#like yeah wearing a full suit at a con with no seating for 6 hours is miserable

[deanwanddamons]

The Best Weekend of your Life - Chapter 6

Summary: You are obsessed with Supernatural and go to a convention with your best friend. You are 100% a Dean girl while your friend is a Sam girl. Both Jensen and Jared are single in this. You both catch the guys attention and things go from there. At the end of Chapter 5, Y/N has spent the night with Jensen, and you have decided to see if you can have some sort of relationship.

Pairing: Jensen x reader, Jared x readers best friend

Word Count: 2463

Warning: Romance, fluff, implied smut

A/N: Y/N texting is in italics. Jensen texting is in bold.Thank you once again to everyone who has helped with this fic. My beta’s @winchest09 and @deans-baby-momma and my girls @mummybear @negans-lucille-tblr and @sweater-daddiesdumbdork @ladywinchester1967​ Love you ❤️

Song Inspiration: https://youtu.be/MyqaDUoEhRM

Kesha - Dirty Picture

The Best Weekend of your Life Masterlist

Saying hi to Jared, who is sitting next to F/N, you slip into the booth next to Jensen. The waitress comes to take your orders and both you and F/N ask for a full English breakfast with coffee.

“I have never had a full English before,” Jared informed you as he looked down at the menu.

“Oh you must! They are the best!” you exclaim before, looking at Jensen who nods. Shrugging he orders one for each of them too.

“So...” you ask Jared, biting back a smirk,“did you have a good night?”

“Yeah, you could say that,” he answered, turning to F/N, smiling as he slips his arm around her.

“I’m gonna stay here with Y/N for a few days,” Jensen suddenly announced. “I’ve cleared it with Sophie, and she’s extended my stay in the hotel until Thursday and rebooked my flights.”

“Wow, really? That sounds awesome.” Jared smiled. “I would love to be able to do the same, but I have an interview in New York, which is scheduled for Tuesday.” He glances at F/N, who has her head bowed looking dejected. “But we have agreed that you’re going to come and visit though,” he added, lifting her chin with his finger and kissing her sweetly.

“Hey, maybe you and Y/N can come out together?” Jensen began, taking your hand. “You can come to Vancouver, and come to the Supernatural set?” He looks at you with hope in his eyes, so you lean in and kiss him.

“I would love that,” you beam back at him.

“That would be perfect!” F/N exclaimed, a smile returning to her face.

The waitress returns to the table with your meals. Quickly realising you’re ravenous, you dig into the food, which looks incredible. You're not surprised though, after all the exercise you had last night.

“God, this is amazing!” chuckles Jared, shovelling the food into his mouth. “I’m starving.”

It doesn’t take long for all your plates to be cleared of food.

‘“So, what’s the plan for today?” you ask as the waitress clears your table.

“I’ll need to go back to my room at the hotel to get ready for the con later,” Jensen says, “it’ll be a busy one today,” he adds with a frown.

“That’s fine, it’s no problem. I’ll go back to my room and freshen up. Meet back up with you after the con?” you inquire.

“Sounds good,” Jensen agrees. “You’ll be there though won’t you?” he confirms as he pays the bill.

“Of course we will, wouldn’t miss it for the world,”

Leaving the cafe, you turn to him as he reaches the car. He pulls you to him, and gives you a long kiss.

“I’ll give you a call later sweetheart,” he says as he gets in the car and Jared drives away.

Making your way up to your room, you and F/N pass a group of girls who are clearly here for the convention, judging by their SPN t-shirts.

If they knew that only last night, you’d had the most intense, amazingly incredible night of sex with Jensen. You can still feel the mark he’d left on your neck, the taste of his kisses still on your lips. The smell of him still lingers on your skin, and you can still feel the slight sting between your legs, from where he had been inside you.

You smile secretly to yourself at the memory.

Going up in the lift you hear your phone pinging in your pocket. It’s an Instagram alert. Checking the notification you see Jensen has just posted an update. It’s a selfie of him with Jared in the car, and the caption:

‘Best one yet. Didn’t expect that 😉 #manchesterspncon’

You wonder what that message could mean. Is it a cryptic message to you? Or is that just wishful thinking?

“Check this out,” you say, passing your phone to F/N.

“Ohhh that’s interesting!” she exclaims, “you reckon that’s aimed at us?”

“Who knows? I guess it could mean anything!”

Suddenly you have an idea. Jensen always feels a little anxious about being on stage at conventions, so you decide to help him relax.

“I’ve just had an idea. You go on up,” you say to F/N. “I’ll meet you in our room in a bit. There’s somewhere I need to go.”

“No way! I’m coming with you,” she laughs.

Pushing the lift button to go back down to the lobby, you check your pockets to make sure you have your credit card. Finding it there, you exit the hotel. As it’s your hometown you know your way around, so you head for Victoria Secret with a cheeky smile on your face.

“I’m loving this idea,” F/N chuckles as you enter the shop.

“I’m only looking for some nice underwear at the moment. Don’t get too excited,” you laugh.

Wandering around you take in all the beautiful lingerie they have on offer. There are so many to choose from, you find it hard to decide on which set you are going to get to surprise Jensen with. Eventually, after constantly changing your mind and asking F/N’s opinion, you agree on which one you're going to buy. Hoping you are doing the right thing, and wondering if you’ll actually have the confidence to go through with your idea, you pay for your choice and make your way back to the hotel.

Returning to your room, you drop your bags on the bed and pull out what you have purchased. It’s a black and red lacy bra with matching panties. Standing facing the mirror, you hold the set against your body. You really hope that Jensen will like it.

"I’m going to take a shower,” F/N says making her way into the bathroom. “I’m aching so much from last night. Besides, you need a little while to yourself I assume?” she says with a wink as she closes the door.

Getting undressed, you slip on the bra, and panties. The material feels divine against your skin and the cut of the material really suits your figure. You're quietly confident that he is going to enjoy your surprise.

Taking your phone from your pocket, you lie back on the bed. Holding the phone above you, you smile, and take a few pictures. Checking the photos, you are shocked how good you actually look. Feeling rather pleased with yourself you get dressed.

Busying yourself with tidying the room, you wait for F/N to finish her shower. You can’t wait for later, not only as you’ll get to see Jensen again, but you want to see his reaction to what you have in mind.

Checking your watch you see it’s almost time to go back down to the convention room.

“F/N, are you ready to go back down?” you shout out, hoping she is almost finished.

“Yep, 2 minutes and I’ll be out,” she shouts back from the bathroom.

As you're waiting for her, you get together your coat and bag. Coming back into the room, F/N picks up her things and you both make your way downstairs.

The convention room is packed, but you manage to find a seat. Settling yourself down, you feel yourself getting excited to see Jensen again. You have really missed him since you have been apart, even though it’s only been for a few hours. Thinking back to how you felt yesterday, you can’t believe what has happened over the last 24 hours.

The Q&A starts, the same as yesterday, but this time the cast who are answering are Alexander Calvert, Mark Pelligrino, Felicia Day and Osric Chau. One of your favourite characters is Charlie so you are very happy Felicia is on the stage.

Finally, Jared and Jensen are introduced and take the stage. You can see Jensen is scanning the audience, and wonder if he is looking for you. At last, his green eyes land on yours. With a wide grin, he winks at you and takes his seat.

Taking your phone from your pocket, before you change your mind and lose your nerve, you fire off the first of your pictures in a text to Jensen with the caption ‘they say to relax, you should picture people in their underwear’

Raising your head from your phone, you look at Jensen, who is taking his phone from his pocket. He looks at it and pauses.

Eagerly watching his face to gage his reaction, you notice his lips turn into a smirk. He looks directly at you, lifts one eyebrow, runs his tongue along his top lip and leans his head to the side.

Seems like he liked the picture.

He starts to type on his phone when Jared nudges him leaning over his shoulder. Jensen turns his phone away from him as Jared whispers something to him. They both smirk as Jensen stands up and turns to leave the stage.

“Sorry folks” Jared announces “Jensen has to take this phone call. He’ll be back shortly, but I can continue answering questions”

As Jensen leaves the stage, you notice he is typing.

A few seconds later you receive a message from him. It’s a selfie of him, eyebrow raised, pouting, taken from the side of the stage, with the caption ‘how am I supposed to stay a professional baby when I know you're wearing this for me. You look fucking amazing. Looks like we are going to have some fun later’

Smiling you look up and see him walk back onto the stage. He looks a little flustered as he takes his seat, so you decide to respond.

Sending another picture, with no caption this time, you sit back. He looks directly at you again, and checks his phone. The picture you sent is a lot more risky than the last one. In this, you have removed your bra.

This time you notice he takes in a deep, shuddering breath, and begins to squirm in his seat. But he doesn’t leave the stage. Instead you get a response.

‘I am so turned on right now. I love the fact that all these people don’t have a clue what you are sending me. And knowing I’m going to fuck you so hard later while you wear that. Actually, I don’t think it’s going to stay on long’

You feel your cheeks redden and heat pools between your legs. Knowing you are turning him on, turns you on so much. You need to get your hands on him and show him how much you need him inside you again.

Realising you are probably distracting him a bit too much, you don’t respond to the last message. Instead you listen to the stories the boys are telling the audience and the reaction they are getting from them.

They are so natural with their fans, answering any questions thrown their way, usually with an anecdote or a funny story.

Another text comes through to your phone. It’s Jensen.

‘We are almost finished here, I want to take you on a date. Let’s go for a meal? Just the two of us’

‘Sounds perfect’

‘Meet me around the back in 10 minutes’

“Jensen wants to take me for a meal shortly. Just the two of us. Do you mind?” you ask F/N.

“Of course not! I’ll be fine. I’ll drop Jared a message see if he wants to hang out.”

“Awesome thank you! I’ll see you later. Don’t wait up,” you tell her, laughing as you gather your things together.

Leaving the convention room you exit the hotel and walk around to the back alley where Jensen disappeared down yesterday. You assumed that’s where he meant when he said around the back.

Leaning against the wall, you see Jensen walking towards you.

“Hey baby. You’re a little minx ain’t ya,” he says as he wraps his arms around you and kisses you hard.

“Did you enjoy them?” you ask, chuckling against his lips.

“Fuck yes,” he whispers in your ear, pushing you back against the wall.

“I thought we were going on a date?” you manage to say through his kisses. “Although, I’m happy to continue doing this if that’s what you want?”

A noise from the top of the alley startles you both, so you stop to see what it was. You notice a figure walking quickly away.

“Let’s get some food,” Jensen says as he moves away from you and takes your hand, leading you out of the alley.

“I know a great little Italian restaurant nearby if you fancy it?” you ask him.

“Sounds perfect,” he answers

As you walk to the restaurant, hand in hand, you chat about the convention.

Suddenly you have the feeling you're being followed. Turning to look behind you, you see a figure quickly duck behind a low wall.

“Jensen, I don't want to worry you, but I think someone is following us,” you whisper. He glances over his shoulder.

“I don’t see anyone,” he says quietly.

“There was someone, but they hid behind a wall. Don’t worry, it’s probably just me being paranoid,” you respond.

Once you reach the restaurant, you go inside and request a table. Thankfully, they have one free so you both take a seat.

The door opens and a young girl walks in, and sits at the bar. She looks straight at you and holds your gaze.

Frowning, you force your gaze away from hers. There is something about her mannerisms that makes you feel uncomfortable. Jensen has his back to her, but he notices the frown on your face.

“Everything ok babe?” he asks

“Yeah, I’m fine. Don’t worry.”

As he passes you the menu, you notice the girl is leaving her seat and walking towards you. As she reaches your table, Jensen turns to look at her.

“Oh my god!” she exclaims, “it is you! You’re Dean Winchester!”

Chapter 7

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[canaryatlaw]

okay. so. today was pretty fun. I had set my alarm for 10:30 as we’d agreed Jess would pick me up at 11. Well, I woke up to said alarm at 10:30 to a series of messages from Jess telling me to get up already because she wanted nuggets before we went to the con. I told her I’d be ready in 15 minutes, because I was being good and woke up half an hour beforehand when I knew it only really took me 15 minutes to get ready when I’m not doing my make up (doing it in the car here). So I got ready, doing Peter Pan today because I gotta take advantage of my short haired red headed cosplay options because I hate wigs and will be wearing them both Saturday and Sunday. Got picked up, went to Mcdonalds, drove to con, didn’t get stuck in ridiculous traffic like we did yesterday, so that’s a win. I’m trying to remember the details of how everything went down, when you’re there all day and you’re doing different things within a small space it can be hard to remember exactly what you did when. But I think we got there and went to find some people and talked with them for a while, then found Jess’ two friends (”friends”) who were running around doing different things, after waiting for them for a little bit. And I mean, for most of the day we just did different versions of walking around and finding people and looking at things? we’d hang out with a certain group of people for a while and then they’d go off and do a photo shoot or something and we’d migrate to a different group of people. At some point during the afternoon we decided to go through the whole show floor aisle by aisle to assess options before buying anything. I knew I wanted to get a t-shirt of some sort, and sadly there were very few legends-related items out there (I think the only places we really saw them were in the sections where you have the IDs from different shows) so I figured I’d either want something Wonder Woman or Superman related, since those are my other two faves. I was also potentially looking for a cool backpack that’s somewhat bigger than the one I have now because in two weekends we’re doing HVFF New Jersey/Rose City CC in Portland over two days and are just bringing backpacks, and since I decided tonight that I am going to cosplay both days (and the NJ one I am SO excited about!!) I’m gonna need something that can fit a lot of things. What’s annoying about the t-shirt thing is pretty much all of them at cons are only in unisex sizing, not women’s sizes, and I don’t really like how they fit me so I don’t end up wearing them as much as I do the Wonder Woman or Superman shirts I have in woman’s sizes. The other thing I might potentially buy is an Elektra from Daredevil funko pop because back when I was still looking for Katniss but was getting convinced I wouldn’t be able to find her (before I found her online) I was considering making Elektra my next one, and she would fit nicely on my stack of funkos in their boxes (that are literally in a stack on my dresser right now that consists of dark haired women who totally kick ass because apparently I am predictable like that (right now it’s Wonder Woman, Jessica Jones, and Katniss) (I do have three other funkos that are out of their boxes and placed elsewhere, which are my White Canary and Captain Cold, placed in conjunction of course, and Smallville Green Arrow played by Justin Hartley love of my life and the only actor to portray Green Arrow in live action as far as I’m concerned). So we set off to do that. A number of good Wonder Woman options I took note of, a few ones that are old comics styled, a few featuring other Justice League members like Superman and such (though I’m really not a Wonder Woman/Superman shipper like, at all, so not those because Clois is the only valid ship for Clark Kent, though I am open to WonderBat possibilities). There is also a very cool Wonder Woman backpack we were looking for that I’ll probably go back and get because it had a lot of places to put stuff and looked like it could fit everything nicely, it was just 60 bucks so I wanted to make sure it was definitely the best one before actually buying it. The Elektra pop has shown up a few places, cheapest so far for $10, so I’ll keep looking at those since there are of course a ton of places with pops. We kept getting stopped by random men that wanted to talk to us because Jess was being a fucking furry (she got asked to take a picture with two people in full on fur suits and I was dying laughing while also taking a picture of it). By the time it was like 5:30 or so we were pretty much done with everything, so we ended up meeting up with some people and heading to one of the restaurants over by the parking garage, because if you eat at one of the restaurants there they’ll validate your parking so you don’t have to fork over like $15 just for parking. So we ended up going to the German restaurant, which is always a bit of an adventure lol. The first time my family went to DisneyWorld when I was like 12 our restaurant reservations got messed up for one of the days and the only other place we could get in was the German restaurant in Epcot, and all I remember is there menu being like, essentially like three different types of hot dogs, so whenever I think of German food now that’s what I think of, and how I somehow managed to not barf it all up when my brothers and I ran (literally) from Epcot over to Animal Kingdom to get to our fast pass for Expedition Everest, which we made with like 4 minutes left on it and then went on the crazy roller coaster where I was sure I was gonna puke it all up (our restaurant reservation was for like, 4:40, and the fast pass was between 6 and 7, so we thought we’d be fine, but the restaurant got super backed up and didn’t seat us till like 6:15, so we basically ate like half a meal and then ran from the middle of the Epcot circle of nations through the rest of the park, onto the tram and then all the way through Animal Kingdom to Expedition Everest, making it at 6:56). But we got some super cute pictures of my darling baby sister who was 3 at the time and like at peak cuteness dancing to the polka in the German restaurant so that was definitely worth it. ANYWAY. this restaurant seemed somewhat similar in that there was a polka band and everything but thankfully had a larger menu selection. Jess and I ended up splitting some potato pancakes (sorry Germans, they weren’t as good as latkes) and a jumbo pretzel because she doesn’t eat red meat and I’ve been getting Meat Fatigue™ (which we’re still pretending is a real thing okay). We had an interesting conversation going on around us as the guy sitting next to me was trying to say it was bs that people were making excuses for James Gunn in that situation when strongly condemning Trump for making obscene comments, except he was not explaining it well at all and it was totally being lost in translation for everybody else until I was like okay, this is what you mean and explained it and he was like “yes, exactly! I like her” to which I was like 😂😂😂 understanding what people are saying pretty much all the time and explaining things happen to be two random talents of mine that come in handy a lot. So the meal was pretty good, one of the ladies we were with graciously picked up the tab so we were very thankful to her for that. At that point we were pretty beat so we walked back to the parking garage (after getting our parking validated) and drove home. I got dropped off and we planned to pick me up at 10 am tomorrow. I fumbled in the dark with my keys for a few minutes because somehow all the outdoor lights and the lights in the hallway of my building have gone out and not been replaced (yes I could’ve turned my flashlight on on my phone but I was being stubborn and wanted to do it myself) but eventually got it figured out. NICKZANO was very happy to see me, though I told her she’s gonna have to get used to being alone more once I get a job (at some point, anyway). I think I may actually be allergic to cats though, because my legs where I’d been letting her sit on are like hella itchy, but it’s obviously not a major issue at all and I’ll just like, put pants or longer shorts on from now on and that won't be a problem. I showered and changed into my pajamas, then watched a few episodes of 30 Rock, keeping it nice and light. I’m in their 5th season now out of 7 (which is kinda funny because I’m also on the 5th season out of 7 on GoT right now) so sooner or later I’m gonna have to find something else for funny filler episodes when I just want funny tv. And yeah, I did that for a while and then finished getting ready for bed and here we be now. So yeah, lots of fun, hopefully tomorrow will as well, I will be debuting my Ava Sharpe cosplay (who I was never really planning to cosplay but ended up needing to do so for our photo op with Matt Ryan which is gonna be fucking hilarious, just wait) and seeing Matt Ryan so that will be fun. I’ll probably wait till Sunday when I’m doing my also new (and pulled together exclusively of stuff I already owned because business wear) Lois Lane cosplay to see Tom Welling and Michael Rosenbaum. I was considering doing a photo op with them, but their joint one was $150 which is a tad excessive, and like, Tom alone was still $90 and I wouldn't even know what to do in a single one with him because I’d rather like, have one with both of them so Tom and I could look like we were fighting Michael, but also Michael has hair now so he doesn't even really look like Lex Luthor anymore, so given all of those factors I decided meeting them and getting selfies with them in my cosplay would be good enough. Okay, that’s all I got, it’s 1 am and I’m waking up at 9:30 and I like sleeping so I’m going to go to bed now. Goodnight peeps. Have a lovely weekend.