Here we are, Chapter 14 in the right order. I hope you enjoy it.
Please post some appropriate photos if you have any, and let me know if you'd like anything else included in the story.
*KISS*
Chapter 14: Onward and upwards
When Chris walked in with his twin sisters I was shocked!
I donât know why, but I had expected a weedy, skinny kid, with spots and wimpy attitude. After all, he was only 14, and Tricia and Cindy had told me he was probably a gay cross-dresser, and into pretty advanced bondage porn.
Itâs probably some kind of cultural conditioning, but I didnât expect him to look the way he did â slightly taller than me, broader in the shoulders, but a little narrower in the chest, and a lot slimmer in the waistline department.
With his athletic physique and shoulder-length blonde hair, he looked more like a pop star or male model than a sly, sexually abused transvestite! I would have said he looked at least 18. And I could definitely see why his Mum would want to fuck him â he was a hunk that any girl would drop her panties for.
He was wearing a tight pair of jeans, black Puma trainers, and a body-hugging Manchester United red tee shirt. The outfit didnât leave much to the imagination, and â even though Iâm not gay â I was excited to think what we might be able to develop him into.
As I showed him and the girls through to the living room, doubts raced through my mind. What if the girls were wrong and he wasnât what theyâd said? What if his Mum wasnât abusing him? What if he wasnât into wearing womenâs clothes, and bondage? Sure weâd been into his room and seen there was a lot of porn on his computer, and his web history was full of cross-dressing websites and BDSM, plus quite a lot of good rubber fetish sites. But so what? He was certainly big enough to put up a fight, so rape was not a realistic option.
He sat on the sofa, and his twin sisters sat either side of him â tiny in comparison, but acting kind of protective. Very cute and sweet.
Knowing they were coming over Iâd laid out some soft drinks and snacks on the coffee table, so I offered the kids something to drink, playing the good host.
Iâd asked Annita to stay upstairs out of the way, for now. Since Chris was supposed to not like girls much, it made sense to keep things simple. Annie had our cameras ready though, just in case anything got tasty, and then I would just call her in.
Chris sat nervously between the blonde twins, fidgeting, and looking around the room, obviously unsure what was going on. He turned down my offer of Coke or crisps. Not a good sign.
I didnât know exactly what his sisters had told him. All I wanted from them was to get him into the room with me so that I could see what he was like, and try toâŚwellâŚdevelop some kind of useful angle to catch him.
âOK Chris,â I started, after watching him fidget for a few more minutes. âYouâre probably wondering why I asked Tricia and Cindy to invite you over here?â
His eyes were the same shade of grey as his sistersâ, and now that I looked more closely into them I could see thatâs where the messages could be read. They say that the eyes are a window into a personâs soul, and in his case it seemed to be true.
He just shrugged, and his eyes sent messages of confusion, pain, and anger, all in a couple of seconds.
âCindy told me you wanted to talk about Mum,â he said with a surprising little-boy voice. Clearly his voice had not broken yet, and the sound took 10 years off his age.
He went on, âShe said that you didnât like Mum and that you wanted to get back at her for something. What did she do to you?â
When he mentioned his Mum, his eyes flashed with anger, and his jaw clenched tight.
I needed to be careful here, I had never met the woman, so I couldnât make many false claims or he could catch me out in a lie. I decided to try the path of truth first.
âActually Chris, Iâm a friend of your sisters. And they told me that your Mum is mean to you. That she has been hurting you for a long time. What I want to do is be YOUR friend Chris. I want to stop her hurting you. To help you be happy.â
Now he looked confused, and worried. He nibbled at his bottom lip and looked from one sister to the other and back again. They nodded pale faces in confirmation, and each took hold of one of his hands to reassure him.
Good. He looked convinced. I had an opening.
âItâs OK Chris,â I told him, with a sympathetic smile. I actually liked the kid, and I did genuinely feel sorry for him.
âThe girls only told me a little bit, and I can try to help â as a friend, but if you want to tell me more, Iâm ready to listen. If you want?â
There was doubt and confusion in his eyes now. Hesitation. Would he open up, or shut me out?
âItâs OK Chris, Iâll never tell anyone else, I promise,â and I meant it. âWhatever you say will stay in this room. And I can tell you that I know what itâs like to beâŚabused⌠by a parent.â Well, it was sort of true â in my case people would say that I was the abusive parent after what I had done with my own daughter. But I didnât need to tell him that.
A look of surprise â shock â passed across his face, his mouth falling open in an âOâ. And for a second, with his shoulder-length blonde hair and full pink lips, he reminded me of his sisters, just before my fat cock slipped into their mouths.
My cock twitched at the thought of him sucking my dick.
âPatience. Patience Bob,â I told myself. âTake it slow, let him take the bait.â
âYou were abused too?â he gasped. The âtooâ gave away his confirmation.
âOh yes,â I lied, âfor years. When I was a boy, a teenager really, about your age. So I know what youâre going through. I can help.â
He gnawed at his bottom lip again. Looked from me to his little sisters. Pain and tears welled in his eyes. Would he break?
Cindy looked up into her big brothers face, tears in her own sweet eyes, and said, âTrust him Chris. Tell him. Let him help you. Let us help you. Mum deserves to be punished doesnât she, after what sheâs been doing to you?â
A tear ran down his smooth, downy cheek and his bottom lip trembled.
âOK, Iâll tell. But you promise itâs a secret? And I can get back at Mum for what sheâs done?â
I nodded. There was pain and anger in those eyes. He wanted revenge. And he would get it - but at a huge cost to him.
So, he told me his story over the next 2 hours. He broke down in tears several times, along with his sisters, and needed to take a few drinks to keep his voice strong enough to speak about what had been done to him. But he told it all.
And this is what he said.
When he turned 12 he started to have wet dreams. Most mornings he would wake up with sticky pyjamas and stains on the mattress and sheets. And he would have a âstiffyâ that made getting dressed even harder.
He was confused and had no idea what was happening. Was he sick? Was there something wrong with his âthingâ? He was too ashamed and embarrassed to talk to anyone.
His mother noticed of course, and started giving him âfunnyâ looks. She changed the sheets and said nothing. She would just give him an odd smile that made him feelâŚuncomfortable, and he would go all red.
At school, at swimming or after sports when he got changed, heâd noticed that his âthingâ was much bigger than the other boys his age. They noticed too and they made fun of him. Heâd felt so embarrassed that he began to skip sports lessons, which got him into trouble.
When his Mum asked him why he wasnât going to sports, heâd lied and said he felt ill. That his ankle hurt. That he felt sick. Anything to avoid having all those boys pointing at his âthingâ and laughing at him.
His Dad travelled for work a lot and was hardly ever at home. Even when he did come home he wasnât interested in Chris or the twins, or even their Mum. He worked, that was all.
One day, when he really did feel ill and stayed off school, he had a fever and his Mum ran a bath for him. While he was lying in the bath his Mum came into the bathroom and knelt down by the side of the bath.
Without saying a word, his Mum took the bar of soap and began washing him from his neck to his feet. To start with she ignored his âthingâ, but after washing his feet she slowly worked her way back up his legs, and this time didnât stop until her slippery, foamy fingers reached his adolescent cock.
When he asked her to stop, she just shushed him, like she would a baby, and carried on soaping his balls and â growing â dick.
Embarrassed, he tried to push her hands away. He kept asking her to stop. It was wrong. It was wrong!
She just kept on saying, âShush,â like he was being difficult. And kept on rubbing.
His body betrayed him.
His mother betrayed him.
Confused. Betrayed. His cock stiffened and his mother smiled.
He moaned. Why did this feel so good? Why did he want her to continue?
He begged her to stop. He cried. He sobbed.
She pushed his hands aside and carried on pulling his innocence away.
He had never even played with himself. He didnât know about masturbation. His only orgasms had come at night when he was asleep. He didnât even remember what it felt like, or what the dreams were that caused him to make the mess.
His mother continued. Up and down, swirling around, making him groan.
With no warning his body suddenly started doing things he had no control over. His hips bucked against his Mumâs slippery fingers. A surge of pressure from his young balls. His fists clenched. He grunted. He closed his eyes.
A surge of release pumped through his body as he spent himself in his motherâs hands - hot spatters of goo hitting his chest; splashing into the bath water.
Gasping for breath he opened his eyes. His mother was rinsing her hands in the water, wiping the slime off his chest and shoulder. She was smiling.
Without a word she got up, dried her hands, and left the bathroom.
He felt ashamed. Dirty. Betrayed. Used. How could she have done that? Why?
After that it was always the same. She would never say anything, except âShush,â when he tried to stop her or protest.
She started coming to his room at night after the twins were in bed. Any time of the night.
He would wake up to the feeling of her hands on him. On his âthingâ.
Sometimes it would be her mouth down there, sucking him.
And he was always hard. Stiff. His body betraying him. His body wanted her touch. It was disgusting.
Right from the first time, in his bed, as soon as he was hard, his mother climbed on top of him and pushed his âthingâ inside herself.
She would rock back and forth, moaning. The liquid heat of her would make him moan too â another betrayal.
On and on she would go, hands roaming his body, fingers pinching and squeezing. Sometimes slipping her fingers inside herself, before pushing the slippery result into his mouth to suck.
And always his body would betray him. No matter how he begged her to stop, his âthingâ would stay hard. And somehow she knew when his body was ready to explode because she would stop, and wait, until his breath was normal again.
Only when she was completely exhausted and satisfied would she allow his traitorous body any relief, smiling down at him as she rode his orgasm, and his dirty cock spewed out itâs hot mess inside her.
Then, without a word, she would dismount and walk to the bathroom to clean herself.
The only good thing was that this stopped his messing the bed. Sure he still woke up with a âstiffyâ, but he wasnât waking up with sticky sheets any more. And often his mother would come back in the morning to take care of that âstiffyâ.
As time went on he discovered what other boys his age discover â the joys of masturbation, porn, and girls. Except in his case he found girls ratherâŚdisgusting. But he did like the âfeelâ of their clothes and underwear.
This part was hard for him to tell me, so I asked the two twins to leave us alone at this point.
He had a laptop of his own to use for homework, so it was easy to search out porn and photos that excited him. Masturbation was difficult though because his mother was around him all the time, and she took him whenever she felt he was capable of satisfying her.
His only peace was when his Mum took the twins out shopping on Saturdays. Then he had almost the whole day to indulge himself.
He started out just randomly visiting normal porn sites, but found that he was more attracted to sites with leather, latex and rubber. Especially if there was bondage involved. And even more so if the men were the ones in rubber and bondage. He even liked the sites with so-call shemales and transvestites. Masturbating over videos of men dressed as women having sex with each other.
Pictures and videos of women made him feel slightly sick to his stomach. Imagining sex with them reminded him of his mother â gross!
But this made him feel even worse. Even more âqueerâ.
It was on one of these Saturdays that he first tried on some womenâs clothing. He took some nylon stockings and panties out of the laundry basket. He also took a silky nightie â it was stained at the crotch, and Chris was ashamed to think that it was the same one his mother had been wearing when she had ridden him the night before.
They were his motherâs, but he pushed that to the back of his mind. This was an experiment to see what it would feel like to wear such feminine things.
Well, after struggling for a while to get the stockings on, and then getting tangled in the nightie, he finally sat down on his bed and looked in the mirror.
And that was a moment that changed his life. He loved it. He loved the way he looked. He loved the way it felt.
He didnât feel the need to masturbate. It wasnât a sex thing â not really. It just feltâŚgood. It feltâŚright.
Of course he did jerk off wearing her clothes and looking at his favourite porn site. The nightie was a
eady stained, so she would never notice another wet patch in the silk.
That became his Saturday treat, every week.
From then on, whenever his mother came after him, he would close his mind to her and focus on how it felt to wear the silk and nylon. How that slippery material would slide over his body and caress his young cock. How hard he would cum while he watched those leather and latex encased men, tied, abused, drained.
His mother must have wondered why he was reaching orgasm so fast, but it didnât stop her coming to his room. In fact she came even more often, even using her silky panties to rub over his cock, body and face. She would wear sexier clothes around him. Wear nylons and satin when she rode him. And he couldnât help but look, waiting for Saturday when he could wear them himself.
It was really hard for him to tell the next part of his story, but eventually he told me about his experiments with anal penetration.
His mother was the first, using her fingers to probe his tight young anus while she stroked him to hardness. But the videos on the porn sites showed just what could be pushed up there.
He started with small objects, like pens from his pencil case. It was smelly and he didnât want to use them afterwards. He needed something else.
One day, in the bathroom, he discovered an old hairbrush in the waste bin. He often went through the bins looking for discarded stockings, panties, or other gems. It was the only way he could get stuff without stealing from his Mum.
The handle was about six inches long and an inch thick â perfect. It was plastic and easily cleanable, so he could reuse it.
Kneeling on the bed, and using hand cream as a lube, he eased the handle into his anus and slowly fucked himself while he masturbated. He was amazed at howâŚfeminine⌠soft and submissive⌠he felt while he was doing it, dressed in nylons and his Mumâs nightie.
In the beginning rubbing his cock made the penetration easier, but he found that he didnât need to rub himself in order to cum, as long as he kept pushing the brush in and out of his ass hole. The feeling of penetration was so good that he could cum without even touching himself. And if he controlled the pace of the anal action, then he could control when he would cum.
So now he had discovered something wonderful. And he quickly looked around for other objects to use, building up a hidden store of items that he could fuck himself with, and cast off womenâs clothes that he could wear.
He also managed to buy a supply of condoms â usually from public toilets â which he needed for most of the objects, and sometimes for actually wearing. He liked the feeling of constraint that the latex gave him when his cock was hard and encased in rubber.
And to build up his supply of clothes, he realised that if he visited his friendâs homes, then he could raid their laundry baskets and steal stuff belonging to their sisters or mothers. It was risky, but who would suspect a 12-year old of stealing womenâs clothes?
Over the months, and in between his motherâs raids on his body, he experimented and practised, using porn videos off the web as his guides.
Vegetables from the fridge were a good source of pleasure â carrots, courgettes and cucumbers â encased in condoms, allowed him to stretch his muscles and develop his anal techniques. He also started practicing deep-throat, trying to control his gag reflex. He loved watching this done in the porn films, and worked hard on trying not to throw up, or choke.
His latest tryouts were involving self-bondage. He used elastic bands and shoelaces to tie up his cock and balls, making it painful for him to get an erection and cum. Somehow the pain associated with orgasm felt â right. He needed to be punished for pleasuring himself.
So this had been going on for almost two years, and he had built up quite a collection of clothing and objects, all carefully hidden around the house and his bedroom â not easy when you have a nosey mother and inquisitive younger sisters.
And that was the problem. He was caught. He wasnât sure if it was because his sisters kept sticking their noses into his room and they found something â he didnât have a lock on the door, so he couldnât lock anyone out - or if it was just his mother getting lucky.
Anyway, one day a couple of months earlier, he had come home from school in his uniform â yes, at his private school they still had to wear stupid uniforms â and his Mum had been waiting for him in his room.
That wasnât unusual; sometimes when the twins werenât around she would want sex with him as soon as he got back. But this day was different.
On his bed was piled a large part of his collection, and his Mum was standing there, arms crossed under her breasts, frowning at him.
âWhat the Hell is all this stuff?â she demanded. âWhere on Earth did you get it all from?â
Heâd turned bright red and stood there silent. What could he tell her?
âI recognise this,â she said, holding up an old nightie. âI threw this out months ago. And these are my old knickers. Did you take them out the bin? Why?â
Silence.
She had picked through the pile, holding up various items and inspecting them, shaking her head.
âWhose is this?â she asked, holding up a white, lacy, padded bra.
He had taken it from a school friendâs house â and he liked to wear it under his nightie, stuffed with things to make it look like he had boobs. But he couldnât tell her that could he?
âIs it your girlfriendâs? Do you have a girlfriend?â
Another nightie, silk panties, nylon stockings and tights, a white silk blouse, a black skirt, and one of his main prizes â a pair of black high heel shoes that he had bought from a Salvation Army thrift shop in town.
Silence.
âAnd what are these for? And these?â She held up some of his âtoysâ. A large-handled hairbrush with no bristles left, and a ball gag he had made from a rubber ball and a large elastic band.
He stood and chewed his bottom lip, face flaming red.
âWhat do you do with all this stuff?â she asked, picking up one of his special objects â a foot long, and two inches thick, piece of bendy black rubber that he had spent a whole weekend shaping to his needs. Carefully carving one end into a rounded mushroom shape, complete with glans to make it look and feel more realistic.
He had only just got to the point where his anus was stretched enough to be able to take its girth. And now she had found it â damn!
âHave you become some kind of sick pervert Christopher?â She didnât look angry, she had a horrible smirk on her face.
âDo you like to wear these?â And she tossed her old nightie in his face.
âDo you get off wearing my old underwear? What would your Daddy say if he found out?â
âDadâs never here, and doesnât care anyway,â heâd said, suddenly angry.
âAnd this,â she went on, as though heâd never spoken, âDo you use this on yourself?â She waved his big black homemade dildo in his face.
Silence.
âShow me,â she demanded. âPut my nightie on, and show me how you use this.â
He stood, hesitating. This was his secret life. This was his, not hers.
âPut this on, and show me what you do, and I might let you keep it. If you donât, it all goes in the trash â and stays there.â She was smirking again. He was only 14 and had to do what she wanted, even if he was bigger and stronger physically.
Inside he was weeping with frustration and rage. Humiliation and pain. How could she do this to him? He chewed at his bottom lip until he tasted blood.
âWell?â she said, tapping her high-heel shod foot on this bedroom carpet.
Shaking with tension and hatred, he slowly took off his maroon school blazer, his maroon and yellow-striped tie, white shirt, and grey flannel trousers. His underwear and grey socks came off last.
His Mum had just stood and watched him strip, the gleam of lust in her eyes.
She tossed him her old white, silk nightie. He had cum wearing it so many times he had lost count.
âPut it on sissy girl,â she grinned.
Even just touching the delicious material had made his cock twitch, conditioned to know that pleasure was coming soon.
He slipped it on over his head and felt the nightie slither down his body and over his growing dick.
âOh very pretty,â his Mum had sniggered, âI hadnât realised I had three daughters.â
His face was bright, beet, red. And he seethed inside. How he hated this monster!
She picked up the black dildo and one of his discovered condoms, and said, âYou need one of these Christine? Do you practice safe sex like they teach you at school?â
Without bothering to wait for his non-answer, she opened the packet and deftly stretched the pink condom over the black rubber cockhead.
âHere you go baby, letâs see how that fits. Get on the bed and show me. I canât believe you can take something that size.â
He took the long black dildo from her hand and picked up the tube of lubrication that had been tossed into the pile of goodies on his bed. He applied a generous dollop and covered the condom.
âMy goodness, you are an expert dear. I never would have guessed.â And she did look genuinely impressed.
Trying to ignore his mother watching, he had climbed on the bed and knelt, lifting the hem of his nightie and spreading his legs, positioning the tip of the latex-encased dildo at his anal opening.
âWait a second darling, I have something for you,â sheâd said, and then lifted her skirt and pulled down her panties.
âHere, open wide. Iâm sure you prefer the taste of fresh silk?â And, balling the panties in her hands, she pushed the still-warm underwear into his mouth.
He hated it. He hated her. But his cock twitched and hardened. And he hated that too. Betrayed yet again. Always.
Slowly he eased the tip of the dildo inside his ass. He needed to concentrate, and relax. Take it slow. Take it easy. He closed his eyes and let his body adjust to the penetration.
The familiarâŚsoft, submissive, feminineâŚfeeling crept over him as the dildo slid further inside, opening him up, filling him, stretching him. Deeper. Deeper.
His cock grew as the dildo penetrated. Deeper and harder.
Pre-cum oozed from his cock â a big adult-sized cock on a teenage boy. Bigger than most men, he would have made many porn stars jealous.
âOh My Good God!â he heard his mother exclaim. âThat is so just So Fucking HOT!â
This was the most he had ever taken so far. Six good inches deep. He felt full. Fulfilled. He opened his eyes.
His mother had pulled up her skirt and was sitting on his desk, one foot on the floor, the other on the seat of his chair, legs spread wide. She was using another of his toys â the bald hairbrush - on her dripping twat.
âFucking do it! Go on! Fuck yourself, you bitch!â his Mum had grunted, as she masturbated herself, just a couple of feet from him.
The silk of the nightie felt wonderful, stretched over his body, moving with him and stroking him as he performed.
His cock dripped, and oozed, and twitched, like a disgusting animal with a dumb mind of its own. How he hated its betrayal of his wishes. And he wished now that it was bound and tied, so that it would suffer pain as he gave himself pleasure.
His hand eased the dildo in and out, faster and deeper â deeper than he had even gone before. Pressing until it hurt. Pain and pleasure.
He moved his left hand to his hated cock and balls, squeezing and twisting, inflicting the pain his cock deserved. Using his right hand to rape himself with the dildo, as his mother demanded.
âOh Christ. Oh my Fucking Sweet Jesus, Yesssss,â his mother hissed, fucking herself faster and harder with the hairbrush.
He wasnât sure when he should finish. He could cum when he wanted by using the anal stimulation to control his orgasm, but when should he cum?
His mother fucked herself to a grunting climax before him, her eyes bulging - glued to the sight of her teenaged son impaled on a huge black dildo, dressed in her nightie, gagged with her panties, and squeezing his cock and balls in a frenzy.
âCum for me. FuckingâŚcumâŚNOW!â she hissed, juices flowing down her hands and dripping on her sonâs carpet.
Pain. Pain and pleasure. Now he could release the pressure.
Taking at least nine inches of fat rubber cock, he drove himself over the edge.
He gripped his balls as hard as he could to increase the pain, as the surge of cum pumped up his engorged shaft and spewed out over the pile of stolen lingerie in front of him. A huge load. Spurt after spurt drenched the panties and slips, bra and stockings.
He grunted and moaned around the sodden panty gag, almost delirious with the pleasure.
âSweet Jesus,â his mother gasped, as her own climax waned. âUn-be-fucking-lievable!â
Chris had slumped over onto his own messy collection. Too spent to be able to kneel any longer, his wilting dick smothered in the silks and satins and nylons, the rubber cock still embedded deep in his ass.
Out of breath, but still in his own word of femininity and softness, Chris had spent many hours like this. Lying on his bed, wearing something soft and silky, his anus full of false-cock, his own cock emptied and limp. Able to relax and just âŚbe. His masculinity taken out of the equation, at least for a while.
His mother had left the room unnoticed. He didnât care. He didnât want to think about her. He just wanted to lie there andâŚfeel.
Unfortunately for Chris his mother had not found the experience of having a cross-dressing, anally stimulated son, a negative one. On the contrary, she now seemed to find even more sexually deprived ways of getting satisfaction from his youthful body.
Despite the fact that he obviously hated what she was doing to him, she took every opportunity to abuse him. Dressing him up â even adding extra touches, like make up â to make him more effeminate, before grinding herself to orgasm on his cock. A cock that she controlled through knowing that anal penetration would allow him to stay hard as long as she wanted. Only allowing him to climax when it suited her.
And so his torture went on, day after day; night after night.
By the time he finished telling me his story he was weeping and sobbing his heart out.
I gave him my handkerchief, and hugged him to make him feel better. I did feel sorry for him. Really. But I didnât fancy him. His dirty, disgusting, perverted mother turned me on. And his stories of her abuses had given me a real boner. What a wonderful bitch! I couldnât wait to get my hands on her â and my cock into her!
As he slowly calmed down I decided that the best way to move things forward would be to take him upstairs and show him my own collection of clothes and toys.
One of the few good things about the developments with Nico and my family was that all my fetishes were out in the open, which meant that I could hang my sexy silks and rubber catsuit in the wardrobe with the rest of my stuff. No need to hide any longer. The down side was that I didnât get much chance to dress up any more, and I hadnât worn the red latex catsuit since the time Nico had fucked me in it â almost destroying my ass in the process!
âCome on,â I said to Chris, as the tears finally started to dry up, âI want to show you something.â
With a few sniffles he got up and followed me to my bedroom.
âThere, what do you think of that collection?â I asked, sliding back the mirrored door and opening my wardrobe.
He looked at the hanging nighties and silky womenâs clothing with confusion at first, but then he stepped forward and ran his hands along the rack of silks and satins.
âBut, arenât these your wifeâs?â he stammered, looking from the goodies in my closet, to my face and back, caressing the material.
I shook my head and smiled, âNope, these are all mine. If you want we can look at my wifeâs stuff. She has some sexy bits and pieces, but theyâre probably too small for you. The same for Annieâs stuff.â
âWow,â he gasped, turning back to the two dozen or so pieces that I had collected. âI would never have guessed that youâŚâ and his voice tailed off as he realised what he was about to say.
âAnd here is my favourite,â I announced dramatically, sliding open the other door to display the shiny red latex catsuit â still in pristine condition.
âOh my goodness,â Chris exclaimed, almost pushing me aside to get to the sexy prize. âIâve seen photos, but I never thought I would get to touch one in real.â
I pulled it out for him and took it off its hanger, holding it against him to check the size. He was almost drooling with desire.
âWould you like to try it on?â I asked, smiling at the obviousness of the answer.
âOh God, yes please. Can I, please?â He was a
eady stroking the smooth latex, and almost embracing it.
âSure,â I said neutrally, âbut just a quick question. Am I right, youâve never actuallyâŚbeen withâŚhad sex withâŚa man?â
He blushed to the roots of his blonde hair and avoided my eye, and shook his head. âNo,â he mumbled, âI never really had a chance to. But I want to try. If I wear this, do you thinkâŚmaybeâŚyou willâŚyou knowâŚlike me enough toâŚtry? Please?â And he looked at me with big doe eyes, his full lips wet with his nervous licking.
âOK Chris, letâs get you into this. Iâll sort out some other stuff for us, and then weâll give it a try. OK?â My cock was pulsing in my pants. Here was a 14-year old boy â an ass-virgin, begging me to let him wear a sexy latex outfit, and then fuck him! It was every latex-loving homosexualâs dream come true.
The only problem was that Iâm not gay. My arousal wasnât caused by wanting to kiss him, or take him to bed â no, my throbbing cock was caused by the extreme perversity of the situation. The wrongness of it. The wickedness. What made me hard was the thought of seducing this young boy and bringing him into our dirty games. The thought of what I could do to him or with him. Another sex toy to be played with. Watching him with his mother or sister, and eventually his Dad â I hoped.
Chris quickly stripped off his normal clothes, turning away modestly when he got down to his underwear. âHow cute,â I thought, âbut weâll soon break that shyness.â
When he turned around to start pulling on the catsuit it was my turn to gasp. His cock was not that of a 14-year old boy. No way! This was a porn-star sized organ if I ever saw one. It was only half-hard, and a
eady it was the size of mine. His balls too were big and well formed, and completely bald. With a dong that size it was no wonder his mother was after him.
I helped him get into the second skin of the latex, pulling here and there, and smoothing it over his legs and up his body. His cock grew steadily with all the manhandling, and started to leak pre-cum. He was blushing like crazy whenever I touched him.
His ass was as smooth as a babyâs as I stretched the latex around him. Iâd left the zippers closed while we pulled it on, just to keep the shape. But I was looking forward to unzipping that round, little boyâs bubble butt.
Once he got the latex up around his chest it all flowed pretty easy. He was slimmer and better muscled than I am, so the top half fit better for him than me. While he pulled up and pushed his arms inside, I went off and found the other items that I wanted to use on him.
The latex hood was hardly used, and I thought it would be good to get as much of him as possible covered in the bright red latex. That slipped on easily enough. I warned him that he would probably not be able to hear much â so he should watch my lips to make sure he understood anything I told him.
My black stilettos with ankle straps were also barely worn. But the way he walked with them on showed that he had had far more practice than I had â he was a natural when it came to walking in high heels.
The fat black rubber ball gag made him open his eyes wide when he saw it, but he spread his pretty pink lips until his jaws cracked to make sure that he could take it. I didnât plan on fucking those lips this time, but I wondered how good heâd developed his deep throat skills, and that thought made my cock twitch.
âOK Chris, I guess you havenât tried much bondage yet, but this next part will restrain your arms just about 100%,â I said, holding up a few metres of nylon rope. âPut your arms behind your back and cross them, hands holding your elbows,â I instructed. And then quickly wrapped the cord around his wrists, forearms, and finally tied it off after winding it around his biceps. The position pulled his shoulders back and completely immobilised his arms.
âNot too tight?â I asked, and he shook his head. His eyes were huge saucers â he was like a kid in a candy shop, where all his Christmasâ and birthdays had come on the same day.
âNow for his cock and balls,â I thought, kneeling in front of him and carefully unzipping the huge bulge, and the ass-access zipper.
I suppose he was fully hard now, but he was enormous. It took both my hands to pull his dick out through the zipper, and thankfully he was leaking so much pre-cum that it finally just popped out with all the lubrication it was producing.
His big bald balls hung below his massive cock, not too tight yet, and I wondered just how big a load they could produce. âWell, thereâs not long to wait,â I thought to myself.
From one of my drawers Iâd taken a pile of thick elastic bands and some shoelaces â ancient artefacts from my self-bondage days. I didnât use them anymore, having access to the real thing.
He stood quietly, breathing deeply and slowly as I set to work binding and restraining his balls and cock. I didnât want to hurt him too much, but he had said that he hated his cock and liked to feel pain as well as pleasure.
I kept looking up at his face for clues as I separated his balls with elastic bands, then tied the shoelaces tightly around the thick base of his cock, winding them up the length of the shaft before tying them off under the glans. I added tight elastic bands every one or two inches up the column of his dick. He winced a few times, but otherwise he held still and let me do my worst. By the time Iâd finished his whole cock was slick with pre-cum, and pulsed with the pressure of the laces and elastic.
âOK Chris,â I said, finally satisfied that he was as I wanted him, âlie on your back on the bed, your head as close to the headboard as you can.â
It was a struggle for him to climb up, but I helped him â holding his arms, and making sure the high heels didnât snag on my sheets. After a little pushing and pulling on my part, he was in place.
âRight, one last thing and weâre ready,â I said, taking some more rope from my drawer.
I lifted each of his legs in turn, and attached each ankle to the headboard, so he was in a similar position to if his legs were over my shoulders, but spread as wide as they would stretch - fully exposing his ass.
âThere we go,â I said when Iâd finished.
Standing back from the bed I could see that he was completely restrained. There was virtually no possibility of moving anything, except maybe a finger or two behind his back, and maybe he could turn his head just a little from side to side.
With all the mirrors around the room, he made a very pretty sight indeed.
There was one final check to be made.
I climbed back onto the bed between his legs and made sure that his stiff, bound cock was lined up with his sweating face.
âListen Chris,â I half shouted â not sure if he could hear through the hood, âIâm lining up your cock so that when you cum youâre going to cum in your own face, OK?â
âMMMmmm,â was all he could answer. His eyes were huge, and his pupils seemed to fill them.
âOK, just blink to say yes, and shake your head to say no, OK?â
Blink.
âGood, now, Iâm going to fuck you Chris. Slow and deep. Thatâs my style, OK?â
Blink.
âIâm going to fuck you, but before I cum, I will tell you to cum, and you will. OK?â
Blink.
âYou will not cum until I tell you. OK?â
A tiny shake of his head was all he could manage. Good enough.
I quickly took off my clothes, the front of my boxers soaked with my own pre-cum, and cock as hard as a rock. Jesus I felt horny!
There were plenty of tubes of lube in my collection, so I took one and climbed onto the bed. Chrisâ ass hole was a cute pink colour, but seemed to be pouting at me, with tiny twitches and pulses in the puckered opening, like a mouth wanting to be kissed.
I squeezed some lube directly into his hole, and it seemed to open slightly on its own â inviting me to push something bigger in there. Some more lube onto my throbbing cock, which I smeared all over the bell end and the shaft. I didnât know how tight the boy was going to be, but I had a feeling this wouldnât be a hard entry.
Shuffling forward between his spread legs I looked down into his face. His eyes were closed, and he looked peaceful and ready.
âChris,â I said loudly, âopen your eyes. Keep them open. I want you to watch me. I want you to see who is fucking you. I know many men that will want to fuck you, but Iâm the first. So watch me and make sure Iâm enjoying myself. OK?â
Blink.
Blink.
Blink.
I positioned myself over his ass, with my left hand holding the headboard, and my right hand manoeuvring my cock head into his anus, using light pressure from my hips to test the resistance. His wide eyes were staring at me; drool trickling past the gag and down his cheeks.
âMmmm,â I said, as his ass seemed to rise slightly, trying to pull me inside faster. I held back â I was going to control his penetration, not him.
As he relaxed back onto the bed, I used my position to ease an inch of cock inside. Even this early in his ass seemed to be sucking me, like a whoreâs mouth.
âFuck me,â I whispered, as his ass continued to welcome me with an open anus. This was not the ass of a 14-year old boy. I didnât know any others his age, but this was an expert fucking ass.
I fed more muscle into the gripping, sucking ass hole. All the time his big doe eyes watched and smiled.
Slowly, slowly. Deeper, deeper. Once I was past half way I put both hands on the headboard and just used my weight to control the penetration.
Finally I was balls deep. Rock bottom. My sack resting on his butt cheeks. It was hot in there - hot and tight. But not as tight as a teenager should be.
I knelt there, still and calm, my cock buried to its maximum depth in his young ass.
Sweat trickled down my face and dripped off my chin. I was sweating like a pig.
âWaste not, want not,â I thought to myself, and moved my head to be above his, so that my sweat could drip onto the ball gag and run onto his lips.
âYou like the taste of man sweat Chris?â
His eyes grew even wider, his pupils even bigger. He looked totally high.
Blink.
I laughed, âIâm gonna teach you how to give a tongue bath Chris. How to lick and suck a sweaty man clean from head to toe. You like that idea Chris?â
Blink.
Slowly. Slowly. Very slowly, I drew my cock all the way out, until just the tip rested in his hole. It tried to keep me in. I swear it was trying to suck me in. He even tried to lift his ass to keep it in longer.
But I waited. Waited until his big eyes were begging. Pleading. Just the tip resting inside. His anus twitching. Trying to seduce me to come back into the wet heat.
Then slowly back down. VeryâŚslowly. Back down to the bottom of that hot ass well.
He closed his eyes for a few seconds and moaned through the gag as I hit maximum depth again.
I knelt there, caressing the smooth shiny latex of his legs. Feeling the hood. Stroking his chest. Waiting. Deep.
He opened his eyes, and I repeated the whole movement. Slowly. And again. Slowly.
âDo you belong to me now Chris?â I asked, waiting, with just my cock tip inside him.
Blink.
Blink.
Blink.
âAre you going to be mine Chris? My complete slut? My sex toy?â
Blink.
âGood slut. Should I fuck you harder now slut?â
Blink.
Blink.
âA lot of men are going to fuck you Chris. I will arrange it. They will pay me so they can fuck you. Do you want that slut?â
Blink.
âI know some big black men that will want you. Do you like black cock Chris?â
Blink.
His eyes closed as I sank deeper into him.
I speeded up, slowly. Increasing my pace. My sweat dripping steadily onto the gag and into his mouth, over his face.
âMmmm, you have a great ass Chris,â I moaned, as his eyes opened and he gazed up at me with both lust and adoration. How wonderful it is to have a young teen â boy or girl â in love with you, and begging you to fuck them.
I was banging him harder now. Full thrusts. Half out, then back in deep and hard.
His own cock was leaking like crazy. With each thrust into him a new flow oozed out and dripped onto his latex-encased body. The headboard was banging against the wall with each downward plunge into his bowels.
This was hot, super hot. But it got hotter.
I heard a gasp from the doorway, and glanced into one of the mirrors. The two twins had returned and were standing in the doorway watching us. Annita was there too, recording the scene on our video camera.
âOh yessss,â I hissed. I love an audience of young girls when I fuck. I speeded up, a familiar pressure building in my loins. I closed my eyes and pounded onwards.
Suddenly there was a pressure on the bed, an extra weight moving behind me. A small, cool hand started massaging my balls, and a thumb slipped into my own anus.
âOh GOD, yesssss,â I groaned, my eyes still closed tight. Was it one of the twins, or my daughter? From the size of the fingers I guessed it was one of Chrisâ little sisters.
In my mind it was Chrisâ mum joining in the fun, helping me to fuck her son.
My pace was furious, pounding in and out of that hot, clutching teen ass.
I opened my eyes and looked down into his, my sweat splashing all over his face.
âCum you slut. Cum for me. Cum now. Cum in your own face,â I ordered him.
Blink.
The pressure was building. I couldnât last much longer.
He closed his eyes and I felt his ass tighten, squeezing my thrusting cock.
He grunted and his anus went into spasms.
Despite all the laces and elastic binding his cock and balls, with a sudden spurt, he came. A thick gout of jism shooting from his fat cock to hit his forehead. And with each thrust into him, a new dollop would erupt and spatter across his eye, his nose, the gag, and his cheeks.
As his flow eased, the gouts grew weaker, hitting his chest, and then dripping to his belly. He was coated in cum from shiny latex navel, to the top of his red latex hood.
Amazing! He really could cum â on demand - without direct stimulation of his cock. And what a load he could produce. Spectacular!
I set about depositing a similar quantity of hot cum into his rectum, banging my dick into his twitching hole, balls slapping his ass.
Those tiny fingers continued to massage my own anus, slipping 1-2-3 as deep as they would go.
I was gonna shoot. The pressure was mounting. I could feel the force building.
Maybe itâs just me, but often â just at the second Iâm starting to hit my climax â I get a sort of clear âflashâ of a mental image. It can be anything or anyone. My mind jumps to a scenario that may have nothing to do with who or what Iâm doing, or was thinking about up to that point.
Just at that point I had an image of Chrisâ Dad fucking his son instead of me. Iâve never seen that man, but right then, just as my load started moving up from my balls, I could visualise him bent over his son just as I was, his big cock buried balls-deep into his sonâs rectum.
âGharrrrrr,â I groaned, as my fat cock pulsed and jetted, deep in Chrisâ hot, wet, ass.
âJesusâŚFuckingâŚChrist,â I cried, as I pumped into him. Both hands locked on the headboard, driving my cock as deep as it would go.
One of his eyes was locked on my face as I spent my load â the other was stuck shut with a dollop of his own cum. My load must surely have been a huge one â deep in his bowels. His first ever.
I knelt there, gasping for breath, after I finished, feeling his ass still squeezing and sucking at me â seeming to beg for more.
âThere,â I panted, âwas that good for you? You enjoy that?â
Blink â although it looked like a wink, since he could only use one eye.
âGood slut, but Iâm not done with you yet.â
I eased out of his clingy ass hole, my cock still nice and firm. His anus pouting at me as it gave up my dick with a soft âplopâ.
Cindy grinned at me as I climbed off the bed â it had been her fingers up my ass when I came in her brother. Cheeky little bitch. Wonderful.
Padding into the bathroom, I went to wash myself. That was the main drawback for me about anal sex, it was so messy.
After cleaning myself thoroughly, I went back to continue my work on Chris.
I didnât have a big collection of butt plugs, but I took my favourite â the red one with the black horse-hair tail â and climbed back on the bed. I wanted to keep Chrisâ ass open and stretched. I was going to fuck him again later and I thought it was good to keep him filled and feeling submissive.
Once the plug was settled, I untied his ankles from the headboard and laid his legs carefully on the bed. I was going to keep him bound and immobile until I was ready to fuck him again, but first I needed to tidy him up a bit.
The latex covering his belly and chest were spattered with his cum and pre-cum, and my sweat, so I wiped it up with a pair of silky panties from my collection for use later on.
His cum was splashed all over his face, but I didnât want to waste it. I scooped some up with my fingers and smeared it over his lips, and pressed some of it into the small gaps between the gag and the corners of his mouth.
I used the cum-soaked panties to clear the load out of his eye.
âYouâve tasted cum before I assume? Yours?â I asked him, holding up more of the gooey slime.
Blink. Blink.
âDo you eat your own cum? Often?â
Shake.
âOK Chris, hereâs what I want you to do. I want you to get used to the taste. A lot of men are going to want to cum in your mouth â including me - and you need to get to like it. So, from now on, when you are by yourself and you cum, you eat it. OK?â
Hesitation, thenâŚblink.
Good. He was an obedient boy slut.
I pulled out a blindfold and put it on him. For the next parts of this game he was going to have a lot of sensory deprivation, as well as being immobile.
Pulling his legs together, I tied them at the knees and ankles, and then bent his legs so that I could tie his ankles to his thighs. The black high heels looked wonderful against the red latex encasing his legs.
Finally I took out a pile of my silky underwear and wrapped a nylon stocking around his still hard and leaking muscle. Then I turned him over onto his belly so that his cock was buried in the pile of silk. I wanted to see what his cockâs reaction would be to the stimulation â to see if he would cum without my control.
I walked around the bed looking at my handiwork. It was a pretty hot scene. A 14-year old boy, bound hand and foot, encased in shiny red latex from his ankles to his hood, with a fat butt plug in his ass, blindfold, and ready for anything I wanted to do to him.
Unable to see, and with almost no hearing, his senses were highly restricted. And those senses that he still had would be overloaded. He was only able to feel the binding rubber, except for his severely bondaged cock, which was buried in masses of erotic silk. His sense of taste would be occupied by the rubber ball gag, and the taste of his own cum which I had slipped into his mouth. That just left his sense of smell.
âCindy, Tricia, come here,â I ordered the little girls that still watched from the doorway, âTake off your panties and give them to me.â
Cindyâs panties were damp and smelled of her leaking pussy. Triciaâs were dry, but still had a good strong scent of girlâs ass.
I walked around to where Chris lay on the bed, and pulled Cindyâs panties over his head, positioning the damp gusset over his nose. I put Triciaâs pair under his face so that he could breathe her in.
âPerfect,â I said with a smile. Now all his available senses were occupied with something erotic.
With that I left Chris there on the bed, and went downstairs to discuss our next steps with the twins and Annie. He would be OK for an hour or so â until I was ready to mount him again.
Three of the family were now mine, and that just left the incestuous Mum, and the absent father. She should be easy to get, but he was still a big unknown.