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The Little Black Dress

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Part of the excitement of the first in-person meet keeps us in a state of hope, optimism, but with a cautious dose of reality acting as a check and balance. This one was one of the more incredible experiences I've been fortunate enough to share with someone.

After exchanging chats on this site, we seemed to hit it off nicely, a sprinkle of humor, a dose of sarcasm, but always with a lightness.

I arrived at the restaurant first and arranged for a quiet table in the back of the restaurant, near the end of the bar. It was far enough away so that we could have those more intimate or direct conversations without causing too much of a stir with neighboring tables.

As our table was being prepped, I went out to the entrance to wait for Libby, my date. As there were quite a few windows in the front of the restaurant, I couldn't help but notice a gal walking along the sidewalk toward the entrance with a hat on. She had a lovely PG-13 (mostly) black dress on. From my angle, there was not only a bounce in her step, but also a healthy bounce with her boobs. Just enough cleavage to make a person that just had a full meal hungry again. A slit about halfway up the side of her thigh showed nice tone but not to that of a gymnast... I smiled and sat down . This couldn't be her - she seemed shorter in her picture...

In walks Libby, all 5' 8" of her, fully confident and smiling, in that black dress. I was speechless. Her presence lit up the restaurant as people noticed her positive persona, humble but commanding attention at the same time.

"Libby?", I said, and was instantly greeted by a first smile toward me that I will never forget. As our eyes met, I knew somehow we were going to really enjoy each other.

"Yes" she said, with a warm and deep affirming but just-long-enough hug so as not to be offensive to innocent bystanders.

Over the course of the next 90 minutes over dinner, we talked and laughed over so many different topics, we really peeled away from that work days' grind and just flat out enjoyed each other's company.

As dinner came to a close, she looked at me with those beautiful.brown eyes, and asked "so what do you think - can we go somewhere more private". I initially wanted to play a little hard-to-get, but I couldn't bring myself to it. I reached across the table, took her hand, looked into her eyes, which we're still mezmerizing me, and probably mumbled something equivalent to 'yes', but I know I used more words than that. It's the stuff of being lost in the moment.

As this was a work trip for both of us, my hotel was closer and just a few buildings down from the restaurant. It was along an intimate riverside area. On the way to the hotel, there was one particular place where the lighting was just right on a stone-and-waterfall feature. I squeezed her hand gently and was about to ask if I could kiss her, but she was already approaching my lips for the romance of the moment. Her lips were warm and soft, her tongue beautifully outlining my lips as we embraced for what seemed to be at least ten minutes. I was instantly hard and had some of the precum that started oozing out. I could feel her nipples standing erect through her silky dress as we embraced and kissed.

Holding hands through the hotel lobby and into the elevator, we again kissed all the way up to the 33rd floor. The elevator stopped quickly, putting a punctuation mark on our kiss and light fondle. It was probably a good thing, since as soon as the door opened, a family was ready to step in and head down to the lobby..

I was fortunate to have my room overlook the city, with a view of the river and airport approach traffic. I'd intentionally left those blinds drawn and had started running some Eucalyptus aromatherapy before I left for dinner. Was the perfect setting, the city lights illuminating the room with just enough light to be romantic.

Libby was instantly drawn to the view and walked up to the window. I embraced her from behind in a non-sexual but affirming way and mentioned how special my evening already had been with her.

She could feel my hard-on pressing up against her butt. She gently moved my hand down to her crotch area as she started grinding. I responded by kissing her on the neck. After a minute or so, I could sense her heart start beating a little faster, I then moved my other hand up toward her breast. Although I didn't intend for it to happen, my hand found its way under her dress directly to her warm breast and very erect nipple,.at which she moaned. It seemed that maybe she hadn't had sex or foreplay like this for a while, or maybe never. I made sure I was responsive to her reactions and moves.

She graciously turned away from the window (leaving me wonder how many people in the hotel off to our side saw this first round of foreplay), and now fully, slowly, passionately, erotically kissed each other. I about exploded with a full orgasm as I imagined my cock being surrounded by the fullness of her lips and movement of her tongue in my mouth.

Taking a bit of a lead, I was able to undo her dress, exposing her beautiful full breasts and nipples that were calling to be caressed and suckled. I knelt down in front of her now nearly-naked body and ensured her girls were properly attended to. She used her arms to bring the girls to my lips.

I gently rose and laid her down on her back in bed, and started kissing her legs. Starting from her ankles, I gradually worked my way up to her vagina which was drenched, hot and ready to go. I was also treated to quite the show as she sensually started caressing her breasts and teasing her nipples as I kissed and caressed my way up.

My tongue now gently tracing all around her vulva, she moaning deeply and began more firmly working her breasts. My arms were just long enough to reach up and place my hands on top of hers. We both worked her breasts as I went down on her. She must have cum and squirted four or five times in the next ten minutes as it seemed she didn't want me to stop. With every release she had, I paused a little with my oral work, waiting for her body language to tell me whether to keep going or that she needed a break.

When she was finished for the moment, I crawled up right next to her in bed, where she again looked at me with those eyes that showed the deepest appreciation and an expression of 'what just happened to me?".

After a minute or so of me holding my hand in between her breasts, which were quite wet with sweat, she rolled toward me and kissed me again deeply, though this time enjoying the taste of her juice in my mouth.

She then said "I want to taste you". As I had yet to take my pants off (I can't remember whe my shirt came off), she masterfully and erotically kissed and licked my chest as she worked her way down to unbuckle my belt. I had enough precum present that she thought I had already ejaculated. I assured her that I was holding off for her.

Hard to put into words how sexy and erotic it was to have her clean up my precum from the area where my penis was laying. No hands, but my penis was bumping into her cheeks, forehead, as she went and cleaned up 'Part 1' of my excitement.

"I Need You To Taste This" were the next words that came from her mouth. Again - a more passionate kiss, this time intentionally making sure that we could taste each other's juices. I think my hard-on was now about two inches longer and wider that I'd ever felt it.

Seeing my cock standing at attention, she proceeded to slowly ride me... At first just allowing the head of my penis to enter, then backed off. With each penetration, she took me in deeper and deeper, in a process that seemed to last for hours, until finally I was fully inside her. I could hear her say 'cum inside me baby, I want to feel your hot cum explode in me'.

I can't remember if I made it all the way to the word 'me' before I exploded inside her with the longest, hardest orgasm I'd ever had. She lingered long enough until my tired cock slid out from it's fuck of a lifetime.

She waited just long enough over top of me, her breasts still highlighting the event. I could feel my cum drip out of her pussy as she worked her way up toward my face. She wanted me to clean up after myself, which I graciously obliged. I was able to reach up and massage her breasts as she rode my face. One more orgasm for her as she rode my face and as I cleaned up..

We fell asleep spooning. The next morning, we both woke up together, with me having solid morning wood, this time she wanted to have it doggy style. I can't remember how many times we each had releases both the night before and in the morning, but it was a time neither of us would soon forget.

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