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Rolling On Our River

"I take a sail with Leslie..."

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Author's Notes

"This is a true story! Stay tuned for more of our adventures!"

I exited I-275 North in St. Petersburg, and picked up Gandy Boulevard heading to Tampa. It was early on a beautiful Florida Spring Saturday morning, and Leslie and I were heading to South Tampa to look at a sailboat that had been advertised for sale.

Classic rock boomed from the speakers in my Jeep Wrangler and the warm air wafted through the open windows of the soft top. Les rhythmically tapped her left hand on my right thigh; occasionally singing along in her husky, contralto voice.

Leslie is my gorgeous and sexy girlfriend. A former model now turned student nurse, she is a classic zoftig "pear" bbw-type woman with flaring hips, beautiful long legs, and very ample 44-DD breasts. Her eyes are piercing grey-blue and she has a beautiful smile backed by a wicked sense of humor. At six feet each we stand eye to eye.

After crossing the Gandy Bridge I followed some short directions before arriving at the address, which was a commercial machine shop. The boat sat out front on a trailer and partially covered by a tarp.

The owner, José, met us at the gate and introductions were made. We then uncovered the boat which was a pretty, vintage, Alberg Typhoon. She was painted bright red with white decks and varnished teak trim.

I went over the boat while Les snapped pictures. I admired the trailer and José proudly stated that he'd designed and built it himself in his machine shop.

He said, "To make launching easier, it has an Extendable Tongue."

Les quipped, "Why, what a coincidence! So does Bill!"

I shot her a look and whispered, "Shush, you." I received what's known as the Leslie Evil Grin.

Anyhow we wrapped up the inspection, talked price, and I told José that I'd be in touch. With that we got back in the Jeep and headed back over the bridge.

It was around lunchtime so I pulled into Kahuna's, where we went inside for some grub. We took a hightop deuce in front by the windows and ordered drinks; draft beer for me, rum and coke for the lady. I ordered a cheesesteak (I'm originally from the Philly area) and Les had coconut shrimp.

"So what do you think about the boat?" she asked.

"It's old but nice, kinda sorta like me," I replied, chuckling. After a moment, I said, "You know, we're here, now. If we go back down to home, I might not ever get it and I think that I want to buy it."

"Then you should go for it. It'll be fun! I'm thinking of all sorts of fun things that we can do on board." She gave me a squinty wink.

I smiled at her and really gave thanks that I could be so lucky to have the affection and friendship of such a wonderful woman. We ate and finished our drinks. I called José and made my offer, which he accepted. We left and, after stopping at an ATM, returned to José.

A week later, the boat floated in a slip at a Marina a few blocks from my home. We'd both taken a Wednesday off. So after a fairly "active" Tuesday night we awoke early Wednesday morning with plans to spend the day sailing the new boat.

I'd prepared some snacks for us, and we loaded an ice chest with refreshments. Leslie filled a canvas bag with insulated tumblers, a bottle of Barbados rum, and a big bottle of Coke.

She wore an emerald green Bikini and a white lace beach wrap, with white canvas tennis shoes. I had on khaki cargo shorts and a blue button down fishing shirt, and Docksides. We brought extra clothing and some beach towels.

After leaving the marina I headed us northeast on the Manatee River, and after clearing a few bridges I hoisted sails and cut the engine. The boat heeled over and lifted when everything was trimmed nicely. Les remarked about how quiet and peaceful it was. And it was. A Wednesday morning in April and we pretty much had the River to ourselves.

My plan was to sail us upriver past the interstate bridge to a local waterfront restaurant and pub. The boat was moving pretty good. So I engaged the automatic tiller pilot and we relaxed, sprawling in the cockpit. We were playing around with each other, hugging and kissing while I kept an eye out for other traffic.

Les asked, "Is it too early for refreshments?"

I mugged, "Arrgh! Never ask a Pirate if it's too early!"

She got up and ducked into the little cabin. "Rum and Coke okay?"

"Sure. Sounds good," I answered. I heard ice clinking, bottles being opened and closed. Then, a little rustle of clothing. Her head popped up from the cabin hatch.

"Ready?" she asked.

I was speechless. Gone was the beach wrap. Gone was the Bikini top. Gone, the Bikini bottom. Only the tennis shoes remained.

She stepped into the cockpit carrying my drink. "Oops! I forgot to stir this." She picked up her right breast and stuck her erect nipple into the tumbler and used it to stir the drink.

My mouth was hanging open. She slid next to me, placed my cup in the drink holder, and said, "That drink was so cold. My nipple froze." She shoved her tit into my mouth and said, "Warm it up, would you?" She grabbed the back of my head and pulled my face against her boob while I sucked and nibbled on her protruding nipple.

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My left hand pinched her other nipple, while my right slid up the inside of her thighs until it reached her warm and dripping pussy. Her thighs parted and she moaned. Her hand fumbled with my shorts and finally released my pulsing member.

"Let's not wait," she panted. "I can't contain myself! Let's christen the boat right now!" She turned onto her back and spread her thighs. I climbed between them and gently slid my hardness slowly into her welcoming warmth. She moaned loudly and wrapped her legs around me. We stayed like that for a moment.

I glanced around quickly — we were all alone on the water. Leslie shifted beneath me. "Fuck me, Baby."

I pulled out and then thrust back in slowly again. Her juices were dripping from my balls. I kept thrusting steadily as she ground her womanhood against me. I could smell our sex as she came, moaning loudly and kissing me all over my face. I erupted, drenching her inside with my seed.

We stayed in that embrace for a few moments. Just then I felt a slight bump from beneath the boat and I bolted upright. The keel was touching a sandbar. I looked and saw that we were way out of the channel. In our passion we had kicked loose the autopilot and sailed into shallow water. She was giggling as I scrambled to get us back on course.

"Your ice is melting, Captain," as she smirked at me. Just then a boat sped by. She ducked into the cabin and came back up with the beach wrap back on, carrying her own drink.

"We're coming up on the bridge," I remarked. "I'll get the sails down and the motor running after we pass through. The restaurant is just beyond."

"I'm looking forward to after lunch," she said.

"Me too. I'm thinking that we go and anchor, and relax a bit. There are a couple of secluded coves a little further along over on the south side. We can swim, etcetera."

She smiled and said, "Etcetera sounds good to me!"

As I headed toward the restaurant dock, I noticed a distinct lack of activity and any people there. I looked at my watch. It was 9:50 in the morning. "Shit! They're not even open yet. Not until eleven! We made pretty good time!"

"Well, I sure thought so," she quipped.

I brought the boat about and headed for the Southeast side of the river. There was a little cove there near an abandoned golf course. We reached it quickly and when I had us situated, I dropped anchor and secured the sails.

Les brought some cheese and crackers up from below, and made a fresh round of drinks. Of course she again stirred mine in her unique way. We relaxed for a while and then I put the swim ladder over the side, and we jumped in for a quick dip. I say quick because the water was still really cold. We scrambled back aboard and dried off.

"So, how are things down in the cabin?" I asked.

"Cozy but a little on the tight side," she replied.

"Too tight?"

She took my hand and led me below, whispering, "You're about to find out."

I pulled her wrap from her shoulders and we slid into the forward berth, enveloped in a passionate embrace. Kissing my way from her neck down to her chest, I began kissing and licking her beautiful big breasts. I took each nipple into my mouth, gently but firmly biting them which elicited gasps and moans from her.

At last I made my way down to her fragrant pussy with its soft furry bush. I inhaled her and my head spun with desire, as my tongue found her pearly nub. She rolled her loins, meeting my face and moaned, holding the back of my head and pressing me into her.

She began wildly gyrating her mound over my face, her body trembling as climax swept over her and her juices flowed into my mouth.

I cradled her to me as her peak subsided. My hard cock pressed against her thigh. She rolled on top of me and straddled me, and in one graceful movement had me inside her. She wildly humped and ground her pussy on my rock hard cock as I met her with thrusts from below. Her tits bounced and swayed in my face. She gasped, "Oh my God I'm cumming again! I'm cumming again! Ugh!"

Her hot tunnel clamped tight around my cock and I exploded into her; my mind going numb. We collapsed together in a sweaty pile. The tiny cabin reeked of sex. I loved it. The boat gently rocked on her anchor line.

Later, as we lay intertwined, she looked at me and asked, "Hey. What are you thinking?"

I looked at her solemnly, and, giving my best Roy Schieder imitation, said, "We're gonna need a bigger boat."

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Written by FLBbwLover
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