1 - 20 of 539 Bookmarks by cherrypie4dean
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Summary
Dean ties Sam up and edges him.
Series
- Part 12 of SPN Kinktober 2021
- Language:
- English
- Words:
- 1,633
- Chapters:
- 1/1
- Collections:
- 1
- Comments:
- 28
- Kudos:
- 274
- Bookmarks:
- 34
- Hits:
- 9,268
Bookmarked by cherrypie4dean
07 Sep 2026
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"They look good together, don't they?"
Dean whirled around to find Max standing behind him, looking at their younger brothers.
"What?" Dean asked, perplexed.
"Sam and Jake," Max said, grinning. "Your brother really is a catch."
What he had said didn't make sense to Dean, Sam was his brother, not anything for them to look at like that.
"What?" Dean repeated, decidedly more pissed off now.
"Oh c'mon, Winchester, no need to lie, I know you see it too," Max said, patting Dean's arm.
Dean grabbed his wrist, dragging him back a few steps. "What the fuck are you saying? You wanna screw my brother or does your brother? Huh, who do I have to beat up?"
Max laughed in his face and Dean was about to punch him when he spoke again. "Both, dude. We love a good third and your brother, man-" Max winked at him. "Look, if you don't want him, we'll show him a good time."
Series
- Part 14 of Ficlets, drabbles & co.
Bookmarked by cherrypie4dean
06 Sep 2026
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Sam is drunk. And oh so needy. Dean does what he does best - taking care of his brother.
Bookmarked by cherrypie4dean
04 Sep 2026
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Sam plans a romantic date. It's not likely to go well, he thinks.
Dean decides to prove him wrong.
Bookmarked by cherrypie4dean
03 Sep 2026
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It's one P.M. and Dean Winchester is in bed with the love of his life.
Bookmarked by cherrypie4dean
03 Sep 2026
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'cause i've been thinkin' 'bout forever by rowenamacleod
Fandoms: Supernatural (TV 2005)
27 Apr 2026
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They were supposed to be enjoying their anniversary dinner- a night with no cases, no phones, nothing but each other. It was a rarity, given their life, but Rowena didn't think it was all that selfish to ask for one night to themselves.
But earlier in the day, Claire's cell signal had suddenly disappeared, and then a cryptic voicemail had been left on Dean's cellphone a short time later. They'd thrown themselves into trying to find the young blonde hunter, Rowena attempting locator spell after locator spell while Sam hacked into Claire's phone remotely to attempt to ping it. Castiel and Dean were snappish with each other, their worry for Claire leaving them on a knife's edge when it came to patience, and Jack and Mary had simply done whatever anyone asked of them, wanting to be useful.
By late afternoon, they've made some headway on narrowing in on Claire's location, but there's no way they'll have her back safe by their six o'clock reservation, so Rowena quietly steps away to call the restaurant and cancel. Once she finishes on the phone she slips it into her pocket and presses her face into her hands, taking a moment to collect herself and bury her disappointment before she went back to the library.
Series
Bookmarked by cherrypie4dean
23 Aug 2026
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Guilty Dean agreed to kiss Sam one time, nothing more, after Sam called him out on his hypocrisy.
However things didn't go as planned.***
"One day you tell me I’m your weakness, and the next you won’t even look at me. You’re eager to die for me, to go to hell for me, but you can’t even tell me how you truly feel. I’m tired Dean, tired of waiting for you to have the guts to admit what we have.”
There was an awkward moment of silence before Dean spoke: “We’re brothers Sam. What am I supposed to say?” Dean’s chest was hurting, he didn’t want to hurt him, but this was necessary.
Bookmarked by cherrypie4dean
20 Aug 2026
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The first week after Bobby's death. Dean copes by not coping at all. Sam, equally withdrawn, accidentally makes it worse. Things get out of hand.
Series
- Part 141 of Every First Time
Bookmarked by cherrypie4dean
20 Aug 2026
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Dean woke up in a sweat, frenzied and panting. Sam was still asleep next to him, snoring his soft snores, curled into Dean’s arms. When did that happen?
Dean sat up, breathless, beads of sweat dripping from his forehead. He glanced down at his boxers, now fully hard cock straining against the thin fabric.
Fuck.
He just had a sex dream about his brother.
________In which there is only one bed, Dean has a sex dream, and some spicy stuff happens.
Bookmarked by cherrypie4dean
17 Aug 2026
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Dean never expected a clerical collar to look that good on his brother. He definitely wasn’t prepared for Sam calling him Father. And he really wasn’t ready for dominant Sam, still dressed as a priest, making him see stars.
Bookmarked by cherrypie4dean
17 Aug 2026
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Sleeping bodies hide sweet things inside by tiedupwithstring
Fandoms: Supernatural (TV 2005)
23 Feb 2023
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Sam wants Dean. Dean is cursed to sleep. He doesn't need to know what happens in the meantime.
Bookmarked by cherrypie4dean
15 Aug 2026
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Sam comes, asleep and sick, to his hair being pulled. Dean cares in all the wrong ways.
Bookmarked by cherrypie4dean
14 Aug 2026
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Dean knows he shouldn't. He knows. But Sam is so giggly and adorable when he's doped up like this, and he probably won't even remember anything anyway... So, how can he possibly hold back?
Bookmarked by cherrypie4dean
14 Aug 2026
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Poor Sam has had a rough time. He can't sleep so Dean slips him something. Now, Sam is in bed and Dean's intrusive thoughts win.
Series
- Part 1 of Little Blue Pill
Bookmarked by cherrypie4dean
14 Aug 2026
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Dean was supposed to present as an alpha, but he didn't and that ruined his relationship with his dad.
So when his little brother Sam turns out to be an alpha, Dean can't help but feel robbed and useless... he doesn't realize that's the least of his problems, and that having an alpha brother when one is an omega presents a few risks he never considered...Bookmarked by cherrypie4dean
04 Aug 2026
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In the offices of Midwestern Brewery Company, Sam and Dean have a drink. And another. And another. And one thing leads to another...
Series
- Part 148 of Every First Time
Bookmarked by cherrypie4dean
28 Jul 2026
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A soft Sam and Dean (at 36 years old and 40 years old, respectively) relaxing, cuddling and having their first kiss.
Bookmarked by cherrypie4dean
28 Jul 2026
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Sam and Dean are in their motel room after their hunt, where Sam almost got hurt. Sam, always the sensitive one, senses his brother’s worries and tries to give him some comfort, which results in Dean battling the sinful feelings he has for his brother.
Bookmarked by cherrypie4dean
26 Jul 2026
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Dean watches the younger boy closely, pulling his treat from its plastic confines with far less urgency than Sam had. Sam, who is currently biting the head off of his popsicle and moaning in delight at the cool feel of it on his tongue. He grins widely at Dean when he catches the older boy staring, entirely unperturbed by his brother’s weird behavior. His eyes are closed in delight before Dean can even muster up a smile back, but it’s of no offense to the bigger boy. He loves to be able to watch his brother so intently without a care in the world. If they were ever around anyone else, Dean would get looks and remarks tossed his way for the stare down he’s giving his brother now, but Sam only basks in the warmth of his brother’s gaze and enjoys the cool popsicle on his tongue.
Bookmarked by cherrypie4dean
26 Jul 2026
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Sam: Are we married?
Dean: *choking* What the fuck??
Little comic I drew of the boys getting together and settling into domestic hunter life.
Series
- Part 2 of my anon works💀
- Language:
- English
- Words:
- 0
- Chapters:
- 1/1
- Collections:
- 1
- Comments:
- 7
- Kudos:
- 187
- Bookmarks:
- 21
- Hits:
- 2,392
Bookmarked by cherrypie4dean
25 Jul 2026