Sailing Into Adulthood free porn video

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I got my love of sailing from my Dad; after he and Mum split up when I was about seven, he moved out to the coast and returned to his first love, sailing.

Now I'm seventeen, for me it is perfection. An apartment on a marina complex, so you are right by the ocean. It's got a big supermarket, ship’s chandlers, a few tourist shops because it’s a local attraction and a bar-restaurant.

I saw one of the other residents, Cass, staring up has her first-floor apartment.

“Hi James, you don’t have a ladder to get up to my balcony? I’ve locked myself out. The window is open, so, if I could get up there I could reach the balcony door latch,” She told me.

I said we didn’t and started to walk away, then, I had an idea. Dad’s diving spear gun, cord, rope and a rope ladder all came out of Dad’s storage. I told her I would resolve the problem.

I fired the spear across the balcony with the line attached; used that to haul the rope up, and finally, pulled the rope ladder in position. I was on the balcony in moments and into Cass’s flat.

I pressed the door entry system to let her in and waited.

Cass’s parents were from Pakistan or India. She had decorated the apartment in soft, warm tones; low furniture and cushions gave the feeling of an exotic love nest.

On we wall was a montage of photos from her life, predominantly people and boats. One photo stood out. Five girls, all in their late twenties or early thirties, topless, on the deck of a yacht. I guess Cass was the brown-skinned one at the end.

Cass knocked on her own front door, I let her in. Having seen the photo of her topless, I was much more conscious of her breasts and, the faint trace of her nipples.

“Smart, resourceful and agile, what every woman wants. I hope your girlfriend appreciates it,” she smiled.

I just smiled a hollow smile.

“No girlfriend at the moment?” Cass studied my face.

“Ever?” Cass shook her head and went into the kitchen. “I know your Dad doesn’t mind you having a beer at home,” she said carrying two beers.

My eyes had strayed to the photo again. Cass followed my eyes

“Well, let me see, which photo has grabbed the attention of a seventeen-year-old boy. Bet it’s this one,” Cass said touching one of the topless figures.

“So two blondes and redhead, all with soft pink nipples, a brunette with soft darker nipples, then there is the brown one at the end with the rock hard nipples that never go down,” She laughed.

Cass’s finger moved along the line of breasts as if she knew each one intimately, then she studied my face again.

“Oh my, it’s the brown one on the end, with the hard nipples,” she said softly.

We stood and sipped our beer for a while until Cass spoke again.

“Do you know what an Aunty is when it’s not a relative?”

Cass’s head was turned away from me as she spoke.

“Not really,” was all I could say.

“Well, it’s an older woman, who teaches a youth how to make love. In a lot of cultures, it is how boys learn. Would you like to make love to me?” Cass turned to face me.

She sat down on a low sofa and patted the seat next to her, I sat.

“Do you want to know what it feels like to caress a breast, and feel a hard nipple between your fingers?” She asked.

I hesitated.

“It’s okay, I won’t scream, or tell anybody what happened here.”

I was frightened and excited at the same time; Cass’s words were soft and sensuous. She took my hand, and pressed my fingers to her chest. I could feel the softness of the breast and the hardness of her nipple.

My pulse was racing and my breathing became shallow. I was desperate to lose my virginity but frightened of any consequences.

She lifted her tee-shirt over her head and suggested I unclipped her bra. I fumbled for a while but is yielded in the end. The photo didn’t do any justice to her soft brown breasts, and hard dark nipples, Cass guided my head towards them, as I sucked each nipple in turn, she purred and told me how good it felt.

Then she threw a couple of large cushions on the floor and we slid onto them. Next, she unfastened her jeans, motioning me to pull them down completely. I marvelled at her body, slim waist, perfectly rounded hips and thighs firmed by exercise. And this picture of feminine perfection lay almost naked in front of my young eyes.

Cass scooted out of her knickers; the pubic hair had been shaved into a landing strip maybe three inches long. She knelt on her haunches, and went to work on me; tee-shirt over my head, socks, then the belt on my jeans. She pushed me back onto the pillows, holding me transfixed with her stare, I felt the stud go on my jeans, then, the being pulled down.

Were we going to fuck? Was my prick going to be big enough for her? Older women are supposed to be more open about sex than girls my age. Was this the moment I would truly reach manhood? All I could do was to suppress my fear and hope.

She pushed my jeans and boxers down my thighs. I gasped a little as I felt her hand on my cock. Cass pushed me back and stripped the last of my clothes from me, her warm mouth closed around my stiff cock. I closed my eyes and drank in the joy of the moment. A gorgeous female body beside me, naked and sucking my prick.

“Now then, I’ve sucked your cock, why don’t you find out what pussy tastes like?” Cass whispered.

Gently, she guided my head to her crotch. My lips met her smooth labia, the smell of her sex wafted into my nostrils. It ignited a primitive craving deep in my body. I pushed my tongue out and let it slide between the two fleshy bolsters that guarded her clitoris.

The sweet sticky goo clung to my tongue. My head and balls were now burning with desire. I lapped and swallowed as much of the fluid as I could get.

Cass pulled me up along her body and opened her legs wide.

“Are you ready for this?” she said in no more than a whisper.

I put my penis against her and pushed up, I watched as the tightness of her vagina pushed my foreskin back away from my bell end. Every nerve in my penis seemed to be alive. Cass’s slippery tunnel gripped my cock in a way I never thought possible.

I withdrew a little way, then I pushed in deeper, her muscles gripped me with a soft firmness guiding me.

“If nobody has ever told you, you're quite a big boy, bigger than average,” she whispered.

My cock twitched with pride and I saw her eyes flash. Again, I pushed as deep as I could get. This time when I could go no deeper, I understood why.

I couldn’t hold it any longer, my prick exploded into her. My prick pulsed again and again, my body shaking with excitement and exhaustion. I felt Cass arch her back and for a moment her muscles gripped me tight. Then, she too relaxed, I was about to roll from her when she stopped me.

“Don’t pull out yet, you have left a huge amount of cum in me and I need to get a tissue first,” Cass said reaching for her handbag.

She held the paper under my softening prick, I pulled back. For a moment there was just her open pussy, then a tsunami of thick white cum flooded the tissue. I apologised.

“Why are you sorry? I’m not, I haven’t had a load like that shot in me for years. It’s a big turn on, knowing an older woman can still get that much cum out of a guy,” Cass laughed.

Cass put her knickers back on the hold the paper tissues in place and we lay together for a while.

~~~

Dad and I sailed most of the afternoon until the wind dropped and, we had to motor home. I told Dad about my rescue of Cass, but nothing more.

“You should be careful of Cass, she would eat you for breakfast,” he smiled.

The look on my face must have given me away.

“When, this morning?” Dad guffawed.

He laid his hand on my shoulder for a moment.

“We all have to learn sometime, and you would be safe with Cass, she won’t betray you,” he said.

It was my last day with Dad, so we had dinner in the restaurant. Cass was sat at the bar, her silk dress complimented the tones of skin; at the end of her long legs, she wore high heeled shoes. She looked so stunning, so elegant.

I could scarcely believe I had seen her naked, let alone lost my virginity to her. For a moment, all I could think about was her smooth lips pressed hard against her satin knickers, and her hard brown nipples. Cass smiled and waved to us, we waved back.

At the end of the meal, Dad went over and spoke to Cass; they both glanced over at me. Cass joined us, and, as she sat, she touched my hand for a moment. It was a caress from one adult to another. I realised that was what I was now, an adult. Dad brought brandy for him and Cass, we chatted about boats and sailing for a while until it was time to leave.

Dad strode in front as he usually did. Cass and I trotted behind.

“James, are you going to keep Cass company tonight?” He asked, not even turning around.

The way he said it implied that yes was the only sensible answer. So that was what I replied.

“Don’t forget your mother is collecting you about 11 o’clock,” he said lofting his hand by way of farewell.

Cass and I stood in the hallway of her apartment; I put my hands on her waist.

“James, we’re lovers. You can touch my bottom,” she whispered.

I slid my hands down, clasped her warm round buttocks, and pulled her towards me. We kissed, gently and tenderly at first; then her tongue slipped into my mouth. It tasted of the strong liquor she had been drinking.

“I can’t stop thinking about the way you fucked me this morning. It has made me feel sexy all day,” Cass breathed into my ear. “Now I can feel your hard prick against my leg. If you want to fuck me again, you better help me off with this dress.”

I didn’t need any other invitation. Like something from the spy movies I loved to watch, I gripped the metal tag of the zip in my fumbling fingers and slid it right down to the base of her spine.

And, like the spy movies, Cass shrugged the dress off and sashayed into her bedroom. The pure white of her bra and thong contrasted with soft brown tones of her skin. She was sexy beyond belief.

She lay on the bed and waited for me; hurriedly, I stripped off my clothes and joined her.

“James, don’t assume that we will be lovers whenever we meet when we see each other next time. You may have a girlfriend, or I might have a boyfriend,” Cass told me.

Then she guided my hard prick to her pussy and we started to make love. I could last longer this time. When I felt myself getting close to orgasm, I pulled out or rested. I felt the joy of bringing her to two or three orgasms and felt the loving warmth that radiated from her after each.

Finally, I felt my cum rise and flood into her. We lay exhausted in each other’s arms and slept. I remembered nothing else until the sun burst into her bedroom. My lover stood naked, silhouetted in front of the window.

Stretching out, I took her hand and kissed it, then her wrist, forearm and on. I pushed the duvet away and exposed the biggest morning wood I had ever had, then dragged her to me.

Cass gasped and straddled me, laying back I watched her body rise and fall on me, my big white prick slid between her brown labia. For me, it was the most wonderful sight in the world. Cass reached her orgasm, and climbed off.

I went empty my bladder. I showered and dressed, Cass and I parted as lovers and I went home covering my tracks as best I could.

My father smiled when he saw me but said nothing.

Mum collected me about 11:30. My little half-sister, Tansy, came bounding out of the car and hugged Dad as she always did.

Mom had left Dad when she thought that the grass would be greener with another guy. The irony was that life became worse for her and better for Dad.

“Hallo, other Dad,” Tansy said as she buried her face in his neck.

Dad laughed as he always did. He was very fond of Tansy, even if she wasn't a relation of his. As I lifted my kit bag into Mum’s car, I caught her eye.

“You can’t have grown in a week, but you look different. Sort of grown-up,” Mum said.

I just shrugged; Dad told her it was sailing that made men out of boys. Mum just huffed. Now, when Tansy, wanted to ride I the front on the way back, didn’t argue, I just opened the door and let my little sister have her own way.

Mum studied my face in the rearview mirror on the way home; did she guess I had only left my lover’s bed two hours before?

~~~

It was the end of the season, dad would be away, but I wanted to sail. He wouldn’t let me sail on my own, not even just with the engine. In the end, he phoned to say I could crew his boat, but only with an experienced sailor. His parting words were to look and learn, this person could teach me a lot.

Mum dropped me off at the Marina, I found Cass making Dad’s yacht ready. Mum eyed her warily. Whether she thought it was Dad’s lover or mine, I didn’t know. Maybe Cass was both.

Cass was good. She was very mathematical about sailing, tidal flows were calculated from the almanack, weather reports examined to see what effect they would have. Dad was right, I was learning a lot from Cass.

We weighed anchor in a little cove, Cass asked if I could swim, I could, I was in the college squad. With that, she stripped off and dived in, I stripped and followed her as fast as I could. I found her laid against the other side of the boat.

"I guess you haven’t fucked in the sea yet,’ she said

With one hand she gripped the side of the boat, and the other guided my hardening prick to her pussy. We clung to the side of the boat. The cool water was exhilarating.

I found I could hold the bottom of the rail with one hand and hold Cass with the other. It was never going to be easy but we let our bodies rock together. I felt myself cumming and let it flow, she felt it too and shuddered.

I hauled myself out from the water, Cass swam around the boat a couple of times.

“What are you doing?” I called.

“Feeding the fish. You leave a lot of spunk in a girl,” she shouted back laughing.

We dressed and pulled up some sail. Occasionally catching each other’s eye, we would giggle and kiss. Back in the harbour we tied up and cleaned up. I started to tell Cass I loved her, but she put a finger to my lips and stopped me.

“You love fucking me, and I love being fucked by you,” she said.

I wanted to hug her as we parted, but the harbour was too busy, people would talk. Cass went back to her apartment, and I sat alone, waited for my lift and the sailing season to start again.

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Sailing Into Uncharted Waters

Synopsis: A young man with a deep secret finds himself in an exciting, yet precarious position when persuaded by a male photographer friend to fill in for an absent female model on a photo shoot aboard a charter yacht in Florida. Sailing into Uncharted Waters Day 1 - Morning Walking down the shop lined street, I'm wondering exactly why I had to awaken and get going so early this morning. I mean, I really enjoy sleeping in when I get the chance, just letting my body wake...

1 year ago
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Sailing With Mom

My name is Kyle and I'm 20 years old. I've recently taken up sailing. When I told my mother about it, she was very interested in my new hobby. "I think we should go sailing, just the two of us. It'll be great!" she told me over the phone. "But, Mom, you're nine months pregnant. Are you sure your stomach can handle the open waters?" I asked. She hadn't had a child since giving birth to my twin sister and me when she was only 16. After talking to my father, they agreed to have another...

2 years ago
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Sailing Holiday

This happened a few years ago and is completely trueWe were on a sailing holiday and had chartered a 36 foot yacht in Croatia. I don’t like wearing clothes and sailing in a warm climate is great for naturist.Our normal plan is to sail to a lunchtime swim spot and move on to a more sheltered anchorage for the night, planning our lunch departure to arrive in daylight. Normally there is time for another swim then get showered, Gin and Tonic evening meal out or on board depending on where we are....

4 years ago
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Sailing away

Somewhere in the Mediterranean Sea, close to any of the thousand Greek islands, a white silhouette breaks the waves. My old sailing boat, not too big, not too small. The sails fully extended and the wind is gentle but constant. I'm at the steering wheel and you are mixing us some drinks. I look at the horizon while you take off your dress and try to get some sun. Your white skin is too sensitive you ask me to apply some cream on your back. I put the boat automatic pilot on and proceed to grab...

Straight Sex
1 year ago
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Sailing Quiet Romance

Sailing – Quiet Romance This is a little tale about an experience I had a while ago. But first, let me introduce myself, and also mention that all characters herein are consenting adults. The names have been changed in an effort to circumvent unnecessary persecution. I’m an ‘older’ guy, recently retired, living on a barrier island in the Gulf of Mexico, off the southwest Florida coast. I enjoy leading an active life, and try to stay fit by walking, bike riding, swimming and sailing on the...

2 years ago
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Sailing Chapter 2

Sailing Chapter TwoWe spent the next two days out at sea and the weather had become overcast as we sailed on into the open ocean waters. The soft breeze filled the sails and sitting back in the cockpit with Linda as we sailed out into the open waters I had plotted on the charts our path to another small island I knew had fresh water and a place to drop anchor. The island had a small community of open minded people who lived like natives, but had shelters built to survive any massive storms...

2 years ago
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Sailing in the Gulf

As I readied the boat, I couldn’t help but hear your entrance to the docks. Voices quieted and men watched with approval as you walked down the dock. Women were barely envious and some were attracted to your stroll on the pier. I raised my head to watch you for a moment. The curve of your legs in those 3 inch sandals was fantastic. I caught a brief glimpse of your neon yellow bikini bottoms as the wind caught your thin coverup. The coverup was more of a tease, but I enjoyed the view of your...

3 years ago
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Sailing Adventure 3

Kurt comes back on top with a beer. Marsha is still sitting with her shirt open and breasts partially exposed. She feels so free and uninhibited.Dave stands up and stretches. "I'm going down below for a while.""OK, honey. Why don't you take a little nap? I'll stay up here and relax with the captain."She feels the heat and intimacy of being alone with Kurt. Marsha takes off her shirt. "There, that's better, don't you think? You can look at my tits all by yourself.""Come here.""That sounds like...

Wife Lovers
4 years ago
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Sailing away

Somewhere in the Mediterranean Sea, close to any of the thousand Greek islands, a white silhouette breaks the waves. My old sailing boat, not too big, not too small. The sails fully extended and the wind is gentle but constant. I’m at the steering wheel and you are mixing us some drinks. I look at the horizon while you take off your dress and try to get some sun. Your white skin is too sensitive you ask me to apply some cream on your back. I put the boat automatic pilot on and proceed to grab...

3 years ago
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Sailing out of Oyster Bay

We chartered a sailboat out of Oyster Bay, leaving the channel markers behind us and headed north with the wind in our sails. The next course of action was refreshments and letting the wind gods grace our bodies. Anne went for the beers and I kept the boat on course while taking off my clothes. Anne returned with the cold ones and handed them to me so she can follow suit or should I say suitless… We spent the mid morning sunning ourselves and working on our allover tans while enjoying the...

1 year ago
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Sailing out of Oyster Bay

We chartered a sailboat out of Oyster Bay, leaving the channel markers behind us and headed north with the wind in our sails. The next course of action was refreshments and letting the wind gods grace our bodies. Anne went for the beers and I kept the boat on course while taking off my clothes. Anne returned with the cold ones and handed them to me so she can follow suit or should I say suitless… We spent the mid morning sunning ourselves and working on our allover tans while enjoying the...

Exhibitionism
3 years ago
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SailingChapter 2

Sailing: the Coast Guard Bored? ... I am. Every Saturday it's the same thing. Start when they tell you. Politely curse because one of the Chicago rich kids cut you off. Sail up the lake, turn at the buoys. Tack back and forth into the wind. It's always the same ... over and over. What happens if you win? Is there money in your pocket? A trophy for the shelf? No? Your crew picks you up and throws you in the water. Never race with your wallet in your pocket ... if you win it's sure to get...

3 years ago
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Sailing out of Oyster Bay Part 2

We were relaxing in the cockpit. Anne heared a splash and turned around to see the other boat close by. It turns out that one of the guys dove into the water. She looked at me funny and asks how long have they be there. I smile and indicate a while. Anne turned red in the face and asked if they saw anything. I suggest that I wasn’t sure with a quirky smile on my face. (Anne loves nude sailing but she is a little shy when others are around) The guy in the water throws his swim suit onto the...

4 years ago
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sailing baseball and TS dates

Shelly and I had been chatting online for almost two years. We had share a great deal of personal information and shared in each others personal triumphs and tragedies. She lived in Seattle Washington and I was in Oregon in the sleepy hamlet of Lewisburg. Often we had talked about meeting and each of use has passed close but not arranged to meet. My issue was long term relationships are always prone to fail and she was , by her admission , looking for someone closer to home as well. I have a...

3 years ago
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Sailing out of Oyster Bay Part 2

We were relaxing in the cockpit. Anne heared a splash and turned around to see the other boat close by. It turns out that one of the guys dove into the water. She looked at me funny and asks how long have they be there. I smile and indicate a while. Anne turned red in the face and asked if they saw anything. I suggest that I wasn’t sure with a quirky smile on my face. (Anne loves nude sailing but she is a little shy when others are around) The guy in the water throws his swim suit onto the boat...

Exhibitionism
3 years ago
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I Turned 18 8211 My First Story Into Adulthood

Hi friends, I’m Ramya and today 7th of Feb, I turn 18 :) yeah! Yeah! I’m major now :p according to law. I’m very happy today and wanted to start off my first writing. You will find writings about my thoughts, feelings and moments which you may find it funny, boring or may be inappropriate. I’m writing to shell out my feelings and thoughts and may not abide by rules of society. If you find it offensive, please stop reading it ;) Everyone has some #iturned18 wish and I’m no different. In fact I...

1 year ago
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Adulthood

You barely slept this night. You know very well how important the new day is. It is your 18th birthday. Free woman would celebrate the date that allows her to get married. You are different. You are a slave and now you have to give your body to anybody your owner wants and you have no right to refuse. Thousands of thought race through your young imaginative mind. Will you lose your virginity today or your master have other plans? Will you stay here or be sold to some pervert or, worse, to a...

Fantasy
3 years ago
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Building a CAP Based FutureChapter 18 Prelude to Adulthood

I allowed Jason to lead me into the training center. We found Ashley standing near the service counter, chatting merrily with the young woman standing there. I was surprised to see that the woman was wearing what looked like a combination of military uniform and space suit. Ashley noticed us and waved. "Mark! Lieutenant Marakova here tells me that she's received transfer orders," Ashley called out. Jason and I walked up to meet the woman. "You're not going to be here longer?" I asked...

2 years ago
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Sailing

She navigated through the crowed deck area without incident, until the warm Gulf breeze caught the hem of her silk dress. A slightly salty sea breeze lifted the fabric up and away from her leg, exposing her tan thigh and the edge of her lace trimmed panties. Two men at the table she was passing did not miss her exposure, the drunker of the two cat-called and motioned for her to slip up on the open stool next to him. She stopped, smoothed her skirt and shot him a cool look, eyes narrowed, lips...

1 year ago
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Sailing Sun and Sex Part 2

As we approach Spartakhori we prepare 'Adios' for arrival. I start the engine, we furl the sails, put the fenders out and secure the stern lines."OK Suzy?" I ask."Yes OK but a little apprehensive about meeting your friends." I smile. "No problems my sweet. they really are lovely people. So relax, you'll be fine."Our age difference, 15 years, bothers her a little when first meeting any of my friends, but to date they have all taken to her instantly. Swinging into the bay we swing around, go...

2 years ago
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Sailing With Mom and Grandma

It is a pleasure to be fabulously wealthy. It gives a teenaged boy lots of opportunities that would never be available to a middle-class teen. One of those things is learning to sail and drive large motor yachts. I showed an early interest and my oil baron father provided me with the best training in both classes of vessels. My story starts one day when I was inspecting our sixty-foot yacht. I was a fanatic about order and safety. After checking all the life vests, the zodiac, and emergency...

2 years ago
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Sailing To Survive

This is a work of fiction and is entirely a product of my mind. Any failures of omission or commission are entirely my responsibility. ***** I don’t know why the Kenny Rogers song ran through my mind at that moment, but they did. ‘You got to know when to hold ’em, know when to fold ’em, know when to walk away and know when to run, you never count your money when you’re sittin’ at the table…’I couldn’t remember the next line but it didn’t matter really. I had folded and walked away and had...

2 years ago
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Sailing in Thailand

Apart from being pleasant these regular outings had the added advantage of allowing me to indulge in an activity I would otherwise not have been able to practice: nudism. I have always been a nudist but - Thai people being rather prudish in public - there are no nudist beaches in Thailand. At least there were none at the time. When on my boat I would always strip naked as soon as I was out of sight from the shore. One day, a Thai friend of mine asked if he could some time join me for a...

3 years ago
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Sailing out of Osyter Bay part 3

We took the dingy over to the other boat and stepped aboard, this time without any clothes on. We figured what’s the point? We’ve become very comfortable with our new friends Frank & Cyn and Dave & Carol. We were welcomed with cheers, glasses of margaritas and a big hug from both of the ladies, one of whom rubbed my ass and the other flicked my dick quickly. Not to be outdone, Frank & Dave gave Anne a big hug, at the same time squeezing her between their bodies. Anne’s eye’s opened wide and she...

3 years ago
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Sailing Lessons Pt 5

I followed her out of the lodge. The shorts made her legs look impossibly long. We walked up towards the cabin she was staying in with Edna and Albert and spotted them through the trees, heading down to the dock with their fishing gear.I followed Judith into the cabin and turned around to lock the door. When I turned back, I saw that Judith had stepped into the tidy little kitchen and retrieved a little squeeze bottle of maple syrup. She put the bottle on the counter and turned to face me as I...

Taboo
3 years ago
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Sailing out of Osyter Bay part 3

We took the dingy over to the other boat and stepped aboard, this time without any clothes on. We figured what’s the point? We’ve become very comfortable with our new friends Frank & Cyn and Dave & Carol. We were welcomed with cheers, glasses of margaritas and a big hug from both of the ladies, one of whom rubbed my ass and the other flicked my dick quickly. Not to be outdone, Frank & Dave gave Anne a big hug, at the same time squeezing her between their bodies. Anne’s eye’s opened wide and she...

Group Sex
1 year ago
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Sailing

A lazy day on the water, sun shining, warm heat on the boat deck. She's lying on her towel sunning herself and gets really hot. She slips off her bikini top to reveal her full breasts to the sun. Not only the sun is graced with her beauty, the sailor below deck is treated to an eye-full when he happens to venture above. He comes to stand over her, blocking the sun on her body. She opens one eye to peer up at his silouheted frame. The expression on his face is one of pure lust. The urge to grab...

Erotic

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