Young Boy Taught By Older Women free porn video

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As a young lad I always fantasized about having sex with a older women and one day I had the opportunity to live out my fantasy, it was a real warm day and my parents had gone out, I was on study leave as my A levels where starting in 2 weeks, I had done about 3 or 4 hours study and decided to take a break, being a hot day I decided to sit in the back garden and enjoy the sun.
As I sat in the garden I could hear next door neighbor moving about Greta and Jezz (aka Jerry) where a middle aged couple no k**s and always on the go working, Jezz worked in the city in finance and Greta run her own business from home what you would call years ago as yuppies, they where a good laugh and Greta had her music on fairly loud, I could see her walking about in her bikini her body was well hot nice tits and a figure most women would die for, dad always said he ever got the chance of bending her over he would slip her a length, only trouble is mum would chop it off then make him suffer.

I watched as Greta sat in her lounger soaking up the sun I started to fantasize about getting in her pussy and fucking it until I shot my load, with this thought in my head my cock went rigid I thought no one could see me so I got it out and had a good old wank, I could feel the sun on my cock as I beat my rod hard and fast as I shot a stream of cum onto the ground groaning softly, it felt good and sat there getting my breath back, all of a sudden I heard “ does that feel better then what a dam waste of good cum” it was Greta she had watched me from start to finish I was horrified someone had seen me wank off, never been caught before now, could see Greta looking at me.

I blushed like hell as my throat was dry I croaked yes it, not able to look Greta in the face, Greta said “I hope you was thinking of me when you rubbed your cock it a nice size as well” I starred at the floor not being able to look her in the face, she laughed saying “OMG you was thinking of me wasn’t you” I nodded my head Greta said “well I’m honored you think I’m sexy enough to get you all hard, I blurted out “you have a gorgeous body Greta really hot” blushing like mad again. Greta poked her head above the fence saying “your just saying that now are you serious” I nodded my head still not able to look her in the eyes, Greta then said “pop round in about 10 minutes and we can chat I have to do a few things” I tell you that 10 minutes seemed a life time.

I knocked on the door and Greta opened it asking me in, we sat and started to chat Greta asked me a few things as the conversation turned to sex, Greta asked if I had lost my cherry I blushed saying “I’m still a virgin” Greta giggled saying “17 and still pure well that is a rare thing I lost mine when I was 14 and wasn’t worth it”. We laughed and sat back on the sofa Greta said “you are a very good looking lad why haven’t you got a girlfriend” I said I was too shy to ask a girl out but would like to go out with someone older than me as I find older women more sexy” Greta looked and said “do I look sexy then” and smiled, my throat went dry again and heard myself saying “ I think your fucking gorgeous and would love to fuck you like hell”, I nodded and said “yes I think your very lovely looking.

Greta smiled and lent across and kissed my cheek saying I was very sweet, I reached out touching her breast, Greta gasped saying “no please don’t I can’t finish what I would love to start, I lent across again kissing her on the lips this time stroking her breast making her nipple hard, she gasped again saying it felt good, all of a sudden her hand rubbed over the huge lump in my trousers with a satisfying moan she started to unzip my trousers and reached in pulling my cock free, and started to rub it slowly, Greta said “it is a nice size and would be nice in her” Greta confessed she hadn’t had sex for over a year and was dying for a good fucking.

She stood up and removed her top, her tits where fantastic looking, a nice size, dark nipples and a nice mouthful she pulled her bottoms down to reveal a beautiful shaved pussy that was so smooth it was like new skin, my cock twitched at the site, Greta said she had shaved it before I arrived having a small orgasm at the memory of me wanking earlier. Greta told me to lay back and let her do the work I told her I most likely cum straight away, Greta said it would be ok and not to worry all will be fine. Greta straddled me and slowly lowered herself down grabbing my shaft I felt Greta’s pussy slide onto my cock the feeling was mind blowing her juices where making it easy for her to slide down my shaft.

Greta now was fully down I felt her pussy muscles grip as we kissed I massaged her tit’s making her groan her hips started to grind as I felt my cock thicken and explode in her making Greta cum my dick went soft straight away totally spent as Greta raised up to reveal a limp cock with a bit of spent cum dribbling out. I apologised to Greta for Cumming so fast, Greta said “look it is ok all will be better next time I will teach you how to satisfy me you have already made me cum so that’s the main goal, I watched as Greta walked around naked I could not believe me a 17 yr old has just fucked a women my mum’s age.

I got dressed and sat chatting for a while Greta then suggested coming around later Jezz was away for a few days and could do with some company and possibly a little lesson in how to satisfy a horny women. I shot home going to my room and going on the internet to see if I could learn how to satisfy a women, I knew the basics like fingering, sucking nipples but was searching for something different, I came across squirting and how to make a women have the ultimate orgasm, I read enough to get the hang of it and by doing this had another hard on so lay on the bed and wanked myself stupid, after a while my parents came home and told them that Greta wanted me to pop round for a bit of company, dad smiled and when alone he said “you lucky dog make sure you give her a good one” I laughed more in shock than finding it funny.

The evening arrived and I went next door Greta had cooked a nice meal and we sat chatting and laughing before going to sit down, as we did I leant across kissing her softly to which she reacted to running her hands all over me, before I knew it we was rolling around on the sofa feeling each other, I slipped my hand up her skirt to find no panties on and a wet pussy, I slipped 2 fingers in and she moaned I rubbed her clit that was rather swollen and probed for her G spot that I found without too much searching, now had to put theory into practical and gently rubbed the area this made Greta gasp and groan encouraging me to go faster, I increased my speed to make Greta moan louder “I’m Cumming” she moaned and went faster again she started to moan loudly as she shook I pulled my fingers out making her scream and a huge fountain of fluid sprayed from her fanny like a burst pipe.

“OMG where the fuck did you learn how to do that” Greta gasped “I have never in my life had that happen before my pussy is throbbing like it’s had a electric shock” I shrugged my shoulders saying “I read it on the internet just wanted to give you something nice” Greta smiled saying “well it sure was lovely and can do it again when my pussy calms down”. I lay back as Greta rubbed my cock in long slow strokes, I had read about licking a women’s pussy and was dying to try it out, I watched as Greta slowly stroked my cock, it felt awesome the huge purple head of my cock disappeared underneath the foreskin then appear again.

A bead of pre cum seeped from the eye of my dick, as Greta dragged her finger across the eye then sucked her finger with a satisfying sound. My cock was pulsing as Greta rubbed faster and faster I closed my eyes and felt as her hand gripped the shaft a bit tighter, my balls tightened as I felt a warm sensation on my dick I opened my eyes to see Greta sucking my cock her head slowly sliding down the full length, I groaned loudly arching my back, I had never had my cock sucked let a known wanked by a women only wanking myself stupid a many occasions, I could feel Greta’s tongue wrapping around the head of my dick as her head moved slowly I felt my cock twitch and it exploded down her throat I jerked uncontrollably as my cum pumped out and down her throat Greta swallowing all the goodness, she finished sitting up and wiping the corner of her mouth with her finger saying, “Mmmmmmmm that’s better a nice load swallowed such a sweet taste as well” I lay back breathless not believing a married women had just blown me going all the way.
After a few minutes I pushed Greta back and pushed her legs apart Looking at her shaved pussy I leant forward I smelt the sweet smelling slit, I licked her crack softly and slowly Greta gasped and a satisfying sound as I lapped at her pussy like a cat drinking milk, her pussy tasted so sweet as her lips parted slightly, to reveal the light pink meat inside, her pussy was wet as her finger slowly rubbed her clit that was now swelling up with the pleasure my tongue was giving her, Greta encouraged me to lick faster and push my tongue in a bit further.

I drove my tongue in further as I tasted her juices I pulled her lips wide to see a white fluid dribbling from her pussy the fluid tasted strange but sweet she mumbled saying she was Cumming as she groaned, Greta begged me to fuck her as she was so fucking horny and wanted cock as I lifted up and guided my cock into her Greta groaned and wrapped her legs around my waste to draw me deep in. I thrust my hips deep into her as Greta hugged me begging for more and cum in her again, this time I wasn’t going to disappoint her I kissed her slowly moving down onto her tit’s slowly sucking on her nipples making them hard then lightly blowing on them to make them stiffer Greta begged for more as I thrust down and she thrust up, Greta was at least as old as my mum her being 39yrs old but had a figure of a younger women like the ones in the porn films I had.

Greta encouraged me to fuck her harder then said “fuck me doggy style I love a cock deep in my cunt" I pulled out and rubbed my dick feeling her juices that coated my rod, Greta got on her knees and lent forward so I could see her open gash, and her tight little pink arse ring, I had seen how to fuck a women from behind on those porn films as I slid deep in Greta groaned saying “that feels so good" I grabbed her hips and drove deep then spanking her arse cheek making her yelp I did it again this time a bit harder Greta begged me to punish her like a dirty little slut “spank me you fucker, spank me hard make me beg for your cream, as I fucked her as hard her tits swung back and forth spanking her again her arse cheek glowed.

Greta reached back cupping my balls in her hand saying “Mmmmmm you have a nice load for me baby fill my cunt full” I was now ramming my hard cock deep in her pussy Greta was moaning loudly begging for more my hand came down hard “SMACK” onto her arse as she yelped begging to be fucked “fuck me you bastered fuck my little cunt fill it make me want it more and more” as she screamed out a huge orgasm I was so close and it wasn’t a thing I could stop Greta then demanded me to fuck her arse, I pulled out and guided it into her ring, it was tight but a funny sensation, as my cock slid in I started again this time it was harder so tight I gripped her hips and thrust forward I shook and exploded in her wave after wave of cum pumped out Greta screamed out the hot spunk was splashing in her I grabbed her hips so I didn’t fall out as I collapsed on her finally finishing the huge load that was in me.

I laid next to her breathing heavy as I looked at her, Greta smiled then said “ you’re a very quick learner that was one hell of a fuck I haven’t cum like that since I dated Jezz”. Greta turned over and kissed me as my hands stroked her smooth skin, as I touched her nipples they stiffened so quick our tongues roamed each other’s mouths as Greta played with my limp cock running her finger up and down the shaft she whispered “do you want to come and wash my back” I nodded as I followed her into the bathroom and into the huge shower that they had I said “you could fuck in a shower this size laying down as well” Greta smiled and said “well I was hoping you would and eat my pussy again" as she turned on the water the hot shower flowed over our bodies I washed Greta’s back as my hands went around her front soaping her firm tit’s Greta groaned pushing her arse against my cock.

My hands moved down in between her legs my fingers slipping into her pussy Greta begged for more as she reached round massaging my now firming cock, I rubbed Greta’s clit making her cum softly as she turned round to kiss me passionately massaging my dick until it was rock hard, she dropped to her knees and sucked my cock deep into her mouth I leaned against the shower wall, I looked down as Greta’s head moved back and forth, she pulled my cock out of her mouth and lay on the shower floor legs open saying “well come on fuck my brains out make my fantasy come true” I got in between her legs and slipped my cock into her, her pussy muscles gripped my shaft like a vice and she dug her left heel into the base of my back and demanded to be fucked no touching just pure raw fucking.

I done as I was commanded and rammed my cock in and out of Greta’s pussy as she groaned loudly begging for more as she shouted out she was Cumming and screeched out as I poured my load out making her shout out as she came as well, we turned the shower off and stepped out of the shower walking into the bedroom naked I collapsed onto the bed worn out, but Greta had another job for me but waited until I was fit to move. About a hour later she asked if I would eat her pussy and make her cum now this I knew was going to be awesome as I had this off to a tee as Greta lay down I buried my head into her pussy and started to lick and suck the sweet hole it was, Great was getting very aroused and started to moan loudly again.

She grabbed my head ramming my mouth onto her pussy demanding I eat her sweet meat as I nibbled her clit she encouraged me to do more I couldn’t hear much as her thighs drowned out most of the noise but I knew my parents would hear this I hope she don’t shout out my name as mum would be well pissed off, all of a sudden Greta shuddered and shouted she was Cumming and begged me not to stop as I licked and nibbled vigorously on her cunt, her back arched and the juices flowed from her pussy they tasted so sweet as I lapped her hole like a hungry cat.

That was it totally fucked and knackered as we slept until late morning when Jezz phoned saying he had to stay over for another 4 days as the contract he was working on was a much bigger one than he had been told about, Greta said it was cool and smiled putting the phone down. I said “I had to pop home for some stuff but would be back later to keep her company” Greta thanked me for a great night and kissed me running her hand over me cock saying “ that my boy is going to be totally used on my sweet pussy until my lips are swollen and I can’t put panties on.

I left and was greeted by dad asking if I had a good night I said it was ok he then said I hear Jezz was home then didn’t that keep you awake, I said “nah and that wasn’t Jezz keeping Greta awake”, and walked upstairs. I lay on the bed and fell asleep for a good 3 or 4 hours woke up and grabbed some stuff and went next door, as I approached the front door I could hear Greta moaning loudly had Jezz come back early? I crept round the front window but was unable to see anything but I knew they were in the living room, so I went round the back and crept in the back door. All I could hear is Greta begging for more I peeked through the crack of the door to see Greta being totally rammed from behind I looked across to see my dad fucking Greta up the arse his huge cock slamming in and out of her I had never seen such a huge cock before and Greta was howling for more and more, I was in shock my dad was cheating on mum and hammering the next door neighbour with what can only be described as a huge lump of meat that he called a cock, I was glued to the spot not able to take my eyes off this savage, all of a sudden dad groaned and pulled his cock out and started to rub it n short strokes Greta got on her knees and opened her mouth as dad pointed it towards her face, a huge stream of thick cum shot from his cock it was like a fountain it pumped and pumped all over her face tits, neck and in her mouth I had never seem such a load not even in those porn movies, dad just rubbed it and the cum carried on pumping out, in the end it stopped and then Greta stuck his limp cock in her mouth and sucked the full length it had to be well over 12” long I could not believe my old man had a huge dick.

As dad stood in front of Greta who was still kneeling her face and upper body covered in cum dads cock just hung down I just stared at the situation it was rather erotic seeing what had just happened, I beat a hasty retreat and went to the front door rang the door bell as though I had just arrived, Greta answered the door in a gown now all cleaned she asked me in, as I looked around I saw no sign of dad he must of slipped out the back. I sat down and asked what she had been up to she said “just pottered about keeping busy really” what she really meant was I’ve been sucking the fuck out of your dads huge cock and totally loved every inch of it. I smiled and said “oh ok I thought you had been busy on your knees” Greta looked at me confused and asked why I had said that I said“I noticed your knee caps had some bits on them. She looked relived I said what I did and went off to make a drink.

I could not get the thought and image out my head and needed to confront the old man, I said to Greta I had to pop home for a few moments and said I would be back, leaving straight away, I went back home and walking in the front door greeting dad straight away I looked at him saying had he anything to confess, dad shook his head saying “no son why do you ask” I said “are you sure you have nothing to confess” again he shook his head I looked saying “so Greta sucking your cock and you Cumming over her face and tits and in her mouth didn’t happen”, he looked in horror asking “how I knew” I said “I had seen it all I had crept in the back door and seen Greta sucking your huge cock and you shooting your huge load” dad took me in the living room and confessed that him and mum had not had sex in years and he had a moment of weakness and after hearing Greta last night he wanted it as well”.

Dad then said “well why don’t you and I fuck the hell out of Greta and have some fun I’m sure she would be up for a father and son team and no doubt she could have a mate that’s up for a good fucking.” We both left the house and went back to Greta’s we went into Greta’s and explained I had seen her sucking dads cock Greta smiled and said “and very nice it was too now I suppose I have to take you both as punishment” laughing she turned and went upstairs saying “well come on I’m horny and a bad girl”, we followed her into her bedroom it was massive and done out classy like Greta a huge 4 poster bed was the centre piece Greta said “well boys get into bed I will join you in a few moments”, disappearing through into another room.

Dad went one side I went the other as we stripped and got into bed Greta reappeared in a silk gown that was see through a while g string and high heel boots, my cock sprung to attention as she walked sexily undoing her gown letting it drop . Greta was so sexy as dad pulled back the quilt he said “here babe suck on this and ride the boy” I turned to see the biggest cock I had ever seen it must of been 12” at least and thick is not the word, Greta reached out rubbing my cock slowly I felt it thicken under her touch she climbed over me and lowered her head opening her mouth dad’s cock disappeared down her throat.

She reached back and guided my cock into her very wet pussy as she slowly moved back and forth rubbing the old man’s cock I looked at him he had his eyes closed and hand on her head guiding it down the full length. I felt Greta’s pussy tighten around my shaft as I spanked her ass softly, all of a sudden dad ground and shouted out he was Cumming Greta went down completely as dad pumped his full load down her throat she squeezed his huge balls to make sure she got every drop.
As she lifted her head letting his limp cock slip from her mouth I saw a little dribble of cum on her chin Greta’s tongue slowly lapped that up saying “no good missing such good cum” laughing after she then turned to me and said “now my boy you can she Greta what your cock can do to me” grinding her hips I grabbed her waist as dad watched me satisfy out next door neighbor.

As Greta bounced up and down her tits move in motion she grabbed her nipples squeezing them and then pulling them hard to make them stand out, dad now had got up and sat in the chair to the side of the bed watching I made a quick twist and was now on top of Greta and started to bang her pussy hard making her scream out. I was in full control and had gained so much confidence I rammed it in hard my balls slapping her ass, Greta screamed begging for more and more as I felt her squirt she shook with pleasure as I felt my cock throb and in seconds exploded a load, Greta screamed and fainted as the feeling died down I pulled out and lay on the bed next to a u*********s naked women.

“Omg” dad said “where the fuck did you learn how to fuck a woman that good not even I can managed to make a woman squirt” I shrugged my shoulders and said “no idea I just did it” and smiled. Greta had now gained consciousness as she lay spread eagled her pussy slightly seeping my spent load, Greta said “wow that was awesome never cum that hard before” dad got up and said “he was going and sort mum out” what a image I had now in my head mum and dad fucking.

All afternoon Greta and I lay in bed and had a bit of a fumble, sucking Greta’s nipples made her cum and very horny as well I rolled my tongue around the nipple making then stand up whilst Greta slowly rubbed my cock Greta said “lay back Hun I’m going to give you a personal performance your never forget” I lay back as asked as I watched Greta slowly move her hands over my body softly picking up my hard cock and sucking the head nibbling the underneath of the shaft, her other hand was teasing her pussy, rubbing the clit slowly telling me how wet and horny she was, this bitch was a tease.

She stopped and stood up straddling me, I could see her pussy was slightly open as she started to rub her finger in and out of her pussy, then rub her clit hard till she was about to cum, then stop and go back to rubbing her pussy then going back to rubbing her clit hard then she demanded I wank my cock but not to cum, (told you she was a tease) I did as I was told my eyes focused on her fingering and rubbing her pussy and clit, she moved up the bed a bit directly over my cock crouching down she said, “I’m so close to Cumming and it a huge orgasm” I was now wanking for all my might and said I was close, Greta demanded I stop and hold my cock at the base I did this and Greta dropped down onto my cock making me explode inside her.

Greta screamed and shook like she was having a fit, and I was soaked she was squirting like a burst pipe, unable to stop the bed was soaked and so was I, she carried on grinding her hips, making my cock pulse and very sensitive Greta looked at me and smiled before she cum again this time she pulled her nipples and squirted again I felt the warm fluid flood onto my middle and onto the bed, that was already soaking, she stopped and lifted off, my cock slumped onto my thigh totally drained I was unable to feel it.

I got up and went to the bathroom where Greta joined me a moment later getting in the shower and started to kiss me she whispered she needed fingering more, as I reached down slipping in my middle finger and started to finger her rubbing her clit, the hot water felt awesome as I pressed against her body, her nipples dug into my chest as she cum multiple times before she begged me to stop.
I left later that day to hear my parents fucking each other’s brains out, if it true to dads word they had been at it for at least 4 hours, Jesus what the hell had my dad taken I thought to myself, about a hour later Mum appeared from upstairs looking like she had been dragged through a hedge and walking rather gingerly, dad followed a few moments later with a massive grin on his face and asked how long I had been in, I told him about a hour, Mum turned and looked in horror as she started to chat about my afternoon trying to get of the conversation that was going to arise.

That evening opposite Mum watching tele her legs where slightly open all I could see is one hairy pussy that had a pink gash to it as well. I carried on seeing Greta every so often and heard the disturbing sounds of my parents fucking, finally one evening as we sat down watching the tele mum had her legs slightly open but this time it was as shaved as Greta’s this made me real hard ( I know perverted but it did) I went to my room and stripped naked and lay on the bed before wanking off like my life depended on it, but this time I cum like a fountain white streams of cum shot out and onto my chest. Who knows what will happen in the future one thing is guaranteed Greta will always like to teach me new stuff

The end........................

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Mom Gets Angry With Pussyboy SonStory about a pussyboy son who is turned into a sissy cockwhore by his mother.At 31 years of age, I shouldn’t be planning on moving back in with my mother, but I was recently divorced, my ex-wife kicked me out and I had to go down on bended knees to my mom for a roof over my head.It was with mixed feeling that I went back through the front door of my old home and my mom. Mom is 61 but still looks great and of course I wouldn’t want her to know it, but she turns...

1 year ago
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PussyBoy Forever

I've always been the type of man into really feminine boys. I like skinny little twinks who want to be fucked and roughed up by a real man. Nothing makes me harder than a pussyboy begging to ride my hard cock and moaning "Daddy" as I slide in and out of his tight hole.I'm 6'-2", solid muscle and proud of it. Little fag bitches go weak when they see how big my arms are and picture how hard I could fuck them. When I finally get them on their knees and my hard 9" thick cock is in front of their...

4 years ago
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Playboy Hardboy

Calvin was at the playboy mansion talking to Pamela Anderson when she felt a tingle in her pants. It was her cell phone. She answered the phone and told Calvin she would be right back. Calvin decided to head down to the grotto and chill in the hot tub. There were the usual playboy bunnies down there. There were a total of six girls and Calvin didn’t mind getting in the grotto with them. Calvin had on his orange Hawaiian style bathing suit that went down to his knees. He hopped in and sat near...

3 years ago
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Fairy Boy and Tomboy

Fairy Boy and Tomboy by Peggy Sue I was always a fairy boy, even before I started dressing in girl's clothes. I always cried at sad movies and stopped to admire flowers. I had long pretty hair from the time I was seven. The bullies taught me early that I'd better learn to defend myself, so I was a tough street- fighter when attacked. None of the bullies ever picked on me twice. I lived alone with my mother. I must have had a father once but no one ever talked about him. By the...

2 years ago
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Black Knight Takes White Pawn Pussyboy

Black Knight Takes White Pawn Pussyboy Story from the perspective of a white teen pussyboy who becomes the sex slave of a couple niggers who use him for gang bangs and fuck films.I first met Arnim, my future nigger buck master, when we both worked for a well-known department store in London: in the packing and returns department at the rear of the building. Mr. Potter, the person in charge of the department, was a hard man to please. He was ex-army and arrived for work each morning dressed in a...

4 years ago
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My First Older Women

So this story it's true and i will never forget, because this was my first time that fucked a mature lady. this happend a few monthes ago .So this is how it started, its was a saturday ,i wasn't doing that much. I get a call from my best friend Tony, Tony:'Hey dude what are you doing?' .Me:'nothing just here home not doing much'Tony: Are you down to come to my family party cuz this shit is boring and i want you to hit up everybody so we can turn this place up sight down and get it cracking...

4 years ago
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I Warmed Up Paperboys Cold Extremities

I opened the door. The paper boy was walking down the path. He come up to the door and handed me the paper. Bless him, he was shivering and his fingers were blue. It was a freezing cold winter’s day. I took him inside so he could get warm and I sat him down on the sofa. He was freezing. I rubbed his hands one at a time. He got embarrassed. I rubbed his hands one at a time between my hands.“Your hands are like ice.”“It’s all right. I’m used to it.”I carried on rubbing his hands to get ‘em...

3 years ago
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Femboy Autocracy

In 2027, a mad horny scientist unleashed her diabolical weapons in an attempt to turn the world into her sexual paradise. She released two custom-made viruses. one that would affect men, and one women. They rapidly spread to the entire population, brining their effects with them. For women, the effects caused futafication, causing all women to grow massive dicks, the smallest of futa dicks are around 16in, and they can grow up to even 36in and beyond in some cases, with balls to match the...

3 years ago
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Femboy Autocracy

In 2027, a mad horny scientist unleashed her diabolical weapons in an attempt to turn the world into her sexual paradise. She released two custom-made viruses. one that would affect men, and one women. They rapidly spread to the entire population, brining their effects with them. For women, the effects caused futafication, causing all women to grow massive dicks, the smallest of futa dicks are around 16in, and they can grow up to even 36in and beyond in some cases, with balls to match the...

4 years ago
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  • 32
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The Keyholder

The Keyholder?Just that please.? Ben mumbled as he nervously placed the steel chastity cage and padlock on the counter. He was on his way back from drinks with the football team and the elation of winning combined with the alcohol had given him the courage to finally indulge one of his fantasies. Careful not to make too much eye contact, he glanced briefly at the woman behind the counter, who smiled kindly as she wrapped the cage for him and took the cash. He was now really starting to feel...

4 years ago
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  • 23
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Older Man and Younger Women

This is the cruel joke of the dating world: younger men are focused on significance and younger women are focused on connection. Somewhere around mid-life, there is a switch. At some point, the older man realizes he's squandered his youth on the pursuit of wealth and power and probably neglected his family in the process. He is tired of the rat race and is seeking more connection. Simultaneously, an older woman is tired of putting herself second after her children and husband. She is ready...

3 years ago
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  • 50
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WhiteBoy Gets a Real Man PT 2 Blacken

"Yo, man, it's Jay. Come on over. Yeah. In the bedroom. Just come on in. Front door's not locked. You bet he is. He'd say hi, but he's got his mouth full." Jay laughed. I stared up at him in shock, but unable to protest his inviting someone over while my mouth was full of his cock. I wondered if it was that guy, Bobby, who had been on the phone the other day. The thought of another young black stud making me service his cock was exciting. But then I realized it could just as easily be anyone,...

4 years ago
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  • 54
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Teen Boy Taught to Suck by Uncle Bill

IntroductionI’m now fifty-two years old, having been married to my wife, Janice, for thirty years, and this story is about a sexual reawakening that I had five years ago, when I had just turned forty-seven.I had all but forgotten some of the homosexual experiences of my youth until, like many middle-aged men, I was left with strong urges for sex, and no outlet. Janice lost interest in sex of any kind when she became premenopausal, and it had been almost a year since I was last able to fuck or...

Taboo
2 years ago
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White PussyBoy Blacken Gay

I led Jay into the apartment. He was looking for a one bedroom,furnished place and had called about my ad in the newspaper. I hoped torent this place quickly, then I would be full and could devote my time tosome maintenance and repairs rather than showing places. I looked at therental application he had filled out just a minute earlier. From the datelisted as his birth date, he was 22 years old, three years younger than I.I watched him, explaining about the living room area and kitchen, as...

3 years ago
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  • 61
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Black Mans White Pussyboy Pt1

I led Jay into the apartment. He was looking for a one bedroom,furnished place and had called about my ad in the newspaper. I hoped torent this place quickly, then I would be full and could devote my time tosome maintenance and repairs rather than showing places. I looked at therental application he had filled out just a minute earlier. From the datelisted as his birth date, he was 22 years old, three years younger than I.I watched him, explaining about the living room area and kitchen, as...

3 years ago
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  • 19
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How I lost my virginity to an older boy

Introduction: I lost my virginity at a young age, to an older boy. This is my first story, please no mean comments. Im sorry if my writing/grammar sucks. Im sorry if its not a good story, Im not writing to entertain. Im writing to tell how I lost my virginity. When I was younger I used to have low self-esteem. I was a little over weight, not alot, maybe 10-15lbs more than I should be. I used to think no one would ever want to date me, thats why I loved attention whenever I got it. I eventually...

2 years ago
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Houseboy for Hire

1        A two part story of a man whose lucrative business evolves into a true vocation.  As with most of my stories it develops slowly, and I hope readers will stick with it into the second part.Houseboy For Hire, Part One        Rory retrieved the key from under the third flower pot and let himself in the back door.  He had a similar working arrangement with most of his clients, so that they wouldn’t have to be bothered letting him in every time, or even have to be home when he was there. ...

2 years ago
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The boytoy of my best friends older sister

When I started the tenth grade I had to ride the bus about 10 miles. The school was out in the country. At 16 I was old enough to drive but didn’t have a car or license. My best friend went there with me and it wasn’t too long until we were bumming rides with his older sister, Beth. She was pretty well put together but a little backwards. The girls in the school were cliquish and she wasn’t in the clique. Beth had plenty of friends and she dated other guys but she was quiet and reserved. One...

2 years ago
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The boytoy of my best friends older sister

When I started the tenth grade I had to ride the bus about 10 miles. The school was out in the country. At 16 I was old enough to drive but didn’t have a car or license. My best friend went there with me and it wasn’t too long until we were bumming rides with his older sister, Beth. She was pretty well put together but a little backwards. The girls in the school were cliquish and she wasn’t in the clique. Beth had plenty of friends and she dated other guys but she was quiet and reserved. One...

First Time
2 years ago
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  • 22
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In Appreciation of Older Women

Let me tell you boys ... any young man who thinks that older women are not exciting, sexual beings with loads of experience who can rock your world is right out of his mind! He doesn't know what he's missing. He's just "young, dumb and full of cum" which is exactly what older women want, but young men are too stupid to know that. Older women have been through all the relationships and heartaches with self-centered losers. Now they just want to fuck and enjoy life. Let me tell you my...

3 years ago
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pantyboy

Another month passed since Steve got his promotion and we had any time away from the k**s. That previous night alone was another memorable one in which I bought him a nice black pair of thigh highs and a black lacy garter belt that matched his black satin bikini panties. He was so aroused he came in his panties as I rubbed his crotch on the drive home from dinner. The rest of the night was memorable as well because Steve had described different panties and pieces of lingerie that he had...

2 years ago
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  • 43
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Mom forces Me To Take Cock Sissy Pussyboy story

Mom forces Me To Take CockIf you don't already know, I'm a pathetic 31-year-old pussyboy son who is regularly dominated by his whore mother. Today she stood towering over me. I was on my knees in front of her, my nose pressed against hard against her skirt, in-line with her pussy. It is very prominent pussy with big, fleshy fat pussy lips and a large swollen clit and I love the fact that her pubic hair is now so sparse and thin that it looks like a shaved pussy. I am a slave to her magnificent...

2 years ago
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  • 51
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Lucky Bitch pussyboy doggy slut

Lucky Bitch (pussyboy doggy slut)Story about a sissy pussyboy who becomes a dog bitch.Some mornings the smell of cum is so thick in the kennel that it could knock me on my ass--if I wasn't already on all fours with a fat dogcock jerking and spurting inside me. On a good day I'll take on a half dozen or more mutts. On a very good day, my owner, Ed, comes by to watch me get dog fucked.I'm used to being watched. Ed pimps me out every chance he gets. I've taken on the chief of police (a mean...

4 years ago
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  • 17
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I Taught Her That

© 2003 I could feel her breath. She leaned in close, lifted up on her toes to reach his ear, and whispered something naughty. I couldn't hear what, but it didn't matter. I could tell it was naughty. Whenever she whispered like that, with her fingers fluttering at his waist and a hint of the almost-but-not-quite embarrassed blush that started right at her collarbone, I knew whatever she was saying was meant to excite her enthralled listener. I should know. I taught her that. She used...

2 years ago
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The Making of a Houseboy Anal Initiation

My jaw ached and it was worth it for the exhilaration I felt. I looked up at Xavier and caught the beads of sweat resting just below his hairline. He was panting, flustered perhaps in the manner to which I responded to his rushed announcement.At the point of climax, I was sure that Xavier’s knees weakened. Clasping his thighs, I felt his body tremble leading up to his release. His bucking hips stilled as I struggled to suck his swollen meat. Hot and with a tensile velvet, I eased it from my...

Bisexual
3 years ago
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Sissyboy Conversion Therapy

One The ProblemI know I have high standards, Doc, Matt Studley said to his ther****t, Dr.Freudist. But it s more than that. Dr. Freudist nodded and said, Um hum. Can I be honest with you, Doc Matt asked.They always ask that, Dr. Freudist said to himself. I ve been listening tothis guy ramble on about his issues for seven weeks, twice a week, andNOW he s going to be honest But Dr. Freudist merely nodded and said, Of course. This is a safe place. And then he waited.And waited.Finally,...

1 year ago
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  • 56
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Sissyboy Conversion Therapy

One The ProblemI know I have high standards, Doc, Matt Studley said to his ther****t, Dr.Freudist. But it s more than that. Dr. Freudist nodded and said, Um hum. Can I be honest with you, Doc Matt asked.They always ask that, Dr. Freudist said to himself. I ve been listening tothis guy ramble on about his issues for seven weeks, twice a week, andNOW he s going to be honest But Dr. Freudist merely nodded and said, Of course. This is a safe place. And then he waited.And waited.Finally,...

2 years ago
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Mr Boyd

My first day at my new job was coming to an end when my boss called me into his luxurious office to have a word with me. I didn’t know what it was about, but I felt confident that I had gotten off to a good start with all my responsibilities.“Hey, I just wanted a quick word with you,” he said, looking up at me with his handsome smile from his chair.“Sure,” I said, sitting down in one of the two chairs in front of his desk.He slightly raised his right hand off the desk and said, “Carol, I know...

Cheating
4 years ago
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  • 31
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Thai Ladyboy Interview

An Afternoon With Some Thai LadyboysI spent this afternoon with 6 Thai ladyboys. No, don't go thinking that I tried them out. I didn't. I spent a few hours chatting with them, finding about them, trying to understand what makes them tick and learning about their experiences and the guys who utilise their services.The 6 ladyboys are all with Ladyboy-For-You.com, a ladyboy escort service. We met up in a central Bangkok bar and over a pleasant lunch we chatted about life in general, and...

4 years ago
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The Keyholder Pt 2

What was she doing playing chastity games with a twenty something guy? She knew it was crazy, yet Amy was smiling to herself as she stepped off the bus and walked quickly to the address that Ben had given her, a two bedroom apartment in an upmarket development. She hadn’t seen Ben since they’d made love at the hotel a week ago, but she could still remember the feel of his body and his freshly unlocked cock. She hadn’t belted him when they parted the next morning. This wasn’t because Ben didn’t...

BDSM
2 years ago
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The Keyholder

“Just that please,” Ben mumbled as he nervously placed the steel chastity cage and padlock on the counter. He was on his way back from drinks with the football team and the elation of winning combined with the alcohol had given him the courage to finally indulge one of his fantasies. Careful not to make too much eye contact, he glanced briefly at the woman behind the counter, who smiled kindly as she wrapped the cage for him and took the cash. He was now really starting to feel embarrassed,...

BDSM
1 year ago
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  • 38
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Hello LadyBoy

How many of you get off to fucking ladyboys? Well, if you know what I’m talking about, then you know precisely the kind of sexy people I’m referring to. But for those whose brains are melting at the term of ladyboys, let’s keep it simple for them. A ladyboy is an Asian transsexual. But then again, if you didn’t know that, you probably are not into this kind of porn in the first place!On the other hand, if you are or are curious, allow me to invite you to Hello Ladyboy. This series has been a...

Premium Shemale Porn Sites
3 years ago
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  • 15
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Young Doctor seeks Older Man as a Lover

I'm 48-year old with salt and pepper hair, stand 6' tall and athletic. She thought I was around 30 when she first met me a year ago. She met me at a community social event and we hit it off as friends right away. Over time she would see me come and go and I was always nice to her and smiled but never once did she see me with a woman. After work one Friday she went to grab a bite to eat at a seafood place down the street and saw me sitting at a table by myself so she just came over to say...

4 years ago
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  • 25
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Fucking your Femboy Party Member

The sun was setting as you finally calm down from earlier. You open the door. You place your adventuring pack to the side of the small house you and your partner built. She enters as well. As exhausted as you also are. You remember her being stung by that plant thing. And you wave Drista a goodnight sleep. Drista is a human archer. She seemed fit but not too fit. She doesn't talk much. She just one day asked to join you on your small quest to help people around. She usually wore black...

Bisexual
1 year ago
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Femboy Domination

In this world, femboys have risen to a position of power and domination over other genders. They are admired for their beauty, grace, and intelligence, and their society is built on a foundation of power. sex and femboy domination. The world is united into one empire, led by a powerful femboy queen who rules with a cruel and domineering. Femboys are respected for their leadership skills, and they have created a society that values intelligence, fear, and cruelty above all else. Femboys are free...

Gay
2 years ago
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  • 13
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young man finds a willing older partner at work

It was going to be a long day, as Saturdays usually were. The weather was beautiful outside, which made me all the more bitter for being stuck at work. Library patrons always seemed more demanding on Saturday afternoons and doubly so on nice ones. They'd simply wave and beckon on me to attend to their needs. A dude has a to have a pretty strong stomach to deal with some of these people. The homeless people and the whores are always hooking up in this place. Saturdays are different, though. The...

3 years ago
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White PussyBoy PT2 Blacken Gay

After the second day with Jay when I agreed to the reduced rent, I waskind of in a state of shock over what I had let him do to me. I was evenmore shocked by the fact that I had been a willing participant. However, Idecided that would be the last of my encounters with him of a sexualnature. I dated women. I fucked women. I'm not gay. I couldn't keep letting a guy useme like that. With my new resolve, I didn't call Jay and even avoided thebuilding in which he lived as much as I could. Wednesday...

3 years ago
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  • 48
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Black Mans White Pussyboy 2

After the second day with Jay when I agreed to the reduced rent, I waskind of in a state of shock over what I had let him do to me. I was evenmore shocked by the fact that I had been a willing participant. However, Idecided that would be the last of my encounters with him of a sexualnature. I dated women. I fucked women. I couldn't keep letting a guy useme like that. With my new resolve, I didn't call Jay and even avoided thebuilding in which he lived as much as I could. Wednesday...

4 years ago
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  • 24
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Inheritance Includes a Houseboy Ch 01

AUTHOR’S NOTE: This story contains encounters involving gay sex, bi-sex and straight sex which is why it was categorized under Novels and Novellas. ***** PRELUDE I woke up in the queen size bed on Saturday morning and looked over at the lovely person sound asleep next to me. It was a beautiful sight. We were both still naked from the marathon of sex from the night before. In spite of that however, I had a raging morning woody and I was ready for more. The bed sheets covered the lower...

3 years ago
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The Love of Older Women

I was seventeen years old. Just finished high school, barely, and unsure as to what to do next. I knew that I didn’t want to go to college like all of my friends. At least not yet. Maybe sometime in the future but for now I wanted to get out the the small town I had been raised in. What I wanted, and needed, was some adventure. Something that would get me out of my comfort zone. I decided that travel would fit the bill. As an incentive to finish school my parents had promised me a sum of money...

2 years ago
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Taught by Mom and Auntie

My sister, My loverMy sister and I loved watching my cock sliding into her pussy, I liked the way her lips caressed my cock and she loved the way it disappeared and reappeared. We would sit for hours playing with each other before putting it in, then, if she was sitting on me, would ride slowly up and down so we could both watch the movement. If I was on top she would sit with her back against the headboard, propped up to see.We were twins and we had enjoyed the sensations for a couple of years...

1 year ago
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When I was a busboy

This happened many years ago. I got a job working as a busboy.This was a very classy restaurant and I was almost getting used to talking to customers. Some customers were kind of snippy, but some were also very nice. This story is about what happened on a week night. The place was kind of busy but not slammed like it would be on a Friday or Saturday.I had just watered the tables (poured water into empty or mostly empty glasses). I had had left, after watering a table with an older couple...

4 years ago
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Taught Some Lessons By an Older Couple

This is the story of an event that happened along time ago -- 1994 if my memory serves me right. It was when I was about 21, at University, and exploring my sexuality. This event was a quantum leap in that exploration, like Columbus discovering the new world. I had a regular boyfriend at the time, his name was Chris. We had been dating for about eight months and had been having sex for about six of those. I had been on the pill for most of those six months as Chris didn't really like wearing a...

1 year ago
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The best summer ever A boyrsquos lust for older

-Inspired by Strangersex9-It was my summer break. No school for 3 months and a young lust and boyish curiousity that had to be explored. I knew, even then at such a young age, that I was drawn to older men. I knew I lusted after mature, manly dick and had a burning desire to suck it and to be fucked by it. It was just something I knew, something I felt. My body ached for it. My mind craved it. Although I had not ever experienced being with another boy, let alone a man before, it was an all...

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