Pairings: Dean/Cas, Sam/Eileen, Charlie/Meg, Past Dean/Ash
Rating: Explicit
Word Count: 37K
Author: @nickelkeep
Artist: PieDarling (@zelirocks)
Posting: October 22nd for @deancasbigbang
Tags: Angst, Hurt/Comfort, Internal Homophobia, Sexual Harassment, Non-Consensual Kissing (Not Dean/Cas)
Dean hasn’t taken a proper vacation in over three years. Sam and Eileen, to thank him for everything he’s done for Sam, send Dean on a cruise.
When he’s already used to things in his life going wrong, Dean’s not surprised to find things stacking up against him from the get-go. But with the help of a new friend, can Dean finally catch a break?
Dean entered his assigned cabin and unceremoniously dropped his bag onto the bed. He looked around, surprised at what his brother and sister-in-law had gotten for him. He dragged his hand down his face and sat on the queen size bed. He was still worried about the state of the garage without him, but maybe Sam, Bobby, and Eileen were right. He could use a vacation.
As he continued to take in his home sweet home for his trip, he noticed a gift basket sitting on the room’s built-in desk. He smiled as he stood up and crossed over to the desk. This group held nothing back. With condoms of every size, shape, color, and flavor, several different lubes, different sex toys, it was as though they fully expected their guests to get busy.
Dean pulled the different items out one by one until he came across a folder with the cruise line’s logo and “Cruise Itinerary” on it. He sat in the desk chair and opened it, excited to see what he would be up to for the next seven days.
“Sonofabitch.” Dean let the folder fall to the desk in shock. On the first page, in bright and bold letters: LGBTQ+ Mixer Cruise Itinerary. Dean blinked several times. There was no way Sam and Eileen didn’t know what they had booked him on, right? Did they think he had been single because he was Gay? While Swayze may get a pass, Dean knew for certain he was not Gay.
Dean shot out of the chair and looked out the window of his cabin. They had left port, so he couldn’t get off the ship. He pulled out his cell phone and found no signal. He did find wifi and went back to the folder to find the instructions to connect.
A few moments later he was calling Sam over Skype. “Dean, miss me already?”
“Don’t play stupid Sam. This isn’t just a singles cruise.”
“Oh shit, are they old?” Sam started laughing. “Maybe that’s why it was a good deal. Sixty-five plus discount.”
“No, Sam. It’s for Gay People.”
“Well, you sure as hell ain’t straight either.” Sam threw back. Dean could picture his younger brother’s bitchface perfectly.
“Enjoy your cruise. Remember that Bisexual and Pansexual are LGBT too.”
