#anna maynard

Jared Padalecki and Genevieve Padalecki

Anna Maynard

Conor Maynard

Demi Lovato

Dodie Clark

Jessie Paege

Dylan O’Brien

Zendaya

Misha Collins, Jensen Ackles, and

Word Count: 2.395

Warnings: Mentions of NSFW, mentions of pregnancy, mentions of unsafe sex, mentions of the morning-after-pill

Another part of the Red Wine series is here, finally! As I already said, this series will not be chronologically, so this happens way later in their relationship.

Visiting Brighton was always a special time for Vee and Conor. Having both grown up there, they still had a special connection to this place. The Maynards still lived in the house where Conor, Jack and Anna had grown up in, but the house right next to theirs had gone through a row of owners until a married couple in their fourties had bought it a few years ago. It used to belong to Vee’s family, but since they had moved abroad just as she and Jack had finished elementary school, they had sold it. Vee’s mum still lived in town, though she had moved into a rather shabby neighbourhood because as a divorced woman, she couldn’t afford living in this area anymore. That was mostly all Vee knew about her. Their relationship had always been complicated, even when Vee was a child, but now they weren’t even on speaking terms. Vee used to spend time with her dad when they all still lived together, but since he had moved back to Italy and got married to a new woman, all they had were the few weeks of vacation Vee would always stay at his vineyard. There wasn’t any bad blood between them, they just weren’t as close as they used to be.

However, her relationship with Conor’s parents had remained the same, even though they didn’t see each other for about eight years while Vee had been abroad and her mother had forbidden her to contact the Maynards. Once Conor and Jack had brought her home with them, back when Conor and Vee had only been friends, things were back to like they used to be. Helen loved Vee like her second daughter, and welcomed her back into the family like the years they had been separated hadn’t happened. They had a lot to catch up, but the bond that Helen and Vee had was still there, unharmed. Vee was like a second daughter to Helen, and Helen was like the mother that she never had. Earlier, when they had still been living next door, Vee would basically spend all of her free time over at the Maynard house, getting up to some mischief with Jack and Conor. Gary adored her, too. He even built a tree house for the three troublemakers, so they had a little “Headquarter”, as they used to call it. Helen and Gary would have happily adopted her, if her parents would have let them.

As Conor brought home his new girlfriend back then, Helen and Gary were overjoyed when they found out that it was Vee. They were a little surprised when Conor brought her home instead of Jack, but they could soon understand when they saw the chemistry between both of them.

Naturally, coming back to the Maynards always felt like coming home to her. So she was really happy as Conor had asked her to go back home with him for a week, especially since Anna stayed there for the moment, too. The only one missing was Jack, who had decided to go on a last-minute getaway with Mikey and Abe.

Today, Conor and her had been spending the day at the beach, strolling around the pier and just enjoyed having the other to themselves. When they had dinner in a nice Italian restaurant by the water, they decided to walk home instead of taking an uber, since they didn’t live that far away and the sun was still up in the sky, warming the summer air. Hand in hand they strolled through the street, enjoying the evening and each other’s company, until they arrived at the Maynard’s.

Helen and Gary were out in town to have dinner with a few old friends and were bound to return late in the night (or early in the morning, however you’d like to see it), so Anna had the house to herself the whole day. However, when Conor and Vee returned home, they could hear not only her, but there was someone else as well. Vee was pretty sure that she heard Anna moan, and one look to Conor made it clear that he had heard it, too.

His eyes were wide in surprise, Vee would even say that he was shocked, and since the noises were becoming louder by the second, she knew she had to do something. She quickly grabbed Conor’s hand, ushering him out of the house and shut the door quietly. She giggled as Conor’s expression didn’t change.

“Con”, she said, squeezing his hand, “relax.”

“How the hell am I supposed to relax when some wanker fucks my little sister?!”, he whisper-yelled, letting go of her hand.

“Con”, she whispered forcefully, making him look at her. “I know she’s your little sister, but she’s not a baby anymore.”

He sighed. “I know, but…”

“Still, you want to protect her, I get it”, Vee said and took his hand again.

“What are we supposed to do now?”, Conor whispered and squeezed her hand a little bit.

“Maybe we could go in, be a little bit louder than usual so she hears us?”, Vee proposed. As Conor nodded, she took the keys from Conor to open the door.

“Anna, we’re home!”, Vee yelled while Conor shut the door forcefully.

“Hi Anna!”, Conor yelled as well.

They threw away their jackets forcefully when they heard some shuffling upstairs, coming from Anna’s room.

Once Conor and Vee got out of their shoes, Anna and a boy came down the stairs. Anna had obviously tried to fix her hair, but had failed miserably. Conor reached for Vee’s hand.

“Hi”, she said and blushed, trying to pass the two so she could get the boy out of the house quickly. The boy nodded quickly in their direction as well, and Vee could feel Conor tense up.

“Hi, I’m Vee”, she quickly introduced her to the boy, who blushed as he had to stop walking.

“Dustin”, he quickly said, obviously embarrased.

Conor mumbled something under his breath and held Vee’s hand even tighter.

“Anyway, Dustin has to go now”, Anna quickly said and basically shoved him to the door, until they were out of sight.

“Babe, I’d really appreciate it if you wouldn’t cut off circulation in my hand”, Vee said and chuckled as Conor let go.

“Sorry”, he said grumpily and let go of her. He then started to pace around the living room.

Anna came back alone and as Conor wasn’t watching, Vee winked at her. She returned it. They had a very special bond, too. Anna once said that Vee was the sister she had always wanted.

Just as Anna was halfway up the stairs, Conor spoke up.

“Where d’you think you’re going?”

Vee sighed as she watched Anna stop in her tracks.

“Ehm, upstairs?”, she said and slowly turned around.

“Who was that guy?”, Conor asked.

Vee rolled her eyes, but went over to Conor, nevertheless. She took his hand again, trying to calm his nerves before he’d lash out.

“Guy from high school, we met up today.” Anna’s face was now as red as a tomato.

“Just so you know, we heard you”, Conor said, anger still prominent in his voice.

“I figured”, she said and looked down.

“Con, stop”, Vee said, trying to help Anna out.

“No”, he said, “just tell me you were safe.”

“ ‘f course she was, she’s not stupid”, Vee said.

“You know I’m on the pill, Conor.”

“Please tell me you also used a condom”, Conor said, clearly not wanting to have that conversation with his little baby sister.

“Ehm,” Anna stuttered.

“Anna!”, Conor exclaimed.

“We didn’t have any!”, she defended herself. Vee had become fairly silent now.

“And you couldn’t be bothered to go to Jack’s or my room to look for them?”

“I’m on the bloody pill!”

Conor took a deep breath and looked at Vee, desperate for support.

“You should probably get yourself tested for STDs”, she said.

Anna swallowed and nodded.

It was silent for a moment.

“Didn’t you take antibiotics last week?”, Vee asked, knowing that Anna had taken them because of a UTI.

“Yeah, so?”, Anna asked while Conor tensed up again.

“Antibiotics can make your contraception ineffective”, Vee slowly said and watched Anna’s face fall.

“Fuck”, Anna said and sat down on the stairs. She had suddenly become very pale.

Conor rushed to the door without another word.

Unsure whom she should comfort first, Vee stood in the middle of the living room. As she realized that Anna was crying, she decided to go up to her and joined her on the stairs.

“Hey”, she said, wrapping an arm around Anna’s frame, “it’s going to be okay.”

“W-what am I supposed to d-do now?”, Anna sobbed and buried her face in her hands.

“You should get a plan B”, Vee said and held her a little tighter. “I’m going to tell you a little secret, I’ve once had to get one, too.”

Anna looked up at that and Vee wiped a teardrop away with her thumb.

“Sounds worse than it is, believe me”, Vee said, “but maybe you should call Dustin and tell him.”

Anna sighed. “You’re probably right”, she said, “but I don’t think I can do this… Can’t you call him?”

“I’m afraid that’s something you’ll have to do by yourself”, Vee said, “but meanwhile, I’m going to check up on Conor.”

“God, he’s so mad at me… this is so embarrassing”, Anna said and hid her face again.

“He’s just concerned, you’re his little sister after all”, Vee said and got up.

“But I’m not a baby anymore!”

“That’s what I have told him”, Vee said and smiled before she headed outside to find her boyfriend.

She found him leaning on the wall right next to the front door, so close that she had almost stumbled over him. She sat down next to him. He immediately leaned his head against her shoulder.

“I’m sorry for being such a prick”, he said.

“Well, it’s not me you should apologize to”, Vee said.

Conor sighed. “I know.”

“I told her to call Dustin”, Vee said, “and I might have told her that I’ve had to get a morning-after-pill once, too. She doesn’t know that this was with you, though.”

“Thank you, baby”, he said.

“How did you stay so calm when we had to get it, though?”, Vee asked and laughed lightly as she saw that his hands were shaking a little.

Conor blushed.

“Dunno. Maybe it’s because she’s my baby sister. I know she’s basically an adult, but to me, she’ll always be my baby sister.” He was silent for a second, before he added: “Me and you, we could take care of an actual child, you know?”

“You think so?”, Vee asked in disbelief.

Conor nodded. “I mean, we haven’t exactly talked about this yet but maybe when we’re older, we could have a little family of our own. In a few years, I mean.”

Vee blushed. She never thought about having children herself, but she knew that Conor wanted to have some. She never saw herself as a mother, but the way he said it, made her feel a little bit warmer inside than she had before. She took his hand.

“I’ve never thought about kids”, she admitted, hoping that she wouldn’t scare Conor away now. “I know you want to have some, and you’ll be an amazing father, but I don’t know about me, you know?.”

Conor turned around and kissed her cheek.

“I only want them with you”, he said. “And if you don’t want kids, then I’ll accept it. ‘Cause if I had to choose, I’d always choose you over kids.”

“Wow”, Vee said, knowing how much that actually meant. She could feel herself tearing up, so she hid her face in his shoulder.

“I love you, and I will always love you, no matter what”, he said and kissed the top of her head.

“I love you, too.” She looked up at him again as a tear slipped from her eye. Conor wiped it away. Then he gently touched her chin, pulling her closer to him slightly, and kissed her tenderly on the lips, making goose bumps erupt over her skin. When they parted, Conor touched his forehead against hers and they stayed like this for a little while, until they finally pulled apart.

“And by the way, I know you’re going to be an amazing mother. You’re taking such good care of Anna now, aren’t you?” Vee blushed.

“Speaking of Anna, are we going to make sure that you’re not going to be an uncle yet?”, Vee asked.

Conor went for another peck on her lips and nodded. Vee got up first, reaching out her hand for Conor to pull him up with her and together, they went back inside.

Anna sat on the stairs with puffy eyes, her phone in her hands. She didn’t look up as they entered the house again.

“He said it was my problem now”, she said.

Vee, who held Conor’s hand again, felt him tense up. She squeezed his hand, before she spoke up.

“Our problem, Anna, you’re not alone with it, even it that asshole leaves you alone”, she corrected her.

Anna looked up at her and Conor, and smiled lightly, although tears were still spilling from her face.

“Thank you”, she whispered and stood up to hug the both of them.

“Can you please not tell Jack? He’ll kill him”, Anna said as they pulled back.

“Not if I can get him first”, Conor joked, or at least that was what Vee and Anna hoped.

“I won’t tell him”, Vee said after a quick glance at Conor.

“He doesn’t have to know everything”, Conor agreed reluctantly.

“C’mon, grab your purse and we can go to the pharmacy”, Vee said. While Anna was rushing off to get her things and quickly fix her face from the crying, Conor turned to Vee and pulled her into him.

“Thank you baby”, he said and kissed her temple, “you always know what to say.”

“Maybe I won’t be such a bad mom after all”, she said and giggled.

“We’ll see about that”, Conor teased and smirked as she pouted. He quickly kissed her lips to make it go away.

“Of course you’re going to be amazing”, he whispered against her lips.

Request: Can so you an imagine where either jack/conor get a surprise from the reader on Christmas Day that she’s pregnant and all the family are happy for them

Smut: No

Requests are OPEN!

A/N: I hope you like it :)

Masterlist

You didn’t know how to tell him. It was something you two had never talked about before and you were unsure of how he’d react. Although you had been dating for four years now, kids was a topic you preferred to avoid. You knew things would happen in their own time but you never imagined they’d happen this fast.

“I got the Tartelette Toasted Palette, (y/n)!” Anna exclaimed, shoving the palette in your face. You smiled at her, taking the palette in your hands and beginning to check it out.

Over the six years you had known Conor, Anna had quickly become a sister to you. You knew getting involved with Conor meant you would have a close relationship with his family and you were incredibly happy they liked you as much as you liked them.

“(y/n) dear, could you help me in the kitchen?” Helen asked and you happily agreed. “So, when are you going to tell him?” She asked while you poured the gravy in the gravy-boat.

“Tell him what?” You asked, nervously. 

“Darling,” She said, placing her hand on yours to stop you from what you were doing. You swallowed the lump in your throat as you looked over at her while your eyes began to water. “I went through it three times; I know the signs by now.” You sighed, the nerves beginning to take over. “Congratulations.” She wiped a tear from your cheek before giving you a hug. “It’ll be okay.” She assured you.

Gathering around the table, you looked around the family and you knew it was the perfect time to tell him. You looked over at Helen, who smiled and sent a nod in your direction. 

“I’d like to say something,” You said, standing up and grabbing your glass of water. “I know I’ve spent Christmas with you guys for four years now and every year gets better and better. You have given me a second family and although that’s the number one thing I could have asked for, Conor gave me something I never knew I wanted.” You said, your eyes beginning to water once again and you looked over at a confused Conor.

“Babe, I haven’t given you anything yet.” He said, letting out an awkward laugh.

“But you have.” You explained. “It’ll take nine months to get here but it’s here nonetheless.” 

“No way...” Jack whispered to himself as Conor’s eyes began to widen.

“You’re pregnant?” He asked, standing up and placing his hands on your hips. 

“Yes! I’m going to be an aunt!” Anna yelled, celebrating.

It was Christmas eve and my boyfriend and I were on our way to his parents' house. We were staying in Brighton all weekend and then flying to my mum's in Dublin for New Year's.

"This is my first Christmas with your family," I bite my nail out of nervousness. Conor and I were dating for almost two years but last Christmas we had a huge argument a few weeks before and I had impulsively booked a ticket to fly home for Christmas without him. It was depressing and by New Year's we had kissed and made up.

"You're basically family Y/N, don't be nervous." He rubs my thigh to reassure me and I grasp his hand.

"What if nobody likes my gifts?" I had picked one out for each of his family and approved it by him but I was still nervous.

"They'll love it, stop worrying! It's Christmas you're not supposed to be worrying or crying. You're supposed to be singing and laughing and drinking lots of eggnogg."

"And then throwing up in the bushes?" I remind him of a Christmas party we went to last year where he did the same thing.

"I thought we agreed not to talk about that," he jokes in a stern voice.

"Talk about what?" I feign innocence and we carry the joke further.

We end up talking about our own family traditions at home and I tell him how Christmas was always my mum and I going to my gran's since my dad had been out of the picture since I was 4.

"It was really hard a few years ago when we lost Gran," I say. "But enough sad talks. How long 'til we get to Brighton?"

"Hey," Conor glances away from the road to catch my gaze. "You can talk about your Gran all you want. I want to hear it."

I loved Conor, he was always willing to listen to anything even when it was sad. Given, I knew he zoned out from time to time but he always told me he was there to listen.

"Thanks," I peck him on the cheek and he turns so I can plant one on his mouth too. He starts humming and grabs my hand in my lap, our fingers laced together the rest of the ride.

•••

We're all sat around the Maynard's tree the next morning and there is wrapping paper all over the floor. Jack is playing with his new tech and Conor's mum is hugging me for the eighth time. "Thank you so much for the lovely gifts," Conor was right, everyone was really happy with my gifts.

"I'm gonna go try this palatte on," Anna motions to my gift.

"Wait," Conor gives her a look and she sits back down. "I have to give Y/N her gift."

"You already did," I'm confused as Conor pulls me up. Everyone's expression suddenly turns giddy and I look to Conor for clarification.

"It's outside," he says and takes me by the hand to his front door.

"What is it?" I ask even though I know he wouldn't tell me. His family trails behind and watches me as I open the front door.

There, in the flesh, is my mum. At first, I'm in shock and once that clears I attack her in a massive hug with joyful tears pooling in my eyes. My mum had never visited me in England before and I was over the moon she was here before me.

"When did you land!?" I ask her and she has tears in her eyes too.

"A few hours ago," she kisses my cheek and squeezes me again.

"Conor this is the best gift honestly this day can't get-" I turn to Conor who must have planned all this but my words catch in my throat.

On one knee, my boyfriend licks his lips nervously and opens up a small velvet box.

"Y/N, I invited your mum down because I wanted to do this today. And I know how much she means to you. Because you mean so much to me. Ever since we met I knew you were the one I'd been single for all these years."

A giggle escapes my lips as the tears from earlier run down my cheeks. Conor's eyes are starting to tear up too as he finishes his speech with something he said when we first moved from dating to actually being a boyfriend/girlfriend thing.

"I love you Y/N. Be mine forever?"

I choke out a yes as Conor slips the ring onto my finger and I slide to my knees, wrapping my arms around his neck. He breaks us apart to kiss me so intensely I blush at the audience around us.

"Cor this is sick," I hear Jack saying.

"Shut up you dick," Anna whispers loudly enough that we break apart and everyone begins to laugh.