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Sailing Into Adulthood

"You never forget your first lover. I certainly won't."

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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.

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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.

Published 
Written by Simes6699
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