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I've been a truck driver for over 20 years. I'm a single guy and travel an over the road route that covers a lot of the Midwest and southern US. I travel alone and when I have some down time in some of the stops I make I like to get out and see the sights, meet new people. I'm not just going to sit in a hotel or truck stop somewhere watching tv, that's just way too boring. So I'm going to tell you all about what happened on a recent stop in New Orleans.
It was mid May, a Friday, and I had dropped a shipment at a local warehouse. I had another shipment to drop in Baton Rouge on Monday and decided I would stay in New Orleans for the weekend and let loose a little. I left my truck at the warehouse I had dropped at and took a cab down to the French Quarter and found a hotel for the weekend. After getting showered I dressed myself in the nicest outfit I had in my suitcase and headed out for the evening. I had a nice dinner of shrimp etouffee and a couple beers, and then walked along Bourbon Street, enjoying the historic neighborhood and doing some people watching. I heard some killer blues music coming from a corner bar and popped in to check it out. The place was busy but not super crowded and I found a seat at the bar and ordered an Old Fashioned and settled in. The band was playing some old standards and they were clean, tight, and fluid, they were really setting the mood, the vibe. The bar was dimly lit, and there was the sound of a pool game being played in the corner, and patrons talking, carousing, just having a good time. It was the weekend and we all deserved to have a good time. As I was surveying the scene, I happened to notice a woman sitting by herself at the opposite end of the bar. She wasn't like a model, or traditionally beautiful, but she was cute and feminine and definitely caught my eye. She was wearing a sequined blouse and a short blue skirt, and some blue heels, attached to some long, shapely legs.
"Must be hard to walk these cobblestone streets in those shoes," I mused to myself, as I gave her a good look. She glanced around and our eyes met for a moment, but I looked away as I didn't want to be seen as a creepy gawker. After a while it was starting to appear she was there by herself for the evening, but I wasn't feeling brave enough to go talk to her. As I was waiting to get the bartender's attention to get another drink, I watched as he made an interesting looking orangish pink drink and placed it in front of the woman sitting alone at the bar. I got my second Old Fashioned and sipped it while enjoying the music. The evening was going well, I was relaxed and feeling good. I got up to use the men's room, walking past the cute girl and I saw her glance at me out of the corner of her eye.
"Maybe she's interested?" I queried to myself, so on the return to my spot at the bar after a super long and satisfying piss, I paused and said,
"Hey." I know, brilliant. Such a ladies man. She responded,
"Hi." She smiled, which was a good sign.
"I saw the bartender making that drink for you, it looks interesting, what is it?"
"It's a Hot & Heavy," she responded. "Do you want to try it?" Her voice was deep and sultry, and she looked at me with cocoa brown eyes, her light brown hair in a pixie cut, barely covering some large gold hoop earrings. Her full, dark red lips puckered from her straw as she lifted the drink toward me. This was promising, and I took the drink from her hand and tasted it.
"Is that mezcal?"
"Yes, mezcal, Reposado, and some hot honey syrup, do you like it?"
"It's yummy." I said.
"Let me get you one," she said, and yelled across the bar, "Leon!" before I could get out a,
"No that's OK you don't have to do that." We smiled awkwardly at each other, and I stuck out my hand,
"I'm Ethan."
"Emma," she responded, grasping my hand in a firm handshake. I noticed her immaculate dark red nails, which matched her lip color perfectly.
"Nice to meet you Emma, we're both E's." God I am so smooth. She seemed amused by my awkwardness and her smile put me at ease.
I grabbed the seat next to her and we drank our Hot & Heavy's, and then we had a couple more. And then another. We chatted, the usual getting to know each other shit, I told her I was in town for the weekend, lived in St Louis, originally from rural Missouri. She was born and raised in New Orleans, lived as close to the French Quarter as she could afford, a little studio, and worked as a bartender down the street at a bar called the All Ways Bar. She had worked the day shift but this was her favorite spot to come and listen to blues. I agreed the band was awesome, and I couldn't believe how well the conversation was going. Whether or not I might get laid later, I was having a great time with Emma. We stayed until last call and then she said,
"Do you want to get out of here?" Hell yes I did, and I offered to get a cab to my hotel if she wanted.
"Let's go to my place, it's just a few blocks."
We held hands as we walked down the street, then our arms around each other, and my hand slid down to her round ass, swishing along in her short little skirt. I couldn't believe my luck, and we walked the blocks that got a little darker and seedier as we went, until she got her keys out and opened the door to her little ground level unit. We said hi to her cat and then we embraced. She looked me deep in the eyes, and seemed to pause, as if she were contemplating something. She looked so beautiful, her eyes mesmerizing, and I went in for a kiss. It was immediately hot and passionate, and we moaned and groped each other, and she went straight for my pants, reaching in and grabbing my throbbing cock. I caressed her hair and leaned over and kissed her neck and earlobe. I whispered in her ear,
"You are so hot," and I breathed in her ear. She melted and moaned, and we made out for a good while. I reached for her breasts, and fondled each of her erect nipples as she stroked my cock fast and furious inside my pants. My other hand was grabbing and groping her firm ass, and I reached around between her legs. At that moment I froze, and she did too. Underneath her skirt she was hard as a rock, I was rubbing her own erect penis. She had a look of fear in her eye, as she must have seen the surprise on my face.
"I thought you knew..." I was shaken for sure, but I quickly gathered myself. I was so horny, and this was a woman, she oozed feminine sexuality out of every pore of her body. She had breasts, soft skin, dainty features, yet she was sporting some real wood in that skirt.
"It's ok," I stammered, but still wasn't sure how I wanted to proceed, or not proceed.
"It's ok," she reassured, " I'll take care of you, that's what I want. Please don't worry about any ok." Seeing that I wasn't pulling away or showing signs of anger or disgust, she resumed on my still raging hard cock, which had not started to go soft at all. She tugged at my pants and underwear, dropping them to the floor. My brain was still processing, but I was physically in need, and Emma went down on me and engulfed my manhood with her mouth, expertly blowing and stroking me. It felt so good and she quickly had me close to blowing my load. I pulled my cock out of her mouth and slapped her on the cheek with it a couple times. She looked at me with those big brown eyes and I pulled her back up and kissed her deeply.
"What if I want to..." I started.
"Have you ever?" She asked. I shook my head no, but then reached back between her legs and down her panties and grabbed her. She was wet with pre cum and in that moment I wasn't sure I had ever felt anything hotter than her hard trans cock in my hand. Instinctively I dropped down to my knees and peeled her panties down to her ankles. I pulled her skirt off too and she stood before me, the moonlight from the window illuminating her beautiful throbbing cock. It was every bit as large as mine, even though she was very petite in build, but it had a nice upward banana curve, and she was manicured immaculately. A large drop of pre cum was dripping from the head of her cock and I just went for it, slobbering up and down on her the best I could. It was my first time but I figured I'd received enough blowjobs in my life that I had a pretty good idea how to give one. I grabbed her ass with both hands, encouraging her to buck her hips and thrust into my mouth. One of my fingers found her little butthole and I started to gently press against it. She was in ecstasy and moaned and swayed and bucked her hips. She pulled me up and we made our way to her bed. We got totally naked and made out some more while stroking each other. I sucked her some more and then straddled her and stroked our dicks together, while reaching behind with my free hand, starting to finger her ass. This sent her over the edge and she grabbed her own dick and stroked herself as I fingered her until she whimpered and started to cum all over herself, an impressive amount of ejaculate spurting out in long streams. It was too much for me and I plunged my finger as deep as I could in her as I unloaded cum all over her, the two of ours mingling together on her exquisite feminine body. I fell on top of her and kissed her deeply, and felt my body wet with cum as we embraced. It was 3am, and exhausted, we fell asleep.
The sun was up strong by 7am, and I awoke next to Emma, looking beautiful as she slept, her little penis shrunken to a dainty little size. I shook my head in disbelief as I thought about what we had just done. It may have been a fairly normal rendezvous for her but wow, it was something like I had never experienced before. I wasn't sure what it made me, was I a bisexual? I mean, this was a woman, in every respect, except...!!!! Emma opened her eyes and looked at me.
"You ok?"
"Fuck yeah." I was great, in fact, nothing wrong with trying new things, was there? I laid back on the bed and we snuggled a bit, still sticky in each other's cum. We kissed and I asked her,
"Do you want me inside you?"
"If you want to." I nodded yes, and she reached in her bedside table for a condom. We started missionary, and I looked deep in her eyes as I entered her and she gasped a bit as I slowly slid inside her, letting the lube ease the friction. I picked up momentum and she grabbed my ass pulling me in. It got to a fever pitch quickly, me plowing her hard and her seeming to love every inch of my cock, so I flipped her over and fucked her doggy, hitting her fine ass as hard and deep as I could. I could feel her dickie flopping as I thrust, and I grabbed a handful of hair and rode her hard until I exploded in a huge orgasm deep inside her ass. We collapsed again, then we got up and showered. Then we went out for breakfast, beignets and cappuccino. I didn't have any plans for the rest of the weekend and was feeling like I wanted to spend it with her, but she said she was going to visit her mom and she had a lot of things to get caught up on so we parted ways.
We have texted a few times since then, but I haven't been back to New Orleans and she seems a bit distant when we text. Maybe this was a one time thing, who knows, but one thing is for sure, it was a weekend that I will never forget
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