Decisions Decisions

“You are the finest man I’ve ever seen.”

I look around, flattered but in disbelief. I think to myself, “there is no way she is talking about me, right?” I am not someone who lacks confidence. I don’t think I’m cocky, but I do see myself positively and people pick up on that. But finest? Ever? I couldn’t believe it.

“Oh? Well thank you, you are gorgeous yourself but I’m sure you hear that all the time from people.”

She smiles, puts her hand on my shoulder, and walks away to another part of the bar with her friends and she leaves me with mine. I don’t get approached by women all the time. Most women would probably tell you that they don’t approach a lot of men, so this encounter threw me for a loop. I watched her walk away with her two friends, feeling good about the compliment I just received, but more intrigued than anything.

As I turn back to my friends at the bar, they are talking about sports or drinks… maybe? I’m not sure because all I could think about was what to do next. “Hey yall I’ll be right back,” I tell my friends as I take my drink from the bartender and walk towards the girls.

When I make it to where the girls are, the one who approached me turns and gives me a hug. I tell her, “hey, you can’t just say that to me and walk away. I at least need to know what your name is.”

She smiles at me and tells me her name is Oakley. She has dark, wavy hair and a nose ring. Her freckles complement her olive skin well, and she’s wearing knee high boots, a skirt that’s too short, and a black top that shows off her boobs. Her friends are easy on the eyes too. Raven has red hair, and the prettiest brown eyes you’d ever seen. She too has a short skirt on and her top is even more revealing that Oakley’s. She has a smile that will draw you to her, but one that also makes you a little nervous to talk to her because she’s so pretty. Ava is a blonde with long legs. Although she’s not as curvy as her two friends, she’s still classically pretty.

Oakley and I exchange the usual information you exchange when you first meet someone. Where are you from, what brought you to this place, where are y’all going after this, blah blah blah. As we talk, her friends are hanging out a few feet from us. The fact that neither of them have tried to interrupt our conversation is a good sign. I don’t want to wear my welcome out though, so I tell myself to at least get her number so that I can just text her tomorrow. We exchange contact info and they start to leave the bar. Oakley is in front of me, almost at the exit and Raven turns around and grabs my arm. “You should come to the next place with us,” she tells me. This almost never happens. My first thought was that maybe Oakley sent her to tell me that. Makes sense. But at this moment, I was at almost a literal crossroad. To the left stood my group of friends. I could go back with them, have a few more drinks, go home, stay on schedule. Or… I could go the right, leave the bar with these three girls that I just met, and see where the night took me.

No brainer. “See yall later, fellas” I tell my friends as I leave and meet the girls at the intersection.

As we walk to the next bar, I can’t help but think of how I plan to navigate this scenario. There aren’t a lot of times where it’s 3 on 1, so I know I need to tread lightly. The goal: talk to all of them, but make sure I show enough attention to the one that showed the most interest in me. We go to a crowded three level bar and I order drinks for all the girls. We go upstairs and are talking, and I’m doing a good job of including everyone in the conversation. Raven and Ava leave for a little, and now it’s just Oakley and myself. Although it’s not awkward at all, our conversation is getting stale. Should I cut my losses now? Do I even seem interesting? As these thoughts go through my head, the other two girls are coming back and I make an excuse to leave and reevaluate my plan.

I use the bathroom and check my friends locations. They’re still across the street, so I can leave and meet back up with them. Perfect. I’ll just text Oakley bye and that I’d like to see her tomorrow. Easy.

Raven is walking down the hall. “Hey we’re going to another bar, but wait for me to come out the bathroom before we leave.” So much for leaving. When she comes out, we head for the exit and Oakley and Ava are ahead of us. Raven and I start talking and she’s pleasant. She fits more of the mold of the typical girl I would go for: red hair, big boobs, nice smile, and a raspy kind of voice. But of course, I can’t make a move on her since her friend talked to me first… right?

We get to the next bar and it’s empty. Maybe this is my sign that the night is dying. Oakley is talking to her friends more and I feel like I’m kind of on the outs. They make a lap around the bar and it’s just me and Raven again. Time to see what this night is going to be about.

“Hey let me ask you something. Who in your friend group is the most likely to want to hook up? I can’t get a read on yall.”

“Well definitely not Ava. Oakley is a maybe. Me? I’m a yes,” Raven responds. I look at her, then away. Perfect, I blew it. I should’ve went for her the whole time.

“Oh… I had no idea. I should’ve talked to you first,” I say with a half hearted laugh.

“Yeah well I don’t want to be your second choice.”

Fair. Who would want to be second in anything? At this point I’m not sure where my night is going but I can at least be nice and admit fault.

“Well to be fair, I didn’t choose anybody. I was chosen, so I figured she told y’all she wanted to talk to me so I was off limits. But I think you’re absolutely gorgeous and I would’ve picked you out of your friends if I had the choice.”

Her response surprised me. “Well if that’s what you think, then show me for the rest of the night.”

Challenge accepted. For the rest of the night Raven and I hung out. She was so easy to talk to about anything and everything. I didn’t feel bad about ditching Oakley because this felt so much more natural. There was a point where our hands were intertwined as we talked. I loved her aura. She was so straightforward and confident; I couldn’t get enough of her. I decided to ask her if she wanted to come up to my hotel room and she said yes.

In the elevator my heart was racing, but I somehow also felt a sense of calmness when I looked at her. I knew what we were about to do once the elevator doors opened would be special. We exited the elevator and before we went into my room, I pinned her against the wall and kissed her. As our tongues wrestled in each others mouths, our hands locked again and with my free hand, I started to run my fingers through her long red hair. I pulled her in closer to me. I opened the door to the room and guided her in.

“Oh shit, sorry, we have all our clothes on!” some random lady blurts out. My hotel mate for the weekend had a woman at our place already and I had no idea. Raven and I immediately leave the room and she says, “yeah this isn’t happening here.” Dammit. What a buzz kill. At this moment I was deflated, but not defeated. We could still have a great night together so that’s what I planned to do. As the night went on, we hit a few more bars and then it started to get really late.

“Do you want to uber with us back to our place?” When Raven asked me this, I wanted to do a cartwheel. I absolutely want to do that. How unexpected. Who knew that this night would go this way? I tried to hide my excitement with a simple “yeah, sure” to her question. The uber came and I sat in the back with her while her friends sat ahead of us.

As the car started to move, she moved closer to me. I held her hands and she laid on my chest. Her friends were in the car so I wanted to be respectful, but in all honesty I was ready to tear her clothes off. I lifted her chin up and we started to kiss. I bit her bottom lip as my hand slowly made its way up her thigh. Once my fingers get to her pussy, I can feel it wet through the front of her thong. She lets out a small gasp. I whisper “sshh” in her ear and kiss the bottom of neck and work up to her earlobe. She leans her head back against the window and spreads her legs. I move her thong to the side and rub her clit gently. She lets out a moan, muffled by her own hand over her mouth. Sensing that she wouldn’t be able to control herself much longer, I removed my fingers from her wet pussy. They glisten in the moonlight and I make eye contact with her as I put them in my mouth. She bites her lip and lets out a sigh through her nose. She tastes sweet, and I’m dying to put my tongue in her so I can taste more. She straightens her skirt and starts to trace the outline of my hard dick through my pants. I’m wearing joggers so she has no problem finding it. She grabs it and starts to move her hand up and down. “You’re so fucking big,” she says softly, trying to keep her friends from hearing. She reaches her hand into my pants. Her hand is warm and she starts on the base of my dick and works her way up. She rubs the river of precum off the tip and continues to stroke it. My breathing is starting to get heavier. I reach around and grab her tit. Her nipples are hard and I play with them. She lets out another gasp. Thank God we finally made it.

We get out of the car and I kiss her. We get in the elevator and I hug her from behind. She presses her ass into my waist so that she can continue feeling how hard I am for her. When we finally make it to her apartment, she leads me to her room and shuts the door behind me.

She has a bed that’s low to the floor, and it’s under a big window with no blinds and the curtains open. I can look out and see the skyline and it’s beautiful. The view below me is even better. I’d like to say that we took things slow, learning each others bodies and caressing each other and making deep passionate love. Nope, not tonight. She laid on her back and spread her legs. She pulled her tits out and they were big and perky. Before I could even admire the full view of them, she sat up and removed my shirt. She took her thong off and pulled her skirt up. Her pussy lips spread like a flower blooming, with her cum looking like morning dew. I so badly wanted to taste her again, but she wouldn’t give me the chance. She pulled my pants down just far enough for my already leaking dick to come out. “Fuck me baby, I want you so bad,” she said, much louder than when we were in the car.

I slid it in nice and easy. The warmth of her pussy, the wetness of it, and the scent of her perfume on her neck was intoxicating. We looked at each other deep in the eyes as I gave her long, slow, deep strokes. She tried being quiet by covering her mouth again, but I quickly removed her hands and pinned them to the bed above her head. “Don’t be quiet baby, I want to hear everything you’re thinking.” Upon hearing this, she let out the sexiest moan I’d ever heard. “Yes daddy, fuck me good, I can’t get enough of you.” I pulled out so that I could finish removing my pants. My dick was covered in her cream. I climbed back on top of her and we became animalistic. The tempo picked up. I had one hand around her neck and the other under her butt, lifting her hips up so she could feel every inch of me. “Harder” she told me. I put her legs over my shoulders and leaned down close to her face. “I’m gonna fuck you so good. Be a good girl and take this big dick,” I tell her in her ear as I’m thrusting in her harder and faster. She starts to make a mess on the bed and I feel her about to cum. I lean back and she starts to rub her clit. I choke her again. She begs me not to stop and I promise her that I won’t. Her back arches as she climaxes, but I don’t stop. I can’t. Her pussy feels like heaven. She tells me to cum in her. I shoot a massive, warm load into her. My dick is throbbing and it feels better than anything I could have imagined. “Give me all of it, I want to feel you,” she tells me as we kiss and I finish giving her every drop.

I lay on my back, exhausted. She cuddles next to me and lays her head on my chest. I kiss the top of her head. It’s been a long day. I check my watch and it’s almost 3 AM. I start to look around for my clothes. “You don’t think you’re leaving, do you?” she asks, but in a way that I know it wasn’t a question.

Oh shit, she wants more.

She’s on her side, so I turn on my side and face her. She shoves her tongue in my mouth again and kisses me sloppily. I can feel my cum dripping out of her pussy onto my leg. I start to finger her and she moans louder. I pull her into my body and we continue to make out. Periodically I stop and kiss her on the neck and move down to her tits. She turns me back over so that I’m laying on my back. I’ve gotten hard again and she starts to kiss me down my body. She makes her way down to my dick and immediately swallows it whole. She strokes it fast while she sucks it and her ass is arched. Her silhouette is to die for. Truly artistic how beautiful she is. Once she’s done sucking it, she climbs back on top of me. Her tits are bouncing in my face as she rides me. I reach out and grab her ass and move it up and down so she feels me nice and deep. She tells me how sexy I am and how good I feel. I spank her and tell her to keep riding just how I like it. I feel myself about to cum again. She starts going faster and presses her hands into my chest. “Give it to me again, I love feeling your cum baby.” My head leans back and I give her another load. She climbs off and we lay there together, staring at the ceiling and out of breath. We kiss again. We fall asleep, and when the sun comes up, I can see her sexy body even better. I cannot physically get enough. This girl is my drug.