#doctor sam winchester

[welldonebeca]

Trust Your Doctor (2)

Masterlist

Sam’s eyes watched slowly as Nancy undressed behind the curtains, her tight little body creating the sexiest of silhouettes, and his hands just itched to pinch her small tits. 

He remembered very well how she usually dressed. Sam had been seeing her for nearly 4 years now, since she had turned 15, and this was probably the first time she didn’t just come in baggy clothes, but a pretty dress.

It was adorable, she was trying so hard to look like a grown-up but still looked like just a little girl.

She wasn't even 19 yet, and was just a little virgin planning to fuck a random boy who didn't deserve such an opportunity, and would certainly not know what to do.

Sam couldn't let her do that.

He was older and wiser, a doctor who knew everything about her little body and what he was doing. 

So he was going to help her.

He watched as she put her clothes on the nearest chair, and moved his eyes away when Dean's message popped up on his computer. 

'I just locked up. Have fun with your girl.'

Sam rolled his eyes.

'Okay.'

He raised his gaze up again, and she was already standing up and waiting. 

“Are you ready, Miss Sousa?” he called out.

Sam stood up, and she just stood frozen on his spot. 

"Yes, sir," she answered quickly, voice high and cute.

He walked around the room, eyes never leaving her as he pulled the curtains away, and smiled softly when she looked up at his face.

"Please, lay down," he told her.

Nancy rushed to obey him, little hands clenching the ugly gown to cover her tiny body, and Sam had to control himself from just telling her she didn't need to do that. 

But the gown would be off soon enough.

Sam raised his eyes and held back a grin as her pretty cheeks reddened up in a flush, and she chewed her lower lip. 

"Are you okay?" he asked.

"Nervous," she mumbled.

He rubbed her foot softly. 

"It's okay," Sam assured her. "You're safe."

Nancy nodded, little fingers clenching the gown. 

"I know," she mumbled. "I'm just... not used to being naked around hot men." 

Sam raised his eyebrows, surprised at the compliment.

"Men," she corrected herself quickly, blushing even more. "Around men."

He looked away, licking his lips, and his mind rushed to what she was hiding for him. He remembered her nipples, tiny and pink, mouthwatering. Maybe they were hard right now; that was why she was hiding so much.

Sam remembered very well the last time she had been in his office. Her mother was right there, hovering over him, sitting right by her side as he worked and listening and taking notes. She was right there when her little teen daughter got wet for him as he examined her with his fingers, little clit swelling and virgin hole drooling.

And now, mama wasn't around.

And he was going to show it to her before she made the mistake of letting her stupid little fling into her. 

"Alright," he pulled his chair. "Ready?"

She nodded, and Sam walked to her side, raising his hands to hers and slowly prying them away.

"Did you notice any lumps or changes since I've seen you?" he asked, pressing on the soft flesh of her breasts. 

They were proportional to her body, so small he could cover them with a single hand of his.

Nancy gulped. 

"No, sir."

Sam hummed softly, thumb touching her tiny nipple, already feeling it hard, though he had barely touched her. 

"Any leaking I should be worried about?" he asked. 

Nancy shook her head.

"No, sir," she mumbled again.

"Good girl," he answered back. 

She gasped, and Sam raised his gaze to her face, finding her brown eyes wide. 

"Uh?" she asked. 

"When you were here before, your mother always had all of the answers written down," he reminded her. "Good job."

Her shoulders relaxed, and Sam wondered if she had bought it.

"Any pain?" he moved down her body, fingers skimming down her little stomach.

He watched as she shivered, and pressed on her lower stomach, checking for any differences over her uterus.

"Just some period cramps," she told him. "Nothing much."

"All going fine," she whispered.

He nodded, yet unsatisfied. 

"When are you expecting your period? I need some data to help you with the pill."

Her face reddened. 

"I'm ovulating today," she told him. "So... I think it's... next week or something?"

Sam tried not to scoff. 

She shouldn't have come when she was ovulating. Didn't she know it would make things too risky?

He couldn't cum inside her.

Not yet, at least. 

He'd fill her up soon enough.

"Okay," he mumbled.

Sam moved to pull his chair and sit between her legs, and exchanged a look with Nancy when he realised she'd cover herself up again. He would spank her hands away if he could. Soon enough, though, she'd be comfortable with him not to hide, he knew it. 

"Sorry," she mumbled, pulling the gown up from where it was covering her pussy. 

Sam didn't answer, just adjusting himself as her little pussy was exposed, bare and hairless. 

She had waxed just for him. What a lovely girl.

"Sorry," she mumbled. "The guy I'm seeing likes hairless girls, so I waxed." 

He looked at her, surprised, and clenched his jaw. 

Not for him, then. 

"I know you don't care about that," she added quickly. "But... yeah..."

"It is up to you," he told her. "But being hairless isn't that good for you. The hair protects you from some infections and is very hygienic. Don't let people tell you otherwise."

She blinked, brown eyes watching his face very curiously. 

"The beauty standard is constructed around prepubescent girls," he added. "No wrinkles, no hair, tiny... you are an adult. You shouldn't let a random boy tell you what to do with your body."

She should have the freedom to look however she wanted to look like. No random boy should be telling her what to do with herself.

Nancy nodded slowly, pretty cheeks blushing again as she stared at him in awe.

"Thank you, Sam," she smiled, much sweeter and relaxed, and her eyes widened when she realised her slip. "I mean... doctor. Thank you, doctor."

He just smiled. 

"You can call me Sam," he assured her.

He watched as her little body relaxed, and her legs spread a little wider.

Sam moved his eyes back down and licked his lips under his mask. 

There it was, the pretty cunt that had him hooked.

It looked just as tight as he remembered, and he recalled very well having to will himself into not sliding a finger into it when her mother was right there. But they were alone now; he could do whatever he wanted with her.

She jumped when he touched her, very softly, and he watched as she relaxed on her spot. 

"Are you okay?" he asked, rubbing a finger on her folds.

"Yes, sir," she nodded. 

Sam hummed positively, and watched as her little cunt squeezed around nothing, begging for his finger. 

"Tell me if anything hurts," he told her. 

Nancy nodded and he bit his lower lip when he heard a little whimper from her when moved a finger over her clit. 

Such a hot little thing. 

Sam could see her pussy swelling up a little bit, clit engorging, and wetness just starting to show on her little hole, escaping the hymen-covered entrance.

Fuck.

Sure, Sam had touched her clit once or twice, faking an accident or two, but now... now he could play with it as he wanted.

And when he did, he had the pleasure of watching her clench and gasp.

He could see how she was a little confused, squirming and looking at him. 

"Any pain?" he asked again, moving his glove-covered thumb down to her entrance, collecting wetness and going back to her clit. 

He traced two circles over her sensitive bud, waiting for an answer, and raised his head, finding her looking at his face with her lower lip between her teeth.

"No," she stuttered. "I... no. No. But..."

He moved his eyes down again, and spread her. 

"I need to check," he reminded her.

She moaned softly, and he smirked behind his mask.

Sam continued to play with her clit, watching her pussy reacting to him so perfectly. 

He wetted his finger on her hole, hearing as her moans and cries grew, legs spreading wide and hips moving, looking for more.

"Good girl," he cooed, unable to keep himself quiet. "Very good girl."

Fuck, he loved little virgins. They were always so sensitive. 

Her legs trashed as her felt her little clit throbbing under his finger, and Sam held her hips down with his free hand. 

"Doctor," she protested with a loud cry, as if unable to control herself. "I..."

"It's okay," he assured her. "It's okay, baby. Let go. It is so good for you." 

Her eyes fell on him, and her face was just curled in pleasure. 

"Sam!" Nancy cried. 

"I know, baby," he assured her. "You can trust me. I'm a doctor."

. . .

Chapter 3 to 5 (DM me to buy the PDF to the full story for just a single payment of $5. You can also subscribe to my "Space Explorer" tier on Patreon and request this as your monthly PDF).

[crookedmime]

It's him. It's Dr. Sexy.

[sailorsallyart]

A very old sketch of Cas as weeping angel who Sam & Dean ran into on a hunt ⚡️

[samsrosary]

2014 called. she loves me

[crucialmistake]

oh that's my comfort character *points at a character who's died at least once*

[sunbleachedf4wn]

the lack of bottom sam content is truly appalling.

[jessiarts]

I want to play a game

For context of this game, I make pumpkin carving stencils. Here's a few of them for reference.

Ok, reference of what I can do out of the way, here comes the game:

Here is a Verified GFM organized by Tasnim Alhamss (on line #663 of Operation Olive Branch's spreadsheet), with a goal of $35,000. This fundraiser is just about $2k from meeting their goal.

If we can increase the amount currently raised from $32,974 to $33,100 by September 6th, I will make a pumpkin carving stencil of whichever fandom character you guys vote for in the poll below and post it for free download on my Ko-Fi.

We're starting small. That's roughly $130 dollars in a week. If only 12 people donate $10 we'll be pretty much there. Hell, even 25 people at $5 is still super doable!

Then, once we complete this game I'll set another, with another poll, and repeat that until we can clear their goal.

So what do you say? Can we do that? I think we can.

[Update:

YOU DID IT!!! YOU GLORIOUS BASTARDS FUCKING DID IT!!!!

Not only did you do it, but you did it EARLY- and surpassed this week's goal! Overflowing crabs be upon ye!

You guys met your goal first, meaning you beat TikTok, and so that means you get an additional stencil- so whichever character comes in second for this poll will be that additional stencil!

There's a little over one day still left on the poll, so if there's a character you were really hoping to win but saw wasn't in the lead after voting, go ahead and reblog to help their chances of coming second lol

I'm going to start setting up next weeks game- if you have any characters in particular you want to vote on leave them in the tags.

Great job everyone!

Update: Here's the stencils you won! Bill Cipher won first place in the poll. And, as a reward for beating TikTok, I made a second stencil with the second-place winner of the poll, Deadpool.

As promised, both of these stencils are available for free download on my Ko-Fi!

[sevenratz]

sudden urge to draw sam winchester from supernatural kissing robert chase from house md

do i do it be honest

[lonewolfinthetardis]

Happy belated Pride Month!

To celebrate I have some of my Funko Pops their Pride Flags. These are a combination of canon and my own headcanons.

[lightofraye]

It’s Thursday!

[welldonebeca]

Trust Your Doctor (1)

Masterlist

Nancy squeezed her bra strap tightly as she waited for someone to call her name.

The front room was completely empty after the last lady - a pregnant woman - had gone in, and left over five minutes ago.

And yet, Nancy hadn't been called.

The room was in complete silence, so much that was just making her grow more anxious than ever before in her life.

This was the first time she was at Doctor Winchester's office alone. All times before, Mum was just by her side.

Right now, though, she was going to go in alone. She was an adult, after all.

It was a little weird to have a male gynaecologist, but he was highly recommended by her mother's doctor, and was covered by her insurance.

After turning eighteen, she didn't feel the need to go back for quite some time. But now, she was thinking that maybe it was time to get on birth control. That meant that she needed to see her doctor again.

Doctor Samuel Winchester.

"Nancy Sousa?" she heard, and looked up quickly, finding a green-eyed man staring at her.

A nurse in blue scrubs was standing in front of her, looking at her with a little smile on his face.

"I'm Nurse Dean Winchester, are you Nancy Sousa?"

The little brunette's eyes stared at him in awe. She didn't know nurses ever came out this pretty.

"Uh..." she mumbled. "Where do I go?"

"I'll take you," Dean smiled.

She nodded slowly, a bit surprised.

Didn’t they have a specific person at the front desk for those things? 

Why did the nurse have to come to get her?

And his name…

He threw her a look, and Nancy felt her face burning hot as she blushed. 

"Call me Dean, sweetheart," he told her.

She nodded. 

"Mister Dean," she corrected herself. "I've never seen you around before." 

He raised his eyebrows at the question. 

"I'm new," he told her. "Got the job because of my brother, Doctor Samuel."

She looked down at her own hands. Of course. To be this good-looking, he had to be related to doctor Winchester. 

"He told me about you," he said, sounding like he was smirking. "You're even prettier than I thought."

Nancy looked at him with wide eyes, surprised and flustered.

"I'd stare at your pussy for free, and Sammy is paid to do that," he chuckled. "Lucky guy."

She choked on her saliva, shocked, but before Nancy could say anything about it, the door to the doctor's office opened, revealing doctor Winchester. 

"Thank you, Dear," Samuel said quickly. "Come in, Miss Sousa. I was waiting for you."

Nancy stepped through the door with her face still on fire, and sat down quickly in front of the large white desk in the room.

"I hope I didn't make you wait too long," Doctor Winchester shot her a charming smile. 

"Not really," she mumbled. "Uh... the nurse...."

"My brother," he pressed his lips together, looking bothered. "He didn't get the memo that he doesn't have quite that charming of a personality."

She giggled a little, and Sam grinned. 

"I suppose your mother is waiting outside?" he asked, writing something down on his computer.

Nancy shook her head, pushing her hair behind her ears. 

"No, sir, it's just me today," she mumbled.

Doctor Sam hummed a confirmation.

"Of course," he said simply. "A young woman like you needs her privacy." 

She nodded, agreeing. It was a little scary to do this, but he was right. She was an adult now, and should consider herself and be treated as such.

"Alright," he looked away from the screen. "Is there anything you're worried about? Any pain, any lump?"

Nancy shook her head. 

"And your period?"

"As regular as always," she assured him.

He hummed positively again. 

"Any pain during sex I should be worried about?"

She shook her head. 

"No pain and no sex," she mumbled. 

He hummed a little, looking a little intrigued.

Nancy waited for him to say something about that. It was normal, right, for her doctor to be asking her about her sex life? He was her gyno, after all.

"But I'm dating someone," she said, a little too quickly. "And I may need birth control. Soon."

Doctor Samuel raised his eyebrows, and though he was wearing a mask, Nancy could see he was surprised. 

"Well, it is very wise and smart of you to come to me before you do it," he said, finally.

Nancy exhaled, forcing herself to relax.

"Yeah, I... I wanted to make sure I'm doing the right thing," she mumbled.

Doctor Samuel nodded. 

"And are you sure you know what you're doing?" he asked. "That you want to do it?"

Nancy frowned, looking at him, though it was hard to read his expression under the mask. 

Why was he wearing a mask? Wasn't she supposed to be seeing his face before the physical exam? 

"I... I don't know?" she stuttered.

He rested his hands on the desk between them, and she couldn't help noticing how big they were. 

"How long have you known this guy?" he asked. "I mean, I suppose it is a guy, that is the only sort of relationship that demands you to get birth control."

She nodded, a little embarrassed. 

Yes, it was a guy. She had been dating him since before graduation, she trusted him a lot now, he was both her friend and a really good boyfriend. 

"I mean, it's been almost a year?" she answered, confused. "It's enough right?"

Doctor Sam sighed, moving to the computer again and writing something down.

"And do you want the pill, an IUD..." he listed. "Maybe an implant?"

Nancy looked in his eyes, realising he wasn't so sure about the last one. 

"Which one is quicker?" she mumbled. 

"The pill," he told her. "It's the one I recommend the most for someone in your age group."

She nodded slowly. 

"You know, it is the most comfortable one in terms of pain and management..." he listed. 

That made her frown, confused.

"Pain?" she asked.

Sam confirmed, looking a little worried. 

"Well, you know... The insertion and the adjustment period of the IUD and the implant are really hurtful," he told her.

"Oh," she sighed. 

Nancy sat back in her seat. 

"And with the pill, you just have to remember to take it every day," he said, looking like he was smiling with the way his eyes were squeezed.

She nodded, and he chuckled. 

"And if you forget, you'll get a little bum in the oven," he giggled.

Her cheeks heated up in response, and Nancy clenched her hands at the hem of her dress. 

"I should put on my gown," she realised.

Doctor Samuel nodded. 

“You can go behind the curtain,” he told her. “I’ll just write you a prescription and meet you there in a minute.”

Nancy shot him a confused look, but hurried up when he raised her an eyebrow. 

She distinctly remembered how he usually left the room and only came back once her mother told him she was ready. Maybe undressing behind the curtain was the norm, and he was just trying to accommodate mum before?

The short brunette tried to be quick, undressing in a hurry while she listened to him typing something down in his computer, and put the ugly gown on before folding her dress and underwear, placing them on the chair.

“Are you ready, Miss Sousa?” he asked, and she could see his silhouette as her doctor rose from his seat.

Nancy’s eyes widened once she saw him on his feet. She had never realised how tall and strong he was before. 

"Yes, sir."

She watched as he walked around the door and took the things that were supposed to keep her feet up, and swallowed down, a little nervous. 

Doctor Winchester slowly pulled the side of the curtain facing the wall open, and looked at her with soft and sweet eyes. 

“Lay down, please.”

. . .

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[grippysockedtoebeans]

Sometimes, I wish I wasn't a 20-something girl(ish) that thinks about fictional characters all day.

[jackinthebox2022]

Kinda obsessed with these collabs

[-hiddlesdweeb-]

How dare they make their gay little show with their gay little characters and then just leave?? Who am I supposed to form an unhealthy obsession with now...

[thestarsmakemedream-art]

Suptober - Day 13 - Monster Mash

@wigglebox