Cuba

A trendy upscale bar in La Jolla on a warm Friday night was not what I had planned. It's not usually my crowd, but a friend asked me to join him and I didn't really have any plans for the evening. What the hell I figured, I might even meet someone interesting.

It's a warm summer evening with a light breeze blowing in from the ocean. The bar sits on a cliff overlooking the Pacific, the very dark Pacific Ocean at this hour. Inside the bar, it's warm and crowded, the air filled with the sounds of light jazz being played by a quartet in the corner of the place. One end of the bar is an open-air patio that provides a breath of fresh air while still allowing the jazz to be heard. We had grabbed a table shortly after arriving and ordered a light dinner and a round of drinks.

After dinner, I needed to stretch my legs and get some air. I told my buddy we'd hook back up in a bit and headed for the patio. I didn't notice her, but apparently she had noticed me. I walked up to the bar and ordered a glass of Guinness. She walked up to the bar and stopped beside me. She was a dark-haired beauty, standing about five foot six inches tall. She slid into a spot at the bar to my left and ordered a glass of Cabernet.

The bar was quite crowded, so I thought nothing of it when her leg rubbed up against mine. When she did not move away, I knew it was intentional. I turned to face her for the first time. I was immediately captured by her beauty. Her skin was a light brown and her dark haired framed her face perfectly. I smiled and she returned it. She flexed her knee, her leg rubbing against mine. Her smile grew larger.

"I'm Rodger."

"Cuba," she replied while extending her hand. She spoke with a light Latin American accent adding another exotic quality to her package. Cuba was dressed in a shiny gold pantsuit with black heels. Narrow straps held it in place over her shoulders. Her firm, round 36C breasts were evident against the shiny fabric. We made light conversation for a few minutes, just getting a feel for one another. When I turned to face her, she slid her right leg between mine. "Would you like to dance?"

The dinner tables had been cleared and the dance floor was moving into full swing. She took my hand and led the way without saying a word. The jazz was excellent, alternating rhythms between up-tempo and slow. Cuba was an excellent dancer; I did my best not to embarrass myself. As the music slowed, I pulled her close to me. Cuba slid a hand down my backside as we danced. My hands moved over her 36-26-37 body, feeling every curve on her backside. After many dances, I asked her if we could get another drink.

As we walked by my buddy I told him I'd find my own way home tonight. We grabbed a table near the windows and sat close on the bench. Cuba slipped a hand under the table and parked it on my inner thigh. She slowly ran her hand from my knee to my crotch. A cute young waitress stopped by the table. She and Cuba exchanged pleasantries before Cuba ordered for us. She knew everyone in the place. Although obvious what she was doing for me, she never moved her hand away when the waitress was there as most girls would. By now I was quite aroused by this Latin beauty and my erection was impossible to conceal under my linen slacks.

At this point, she hadn't actually stroked my cock, just the thought had me erect. "Ooh Rodger, apparently you liked dancing with me." She broke into a smile and we both laughed at her observation. The waitress returned with the drinks and we toasted to the evening. As we neared the bottom of the glasses, Cuba's hand began to stroke my cock through my linen slacks. She had a bit more urgency, applying just enough pressure to let me know we would be fucking before the night was through.

The band began to play a slow instrumental, Cuba whispered in my ear, "One dance, then let's catch a cab." This time I took her by the hand. We danced slow and close, she kept her thigh wedged between mine as we danced around the floor. We kissed for the first time. It was a slow, passionate kiss. My tongue danced on her soft lips before sliding between them. Her tongue played with mine as we moved to the rhythm. As the music wound down she broke our embrace and led me towards the door.

She asked the doorman to grab us a cab as she grabbed her jacket from the coatroom. We slipped into the cab and she gave him directions to her place. It was a quick five-minute ride from bar, a small bungalow on the hill overlooking La Jolla. You could see the ocean in the distance beyond the dim lights of the sleepy city. I paid the cabbie and followed her to the door.

She turned the key and led me inside. As soon as we were inside, I closed the door behind us and wrapped my arms around her, pulling her close. Our kiss had more intensity this time, our bodies sensing the electricity created when two people fuck for the first time. I slid the straps over her shoulders, pulling the top down to her waist. Her breasts were very full and very round and magnificent to touch.

Her breasts were a shade lighter than her face, but it was evident she often sunbathed topless ... at least. I stepped back to admire her dark aureolas and hardening nipples. With my thumbs, I rubbed circular rotations around her nipples bringing them to their fullness. My fingers caressed her breasts as she pressed her body toward me. Our lips met once more as our tongues locked in passion. She stepped back, "I hope you don't mind, but I'd like to see what I've been feeling for the last hour."

"Help yourself." She dropped to her knees before me and quickly unfastened my buckle and unzipped my fly. My cock was pressing against my white thong begging for release. Her fingernails traced the outline of my thong then scraped the underside of my cock through the thin cotton. A large wet spot had developed at the tip of the fabric. She leaned into me, her tongue licking my cock through the cotton. My hands were on her head urging her to take care of me. Cuba slid my pants down to my ankles as I spread my feet as far apart as possible.

"Ooh Baby, you are so happy to see Cuba!" Her fingernails raked my thighs, lightly scratching from my knees to my hips. Her tongue licked the cotton that covered my pulsing cock. My excitement was pushing the waistband of the thong from my body as my cock danced to her touch. Her fingers looped inside the waistband at my hips and she brought the thong down below my balls. My cock stood straight up in the cool night air. Cuba looked up at me with those big brown eyes. I could see the look of lust in them. She licked her lips seductively before bowing her head to the tip of my cock. Her tongue snaked from her lips as she circled the tip. A couple times she would bring her tongue up over the top of my crown. Her left hand continued to scrape along my inner thighs, but her right hand had now taken hold of my balls.

She pulled them down, stretching them as far as they have ever been. She circled the skin above the balls with her thumb and index finger, forcing my balls into her palm. This caused the skin on my dick to become even tighter than it had been. Her tongue licked up and down my shaft. Pulling it forward, she enveloped my eight-inch cock in her warm mouth. She started slowly, not from size, but for affect. She moved down the shaft, taking a good three minutes before she bottomed out, taking the entire length in her mouth. She would slowly upstroke my cock, lightly scraping her lower teeth on my sensitive underside. The fingernails on her left hand were now lightly scraping my taut balls. The sensation was giving me shivers from that act alone.

"Oh Cuba, please get me off! You are incredible!" I began to moan and mumble. She really paid no attention, playing me to her own tune.

With her warm mouth covering my cock and her tongue lapping at the underside, Cuba's left hand slapped my balls. My body jumped from the contact. It wasn't pain, merely the surprise and the light stinging from the slap. She slapped them a few more times as her mouth continued to fuck my cock. The contrast in sensations was far more than my body could withstand.

"I'm gonna cum." As soon as the words left my mouth, my cock shot a thick load of cum into her mouth. The first shot hit the back of her throat, but she continued to suck my cock. A second less powerful stream rolled out of my cock. Her tongue licked at my crown, her jaw massaging my cock to pull every ounce from me. My head rolled back and my knees grew weak from her efforts.

Finally, she let my cock slide out of her lips and dangle in front of me. She licked her lips as she looked up at me. "Rodger, you taste very good."

Cuba stood up, her pantsuit still hanging just above her waist. Her round breasts stood out from her chest, her nipples very erect. I stood there watching her, pants around my ankles, thong around my knees and my shirt partially unbuttoned hanging loosely.

Cuba moved her hands to her breasts and began to caress herself as I watched. Her fingers moved gently over her nipples before pinching them between index finger and thumb. I watched her hands move down her sides as she grabbed her pantsuit. She paused for a moment, then slowly lowered them over her hips. She shook her ass just a bit to give the fabric a nudge as the pantsuit dropped to her ankles. I could feel my eyes widen just before losing my balance and falling backwards on my ass with a thump.

"What the hell ...?" My voice trailed off as she quickly bent over to grab the shiny fabric. "Wait, don't do that," I half-commanded, half-asked. She looked at me with a confused look on her face.

"I thought you knew I have a cock. I would have said something, but I thought you knew."

Shaking my head, "I really didn't know. If I can get off my ass, do you mind if I touch it?"

Cuba smiled at my innocence, "I hope you want to do more than touch, but that's a start."

She reached out and I took her hand in mine. She pulled me to my feet. I reached down and took her six-inch cock in my hand. It was semi-erect and to my surprise, felt pretty much like mine. She looked up at me with those beautiful brown eyes. I bent my neck to kiss her. Our lips met and her tongue took the lead. She could sense my hesitation and forced the action, I let her. My fingers played lightly with her cock and balls, I really didn't know what to do other than what I have done to myself while masturbating.

Cuba seemed to enjoy as she pressed her breasts against my chest and kissed with more urgency. As she kissed me, I began to stroke her cock a little more confidently. "See, I won't bite." Her eyes lit up when she smiled. "Would you like to do a little more?" She helped me off with my shirt and I stepped out of my pants and thong.

Cuba sat back on the couch wearing black stockings. She pulled her feet up onto the seat and spread her legs for me. Slowly, I dropped to my knees in front of her. I couldn't take my eyes off her cock. I've never had any fantasies about taking a guy's cock into my mouth, but I knew I was about to give my first blowjob. Cuba was so damned good looking.

I slowly bent down and lightly kissed the tip. Her cock stirred and she giggled at me. Cuba was offering words of encouragement as I took the tip into my mouth. My left hand reached up to play with her breasts, reassuring myself she was a girl. My right hand began to play with her soft, ball sac. My tongue lapped at her cock, much like I've lapped at a pussy. Her right hand covered my left as she helped me squeeze her nipples. Her cock was becoming erect in my mouth.

"That's it baby, keep doing that to me. Make me so hard for you." Soon I was working her cock in and out of my mouth. "Baby, I'm gonna cum for you." I could feel her pushing my head away from her. She put her hand on mine and we stroked her to orgasm. She shot her load up onto her belly. "Ooh baby, you were so good," Cuba shrieked. She continued to pull on her cock, milking the last drops from her body. I bent over and extended my tongue, just tasting a sample of her cum. I rocked back onto my heels, just looking at her.

"I really had no idea when we were dancing. How do you hide it?"

"I don't go out of my way to hide it. I do tuck it down and back, but I don't really get very big until stimulated."

"I could really use something to drink."

"I have a bottle of red opened on the counter. Bring two glasses?"

I brought back the bottle and two glasses. I poured and handed one to Cuba. She patted the seat beside her, motioning me to join her. I sat down beside her. She reached over and lay her hand on my semi-erect member. Her fingers lightly played with it as we sipped the wine. She hit the high points of the last couple years as she took the hormones and had the surgeries to make her the woman she is today. I found it all quite interesting. Her fingers had me quite erect by this time. Cuba sat her glass down on the coffee table.

"Do you mind if I sit on your lap?" she asked with the same devilish smile I'd seen earlier in the evening. When I didn't say a word, she took my glass from my hand and gently poured a little of the wine on my cock before putting it on the table. Cuba climbed on top of me, facing toward me. Spreading her legs around my hips, she gently took hold of my erection and positioned the tip against her asshole. Spreading her cheeks with her hands, her hole opened up around my cock as she lowered herself onto me. Her head rolled back on her shoulders as she took my entire shaft on the first stroke.

"Just sit still and let me control the tempo, ok?" she asked. I merely smiled my agreement. I reached up and began playing with her round globes. Cuba tweaked my nipples as she bounced up and down on my cock. Every stroke she would lift her body as high as possible without allowing me to slip out of her tight asshole, then sliding her body down my shaft until I could feel her wait on my lap. She was alternating speeds, always keeping me off balance. She leaned forward and we kissed.

"I can feel you wanting to cum, can you hold it a minute?"

"Anything you ask I will do."

Cuba repositioned herself so she was now facing away from me. My cock never leaving her body as she turned around. We moved our bodies so I was now lying on the couch and Cuba was lying on top of me.

"Rodger, will you fuck me now?" I began to pump my hips into her tight asshole, I could feel her muscles gripping my cock. This position really made my cock sensitive and I knew I wouldn't last long. Cuba was playing with her erect cock as I fucked her with mine. I could hold out no longer and shot my cum into her. A moment later she was taking short breaths as cum shot from her cock. She bent her neck and we kissed once more.

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I should note that when I first wrote this in a Word doc, I included a number of photos culled from the web of a lady named Cuba. She was my inspiration for the story.