DeanLisa

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I wanted you to know… That when I do picture myself happy… It’s with you. And the kid.

—Dean to Lisa in episode 5x17, 99 Problems

DeanLisa is the het ship between Dean Winchester and Lisa Braeden.

Canon

Dean and Lisa had a fling in 1998. They meet again in 2007 at Lisa's son Ben's birthday party. Dean first believes Ben to be his son but Lisa tells him that he isn't. She also admits she has a type and guys like Dean are hers. Dean tells her that he would have been proud to be Ben's son. It is later revealed that when Dean dreams of a normal life, he dreams of Lisa and Ben.

When Dean is about to say yes to Michael he tells Lisa how he feels about her and that he'll make sure she'll be safe. Later, when Dean believes Sam to be locked in the cage, he goes to see Lisa. Dean and Lisa share a life together for one year, making her Dean's longest romantic relationship.

Pre-Series

Annette – “Did you hear Lisa call him "Dean"?”

Realtor – “Yeah. Why?”

Annette – “You don't know about Dean? The Dean. Best-night-of-my-life Dean?”

Realtor – “No! Tell me.”

Annette – “Oh, my god, so, they had this crazy, semi-illegal –”

— Lisa's friends gossip about her and Dean in 3x02, The Kids Are Alright

Dean and Lisa spend a weekend together in 1998. Even though their brief fling happened 8 years ago, Dean remembers it as the bendiest weekend of his life and Lisa remembers Dean as the best night of her life.

The Kids Are Alright

Lisa – “I swear you look disappointed.”

Dean – “Yeah, I don’t know. It’s weird, you know your life… I mean, this house and a kid… It’s not my life. Never will be. Some stuff happened to me recently, and, uh… Anyway, a guy in my situation - you start to think, you know. I’m gonna be gone one day, and what am I leaving behind besides a car?”

Lisa – “I don’t know. Ben may not be your kid, but… He wouldn’t be alive if it wasn’t for you. That’s a lot if you ask me.”

Dean – “You know, for the record… You got a great kid. I would’ve been proud to be his dad.”

Lisa – “Look, if you want to stick around for a while… You’re welcome to stay.”

— Dean and Lisa in 3x02, The Kids Are Alright

Dean tells Sam they’re going to Cicero, Indiana because he wants to meet Lisa there. He explains to his brother that he spent several days in Lisa’s loft eight years ago. He describes the time he spent with her as “the bendiest weekend” of his life. Dean says it’s his dying wish and that he’ll be smiling after “24 hours with gumby girl”.

In Cicero, Dean rings the doorbell and Lisa opens the door, she seems surprised to see him. Dean tells her he was just passing through and wanted to visit her as he remembered she loved surprises. Lisa tells him it’s a bad time as she’s hosting a birthday party for her son Ben. Dean seems surprised to learn she has a son and asks her about his age. She tells Dean Ben is eight before having to leave.

Dean overhears two women gossiping about him, where one woman tells the other about Lisa calling him “best-night-of-my-life-Dean”, he seems embarrassed and leaves. He meets up with Ben, talks with him for a while and, now suspecting Ben is his son, he goes to find Lisa. Dean asks Lisa if Ben is his son but she says he isn’t.

While talking with Lisa, Dean finds a case Sam and Dean decide to work on.

Later, Dean finds Ben in a park and tells him how to stand up to bullies. However, Lisa saw her son kick the other kids and comes to ask him why he would do that. Upon discovering he did so on Dean’s input, she tells Dean that he doesn’t know her as they had one weekend together “one million years ago” and to leave them alone.

Dean visits Lisa's house, he tells her he’s sorry he didn’t give him a present and gives her a credit card for her and Ben to go away from the town while he and Sam work the case. Lisa questions the name on the credit card but Dean promises her it would work. Ben wakes up and tells Lisa to make Dean go away and she tells Dean to leave. Dean then understands that Ben has been replaced by a changeling.

Sam and Dean kill the changeling mom and save the kids, including Ben. Sam and Dean drive Ben back home. Dean says he’ll explain everything to her and she hugs him. Sam leaves to give them some time. Dean explains the case to her and tells her this is his job. He says Ben will be fine but questions Lisa again about his father. She assures Dean he isn’t the father as she did a blood test. She says it was “some bar back in a biker joint”, Dean gives her a look and she responds by saying she had a type. She then remarks that he seems disappointed and she kisses him before asking him if he would like to stay but he declines before leaving.

Dream a Little Dream of Me

“Dean. I love you.”

— Dream Lisa tells Dean she loves him in 3x10, Dream a Little Dream of Me

In Dean's dream he sees Lisa sitting on a blanket with a picnic basket. She invites him to sit down and tells him they only have one hour before they have to pick Ben up. Lisa then tells Dean she loves him. Dean denies having this dream before.

99 Problems

When Dean decides he'll say yes to Michael, he visits Lisa. He asks her about Ben and tells her that when he pictures himself happy it's with her and Ben. Worried, Lisa invites him in for a beer but he just tells her that things are about to get really bad but that he'll make arrangements for her and Ben to be okay.

Lisa begs him to come in but he refuses and kisses her on the head before leaving.

Point of No Return‎

“You’re going to kill yourself, right? It’s not too hard to figure out the stops on the Farewell Tour. How’s Lisa doing, anyways?”

— Sam to Dean in 5x18, Point of No Return

Sam says it was obvious Dean would visit Lisa to say goodbye.

Swan Song

Dean – “So then what am I supposed to do?”

Sam – “You go find Lisa. You pray to god she's dumb enough to take you in, and you – you have barbecues and go to football games. You go live some normal, apple-pie life, Dean. Promise me.”

— Dean and Sam talk about Lisa in 5x22, Swan Song

Sam tells Dean to find Lisa after he jumps in the cage and Dean honors his promise. A teary eyed Dean visits Lisa and tells her that if it's not too late, he'd like to take her up on that beer. She tells him it's never to late and they hug. Later, they're seen having dinner together.

Exile on Main St.

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Two and a Half Men

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The Third Man

Dean has dream about waking up next to Lisa before he actually wakes up in the impala.

Sam questions Dean about Lisa. When Dean tells Sam that Lisa was accepting of him leaving, Sam tells Dean that it's better for everybody.

Live Free or Twihard

“I need you to know… You and Ben… Just, uh… Thanks. Okay? For everything.”

— Dean to Lisa in 6x05, Live Free or Twihard

Dean talks to Lisa on the phone, he tells her that he's not far away and that he'll swing by when the case his done. Lisa says she can't wait to see him as the phone thing is starting to get old. Dean hangs up and Sam remarks on him being happy about something.

Dean gets turned into a vampire and believes he will have to die. He then goes to see Lisa for what he believes to be the last time. Dean tells Lisa that he wanted to see her and thanks her and Ben for everything. Lisa understands that something is wrong with Dean and asks him about it but he doesn't answer. He starts to panic because of the symptoms of being a vampire. He tells her that he can't bring his job home with him and that he's going to die soon. She begs him to tell what is going on but he leaves. On his way out of the house, he pins Lisa against the wall. Ben wakes up and Dean aggressively tells him to stay back before shoving him into the wall.

Dean admits to Samuel that going to say goodbye to Lisa was a terrible idea. When the case is done, Dean calls Lisa but she doesn't answer the phone.

You Can't Handle the Truth

Lisa – “You've got so much buried in there, and you push it down, and you push it down. Do you honestly think that you can go through life like that and not freak out? Just, what, drink half a fifth a night and you're good?”

Dean – “You knew what you signed up for.”

— Dean and Lisa in 6x06, You Can't Handle the Truth

Sam wakes up and Dean lies about leaving Lisa a message. Sam asks if she has called Dean back and he says no. Later, Dean tries to call Lisa but hangs up.

Dean is cursed by Veritas and everyone has to tell him the truth. Lisa calls him and he picks up the phone but he tells her that it isn't a good time. Lisa is angry about Dean shoving Ben and wants to talk about it. However, Dean can't explain what happened to her. She tells him that him burrying his feelings, and drinking instead of talking, is the reason he freaks out but Dean is defensive. She tells him that she knew what she signed up for but that she didn't expect Sam to comeback. She says she knew it was over between her and Dean when Sam came back. She then breaks up with Dean leaving him distraught.

Family Matters

Christian – “Only action you seen lately is between your slut girlfriend's legs. You sure you want to come with us tomorrow? Accidents happen.”

Dean – “Don't worry, man. I got your back.”

— Dean and Christian in 6x07, Family Matters

Christian insults Lisa prompting Dean to pin him against the wall and tell him insincerely that he's got his back.

All Dogs Go to Heaven

Sam – “All that "Blah, blah, blah," about being the old me? Crap. Like Lisa and Ben, right? I've been acting like I care about them. But I don't. I couldn't care less.”

Dean – “Is this supposed to make me feel better?”

— Dean and Sam in 6x08, All Dogs Go to Heaven

Dean looks at Lisa's contact in his phone, debating whether or not to call her but decides not to.

Clap Your Hands If You Believe…

Sam – “So you’re saying having a soul equals suffering.”

Dean – “Yes, that’s exactly what I’m saying.”

Sam – “Like, the million times you almost called Lisa. So you’re saying suffering is a good thing.”

Dean – “I’m saying it’s the only game in town.”

— Dean and Sam in 6x09, Clap Your Hands If You Believe…

Dean still thinks about calling Lisa but never does it.

Appointment in Samarra

Dean writes a letter to send to Lisa's son in case he doesn't survive.

Like a Virgin

Sam – “So, why didn't you try?”

Dean – “What makes you think I didn't?”

— Dean and Sam talking about Lisa and Ben in 6x12, Like a Virgin

After getting his soul back Sam questions Dean about living a normal life with Lisa. He believes Dean never even tried but Dean tells him that he was with Lisa and Ben for a year but that it simply didn't work out.

Mannequin 3: The Reckoning

“I can’t. Ask for something. I know what I want. But I can’t have it - Not how you live. My phone rings, I think - tiny chance it’s you, big chance it’s Sam calling to tell me you’re dead. [...] It’s just I get to this place where I’m okay, and then you show up at our door. You keep doing that, every time I think I think I’m never going to see you again. I’m trying to get over you. What are you trying to do? What do you want from us?”

— Lisa to Dean in 6x14, Mannequin 3: The Reckoning

Dean receives a phone call from Lisa’s phone but rejects the call. Sam questions him about it but Dean tells him to mind his own business. Sam says Dean should just talk to her. Later, Dean receives another call from Lisa’s phone, this time he picks up to hear Ben say that there is something wrong with Lisa. Sam convinces Dean to go check up on her saying Dean has to deal with his past year.

Dean meets up with Lisa and discovers Ben sent out a 911 because she was going on a date. Lisa blames Dean for not answering her calls and Dean responds that he almost called her back 100 times. Dean tells her that he dropped everything and ran to see if she was okay because he cares. Lisa says she is trying to move on from Dean but he keeps her from doing so.

Dean has a talk with Ben. Dean tells Ben that he hates neither Ben nor Lisa. Ben calls him out for walking out on his family (ie. Ben and Lisa).

Let It Bleed

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The Man Who Knew Too Much‎

“I've lost Lisa, I've lost Ben.”

— Dean to Castiel in 6x22, The Man Who Knew Too Much

Dean mentions Lisa and Ben as people he has lost.

The Purge

“You're not the only one who's ever dated someone bendy.”

— Sam to Dean in 9x13, The Purge

Sam mentions Lisa to Dean.

Quotes

Dean – “All right, there’s something better… Better in Cicero than just a case. [...] Lisa Braeden. [...] Remember that road trip I took, uh… Gosh, about eight years ago now? [...] I spent most of my time in Lisa Braeden’s loft.”

Sam – “So let me get this straight. You want - You want to drive all the way to Cicera just to hook up with some random chick?”

Dean – “She was a yoga teacher. It was the bendiest weekend of my life. Come on. Have a heart, huh? It’s my dying wish. [...] Come on. Smile, Sam! God knows I’m gonna be smiling after 24 hours with gumby girl.”

— Dean and Sam talk about Lisa in 3x02, The Kids Are Alright

Dean – “Okay, seriously… I mean, you’re a hundred percent sure that he is not mine, right?”

Lisa – “There was this guy - some bar back in a biker joint. [...] What? I had a type. Leather jacket, couple of scars, no mailing address? I was there. Guess I was a little wild back then. Before I became a mom. So yeah. You can relax.”

Dean – “Good.”

Lisa – “I… I swear you look disappointed.”

— Dean and Lisa in 3x02, The Kids Are Alright

Lisa – “I called you six times, Dean.”

Dean – “And I almost called you back about 100.”

Lisa – “Good to know.”

Dean – “Lis, Ben called me. I dropped everything and ran. If you want to know if I care -”

Lisa – “Doesn’t help me.”

— Dean and Lisa in 6x14, Mannequin 3: The Reckoning

Dean – “What do you want from me?”

Lisa – “I’m not asking for anything.”

Dean – “Well, then ask for something!”

— Dean and Lisa in 6x14, Mannequin 3: The Reckoning

Dean – “I think my job turns me into somebody that can’t sit at your dinner table.”

Lisa – “I’m not asking for anything.”

Dean – “Well, then ask for something!”

— Dean and Lisa in 6x14, Mannequin 3: The Reckoning

“I got a heartbroken kid and a woman who's so pissed at me... I see what you mean about facing your past. It's, uh - It's awesome. Thanks.”

— Dean to Sam in 6x14, Mannequin 3: The Reckoning

Fanon

DeanLisa is Dean's most popular het ship on AO3 and his fifth most popular pairing overall behind ships like Destiel, Wincest or Denny. DeanLisa has 2,047 works under its tag on the website.

Trivia

• Dean calls Lisa “Lis”.
• Lisa is Dean's longest girlfriend, the only one to last more than a couple of weeks/months. They were together for a year.

Fandom

FAN FICTION

Dean/Lisa tag on AO3

Dean/Lisa works on FanFiction.net

Dean & Lisa tag on AO3

WIKIS

Dean and Lisa on Supernatural Wiki

Dean's relationship with Lisa on Supernatural Wiki

Dean/Lisa on Super-wiki