Current Crush!

Chapter Six: Above and Beyond

Annabelle woke up in bed with Rebecca early in the morning to the annoying sound of her phone's alarm. She didn't sleep much last night from the combination of the sounds of Luna getting fucked by James in the other room and her own thoughts that she couldn't quiet. She had been so caught up in her newly incredibly active sex life that she hadn't thought about the future. What would Current Crush really do to her future? Was she going to end up quitting her job to pursue getting fucked 24/7 like Rebecca? She seemed happy with her life... but would Annabelle be? But as her alarm reminded her how much she hated the endless cycle of her current job, maybe a change wouldn't be so bad.

As she started to roll out of bed, Rebecca reached over to grab her hand. She groans, still half asleep, "Don't go. Skip work and cuddle."

"I wish I could. But I'm already broke enough as is. I'll see you later?"

Rebecca huffs, disappointed, then sits up enough to plant a kiss on Annabelle's lips. She whispers, "Damn right."

Annabelle gathers what remains of her clothes and heads out into the living room. As she heads to the door to leave, she notices the torn apart remains of the thong she wore yesterday. She almost felt bad seeing it destroyed after having it for so long, but the feeling of wearing no underwear at all felt... strangely freeing. Before a few days ago, she wouldn't even consider going out without a bra, and now she was leaving without a bra or panties. But that was one of the more tame things she has changed about herself in the past few days.

She drove back home to get dressed for work, deciding to remain commando and then arrived at work a few minutes early. The day went on slowly, she decided to avoid using Current Crush at work out of fear of a repeat of the other day. However, she did submit both the photo of Rebecca eating her out and the entire video of her getting fucked by James. The battery had risen up to 10% as a result. About halfway through her shift, she walked into Michael's office, breaking the silence that has been between them since yesterday morning.

"Hey."

He looked up from his paperwork to respond, "Hey. What's up?"

"You busy?"

He shook his head and gestured for her to come in. Annabelle walked into the office and closed the door behind her. She sat across from him at his desk, "Dad wants to have dinner this weekend, you down?"

"Uh, yeah sure."

There was an awkward air between them. Annabelle decided to stop beating around the bush.

"We gonna keep avoiding each other?"

"I'm not avoiding you... I just don't know what to say."

"Really? You had some things to say yesterday."

He blushed and chuckled slightly in response before saying, "You had a lot more to say."

"You aren't wrong. But I don't want things to be weird between us. Can we pretend it never happened?"

His eyes seemed conflicted. He looked at her in silence for a moment, then shook his head. He spoke in a quieter voice, "I don't know if I could forget about that even if I did want to."

"Meaning... you don't want to forget?"

His eyes moved down to her nipples poking through her button up shirt, then back to her eyes. He responded, "Meaning that even if some crazy app made you do it, you told me you wanted me to 'pin you down and fuck you.' And even worse than that... I didn't tell you to stop."

She felt herself once again feeling conflicted. It was true, there was a large part of her that wishes he could fuck her right here and now... but the rest of her knew that could never happen. But despite that, she still decided to push things.

"So what are you saying? You want to fuck me?"

"Jesus, Annabelle! You're my little sister!"

"And yet you used my underwear to masturbate last night, just like I told you to. Didn't you?"

He blushed hard and looked away from her in shame. Annabelle was really pushing her luck. She leaned forward to speak in a seductive voice.

"I want you to think about me when you stroke your cock. We can never do anything... so you just need to take full advantage of your imagination."

"Fuck, Annabelle. I can't believe you are talking to me like that. Is this the app making you do some dare?"

She shook her head, then said in a matter of fact tone, "Nope. This is because if you weren't my brother I'd climb under your desk and suck your cock right now."

He bit his lip in response, then practically stared at her tits. She scoffs in response to his gaze, "What, no disagreeing? My boobs that distracting?"

"Uh, sorry. I didn't mean to, uh..."

He trailed off. She smirked, an idea popping into her head. She asked confidently, "Wanna see them?"

"What?"

"My tits. You need something to jerk off to, right?"

He looked her up and down, then asked, "A-are you being serious?"

"Why not? You saw every inch of me when I was sleeping and you stole my panties already, remember? What's different about now?"

"What if someone comes in?"

She smiled mischievously, saying, "Then I guess I gotta be fast."

Not waiting for him to respond, Annabelle started to unbutton her shirt starting from the top. She slowly lowered down, revealing more and more cleavage as he watched silently with wide eyes. As she reaches the last button beneath her breasts, the entire inner half of both boobs are fully visible, with only her nipples being barely hidden. She looks up at his eyes that are glued to her body. She reaches one hand under the loose side of the shirt, then pulls her boob out and lets it bounce as it drops, fully on display for Michael. She does the same to the other, then subtly wiggles her torso to make them jiggle for him. He, meanwhile, gawks at her like he could cum at any second. Getting a kick out of teasing him, she decides to push further and ask him a question.

"You want to touch them?"

"D-don't you think that is a little much?"

She sighs dramatically, "So you don't want to touch them?"

"W-well, I didn't say that."

She grins, feeling herself getting more horny by the second as she feels the air on her wet pussy through her miniskirt. She commands him, "Well then squeeze them before I put them away."

Too horny to continue denying her, he leans forward and reaches over the desk towards her chest, but she reaches out and grabs his wrist to stop him. She smirks and teases him, "I can't believe you would try to grope your own sister... you're such a pervert."

He watches her button her shirt back up and scoffs, "You're such a tease. I can't believe my little sister is so slutty."

"You'd like that, wouldn't you? If I was your little slut."

"Maybe I would."

As they eye each other, suddenly, someone knocks on his office door. His eyes go wide, then he clears his throat and answers, "Yeah?"

As the door opens, Annabelle stands up and gives him a wink, before walking out of the office to leave him with the man that knocked. She walks back to her desk, thinking about what just happened. She knows that she pushed things too far, that was obvious. But... the idea that he wanted to fuck her was too overwhelming. Nothing would ever happen, was it wrong to fantasize? Or to flirt a little bit?

The rest of the work day dragged on, but eventually came to a close. As she headed out to her car, she finally opened Current Crush. She clicked on the Daily Task section once again, then clicked on 'dare.'

"Welcome back, Annabelle! We saw that you had a very nice night yesterday! If we had to guess, walking is probably pretty hard after all that. Today, to change things up, we are going to give you two options! To be blunt, you can either go to a tattoo shop and get a tramp stamp with any design you choose, or get your nipples pierced! Make sure to show us either option!"

This was getting a bit absurd. She had to permanently modify her own body for the sake of this damn app now? But, despite her frustration, she has always thought about getting more tattoos and piercings. A tramp stamp would be a little too hard to hide (not to mention expensive), so she had no other option. She had to pierce her nipples. The idea of going alone was very intimidating, she didn't even get her ears pierced by herself. She decided to text Riley.

"Hey, you busy rn? I want to pierce my nipples and I need my emotional support Riley."

After a few minutes she responds, "On my way, pookie! Where we going?"

About half an hour later, the two girls meet outside a tattoo and piercing shop in the downtown city. Riley smiles and holds her arms out to pull her into a hug. As they break the hug, Riley asks bluntly, "Not that I think it is a bad idea, but why? I didn't even know you were considering this."

Trying to come up with an excuse, Annabelle said, "Oh, I don't know. I just want to feel sexy."

Riley rolls her eyes, "You already are! But you're gonna look great, I already know. You nervous?"

"A little. I called the shop so they should be expecting us. You think it'll hurt?"

She laughs, "Yeah, probably. I'll hold your hand?"

"My hero."

The two head inside and talk to the girl working the front counter, before another woman walked out from the back of the shop. She smiled and asked, "Hi! Annabelle, right? I'm Ruby."

Ruby was gorgeous and had black hair with red highlights. She had at least two dozen tattoos that Annabelle could see, covering both arms, her legs, and her cleavage. She wore a black top that had two thin straps holding it up, barely containing her breasts. She wore tight black pants with several rips, showing off even more tattoos underneath. She had a septum piercing and two snake bites under her plump lips detailed with black lipstick. She had large silver hoop earrings and a cross necklace that rested at the top of her cleavage. Annabelle tried not to check her out, at least while she was looking.

"Nice to meet you! Thanks for taking me on such short notice."

"No problem at all! Now, we have a private room in the back where we normally do stuff like this. We can go alone or you can bring your friend with you if you'd like."

Annabelle looks over at Riley, then confidently says, "Oh, she's coming. Nothing she hasn't seen."

The three laugh, then Ruby nods, "Perfect, want to just go ahead and head back to the room and lie down and get that shirt off, then I'll be just a second, okay?"

They thank her, then walk to the back private room. As they close the door, Riley says bluntly, "She was hot."

They both laugh, then Annabelle agrees, "Yeah, if anyone is seeing me topless, I'm glad it is her."

As she speaks, she once again starts unbuttoning her shirt. Riley watches, her eyes tracing her cleavage, until she notices Annabelle looking back at her. She blushes slightly, then says, "Sorry. I always forget how hot you are."

"Look who's talking. But you can look all you want."

She finishes taking her shirt off and sets it down on the foot of the long, cushioned chair. She lies back, displaying her perky tits for Riley to eye up and down. Annabelle, enjoying the attention, teases her and reaches up to place her hands at the bottom of her breasts and push them up.

"That better for you?"

"Oh yeah, just keep doing that!"

She speaks with a joking tone, but her eyes have a different intention. No matter how many other people she flirts with or hooks up with, nobody seems to affect her the way that Riley does. Annabelle flirts with her, "I wish I wasn't the only one undressing. Feels awkward."

"As much as I would love to get naked with you, Ruby might have a problem with that."

Annabelle shrugged playfully in response, saying, "She can get naked too. I don't mind."

They both laugh, then a moment later, the door opens and Ruby walks inside. She smiles, asking, "You ready?"

Annabelle nods and Ruby sits on a leather chair beside her- her eyes finding their way to her perky tits in front of her face. Riley sits on her other side and reaches her hand out to squeeze Annabelle's to keep her attention. Ruby, her eyes firmly locked on Annabelle's nipples, asks casually, "What made you decide to do this?"

She prepares the needle as she speaks. Annabelle shrugs, "Oh... I just wanted a change. Wanted to look hotter, I guess."

"Well I don't think you're lacking in that department, hun."

Ruby reaches up and rubs a single finger against her hard nipple, sending a shiver down Annabelle's spine. She can't help notice Ruby's cleavage that is even more visible as she leans forward to get a better angle. Her boobs hang down to make it very clear she isn't wearing a bra, and the upper edge of her areola is just barely visible. Combined with her gentle touch on her breasts, the sight is enough to distract her nerves slightly. As she brings the needle up to pierce the nipple, Annabelle looks away and at Riley. Riley holds her hand tight, but her eyes are practically glued to her best friend's tits.

Annabelle winces in pain and tightens her grip on Riley harder, making her finally look up at her eyes. Neither speak, but instead just stare into each other's eyes. Ruby pierces her second nipple as the two are distracted by each other.

"And there you go!"

Annabelle looks down as she is presented a mirror to get a better look at herself. Her boobs sit perfectly with now two sizeable gauges highlighting her pink nipples. All three women stare at them, none saying it, but all turned on. Annabelle looks up at Ruby with a wide smile and says, "They look fantastic! Thank you!"

As she does, though, she noticed Ruby subtly biting her lip while staring. Her attention quickly snaps back up to her face after Annabelle speaks. She responds with a warm, professional tone, "No problem at all! I am glad you like them!"

Riley interjects rather abruptly and asks, "Can I touch them?"

Annabelle blushes and Ruby laughs to herself, but Riley shows no shame in her words. Annabelle nods, "Obviously, I need your input."

She grins playfully, then reaches out and gently runs a finger over her hard nipple. Her finger slowly explores, brushing against the metal and her areola. She wants to moan and let Riley know how much she likes the sensation, but Ruby is still a foot away from her. However, the thought brings Annabelle's attention back to Ruby- who seems very focused watching Riley's hand. Feeling bold from all the attention she is getting, Annabelle asks Ruby, "You want to try too?"

Surprised, she asks, "Huh? Oh, sorry, didn't mean to stare. You're not serious, right?"

"You pierced them, I could use your expert opinion on how they turned out."

Riley matches the mischievous look on Annabelle's face, then adds, "We won't tell. Promise."

Despite her obvious hesitation, Ruby reaches out and places two fingers on Annabelle's other nipple. Now both women rub and squeeze her, feeling every inch of the gauge. Annabelle and Riley make eye contact, and she decides to be a little more bold. Riley moves her finger off her nipple, and instead fully squeezes her boob in the palm of her hand. Annabelle no longer cares about subtlety and lets out a moan against her touch. Ruby, again, looks surprised, but matches Riley's energy after a moment of thought. Both women feel up her E-cups, practically drooling as they touch her.

Was this real? Annabelle didn't even need the app to make this happen, but somehow her best friend and a beautiful woman she just met were groping her at the same time. It was obvious all three were horny, but it wasn't clear how far the two women were willing to take... whatever was happening. Nobody spoke for a while, until eventually the sound of talking outside the door came from the rest of the shop. The sound seemed to snap Ruby back to reality as she cleared her throat and took her hand back. Riley took it as a sign to do the same.

"Wow, that was... very unprofessional of me. As much as I really enjoyed that, how about we get you dressed and I let you girls get out of here?"

Annabelle smiled in response and got up from the chair to respond in a quiet voice, "I enjoyed it too."

Ruby blushed and giggled, but then said, "Right... well, I'll be at the front desk when you guys are ready."

She practically forced herself to leave. Now alone, Riley and Annabelle laugh.

"You're so naughty. I can't believe you got her to do that."

"Please, you're the one that asked to feel me up!"

"You complaining?"

Annabelle gave a coy shrug, "Only that you stopped."

Riley's eyes moved up and down one last time, before she handed Annabelle her shirt. After getting dressed, the two headed out to the front of the store to pay. Ruby stands at the front counter, waiting for them. After paying, Annabelle spoke in a playful voice, clearing with an underlying meaning.

"Well, thank you, Ruby! That was amazing, we will absolutely be coming back to see you again."

"I guess I have something to look forward to then! You girls have a good night."

Annabelle made a point to look down at Ruby's cleavage for a last time, then she and Riley left the shop. They walked down the street together as they spoke.

"She was so hot."

"Not as hot as you."

As Annabelle spoke, she gently slapped Riley's ass. The two jokingly hit on each other often, but the line of whether or not they were joking was becoming increasingly thin.

"Annabelle, you keep that up and I'm going to have to take your clothes off again!"

"So you're saying I should do it again?"

They both laugh and continue up the act for a while until they get back to their cars.

Riley pulls her into a hug and plants a kiss on her friend's cheek, saying, "We should have a movie night to finish things up this weekend. I miss your face."

"It's a date."

They smile at each other, then bid farewell as they both head home. Exhausted from the work day combined with what happened after, Annabelle collapses back on her bed. She pulls her phone out to finish her final task for the app today. She presses on the daily task button, before clicking the remaining option- truth.

"Welcome back Annabelle! We love how your piercings turned out! For your truth, we will keep it simple! Please describe to us how you lost your virginity!"

A few days ago, this would have pissed her off. Now, this seemed relatively mundane compared to some of the other things she has had to do. It wasn't a story she thought back on often given the person it happened with- her ex-boyfriend, Martin. The two hadn't spoken in around two years now- ever since she got revenge on him by hooking up with his best friend. Most of her thoughts about him were not exactly... pleasant. However, the first time they had sex was one of the few memories that wasn't nearly as awful. Martin, unlike Annabelle, was very experienced and had been with several women before. Because of this, he was very kinky in bed and had some strange ideas of what to do for their very first time.

--

They had been dating for three months at this point and Annabelle was incredibly nervous to have sex, especially since she had heard rumors from girls at school that Martin was amazing in bed. But Martin asked her about it- a lot. She knew that before they started dating he would hook up with girls all the time, so she felt bad making him wait. When the day her birthday came, they talked about it and decided it would be the perfect time. Annabelle's parents were going to be at work until 5pm and Michael would be at his girlfriend's house until dinner time when the family would celebrate together. This meant they would have two full hours to themselves, and Annabelle agreed to let Martin do whatever he wanted to her.

The time came and they got home from school, Martin wasted no time in pushing her against the wall the second they got in the door. They kissed passionately, his hands finding their way to her waist. As the two kissed and pressed their bodies together, they slowly started walking towards Annabelle's bedroom, never breaking their interlocking tongues. As they go, they desperately grab at each other's clothes to pull them off. Martin manages to get his hands under her shirt and throw it on the floor of the hallway as she pulls off his belt and unzips his jeans. They finally push the door of her bedroom open, giggling into each other's mouths. They quickly back up to the bed and Martin pushes her onto her back. Annabelle slid off her skirt, now laying in just a pair of matching Victoria's Secret underwear, a black lace pair with a floral design. The sight of her almost entirely naked body just turned him on more as he threw his shirt off and quickly dropped his jeans. Now in just his boxers, his bulge was very obvious.