Round 10: Sultry Summer Swing is Open!

THIS ROUND IS NOW CLOSED TO FILLS.

Comments & Feedback are welcome on our wonderful fills!
Check out the Masquerade Pinboard while we continue to tag the last-minute entries!

Welcome one and all to the 10th round of SPN_Masquerade: Sultry Summer Swing.

All prompts, fills, and feedback comments go in the comments below.

ROUND 10 DATES

Saturday, July 22 @ 12:01 am EDT – Open for business: all prompt, fills, and feedback are welcome!
Sunday, August 6 @ 11:59pm EDT – Prompts are closed; any prompts made after this date will be deleted. Fills and feedback will continue to be accepted.
Sunday, August 13 @ 11:59pm EDT – Fills are closed; any fills made after this date will be deleted. Feedback will continue to be accepted.
Sunday, August 20 @ 11:59pm EDT – Feedback is closed; the post will be locked from comments and any made after this date/time will be deleted.

Rules for prompting, pairings, behavior, commenting, etc., can be found in THIS POST.

A few quick reminders that will be watched closely. Any prompts/fills that go against these rules will be deleted or frozen depending on the instance.

No use of actual actors' children in any way (just change their names, then you're safe).
At least one character in the pairing, grouping, orgy, whatever, must be grounded in Supernatural (2005) or the Real Person Fiction/Slash (RPF/RPS) world (i.e., as hot as it would be, no Walker/Soldier Boy. Jared/Soldier Boy is accepted of course).
No WIPs will be tagged on the pinboard until complete, so please do not post barely-there fills just to claim a prompt you will write months or years later.
No kink shaming of any kind.

You can find fills on the Masquerade Pinboard - all Round 10 fills will be posted with the tag round:summer2023.

Please feel free to pm the main mod account with any questions.

Peace, love, and kink!
your mods
ashtraythief, dugindeep & kelleigh

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Flat | Top-Level Comments Only

From: (Anonymous)

Just what did Jensen whisper to Jared during the TorCon 2019 Panel after Jared said “that’s the most magical thing you’ve ever said.” And what happened after the panel as a result of it?

From: (Anonymous)

J2 have been married for a while, and every Friday night, they try out a new toy or accessory in the bedroom.

From: (Anonymous)

J1 proposes to J2 after sending him on a sweet scavenger hunt to all of the significant places and moments of their relationship.

From: (Anonymous)

J2’s schedules have kept them apart, but they’re finally able to get together to celebrate Jared’s birthday. Jensen’s excited to surprise Jared with his new tongue piercing.

From: (Anonymous)

Jensen is the best damn bottom in show business and everyone knows it. So when he shows up at the annual CW orgy single for the first time in years men are falling all over themselves to impress him, much to ex Jared's chagrin. Unable to deal with everyone's obvious interest in Jensen, Jared tries to make amends. It seems the boys broke up because in their years of dating (or the rest of his life for that matter) Jared never once agreed to bottom. Jared promises he'll bottom now if Jensen gets back together with him, but Jensen demands he prove it… right now, publicly, with as many of the party guests that Jensen deems fit.

From: (Anonymous)

Mob Boss Jared and his husband Jensen:
Jensen- “How’s the meeting going, babe?”
Jared- “I want to stab them all.”
Jensen- “Well, just don’t get blood on your suit, we have dinner reservations at 8.”
Jared- “I love you for enabling me.”
Jensen- “I love you too, babe. See you later.”

From: (Anonymous)

Jensen is a stage hypnotist. During one show Jared comes on stage and after some wholesome silly fun (which Jared can’t remember) the two part ways. So Jared is a little confused as to how he wound up at a dinner party at Jensen’s house a few weeks later. Jared doesn’t recognize any of the other guests but it seems like everyone else is acting REALLY strange. Luckily Jared has his head on straight ;)

From: (Anonymous)

Jensen’s longtime boyfriend breaks up with him and kicks him out of their apartment. He’s upset and with nowhere to go, turns to his best friend Jared for comfort and a place to stay. One thing leads to another, and they end up sleeping together. The next morning, they end up confessing long buried feelings for each other.

From: (Anonymous)

Dean gets whammied with a magical spell which makes him carry out any order he’s given. For his own safety he’s sidelined while Sam goes to take out the bad guy. Unfortunately Crowley happens to pop by and begins to slowly realize what’s going on. How far will he take it? Well that depends on how far Dean actually wants him to and for the first time he can make Dean give him a straight answer.

From: (Anonymous)

Jensen has a huge crush on his roommate, Jared, who’s always doing cute things for him and taking care of him after Jensen’s rough shifts as an ER nurse, but there’s no way that Jared could share his feelings, right? Jensen decides to press his luck one night to find out once and for all what Jared’s feelings are and finds out that the feelings are mutual, and they end up getting together.

From: (Anonymous)

Jensen purposely wore this particular suit to this network dinner because he knows about Jared’s suit kink and just what this particular suit does to him. He wants Jared wound all the way up so that he can take him upstairs to their suite and fuck him stupid after the event.

From: (Anonymous)

Jensen’s car, a 1967 Chevy Impala, breaks down and he has to bring it to his friend and longtime crush Jared’s shop to get it fixed. Jensen returns to the shop later that day, really likes how Jared looks working on his car, and decides to finally make his move.

From: (Anonymous)

Give me a crossover between Dean and a man from another fandom. Maybe it's a monster he's 'hunting' in a supernatural show. Maybe it's a law enforcement officer hunting him. Maybe it's a medical professional Dean needs aid from. Maybe it's something totally wild I haven't thought of. Filler's choice! I'm just in the mood for something unusual.

From: (Anonymous)

You planned an awesome date night for you and your boyfriends, Jared and Jensen, but you get your period that morning, along with horrendous cramps that derail your plans, and you end up on the couch miserable instead. When the boys get home from work, you find that they’ve brought supplies to pamper you to try and help you feel better. One of the boys brings up how they both read that orgasms can help cramps and offer it as an option to try and help. You’re reluctant at first but seeing that they’re both willing and fully onboard allows you to consent as well. No dub-con, consensual only. Could also be written with one of the Js gender-swapped instead or with another female member of the cast except for the wives.

From: (Anonymous)

Since Dean has gone black eyed Crowley's been having the time of his afterlife. He's noticed that the funner Winchester may be a bit two comfortable but Dean pushes it beyond his limit one day. Crowley finds Dean sitting on his throne, bossing his minions around like they're his own play things.

Crowley throws down, demanding Dean get down. But this development only excites Dean who calls the King of Hell's bluff. Not only can Crowley not bring himself to strike against Dean, the demonic Winchester finds himself in the mood for a show and he makes it very clear to everyone who the real king of Hell is.

From: (Anonymous)

Jensen finds out that Jared has a voice kink and decides that for Jared’s birthday, he’s gonna get him off with just his voice.

From: (Anonymous)

Dean finds a more lucrative way to make money as a hunter. At nights he dresses up in his best panties and lingerie and puts on a hell of a show for his viewers.

From: (Anonymous)

When the shapeshifter is looking like Dean and talking like Dean and knows all the dirty things Dean thinks about Sam ... and Sam can't help himself because it all looks and feels like Dean.

From: (Anonymous)

Jensen’s on his way home from a business trip and Jared’s sexting him the entire time. When Jensen gets home, he finds Jared waiting in their bed wearing a black lace corset, panties, and stockings, and holding a pair of handcuffs.

From: (Anonymous)

College AU, Jared’s finally ready for his older, more experienced boyfriend, Jensen, to take his virginity.

From: (Anonymous)

From Dream a Little Dream of Me, when Sam has the dirty dream about Bela.

From: (Anonymous)

J2 go to Aspen to celebrate a holiday/birthday/etc and end up snowed in.

From: (Anonymous)

When you live thousands of miles from your wife phone sex becomes a regular part of your life. And when it happens so often, you tend to spice it up. So Jensen thinks nothing of the fact Daneel has decided to surprise him by RPing a threeway for his annual birthday phone sex (she knows how badly he wants Jared). But as he's talking about 'Jared getting to his knees and worshipping his thick Texas meat' Jared chimes in to do just that... it takes a minute for Jensen to realize that Jared has been on the call this whole time.

From: (Anonymous)

Give us some good/real 1970s wear for Dean's return in The Winchesters.

From: (Anonymous)

Digital; SFW; inspiration taken from rockers (Eagles, America, Thin Lizzy) 1974-1976. Alt titles: Man With No Name; The Boy is Back in Town. Don't know if this is what you had in mind, OP, but I think it's a VERY good look for him ;)

https://cdn.discordapp.com/attachments/501645461380399107/1134692410924998816/received_2540820440871832.jpg

From: (Anonymous)

Just what do Death!Dean and KingofHell!Sam get up to on Halloween Night?

From: (Anonymous)

Pairing/Characters: KingofHell!Sam/Death!Dean
Medium: Digital Art
Rating: Teen
Warnings: none

https://cdn.discordapp.com/attachments/689786271437946887/1141184854923428011/Murder_Deck.png