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Published:
2026-02-02
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2,287
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1/1
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Helping Hand for a Princess

Summary:

Astra Yao's special pre-concert warmup needs the assistance of a special bodyguard through her kind action and especially sweet words.

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Notes:

This would work on me.

(Trans Astra Yao, Armpit Sex, Exhibitionism, Gender Affirmation)

(See the end of the work for more notes.)

Work Text:

“Ha… ha… Evelyn… Evelyn~ Gosh, you truly are the best companion I could ask for~! Perfect service, even here. You’re doing a wonderful job at making my heart flutter~!”

“Mmmph, Ms. Yao. Please do not say such… embarrassing things while I do this. I am simply doing my job here.”

“Yeah? Well, I can’t think of another assistant who would go above and beyond as you are right now. Who else would do something as cute and depraved as you~?”

Evelyn’s cheeks flared up in a rare blush as she smoothly continued her service. Tonight was just another night. Another record breaking concert for overflowing crowds and millions of fans online. And twenty minutes before her on-stage appearance, when any other popstar would indulge in more normal stress relief routines, Astra Yao kindly requested Evelyn’s special form of intimate, lewd relaxation.

All any stagehand could see passing by would be Astra, slightly hunched over and flush in front of some equipment casing and reviewing her routine. What she was hiding behind these cases was Evenlyn squatting down low in front of Astra’s hiked up skirt, her jacket long discarded so Astra had full access to both of her slick, sweaty, fragrant armpits. Her arms were behind her head so her employer could easily grind her 5 inches of girlcock along the slick expanse of her closely shaved armpits.

Astra bit her bottom lip to hide the moan that threatened to slip out of her mouth. One hand was on the case in front of her to keep her steady while the other was wrapped around the base of her smooth dick, making sure she was grinding as much of her cock into Evelyn’s pits as she could. A shiver snaked down her back with each thrust, up and down her bodyguard’s musky armpit before switching sides and doing it all over again to the blonde’s other underarm. Her balls occasionally tapped against Eve’s armpit, getting this skin soaked in Evelyn’s heavy musk as well.

“Ms. Yao…” Evelyn pleaded while failing to make eye contact with her boss. “Please… You know I’ve been running around all day to ensure this concert is secured. I’m… all sweaty…”

Astra used the hand that wasn’t gripping her cock to stifle a giggle.

“Oh, come on, Eve. You and I both know that you being sweaty and smelly and flustered makes this so much better for me. And I sometimes think you like it just as much~ Gmmmmh~! Gosh! So good~!”

Evelyn said nothing to Astra’s teasing for fear of lying to her closest friend. The blush on her face only grew as her body was rocked slightly from Astra’s thrusting. She could feel the uncut tip of Astra’s beautiful cock glide from her chest all the way to her upper arm, all the while smearing sweat and watery precum over the both of them. Evelyn’s breathing hitched in her chest. Maybe she did like this just as much as Astra. Maybe even more.

She had to beat this feeling down, though. She needed to focus not on herself or the footsteps of people walking too close to their hiding place, but on Astra. She leaned into Astra’s sweaty frotting and tried to look as cute as a trained killer could look while Astra lovingly looked down at her. The hitch in her chest turned to full on thumping as her heart beat faster.

“Please, Ms. Yao,” Evelyn whispered. “I need you to… finish soon. You will be on before we know it!”

“Gah~! Mmmmph~ I’m really trying,” Astra moaned, confident enough that the only one close enough to hear her gasps was her best friend who was currently letting her grind her dick against her armpits.

In truth, she was doing everything she could to hold herself back from cumming all over the place. Evelyn’s pits always felt heavenly, and today was no exception. These moments were the few times she ever let herself be as degenerate as her dick wanted her to be, grinding her woman cock against Evelyn like she were a dog humping a lightpost. Her entire body trembled with the urge to spray cum all over Eve, marking her with her scent and making her even smellier than a full day’s worth of sweat already had. She could feel her smooth, porcelain balls throb with the need. In spite of this, a playful smile spread across her face. She wanted to draw it out just a bit longer.

“Haaa~! Maybe I’ll be able to finish if you do the thing I like most~!”

THUMP

The palpitation of Evelyn’s heart threatened to drown out Astra’s sweet, musical moans at the proposition.

Evelyn knew that Astra never meant to be cruel to her, but it could only be twisted cruelty that could compel her employer to make her do this sort of thing. Astra Yao did not need affirmation, especially none of this kind. Every news site, every blog, every tv show, every everything agreed that she was one of the most beautiful women on the planet. In Astra’s shoes, Evelyn would have grown sick of hearing it endlessly. So why was Astra so intent on hearing these words, these specific, special words, from her?

“Astra…” Evelyn moaned, looking up at her ward from her squatting position. She steeled herself before continuing.

“Ms. Astra, you are the most beautiful, perfect, amazing woman in the entire world. A true woman, a real woman. No ‘if’s’ or ‘but’s’ or anything of the sort when I tell you from my heart that you are the woman I dream of being. Sweet and gentle and beautiful in only the ways a woman can be~ And anyone who dares say otherwise is a horrid transphobe and a disgusting bigot. I would cut them to ribbons if I could, but a pure woman like you would never dream of allowing me. Everything about you is pure~! Even this massive, throbbing cock battering my armpits…~!”

The euphoria of hearing the most special person in Astra’s world affirm her gender in such a passionate way was almost enough to distract her from the depraved vigor that coursed through her body as she bucked her hips into Evelyn’s dirty, sweaty armpits. Listening to those words straight from her beloved’s mouth only made her thrust faster. Her cock was stimming with bliss and excitement while her dainty balls slapped against Evelyn’s skin. The sweat and smell dripping from Evelyn’s pits threatened to make her even more deliriously horny than she already was.

Everyone on the planet had already told her that she was the picture of femininity. But hearing Evelyn say it? It stirred up something in her heart that made her want to tear up. However, it also made her girl cock throb incessantly.

Evelyn~! Mmmmmphuuuuuck~”

Astra had to hold herself up to keep her knees from buckling. The affirmations combined with Evelyn’s sweaty pits grinding into her sweaty cock made the pop star feel faint.

Evelyn saw how Astra’s soft dominance was crumbling and decided that now was the time to finish this.

The blonde’s arms, which were held behind her head this entire time to allow her friend’s girlmeat to rub against her armpits freely, suddenly moved down like a trap. She wedged Astra’s cock between her body and arm, enveloping the length in her warm, smelly armpit in a flash. She felt Astra shiver from this sudden abundance of contact and knew that she had her right where she wanted her.

“Astra~” Evelyn mewled in as sultry a voice as she could muster considering the circumstances. “You’re such a good… fucking… girl~

Evelyn moved forwards and back from her squat, jerking her best friend off with her armpit pussy where anyone with wandering eyes could see them. Astra made little effort to remain discrete, no longer caring much about what others had to think at this point in her best friend’s pitjob. She was too delirious from the feel of Evelyn’s smooth, sweaty pits greasing up her cock. The way her balls were splattered with precum and sweat after the minutes of work. How she was able to smell the sweat steaming off of Evelyn’s body and tainting her penis with that thick scent. A scent that would last the entire show. Maybe some fans in the front row would be able to smell…

‘No~!’ she was able to think to herself through her cloud of dizziness. ‘This smell, this feeling, this woman is all mine~!’

She shivered as this woman, the one she called hers, currently had her in the palm of her hands with just her slutty, sweaty armpits.

“It doesn’t matter that you're a sex-obsessed, pit-huffing, lecherous freak,” Evelyn whispered. “You’re still the most beautiful woman in the world even though the cock between your legs is hopelessly addicted to my dirty, sweaty, smelly armpits~ A real woman knows when to present politely in public and when to drool over their most base desires. And you are a real woman, Astra~”

They had done this countless times. Evelyn knew just what to say to pick apart Astra’s willpower until she was no longer the one in charge. The blonde could feel the shift of power with each throb of Astra’s straining girldick pulsing in her pits, smearing even more gooey precum and lathering her armpits in a thicker miasma of gunk and musk. Closer… closer… closer…

There.

It had come second nature to Evelyn, like picking out a suspicious individual from a crowd. She knew exactly when her life partner was about to blow her girly load. As deep as she had sunken into the depravity of the moment, she knew she had to be careful. She slid her cum-greased pits over the expanse of Astra’s thumping cock, pushing her over the edge with a deep, soothing whisper.

“Good girl…~ Good girl…~ Good girl…~ Good girl…~ Good girl…~ Such good fucking girl~!”

Astra Yao crumbled under the pressure. She could never pin what gets her to cum more: the affirmation of her gender from the person she held dearest or the way that person’s sweaty armpits drove her dick wild.

Regardless, she was still sent over the edge, forced to bite into her palm clamped over her mouth to keep from her moans drowning out the chanting of a waiting audience. Each shot blasted out of her cock as short, fat spurts that rocked her forward with each shot. They were usually messy enough to ruin whatever tissues she was jerking off into, and now was no exception as Evelyn expertly milked her with her armpits.

Evelyn was left with no choice but to simply clamp her armpits down harder around Astra’s spewing cockhead, forcing the load to lather her already slimy skin like lotion. It was an average load that ended soon, but it was still plenty enough to make a mess of the both of them. Evelyn looked up once again at the popstar, moving her armpit slightly to make sure every single drop was drained from her aching nuts.

Finally, Astra stumbled backwards. Panting and slightly dappled with sweat, she still had the presence of mind to lower her skirt and stuff her softening cock back into her panties now that her lower half was more visible to passersby. She could feel how slick her cock was and just that thought tempted her for another round…

“Ms. Astra! Where have you been? You’re on in ten minutes!”

The panicked voice of a worried PA almost made her jump out of her skin. She quickly pivoted around, immediately trying to stutter through damage control and excuses on why she looks so flushed and why she smells like that. But before she could dig herself into a hole that wasn’t even there in the first place, another voice calmly rose up from behind her again.

“This was my fault,” Evelyn responded calmly. “I insisted we look for Ms. Yao’s lost earring instead of finding a replacement pair. I know this one had sentimental value to her.”

Astra looked back to find Evelyn standing up from her previous squatting position. Her black coat was already covering her torso, hiding any evidence of their degenerate act.

Astra’s thoughts quickly caught back up with reality, and she realized that her left earring was indeed missing. She looked down to Evelyn’s hand, which was holding the accessory in question. Had she just swiped it, or did she plan for this excuse the entire time…? 

‘So prepared… Wow, what a woman…~’

“Okay, well, please just get her to her position in five. We can’t stall this crowd any more!”

The PA bumbled away as Astra and Evelyn were lost in each other’s eyes.

“Ms. Yao, if you please.”

“Of course.”

Astra leaned in, allowing Evelyn to insert the earring back where it belonged. Astra almost forgot about Evelyn’s past as a killer because the touch she used to place the jewelry back was so gentle. She almost forgot about everything in this moment. Her fans, her career, her future, her past. All she could see was Evelyn, arms raised to pin her earring back to her.

Her eyes shot down, however, as she noticed that her raised arms revealed the aftermath of their depravity: a stinking, sweating, dripping cavity of cum and gunk smeared over Evelyn’s armpit that was only hidden by the sheer black coat she wore. She could smell it from here, the scent almost deluding her into canceling the concert just for one more round.

But as quickly as she had noticed this sight, it vanished as Evelyn put her arms back down.

“There,” Evelyn smiled. “A beautiful accessory for a beautiful girl.”

Notes:

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