Episode 15 UKPI Awards Biographies
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Episode 68 - Andrew's First Sex free porn video
This story is written for andrew426 about his real fam1ly experiences, just updated to the present day and contains some of my personal fantasies.
Thursday
Andrew rushed up to his room after getting home from school, shedding clothes and spotted a pair of his younger sisters used pink panties in the clothes wash bin. He loved the feel of soft cotton against his balls, most of his cock stuck out above the rolled down waistband. He could hear giggling and splashing from the garden down below; there were his two half-naked s1sters Claire and Caroline and the gorgeous fantasy girl Amy I introduced.
Amy had a stunning all-over golden tan from years of sunbathing on the nude Spanish beach her fam1ly went to every year. Her Dad loved to make sure she was covered from head to foot in suntan oil, especially around the inner thighs and buttocks. He took great delight in applying the tanning fluid around her tender lips and between the cheeks. In return she loved to lie face up on his prostrate body, massaging his rampant cock with her butt, encouraging his hands to roam over her boyish hips. But today she was face down, gripping his slippery erection in the tight groove between the top of her red hot thighs with the tip of his slippery cock emerging into the air between her hot slippery buttocks. She may have dozed off in the hot sun, allowing her legs to slide apart and his cock to press against her virgin lips. He entered her very gently the first time, pulling her close - shit that did hurt; but by the third or fourth time she was bouncing her pretty cunt on his pole like she had been fucking for years.
Andrew watched Claire, Amy and Caroline kneeling in the paddling pool, their wet butts overhanging the edge. Claire’s tight hand-me-down swimsuit clung to her skinny hips and tempting arse. Caroline's skimpy blue bikini bottoms outlining her sex through the thin fabric; Andrew simply could not believe that Amy's tie-sided little black triangle could make her deeply-tanned backside look so much more perfectly fuckable. It must be the stark contrast between the curved lines of the bikini and her squared-off buttocks, with that deep, dark cleft running down between them.
A Whatsapp message from Claire beeped on his phone: 'What you staring at b*o?'
A photo of three butts in a row arrived next, with the caption 'You can only choose one'.
Claire's soft, pink rounded butt, outlined by her wet one-piece swimsuit on the left had Andrew drooling; knowing that he was bound to end up feeling her. He dragged his eyes to the right of the photo - he easily recognised Caroline's curves only partly hidden inside her blue bikini bottoms. That arse crack demanding his attention – fingers or tongue, was the only question.
But between his sisters was the gorgeous deeply-tanned boyish butt of Amy. The tiny black triangle clinging to her bottom did nothing to make her more feminine - quite the opposite - she could easily be a boy – his cock rose in anticipation.
Andrew realised he had been perving over boys bottoms recently in the school changing rooms, even imagining spreading soap over his friends in the communal showers.
The new message jolted him back to the photo on his smart-phone: 'Hey Andy-Pandy why don't you get down here - whose butt do you want to suck?'
Andrew hated that name Claire had for him, but looking down at the cum-stained pink panties, replied 'why don't you all get up here, so I can decide in private'.
Caroline and Amy helped Claire out of her wet, clinging swimsuit; carefully dried her bottom and between the thighs, bending her over for Andrew to get a good view. Next thing the three girls were in his room, stretched out naked or nearly naked on his bed. Claire was face down, open-legged, with her pretty butt raised on pillows just inches from his face. It was so easy to pull her cheeks apart and run his tongue up and down her crack, stopping each time to circle her delicious butt hole. Claire squealed each time his tongue tormented her - she tasted divine - he could have sucked her arse all afternoon, but there were two others to try.
Shifting along, Caroline was laying face-up with her head hanging over the edge of the bed at the perfect height for a serious face-fucking. She released Andrew's erection from the pink panties, taking it straight to the back of her throat without even gagging. All the time his sister Caroline was sucking his cock, Andrew was watching Fantasy Amy in her tiny black halter neck bikini. The top barely covered her hard erect dark brown nipples, growing from a completely flat chest - not a hint of tit flesh. Amy had both hands down the front of her bikini bottoms - massaging and hiding whatever passed for her sex.
Andrew just managed to avoid cumming in Caroline's mouth -he wanted to save all the sperm for Amy. Suddenly she was there, kneeling naked between him and the bed, offering her backside for a good fucking. Her skin smelt deliciously of hot sun-tan oil, wafting up from her arse crack, where Claire had applied a large dollop to be used as anal lubricant. His cock slipped in so easily, penetrating her ring, then into the hot depths of her boyish arse. Pulling back then slamming in again, making the floorboards creak and both their thighs shudder.
Amy tried to stop him inspecting the sex between her thighs with both hands, but Andrew was determined. Turns out his Fantasy Amy was a boy, with a beautiful cock, just meant for pulling while he plundered his new lover's backside.
Of course Amy had gone when the c***dren’s' step-mother appeared in the doorway to witness Andrew just masturbating into Claire and Caroline's mouths.
"Make sure you share it out equally" she joked, holding Andrew's head against her bare thigh.
Much later Andrew discovered Amy's black bikini, still smelling of sun-tan oil and something much more primal, stuffed under the bed. The exquisite series of photos Claire took on his phone confirmed he really had been fucking virgin arse that afternoon, more spunk dripping out onto those sodden pink panties.
Friday
Andrew was walking to school on Friday morning – his cock nestled in Amy’s black bikini, under his blue jeans and the top stroking his nipples on a flat chest under his school shirt. Suddenly Amy was holding his hand, skipping along beside him. She looked stunning in a shiny dance skirt, pulled low over one hip, exposing a slice of her black bikini string. Her cock began to rise, lifting the skirt hem as Andrew stroked down her bare tummy towards her pubic bone.
“Quick in here” – Amy pulled and pushed him into an unused public phone box on the corner. It was covered in graffiti, sexual services postcards and smelled of piss, but Andrew hardly noticed as Amy’s mouth found his and their tongues clashed. Amy was undressing him whilst they snogged – his slippery erection pressed up against hers as his jeans hit the floor. His hands roamed inside the shirt tied under her bust – “how – I’m sure you didn’t have tits yesterday”.
Amy pulled away for a moment, searching through the purple, blue and red dildos in her rucksack, handing over two silicone bumps: “Stick these in your bra, and you’ll have tits too”.
They both laughed at his new cross-eyed nipples, before Andrew noticed the large ‘L’ and ‘R’ on the insides of the self-adhesive breast implants. Then Amy was on her knees, sucking in his cock, emptying his balls down her throat; then coming back up for air to share the drops of cum around her mouth.
Looking over her shoulder, Andrew realised that all the fantasy postcards featured Amy in various states of undress – some flouting the obvious bulge in her shorts, others with a perfectly smooth girl crotch, with a different phone number. Several photographs were taken from behind, showing her delicious buttocks wrapped in white cotton panties; light reflecting from the blue jewelled butt plug.
Amy dragged Andrew back to the present reality, handing over a dance skirt to match hers and they were on their way to school as if nothing had happened.
At School
Amy and Andrew sat at the back of the class, bare thighs just touching, trying to concentrate on the dull, dull, dull History lesson. It was the Tudors again – they must have ‘studied’ the Tudors every single year for as long as they could remember. Mr Jones, the history teacher droned on and on; Andrew found himself doodling erections on his exercise book, then looked down, amazed to find Amy between his legs under the desk. She flipped his cock out of those black bikini bottoms, nuzzling it against her cheek, then between her teeth. Andrew couldn’t resist thrusting – Amy’s mouth felt so hot – she was really going to make him cum in class.
And then Mr Jones was standing over them – a very obvious erection in his dull grey trousers.
Andrew tried to explain that Amy was ‘studying’ his cod-piece; she looked up smiling, licking her lips.
“I think you two ‘girls’ had better come to the Staff Room for an extra lesson – ten o’clock – don’t be late”.
The old boys toilets had been closed up and not cleaned for years. Mr Jones led them into the filthy, stinking place through an enlarged hole in the staff room wall and forced their legs apart, bending over the dirty sinks. Amy responded to the sound of the belt buckle hitting the floor by removing her skirt and Andrew’s: “Don’t speak” he barked “just let me touch your butts”.
Amy had always fancied being a Submissive, but had never found the right older man to Dominate her; perhaps Mr Jones would do.
“Yes, Master” she cheekily replied, exposing all of Andrew’s butt and then her own. His two thumbs slipped in easily, releasing the scent of sun-tan oil to combat the urine and worse in the blocked toilets. His fingers roamed forwards to stroke their sex, feigning surprise to find bollocks and not cunts: “you very naughty c***dren, getting me all worked up like that – I’ll just have to fuck your boy-cunts instead”.
His thumb rotated inside Andrew’s guts, until he really wanted a cock up there, but then the bell rang for the end of break.
Mr Jones handed over two jewelled butt plugs, one pink for a girl, one blue for a boy: “Here you figure out the colours – just be back here at 12:00, I have a surprise for you”.
“Yes, Master” they chorused, inserting the butt plugs to hold themselves open and ready.
Twelve O’clock
Amy and Andrew were in position to have their arses r@ped when Mr Jones appeared behind them naked: “Meet my wife” surprised them on many levels. Olga was built like an East German shot-putter, huge biceps and thighs emerging from a bright yellow one-piece latex play-suit. But the real surprise was when she removed the grey track-suit trousers, revealing the longest and fattest strap-on dildo that Amy had ever seen.
“Surely not” muttered Andrew, trying to angle his butt away from that monster “doesn’t she have anything smaller to get started?”
Mr Jones explained that he had fallen for Olga on a Russian school field trip and was trying to teach her English, but so far had only managed a few words like ‘fuck’ and ‘more’ and ‘larger’.
Amy recognised the screw-in strap-on attachment and pulled a selection of smaller dildos from her bag, using hand gestures getting Olga to understand that she needed to build up slowly to that monster between her legs to avoid destroying Andrew’s backside.
Mr Jones fed his cock into Andrew’s mouth while his wife fed the smallest dildo into his arse; Amy ‘helped’ jacking him off into the sink, adding to the growing pool of cum. Soon Mr Jones was cumming in his mouth, which he spat out, trying not to swallow, while Olga swapped the dildo up his arse for a larger model, making him cum again in Amy’s firm grip.
Andrew426 was definitely no longer a virgin.
Thursday
Andrew rushed up to his room after getting home from school, shedding clothes and spotted a pair of his younger sisters used pink panties in the clothes wash bin. He loved the feel of soft cotton against his balls, most of his cock stuck out above the rolled down waistband. He could hear giggling and splashing from the garden down below; there were his two half-naked s1sters Claire and Caroline and the gorgeous fantasy girl Amy I introduced.
Amy had a stunning all-over golden tan from years of sunbathing on the nude Spanish beach her fam1ly went to every year. Her Dad loved to make sure she was covered from head to foot in suntan oil, especially around the inner thighs and buttocks. He took great delight in applying the tanning fluid around her tender lips and between the cheeks. In return she loved to lie face up on his prostrate body, massaging his rampant cock with her butt, encouraging his hands to roam over her boyish hips. But today she was face down, gripping his slippery erection in the tight groove between the top of her red hot thighs with the tip of his slippery cock emerging into the air between her hot slippery buttocks. She may have dozed off in the hot sun, allowing her legs to slide apart and his cock to press against her virgin lips. He entered her very gently the first time, pulling her close - shit that did hurt; but by the third or fourth time she was bouncing her pretty cunt on his pole like she had been fucking for years.
Andrew watched Claire, Amy and Caroline kneeling in the paddling pool, their wet butts overhanging the edge. Claire’s tight hand-me-down swimsuit clung to her skinny hips and tempting arse. Caroline's skimpy blue bikini bottoms outlining her sex through the thin fabric; Andrew simply could not believe that Amy's tie-sided little black triangle could make her deeply-tanned backside look so much more perfectly fuckable. It must be the stark contrast between the curved lines of the bikini and her squared-off buttocks, with that deep, dark cleft running down between them.
A Whatsapp message from Claire beeped on his phone: 'What you staring at b*o?'
A photo of three butts in a row arrived next, with the caption 'You can only choose one'.
Claire's soft, pink rounded butt, outlined by her wet one-piece swimsuit on the left had Andrew drooling; knowing that he was bound to end up feeling her. He dragged his eyes to the right of the photo - he easily recognised Caroline's curves only partly hidden inside her blue bikini bottoms. That arse crack demanding his attention – fingers or tongue, was the only question.
But between his sisters was the gorgeous deeply-tanned boyish butt of Amy. The tiny black triangle clinging to her bottom did nothing to make her more feminine - quite the opposite - she could easily be a boy – his cock rose in anticipation.
Andrew realised he had been perving over boys bottoms recently in the school changing rooms, even imagining spreading soap over his friends in the communal showers.
The new message jolted him back to the photo on his smart-phone: 'Hey Andy-Pandy why don't you get down here - whose butt do you want to suck?'
Andrew hated that name Claire had for him, but looking down at the cum-stained pink panties, replied 'why don't you all get up here, so I can decide in private'.
Caroline and Amy helped Claire out of her wet, clinging swimsuit; carefully dried her bottom and between the thighs, bending her over for Andrew to get a good view. Next thing the three girls were in his room, stretched out naked or nearly naked on his bed. Claire was face down, open-legged, with her pretty butt raised on pillows just inches from his face. It was so easy to pull her cheeks apart and run his tongue up and down her crack, stopping each time to circle her delicious butt hole. Claire squealed each time his tongue tormented her - she tasted divine - he could have sucked her arse all afternoon, but there were two others to try.
Shifting along, Caroline was laying face-up with her head hanging over the edge of the bed at the perfect height for a serious face-fucking. She released Andrew's erection from the pink panties, taking it straight to the back of her throat without even gagging. All the time his sister Caroline was sucking his cock, Andrew was watching Fantasy Amy in her tiny black halter neck bikini. The top barely covered her hard erect dark brown nipples, growing from a completely flat chest - not a hint of tit flesh. Amy had both hands down the front of her bikini bottoms - massaging and hiding whatever passed for her sex.
Andrew just managed to avoid cumming in Caroline's mouth -he wanted to save all the sperm for Amy. Suddenly she was there, kneeling naked between him and the bed, offering her backside for a good fucking. Her skin smelt deliciously of hot sun-tan oil, wafting up from her arse crack, where Claire had applied a large dollop to be used as anal lubricant. His cock slipped in so easily, penetrating her ring, then into the hot depths of her boyish arse. Pulling back then slamming in again, making the floorboards creak and both their thighs shudder.
Amy tried to stop him inspecting the sex between her thighs with both hands, but Andrew was determined. Turns out his Fantasy Amy was a boy, with a beautiful cock, just meant for pulling while he plundered his new lover's backside.
Of course Amy had gone when the c***dren’s' step-mother appeared in the doorway to witness Andrew just masturbating into Claire and Caroline's mouths.
"Make sure you share it out equally" she joked, holding Andrew's head against her bare thigh.
Much later Andrew discovered Amy's black bikini, still smelling of sun-tan oil and something much more primal, stuffed under the bed. The exquisite series of photos Claire took on his phone confirmed he really had been fucking virgin arse that afternoon, more spunk dripping out onto those sodden pink panties.
Friday
Andrew was walking to school on Friday morning – his cock nestled in Amy’s black bikini, under his blue jeans and the top stroking his nipples on a flat chest under his school shirt. Suddenly Amy was holding his hand, skipping along beside him. She looked stunning in a shiny dance skirt, pulled low over one hip, exposing a slice of her black bikini string. Her cock began to rise, lifting the skirt hem as Andrew stroked down her bare tummy towards her pubic bone.
“Quick in here” – Amy pulled and pushed him into an unused public phone box on the corner. It was covered in graffiti, sexual services postcards and smelled of piss, but Andrew hardly noticed as Amy’s mouth found his and their tongues clashed. Amy was undressing him whilst they snogged – his slippery erection pressed up against hers as his jeans hit the floor. His hands roamed inside the shirt tied under her bust – “how – I’m sure you didn’t have tits yesterday”.
Amy pulled away for a moment, searching through the purple, blue and red dildos in her rucksack, handing over two silicone bumps: “Stick these in your bra, and you’ll have tits too”.
They both laughed at his new cross-eyed nipples, before Andrew noticed the large ‘L’ and ‘R’ on the insides of the self-adhesive breast implants. Then Amy was on her knees, sucking in his cock, emptying his balls down her throat; then coming back up for air to share the drops of cum around her mouth.
Looking over her shoulder, Andrew realised that all the fantasy postcards featured Amy in various states of undress – some flouting the obvious bulge in her shorts, others with a perfectly smooth girl crotch, with a different phone number. Several photographs were taken from behind, showing her delicious buttocks wrapped in white cotton panties; light reflecting from the blue jewelled butt plug.
Amy dragged Andrew back to the present reality, handing over a dance skirt to match hers and they were on their way to school as if nothing had happened.
At School
Amy and Andrew sat at the back of the class, bare thighs just touching, trying to concentrate on the dull, dull, dull History lesson. It was the Tudors again – they must have ‘studied’ the Tudors every single year for as long as they could remember. Mr Jones, the history teacher droned on and on; Andrew found himself doodling erections on his exercise book, then looked down, amazed to find Amy between his legs under the desk. She flipped his cock out of those black bikini bottoms, nuzzling it against her cheek, then between her teeth. Andrew couldn’t resist thrusting – Amy’s mouth felt so hot – she was really going to make him cum in class.
And then Mr Jones was standing over them – a very obvious erection in his dull grey trousers.
Andrew tried to explain that Amy was ‘studying’ his cod-piece; she looked up smiling, licking her lips.
“I think you two ‘girls’ had better come to the Staff Room for an extra lesson – ten o’clock – don’t be late”.
The old boys toilets had been closed up and not cleaned for years. Mr Jones led them into the filthy, stinking place through an enlarged hole in the staff room wall and forced their legs apart, bending over the dirty sinks. Amy responded to the sound of the belt buckle hitting the floor by removing her skirt and Andrew’s: “Don’t speak” he barked “just let me touch your butts”.
Amy had always fancied being a Submissive, but had never found the right older man to Dominate her; perhaps Mr Jones would do.
“Yes, Master” she cheekily replied, exposing all of Andrew’s butt and then her own. His two thumbs slipped in easily, releasing the scent of sun-tan oil to combat the urine and worse in the blocked toilets. His fingers roamed forwards to stroke their sex, feigning surprise to find bollocks and not cunts: “you very naughty c***dren, getting me all worked up like that – I’ll just have to fuck your boy-cunts instead”.
His thumb rotated inside Andrew’s guts, until he really wanted a cock up there, but then the bell rang for the end of break.
Mr Jones handed over two jewelled butt plugs, one pink for a girl, one blue for a boy: “Here you figure out the colours – just be back here at 12:00, I have a surprise for you”.
“Yes, Master” they chorused, inserting the butt plugs to hold themselves open and ready.
Twelve O’clock
Amy and Andrew were in position to have their arses r@ped when Mr Jones appeared behind them naked: “Meet my wife” surprised them on many levels. Olga was built like an East German shot-putter, huge biceps and thighs emerging from a bright yellow one-piece latex play-suit. But the real surprise was when she removed the grey track-suit trousers, revealing the longest and fattest strap-on dildo that Amy had ever seen.
“Surely not” muttered Andrew, trying to angle his butt away from that monster “doesn’t she have anything smaller to get started?”
Mr Jones explained that he had fallen for Olga on a Russian school field trip and was trying to teach her English, but so far had only managed a few words like ‘fuck’ and ‘more’ and ‘larger’.
Amy recognised the screw-in strap-on attachment and pulled a selection of smaller dildos from her bag, using hand gestures getting Olga to understand that she needed to build up slowly to that monster between her legs to avoid destroying Andrew’s backside.
Mr Jones fed his cock into Andrew’s mouth while his wife fed the smallest dildo into his arse; Amy ‘helped’ jacking him off into the sink, adding to the growing pool of cum. Soon Mr Jones was cumming in his mouth, which he spat out, trying not to swallow, while Olga swapped the dildo up his arse for a larger model, making him cum again in Amy’s firm grip.
Andrew426 was definitely no longer a virgin.
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