A Hail Mary
Jonathan is in his mid twenties, and after graduating from college he settled into a fairly normal adult routine. His overgrown brown hair, beard, and skinny build has led his coworkers to call him Shaggy at work. He works nine to five Monday through Friday, goes to the gym three days a week to keep himself in somewhat normal shape, and tends to just relax on the weekends.
On a Saturday evening, Jonathan finds himself sitting at home, alone, and bored, a fairly typical Saturday for him. He’s contemplating life in general, thinking about how his life has gone since college. Has it been three years since he graduated college? Four? It all feels the same to him, his routine is just an endless loop. He laments how he thought he’d experiment more when he was an adult, after he got his work done in college, now he wishes he had done more during his time there.
Jonathan isn’t a completely regular individual though, he has multiple fetishes, his strongest being his hair fetish, and his love of femboys. His boredom on this Saturday evening has led him to search for new material. After a few minutes of searching he quickly comes upon a fetish social media website that covers a multitude of different fetishes. He sets up a profile and begins to join as many groups as he can relating to his fetishes.
Perusing these groups, he sees there are a bunch of personal ads for people looking for specific scenarios. Jonathan gathers ideas as he looks through the assorted ads and decides it’s worth a shot to put up his own ad. He has next week off, and types up an ad that’s going to make his year if it works. Jonathan’s plan is to combine the fetishes most important to him into a single ad, his ultimate fantasy.
Danni is a self-proclaimed femboy, he has a slender frame, and pink chin length hair with very grown out brown roots. This Saturday evening he comes home early from another disappointing date, and unwinds the way he normally does, browsing the internet on his phone from bed.
After answering his unread messages on discord, he heads over to the fetish social media website to browse the personal ads. In the groups that he’s in, what encompasses nearly all of the personal ads are hook up posts, nothing very inspiring. As he’s scrolling through the ads he comes across one that is very unique to the rest, the title reads “Femboy wanted for complete role reversal.” Danni arches his eyebrow as he clicks on the post to read it, the text reads:
“Looking for a femboy who would be open to changing their style. I want to work with a guy who is open to the idea of turning into an alpha or a super macho guy. Message me for more details.”
Danni huffs at the idea of potentially changing how he looks, and backs out of the page. He continues scrolling for a bit before deciding that he’s had enough internet for one day and heads to sleep.
Danni wakes up the next morning, and goes about his day running errands after a quick shower. As he’s sitting in traffic heading to his next errand, his mind starts to wander, specifically back to the personal ad he read last night.
“Truthfully, I’m not sure I could ever go through with something like that.” Danni thinks to himself, “but maybe it’s worth talking about? It sounds interesting, and different from what I normally see posted.”
As Danni runs his errands, his mind periodically goes back to this topic. It reaches a point where Danni just has to message this person to talk about it, or it’ll never leave his mind.
“Even if nothing comes out of it, he can satisfy his curiosity to learn more about the situation.” Danni says to himself.
When Danni returns home, he immediately logs onto the website to send a message to the owner of that ad.
“You free tomorrow around lunch? I’d like to meet up and talk about this…” Danni typed.
Jonathan spent the rest of his Saturday evening refreshing his inbox, hoping for a message, but not expecting much. He understands it would take a special type of person to be interested in combining his multiple fetishes into one experience.
The next morning Jonathan vows to not check the site until later that evening, he doesn’t want to obsess over his desire for someone to message him about it. There is a good chance that no one ever does message him, he tells himself.
Later that evening he decides that it’s time to check the site, in the rare instance that someone did message him. He loads up the site, excitement fills inside him as he notices a red 1 over the dm icon.
“Someone messaged me!” Jonathan exclaims to himself, “be chill, it might just be a scammer or something, don’t get your hopes up.”
Jonathan clicks on the message to read, to him it appears to be a real person. He quickly replies:
“I’d definitely like to meet up, can we meet at the coffee shop in the center of town? Around 12:30?”
His fingers shaking on the mouse as he clicks the send button to reply. As soon as he sits back to take a sigh of relief, he sees the notification pop back up. He clicks it to read:
“Sure thing, see you there!”
Jonathan is ecstatic at this point, it seems like an actual person is interested in his fantasy. As he tries to sleep that night it is noticeably difficult. His mind is racing with so many different scenarios as to what could happen tomorrow, and he wants to be planned for all of them. Eventually Jonathan’s mind is satisfied with his game plan for assorted scenarios and he passes out with exhaustion.
The next day, Jonathan wakes up early, unable to sleep because of excitement. After eating breakfast he takes a quick shower, and carefully decides his outfit. He decides on a black tank top, and green cargo shorts before heading out the door to the coffee shop. Jonathan wants to arrive early, as he thinks it would be a bad look for him to arrive late to his own personal ad.
Jonathan pulls up to the coffee shop in his SUV about fifteen minutes early, and heads inside to order a coffee before grabbing a table. As he sits down with his coffee he realizes he never thought to check to see what the person he’s supposed to be meeting looks like. He pulls open his phone to browse to the profile of the person messaging him when the door to the coffee shop pushes open. In steps Danni, whom Jonathan can tell immediately is the one he is supposed to meet. Danni’s aforementioned hair now adorned with a pink barrette with a flower on it to keep his hair out of his face. His outfit consisting of a slightly oversized pink long sleeve shirt he can pull his hands into, very short black shorts, and black/pink striped socks clearly showing what his two favorite colors are.
Jonathan waves at Danni excitedly until he notices. Danni sees Jonathan waving at him, pulls one shirt covered hand up to his face, and waves at him shyly with the other. He then motions he’s going to order a drink first before coming to sit down.
“He’s kiiiinda cute,” Danni thinks to himself, “that’s going to lead me to trouble isn’t it.”
After receiving his coffee, Danni comes to sit down at the table. They introduce themselves and exchange pleasant formalities before Danni dives into the topic at hand.
“Ok so.. I saw your ad, and I’m really intrigued by it. Can you tell me what you had in mind for this whole thing?” asks Danni.
“Yes! For sure! Sorry I’m a little excited and really nervous all at the same time, please don’t hold that against me. Also this might be a little long, so bear with me” Jonathan says as he laughs.
Danni laughs and responds, “Sure let’s hear it.”
“To begin with, I have two main interests that I want to combine, my hair fetish, and my love of femboys. To explain my hair fetish simply, because you probably aren’t familiar with that, it consists of seeing people get makeovers, or really unique haircuts.” Jonathan explains.
“Hmm ok, I haven’t heard that one before.” says Danni.
“Yeah it’s not super common I guess, but it’s the hand I was dealt. I also think that haircuts can be like.. really powerful when it comes to altering people’s perceptions. So that’s where this idea comes from.” says Jonathan.
“That makes sense to me, never really thought about that kind of thing, but it does make sense.” Danni responds.
“What I think would be fun is if we use a haircut to change the perception and attitude of that person. The extremely short explanation of this fantasy is this, I find a beta/sub femboy to go get a really manly haircut. After said haircut they now take on the role of being the alpha/dom in the dynamic. So I start off being the one in control, but afterwards now the other person is. If said person wants to continue dealing with me after they see their new haircut or not is another question entirely.” Jonathan explains as he finishes with a laugh.
“I see how it all fits together now. So when you say a manly haircut, I presume you mean something like super short?” asks Danni.
“That’s correct, I don’t really want to spoil what I have in mind if the person who does this with me wants surprises, but it would be something super short, something extreme.” Jonathan responds.
Danni sits for a moment before responding, “And do you already have a barber shop in mind that will be able to do what you want?”
“I for sure have that all planned out, I’ve done lots of research.” Jonathan says as he laughs.
“And what happens after said person gets the haircut? Is that all there is to it? Do you just go home to jerk off to your fantasy?” Danni asks.
“Well that’s up in the air, at that point if the dynamic shifts properly, it really becomes up to the other person. If they don’t hate me for making me cut their hair like I choose.” Jonathan laughs as he responds.
“I see, so you’re at the whim of that other person then? To do what THEY want then?” asks Danni.
“I can’t say I’d do aaaaaanything that person wants, but I’m game for a lot of things. I wouldn’t do anything that’s permanent, or involving some other gross topics, but I think there are still plenty of things I’d do.” Jonathan responds.
Danni hmms to himself before responding, “I’m not saying that I’m going to do this, but… you still have me intrigued.”
Jonathan laughs and says, “That’s good enough for me right now. Think about the situation as long as you want.”
Danni says that he is only intrigued, but he’s lying to Jonathan when he says that. He’s already made up his mind that he wants to do this, he just wants to make sure Jonathan isn’t a total creep before committing. The two exchange small talk for another hour or so before Danni excuses himself to the bathroom.
Danni walks into the bathroom and stands in front of the mirror. He bends forward and uses the sink to wash off the light amount of makeup he had put on before he left before drying his face off with paper towels. Danni looks back into the mirror and pulls his hair tight back against his head, envisioning what he’d look like with short hair.
“I’d still look cute right? Wait… cute isn’t the right word, the aesthetic I’d have isn’t supposed to be cute. I’d be handsome right?” Danni questions himself.
While looking at himself from all angles, Danni feels a mix of nervousness, and excitement as he becomes comfortable with the idea of transforming himself. Danni fixes his hair back into place, and heads back out to the table.
“So where are we going?” asks Danni.
“… what?” Jonathan says in surprise.
“I think I’m the right type of person to do this for your fantasy, and I’ve determined I want to do it. Just … don’t tell me what haircut it’s going to be. Text me a picture when I’m in the chair or something, otherwise I might back out.” says Danni.
“Ok no problem!” Jonathan says excitedly. “I’ll text you the barbershop, I’ll meet you there!”
They leave the coffee shop in their cars, and meet up in the parking lot of the shop. Jonathan reaches for Danni’s hand to hold as he walks to the shop. Jonathan pushes open the door to the shop, walks in, and pulls Danni with him. They have a seat in the waiting area with a couple other guys as they wait their turn.
Danni leans in and whispers to Jonathan, “I don’t think this is exactly my type of place, I stick out like a sore thumb.”
Jonathan whispers back, “Don’t worry, you’ll have a ton of street cred after you get your haircut.”
Danni leans back and ponders that statement, “What the hell does he mean by that?”
Danni pulls his hands back into his sleeves and sits quietly waiting his turn in the chair, the nervousness growing by the minute.
After what feels like an eternity the barber looks at Jonathan and announces that he’s next.
“Oh it’s not my turn, it’s his turn.” he says as he points at Danni.
Danni looks up quickly, his turn has finally come after what felt like forever. He takes a deep breath, walks to the chair and has a seat. While Danni walks up to the chair, Jonathan quickly texts him a picture of what he wants Danni to get.
The barber clips up Danni’s hair while he applies a paper neck strip, and cape. The barber unclips the flower barrette from his hair and hands it to him.
“Oh thanks, I forgot about that.” Danni says as he nervously laughs.
“So what are we doing today?” the barber asks Danni.
“I have a picture of what I want, let me open my phone.” says Danni.
Danni unlocks his phone, quickly clicks the text message from Jonathan and hands it to the barber before he can see it.
“This is what you want?” asks the barber.
“Yeah as you can see my roots are really grown out, I just want something where I can start fresh.” Danni says, presuming that it’s something really short.
The barber gets to work, pulling out his clippers with no guard, and taking as much off the sides and back as he can. Heaps of pink hair fall on the cape in front of Danni. Danni takes a big gulp as he sees the pink hair pile up.
After removing the majority of the hair on the sides and back, the barber grabs a comb. He works quickly on the top of his head, removing all of what is left of the pink hair at the top. After he’s through, only the grown out brown roots remain, a couple inches in length. The barber sets his clippers down and grabs a can of hairspray, with which he sprays all over the top of Danni’s head. He then sets the hairspray down before grabbing his blow dryer. The blow dryer goes to work on the hairspray soaked hair, combined with his comb the barber is able to make Danni’s hair stand perfectly straight up all around his head.
The barber sets down the blow dryer and reaches for his guardless clippers. Carefully he sets the comb at the front of Danni’s hair about half an inch high, perfectly level, and clips straight across. Over and over the top he goes, setting that comb level, clipping straight across. When he gets to the middle of Danni’s head, Danni can feel the clippers graze the center of his scalp with every pass.
Stopping the haircut for a moment, the barber steps back to admire his work, he moves Danni’s head in multiple directions to ensure he’s satisfied from all angles. Being satisfied with his work, the barber sets down the clippers and comb. He walks to the hot lather machine, squirts a bunch into his palm, and walks back to Danni. The barber lathers up the sides, back, and landing strip going from the center of Danni’s head down to the back. Every single thing that has happened to Danni during this haircut has been unnatural to him, this being the weirdest moment yet.
“Hold very still for a little bit.” the barber says to Danni.
The straight razor comes next, as the barber scratches away at Danni’s head. First the sides, then the back, completely smooth and clean. The barber angles Danni’s head down and works on the landing strip, making it too, completely smooth. He grabs a towel to wipe off the remaining shaving cream, then uses the blow dryer to blow any remaining bits of hair off of Danni’s head. The rush of air over Danni’s new haircut is enough to send him into bewilderment as he cannot imagine what haircut he just received.
The barber unclips the cape, removes the neck strip, and spins Danni around to look in the mirror. Danni’s eyes almost bulge out of his head at the sight of his new look.
“You won’t need that flower barrette for a little bit.” the barber jokes.
Danni is not happy with the haircut that’s just been given to him, a severe horseshoe flattop. He doesn’t want to let it show though, he doesn’t want the anxiety of causing a scene in public.
“That’s just what I asked for.. thanks.” Danni says to the barber.
Technically not a lie, he did ask for this, he just wasn’t aware of what he was asking for.
“Are you next?” the barber asks Jonathan as he looks over at him.
“He’s definitely next.” Danni interrupts as he answers for Jonathan.
“Oh I uh…” Jonathan stumbles to make out a sentence.
“You were telling me you were going to shave your beard off right? You might as well let him do it, he’s reeeallly good with a straight razor.” Danni says.
“Su-su-sure, that’s a good idea Danni.” Jonathan replies meekly.
Danni heads to the waiting area to have a seat, directly across from an empty chair so that he can inspect himself more in the mirror.
While Jonathan is in the chair, Danni can only focus on himself, a multitude of thoughts running through his mind.
“This is what he wanted isn’t it, he got me annoyed, and now it’s bringing out my bossy side. I have so many things I want to do to this boy in retribution.” Danni thinks and laughs to himself.
Danni’s hands come out from their natural hiding spot in his long sleeves to rub his new haircut.
“Maybe I’ll end up liking the style eventually, but… not yet. The feel of the shaved parts though is extremely pleasing.” Danni thinks to himself.
Danni spends so much time investigating his new look in the mirror, and thinking to himself that he completely misses Jonathan being finished. Jonathan walks over to him, curious about what is to come after they leave this shop.
“All set, do you like me beardless?” Jonathan asks as he laughs.
Danni rubs his hands on Jonathan’s now smooth face, “Much better, now go pay the barber.”
Jonathan pays the barber, and Danni grabs his hand to pull him out of the barber shop.
As Danni pulls Jonathan to their vehicles, Jonathan says, “I really like the haircut on you, I think you look really hot with it.”
Danni turns his head back for a second to glare at him.
“I guess you’re not as much of a fan are you…” Jonathan says meekly.
“I like how it feels, I’m not sold on how it looks yet.” Danni replies.
“I understand, I will just leave you be then..” Jonathan replies.
“Whoa, where do you think you’re going?” Danni snaps back.
“Open up the tailgate to your SUV, get in. We’re swapping clothes” says Danni.
Jonathan does as requested, and climbs into the SUV, with Danni following right behind. They emerge moments later, outfits completely swapped. Jonathan is now wearing the long pink shirt, short black shorts, pink/black striped socks, and the flower barrette. Danni emerges with the black tank top, and green cargo shorts.
“I’m texting you my address, come back to my place.” Danni tells Jonathan as he taps away at his phone.
“I … have plans Danni.” Jonathan quietly replies.
Danni looks up annoyed, “Yeah you do, coming back to my place, that’s your plans.”
“No, that’s not what I mea-” says Jonathan before being interrupted.
“I know exactly what you meant, and your plans are now with me.” Danni says.
Danni quickly follows up, “And you know what? Don’t call me Danni anymore, you call me Daddy instead.”
“Yes Dan-, Daddy.” Jonathan says as he resigns himself to Danni’s whim.
“Until I grow this hair back out, you’re my little femboy, you got it?” Danni asks Jonathan.
Jonathan gulps, “Yeah I get it…”
“Now get your ass in your car and come to my place, we’re gonna have some fun.” Danni says.
At a stoplight on the way back to Danni’s house, he inspects himself in his mirror.
“I mean I guess I don’t hate the haircut thaaaaat much, I look like someone I’d fuck.” he says to himself as he laughs.
“Telling Jonathan he’s mine until I grow my hair out was a nice touch, maybe I’ll go back to the barber in a couple weeks.” he tells himself as he smirks.
(Author’s note: This section does become sexually explicit later on, this is your warning if you don’t want to read that type of thing)
Danni and Jonathan park their cars in the parking lot of Danni’s apartment building. Danni exits his car, then waits for Jonathan to reach him before he grabs his hand and they walk together to the building.
“I was hoping you lived in a house or something.” Jonathan says as he laughs.
“Why are you embarrassed for people to see you?” asks Danni.
“No, no no, not embarrassed, just… not comfortable yet.” Jonathan answers.
“I get it, my neighbors are going to freak out if they see me.” says Danni.
Danni stops in the middle of the parking lot to look Jonathan in the face.
“Before we get up to my apartment, if at any point you’re uncomfortable with something I ask you to do, just let me know and we’ll stop it. I’m obviously new to being the person in charge, I don’t know how far is too far.” says Danni.
“Oh I 100% will tell you if I don’t think I can handle it or don’t want it.” Jonathan replies.
They make their way through the apartment building lobby, the elevator, and the hallway to Danni’s place without too much human interaction. The middle of the afternoon on a Monday doesn’t have too much foot traffic, most people are still at work. This is a small relief to both Danni and Jonathan.
Danni pushes open the door to his apartment and drags Jonathan in.
“Hey sluuuuuut.” Danni yells enthusiastically into the apartment.
“Hey girrrrrl” a voice yells back.
“Oh god he has a roommate.” Jonathan thinks to himself.
On the couch is Danni’s roommate Jessie. Jessie is in her mid 20’s with shoulder blade length brown hair, her slightly thick build accentuated by her white halter top and short black shorts. She’s had a very productive day of watching netflix on the couch, which she pauses to say hello to Danni. As Jessie pauses her movie, she looks over at Danni and her mouth drops wide open. She stands up, and walks over to the two of them, questions spewing from her mouth at rapid speed.
“What the FUCK happened to your cute ass pink hair?”
“What the FUCK is this haircut?”
“Where the FUCK did you get these clothes?”
“Who the FUCK is this guy?”
“Why is he wearing your FUCKING clothes?” Jessie asks loudly.
“Chillll, everything is cool, don’t make the neighbors call the landlord on us again.” Danni responds.
“Oh fuck them, I’ll be as loud as I want.” Jessie says.
Jonathan gets a sense that colorful language is part of their normal vocabulary around here. He’s intimidated by Jessie’s bold personality, and he’s only been here for about 15 seconds. The nervousness brought on by this quick interaction causes his hands to retreat into the long sleeves of Danni’s shirt as he pulls one hand up to cover his mouth.
Danni notices Jonathan’s retreat, he doesn’t want him immediately leaving the apartment, so he needs to talk Jessie down from her outrage.
“Ok well, at least chill so you don’t scare this boy anymore.” says Danni.
“Am I scaring you?” Jessie looks at Jonathan and asks loudly.
Jonathan slightly retreats behind Danni as Jessie focuses her attention on him.
“Oh my gosh, ok I’m scaring you, I promise I’m not scary. I’ll chill now.” says Jessie as she notices his reaction.
Jessie turns her attention back to Danni and says, “You’re still going to have to explain to me what the fuck is going on here.”
“It’s a loooong story.” Danni says as he laughs. “I want some help with this boy, come with us and I’ll explain it all.”
Danni explains it all
Danni pulls Jonathan to his room, with Jessie following closely behind, inspecting this new man that Danni brought home. Jessie slaps Jonathan on the butt as they walk down the hall, causing Jonathan to jump slightly.
Upon entering the room, Danni motions Jonathan to a spot in front of his bed, “Go stand over there.” Danni says.
Jonathan walks over to the spot, as Danni and Jessie have a seat on the bed. Both Danni and Jessie make a thinking pose by crossing their legs, and putting their hands under their chin.
“Ok, now strip.” Danni requests Jonathan.
“Oooo I like this take-charge Danni.” Jessie comments.
Danni laughs and says, “Yeeeeah that’s part of what I’m going to explain to you.”
Jonathan complies and nervously strips himself completely naked.
“He’s too hairy, right Jessie?” Danni asks.
“I was thinking the same thing.” Jessie responds.
“Ok Jonathan, go down the hall to the bathroom. Hop in our shower, there you’ll find my razor and shaving cream. When you’re done I don’t want to see a single hair below your neck, you got it?” Danni asks.
“Yes Daddy, I’ll do it.” Jonathan responds.
“You’re making him call you DADDY? This new Danni is so hot.” Jessie exclaims.
Jonathan leaves the room, and heads down the hallway to the bathroom as he was told. Once there he turns on the shower, steps in, and gets to work on making his body completely hairless.
Back in the bedroom, Danni explains to Jessie what this deal is about.
“So about this whole thing.” Danni says as he makes some wild hand movements.
“He had posted this personal ad that was super unique compared to everything else out there, you’ve seen the shit that gets posted, it’s all hookup stuff.” says Danni.
“Duh, that’s what the internet’s for, hookups.” Jessie responds.
“You’re not wrong, but his ad was intriguing. He wanted to like flip roles with a femboy, where the person starts out listening to him, but then they switch roles after they change styles. I figured it was worth meeting up with him for coffee to hear more about it, and see if he wasn’t a weirdo.” Danni explains, “After talking to him for a while and determining he wasn’t a creep, I was really open to the idea, why not change it up and explore new stuff?”
“Soooo he made you get your haircut like this? And change clothes?” Jessie asks.
“The haircut, yes that was his idea. As for the changing of clothes, that was my idea, if I was gonna be the alpha, I need to look the part more than just a haircut.” Danni says as he laughs.
“What even is this haircut? You’re so military right now.” asks Jessie
“He said it was a horseshoe flattop, I don’t know how I feel about how it looks, but I love how it feels.” Danni responds.
Jessie responds to Danni’s statement by standing up and grabbing his head with both of her hands. She examines every inch of Danni’s new haircut, running her hands across the smooth parts, the buzzed flat parts, and finishing by running her fingers down the landing strip. Danni closes his eyes, enjoying someone else’s hands exploring his haircut.
“It’s not horrible, I mean if I saw a hot guy with one I’d still fuck him.” Jessie says as she laughs.
“Girrrl that’s why we’re roommates, I said the exact same thing.” says Danni.
“So after the haircut, I really took on a new role between the two of us, partially due to me being annoyed. My annoyance lead me to became really bossy, and I think he was scared of me so he was being really submissive. I determined then I was gonna make him into a cute lil femboy.” explains Danni.
“I get it, so now you’re dominating this poor guy?” asks Jessie as she laughs.
“Hey he asked for this! He can stop at any point, but obviously he’s enjoying it.” says Danni
“How long are you going to keep this up? Are you gonna go back to being that hot bitch from before?” asks Jessie.
“I told him he’s mine until I grow my hair out and I let him go, but I don’t know how long that’ll be. I’ll get back to being my old self at some point…” says Danni.
“So I don’t have to worry about you trying to boss me around then?” jokes Jessie.
“Listen slut, you better watch your tone, or I’ll make you get this same haircut.” jokes Danni pointing at his head..
“Ugggh this is so hot, why did you have to only like men. Marry me right now.” jokes Jessie as she gets down on one knee.
Danni laughs and responds, “Sooorrrrry, I’ll try to help you find a hot bossy military man for you. I’m sure if you hang out at the barbershop with me you’ll find someone.”
Their conversation is interrupted by Jonathan returning from the bathroom.
“I think I got it all, do you want to inspect?” asks Jonathan.
“You’re damn right I do, I better not see a single hair.” says Danni.
Danni walks over to him and provides a thorough inspection. He rubs his hands all over his body, making sure he can’t feel any stubble whatsoever, ending the inspection by running his finger along Jonathan’s hard cock.
“I can see you enjoyed that, didn’t you?” asks Danni.
Jonathan blushes and answers, “Ye-yeah I guess I did.”
“You did a good job, you’re completely hairless as I asked for. For the next part, head over to my makeup desk.” Danni says as he points at his desk. “Jessie, can you help him out with some quick cute makeup?”
“Let’s go bitch!” exclaims Jessie.
“I can’t tell if she’s comfortable with me now that she’s calling me bitch, or if she’s also being bossy.” a confused Jonathan thinks to himself as he follows her over to the desk.
While Jessie handles Jonathan on the other side of the room, Danni prepares a care package that Jonathan will be taking home with him. Danni goes through his closet and his drawers, throwing a bunch of extra clothes and accessories he has lying around into a pink backpack with the word ‘Queen’ written on the back in cursive.
After Danni fills the backpack, he walks back over to the desk where Jessie is finishing up. He looks at the reflection of Jonathan in the mirror, and his hands instinctively go up to his cheeks.
“Aww you are soooo cute now!” Danni exclaims.
Danni walks over to the pile of clothes Jonathan stripped off earlier and pulls the flower barrette from it.
“This will make you perfect.” he says as he puts the clip back in his hair.
Jonathan looks back in the mirror, stunned that this is him now. He can’t help but blush looking at himself, he knows he’s cute.
Danni grabs Jonathan’s hand and walks him over to his bed where they each have a seat.
“You’re welcome to stay for this next part if you want Jessie.” says Danni.
“Fuck yeah I want to stay.” proclaims Jessie, as she has a seat in the desk chair, eager for what’s about to happen.
Danni runs one hand over Jonathan’s hard cock, and the other over his new haircut as he moves his head in different directions.
“Are you glad I responded to your ad?” asks Danni.
“Yes Daddy.” Jonathan replies meekly.
“Do you think I’m hot with this haircut?” asks Danni.
“Yes Daddy.” Jonathan replies.
Danni leans in and whispers, “Do you want get fucked by Daddy?”
Jonathan turns bright red and replies, “Yes Daddy.”
“Mmmhmm that’s what I thought.” says Danni.
Danni stands up from the bed and strips himself naked, then makes a request, “Get on your knees and show your appreciation for me.”
Jonathan doesn’t need any explanation as to what that means, as he drops to his knees from the bed in front of Danni. His drop to his knees is greeted by Danni’s hard cock, which he quickly puts his mouth around and starts to pleasure.
“Ooooh we have an eager one.” Jessie proclaims.
The comment isn’t humiliating to Jonathan, it only leads to him being turned on even more. His fantasy is humming at full speed at this moment. Over and over he goes on Danni’s hard cock, doing his best to please him. Danni is standing in ecstasy, one hand on the back of Jonathan’s head, and the other rubbing the completely smooth sides of his own head.
“You look so happy right now.” Jessie remarks.
Danni smiles and bites his lip, confirming to Jessie what she is saying is correct. After a few more minutes of sucking, Danni pulls Jonathan off of him, and has him stand up.
“Are you ready to become mine?” Danni whispers into his ear.
Jonathan blushes and nods back in affirmation. He responds by kissing Jonathan, thrusting his tongue deep into his mouth for a few seconds before pushing him onto his bed. Danni walks over to his dresser and opens the top drawer, pulling out a condom and his bottle of lube. He opens up the condom wrapper and rolls the condom onto his throbbing erect cock, then walks over to the bed.
“Legs up.” Danni says to Jonathan.
Jonathan complies immediately, as Danni squirts some lube onto his fingers. He rubs the lube all over Jonathan’s smoothly shaven hole before preparing to mount him. Danni slowly slides his cock into Jonathan, he’s so tight he can’t go any faster, even though he wants to be inside of him immediately. As his cock slides into Jonathan, Jonathan’s mouth opens up the widest it’s ever been, and lets out a huge moan, this is the first time he’s been fucked like this in his life. Jonathan’s head can’t help but fall backwards as Danni’s cock completely enters him.
“Look at this good boy, you two are so fucking hot right now. Just try to relax honey, it’ll feel even better.” Jessie comments.
He does his best to relax the muscles surrounding his asshole, not something he’s accustomed to. Danni continues to slide in and out of Jonathan, with each thrust becoming easier as Jonathan’s ass becomes used to Danni’s cock. The thrusts pick up the pace with each revolution, until Danni is entering Jonathan’s ass freely, without any slowdown. Danni reaches his maximum thrusting speed, as Jonathan grips the bed tightly with both hands and moans continuously. For a brief moment, Danni pulls his cock out of Jonathan, and bends over to kiss him on the lips, before shoving his cock back into Jonathan.
“Oh make me cum Daddy, make me cum Daddy.” Jonathan says.
“Mmmmm what a good boy.” Jessie proclaims.
Jonathan grips the bed even tighter, the pitch of his voice ever increasing. He moans, and repeats in his highest pitch, “Make me cum Daddy, make me cum Daddy.”
Danni orgasms as the condom fills with hot cum. The act of Danni climaxing makes Jonathan let out his loudest moan yet and orgasm simultaneously. It’s visually apparent how turned on he’s been all day, he shoots huge streams of cum all over his chest and onto his face. Danni exits Jonathan, letting his legs back down to the bed, they twitch uncontrollably from orgasming so hard.
“That was so fucking sexy you two, I’m gonna go to my room to…do some stuff.” Jessie says, as she throws the roll of paper towels from the desk at the bed before exiting the room.
The two of them clean themselves up quickly, and lay back down in the bed to cuddle. Jonathan lays on his side, snuggling in Danni’s arms, with one hand making its way to Danni’s head to stroke his haircut. They lay there for a couple hours, so comfortable they end up taking a nap together in their snuggling position.
A loud knock on the apartment door wakes them up from their nap.
“I bet the landlord finally showed up.” Danni says.
They hear Jessie walk to the door to open it, an argument immediately ensues.
“Yeah, that’s the landlord.” Danni says.
They each laugh before settling back in to continue snuggling.