Will You Stay? (Urban)

By ColeWoorld

279K 12.9K 2.3K

[COMPLETE] Jay stays to himself, especially after a death in the family leaves him lonely during his senior y... More

Will You Stay?
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Author's Note
Sequel

15

6.7K 367 93
By ColeWoorld

Jay

Sleeping was a pretty hard task for me. Even if I was dead tired it would still take me hours to fall asleep. I hated that so much because at night I just sit up and think. My mind wanders to places it shouldn't go.

And tonight that's exactly what happened.

It started off as me thinking about my dick.

The past couple of years I've had a handful of sexual partners, never more than one at a time. I made sure these girls knew I wasn't looking for a relationship. Whenever I was stressed or horny I'd call the one I was seeing at the time.

I'd see a girl for a couple months then she'd settle down with someone and cut ties with me. If it ain't go down like that, a variety of things could've happened. I found out she had too many fuck buddies and was at risk of catching something. Or she was plain and simple tired of fucking with me. Either way we'd stop meeting up to handle business, leaving me to hunt for another woman.

I got tested often just to be cautious, and so did they. Recently I decided to start messing around with Sierra, and I don't know what she got going on down there.

At first I was reluctant, because Trey probably dusty. She assured me that he was only good for head and she only let him hit once, with a condom. I already knew Sierra was fire, but her pussy out of this world.

I seem like a dog ass nigga talking about it like this. But it's not like I'm doing them dirty, this is a two sided agreement. We both pimping each other out for sex, so I'm not the bad guy.

I rolled out of bed and grabbed a t shirt. After slipping on some slides, I grabbed my keys and phone then headed out the door. It was three in the morning and the street lamps were on, shining light on the bare roads. I sent a text to Sierra, letting her know what's up.

555-0129
You up for anything rn?

I started up the car and started driving in the direction of her place, still waiting on a text back. Her part of town was cleaner and safer than any other. That's why we often went to her place. Other times it was in my car or like last time, on my bed.

I ain't like bringing her to where I stayed because I didn't want Domo around her. She didn't know I was fucking with Sierra anyways.

I don't know why D knowing about my involvement with Sierra bothered me. She was someone who's opinion mattered to me, and I feel like if she find out imma be seen differently. And right now I really ain't tryna mess up what we got. If we get into a big argument it's going to be weird since we live together. It would be different if we fought and when our separate ways, but now it ain't no separate way.

555-0129
pull up then .

I turned a right and entered her neighborhood. There were no cars in the front so I pulled into the driveway. She met me at the door and didn't even give me a chance to knock. I opened my mouth to speak when I looked down at her. She wore almost nothing.

"You tryna come in or..?" She turned and exaggerated her hip movements, leading me in the direction of the kitchen. I closed the door behind me and slipped off my slides. Sierra was bent over, looking for something in the fridge.

Her ass poked out behind the door, making my dick harden. She stood straight up and closed the door, turning to face me. "What do you need?"

I walked over to where she was and took one of her breasts in my hands. "This."

Her lips felt soft under mine and her breath was minty. I groped her chest as she wrapped her legs around me. I sucked on her neck while carrying her to the island and sitting her down.

Her pussy was already wet when I slipped two fingers inside of her. I went slow and eventually picked up the pace, adding my thumb in circular motions around her clit. She moaned loudly and I continued leaving hickeys on her neck.

She removed my shirt and sunk her hands in my back. Sierra was begging me to fuck her, but I liked to play with her. She took my hand and licked my two fingers, tasting herself.

I picked her up from the puddle she made and put her against the wall. I slowly slid myself inside of her, watching her face contort in ecstasy. When I was all the way in, I stroked slowly and deeply.

The sound of our skin clapping made me want to go faster. I held her up and thrusted into her as fast as I could. Sierra's wetness dripped all over my dick. She grabbed my face and pulled me in for a kiss then began playing with herself.

We were going at a good pace and it felt almost perfect. That's weird because it usually feels great. Something in my mind was holding me back from enjoying it 100%. Maybe not something but someone. It felt like I was doing this with the wrong person.

Her screams filled the air, interrupting me from my thoughts as she creams all over my dick. I keep going, trying to make her cum once more. The whole time I'm thinking of someone else. She hasn't  noticed that I'm drifting off from getting my nut but I actually am. I realize I want to do this with someone I have feelings for. A woman who I care for, who cares about me. And this wasn't that.

Sierra stood on her feet and let me re-enter, this time from the back. I rammed myself into her and guide her hips toward me. "Fuck, I'm finna cum again," she moaned. Her breathing hitched, meaning this orgasm is stronger than the first.

My dick stiffens too, and I pull out and cum on her back. We're both struggling to catch our breath. Judging by the way she looks, I don't think she'll be able to walk to her room. I picked her up and carried her up the stairs and placed her on the bed.

My dick put her to sleep quickly. I crept back downstairs and checked the time. It was a little past four and still pitch black outside. I took my shirt and slipped my clothes back on. My keys and phone sat on a table next to the door. I quickly slipped out, trying my best not to make any noise.

Who was that person I wanted to be with?  I couldn't imaging myself with a girlfriend but I knew I wanted to find one. Where would I even start?

I had thoughts about what she would be like: caring, understanding, goofy, all that. Thinking like this made me want to stop having sex with people I don't have a connection with. Yeah it felt good, but imagine doing it with someone you love. There aren't many people that I can't truly say I loved right now. There was Wren, who was gay and in a relationship, and Domo, who I couldn't possibly have feelings for.

Whoever she was, that lucky girl, it would be hard to find her.



"I've let you sleep for too long." Domonique poked my forehead. I was still in my clothes from last night. I came in late and crashed on the bed, not even bothering to get inside. She crunched on one of the grapes from the vine she had.

"Ugh," she said, pinching her nose. "You smell like... like old pussy." I chuckled. Sierra's scent must've lingered on my body from last night.

"I'm finna shower so don't worry about it."

I walked to the bathroom as D followed not on my trail. I took my shirt off and put it in a hamper. Domonique hopped on the counter where the sink was and folded her arms.

"How was your night?" She asked while swinging her legs. I shrugged not really wanting to tell her what I did.

"You was snoring loud as hell," I remarked.

She smacked. "Boy you lying, and I already know you wasn't up in here last night. Prolly out fuckin'. But it's whatever." She shrugged back and got off of the sink, exiting the bathroom. I could tell she wasn't mad, D just wanted to confuse me.

"Don't tell me you're mad," I said. She turned and popped another grape into her mouth and kept walking.

"I don't know. Am I?" I decided to play the same game she was playing.

"Alright then." I turned and pretended as if I was going to walk away. Instead I picked her up and opened the front door. "Jayl--" I sat her outside of the door and slammed it. I could hear her banging and yelling for me to open it.

"You think you sooo funny. Domonique girl, he think he so funny. I don't think he understands that he just started a war. It's okay sis we gon' get him back," She said while laughing. She was really out there talking to herself, making me crack up even more.

"So you still mad?" I could see a blurry silhouette of her from the glass part of the window. She tapped her chin.

"I was never mad. Now let us back in." I didn't open the door for another minute to see her reaction. She cackled once more before saying, "Alright for real. I ain't mad at ya'. You wanna do that girl, do her. You still Jaylen at the end of the day," she shrugged. I opened the door slowly to find her standing with her head tilted to the side.

D walked in and slapped the back of my neck and quickly ran upstairs giggling. "That's why it ain't even hurt," I lied. My neck stung from the hit. I was really lucky she ain't hit me in my shoulder or anything because I would've been seriously injured. I walked back to my room and got in the shower.

Before I met Domonique I wasn't even thinking about my future. What was my goal, anyways? College was a definite, but I didn't really know what I was going to do besides sports. I couldn't even pick a major yet. Now that I finally have someone to impress, I gotta get my stuff together. Domo was someone I wanted to make proud, happy. She was my best friend, family, sister, home, all in one. I already knew she was on to bigger and better things; I wanted her to do that without worrying about me or what was next in my life.

Shower thoughts...

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