Femboy milking therapy, pt. 1 [M/F](fiction; gentle femdom, sex therapy, male anal, cock milking, machine, feminization)

A woman opened the door.

“Hi, you must be Blake. So nice to meet you.”

She took his hand warmly, gently pulling him into the open doorway from the cold outside.

“Hi… Dr. Mac? Nice to meet you too.”

She smiled and nodded politely.

“Mmhm.”

She closed the door behind him and turned to get a look at him. She seemed pleased, her eyebrows raised.

“Wow, you’re bad with pictures, huh?”

He was confused.

“Uh…”

She reached out, plucking his coat from his shoulders. He felt self-conscious.

“Huh?”

She laughed.

“You’re very good-looking, Blake!”

“Oh!”

He felt tingly. She hung his coat on a hook.

“The pictures you sent really do not do you justice. You’re very attractive.”

He couldn’t help but smile.

“I only work with clients I like, but jeez, people like you make me grateful I switched… careers.”

He was blushing, subconsciously trying to avoid glancing down at her cleavage.

“Thank you.”

Her eyes twinkled as she stepped closer to him.

“Aww. God you’re so fucking *cute*. Look at you.”

He squirmed bashfully.

She reached out to hug him.

“Come here baby.”

He gratefully accepted, his posture opening as she pressed her warm body against his. She wrapped her arms around him and ran her fingers through the back of his hair. He quietly gasped in pleasure.

“Aww. There there. We haven’t even started yet. I’m gonna make it all better, okay?”

His eyes drooped in comfort. He clutched his arms around her, intense relief washing through his nerves. She was bigger than him.

“You poor thing. It’s always the pretty ones…”

She kissed his neck gently.

“Such a sweet boy.”

He shivered.

“Are you lonely, Blake?”

He nodded reflexively, his head against her chest. His cock was beginning to grow in his pants, pressed up against her thigh.

“Aww. Lonely, horny boy. I understand. Have you told anyone?”

He paused for a second, then shook his head timidly.

“Ahh… no wonder you’re lonely. Well that’s no good.”

She rubbed his lower back before slowly inching her fingertips inside the back of his pants.

“Well I’m gonna make it all better, okay? We’re gonna get you to a better place.”

He breathed heavily. Everything seemed worth it already.

She slid her hand down the back of his pants, feeling the sheer panties he was wearing underneath. She groped his cheeks with her warm hand, breathing deeply.

“Fuck…”

He smiled gratefully.

“Boy… you *cannot* deprive the world of an ass like this.”

He laughed sweetly. She continued greedily kneading his cheeks.

“No wonder you’re a secret femboy… you have a girl butt.”

He was embarrassed.

“I know…”

“Do you play with it?”

He went silent for a moment, then nodded bashfully.

“Aww… so sweet.”

He nuzzled his face into her chest. She pulled her hand out and gave him a gentle spank.

“Don’t worry, by the time we’re done, you’re gonna handle this thing with pride.”

He was so happy.

“That sounds great.”

“Yeah?”

He looked up at her pretty face and nodded dreamily.

“Okay, let’s go to my office and do the intake.”

He already felt so comfortable around her.

“Okay, Dr. Mac.”

She grabbed and squeezed his hand.

“Shh… *Miss Clara*.”

He beamed.

“Okay, Miss Clara.”

=====

Blake heard a knock on the door.

“Okay, whenever you’re ready, I’ll be right down the hall.”

“Okay, be right there.”

Blake wiped steam off the mirror on the wall of the bathroom, then stepped back to look at himself.

He held out his hand, covering his face in the reflection.

His body looked different than he was used to. He almost felt disassociated, like he wasn’t looking at himself.

His petite body was completely smooth. His legs were covered by cotton socks reaching up to his thighs, and he had cotton panties on, the front bulging from excitement.

His posture was instinctually feminine, his ass poking out from the slight arch to his back.

He found himself attracted to the body in the mirror, and it made him intensely aroused, but also strangely nervous. He sighed, wrapping a robe around himself before setting out down the hall.

Walking through the doorway, he saw Miss Clara sitting on a stool next to a strange piece of furniture the likes of which he’d never seen before.

She welcomed him in, her body also covered by a robe.

“How ya feeling Blake?”

He squirmed a little.

“Good, I think.”

She nodded.

“Are you nervous?”

“Very.”

She smiled reassuringly.

“Well… since it’s our first time together, how about we make it a little easier for you?”

He nodded questioningly.

She reached over and grabbed a small piece of folded fabric, shaking it out and holding it up for him to see. It was a white cotton face mask, with holes for the eyes and mouth.

He laughed nervously.

“Umm…”

She nodded at him and shook it slightly, beckoning him to take it. He did.

“I find that wearing a mask can help new… *patients*… feel less self-conscious during initial appointments.”

He nodded apprehensively, then felt a slight relief in his chest after putting it on. He laughed, feeling silly. She smiled.

“Don’t worry. I’m not judging, I’ve seen it all. As much as I’d like to see your pretty face during the next part…”

He smiled.

“Maybe a few sessions from now we can forgo it, but for now, our goal is to get you feeling completely comfortable with our arrangement.”

He nodded again. He actually did feel less self-conscious.

“The second thing is this…”

She reached into a drawer and emerged with a slender, sealed packet.

She ripped open the top and tipped its contents into her palm: a small syringe with a silicone tip, filled with an opaque white liquid.

He looked at it quizzically.

“This is my special little trick.”

She fondled it in her fingers.

“It’s lube, with a special blend of anxiolytics and aphrodisiacs mixed in.”

She seemed pleased to be holding it. He felt butterflies in his chest.

“To be honest with you, it’s quite potent. I developed it myself.”

He swallowed nervously.

“Is it… like… drugs?”

She smiled warmly, a glint of power in her eyes.

“Yes… but I’m a doctor, remember?”

He felt a surge of excitement through his chest.

He nodded in acknowledgement.

She adjusted her robe, revealing the thighs of her crossed legs; she wore sheer black stockings with garter straps.

She motioned at the syringe in her hand.

“It’ll make you feel disinhibited and very, very horny. Does that sound good to you, Blake?”

He felt his face flushing.

“Mhmm… it sounds very good.”

She nodded, fiddling with the bendy tip.

“It’s administered *rectally*, obviously; it takes effect very quickly.”

He gasped slightly, thrilled with the idea.

She opened her robe fully, revealing a full set of lingerie; her breasts filling her bra heavily.

“What do ya say? Shall we?”

He gulped and nodded, opening his own robe as well. The warm, gentle breeze from the vent made his nipples perk up.

She smiled approvingly, her eyes lustful and alluring as she studied his covered legs.

“I’m glad you found stuff you like.”

He squirmed a little and crossed his legs like a girl.

“Don’t be shy, sweetie… you look ravishing.”

He let the robe drop down to the floor. She did the same.

She motioned at the piece of furniture next to her.

“Come here. Bend over.”

He obeyed.

She stood up behind him, gave his butt a gentle squeeze and then pulled the back of his panties down.

His soft pink asshole was fully exposed. He felt extremely vulnerable, and it made his cock hard, oozing precum into the tented fabric in the front.

She made a noise in appreciation.

“*Boy*… oh my fuck.”

He breathed deeply, unintentionally puckering his hole.

“This is one of the most beautiful assholes I’ve ever seen.”

His face was swimming in warmth.

She gently stroked his opening with her thumb and pushed a bead of liquid from the tip onto his skin. It felt slightly cold.

She rubbed it in with two fingers… he soon noticed a warm, tingly sensation around his anus.

She slipped her pinky inside; it went in readily. He gasped and fluttered his eyes girlishly.

She sweetly praised him.

“So cute.”

He felt both embarrassed and intensely aroused.

“You’re doing great. Are you ready?”

He nodded shyly, his head flush against the table.

She pressed the syringe up to his hole and inserted the tip.

“Time for you to take my load…”

He looked back at her as she emptied the syringe inside his rectum, her eyes full of lust, her tongue lapping at the air in front of her mouth in a serpentine fashion.

He squeezed his eyes shut.

She slipped a bigger finger into his butt, wagging it around, coating the walls with the slippery liquid. She was breathing heavily, her chest rising deeply.

“Gooood boy. Gooood boy.”

Blake moaned in ecstasy.

She laughed to herself.

“Your butt is a thing of beauty, sweetie. Like, I am loving this, truly.”

He joined in, giggling, feeling relaxed. With each laugh, his hole gripped tighter for a second and she gently fucked it with her finger.

“Okay, up.”

She pulled her finger out and slid his panties back up over his girly cheeks. He stood up, feeling slightly woozy.

“That should kick in fully in just a minute. In the meantime, you have a choice to make, mister.”

She reached over to small tablet. The screen lit up. She punched in a code and set it down before him.

“Pick.”

She wrapped her arm around his waist, spooning him while standing up as he looked at the screen. She gently ground her pelvis into his ass as though fucking him.

“What are—“

“Ah. Well, this… “

She motioned at the furniture he’d just been bent over.

“… is a milking machine… ”

She reached over and pulled open a compartment.

“… and these…”

She pointed at the cylindrical shapes on the screen.

“… are different options for the toy you’ll be fucking.”

He grinned in surprise.

“Oh wow…”

She rubbed his navel with her finger and pointed at one of the shapes. It was wavy.

“This one’s a popular shape. You can also choose the opening, but I figure you’ll probably choose the butt, right?”

He laughed.

He’d begun to feel the drugs. The inside of his asshole pulsed with warmth, a feeling of liquid relaxation and pleasure seeping into the rest of his body.

“You’re right. Okay, I’ll try that one, with the butt.”

She gave him a gentle squeeze and stepped back from embracing him.

“Okay, I’ll be right back.”

She walked away for a moment.

Blake’s cock was throbbing. It had pushed aside the front of his panties and was pounding with his pulse in open air, precum gushing out of the tip onto the floor. He felt so sexy.

Without even meaning to, he reached back and gently slipped his fingers into his asshole, then rubbed them on the shaft of his penis to coat it in the drugged lube. The same warming sensation soon enveloped his cock. He instinctually began to stroke it, each pump squeezing gobs of precum from the tip.

Miss Clara returned, holding a box as big as a large flashlight.

“Oh my… you’ve started already!”

He looked back at her meekly, unable to stop. His head was swimming.

She grinned in amusement.

“Awww. Fuck, you’re so hot. That stuff’s pretty good, huh?”

He nodded and moaned.

“Just wait til you feel this…”

She opened the box and pulled out a cylindrical object, sealed in a plastic bag, tearing it open with her teeth. It flopped it out into her hand. It was dark red, a bit shorter than her forearm, and seemed soft.

She reached in front of him, pried a lid off a void in the the machine, and slid the floppy cylinder into the slot. Then she pressed a button. There was a slight humming noise.

She returned behind him and wrapped her arms around his torso, reaching up to fondle his nipples.

“Okay, you can wait for it to warm up… or you can just dive right in, up to you.”

Blake couldn’t even speak. He moaned and immediately pressed the tip of his cock to the orifice, feeling a gentle suction pull the precum out of his urethra. He whimpered.

Miss Clara laughed.

“Boys always love the suction. One sec.”

She reached over and pumped a daub of lubricant into her palm. It was white like cum. She gently coated his shaft, wiping the excess on his smooth, dangling balls, massaging them firmly.

“Poor boy, they feel so full. Are you ready to empty them?”

He whimpered and nodded, grinding his ass into her body.

She squeezed him close and humped him back, leaning in to kiss his neck.

“Well… get to work…”

=====

Source: reddit.com/r/eroticliterature/comments/t33ypd/femboy_milking_therapy_pt_1_mffiction_gentle

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