πŸ“š my funny valentine Part 2 of 7
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My Funny Valentine

My Funny Valentine

by Ods111
19 min read
4.6 (57800 views)
brother sister sexolder sistervirgin brotherbig breaststhic girl
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Lisa Smith needed a change of pace. At least that's the lie she told her parents when she moved back into their house. Lisa was 25 years old with a newfound appreciation for her well-off parents. When she told them she was going to an out-of-state college in California to pursue her acting dream, they wished her luck and offered support in any way, shape, or form.

Lisa didn't like that. She wanted to be told that her dreams were stupid and then she would tell them that she was going to be on the big screen one day. The idea of making it on your own was comforting to her, but she felt like a fool when she realized how expensive it was to live on your own and how lonely it was to be in the middle of California with no friends.

Lisa finally put her pride to the side and packed her bags, moving back into her childhood home in Montana in early February. Lisa's little brother, Scott, was indifferent. He was a quiet eighteen-year-old who kept his head in books, focusing on his studies. Lisa was wildly different. Where Scott was quiet and mild-mannered, Lisa was boisterous and outgoing. Scott had short brown hair, big green expressive eyes, and a skinny frame. Lisa had wild, flowing auburn locks, a wider, filled-out physique with thinner almond-shaped blue eyes, and a gorgeous smile.

They didn't hate each other, but they were more like distant cousins who saw each other every now and again instead of siblings who grew up together. When Lisa and Scott saw each other after four years, their conversation was certainly one they'd both remember.

"Hey Scott!" Lisa beamed before wrapping her brother up in a bear hug.

"Hi Lisa," Scott blushed slightly, very aware of his sister's large breasts pressing into his tank top.

"How've you been, buddy?"

"I'm good." Scott said after Lisa broke the hug.

"That's good. I heard you're graduating soon. Finally out of high school."

"Yup."

"Any colleges you looking at? Well, I should say, are there any colleges looking for you, Smart Guy?"

"I was thinking about Stanford. Maybe." Scott answered, blushing at the compliment.

"That's great!"

"It is, um... how've you been?" Scott asked.

"I'm doing alright. I just needed a change of pace y'know? Something different."

"You still plan on being an actor?"

"No. That ship has sailed. I'm not exactly... um... the acting type." Lisa said while splaying her arms downwards over her body. Scott looked down briefly and cleared his throat. Lisa was not fat. She was curvy. Noticeably curvy. Those curves made her downright beautiful in Scott's eyes. She wore a thin white t-shirt that couldn't hide her sizable black bra and a pair of jeans that hugged her curves. He cursed himself internally for perving out on his own flesh and blood sister.

"Not every actress is thin."

"That's not what I meant. I was told to... well if I was going to maximize my potential I'd need to slim down."

"Slim down what? Those are the way your... um... parts are shaped. Even if you lost fifty pounds they'd still be..." Scott trailed off when Lisa began to smirk.

"They'd?" Lisa said, grinning ear to ear now.

"Your... y'know..."

"What is it, Scottie?" Lisa said, using her decent acting chops to act like a dumb bimbo. It wasn't like she learned nothing over four years.

"Your boobs, Lisa. You have big boobs. There I said it." Scott admitted, his skin was tomato red.

"Thanks. I don't know why you were so nervous. They're just boobs." Lisa shrugged dramatically with her arms pressed together, teasing her little brother even more. Scott laughed it off while trying to calm himself down. He was cute when he was flustered. Lisa grabbed his shoulder and smiled warmly.

"Seriously though, I appreciate the compliment. It was just really... demoralizing to be told that. A woman told me that. I was told I'd end up being typecast as either the fat one or the hot one. I don't plan on doing topless scenes or being the laughing stock in some shitty high school drama."

"Those people suck. I'm... I'm glad you're back home, Lisa. I missed you."

"I missed you too, baby brother." Lisa gave her brother another hug.

"Baby? I'm an adult."

"Oh please. You turned eighteen like two weeks ago." Lisa said, holding onto the hug.

"It was in January!" Scott laughed.

"This is nice," Lisa said, feeling the warmth of their combined bodies. The siblings held each other in the middle of the living room for about two minutes, listening to each other's breathing and feeling each other's hands on their skin. When they finally broke the hug, Lisa kissed her brother on the cheek.

"Love you," Lisa said before grabbing her things and making her way up to her old room.

Scott brushed his fingers over his cheek. If his sister's kiss was only a few inches to the right... he shook those nasty thoughts out of his mind before making his way to his room. When he sat in his bed, his cock was rock hard. He opened his laptop, went on his favorite porn site, and looked for big-breasted redheads with gorgeous smiles. Of course, he found thousands of videos but they didn't scratch that itch. They couldn't.

*

In the early morning of February 11th, Scott and Lisa's parents came downstairs with silly smiles on their faces. Lisa and Scott sat on the couch, watching some soap operas on TV and not really paying attention.

"Alright kids," Their dad started.

"We're going on a little vacation. Scott you already know, but Lisa while we're gone you're in charge of the house, got it?" Their mom said.

"Got it." Lisa gave a thumbs up.

"No parties. No breaking things. We're going to be gone for a week. We'll be back next Sunday." Their dad said.

"Why are you guys going on vacation?" Lisa asked. Scott rolled his eyes.

"A little Valentine's week getaway to the bahamas..." Their dad said while snaking his arm around their mother's waist.

"Yuck." Lisa said, sticking her tongue out.

"Come on, don't be like that. Bring it in." Their dad said. Both siblings got off the couch and the family piled together for a group hug.

"Be good. Call us if you need anything!" Their dad said on the way out the door.

"Bye!" Lisa and Scott waved. They watched their parents pull out of the driveway before returning to the couch.

"Valentine's week... bunch a bullshit." Lisa said.

"You don't like Valentine's Day?" Scott asked.

"Nope. It's a soulless holiday that promotes poisonous little chocolate and candies full of shit not meant for human consumption and obnoxious acts that result in the rich getting richer and the lonely feeling like shit. Everyone has turned it into this end all be all. Like if someone doesn't go all out on Valentine's Day then they don't really love you even if you've been with that person since you moved to Cali. Even if you don't have the money to buy his favorite things on that one day despite being there every other day of the fucking year. Stupid, vapid pieces of shit they are. All of them." Lisa huffed, her anger and resentment rising to the surface.

"Um... Sorry that happened to you." Scott said.

"It's fine. I didn't mean to curse. What about you? You got any plans?" Lisa asked, cooling down.

"No." Scott answered quickly.

"Really? There's not a single girl you have your eyes on?"

"Well," Scott was actually smitten with a girl in his class. She was smart and quiet like him, but he never really got the chance to speak with her alone. "There's this one girl. I've wanted to talk to her but, well... she's always with her friend group."

"What's her name?"

"Eliza. She's a dancer."

"That's a nice name. You should ask her to be your Valentine."

"I'm not twelve. You don't ask someone to be your Valentine."

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"You know what I mean, dummy. Ask her out and use Valentine's Day to spur you on."

"I don't know..."

"Look," Lisa put a comforting hand on her brother's knee. "I know I just cursed Valentine's Day and put a hex on anyone who enjoys it, but that's on me. That's very much a me problem. You want to be with this girl? You think she'll make you happy and you'll make her happy? Go for it. You don't need candy or a card or anything. If you asked her out tomorrow I'd be proud of you. No matter if you succeed or fail. Alright?"

Scott nodded.

"Use your words, Scottie."

"Alright. I got it. It's just..." Scott hesitated.

"Just what?"

"Nothing. I... I have to pee." Scott got off the couch quickly as he made his way upstairs.

Lisa shrugged and grabbed the remote to channel surf. She regretted her rant but it just came out. She hoped she didn't ruin her brother's hopes with her negative attitude.

*

On February 14th, Scott came downstairs for school in a black Ralph Lauren polo shirt, jeans, and dress shoes. His wild curls were combed to perfection and he shaved the little bit of stubble he had for a nice, clean look. Lisa whistled, her little brother was handsome and sharp.

"Hey lady killer. Where's Smart Guy?" Lisa smirked.

"Oh don't worry, he's still here. Just feeling a little under the weather." Scott said with a never-before-seen smoothness to his tone and his walk.

"Should I go get him out of his room?" Lisa said as she walked to the bottom of the steps to readjust his collar.

"No. Like I said, he's sick." Scott smiled. Lisa leaned in and kissed his cheek again.

"You got this. Don't be too suave now, ladies can sense when you're not acting like a real person, alright? Just be yourself." Lisa advised her brother.

"Thanks." Scott hugged his sister back before grabbing his backpack and making his way out the door.

"Drive safe!" Lisa called out.

"I will!" Scott said with a smile. Scott drove to school with his confidence at an all-time high. His sister's kind words and encouragement had him over the moon and ready to ask out Eliza.

*

Later that day, Lisa sat on the back porch of her beautiful childhood home, taking in the sunset over the lake and the trees. A cool breeze blew through the air that had her reminiscing about the good days when she was young. When she didn't have a care in the world. Things were a bit different now. While her parents stressed that she didn't need to get a job immediately, Lisa wanted one. They told her to wait until summer, but she didn't want to be a 25-year-old mooching off her parents for the next few months until June rolled around.

All of her worries about her future stopped when she heard the front door slam. Lisa jumped out of the chair and rushed back inside to see Scott's backpack slumped against the front door. Lisa rushed upstairs to his room, but his door was locked. Lisa pressed her ear against his door and heard light sniffles. Her heart sank in her chest.

"I know you're out there, Lisa. I heard you coming upstairs."

"I heard you slam the door. Is everything alright?" Lisa asked.

"I'm fine." Scott lied.

"Clearly you're not. You've said hi to me every time you've come home before."

"Maybe I just didn't want to do it today." Scott said, his voice shaky.

"C'mon... Is it about Eliza?" Lisa asked.

"No..."

"Then what's wrong? Are you hurt?"

"Why do you care?"

"What?" Lisa felt like she got slapped in the face.

"I have to care." Lisa answered, still in shock.

"No you don't. Not really. Mom and dad have to care." Lisa could hear Scott holding back tears.

"Scottie, please... Mom and dad aren't here. Would you rather I just ignore you? Not ask how your day was? Pretend you don't exist?"

A pause.

"You wouldn't be the first person." Scott said sounding borderline suicidal.

"Scott Jerimiah Smith! Open the door right now! I have to know if you're okay! Mom and dad told me I'm in charge. I'm older than you. Open the door." Lisa said while banging her hands against the hardwood.

No response.

"Scottie... Please... I just need to see you..." Lisa begged.

Lisa heard her brother's footsteps until she heard the click of the door. Scott had stripped down to his white tank top and dark green boxers. His hair was disheveled and he had tears streaming down his face. It broke Lisa's heart. She immediately pounced on him with a loving hug, her hands running through his hair.

"What happened?" Lisa asked.

"She said no. But... but she was awful about it." Scott said.

"What do you mean?"

"She laughed in my face... Then... Then told her friends about it and they kept making... They kept making faces at me in the hallway. Then this... this guy... this..."

"Let it out." Lisa said, knowing that he wanted to curse.

"This fucking cunt said I was trying to take his girl... some fucker on the football team... I didn't even know she was in a relationship..."

"That's not your fault." Lisa said as she broke the hug and they sat on the bed. Lisa sat in the middle with her legs crossed and Scott sat on his pillows.

"I feel so stupid..." Scott plopped his head on Lisa's shoulder. "You were right about Valentine's Day."

Lisa felt a shock go through her system.

"No. I was wrong. You... you shouldn't think like me. You're young, shit happens. There's plenty of fish in the sea. You'll get over this, it just takes time." Lisa assured him.

"I've never even been kissed... I've never even held hands with a girl... I feel like a freak."

"There's nothing wrong with that." Lisa said, lifting his chin to make eye contact.

"Yes there is." Scott said, the pain making his voice crack.

"Why? Why do you think that's so bad?"

"Everybody around me talks about it. The fucking freshman get more action than I do."

"Who gives a shit? Who you sleep with or who you cuddle with doesn't define who you are as a human being. You're a sweet, kind, and gentle soul with a good head on your shoulders, Scott. If you meet a woman that has a problem with you not having experience, then screw her. She's not right for you. Besides, you said you're going off to college, smart girls are cool, y'know?" Lisa smiled.

"I just feel like I don't have the right... building blocks for this kinda stuff. Like... If I don't know what I'm doing I'll be shooed away for someone who's better. Who's more experienced or better looking or-" Lisa cut her brother off with a small peck on the lips. A sisterly peck but still a kiss.

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"I love you, Scott." Lisa's hands moved from her own lap to his trembling hands.

"Why... Why did you do that?" Scott said, blindsided by the fact that his first kiss was from his own sister.

"I told you. Cause I love you."

"You... we're not supposed to do that..." Scott said, his skin flushed.

"Says who?" Lisa said, rubbing her brother's arms.

"Society. It's... It's wrong."

"You're crying. I'm here for you. Even if you think nobody would want to be here for you."

"I..." Scott's eyes traveled down Lisa's beautiful face to her braless breasts swaying in her oversized red shirt.

"Do you want to kiss again?" Lisa asked. She wasn't going to force herself onto him. She wanted to guide him. Scott's mouth was moving but no words came out. Lisa continued to rub his arms, gently massaging his triceps and elbows. Scott's eyes were locked onto his big sister's lips and eyes. She was so nice and comforting that Scott felt he didn't deserve it.

"Yes..." Scott finally answered.

Lisa leaned in and kissed her brother a little longer. There was no tongue, but it was still a passionate kiss. Lisa felt Scott's muscles tense up in her embrace. She broke the kiss and smiled.

"I love you, Scott."

"I... I love you too. I'm sorry... I just... I just get frustrated sometimes..."

"It's alright. You had a rough day."

Scott leaned in and kissed her lips quickly.

"I really like kissing." Scott blushed. Lisa smiled brightly at his blushing face, finally smiling.

"I really like kissing you. Specifically." Scott corrected himself.

"There he is."

"Who?"

"Smart Guy. He's the one I like. He's the one I like to kiss." Lisa said.

"Oh."

"He's cute too." Lisa moved her hands from Scott's arms up to his shoulders, kneading the muscles.

"Thank you,"

"And he deserves a good Valentine's Day, don't you think?" Lisa smiled while suggestively biting her bottom lip.

"Um... I mean... sure?"

"Don't be nervous, Scottie. You've made me do something I haven't wanted to do for years."

"What's that?"

"Kiss a boy on Valentine's Day."

"Heh," Scott laughed to himself as his heart banged in his chest.

"I meant what I said about the chocolate though. Stay away from those, Ohmpfff!" Lisa was cut off as Scott gripped her waist and pushed her to her back. His lips were all over her, kissing wet and messily. Sloppy and uncoordinated, Lisa found herself moaning lightly as her little brother kissed under her chin, his nose banging against her jaw.

"Ow," Lisa giggled.

"You alright?" Scott said, his face immediately moving up from his big sister's neck.

"I'm fine, Scottie," Lisa tousled his hair and kissed his wet lips. "See? You're so considerate."

"Thank you,"

"You're very welcome. What do you want to do now?" Lisa asked. Scott froze for a second. Lisa noticed his throbbing erection pressing against her exposed thighs.

"I'd like to keep kissing you." Scott said.

"I'm all yours." Lisa smiled before Scott kissed his sweet, loving sister on her soft lips. Lisa closed her eyes and made out with her little brother, running her hands around his back and neck. Neither of them felt as though they were doing something wrong. They didn't think about it. They were just two siblings being there for each other in their room.

Lisa moaned into Scott's mouth when his erection was digging even deeper into her skin. His hands finally drifted to her tits, groping both through her shirt.

"Mmmhhh Scottie..." Lisa cooed when her brother finally broke the kiss to breathe.

"You like this?" Scott asked, his surprisingly strong hands kneading his sister's tit flesh.

"God, Yes... Keep doing that." Lisa begged as she pulled her brother back in for more kisses. They were both slobbering all over each other's faces, whimpering and moaning in pure pleasure. Scott squeezed and groped his sister's breasts as his tongue fought hers. Lisa had sensitive nipples, bringing herself to orgasm simply by rubbing them during her private time.

"I know this might... this might be weird but... do you masturbate a lot?" Lisa asked. Scott stopped squeezing as his cock pulsed in the fabric of his boxers.

"Yes..."

"Do you watch porn?" Lisa asked, kissing his nose.

"Yes..."

"A lot?"

"Sometimes."

"Do you want me to touch you down there?" Lisa asked, cupping his burning face.

"Do... Do you want to?" Scott asked. He was such a sweaty wreck. He didn't want to mess this up.

"Yes."

"Sure..." Scott said before leaning back, pulling his boxers down his legs, and sitting on the bed in just his tank top. Lisa smiled at his throbbing cock before moving around to lie in her stomach. Her hand brushed over her brother's cock head, causing a small dab of precum to hit her wrist.

"Mmmh." Lisa moaned before sucking her brother's salty cum off her wrist.

"Now," Lisa swiped another bit of precum off Scott's cock, rubbing the small amount in her hands. She gripped the base of his cock with her soft, loving hands, stroking her brother slowly.

"Shhhhiiittttt..." Scott hissed. Lisa planted a light kiss on his cockhead, causing her little brother's entire body to jump.

"This... this feels so much better with someone else..."

"You want me to go faster?" Lisa said, her breasts jiggling with every movement of her arms.

"No... it's fine... can... can I see them?"

"See what?"

"Your..." Scott, despite being jerked off by his sister, couldn't say boobs. Instead, he nodded in their direction.

"Oh..." Lisa moved up to kiss her brother's panting lips. She then took her hands off his cock before slipping her shirt over her head, leaving her in nothing but her cloth shorts. Her tits were marvelous with dark areolas and pretty nipples. Lisa covered her stomach with her arms, a slight blush on her beautiful face.

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