Just saying the name Key West brings about naughty thoughts. Everything from swashbuckling pirates, to swashbuckling fairies, having roamed these hallowed grounds over the centuries. But my most naughty thoughts come as I think of the weekend to come with Baby at my side during Fantasy Fest. This is the weekend when all the truly uninhibited people congregate on Duval St every evening, displaying as little clothing as possible, usually only wearing body paint. It’s probably the most sexually charged weekend to be found anywhere in America.
I booked us an ocean view suite at the Hyatt and after a short cab ride we were settled into our room watching a cruise ship pull away from the dock outside our balcony and opening our view across to Sunset Key and beyond. It’s a beautiful view that Baby and I take in while enjoying a cold bottle of champagne on the balcony. We polish off the bottle and since it’s only three in the afternoon we decide to go for a swim before getting ready for this evening’s activities on Duval Street.
I told Baby to pack all of her favorite bikinis and to let me pick what she’d actually wear. I picked out the smallest string bikini that Baby had in her suitcase. It’s white, very sheer and barely covers her nipples, while the bottom is so small is barely covers her pussy and the t-back is just a piece of string. It shows off her tight ass and she looks great walking down the hall with only a sheer robe covering her swaying backside. Once poolside I retrieved some drinks and started to explain the night I had in store for us. Tonight is the first night of Fantasy Fest when walking down Duval Street mostly naked seems to be the norm. I know that Baby is a bit of an exhibitionist and loves to show off her gorgeous body, so she’s going to love what I have in store for tonight.
We’ll start out with drinks at the roof top bar that is clothing optional, then enjoy a meal at one of the café’s on Duval Street as we watch the body painted people stroll by. This is people watching at its finest. Then we’ll start doing the Duval Crawl, having a drink at each bar as we move down the street toward Sloppy Joes and then home where I plan to take full advantage of Baby’s drunken state of mind and ravage her body.
After our swim, we go upstairs and get ready for the evening while the sun does it’s magnificent decent into the sea bringing about the promise of an incredible night in the southernmost city. We showered together and enjoyed a quickie just to break the tension and relieve our stress. It’s been three months since we’ve seen each other and we both know that we’ll be fucking long into the night so no sense in getting too involved now.
What Baby didn’t know was that I brought her entire wardrobe for the weekend, minus the bikinis and shoes. I let her get dressed in a nice tight little number that showed plenty of cleavage but that wasn’t nearly slutty enough for what I had in mind. I told Baby to take off the dress, loose the bra but keep the tiny thong that she chose to wear. Then I brought out her attire for the evening, a black mesh mini dress. The mesh openings are just large enough so that Baby’s nipples could stick through them and the sides were laced. It looked more like lingerie than a dress. I added a pair of thigh high black fishnet stockings to complete the slut look. Baby went and teased her hair a bit, and then just before we left the room for the night, I put a studded collar around her neck, connected to a short leash that she wore proudly.:)
As we walked down the street, Baby enjoyed the stares as her tits were clearly seen through the tight mesh dress and my cock twitched as I walked down the street holding a leash containing the hottest piece of ass in town. We climbed the stairs at the Garden of Eden and I followed behind as we made our way up the very steep staircase, enjoying the view before me. At the top landing, before we entered the roof top, clothing optional bar, I made Baby take off her dress. She entered the bar in heels, fishnets and thong, pulling at her leash to get to a drink at the bar. She was a sight to behold, shimming up to the bar and getting us a couple of tall, Long Island Ice Tea’s with guys eyeing her from every direction. We sit in two lounge chairs as I strip down naked and watch the three gay boys sitting next to us and the two hot girls at the end of the bar stare in my direction. There was about twenty people at the bar, half naked, the other half topless. Baby and I found two lounge chairs and take a seat in the bright sunshine. I can tell Baby is getting very turned on as she flirts with the naked gay boys sitting next to us that are more interested in me than they are of her. We watched as couple sitting at the bar was having fun with their hands and trying to maintain two separate conversations. She was stroking his cock and his hand was deep in her pussy. This went on for ten or more minutes and had our total concentration. All of a sudden, he motions and she gets on her knees to drink his cum, then went right back to her conversation with the guy seated next to her. We had one more drink and it was getting close to time to leave for diner. Baby had enough booze for now, after she let one of the gay boys suck her nipple, trying to explain why he should be interested in girls not boys, I felt it was time to feed her something to absorb the alcohol.
I got Baby dressed and we wobbled down the staircase from the rooftop bar without falling. Once we hit the street we were confronted by a wall of naked people walking toward us from both directions. The rule is that you can’t be totally nude so that makes for lots of body paint and some very interesting and revealing outfits. The people headed our way were mostly woman, painted beautifully and clearly having fun. We dropped in line and followed behind them for two blocks until we reached our outdoor restaurant. It’s a romantic place and you can tell that half the people here are from the cruise ship and have no idea what Fantasy Fest is, nor are they prepared for what they are seeing walk down the street. However, the gentleman certainly appreciated Baby’s choice in clothing and didn’t even try to hide their stares. Some of the women even licked their lips while their dates did the same. Meeting Baby always brings about some type of noticeable response and tonight was no different.
I made sure that that Baby had some bread along with her apple martinis, because the night was still young and I didn’t want her to pass out before we got home. We had a wonderful meal as we laughed the whole way through it. Baby was playing a game, looking at every woman in the place and picking out the ones that she’d get on her knees and eat – right now- if I’d only dared her. And I bet she would have. If I know Baby, she would have turned that place into an orgy if she could have.
We sipped a pair of cappuccinos and it was time for us to leave the restaurant in search of some trouble.
We walked down Duval with are arms around each other, enjoying the romance and seduction of the evening and location. We had enjoyed a very romantic candle lit diner, under a tree stareing into each other’s eyes and knowing that the night was only going to get better from here, and now it was time to do the crawl. Our first stop was a Jewelry store where I bought Baby a new pair of low hanging black earrings to go with her collar, then it was onto Fat Tuesday’s for a frozen drink, full of booze. We sucked on our slurries as we watched the naked people walk by on our way to Sloppy Joes. Arriving at Sloppy Joes just as we finish our drinks, the music from the band was spilling out onto the street and drew us in. It was time to enjoy some of Key West’s best nightlife, and a little more spiritual lubrication. The band was rocking and Baby started dancing at the end of her leash, so I moved to the bar, got two drinks and kept her close by. I’m not sure she needs this last drink, I think it might be time to take her home and get down to some serious fucking because this girl makes me crazy. Watching her body through the mesh dress has been a delight all night long and now it looks like she wants to take it off while she’s dancing around. I danced up to her and helped her untie the top of the dress to a round of applause from the other bar patrons, most of which were naked or close to it. Baby took my shirt off and we danced close to a slow dance that gave me such a hard on, I was getting stares from some of the other women as we walked off the dance floor with my cock pointing the way.
We finished our drinks and I could tell Baby needed to be put to bed. She had the look of sex in her eyes and she kept sucking on her fingers like she wanted more than that in her mouth. So I got Baby’s dress back on, but left unlaced on the sides, we proudly walked down the street leading to the Hyatt.
Once back in our suite, Baby was on fire. I backed her up against the wall put my hand between her legs and felt her slick, sweet pussy juice that’s been seeping from her cunt all night. Her panties were soaked and so sheer that with one good tug, I ripped them off. I’ve never seen her this turned on before as she dances around the room, enjoying the feeling of her nipples ride up and down under the mesh top. I got my camera fired up and started to take a few photos of Baby in some rather revealing poses as she very slowly started to remove her dress. She slowly lowered the top to expose her stunning tits and rock hard erect nipples. The dress slid off and at this point she only had on stockings and slutty six inch heels. She was so sexed up, her eyes said fuck me and she kept sucking on her fingers while her other hand roamed between her legs and slid into her pussy. Her hand started going deeper into her pussy as she asked politely to see my cock. I wanted to tease her a bit first and get a few more photos, so I had her go out on the balcony, totally naked in heels – perfect. It was a nice warm night with a bit of humidity in the air so I posed Baby against the railing and took a photo and then slowly lowered my shorts and exposed my thick hard cock. “This is all yours Baby”, I said as she licked her lips and got on her knees to suck my cock. Oh damn, she can suck a cock. I didn’t want to cum yet so I didn’t let her go too long before I pulled her up and then I sat in a chair, put Baby’s back against the railing and then lifted her one leg over my shoulder exposing her open wet pussy to my wanting mouth. I started by running my tongue down the soft inner part of her thigh, then worked toward her pulsating pussy. My tongue started lightly licking around the outer edge of her pussy, slowing working my way toward the center applying more pressure as I went. I finally got to the center and drove my tongue in as deep as it would go, and ran it up to her clit. I worked her clit for a good five minutes while also working first one finger, then two fingers up her ass. Baby came hard as my second finger spread her ass wide. She roared for all to hear and announced that she was coming. It was music to my ears as he hips bucked against my tongue and fingers, but I wouldn’t release my grip, I dug deeper and she came harder.
With that the doors on the balcony next to us opens and another couple comes busting out on the balcony, totally naked and engaged in deep kissing. He pulled her toward him and they became totally engrossed with each other as we made no more to remove ourselves from the situation, in fact, we moved closer for a front row seat as the guy got on his knees to play with her pussy. He was working her good and she had one leg over his shoulder, before she turned and saw us both standing there watching. By this point, I was standing behind Baby, holding her closely at the edge of our balcony. The girl smiled at us and watched us as her boyfriend began to suck on her clit.
I was rubbing Baby’s ample tits as I stood behind her. Her nipples were so hard and she reached back to grab my cock as our new friends really got into it. Her eyes told the story as they rolled in her head in rhythm to her moans. I had my fingers buried in Baby’s pussy and my cock was itching to go in her ass when she turned around and knelt before me, and took my cock into her mouth. She knows how much I enjoy a blow job and cumming in her mouth, plus we were now putting on a show for our new friends to enjoy. Baby gives a great, wet, sloppy blowjob. I love it when she tries to take all of me and gags on it. She comes after my cock with a vengeance and gets it as hard as a rock in seconds, then she stands, turns around, grabbing the railing and sticking her ass out at my arrow straight cock. I walked straight into Baby’s sloppy wet pussy. She was so wet my cock slide right in and I began to pump her as she watched our friends next door continue enjoying oral sex in the great outdoors.
Now it was his turn. He stood and put his back to the railing so that his girl could suck his rock hard member while she sat in a chair in front of him. This is when he first saw us, fucking on the balcony next door, intently watching their every move. They looked a few years younger than us, probably in their mid thirties as he had a full head of black hair and a tight body, and she looked like a beautiful California hard body with bleach blonde hair and a pair of Ds that looked amazing on her small frame. She took his cock into her mouth and then he held the back of her head and started to fuck her mouth like it was a cunt. It was a wonderful show that both Baby and I were enjoying watching as I pumped her pussy and listened to her cum while pushing back against my cock. Then I spread her ass checks and started to finger her ass while I was still fucking her pussy. Baby was enjoying watching the show but to an even a higher degree, I know she was enjoying being watched. So I pulled out and got down on my knees behind Baby and started to eat her ass while using my hand to play with her pussy. She was moaning loudly as she and our buddy next door watched each other get fucked. Then I stood up and took my cock and pushed it into Baby’s tight little ass. I had to push to get the tip in, but then she relaxed and started working my shaft up her ass while she played with her clit. It was a beautiful thing watching him shoot his load into her mouth and having Baby have another orgasm with my cock in her ass. Then it was my turn to cum as I got to the point of no return, grabbed Baby, spinning her around and shooting my hot load deep in her throat before she started to suck on me again, getting every last drop all with our new friends leaning over their balcony railing in order to get a closer view.
By the time Baby was done wiping the cum off her lips, there was a knock on the door and we both knew who it was. I opened the door to find our new friends, standing there naked with a bottle of Tequilla in hand. He said, “I’m Bruce and this is Candy, mind if we share?” With that he said “Lets have a drink and then Candy really wants to fuck your girlfriend…and I do too. Of course you can fuck Candy all you want.”
Baby is listening from the balcony and saunters over to the three of us, her hips and tits swaying as she walk, and without a word, takes Candy by the hand and pulls her over to the king size bed. Baby lies on her back and pulls Candy down on top of her where they kiss and feel each other. Candy works down to Baby’s nipples and then further down so she can eat her pussy. Candy was an old pro at this and Baby was in heaven as Bruce and I poured shots of Mexico’s finest, enjoying the live sex show taking place before us. I know Baby’s been looking forward to eating pussy for a long time so Bruce and I step outside and cool off giving the girls some privacy. When we came back into the room a few shots later after hearing Baby scream Candy’s name and something about God. Then it was Baby’s turn to eat, so they flipped over and Baby pulled Candy down on the bed so that her ass was almost hanging off the end, this allowed Baby to sit on the floor and get to where she wanted to go. This position gave Baby full access to Candy’ pussy and tight little ass, which Baby went after right away. Baby ate her ass and fingered her pussy and then ate her pussy and fingered her ass. She had Candy howling with delight and I know she was having the time of her life as I noticed her hand between her own legs.
Baby’s tongue gave out after about twenty minutes after giving Candy two orgasms, so it was time to switch things up and find a better position for our needs. I lay on the bed with my head on the pillows and then had Baby was climbing on top of me backwards so she could sit on me while facing away. I let my cock slip into her wet pussy and then pulled out and started to push it into her ass. Her ass was so tight and my cock was so hard after watching the girls for a half hour. Candy saw what I was doing so she came to the rescue, kneeling between Baby’s legs and eating her pussy, and helping to lubricate her ass. I pushed the tip of my cock in and Baby let out a yelp, but now she wanted more and I had plenty to give. Her ass was so tight and I was enjoying the feeling, as Baby slowly lowered herself on me taking all of me into her ass. Then she leaned back against my chest and I started to give her slow deep thrusts, while Candy worked Baby’s clit with her tongue. Baby was in sexual bliss and her breathing was quick and deep. I was tugging at her nipples while watching Bruce get into position to fuck Candy from behind. It didn’t take long for the girls to howl with delight, which was the cue to make a change. Bruce moved Candy aside and moved like an arrow toward Baby’s pussy with his rock hard cock pointing the way. I was deep in Baby as her hips were thrusting against mine and she was getting close to coming. When Bruce came at her with his cock leading the way, Baby took it into her mouth and blew him while I was fucking her ass, but this didn’t last as Bruce told her, “Baby I’m gonna fuck that beautiful pussy of yours right now.” With that, we moved down to the end of the bed, Baby leaned back on me and Bruce mounted her in the missionary position. Baby has a tight pussy, so when Bruce went in, I could feel his cock against mine and I wasn’t going to move until Bruce got in all the way and Baby was comfortable. Baby was beyond wet and Bruce slid right in and started to fuck her. I let it go for a bit, feeling his cock riding against mine. It felt sort of gay but realizing what was going on, I was completely turned on by this new experience, so I started fucking her ass while Bruce worked her pussy and Cindy sucked her nipples. Baby was out of her mind, groaning and clawing at anything she could hang onto. I was pumping like a sixteen year old in rhythm with Bruce until Baby let out a scream that told us she was about to cum, which she did, and did, and did, until she just collapsed. She was done… But we weren’t. So as we pulled our dripping cocks out of Baby, we had the girls suck us for a while, just to keep us hard, before we resumed a similar position with Candy. Again, I lay on my back and Candy mounted me in a missionary position giving me a deep sexy kiss, and then started sucking my nipples while her cunt worked my cock. Baby was still sucking off Bruce until he came over, pushed Candy down on top of me and forced his cock into her ass while she smiled and gave me another deep kiss as I fucked her cunt. Again I could feel Bruce’s cock against mine, I could feel Candy’s tongue against mine and I could feel her pussy squeezing my cock as she began to cum and announce it loudly. That got Bruce and me to start fucking her in sync as she came for what seemed like a minute. That was it for us too, we were ready to cum and Baby was waiting for it kneeling next at the side of the bed. We both pulled out of Candy and she got up and out of the way so that Baby could suck us and jerk us both off until we came in her mouth and let her eat our cum. With cum running down her chin, Baby went to Candy and gave her a deep wet kiss so they could share our gooey loads. They kissed and kissed, and then sucked nipples and kissed and then started fingering each other and flicking each other’s clit while they lay facing each other. They worked each other up so much that they both came again. It was a beautifully erotic scene as Bruce and I shared a beer and a shot, watching our girls go at it one more time.
When the girls where finally done, they came out on the balcony to join us and enjoy the nice cool breeze that was rushing over our sweaty bodies. A huge cruise ship slowly passed by and our view opens up across the sea where the moon is just coming up over the horizon. I’m holding my Baby in my arms, kissing her neck and feeling like I never want this moment to end. Everything is just perfect when Baby turns around, gives me a deep kiss and whispers in my ear “Thanks for bringing me to Key West, can we stay here forever?” Yes Baby Yes!!!