heels or when he’d bend to pick something up off of the floor. “No, no. Feet together, bend at the waist.” Harlow followed her instructions at first, not wanting to risk his only lifeline, but about the third or fourth time it all became too much.
“Val, I could’ve sworn girls bent at the knees so they don’t show off their butts?”
“Yes, most do. But Lucy isn’t like those girls. She likes the attention.”
“I do not.”
Valerie stifled her smile, Harlow was already taking to being called Lucy, “You are. Let’s put it this way. It’s like your boobs. They get a lot of attention, so if your butt is on display they’ll be less likely to look at your face and make the connection that you and Harlow look similar. Makeup is incredible but it’s not magic. Unless of course you want surgery which is ungodly expensive without insurance. People look at soupfishal things more than they do important things.” It hurt her to mispronounce the word, but he expected her to be dumb, so she played along to get her way.
“I don’t need surgery.” Harlow grumbled. She was an idiot but she was right, he hardly remembered the look of a woman’s face but he could definitely recall their butts or their boobs when asked.
“Then you need to bend at the waist, and show off your butt” Valerie walked away to pick up one of the discarded family portraits.
The pair returned to cleaning, Valerie pleased to see Harlow stopping and bending at the waist whenever he needed to pick something off of the floor. Finally after a few more hours of cleaning Valerie asked Harlow if he found anything odd or missing? Of course he hadn’t found anything missing but the garbage in the bathroom had been tossed and scattered. “What were they looking for in there? If we had anything on Harlow wouldn’t we want to keep it?”
“I don’t know…” He lied. He didn’t know for sure but any cop show would tell you that a person’s trash tells a story. What story was their trash telling? Thinking about it, he considered maybe Valerie had a point. Nothing outside of the clothes said a woman lived in Danny’s room. And it could be easily argued that it belonged to Valerie. If they broke in once why wouldn’t they do it again? Or maybe even they did it before. They knew for sure he was still in town. Danny’s would be the obvious hiding place.
Having finished resetting the house Valerie dragged Harlow into the kitchen where he was given rubber gloves and made to wash dishes by hand. Valerie was happily surprised to see him doing so with very little argument, though she made it a point to smile at him so he would keep his up. While he was distracted by his tasks and whatever new theory he was thinking on, she slipped an apron around his head and tied it around his waist without protest. ‘Hmm, this is working out better than I hoped.’ She thought about how to push Harlow further into Lucy, as she watched him standing there by the sink in heels, an apron, rubber gloves and smiling as he washed the dishes like a happy homemaker. “Lucy,” Harlow turned to look at her, a soapy sponge in one hand, a wet plate in the other, and a faraway look in his eye. “Would you mind helping me with laundry when you’re finished?”
“Sure.” Harlow nodded and finished the last plate in his hand. Valerie had to stop herself from writing his behavior down in her notebook. He was moving slowly but his brain was clearly in high gear as it tried to come up with a solution. She guessed at the solution in the forefront of his mind was the seeds she had planted. He couldn’t leave town without money. Maybe he'd do that stupid babysitter job after all. With some cash in hand he could at least get on a bus then figure out his next step. After he loaded dirty or discarded clothes into the old washing machine he walked back to the living room where the paper bag still lay on the floor. Quietly he picked it up and headed to his shared room. “Lucy? Where are y-” Harlow quickly closed the door on Valerie and hoped she didn’t see the familiar bag. Grabbing the items he shoved everything into the bottom drawer in Danny’s dresser under a pile of panties. As he slammed the drawer shut Valerie opened the door. “What was that about?”
“Nothing.” Harlow sat on the edge of the bed with a feigned casualty, “I just was putting clothes away.”
“Uh Huh.” Valerie stepped close to him before turning and opening the bottom drawer.
“Wh-how’d you know?”
“Please.” She waved him off as she took out the brown paper bag. “If you’re going to use these you’ll need them closer by.”
“I don’t plan to really use them.”
“Shame, but still you want anyone who might see, think you do. So.” She opened the boxed dildo and passed it to Harlow. Harlow immediately dropped it. “Oh come on, it’s not the first cock you’ve ever seen.” Until yesterday he was happily able to say he had never been so close to one but thanks to Harry he no longer could. “Here, hold it.” she placed the toy in his hands after picking it off of the floor.
Harlow took the rubber phallus and felt the heft of it in his hands. ‘God it’s heavy!’ He thought as his small hands wrapped around the base. “It’s heavy.” he mumbled.
Valerie smirked, “You’ll get used to it. Soon enough you’ll think it’s actually pretty small.” Harlow’s eyes widened; he didn’t want to get used to it and how could he or anyone ever consider that small? Meanwhile Valerie nonchalantly opened the next package; the purple vibrator. “This is a good start.” She tore open the small box, the vibrator may have been only two fingers thick but according to the package it had a powerful little engine inside of it that would knock your socks off. “Yeah we have the batteries for this.” She looked to Harlow who, horrified, still held the large dildo in his hands. It was truly massive even to her but Lucy wouldn’t think so after too long. “Hey, unless you’re gonna play with it now you should put it up in your underwear drawer.”
“I thought I wasn’t supposed to hide them there?” He asked mockingly but quickly shoved the girthy toy into the underwear drawer and shoved it closed without bothering to conceal it.
“You don’t want everything there. But since that one is meant to be played with for a long time you don’t need it close at hand. This one though,” she took the purple vibrator, “this one you keep in your nightstand. In case you ever need a quick release.”
“Yeah, that’ll be the day.” Harlow scoffed.
“Hey, never say never. I love my brother but every guy fails to deliver once in a while. Maybe you’re too distracted or he’s too tired but I’m sure there were times when you almost reached the finish line but just couldn’t get there with Danny.”
“Never!”
“Really?”
“Is he that good?”
“That’s not what I meant and you know it.”
“No, I don’t. It’s kinda strange you never talk to me about sex.”
“What do you mean?”
“Girls tell each other everything about sex.”
“I don’t…no.”
“You know we do.” Valerie giggled like she had been training Harlow to do and how she used to back in highschool, pushing Harlow as she did. “Especially the way you flaunt your body, you can’t pretend like you don’t have sex. So come on, dish.”
“Uh…” Harlow wanted to protest but could tell that if he did he would be left out on the street, “sex is…good.” He said, in a small voice.
“...that’s it? Come on, details girl! Like, who’s the biggest you’ve ever been with?”
“I…well there was this one girl-”
“No, not biggest girl, biggest guy…unless, did she have a dick?”
“Of course not!” Harlow could tell his quick and disgusted protest upset Valerie, “I mean…no she didn’t. I guess….Harry was the biggest then.” Harlow cleared his throat.
“What was it like? How big? Was he bigger than Danny?”
“I don’t know how big Danny is.”
“Really? Better find out soon. Never know when someone might ask.”
“Why would they?”
“You know how chatty girls can be, Lucky Lucy.”
“Ugh.” Lucy groaned.
“So, how big was Harry? He’s a massive dick so he better be packin’.”
“S-a little bit smaller than the uh…toy.”
“Which one?”
“Uh…the big one.” He pointed to the bottom drawer.
“Oh, Harry, huh?”
“Uh. Yeah.”
Valerie smiled, “That’s a cute name for your toy.”
“I di-”
“So Harry was your biggest huh? Is that what attracted you to him?”
“What? No. I wasn’t attracted to him because of that.”
“Hey, no judgment, I’ve dated guys solely because of what they were packin’.”
“That’s not what I meant. I’m not gay.”
“I know, you’re like bi or something.”
“What? I’m n-”
“Anyway, you put your purple friend here in the nightstand when or if you ever need a little release and Danny isn’t cutting it.”
“He doesn’t need to cut anything. We don’t have sex.”
“Really? That’s weird.”
“No it’s not.”
“You’re his girlfriend. It’s a little weird you’re not taking care of him at least once in a while.”
“What do you mean?”
“Nothing.” She was quiet for a moment before she continued, “Just, if I was someone outside looking in I would think it’s odd that you are such a bombshell and you and Danny don’t have a little fun every now and again.”
“We…h-how often?”
“I don’t know, you’re the girlfriend. I’m not in charge of you guys’ relationships. It’s however much you think a good girlfriend should be doing it.” Valerie stood up, hearing the washer chirping letting everyone know it was done. “Come on.” Harlow followed suit shaking his head. She was clearly in charge of their fake relationship. She obviously left it up to him just so she could say he was doing it wrong! But he was too smart for her. He wasn’t going to do anything with Danny of course and he would just use the condoms himself.
After placing several more loads in the laundry and folding some clothes Harlow finally asked the question Valerie had been waiting for since they bought the remover: “Hey, do you know where the solution is?”
“Solution to what?” She asked, folding a towel.
“For the glue? The…gel stuff that makes glue unsticky?”
“Oh, I put that up in my room.”
“Okay, where is it?”
Valerie stood, throwing one more towel into a basket, “What do you need it for?”
“Not that it was any of your business but so I could shower? Wash my chest and other things.”
“Hmm.” She picked up the basket and walked past Harlow into her room. “Well, if it’s just for washing your chest then sure it’ll be fine. But we don’t, like, have a ton. So you’ll only have to use it, like, once a week.”
“Once a week?! What about…washing my uh…downstairs?”
“You don’t need to be unglued for that. If you’re that worried there are other options. But they’re super expensive.”
“How do you expect me to…”
“To what?”
“Whatever.” He growled, he made sure to keep his voice light and airy, so his frustration came out more like the bimbo he was pretending to be, “Just give me the stuff.”
“Not right now. Maybe when we have more and I know you won’t misuse it.”
“Misuse it?!”
Val snaps her fingers as a thought came to her mind, “You definitely need to be cleaner down there specially if you’re going to be having visitors.”
“What are you talking about?”
“Come on, I’ll show you.” Valerie once again grabbed Harlow’s wrist and dragged him away into the bathroom. “There’s a thing we girls have to do every so often.
In the bathroom, Valerie tore open a small box with an even smaller bladder, “This is called douching.”
“What?” Harlow arched an eyebrow curiously, he had heard of calling someone a douche or even a douchebag but he had never actually seen the practice.
“Just strip and get in the shower, I’ll show you how it’s done.”
“You can just tell me.”
“It’s complicated the first time, if you do it wrong you’ll have to do it more than twice.”
“Twice?!”
“Yeah.” She said as if it were obvious, “It’s your first time so we’ll need to do it at least twice. Afterwards you’ll only need to do it once a week, unless you’re expecting sex then that’s something different.”
Harlow pulled back the shower curtain and started running the water, waiting for it to warm up before switching over to the shower, “Can’t say that I am.” He rolled his eyes, arguing with her at this point was just physically draining. It was more advantageous to save his energy for important things.
“Still.” She filled the bottle with warm water and solution before swishing it back and forth, making sure it was mixed in well.
Harlow stared at Valerie for a moment, waiting for her to leave, “....Well? I need to undress so…”
“Oh come on, it’s not like you have anything I haven’t seen before.” She giggled. Harlow frowned deeply. “Don’t frown sweetie, that’s how you get crows feet. Also Lucy you should giggle more.”
“I would if it was funny.” He forced the same smile back to his face.
“A lot of stuff is funny, maybe you just don’t notice. Pro tip, if you see me giggling you giggle too. Like this.” She giggled once again. Harlow hesitated when she grew quiet but he could see she wasn’t going to move forward until he joined in, Harlow laughed lightly, “No, that’s a laugh. It’s not a laugh or a chuckle like boys do. It’s a giggle.” To illustrate she giggled herself, “It’s fun and flirty. Now, monkey see, monkey do.” Harlow grumbled but kept his plastered smile on his face and forced a small giggle to bubble up to the surface, quickly joined by Valerie. “Better. Now strip.” She smiled.
Harlow sighed and turned around to take off his clothes. When he was in highschool he had many fantasies about stripping off his clothes in front of Valerie but they were preparing to do a very different activity than today. While the feminized man stripped Valerie watched his ass wiggle back and forth out of his skirt and thong. Shame he was a real douche because he had a fantastic ass. ‘The boys are gonna love her.’ She thought.
Turning back around Harlow covered his crotch with both hands awkwardly. “Okay, cutie.” She giggled and Lucy parroted, “Get in the shower and grab your cheeks.”
“Are you seriously doing it to me?”
“The first time at least.”
“Look, I don’t think this is necessary.”
“No? Then tell me how do you think it’s done?”
“I mean…just point the stick at the hole and squeeze like a squirt bottle.”
“Not even close.”erfed
“Whatever. I meant I didn’t need to go through with this douching thing.”
“If you wanna stay here you do.”
“What?”
“Danny’s girlfriend or not, if you're not gonna keep clean then you’ll have to go back home.”
“You’d kick me out over this?!”
“Hey I told Danny the same thing when he first signed over his half of the house. I grew up with him stinking and sweating all over the place. I’m not gonna deal with that anymore. He’s my brother so I cut him some slack but you’re just his girlfriend. Sorry.”
“Fine.” he turned towards the tiled wall mumbling under his breath, “Pain in my ass.”
‘Just wait.’ She smirked.
Harlow pulled his cheeks apart, grateful he was facing the wall so at least she couldn’t see how blazing red his face was. Harlow jumped, feeling the warm tip pressing into his anus. “Relax!” She shouts. Harlow groans, slamming his head into the wall and tries to force himself to relax. Of course forcing yourself to relax is not possible, so as the small tube invaded his hole he clenched harder and harder until it was a full two inches in. Even though it wasn’t even as thick as his pinky it still felt to the virginal Harlow as if something massive had forced its way inside.
Suddenly a warm liquid filled what felt like every nook and cranny inside his body. “Ugh what the hell?! Get it out of me.” He begged. But Valerie held it in. Normally you had to hold it for a few seconds but she was not one to miss an opportunity to drive home a lesson in femininity to Harlow. The more uncomfortable the more she enjoyed enforcing the lesson.
After a minute Valerie finally released the bulb and the watery solution and the extra contents splashed in the small two inches of water that had pooled in the tub. “Okay. That’s one down. One more to go. But it should be easier so I’ll let you handle it.”
“I think we’re good.”
“Nope, we keep going until there’s no more plopsies. That’s how you know you’re clean enough. If you’d like, I can do it for you every time if you can’t handle it.”
The thought of being bent over in the bathtub by Valerie once a week for however long until he finally snapped flashed behind his eyes, “I can handle it.”
“Okay. So rinse off the pointy end.” She handed Harlow the small cap, he stared for a moment in disbelief, it was hard to believe that the massive invader he felt just moments ago looked so thin and puny now in his hands. He rinsed the offending nozzle quickly, “Now we fill this with warm water, not too hot or you’ll hurt your booty.” She handed him a little bottle of what smelled of vinegar and roses to fill. “Okay,” She said after he filled it, “Twist the cap on as tight as you can and give it a good shake.” Harlow groaned silently as he followed her instructions; she sounded more like a condescending mother to a young child instructing him on the simple task of tying his shoes. “Now, it’ll be easier if you put a foot on the edge of the tub. It’ll be easier to put it in that way.”
“Great.” He rolled his eyes.
“You ready?”
“Shh-” He wanted to tell her to shut up but decided against it, considering the incredibly vulnerable situation he found himself in. Instead he allowed the nozzle to become slick with warm water before forcing it into his uneager hole once more. “Ugh!” He groaned.
“Let it happen, it’ll hurt if you fight it.” For the most part the statement was true. “It’s easier if you push your butt back too.” This however was not. But finally the nozzle was buried to the hilt. “Okay, now, squeeze and hold it.” Harlow groaned painfully as the fluid filled him with warm water, vinegar, and roses, clearing out anything that remained unfeminine.
“How long?” He groaned after fifteen seconds.
“Thirty more seconds.” She lied. Another fifteen seconds passed by and Harlow was sure it had been more than a minute. Seeing the struggle on his face she added, “Twenty more seconds.” After ten more seconds she noticed Harlow’s hand begin to fail, “Don’t let go or we’ll have to do it again!” She reminded him urgently as if it was the equivalent of rebuilding a three stage rocket from scratch. Harlow, in pain and vulnerable, renewed his grip with the exact urgency Valerie was hoping he would. Finally thirty more seconds passed and Valerie uttered the sweetest words she ever said to him, “You can let it out now.” What came out was mostly soapy water.
After giving Harlow a minute to rest under the warm water and rinse his legs she hugged him, despite his naked and wet form. “Don’t you feel much better now that you’ve got that done?” She smirked, adding a giggle. Her shirt nearly completely soaked through if not for her bra.
“That’s a word for it.” Harlow forced himself to giggle idiotically as she had. He didn’t feel better, he felt…empty and strangely good, like after taking a huge dump.
Valerie pulled at the glued on breastplate, pushing the thin straw inside of it. Harlow’s face contorted in pain as it threatened to rip away from his skin, “Great.” She beamed, “Then it’s time you had a shower. Come see me after so I can set your chest back in place.”
“Oh joy.” He said sarcastically but Val watched him with a smile and giggled. Lucy giggled as he climbed back into the shower. Washing his once again flat chest was another strange relief. His chest felt oddly sensitive to the exposure of water that now felt hotter than lava, worse was the pain of the cold air when he’d stepped away. Washing took much longer than usual and when he stepped out he found the lack of weight on his chest to be oddly missing. So much so he almost felt, not better, but more normal with the weights glued back in place on his chest.
“Feel better?” Valerie cocked her head to one side and smiled.
Harlow mirrored her, “I feel clean if that’s what you mean.” He blushed. No way would he tell her it felt odd to walk around without them even for the brief time they were absent. Harlow started to pick up the same discarded clothes he had worn before his shower when Valerie stopped him.
“What are you doing?”
“...Getting dressed?” Harlow hobbled to the bed on one foot, his ankle still sore from whatever weird landing he had done during his escape.
“Not in that. You got all sweaty and nasty in it. Plus it’s getting dark, you really should change into something more suitable.”
“I think it’ll be fine.”
“Okay. Don’t blame me.” She sang and left the room. She too knew when to push Harlow and when not too, she had pushed Harlow enough today to make him bend but not break.
Twenty minutes later “Danny’s home!” Valerie cheered.
“Oh boy!” Harlow mock cheered back and did as he was told: ran outside to greet Danny at his truck with a big kiss on his lips.
After a second Danny pushed away from his newly feminine friend, “What’s that about?”
“Just…saying hi?” Harlow giggled nervously.
Danny slapped a smile on his face and led his friend back into the house and quickly into their shared room, “Do we have to do that every time?” He asked once he was sure the door was shut and Valerie wasn’t around some corner somehow listening in.
“I’m not a big fan of it either, but it’s probably a good idea to keep up the act. Just in case.”
“What do I get out of it?”
“What more could you want? I’m already cooking you breakfast.”
“How about you cook me dinner?”
“Just the once?”
“For however long you wanna do this PDA stuff.” Danny barely hid the disgust in his voice. Even if his friend had been an actual hot girl like he was pretending he still wouldn’t be happy to kiss and fondle one another in public. His parents were deeply in love for thirty-two years and they never had to do anything like that to prove it.
“Fine.” Harlow growled, “I’ll cook you dinner too.” Danny was surprised, he knew his friend wasn’t the best cook and preferred room service or cereal over cooking for himself. ‘That might have backfired on me.’ He thought as his friend forced another smile onto his face. “Just remember, you have to eat all of it. After all you wouldn’t wanna hurt your girlfriend’s feelings would you?” A small giggle unintentionally escaped his throat. He thought the idea of forcing Danny to eat his horrible cooking under the guise of pleasing his girlfriend was indeed humorous, but he hadn’t meant to sound like an air headed blowup doll.
+
After a dinner of very basic spaghetti, Harlow attempted to sneak into Valerie’s room to hopefully find the adhesive remover she had hidden at some point during his shower. Searching first in her bathroom Harlow found no sign of the glue remover. Of course there was no sign of it, not even the small box in the garbage. “What are you doing?” Harlow jumped immediately, nearly falling ass over tea kettle into the sink.
“God, you scared me.”
“Really? I didn’t mean to.” she cooed. She of course meant too. She knew exactly what he was after as well, but she wanted to see if he’d lie so she’d have an excuse to punish him some more.
“I was looking for the glue remover so I could…well, we need…it’s, you know in case they come around looking through things again.”
“How would the glue remover stuff help you with that?”
“Uh…I was…gonna use the condoms and-”
Valerie giggled veraciously, “Silly, those are for boys. But…you do have a boyfriend who might be willing to help you fill some up.”
“Are you for real?!”
“We talked about this earlier, goof.” she giggled again.
“I guess I thought-”
“Don’t do that. Just talk to Danny.” Another giggle and this time Harlow remembered to join in, though his was clearly more nervous than hers. “Hey, Danny’s about to watch some tv, why don’t you go and sit in his lap again. I bet he’ll love that and he’ll totally be ready to fill one or even two of those condoms.”
“I’ll bet.” He smiled and giggled with Valerie as visions of him strangling the bimbo danced around his head.
Danny thought it was odd to see Har-Lucy insisting to sit in his lap again and watch college ball with him. Even Harlow didn’t bother to gamble on sports: “It’s always rigged.” He would always say. Though Danny didn’t agree, he didn’t begrudge him thinking that knowing how he felt most people were out to cheat you out of something. Though he could tell Lucy’s and Valerie’s interests were waning nearly right after kick off. Danny enjoyed his football but his parents had always taught him to take care of the people in his life first and foremost. Though he knew Harlow would enjoy a western or even a police procedural, he wasn’t sure about Lucy. Even though they were technically the same person, Harlow was clearly committing to his character. Not that he could blame him. ‘If it were me in his…or her situation I’d do the same thing I guess.’ Danny sighed and changed it to some reality show that pit wannabe fashion designers against each other for a chance to start their own label or something. Valerie was immediately pleased with the change and even after the first challenge he could swear Lucy was getting into the show as well by the way she smiled and giggled along with Valerie. Seeing Lucy and Valerie getting along reminded him of the old days and how she used to be with her friends. Laughing and giggling and in general just more upbeat. Maybe if there were any positives to be had it was Valerie having a new friend as well.
Danny enjoyed sports. He never considered football to be his favorite, his favorite was actually boxing. He did it for a little while but his mother thought it was much too violent for her gentle son. Something about it bringing out pent up aggression and not being a healthy outlet? But when he hit his growth spurt at the start of high school and coaches came calling he saw his chance to do something he’d at least enjoy. His dad was able to make a much better case to his mother for letting him play football.
He wasn’t the star quarterback, no, he was an intimidating giant before he even started working out. He was the center and he loved it, he loved being the castle wall to Harry’s quarterback. Harlow was the water boy, of course he used his position to get an inside track on the team and make bets with other students and even some parents. When he dropped out his insider info didn’t quit thanks to Danny leaning on his little friend when times were stressful in the locker room. Danny didn’t really care cause Harlow had never done anything harmful to him or the team, even though some suspected he had. Sometimes you just lose, Harlow was clever enough to cash in on it. It wasn’t until one game during their senior year that their annoyance became a blood vendetta. The coach had told them at the last practice before the final game that there were rumors of scouts coming to the game. Danny of course told Harlow, and Harlow was over the moon happy for his friend. “Tell you what,” he said one night, “Come to my suite and we’ll celebrate!”
“We haven’t won yet.” Danny laughed.
“Yet. But I know a sure thing when I see it.” He smiled. Perhaps it was his enthusiasm or lust for life that pushed Danny to convince the rest of the team to join Harlow in his suite and party. And party they did. They each had their own bottles of champagne, two strippers for every player, and the best food in the city, all paid for by Harlow’s latest jackpot the week before. The next morning was the biggest and possibly worst collective hangover they had ever had in their short lives. Of course, as a result they were not up to snuff by game time. Harry missed the game entirely as somehow during the night of debauchery Harry had broken his arm.
The entire time the team insisted Harlow had done it on purpose, he got them drunk and tired them out and somehow manipulated things so Harry would absolutely miss the game, even possibly breaking his arm while they were passed out drunk! And Danny could not convince them otherwise, it didn’t help that Harlow, seeing the state of the team, put money on the other team to win. Danny didn’t think for one second he had done any of it on purpose, he was upset at his friend later on when, because of the game, he didn’t get the scholarship he hoped for which meant college wasn’t in the cards since his parents were just barely better off than Harlow.
Harlow zoned in and out several times as he was forced to watch the mind numbing show. His seat in Danny’s lap wasn’t the greatest but he was simply so bored he started to drift off to sleep on his giant friend. Started, because Valerie was vigilant and refused to let him sleep. Instead she’d make comments about the show and expect Harlow to respond. “That’s such a pretty dress! What do you think, Lucy?” she’d ask with a giggle.
“It’s cute.” He’d respond with a giggle of his own. He knew nothing about fashion, but the show seemed to be partly educational because any time they brought up a specific design for a challenge or a design one of the contestants did they would explain in illustrated detail exactly what they were talking about and Harlow had never been so bored in his life.
After four hour long episodes Harlow was begging any deity or demon to save him. Luckily, Danny came to the rescue. “Alright, girls. I gotta go to bed.”
Harlow took the opportunity when he stood up to let Danny go by to cling to his fake boyfriend, “I’m tired too.” He smiled up at the friendly giant.
Danny paused for a moment, knowing Harlow was a real night owl, but ultimately just smiled at his feminine friend. “Okay. Let’s uh…go to bed then.” He shook his head, why did he say it that way?! He was reacting like he was going to bed with a real girl. Lucy made an oddly sexy girl but she was still Harlow!
“Oh, Lucy.” Valerie said, still sprawled out on the couch, “Come here for a second.”
Harlow smiled nervously but stopped in front of her, when Danny kept walking he slipped and frowned looking to his friend for help. ‘What if this crazy bitch makes me strip for you! You gotta tell her no, man!’ If Danny said no then he wouldn’t be at risk for being thrown out.
Danny didn’t know what the two were talking about, but when Lucy’s fingers hung on his hand like she couldn’t stand a moment away from him; he felt a strumming of his heart string. ‘She’s not real. She’s not real’ He reminded himself mentally as he walked into his room. As he was sitting on the edge of his bed in his boxers and tank top he could hear the girls giggling about something. ‘He’s really committed. She…she.” He shook his head, if his friend was committing he could at least help as much as he was comfortable. Looking around the room he thought how nice it was of Val to clean his room for him. When his eyes settled on the condoms his heart and his mind stopped in their tracks. “What the hell?” He heard another set of giggling followed by the sound of Lucy hurrying into the room. She quickly closed the door behind her and locked it. “What are you doing?”
“Nothing…just don’t want her disturbing us.” The condoms? That smile? She couldn’t possibly…she’s not that committed to the act was she? As he watched Lucy pull her shirt off, quickly followed by her skirt, he swallowed the rock in his throat and tried to mentally quiet his erection. ‘It’s Harlow, It’s Harlow!’ Did not have any effect on his growing friend.
Harlow slipped into a light green nightie, or ‘Aquamarine’ as he was supposed to call it for some reason, and matching panties like Valerie told him too. “We saw so many cute clothes tonight, don’t you think you should wear something cute too?” She giggled. He of course giggled along with her as he had been doing all night. He agreed with a smile and originally had no intention of following through but she reminded him that she had keys to every door in the house. So the lock would only provide a small warning before she’d kick it down and flip out if he wasn’t wearing the stupid thing. ‘Whatever, it’s hot anyway.’ he thought, and no one else would see him.
Turning around, he growled with frustration every time the strap slipped off of his shoulder. “Why are these so big?” He wondered out loud.
“L-lucy…” Harlow looked up from his annoying straps and saw Danny’s holding a condom in his hand for the first time. “What…what are these for?”
Harlow’s face went white, “Uh…well…I was-well mostly Val…was thinking if…someone were to come in and look at stuff it’d be weird if…there were no condoms. I mean…you’re living with a hot girl you’d wanna have sex with her right?”
“Lucy-”
“No, I mean we don’t have to. Obviously. Definitely not. No offense. But, like,...used condoms might help sell the bit. Ya know?”
“Okay…are you…gonna use them? By yourself?”
Harlow blushed, “Actually…” his face burned as he imagined how much his friend would laugh at him, knowing he let his sister trap his cock away between his legs. Between the anxiety, the awkwardness of the situation, Harlow found himself giggling like he had been doing all day. “I just…it’s probably better if you do it. S-since you’re the man and all…”
“Wh..what?”
“Look, you just have to go jerk off in a condom. It’s not that big a deal.”
Danny frowned and thought for a moment, “What do I get out of this?”
“More?! On top of cooking you breakfast and dinner?”
“Hey those are payments for separate things”
“Fine…what do you want?”
Danny looked Harlow up and down, his primal brain only saw a sexy and nearly naked girl, it had a perfect solution to making the condom appear used, “Uh. How about just…dress better?”
“What do you mean?” Harlow hoped his friend was about to tell him to dress more conservatively like his girlfriends in the past had done, giving him another out, but no.
“Like yesterday you looked good but last night you looked amazing, your makeup was amazing and your dress, it was just...”
“Amazing?” Harlow giggled nervously.
“Yeah,”" Danny would never ask a real girlfriend to do this but if he had to look at a fake girlfriend it might as well be one he could enjoy. Taking a moment, he looked at the four inch heels he still wore even for bed, “And why not bigger heels? Just a little.”
“Fair…I guess.” Harlow threw up his arms. No escape, no out, and hell he was already dressing pretty slutty and wearing pretty tall heels, how much worse could it get, really? “But you’ll go ahead and…do that for me?”
“I suppose I could.” He made a big show of acting like he didn’t want to when in reality he was grateful that’s all his friend had asked, after being alone for so long if he asked him to use it for real he wasn’t sure if he could’ve resisted.
Ripping open the condom, Danny started to pull out his already hardening dick when Harlow flipped out.
“What are you doing!?”
“Umm what you asked me to do.”
“Not when I’m standing right here!”
Danny rolled his eyes, mostly at himself, forgetting for just that second that was Harlow in front of him, not Lucy. Lucy wasn’t real even if she looked sexy in her nightwear and heels. Girls only wore heels to bed if they weren’t planning on sleeping. “Some girlfriend you are.” He joked.
Harlow giggled again feeling anxious at the statement, taking it more seriously that Danny meant. He looked to the locked door thinking about the things Val had said about knowing how big her… his man was and about being the perfect girlfriend. “Fine, I’m just going to sit in the computer chair while you umm…” Harlow giggle slightly again. “Fill the condom.” If Danny wasn’t already hard he would have been watching Lucy move seductively over to the chair, sitting down and crossing her legs.
He didn’t know why Har… Lucy was watching him, but he liked it. Still it was odd and as he put the condom on he looked into the pretty girl's eyes. “Just this once right?”
“M-more than one time…in case they uh…” Harlow giggled nervously, glancing at his friend's cock, “in case they look through our trash or something.”
“Why would they?” Danny stopped rolling the condom over his still hard dick and looked to his sexy friend.
“C-can you just hurry up?” He giggled, bouncing the heel dancing from his foot and shaking his chest in the process, while he awkwardly twirled a strand of his hair around his finger.
“That’s not very sexy.” He laughed, trying to regain control of himself, “Can’t you be a little sexier? Like, ask me to cum for you?” His pulse quickened, he couldn’t believe he had asked his friend that, even as a joke…he was joking…
Harlow continued to smile, forcing himself not to roll his eyes, “Daaaanny…” Lucy cooed in his breathy voice with a small pout to his lips, “Don’t you wanna cum for me?” Danny quickly stroked his cock, watching his friend lean over in his office chair, putting her large breasts on display. His brain knew they weren’t real, neither was Lucy, but his cock only cared that this sexy woman was here and begging for his cum. The image of Lucy naked on their bed, her tits bouncing as he thrust into her and screaming his name until finally he exploded and came all over her massive tits.
Comments
Amoretgstories
I'm very glad to hear you're enjoying the story 😊
JerBear7
I really enjoy this story and the way it's progressing. Please continue.
