The Best First Date — Chapter 3
The score, 3–2, Crystal Palace was up on Manchester United at the half. I pushed my barstool back and headed to the bathroom.
On weekend mornings, it was common for my friends to meet at Jay’s bar in Tribeca. Although Jay didn’t open his bar until 11:00, he allowed us in at 8:00 on the weekends.
It was around 9:00 on a Saturday morning in September 2017. I returned from the bathroom, and two unknown ladies were at the bar. I glanced at Jay, and he gave me the look of who forgot to lock the door after arriving this morning.
They asked for whatever we were drinking. We had just transitioned from coffee to vodka sodas and admired their willingness to imbibe.
Jay’s bar was L shaped, and my direct view of them was slightly blocked by two others in our group. What I did know is they were both blonde and tan. They were speaking to Eric about how they had just returned from a trip to Italy.
Half-time was over, and I split my focus between the match and listening to their conversation.
After a couple of cocktails, they changed the direction of their barstools to join the larger conversation. Now I understood why Eric was so involved. Our eyes met — she was gorgeous with a perfect blonde bob, puffy lips, and fresh makeup. We made eye contact with apparent mutual interest. These awkward glances continued for at least an hour.
My eyes followed as she dismissed herself to the bathroom. I wanted to cross her path, which required me to follow. In haste, I left my barstool and walked to the bathroom. As I arrived, she was exiting. We made deep eye contact and exchanged a blundered hello. There was a moment of hesitation as I sheepishly turned and went into the bathroom. That was the my time to ask her out, and I blew it.
My return to the bar would be the last opportunity as it required me to pass her.
My confidence was high as I exited the bathroom and made my plan to take the seat next to her. I walked around the corner, ready to make eye contact — they were gone. My eyes looked around the bar for any sign of them, and it was apparent they had paid and left. This moment of shock is still something I remember.
With my head down, I returned to my original seat and ordered another. Jay set my drink on the bar and said oh, by the way, this napkin was left for you. I looked down and saw the name: Cora Milange with her phone number.
To leave her number required guts — I loved it.
I texted Cora later that day — we made a plan to meet later that week.
At Jay’s bar, Cora was wearing a tight, white bodysuit, cut-off shorts, and stiletto sandals — what would she wear on a date night?
On date night, Cora was already at the bar when I arrived. She stood, and we uncomfortably exchanged cheek kisses. We quickly ordered our first round of drinks — beer. With the taps directly in front of us, it was the fastest pour — anything to remove us from being nervous.
As we finished our first beer and things lightened up, I could see what Cora was wearing — a white leather pencil skirt, a black cropped top, and black pumps. It was sophisticated and sexy.
These journal entries aren’t about me, but I think it’s important to say I have a few visual infatuations: sexy outfits, high heels, great makeup, and being put together.
On our first date, Cora was doing all the right things.
As beer transitioned to martinis, our minds forgot about being awkward. Our conversation flowed smoothly — we discussed life, passions, books, career, and family.
The early part of the night was a success; it was time for a new place. As we left, Cora walked in front of me. This was the first time I could fully take her in. Her skirt was tight, hugging her thighs and ass. With her toned midriff exposed, I watched as she walked in heels confidently.
We were flirty, touchy, and comfortable throughout the three hours at our new location. Cora caught me looking at her tits, and we both laughed — she said this was common on dates for her — understandably, they were hard to ignore.
It was getting late, and our night was concluding. Cora lived close by, so I walked her home. As we hugged goodbye, her cropped top shockingly lifted over her tits, exposing them in a black bra. She looked into my eyes and slowly pulled it down, and I immediately went in to kiss her. These kisses quickly transitioned to a full makeout that included my hands brushing over her tits and grabbing her ass.
As I held her tight, she whispered in my ear, “let’s go to your place. I wore these panties just for you.”
Another interjection, there is nothing she could have said that would have turned me on more. Sexy panties are a weakness — a woman talking about her sexy panties puts me over the edge.
My apartment was close — less than a 5-minute walk. We moved quickly with my arm around her waist. Cora’s skin was so soft and smooth that I couldn’t wait to feel more of it.
We took the elevator up to my apartment. While unlocking the door, Cora removed her top and gently pushed me inside. As we entered, she asked me to pour her a drink. I was slightly confused because top off to me meant, let’s fuck asap.
I turned on some lights and music and started preparing our drinks.
Cora sat on the sofa with her huge tits exploding out of her bra — skirt and heels still on. She peered at the photography on my walls and half-jokingly asked if I wanted to take a photo of her. Of course — not thinking she meant at that moment. Cora said these are the rules — it can only be of my tits in my bra and no face. These rules seemed simple for my first photo of her, which was already more than I could ask for on a first date.
In hindsight, this was such a sign of who Cora is. Sexy, forward, and oozing with desire.
Sitting on the sofa with our hands intertwined and her legs over mine, I reminded her that she wore panties just for me. Cora took a sip of her drink, slipped off her shoes, and stood with her back to me. She undid the zipper on the side of her skirt and slowly slipped it off — her ass a mere two feet from my face.
Cora’s panties were a black lace thong. I studied it on her hips and going into her ass. There was this perfect gap between her legs, and it defined her pussy.
Cora slipped her 6-inch black pumps back on and sat on the sofa next to me. She wanted me to take her in — I wanted to take her in. At this point, Cora had no idea how much I love to build up and prolong a sexy moment.
As Cora and I were kissing on the sofa, she asked if I was ready for her tits. She wanted them out — I reached my hands to the clasp on her bra and released the world’s most beautiful tits. She sat back on the sofa in only panties and heels with her legs crossed. Cora looked like somebody you could only dream up.
As I looked at Cora, she dipped her fingers in her martini and brought them to her nipples, rubbing them slowly and making them vodka covered and erect. I was so turned on by how much she touched and played with them. After handling them for a few minutes, she said it was time for my mouth, and I immediately went in to kiss them. These kisses quickly progressed to sucking — she moaned confidently.
Cora slowly pushed me away and walked to the bedroom. I followed the most beautiful woman I had ever seen as if I was under a spell. Upon arriving at the bed, she grabbed the sides of her thong and pulled it down, where it got caught on her heel — Cora reached her hand down and brought the lace thong to my lips — it was soaked. Cora whispered — you did this to me and dropped them on the floor. She fell back and let me observe her naked body — pass-out worthy.
While watching Cora, I took off my shirt and undid my pants. She sat up with her legs spread and feet on the floor. Her hands were at my waist, and she pulled my jeans down. I didn’t know I could be this hard. My cock wanted every part of her.
With her fully naked body, Cora took my dick in her mouth and slowly went back and forth — her eyes looking directly up at mine. Cora sucked me until she was ready for more. She fell back onto the bed and pulled me on top of her — In one motion, my dick entered her soaked pussy. Our mouths met, and with our tongues connected, I thrust into her. Cora’s moans were now loud and repeated, “fuck me harder” — she wanted her pussy pounded. I lifted my body up with her legs bent over my elbows. With her tits back in her hands, I slammed my cock into her pussy — the wetness splashed between bodies.
Cora told me to stand. She turned over and got on her knees — with a quick glance, she said, “you can fuck me harder than that.” My hands reached Cora’s waist, and I slid my dick into her pussy from behind. Her ass was perfect as I held in my hands and pulled it apart to see all of it. I fucked Cora as hard as I could. Listening to her moan and scream, I could hardly contain myself. With a fast, nervous thought of where to cum, I told her I needed to cum. With her face slightly towards me, Cora grabbed my hand on her waist and said, “you better fucking cum in my pussy”. I was shocked and excited — Cora was slutty, and this was a significant turn-on. That last thrust felt like I released a gallon of cum inside her. Cora screamed that she could feel it hitting the back of her pussy.
I dropped to the bed next to her, my rock-hard dick dripping on her ass. She pulled me close, looked into my eyes, kissed me, and said can we be together forever. I said, we have no choice — nothing will ever match that fuck. It was probably more of a joke at the time, but in hindsight, it makes complete sense.
Cora and I fell asleep at 1am with her body curled into mine. Our first date could not have been more perfect.
