I moved into a gated community in Miami in 2018. I had taken a job at with a professional sports team down here after breaking up college girlfriend. We had dated for 6 years and just completely outgrew each other. Our relationship could have been best described as roommates and I knew I didn't want to marry her. So, I relocated from Boston down to Miami.
After finding a house with a pool and a lanai to rent, starting my job and settling in, I started to go out a little. Joined a gym, got a country club membership for the summer when they were begging people to play, and just went out on the town a little. Nothing crazy, but it was hard to meet people. The snowbirds were all gone and the communities were half vacant. It was a little lonely and quiet, but I enjoyed the peace and tranquility even though it felt like it was 110 degrees outside EVERY DAY.
One day, coming back from golfing and a beer at the clubhouse, as I pulled into my driveway, across the street was a white BMW 3 series with the trunk open. I had seen the car pull into the garage but had never seen who owned it. To my surprise it was a pretty brunette woman who looked around 30. She was rather tall, about 5'10" with long legs and large breasts. She was taking groceries out of her car. I ran over, introduced myself as Will, and asked if she needed help.
She smiled and said sure and handed me a case of wine and told me to "handle it from the bottom." I dutifully carried it in, and placed it on her counter. She had a nicely decorated place with leather chairs and tasteful, expensive furniture. She said, "My name is Cheri, it's nice to meet you. I was wondering who moved in across the way!"
She then thanked me and I said, "My pleasure, anytime." Her face was beautiful. Brown eyes, beautiful white teeth and a mischievous look to her. I wanted her the minute I saw her.
Just as I put my hand on the door, she called out, "Do you want to stay for a drink?" Music to my ears. I kept it simple and asked for a beer and she poured herself a glass of chardonnay from the refrigerator. We sat down on the leather; I was in a wing chair and she sat on the couch. Her low-cut blouse showed her ample cleavage as we learned about each other. She was from the Tampa area and was a consultant in the restaurant and entertainment industry.
We finished our first drink and she said, "Why don't you go get a bathing suit and we can sit by the pool?" So I went across the street to change.
When I took my pants off, I was already semi-erect. "Calm down boy, this is a marathon." I put on regular, swim trunks. No ball-hugging banana hammocks. I knocked on the door and she opened it. God did she look amazing. She was wearing a white bikini with a meshy sarong. The bikini top was working overtime holding her D cup breasts. I could feel a tingle in my leg. We walked out onto the lanai and sat in a couple of chairs. I sipped my second beer and enjoyed the late afternoon sun.
About halfway through our second drink, she asked me, "Do you like cigars?"
I said, "I have had them in the past, but only once in a while."
She asked, "Do you mind if I smoke?"
I said, "It's your house. Cigarettes, cigars or pot?"
She said, "I'm part Latina and like to have one or two on the weekend. Would you like one?" I could feel my cock stiffen a little more and my heartbeat start thumping.
I gently declined, but said, "Go for it!"
I've always been turned on by female cigar smoking. I don't know why. Maybe it's the way she draws it in her mouth, like a phallus symbol. I like the smell, it's better than cigarettes. And it exudes confidence. She can hang with the boys.
She went inside, and came out with a cutter, a lighter and a Davidoff Special R. She brought an ashtray over, cut the cigar, and flicked on the blow torch. Slowly she toasted it, put it in her mouth, lit it, inhaled until it finally caught, and slowly blew out the smoke. It was one of the most erotic things I had ever seen in my life. I felt my dick stiffen to full mast. I sipped the rest of my beer and watched her, mesmerized.
She placed her cigar in the ashtray and said, "Would you me to get you another drink, Will? From the looks of it..." She looked at me from head to toe... "It might be hard for you."
"Yes, please," I said nervously.
"Do you want something harder? Scotch, Gin and Tonic?"
"Scotch, please," I answered.
She went back inside, and fixed two drinks; a Johnnie Walker Black for me and another glass of wine for her. She handed it to me, sat back down, and took a deep puff of her cigar.

She said, "I'm going to want something harder in a little bit."
I gulped, and then she said, "You like to watch me smoke, don't you?"
"Yes I do," I rasped, "it's pretty sexy."
She looked off to the pool and thoughtfully pulled again on her cigar, blew out the smoke, and took a sip of wine. I sipped my scotch. We were both thinking, What's next?
Finally we finished our cocktails and her cigar. She said, "Let's jump into the pool to cool off. Why don't you take off your pants and let me see what's underneath?"
I asked, "Are you sure you don't want me to run across and get a bathing suit?" She smiled and shook her head.
She took off the little coverup and her top and jumped into the pool. She had amazing breasts with large, dark areolas. I followed with my 6-inch cock at half mast, and after a quick dip, we rested next to each other on the side of the pool. As we stared at each others eyes, I went in and kissed her. Her lips parted slowly as we found each others tongues. Her mouth tasted like a mix of tobacco with chardonnay. It wasn't unpleasant at all.
As we hugged and ran our hands up and down each others' bodies, she whispered, "Let's take this inside shall we?"
We dried off as fast as we could in between deep, longing kisses. She took me to her bedroom and king-sized bed. I laid her down and untied her bikini bottoms. She was gorgeous with her long swimmer's body, large breasts, and little landing strip. I cradled her head in my hands as I softly kissed her and put my tongue in her mouth. My body rubbed up against hers as she massaged my back and hugged me. I kissed her neck and ears and slowly moved down to her voluptuous mammary glands.
I held her right breast with my left hand as I swirled my tongue around her beautiful nipple, then flicked it with my tongue and then squeezed it between my tongue and teeth as it became erect. I repeated the same thing with her right breast as I moved my left hand down her stomach and caressed her soft, smooth inner thighs. I moved my hand closer and closer until I started caressing her clit. As she started to moan, I came up and kissed her mouth. Her hand grabbed hold of my thick, hard cock and started to gently massage it up and down.
I then moved down her body again, kissing her stomach, slithering myself until I was positioned between her legs. I licked her inner thighs and both sides of her groin before I licked her. I got into a good rhythm as I was licking her clit. Her hips started moving gently as she breathed and moaned. I put my tongue inside her to taste her and slurped it back up to her rose bud. As she asked me to lick fast, I slid my two fingers into her and touched her g-spot. Finally she had a toe-curling, earth-shaking orgasm as I sucked hard on her clit as her hips lifted off the bed and she squealed with delight. I wiped my mouth off with my wrist and softly kissed her as she came back to Earth.
She looked at me as she held my dick in her hand and said, "I want to make you feel as good as you just made me." She then got started kissing me all the way down. She said, "I'm going to suck your cock, would you like that?" She then put it in her mouth with no hands and started giving me head. She was massaging my balls and taint with her left hand and was sliding her right hand up and down the shaft as she gave me a wet, sloppy blow job. I could feel my loins start to build when she said, almost demanded, "I want you inside me, NOW!"
I laid her on her back and spread her legs wide. I told her I wanted to see her eyes as I entered her. Inch by inch, I slid in. She was so wet, it was an effort to go in slowly as her eyes went back into her head with pleasure. We started slowly, romantically and kissing each other. As I got close I moved her on top of me into cowgirl. Her big tits were bouncing in my face, and my mouth sucked on her nipples.
As she grinded on my cock, she told me, "I want to be fucked." She bent over on all fours and I grabbed her by the hips and slammed her from behind, faster and harder. Finally, I couldn't hold back anymore. I could feel my ejaculation all the way in my ass as I came inside her. It was the biggest orgasm of my life.
As I was coming down we cuddled and kissed and held each other as if we had been waiting for one another all our lives. We made love two more times that night.
