Chapter 1 "Date Night"
Chapter 1
Date Night
“I swear this will be the last time I agree to another blind date,” I swore to myself as I surveyed my reflection in the mirror. I hate being set up and I hate this feeling of anticipation that always seems to come along with it. You would think that after several failed attempts at finding even a compatible soul to share a single meal with, I would at least become an expert at knowing exactly how to avoid these situations. Perhaps I’ve become a glutton for punishment, oddly finding comfort in these awkward stares and the endless small talk that inevitably lead to texts that fizzle out. Yeah that must be the case, at least that would explain why Im anxiously waiting in my car knowing that I could easily be at home binge watching another show on Netflix.
Time for one last spot check, feverishly combing out my hair and beard one last time I slowly take the keys out of the ignition and slide them in my coat pocket. “Showtime!” It looks like my date hasn’t arrived yet, so I begrudgingly make my may towards the table I’d reserved for the two of us just hours prior. I suppose if things go wrong at least I’ll be treating myself to some of the most amazing Italian food in all of San Francisco, albeit a meal that comes with a much larger tab than if I’d just ordered alone. Taking a deep breath I finally seat myself at the table. I can’t help but wonder if this night might be different .
“ Where is she? “ normally I wouldn’t take dating advice from Craig, but he and I had grown closer since working together at D&J, the marketing firm were I spent the better part of my late 20’s slaving away with little recognition. I think back to those late nights where he’d complain about the tension between he and his wife as they struggled to find common ground only 4 years into their story book relationship. While I groaned about the women who’ve come and gone in my life since that faithful day in March when I foolishly let the one good one slip away. He’d often say how he was secretly jealous of the fact that I had my choice of women in the Bay Area, and that if it were him, he’d find all the satisfaction in the world simply jumping from bed to bed. He wasn’t entirely wrong. While I had found pleasure in the arms of a few, they would all eventually amount to nothing more than casual s*x here and there. It was true connection I craved. The kind of love I grew up watching through the lenses of some of favorite black romance films. Love & Basketball, Poetic Justice, Love Jones. Yeah that kind of love. The kind that despite the turbulent journey of life, and the constant ups and downs, somehow the plane always seems to land safely in the arms of that special someone. The funny part is, I had that, long ago. However, I’ll have to save that story for another time, for now I’ll simply have to wipe the sweat streaming down my forehead with the only napkins here on this table.
Just as I was about to pull out my phone to check the time and send a worried text hoping that she found the restaurant okay, a tall slender woman fumbling around with her purse and keys approaches.
“ Hey there, Monica?” She began to sit down while apologizing profusely for her tardiness. “Yes! Omg it’s so nice to meet you, I’ve heard so many good things about you from Craig’s wife Marie!” Had she really? I’m surprised they were able to have a civil conversation for once let alone one that revolved around me.
“It’s a pleasure to meet you as well” I said confidently as I awkwardly reached over to shake her hand. Monica was certainly an attractive woman, I’ll have to give it to Craig, he knows my type. Luxuriously long dark hair that flowed past her shoulders. Soft brown eyes with a smile that immediately lit up the room. Immaculate makeup modeling her perfect facial features. Enough clothing to be presentable without being overly modest or showy. All the things that instantly made me think of someone else entirely.
We both order a glass of wine as we intently studied the menu both unsure of who should take the lead in our conversation. “It has to be me” I thought to myself before taking a generous sip of my red wine.
“So tell me, how do you know Craig and Marie?” I realized Craig never mentioned exactly how they knew each other, instead focusing on how much I was going to be enamored with the size of large breast. Again, he was not wrong.
“Believe it or not, Marie and I were co-workers ages ago when we both worked at target. Over the years we became closer and have been attached at the hip ever since!” Monica replied while nearing the bottom of her first glass of wine.
“What was your first impression of Craig when you met him?” I asked, knowing that he come off as a bit of an asshole to most folks. He often spoke his mind, and let’s just say that hasn’t always endeared him amongst the brass as work.
“Craig is Craig” she quipped with a bit of laughter. “ When I first met him, I hated his f*****g guts, a real meat head. Marie always had a thing for bad boys so her choosing Craig over some of the more eligible bachelor’s in SF didn’t shock me.”
As the night progressed we discussed everything from current events, favorite artist, and best tacos in the Bay. Typical small talk, I asked her about where she was from originally and whether or not she even liked Italian food after realizing she and I both only order appetizers. She mentioned that while she has fallen in love with the weather here in California, Texas will always be home in her eyes.
“Have you ever been?” She asked while reaching for her phone to show me pictures of where she grew up. “No, I haven’t actually” I quickly replied. That wasn’t entirely true, I had spent a weekend there once a couple years ago with a woman I met through a dating app. To be fair, the only sight seeing I did was from the inside of a hotel room. I caught a few glimpses of Houston while bending her over near the opened windows of the 12th floor high rise. I’m pretty sure that still doesn’t count.
It was getting late, and although the conversation was a pleasant one, after finishing up our food and another glass of wine it was clear that the date was a wrap. I grabbed the check and helped her with her coat as we both made our way towards the exit. The night was a success, although I certainly didn’t see sparks in our future, but hell it’s one date, who knows.
“I had fun tonight, thank you for a wonderful evening” I said casually while she searched for the nearest Uber.
“So did I!” She excitedly replied. “Can I be honest with you Nick?”
“Of course” I said calmly while checking to make sure I hadn’t left anything inside.
“I just recently broke up with my Ex boyfriend of three years, and although He’s a f*****g jerk sometimes, I still have feelings for him.” She added.
I’ve heard this story quite a few times before while navigating the dating scene. Often times people agree to a date, without the intention of developing anything passed a few laughs over a basket of bread sticks. It was a bit of a shame however, she was extremely attractive and the way her skirt hugged her thighs as she walked closer to me only made this L seem worse. What happened next however, caught me by surprise. Suddenly Monica leaned in and whispered in my ear. “I bet you would f**k me way better than he ever could, isn’t that right Nick?” Instantly I felt the veins running down my shaft throb as uncontrollably as my d**k grew down my pants leg.
“You tell me” I shot back as I wrapped my hands around her waist and pulled her in close enough to feel just how serious I was. Within that same moment I placed my lips upon hers, passionately kissing her while simultaneously inching our way closer to my car. We both managed to slip inside the backseat of my Chevy Tahoe as things quickly began to heat up.
I continued to kiss her softly as I skillfully unbuttoned her blouse exposing her large beautiful breast. My lips placed on her neck and collar as he head tilted back towards the ceiling of my truck. I could hear her moaning softly under her breath as she reached out to place her hands on my chest. Monica’s heart was racing, I felt every beat as I reached in to pull out her breast as I wrapped my lips firmly around her n*****s. Alternating between soft gentle licks and firm squeezes. Her knees began to shake as my hands found themselves gripping her thighs.
“I’m so wet” she moaned. That was the exact cue I was looking for, I grabbed her legs and spread them apart while laying her down beside me. I pulled her soaking wet lace red panties to the side and slipped my fingers deep inside her. Instantly she began to get louder.
“Put it in me Nick!” She demanded. “ I want to feel you inside” Again, that was my cue. I reached down to unzip my pants to the relief of my throbbing hard d**k and grabbed the condoms I had bought just in case the night went in this direction. Although if you asked me if I thought I’d be pushing Monica’s legs back in the backseat of my car I would have said that was a bit of a stretch. Nonetheless I slipped the condom on and dove right in. While gripping the base of my shaft I began to penetrate her walls. Her lips widening as I pressed deeper inside her.
“Deeper!” She shouted, as I obliged and slid into her even more until she gripped my forearms. Her nails dug in with every stroke. In and out, deeper, harder, picking up the pace as I lost track of where my body began and hers ended. I reached down to massage her c**t while continuing at our desired pace.
“f**k!” We both sang in unison as we continued on, the harder I went the wetter she got. I leaned over to kiss her lips again while wrapping her legs tightly around my waist and we both began to shake. She let out loud “I’m going to c*m” as her mouth hung open. Soon after, a shockwave was sent through her body as she moaned profusely.
“It’s your turn Nick” she managed to say while attempting to catch her breath. I then grabbed her ankles and placed them on top of my shoulders and began to thrust. Over me over until I was near climax.
“I’m about to c*m too” I groaned loudly before completely filling up the condom. Any once of alcohol that was in my system I had sure just sweated out now. We both laughed and panted as we noticed the fog completely covering every window minus a few hands prints that smeared the interior.
“I was right” she said “Right about what?” I relied confused still in haze after what had just happened.
“You did f**k me way better than my Ex ever has!” That was the date, after we dressed and gathered ourselves I drove her home near by and in the week that followed was a few text that eventually fizzled out.
I hadn’t realized how late I stayed out that night until the next morning. Craig called to check up on me after I nearly missed our daily routine of grabbing coffee at the local spot around the corner from our office. On Monday’s Collin and Jeremy, two guys from the IT department usually stop by to shoot the s**t about who got some ass this weekend.
“I did it boys! I f*****g did it! I finally hooked up with Allison from sales!” Collin triumphant exclaimed as if he’d just taken down Beyoncé or some s**t. Allison’s cute, petite with a bit of a lisp but an incredibly hard worker and someone who I would’ve never guessed would be his type. However as the great band Rae Shremmurd so profoundly rapped “I ain’t got no type!”.
“ Bullshit!” Both Craig and Jeremy exclaimed. “ You said the same thing about Stephanie at the front desk and again about Clara in accounting”
“Yeah bruh, if you keep lying on these women like that you just asking for HR to step in or worse.” I added.
“I’m telling you, she and I got together after work on Friday and one thing led to another and next I know she’s riding me on my sofa” said Collin.
“Just get that s**t washed before you invite any of us over to watch the game anytime soon” Craig replied.
For the next 20 minutes Collin went on to describe his choice encounter with Allison in great detail, however I tuned out quickly. I was less interested in listening to his maybe maybe not escapade and more concerned with how empty I felt after last nights date. The s*x was good, don’t get me wrong but something was missing. I decided not to add my own story to the mix about how things went between Monica and I. Some things are better kept private.
Although I couldn’t help but think, when does this end? When does the one night encounters stop being temporary fulfillment and start becoming something that transcends the flesh. I know that feeling exists. I felt it before, and as the years continue to separate me from that moment in time I still cling to the fact that somehow someway, I’ll be able to experience just how powerful love truly can be.