Chapter 15 – A flute to play on the road

August moved towards the back of the guild building, He had undertaken a new job, of his own choosing, accompanied by the housemaid of course.

There out of the public view, behind a corner, a merchant stood waiting for him. A large carriage behind her. A beautiful woman with a striking visage, dressed in a sun-colored flowery linen gown, she had long and messy bluish hair. She was gazing at nothing in particular, he noticed that her eyes were particularly heavy. 

A milf caught in the wild looks today he hid the jackpot.

He approached her. His eyes were drawn to the large assets she possessed, the cleavage of her boobs, staring directly at him, he had to look up at her face. 

"Hello… can I help you with… something? She asked him, her speech slow, but her tone a bit sultry, she looked at him up and down, noticing the greatsword he carried with him. "Oh are you the escort, I…thought…someone taller….would take the job."

"Um… Good afternoon, miss?" he stuttered a bit, suddenly shy. His eyes locked on her titties.

"It's Selyra, and you are?"

Alysse caught up to him, tailing like an obsessive shadow. "This is August, and I am Alysse, we'll be your guards for the next two days."

Selyra's slow smile went wide. "Ah, two beautiful girls…who'll accompany me into danger. Perhaps we can have some fun along the road.

August felt his face heat and he started twitching, Alysse tapped him on the soldier.

"Remember you're on a job, no funny antics," she whispered to him.

"It's all right, I prefer inexperienced adventurers anyway, We all learn 'something' on the road.

Alysse gave her a skeptical stare. Selyra's face sped up like she had just come to some kind of epiphany. 

"August, that name sounds familiar?"

"I know five…August's, this one is probably as inconsequential as the rest " She said holding him like a dress-up doll. Giving the worst possible convincing smile

He gulped nervously.

"Well…come…along then. The cargo today is just some…alchemical supplies. Nothing too serious, very boring in fact…perhaps we can play a game along the road." she teased, as she climbed into the driver's seat, holding the reins to two horses.

August's mind started racing, things that probably were not going to happen.

As they got on and set off, He couldn't notice a faint, smoky smell, very earthy in fact. It was oddly sweet and pleasant, and he couldn't help but feel a bit tired while being in its presence. 

That's when she pulled a glass pipe contraption from a compartment, herbs were littered inside. She ignited it and started smoking.

"What is that feyweed?" Alysse asked from the back. "That's not very professional, is it."

She glanced back at her, frowning sadly. "But…it's legal…and…I have a chronic illness…if you don't like it…I can stop.."

'Damn you Alysse, for making the milf feel uncomfortable.'

"Uhh nope," the crossdresser interjected. Waving the maid off. "Don't mind she is just uptight about rules and stuff."

Alysse shot him a judging look, but did not elaborate, she resigned herself to the reading of a book she brought along. Selyra gave him an appreciative gesture, beckoning him to come sit next to her near the driver's seat.

He leaned back at his watchdog, hoping she wouldn't interfere, but her mind was elsewhere. "Just keep your eyes open August, and not with your 'heart'. She declared.

He did so, moving to sit next to her. Despite her boobs being in full view, his thoughts for once were not entirely preoccupied with sexual deviancy. Just happy to sit next to a beautiful woman.

"Don't worry…if you get tired, you…can rest in my lap."

Nevermind.

The carriage bumped as they made it through the first road out of the city. His eyes kept sneaking him between two places, the prison guard in the back, and the lustrous woman next to him. 

The horses neighed as they sped up, galloping the carriage away.

"So–what's in the back, I had a bad experience with alchemical compounds recently?" he asked curiously.

Adjusting his voice to sound very feminine, readjusting wherever he made a vocal mistake, a wrong tone at the wrong time. 

"I…don't know the specifics…and my client doesn't like…unsealing it."

He nodded. 

"Ah of course."

She tapped him on his thigh. Holding her hands there, threatening to get closer.

"I know you're a boy, you stop playing pretend…most people will probably not care…it's fine, speak..normally…" she parsed out slowly.

He let out a relieved sigh.

"mmm, they make me wear this, but I'm starting to like it too."

She giggled. "Naughty boy."

She brought the pipe close to his face, in front of his lips. Wiggling it with her long fingers. He blinked in surprise.

"Would you like a hit…It's watered down….Feyweed, just so I can…numb out the pain…"

"Uh…um." He was flustered…he had never participated in any form of potent drugs in his lifetime. "Maybe some other time."

"Fair," she whispered, taking a large sucking out of the pipe and exhaling a cloud of smoke. He could hear a soft huffing in the back. He peaked behind the folds, a sleeping Alysse lying in the back, book open on her chest. It was a rare but cute sight. At least she can't chastise him for staring at ladies' assets.

"She's a nice girl. What is she to you….a partner…a stranger…a lover…"

He stifled a laugh, "Ah…nothing that serious, she acts more like a nanny to me. I'm kinda someone's servant, it's a long story..."

"Hmmm…you don't say. And are you in need of…motherly love, I can see, she doesn't like it when you have fun…would you like to have fun? Play a little, unwind all that stress." She tempted him, loosely letting go of the rain. The horse kept on moving like they were trained to. 

With a sultry look in her eye, she lifted her massive bosom out of her gown. Voluptuous titties bouncing in front of his wide eyes. He could feel his penis rise slowly with immediate stiffness. 

Selyra started displaying an eager vigor, she hadn't shown before. He guessed she wasn't slow when it counted.

"Do you like what you see August?" she angled her head, her lips opening, her tongue sticking out."I...don't really care...if you're a boy or a girl...I always like to play."

He moved his head up and down without saying a word.

She took his awkward hands from him, which made him feel small as she was taller. He trembled his nerves were shot, she guided his hands toward her curves, allowing him to explore the softness of her breasts. They were easily A-tier and they weren't saggy at hall.

She nudges at him to squeeze the pair. "You like that feeling? She purred her voice in full whisper mode.

He nodded, his mind blanked out lost in the sensation of her warmth. She brought him close to her until her breasts reached his open mouth. With a subtle push, Selyra encouraged him to taste her, and so he did. Enveloping her nipples as he suckled eagerly, frightened, and shook at first.

She moaned as his tongue circled about, her hands trailing down his chest, descending and then slipping under the fabric of his skirt. She finds his hardened cock. With a sudden grip, she teased him, stroking at a very slow tempo. As he played with her breasts.

He was in heaven in his head. It couldn't get better than this. He was actually being sucked off by a beautiful milf, this is what dreamed about having.

A flicker of surprise graced him, as she began to taste liquid flooding his mouth, breast milk, unexpected surprise. The taste of raw human milk was very strange to him, it was strangely sweet, coupled with the salty sweaty tits of her. Was kind of savoring. She intensified the handjob, her hands moving all over and about, her fingers slowly tickled and started tickling his eggs as she escalate the hand dance. 

Feeling the approaching climax of his arousal. She pulled his face off her tits, leaving him disappointed, and removed her hands from his cock. She locked eyes with him and then dove down. Swallowing his cock whole. The heat and wetness provided by her mouth came as a shock, that made his whole body convulse. She started sucking with intensity, fierce and ferocious, her cheeks chiseling as she bobbed her head up and down in an unrelenting rhythm.

His legs threatened to buckle out of the sensation. The sensitivity placed on his dick was building up to an uncontainable pressure, propelling him to ejaculate. He cums inside of her mouth, spilling down her throat. Her wet lips kept on working nonstop, taking in every drop that came out. She pulled out, saliva dripping. And he fell back, panting like a dog.

She gave him a sly smile.

"What are strange….amount of cum is stored…inside of you." As she spoke, his dick started bubbling again. Excitement on her face, she brought her head down again, slowing the semen that still escaped. He lay helpless, in a post-orgasmic wonderland.

Then their intimate moment came to a swift end when he heard ALysse stirring behind them. Startled they recomposed themselves, sweeping away the evidence that wasn't sucked up. 

Selyra whipped the horses who started to slow to a crawl. 

Alysse yawned, stretching her face, leaning outside if everything was normal. She had a strange expression on her face as if she had missed something important. She shook her head. 

"I apologize for falling asleep, the road is longer than I thought it would be" she announced. 

The merchant lady exchanged a teasing glance, her finger on her lips, she motioned for him to be quiet. 

"It is…long…indeed," she said as she licked her lips.