EM&J: Shyppd

It’s been four months since my boyfriend, Brock, broke up with me. I spent the first month mourning our lost love, then about a month telling people I’m “working on myself”, and two months striking out with the blind dates my friends set me up on. I finally decided to download Shyppr, the latest trendy dating app.

After a few ‘definitely nots’ and a couple ‘maybes’ I came across Jason’s profile. His first picture was of him in a black suit and bright blue tie, smiling at the bar with some friends, or maybe work colleagues. The second picture was a close up of his face, his jet black hair styled up with a serious look on his face, his sky blue eyes piercing through the camera. Next, was a photo of him taken while playing beach volleyball, his skin, tight and tanned, emphasizing his muscular body, poised to bump the ball.

Three pictures in and I was already swooning, picturing our future together.

The last picture was of him at a cafe, about to take a sip of his black coffee. At second glance, I noticed the logo on his cup. It was The Donut Whole, the same cafe that I always go to. I wondered if I ever saw him.

According to his written profile he’s a forensic accountant for some firm here in New York. A nice, stable job.

I decided to swipe right on him. As his pictures whooshed away my heart leapt into my throat.

“What if he doesn’t swipe right on me?” My mind quickly flooded with doubt. “Why would he? No one’s been interested in me since Brock.” I tried to fight back the negative thoughts. “Maybe he just hasn’t seen it yet.”

After a few minutes of staring at my phone, barely noticing the next profile, I hit the power button on my phone, and tossed it on the bed.

To distract myself, I grabbed my laptop and opened Hulu. I resumed my episode of Pretty Little Liars and tried not to focus on my phone.

Ding!

I quickly grabbed my phone and unlocked it. One new notification. “New Match: Jason. We’re already Shypping you two!”

My heart jumped back into my throat as I clicked on the notification. After a loading screen with the Shyppr logo, it opened a chat screen. I quickly typed, “Hey.”

My finger hovered over the send button, and the doubt set in again. “What if he swiped right by mistake.” No. I can’t think like that.

“I need to add something to seem interesting.” I thought to myself.

“Hey, I noticed you were drinking coffee in one of your pictures. Was that at The Donut Whole?” This time I hit send before I could second guess myself.

Sent. Delivered. Read. He had the chat open already. Typing…

“Yeah. Have you ever been there?” He replied.

“I go about once a week. But I usually get boba milk tea, not coffee.” I sent back.

“Haha, so basic. It’s pretty cool you know about TDW.”

He thinks I’m cool. My heart fluttered.

“So, what are you doing?” I asked.

“I actually just got home. I’m going to take a shower then probably relax on the couch with a movie.” I couldn’t help but imagine him in the shower. I already knew what he looked like from his beach volleyball picture, my mind was aflutter.

Trying to keep my thoughts clean, I asked, “What’s your favorite movie?”

“I know you’ll probably think it’s dumb, but Fast and Furious is actually my favorite movie.”

“I’ve actually never seen it.”

“Oh yeah? I’ve actually got all of them if you’d be interested in watching them some time.”

“I’m not doing anything tonight.” As soon as I hit send, I immediately regretted it. What was I thinking? I don’t know this guy.

There was a few minutes pause, then he sent back, “Oh. I guess tonight is fine.”

“I mean, it doesn’t have to be tonight.”

“No. Tonight is fine. I’ll make popcorn when you get here ;)”

He sent me his address. I looked it up and it was actually pretty close, but I told him it was gonna be about half an hour, so I could change and get ready.

Hopping off my bed, I quickly ran to the bathroom and looked in the mirror. My curly red locks were messy, so I tried to brush them. After realizing that wasn’t going to happen, I gave up and focused on what I would wear.

I had on an extra large t-shirt that was basically a nightgown on my small framed body. Obviously that wouldn’t do, so I pulled it off and tossed it aside. Looking at my naked body, I didn’t feel very confident, so I would need my secret weapon.

I went to my closet and rummaged around until I found it, a sexy, red lace lingerie set. One of the few “gifts” from Brock I actually kept. Jason won’t see it tonight, but just wearing it boosts my confidence and I need as much of that as I can get tonight.

We’re just watching movies at his place, so I need something fashionable, yet comfortable. I grabbed a pair of black leggings, you can never go wrong with leggings. Next I found a red, ribbed sweater and pulled it on. I slipped on my brown knee-high boots and grabbed a scarf. I threw my purse over my shoulder and I was ready.

The air outside was brisk on my skin, making me glad for the scarf around my neck. Jason’s apartment was only a few blocks away. The closer I got, the harder my heart beat.

When I opened the door to his building, I could already tell that I wouldn’t be able to afford living here. His apartment is 402, so I step into an elevator and hit the button for the fourth floor.

It was easy enough to find his door. I took a breath and raised my hand to knock on the door. For a moment I considered just walking away, but I didn’t. I knocked on the door. Hearing it unlock made my heart feel like it was about to beat out of my chest.

“Hiya.” A perky brunette answered the door and looked down at me. She was wearing a light blue silk pajama set that hugged her body so perfectly it almost looked painted on. “Can I help you?”

Something about her was familiar, but I couldn’t place it. Then she pulled her hair behind her ear, and it clicked. She was in the picture of Jason at the bar. Was she his girlfriend?

I clutched the strap of my purse, and said, “Oh. Uh. I- I think I have the wrong door.”

She gave me a kind smile, then turned and called out, “Jason, she’s here.”

I couldn’t help but stare at his body as he walked up, wearing only a pair of gray sweatpants. Somehow his muscles were even more defined than in the picture. He was even taller than she was, and seeing them together made me feel especially small.

“Thanks, babe.” He said, before kissing her. Then he turned to me and opened his arms for a hug. “Emily, welcome.”

Confused, I stepped forward and reciprocated his hug. After an awkward silence I let out a nervous chuckle, and said, “Looks like I’m overdressed.”

“I think you look great.” The woman answered.

“Come on in.” Jason said. “I was just about to make some margaritas, if you’re interested.”

“That’s actually my favorite.” I said, relaxing a bit. I walked inside and closed the door behind me.

“Hey, hun.” The woman started. “Would you mind taking off your boots and leaving them by the door?”

“Oh. Yeah, Sorry.” I stopped suddenly and tried to pull my boot off.

“No need to apologize, you didn’t know.” She was very welcoming.

My boot was stuck, so I pulled harder, and when it finally came loose, I lost my balance and fell down. The woman came rushing over. “Are you alright?” She asked.

“Yeah,” I said, rubbing my elbow. “I’m pretty clumsy.”

“Here,” She took my other boot in her hands and pulled it off with ease. “Let me help you.” She stood up and held out her hand.

When she pulled me up, our bodies were almost touching, and I could feel my face glow red from the closeness. With a small cough, I stepped back and said, “Thanks. Uh… I never caught your name.”

“Oh, goodness me,” She said. “My name’s Megan.”

“Thanks, Megan.” I brushed my hands on the bottom of my sweater.

I followed her into the kitchen where Jason had three salt-rimmed glasses of margarita poured. Megan sat down on one of the barstools and I sat down next to her. Jason slid a glass to each of us before sitting down on the last barstool.

“I heard you take a tumble in the hall,” He said, taking a sip of his drink. “I hope you’re alright.”

“Yeah, I’m pretty clumsy.” I explained. “Stuff like that happens all the time. I’m used to it.”

“Sounds like you’re pretty tough.” Jason said, as he moved his hand onto my thigh, squeezing lightly. I jumped slightly at his touch.

I took a big gulp of my margarita. It was strong. The tingles his hand sent up my leg felt nice, but I was still confused about the dynamic between Jason and Megan, and where I fit into it, if at all.

Nervously, I asked, “So, are we ever going to watch that movie you promised?”

“Right!” Jason said, walking to the living room. “I’ll go get that set up.”

With a grimace on her face, Megan said, “Didn’t you promise young Miss Emily some popcorn?”

“Yes. I’ll do that first.” He stopped and turned, with a little goofy step. It made me giggle.

Megan turned back to me and said, “Why don’t you finish that so we can get you a refill, and then move to the couch?”

I looked at my glass and it was almost empty. I didn’t realize how much I had already drank. Listening to Megan, I tipped my glass back and swallowed.

She took my glass from me and filled it up. Before giving it back to me, she took my scarf and purse and set them on the island. “Oh. Uh. Thanks.” I said, as she handed me back my glass.

I followed her to the living room where she sat down on a white chaise sectional couch. I stopped and said, “I don’t know if that’s such a good idea. I don’t want to stain your couch.”

“Don’t worry about that.” She said, patting the spot next to her. “It’s stain-proof.”

Carefully I sat down next to her and placed my glass on the coffee table. I could hear the popcorn popping in the kitchen, the smell filling the apartment. When it was ready, Jason brought over the bowl and handed it to me, sitting opposite of Megan.

She picked up a piece of popcorn and fed it to him. “Aww.” I said, “You two are adorable.”

A big, smug grin broke out across his face. “Thanks. We try.”

Megan grabbed his face with one hand and kissed him, before pushing him away with a chuckle. “Calm down, Casanova.”

Jason chuckled, picked up the remote, and turned on the movie. It was actually more entertaining than I thought it would be.

Shortly into the movie, I finished my second margarita. I set the popcorn bowl down and grabbed my glass to go get a refill, but Megan took it from me. “I’ll get it,” She said. “You stay here.”

Jason leaned down, grabbed a piece of popcorn, and tried to feed it to me. I was confused at first, but I let him put it in my mouth. It was just popcorn, right?

I almost didn’t notice his hand was back on my thigh. Subconsciously, I had started spreading my legs for him, and he slid his hand all the way up. His touch made me notice the wetness in my panties, my cheeks flushed again. I wanted to resist, but succumbed to my libido.

When I heard Megan coming back, I grabbed the popcorn bowl and placed it on my lap, hoping she didn’t notice Jason’s hand. She handed me the glass and sat back down, casually. Maybe she didn’t notice.

We continued the movie, Jason’s hand still between my legs. I held my glass with both hands and tried to act natural, but Jason had other plans. My leggings were pretty thin, and the lace underwear was even more-so. When he started wiggling his pinky against my wetness, I very much felt it. My face was bright red.

Trying to hide my nervousness, I started drinking the margarita in my hand. I couldn’t tell if the drinks were getting stronger or if it was just my nerves. Before I realized it, my glass was empty again.

With a serious look on her face, Megan took the glass and placed it on the table. I squeezed my legs together in anticipation for what was about to happen. She took the bowl and placed it on the table next to the glass.

My heart was about to burst, when she leaned in. I was expecting her to yell, but instead she brushed my hair behind my ear and whispered, “Don’t be nervous, just give into the pleasure.”

What happened next really confused me. Megan gently grabbed my face and kissed me. My inhibitions melted away. I relaxed my legs and let Jason’s fingers run wild, while Megan’s tongue slid into my mouth.

Two distinct hands found their way up my sweater, one firm and calloused, the other soft and supple. They quickly found my lacy brassiere, each taking one of my breasts in their hand, before kneading and groping.

My toes curled and I pulled up my legs as I approached that sweet rush of endorphins that come with a climax, but before I could get there, Megan sat up and grabbed Jason’s hand, licking his fingers.

“I really like her. Can we keep her?” Megan asked, her voice serious and sultry.

Jason turned and said, “We can do whatever you want babe.”

She turned to me and said, “I guess that means it’s up to Emily.” There was a pause, then she asked, “So Emily, what do you want?”

I bit my lip. “I want to see where this goes.” I said, waiting to see what happened next.

Megan stood up and walked between Jason’s legs. She knelt down and grabbed his waistband, pulling off his sweatpants. With a gentle kiss of his tip, she stood up.

“Show me what you can do.” Megan said, returning to her spot on the couch.

I climbed on the couch and hunched over his lap. The smell of his sex was more intoxicating than the alcohol I had consumed. I tried to wrap my fingers around it, but he was too big. I took my tongue on a tour of his member, testing his reactions and acquainting myself with all of them.

I curled my lips around his tip, and felt a pair of hands on my ass. As Megan rolled my leggings off my hips and down my ass, a coolness touched my damp panties. The sensation was quickly replaced with a hot, wet excitement dripping down my thighs, as she peeled my now drenched panties down to my knees.

My tongue wrapped around his rigid tool and I started bobbing my head. Jason collected my wild hair, pulling it out of my face, and using it to guide me, lower and lower, until I gagged. My mind went blank, focusing only on the cock on my mouth, until Megan reminded me of her presence.

She rubbed between my puffy lips, before her fingers sank deep inside of me. My eager slit held tight to her fingers as she rubbed inside of me.

I began churning my mouth against his cock, trying to reciprocate the pleasure I was getting from Megan. I could feel the familiar curl of my toes and the pull of my legs that meant a climax was approaching.

I was doing everything in my power to try and get Jason to finish with me. Just when I had given up, I felt his salty goo shoot down my throat and fill my mouth. The erotic sensation drove me over the edge and I finally climaxed, this time with waves of pleasure causing me to shudder.

Megan gently pulled her fingers out and said, “Clean him up, I think it’s time we move to the bedroom.”

I slurped up as much as I could before going back down and licking him clean. When I was finished I sat back up. I started to stand, but almost fell, and was quickly reminded that my pants were around my knees.

In an effortless swoop, Jason picked me up. As he carried me to the bedroom, my exposed ass and pussy were grazed by a cool breeze, causing a sweet, tingling sensation that was foreign and exciting.

As we approached the edge of the bed, Megan walked over and swiftly pulled my pants the rest of the way off. Jason let me down, and as I regained my balance, he unhooked my bra and peeled my shirt off over my head, letting them both fall to the floor. I stood there, dazed by the speed and dexterity they used to undress me.

While I stood there, regaining my senses, Megan and Jason seductively removed each other’s remaining clothes while moving further onto the bed. Watching their foreplay was more erotic than I would have imagined. Biting my lip, I pushed my fingers down my stomach between my legs.

Megan sat up. Her eyes, full of lust, glanced down, between her legs. Jason knew exactly what she wanted, and was more than willing to grant her wish. As he moved lower, he left gentle kisses on her skin. With each kiss, Megan let out a low moan. When he was finally between her legs, Jason slid two fingers inside of her, and it was like flipping a switch. Megan’s moans grew louder and louder until she was almost screaming.

It was very obvious when she was about to finish, because she wrapped her legs behind Jason’s head, pulling him in closer and squeezing, while her hands grabbed the sheets and nearly pulled them off the mattress. Her body violently shuddered as she orgasmed.

As her body relaxed, she reached out a hand towards me. I took her hand in mine, and she pulled me down onto the bed. I let out a light giggle as my body hit the mattress. Megan climbed up towards the pillows, and rolled me over. I was laying with my knees over the edge of the bed, Megan leaning over my head and Jason standing between my legs, rubbing them gently.

Megan bent down and latched onto one of my nipples. I flinched. “Sorry, they’re really sensitive.” I explained.

A mischievous smile broke out across her face. She moved both of her hands to my nipples, pinching and twisting them. My body writhed as the sensations surged across my body.

Megan granted me a brief respite, rubbing her hands down my stomach, before pulling them up my sides. I had almost forgotten about Jason when he lifted my legs and pulled my ass to the edge of the bed. Grabbing my ankles, he spread my legs, letting his enormous member fall on my tender peach. He began moving his hips, causing our sexes to rub against each other.

I was nervous about the sheer size of him, but my thighs glistened with eagerness. I grasped his member with both hands and slowly, gently guided him into my tender, reddened lips. He continued with his smooth pace, prodding my tender slit, until I pulled him a little closer.

I slid his tip inside, and it was bigger than I expected, causing me to flinch again. He tried to pull out, but I gripped him harder. “I can take it.” I said. “Just let me guide you in.”

Relaxing my grip a bit, I eased him out, before sliding him further in. I repeated this until he was all the way inside of me. Slowly he started to take control with long, deep cycles in and out. I couldn’t help but let out light moans steadily building with the pleasure.

Megan’s hands found their way back to my nipples, and pushed me to the edge of climax. I could feel every muscle in my body begin to tighten. As I pulled in my legs, Jason moved his hands to the back of my thighs and pushed them down. Somehow, in this position it felt like Jason had gotten even deeper inside of me, and made my eyes roll back into my head.

Megan pushed her hands down lower, until her fingers touched my sensitive bulb. Delicately, she began toying with it. My body was as tight as possible before wrenching, as the orgasm finally washed over me. My mind went blank as I throbbed against Jason, who kept his smooth and steady pace.

As my body went limp, Megan pulled Jason out of me and took hold of his still rigid member. She licked my sweet juices off, before taking it completely in her mouth.

I looked up as Megan’s body rocked back and forth above me. I noticed her tender flower, covered in dew, and wanted to return the favor she provided me earlier. I reached up and touched her petals. She let out a gurgled giggle as she lowered herself down.

Sticking out my tongue, I grazed her lips. I know how my juices taste, because I’ve licked them off previous boyfriends, but I had never tasted another woman. Megan wasn’t as sweet as me, but she tasted just as intoxicating.

It wasn’t much longer before Megan could tell Jason was about to burst. She took him in her hands and sat up, vigorously rubbing him. As he grunted, I felt strings of his hot goo land on my stomach and between my legs.