Swipe Right Ch. 01

"Oh you NEED to go! We had so much fun on that trip. Me and some of the girls from work went. That night we got kicked out of a casino for grinding on slot machines for good luck." She replies.

I just keep my phone open at this point. I have my own office so it's not like anyone is going to care.

"Did you black out? Haha" I reply.

"Pretty close! I think we went to some awful buffet and walked around the strip until 4am. I have never been that hungover in my whole life." She says.

We continue to talk about Vegas while I finish another beer. We continued to message for a few hours. Sharing stories and laughs about each other's past failings and triumphs. It feels great to finally feel like I'm getting back in the game again.

I finish two or three more beers and with a buzz going I tell her I can't stop looking at her pictures.

"Is that so? (;" she replies.

"Well if you're a good boy and play your cards right you might see much more"

My heart starts to beat faster as I reply.

"I'm always a gentleman whenever possible. I don't think we will have any issues"

We flirt some more but it's getting late. I need to at least act like I'm going to get some sleep before work. I message her that I'm laying down now and we exchange good nights.

As I lay in bed I can't help but feel excited. Like I'm waiting for Christmas Day. I just want to pick up my phone and start chatting again. But I know I need to sleep. Slowly I drift off into a wonderful dream.

Morning comes too soon. My alarm blaring echoes through my head. I stop my alarm and notice a few notifications on my phone. Messages from that girl last night. My heart starts to race but I have to get ready before I reply.

Quickly taking a shower and throwing my clothes on, I open up my phone.

"Good morning! I had such a fun time talking last night. I hope we can continue..." she says.

"I had a ton of fun! I would love to keep talking. Maybe even grab a drink?" I reply.

Grabbing my coffee I head out to work. There is a nice little skip in my step this morning. It feels good to be back in the game and talking to someone so beautiful. My bike ride feels like I'm the main character of a movie.

Luckily no meeting today so I got right back to replying to her. We talk back and forth so much that I almost don't pay attention to work at all. A permanent smile is plastered on my face as we tell each other stories and talk about how boring our jobs are.

My day passes quickly, so quickly I almost forget to leave at 5. Packing up my things I tell her that I'm about to bike home. On my ride back I'm still on cloud nine. Just full of a new energy I haven't felt in awhile. I can't wait to go on a date with this girl.

I don't think I'm going to work out today so when I get home I just jump in the shower. The hot water feels so good and refreshing. Almost perfectly relaxing my body for what's to come. When I get out of the shower I check my phone and notice a notification.

"Guess what I did today!" she says.

"What would that be?" I reply.

"I wanted to pick out a new outfit and ended up wandering into a new lingerie store..." she replies.

My heart is racing and I'm instantly hard. I hope she's not just doing this to tease me. I find it hard to reply with my hands shaking.

"Oh really? Did you get anything?" I reply.

"Do you want to see?(;" she quickly replies.

I don't even hesitate. My fingers quickly type my reply. "Yes of course!" My heart races and I'm hard and ready to go. She reads my reply but doesn't answer right away. Time seems to slow and what was probably two minutes feels like an hour. Three pictures pop up and my soul leaves my body.

All three seem to be taken in a dressing room with care taken to not show her face. The first picture nearly kills me. She poses in a pink lace bra and panties. From the cut it looks like a thong. Her body is like that of a goddess. The bra can barely contain her tits. They so badly want to push the delicate lace out of the way.

The second picture she is wearing a red lace teddy. It's just barely see-through enough that I can see her nipples. The tight teddy perfectly hugs the curves of her body. She clearly keeps herself in shape and tans often.

The third picture is of her in a mesh bodysuit that nearly has no material. She teases me by covering her tits and pussy. I can't see her face but I know she has a wicked smile. I scroll through the pictures several times. My heart is beating so fast I think I might die. I could tell she was sexy from her profile but this elevated her to a whole new level.

"Like what you see?(;" she replies. Breaking me out of my trance.

"I won't lie, I'm blown away. You look incredible in all of it. Just...wow..." I reply.

"What's your favorite?" She replies.

"It's impossible to pick honestly. It all looks so good on you. Some great choices that really show off your amazing body." I reply as I relax on the couch. Still hard from the pictures.

We reply back and forth a bit and it's clearly heating up. She talks about some other sets she looked at and what she likes and doesn't like.

"I wouldn't mind having some of this stripped off of me to be honest..." she replies.

"Oh really? Well I happen to be free" I reply.

"What would you do after you had me naked?" She replies back quickly. My cock is throbbing so I pull it out and start to stroke.

"Run my hands over that beautiful body. I'll just take you in for a while. Enjoy how sexy you look" I reply.

"You like taking it slow?" She replies

"Generally yeah! Especially with someone like you. Someone who clearly takes care of their body deserves to be enjoyed slowly." I reply as I slowly jerk my cock.

She sends me another picture. This one is her posing in the mirror showing off her ass. Confirming my suspicion that the pink lace panties were a thong. Her ass looks amazing. Perfectly shaped and made for a good slapping.

"You like? (;" she sends with it.

"Fuck...absolutely. Your ass is perfect." I quickly reply.

"Did I make you hard?" She replies.

"I've been hard for the last 20 minutes."

"Show me." She replies instantly.

With my cock already in hard I maneuver to get a good picture. I get some good lighting and snap a picture. Sending it to her with "you like?".

"Wow! Nice and thick, and your length is perfect for me." She replies.

Our messages grow hotter and hotter. Sending pictures to each other as the heat rises. It's been a while since I've sexted so this is perfect. Just a slow burn.

"I'm free tomorrow, do you want to get drinks?" She asks.

"I can do that! I'd love to" I reply.

"Do you want me to wear these pretty pink panties under my sexy red dress?"

"Please do, I'll be thinking about them all night" I reply.

"Are you going to be thinking about bending me over the bar and taking me right there?"

"I was thinking about the car after, but that works. I wouldn't mind pulling that dress up and yanking your thong down. Just sliding my full length inside of you right there." I reply.

"I'm pretty tight so you'll be stretching me out. Are you going to fuck me hard?" She replies.

"Oh the whole bar and maybe the block will hear you get fucked. I'd give that ass a few hard slaps as I pump my cock deep inside of you"

"Fuck my pussy is so wet thinking about it. Do you want to cum inside of me? Right there in the bar?" She replies. The energy is getting hotter and it's hard not to cum as I jerk off thinking about her.

"I think I'll have you drop to your knees and have you pull your dress down. So I can cum all over your beautiful tits." I quickly reply.

She sends me a picture that nearly makes me cum. Her tits are on full display, evenly tanned with perfectly sized nipples. They are probably DD, maybe a bit smaller.

"You want to cum on these tits?" She adds to the picture.

"I want to cover them in my hot cum." It's getting hard to reply. I need to cum so badly and luckily she gives me a reason.

"I want you to jerk your big cock to my tits. Cum for me baby. Cover those tits with your cum." She replies.

I don't need much more encouragement. My cock spasms and my body shakes as I shoot a huge load on my stomach. Rope after rope of cum spews out of my throbbing cock. My toes wiggles as an intense orgasm flies through my body. It takes me a second to catch my breath.

"Goddamn that felt good!" I reply.

"Did you cum as hard as I did?" She replies. Knowing she also came sends a shiver down my spine.

"I came a huge load. Holy shit it's been a long time since I came that hard" I'm still catching my breath as I reply.

"Good (; I can't wait to see you tomorrow. Maybe if you're good I'll make your fantasy a reality."

We talked a bit more before both saying goodnight. I jump in the shower excited as could be for our date tomorrow night. It's hard to even shut my eyes. I'm so excited. Eventually my eyes close and I slip off to sleep.

4. A Shock to the System

My alarm going off shot me out of bed in an instant. I was almost ready to go as soon as it went off. The excitement in the air was thick. Springing out of bed I head straight to the shower. It's like I'm floating on a cloud of good energy. A smile permanently on my face.

Getting out of the shower I check my messages. There are several from her already. Opening them I find a picture of her in a sexy red dress. Skin tight it hugs her body and just barely covers mid-thigh.

"I can't wait for tonight (; dress to impress" she says.

"Oh I have just the outfit for tonight. You look so sexy I have to match that." I say.

My ride to work is a blur. My bike seems to guide itself to the office. I could have been hit by a car and never noticed. Not even a two hour meeting about password safety could kill my mood.

Sitting at my desk messaging her back and forth one of my coworkers notices my happy aura radiating off of me.

"What's got you so happy?" He says.

"Big date tonight! Met a girl who's extremely smart and even more good looking. Just really ready to get out of here." I say.

He just smiles and walks away. He's an older guy so he knows that young love feeling. I continue to work diligently but can't help but keep checking the time. Counting down the minutes until I can get out of here.

Relief comes quickly though when the clock strikes 5:00 PM. Logging off and grabbing my things I race downstairs to ride home as quickly as possible.

The outfit I picked out is smart and classy. Not too dressed up but enough to impress. With our outfits we will absolutely be the talk of the bar. I make sure to do a deep cleaning in the shower. Taking my time after to make sure every hair is just where it needs to be and my facial hair is neatly trimmed.

I watch as my Uber gets closer to my place. Each minute feels like agony. Finally though my driver arrives I'm off to the bar.

The bar we picked is pretty classy. Not the kind of place you hear loud music or anything like that. The kind of place where a cocktail can cost twenty five dollars. I walk in and the place is pretty slow. I'm also earlier than I thought.

The place is classier than I thought. Nice moody lighting and soft piano playing in the background. I walk up to the bartender and order a drink. Finding a nice spot where I can see the door but also gives us some privacy.

Time seems to slow as I wait. I tap the table again and again. My leg bounces as the anticipation builds. I look at my phone and only a minute or two has passed. Goddamn this is going to be torture.

The door opens a few times and my head shoots up to look. Only to find it's a couple or an employee coming in. My foot tapping grows louder and louder. I almost can't stand it.

The front door opens and my heart nearly jumps out of my chest as I see a hint of red coming around the corner. Following up from the mid thigh I follow the curves of her body. It's absolutely her. The dress follows her curves up to her perfectly perky tits. Following up I get to finally see her face. The face that has been hidden for so long.

My heart nearly explodes followed by my brain. I can't really process what I'm seeing. I feel the blood leave my face and the sound of the piano fades. My focus is purely on her face.

The face of my older sister Megan.

I don't even know how to react as she walks towards me. Not a hint of confusion on her smiling face. Walking over to the table her hips sway perfectly. Her tits have a slight bounce.

"Hello Max! I see you have already started with a drink." Megan says with a smile.

I just keep looking at her. My mind is racing with too many thoughts. I swear steam could be coming out of my head. Just looking at my sister I can see her nudes flash in my head.

"Are you going to offer me a drink? Vodka soda would be great." She says.

I look around and continue to try and process. Robotically I get up and order her drink. Promptly bringing it back to her. Sitting back down I continue to stew in my disbelief.

"Are you going to say something or is this going to be a one-sided date?" Megan asks. Sipping her drink.

"How...did...I'm not sure..." I stammer.

"Haha seeing you flustered is kind of charming. Go ahead and ask." She says.

"Did...did you know it was me?" I ask.

"I didn't at first but you told a story that I recognized. After you sent some nudes I noticed a birthmark on your hip. By then it was too late." She says.

"I haven't dated anyone in years and we had already gone that far. So I figured a date would be fun." She says.

"This...this is wrong. We can't do this at all. We can't do what we have already done. I..." I say.

"I find you attractive Max." She says bluntly.

"I didn't know it was you at first. Body type looked familiar but I wasn't sure it was you. But once I heard the story you told and saw the birthmark I knew it was you. By then I was already attracted to you." She says.

This is all so much to take in at once. I nervously sip my drink. Trying to think of the words to say. Trying to come up with something that can make sense of this. Megan breaks my train of thought.

"Are you attracted to me?" She asks.

What a question to hit me with at a time like this. Already processing that I sexted my sister and have jerked off to her nudes. Now she sits in front of me in a sexy red dress asking if I find her attractive.

What do I even say? Yes, I find her attractive. But it's wrong. I can't say that about my older sister. If I say no it could hurt her and she would know I was blatantly lying.

"I do, but not in a weird way." I reply after a long pause.

"Hahahah okay, now we are getting somewhere. Not in a weird way though." She says. Slowly sipping her drink after. Never breaking eye contact with me.

"How was work today?" She asks.

The very normal question kind of catches me off guard. It almost perfectly breaks me out of my train of thought. I switch back into a normal headspace.

"It was pretty good! Work is never really that hard. Just very boring most of the time. I've automated large aspects of my job so it's mostly just plugging holes that happen along the way." I say.

"Do you plan on staying there forever or do you want to move on to something more?" She asks.

"That's honestly a good question. The company I work for is pretty solid. I can move up into senior positions and at times it feels like I'm being prepped for that. On the other hand I've seen a lot of good people get burned out at this company. So I'm kind of in a wait and see phase." I reply.

"I'm so happy to see you doing well for yourself. You even shop like you're doing well for yourself. That outfit fits your body perfectly. You look so handsome that I could almost see you before I walked in." She says with a devious smile. She won't let forget this is a date.

"How has your work been?" I ask. Attempting to change the subject.

"Ehhhh kind of on and off. I've been looking for a new opportunity and a friend reached out about a position at an airline. I would get to travel a lot and work on my tan. It's a little less than I currently make but honestly the office is killing me." She says.

I can't help but notice how pretty Megan looks in the soft light. It makes her skin look perfectly smooth and really highlights the nice areas of her face. She must have noticed me looking because she gave me a warm smile.

We talk casually for a while. The conversation feels very natural and the awkwardness starts to fade a bit. The conversation swings back to how our messages were. Funny stories and talking about the future. By the time we are a few drinks, I've relaxed completely.

"So do you usually take a date home the first night or are you a second date kind of guy? Maybe even a third date guy?" She asks with a devilish grin.

"What do you take me for? Some kind of man-whore? Always a second date at least." I reply, slightly slurred. I don't drink often so I'm a little buzzed.

"I was hoping to see your place tonight but I can wait for another one, if I'm getting another one..." she says.

The combination of relaxed conversation and alcohol has numbed me to the fact that this is my older sister. I'm in the mindset of this being a date now.

"How about dinner and a walk along the pier. My treat, of course." I say.

"I'll be busy the next few days but how about Sunday?" She replies quickly.

"Sunday would be great." I say as I finish my drink.

We both finish our drinks and it's gotten rather late. Both of us have work tomorrow so now comes the awkward moment where one of us has to propose leaving.

"It's getting a bit late for both of us I think. Should I pay the tab and walk you out? Or do you want another drink?" I ask.

"I can't be too hungover tomorrow so I'm ready to go haha. I have some very long meetings tomorrow" she says.

I get up and pay the tab. Walking back over to Megan I'm struck by her beauty again. Sister or not she is truly stunning. The red dress she wears just shows her off perfectly. As she gets out of her seat I can't help but give her a once over. It's like time stops to admire her.

As I approach her Megan reaches out and grabs my hand. Pulling me close to her and gripping my hand tight.

"Let's go, my handsome date." She says.

We walk out of the bar where her Uber is waiting already. I turn to Megan to say goodnight and as I do I'm shocked by her slick and swift move. In one motion Megan slides her hands to my sides and pulls me close. She kisses me deeply.

This isn't a sister kiss or even a first date kiss. This is a "I want you to rip this dress off kiss." The energy she gives off is intoxicating and I can't help but kiss back. I know it's wrong but having such beauty gives you a deeply sexy kiss makes it hard to resist.

The honking of the driver breaks our kiss. Megan pulls away and her face is flush. She smiles at me in a way I haven't seen before. She kisses my cheek and lets the kiss linger.

"Thank you for the wonderful date. I can't wait to see you again." She says with that warm smile. Getting into her ride for the night.

As she drives off I shiver. What even just happened? Even on my ride home I don't even really have time to process it. I thank my driver and stumble up to my apartment.

Jumping in the shower I let the warm water bring me back to earth. The steam just takes all the weirdness away and lets me think. That was one of the best dates I've had in years, with the strangest person possible to have it with. I have a mix of excitement and confusion running through me.

Getting out of the shower I hear my phone ding. Wrapping a towel around my waist, I go to grab it. There is a message notification from Megan. I open my phone quickly to check it out.

My heart nearly bursts into a thousand pieces. She sent me a picture of her dress pulled up. Exposing the pink thong she promised to wear. Her ass is near perfection. I'm surprised her dress could even contain its size.