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sexstoryposter Member Since October 19, 2009

The Cruise Ship Cruiser

sexstoryposter on Gay Stories

My name's Sam, I was 16, and had just finished my GCSEs. Ever since I could remember, I'd had a desire to sleep with an older, married man, while dressed as a girl. I knew the likelihood of it actually occuring was next to none, I especially didn't want my parents to know, because they where fairly homophobic, and the last thing I wanted was for them to look down upon me. I had however tried to fulfill my desire through mastrubating, but shoving a vibrator in my bum could only get me so far. I wanted to the real thing.


It was the summer holiday of a lifetime, my parents kept telling me. To be honest, a summer at home would have been far more sufficient, but I guess if my parents where paying, then I would have been a fool to pass up a free cruise in the mediterranean.
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At the time, I remember summer taking longer than usual to arrive that year. What with the endless exams, and the constant revision - I needed a break. I guess this cruise was the golden oppurtunity to get just that. But, summer arrives, like does every year, and we left Britain for the small Greek island of Corfu where the ship would be setting sail. Because my parents too where 'after a break' (or so they said), they'd got themselves a suit on there own. Leaving me with a cabin of my own. I couldn't complain, a king size bed to myself seemed like heaven, especially after travelling for five hours.


'Why don't you take a look around, Sam?' My mother asked.


'Yeah, go on Sam, we'll see you at dinner later.' My Dad said.

So, off I went. Keeping my eye out for any girls, or any older married men that would be willing to fulfill my desires, but of the latter, I was less hopeful. However, walking through the bar was a very sexy man that caught my eye immediately. He glanced at me and winked. Did he know what I was thinking? Did he know I was looking at his muscular chest, and thinking of only one thing? Did he know my deepest, darkest desires? Of course he didn't, he couldn't do. I looked away, embarassed, but at the same time, excited. I knew he was still looking at me. But I carried on walking, as seductively as I could, without giving too much away. The truth was, I wanted him to talk to me. I sat down at the opposite end of the room on a luxurious, and comfortable sofa. I glanced around - he'd followed me.


'Hey there,' He said, in a cool, calm, but very masculine voice. 'I'm David.'


'Hiya', I answered, slightly stuttering, 'My name's Sam.'


'Sam? As in Samantha, or Samuel'? He joked, while offering a light and tantalising smile.


'Well, whatever you want it to be short for.' I answered, trying my best to sound flirtatioucs.


 He laughed, and then ansewered;


'To be honest, I think you look more like a Becky.'


'Sounds good to me!' I laughed.


'Do you have a cabin?' David asked, 'Or are you bunking with family?'


'No, I'm all alone. How about you?'


'Well, I'm travelling to Venice on Business, I tried to get my wife to come, but she's busy with her work. So I'm all alone too.'


Wow. Was this a set-up? It seemed too perfect to be true. This man was amazingly sexy, his light blue eyes, dark hair with a tinge of grey, and his wonderful macho figure. It really was perfect.


'So how old are you?' He asked, with what I could detect as desire in his voice.


'16.' I closed me eyes. Either he wasn't going to be interested anymore, or he was.


'Lovely. I'm 48.'


I opened my eyes and gasped. He wasn't turned off, and he seemed interested. He definitely didn't look 48.


'Why don't you come to my cabin Sam? Or shall I call you Becky?


'Call me Becky. But, only if I can call you Daddy. Oh, and I'd love to see your cabin.'


'Sure thing Becky. I've got some clothes you might like to try on.'


He grasped my hand, and led me through several corridors before we arrived at a luxury suite. He led me in, through a sitting room, and into the master bedroom, before letting go of my hand.


'There are a few sets of clothes you might like left in the bathroom. I'll be here. Waiting.'


I walked through the door to which he was pointing, and entered. Closing the door behind me. I looked down, and there wasn't a selection of clothes. Only one outfit, which consisted of a leather miniskirt, stockings, high heels, bra, and tank top. I stripped, I could feel my small cock growing as I put on the pieces of clothing. The thought of David taking each item off one by one running through my mind. When I finished, I opened the door, and stood with my legs apart and my arms holding onto the door frame.


I looked towards David, and my eyes must have doubled in size. He was lying there on the bed, naked. His wonderful cock dangling between his toned, sexy legs. I walked over to him, as seductively as I could with high-heels on, and turned around slowly, before bending over so he could see my bare bum.


'Strip.' He said. It was a command. One that I was more than happy to fulfill. And so I did, as slowly as I could. I felt amazing, like a true woman. It was amazing watching David's eyes as he saw me sway and move to the sound of the ship setting sail. Watching his wonderful penis grow was like a drug, one that I'd definitely take.


He sat up, and he didn't need to say anything, because I knew what he wanted. I climbed on the bed and crawled over to him, taking his tongue into my mouth as we kissed. The world seemed to stop, it was only me and him. What a wonderful world that would have been. We broke apart. I knew again what he wanted, and i moved south, I liked the tip of his penis, and slowly tickled his balls. I licked the shaft, rolling my tongue up and down before engulfing his cock with my mouth.


After giving him oral sex for several minutes, he told me to lay down - on my back. He lay between my legs, and pushed his penis into my tight, but well trained bum, slowly revolving his hips as he entered me. Gradually getting faster, as I was gradually getting more and more comfortable. My smooth legs wrapped tightly around his amazing body. After another few minutes of thrusting, he rolled over, and with him, I did too. I was on top, with his hard cock in my bum as I bounced up and down, my hands on his slightly hairy chest.


'Mmmm... Becky, you're so good at this.'


'Hmmmm... you are too Daddy..!'


I started riding him harder, both of his hands carassing my bum cheeks, both of mine on his wonderful chest muscles. We came. Together. It was perfect. I leaned over and kissed him.


Me and David are now living together. I came out to my parents two nights after meeting David, and he came out to his wife when he arrived home. We spent the cruise making love to each other, only leaving either of our cabins for an our or two a day, before retiring to bed early. He works as a Fireman, and I work from home as web developer. We're having sex whenever we're together, and I'm currently on the waiting list for a sex change. I am to become Becky, David's wife.


It truly was a holiday of a life time.

Hot Summer Holidays

sexstoryposter on Voyeur Stories

I was 14, and an only child. Which made family holidays fairly lonely, and on occasion, really quite boring. When the parents decided we where going to the Greek island of Corfu for a week, I sighed, thinking; 'another week being bored and doing nothing'. Oh, how wrong I was.

The appartment was small, had two bedrooms, and a living area. Obviously, my parents took the double bed, which means I was left to the single bed in the second bedroom. My Mom was fairly short, around 5'4", with a fairly large bust, blonde haired, and a nice round bubble butt. My Dad on the other hand was 5'11", muscular and had a shaven head. They suited each other greatly.

The first night of our stay, I couldn't sleep. I presumed it was the sudden change in temperature, and I lay th
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ere for what seemed like hours, trying with all my might to force myself to sleep. Then I heard a soft, moaning, accompanyed by a quiet panting. I listened, and then the moans got louder, and louder, and I began to distinguish what was being said.
'Yes'
'Keep going baby'
'Fuck yeah, that's the spot baby, keep pumping.'

Then it dawned on me. These where the noises of my parents having sex. It seemed they had waited for me to go to sleep before they started. I sat up, strangely aroused for the first time in a few weeks, and listened harder still.

'Oh Carmen' My Dad would groan, 'I feel so good in you.'
'Hmmm, David, I want you to keep fucking me.' My mum would gasp.

I sat there on my bed, they must have been going at it pretty hard. I could hear the sound of the bed banging against the wall, and their panting grew louder. Dare I get out of bed and take a peak at what they where doing? Hell, I had nothing better to do.

I got out bed, making as little noise as possible, although I doubt they'd have heard me even if I was jumping up and down on the sofa. I crept on all fours, and made it to their room, and my eyes drew to the gap in the door.

'Excellent' I thought, 'They've not closed the door.'

My dad was lying on his back on the bed, my mom sat on his cock. She was riding him more vigourously than I would of thought possible. Her hot, smooth thighs either side of my dad, and his hands  placed firmly on her round tanned butt. I waited, on all fours. My eyes transfixed to the amazing, and sexy sight. My ears pounding with the moans and groands of my parents pleasuring each other.

'This is so hot' I thought.

After about twenty minutes of the vigorous riding, they changed positioning. My dad got up, and lay on top of my mum, who was now laying front down on the bed. He was going to fuck her from behind. My heart was pounding, I knew what I was doing was wrong, and the fact I found it a turn on was even more wrong, but it was hot. I couldn't get enough of it.

He entered her, and bounced on her ass for only a few minutes before my mom shouted.
'DAVID, CUM IN ME. I WANNA FEEL YOUR LIQUID IN MY BUTT'.
At this command my dad gave an odd jerk, and pushed. And with it the panting stopped, and my mom looked round and kissed my dad passionatly on the mouth.

The following morning I awoke to my parents sitting around the small breakfast table in the appartment. The sun's bliding beams shining through the window.

'Sleep well hunny?' My mom asked.
'Yeah actually.' I lyed. Obviously, I'd been watching her and my Dad have full on sex.

Over the course of the week I stayed awake longer, and witnessed them fucking every night of the week. Their sessions lasted longer, and the moaning, and groaning grewn louder. I knew, when we got home. That I'd never be bored on a family holiday again.