Billy's Firsts - Cover

Billy's Firsts

by Jo

Copyright© 2004 by Jo

Erotica Sex Story: A boys introduction to many sexual adventures not always very comfortable.

Caution: This Erotica Sex Story contains strong sexual content, including Mult   Teenagers   Reluctant   Fiction   BDSM   Humiliation   Oral Sex   Anal Sex   Water Sports   .

Some time ago my older sister caught me out in the Rumpus room with a girlie magazine. I was having a quiet wank over a full page layout of a gorgeous blonde bird who was sprawled out on a bed working on her fat juicy pussy with a huge dildo. I was only 14 at the time and my sister was a well developed 15 year old and aggressive with it. She grabbed my mag. and with a wicked grin she flounced off out of the room calling over her shoulder "I've got you now you little bastard, one peep out of you and I go straight to Dad with this".

The next evening was Dad and Mum's night down the club, so I was stretched out watching the tele on my own when in she comes. "O.K." she says, "pay back time is here. Let's see how far we can go shall we".

"What do you mean?" I asked.

"I've seen you lurking around outside the bathroom trying to get a look at my tits all naked" she said, "It's time I got my own back, if you don't want Dad to see your filthy pictures you had better do exactly what I say, have you got that?"

"That depends on what you want". I replied.

"O.K. let's start with your thingy, what do you call it? your cock I suppose. Go on, get it out and let me have a look."

I thought I might score something here, so I wasn't too reluctance to flip open my zip and pull out my pecker. I didn't have much to compare it with but I always thought it was a pretty big one. I pushed back the foreskin and waved it in the general direction of my sister's face.

"I thought it was bigger than that the other day", she said.

"Just wait till I get a hard on, then you'll see something worth while" I told her, and started wanking off slowly. Within a few seconds I had a raging erection with the bulbous head purple with eagerness and several drips of liquid oozing from the tip.

"Stop that right now." she barked, "This is my fun session, get your gear off and we'll make a start. All of it, then sit on the edge of the chair. I want to see your bits hanging over the front."

I did what she said and then nearly come in shock when she lifted up her sweater to show that she had taken off her bra and was flashing her cute little boobs in front of me. She stepped up close and told me that I was to use only my tongue, definitely no hands, and I was to lick her nipple. It was swollen with excitement and a deep brown colour with the aureole as big as the head of my cock. I needed no second order to lap at it with enthusiasm, and of course, this was immediately followed be the instruction to lick the other one until she was trembling and gasping with anticipation. As soon as she pulled back I grabbed my prick and gave it a few frantic jerks to ease the throbbing, but my sister slapped at my hand and called out, "None of that, I have lots more for you to do before you can get that sort of satisfaction. Now, put the back of your hand on the arm of the chair with your fingers flat and raise the middle finger only, that's right, all the way up."

The next thing I knew, she had reached up under her skirt and pulled down her tiny lace panties, then slid forward astride my hand and slowly stroked her pussy backwards and forwards against the tip of my finger. I watched fascinated as she tipped her head back, closed her eyes, and inch by inch, slowly impaled her tight little cunt on my thick finger. Again I tried to relieve my aching cock with a quick rub, and again she slapped at me --my face this time, and said "If you can't take orders you can take some of this, now shut yours eyes and open your mouth wide." When I peered through slitted eyes I saw her gather a huge gob of spit and drop it squarely into the back of my throat. Even though I saw it coming I gagged and almost choked and as I convulsed she plunged down onto my finger, burying it up to the hilt into the depths of her vulva, and wriggled back and forth. I felt the juices squeezed out of her beside my finger as she came to a shuddering climax, groaning in relief.

After a minute or so she eased herself up off the chair, dropped to her knees in front of me and said hoarsely, "O.K. let's see you in action, you can play with yours now."

I didn't hesitate for an instant, I grabbed my prick and wanked it furiously. Just on the point of coming again the little bitch stopped me once more and told me that she had decided that she wanted to do it later, so hands off. The thought of the whopping I would get from my old man if she carried out her threat made me obey. Her next order was a puzzle at first. I had to lay on the chair upside down with my feet over the top and my head hanging off the seat, but it soon became clear what she wanted to do to me as she shuffled forward with her wet little cunt moving towards my face.

"Now be careful, this is tongue only again" she whispered, "Get to work on the top of my vagina very softly". I had no choice as before so I proceeded to give her a long slow exercise in cunnilingus, with her juices slurping across my flickering tongue. "Now for the best bit, whatever you do you mustn't stop until I tell you. You've got to press your lips up to pussy and suck up everything I give you. Have you got that?"

I gurgled out O.K. so she jammed her cunt over my wide open mouth and I felt her trembling to push. A slight dribble of pee oozed out, followed be a definite squirt. This was immediately followed by a prolonged gush of hot salty urine right down my gasping throat.

I struggled to cope with this diabolical perversion by swallowing frantically to keep up with the flow but it still forced its way out of the sides of my mouth.

"That was beautiful," she gasped after a few minutes, "We must do that again one day. Now let us see what we can do for you. Just leave it all to me." So I sat back as she wrapped her long cool fingers around my throbbing member, and slowly rubbed the foreskin up and down. I exploded with frantic bursts of come almost immediately, spraying dollops all over her face and hair, and sending the rest shooting across the carpet.

"You filthy brat," she said, "You had better get that lot cleaned up quickly. I think that I will have to fix that little problem for next weeks session, don't you."

After this the situation got worse before it got better.


Billy's Second

The week after my diabolical experiences at the hands of my tarty sister Josie, I was beginning to think that things were back to normal when she barged into my room on Thursday night. She told me not to make any plans for Friday, as she would need my help with a sleep over party.

I immediately cooked up a way to get my own back. and had it all ready when my parents left for an evening at the club. Josie flounced in with four of her nubile young school friends in tow and said "Now Turd, you can either serve us for the evening or face Pop with your grubby pictures".

"O.K.", I agreed, "but don't get too carried away will you?"

"I probably will" she snapped back, "but that's gonna be your problem, isn't it. Now what do you think girls, let's get him going. First off, strip that gear off and pour us some drinks".

The little dark haired girl Annie, didn't seem too bright and thought she was being ordered, so she started unbuttoning her blouse. Josie had a laugh and said, "That wasn't what I meant, but it could be a good idea, Let's all have a go". I didn't feel so embarrassed then so I went along with it and stripped while the girls all got down to panties and bras.

Remembering the cameras I had set earlier, I made sure to move into good positions to point the girls face on. "Right" said Josie, "Time for Anatomy One. Cock Boy, yes you, get up on the coffee table where we can all see you." I did what I was told and the girls stood around making comments about my half-hard prick.

The tall black girl Beth couldn't resist pressing her forefinger gently over the front of her panties and rubbing slowly up and down. "Does it get much bigger?" she whispered. "You bet," said Josie, "Watch this". She wrapped her fingers around my throbbing cock and wanked me rapidly. Of course, I immediately raised a roaring hard on and Josie had the sense to stop before I blew my load of cum into her hand. She left my foreskin pushed right back so that the rest of the audience had a good look at the swollen cock head throbbing away, then said "O.K. now lay down on your back and we can start the real fun." As my randy sister gave the orders, the party grabbed me, stretched me out wide, tied my hands together under the narrow coffee table, tied my ankles in the same way, then jammed a cushion under my head to prop it up.

"Let me tell you about this guy," she said "He's got a great tongue, I'm sure you're all going to get a real kick out of this." She dropped her knickers with no embarrassment and squatted over my face. "Now start sucking, cock boy ", she said. I was in no position to do anything else so I started lapping away obediently, to her obvious satisfaction, and within a very short time it was apparent from her laboured breathing and continuous groans that she was about to explode in orgasm.

As she lifted off my face I heard another girl gasp out "I've got to have some of that, move over, it's my turn now." I was immediately smothered by another hairy little pussy being jammed over my mouth and rubbed back and forth. My probing tongue almost instantly discovered that this one was quite different. The juices were already gushing into my mouth and as my tongue prodded higher towards her clitoris, I found that it was a huge twitching nubbin pushing right out of it's tight sheath. Two fingers were pushed between my tongue and the juicy little morsel and a firm pressure upwards exposed even more heated clit for me to work on. I of course gave it a vigorous tongue-lashing and was rewarded by shrieks of delight as she exploded into violent ecstasy.

Two more followed in quick succession, then the last one stopped short and said that she had drunk too much and needed to go to the toilet first. "No way," said Josie, "he's ideal for that too, I've tried him out. Just go ahead and squat - I promise you it's the best ever." She bent close and whispered into my ear "If you let me down I promise you it will be a year at least until you can get another hard on. Now start drinking."

Almost exactly as Josie did the previous week I got at first a trickle, then a stream, and finally a huge gush of hot salty Pee pouring down my throat. I don't know how I managed, but I succeeded in swallowing it nearly all down.

"Now lick her clean." ordered Josie, and I was compelled to lick the last dribbles of yellow liquid from the soft hair covered lips of the young fanny poised over my mouth. "Remember girls, for the rest of this evening this is the only toilet you are allowed to use. It is going to get interesting if anybody needs to take a shit. What do you think cock boy? Could you take a dose of big jobs? I think I might try it later just to see what happens. I've got a couple of ideas for games tonight, but if anybody wants to try anything else, just yell out. First I thought we might have a competition to try out pussy sizes. I've got some nice big carrots here, so I'll go first and we'll see who can take a bit more O.K.".

She then proceeded to push the raw vegetable firmly up her tiny tight cunt, giving it small twisting actions to help it in until about seven inches were buried inside her. The other girls watched fascinated as sweat beaded on Josie's face with effort, then she marked it with her thumbnail and eased it out. "Your turn Chris, let's see you beat that". They all had a go and finally Annie was declared Mistress Pussy of the Evening, but Josie told them to save it with the best mark since she had plans to use it again.

I suddenly had the feeling it was going to involve me.

Annie, the shy one was fascinated with my now fully rigid cock and I heard her whisper to my sister, "Can I touch it do you think." Josie cackled out loud and told her I was a complete slave for the evening, she could do anything she damn well pleased, and that went for all of them. I next felt nervous fingers wrapped around my prick and gentle masturbation as one of them worked me up harder still. I couldn't be sure who it was as I had yet another juicy cunt scrubbing over my mouth.

I found it fascination at the different ways each girl set about wanking me off, some were quite hesitant as if I would explode in their hands, some yanked it up and down frantically to get it over quickly, and then there were the erotic fans who made a long exercise of every movement. I had noticed that Chris and Dannielle were closer than most girls of their age and it soon became obvious that they had lesbian leanings because while Chris was sitting on my mouth Danny squatted on my belly and slowly impaled herself onto my throbbing cock. She didn't use the usual fucking pump action but just quivered in place and started kissing and cuddling Chris. Meanwhile Chris slid back a couple of inches and told me to use my tongue deeper. Her movement meant that my tongue was touching her tiny little rosebud anus and I had no choice but to push it up her tight bumhole.

They squirmed and wriggled for ages with Josie keeping a close watch so that every time I was hotting up to ejaculate she would grab my balls and squeeze hard. I was just starting to enjoy myself when Josie decided that it was time to really hot things up. At her direction the group untied my ankles, doubled my knees over to my chest, then tied the rope under the coffee table and lashed it securely to each of my legs. They pulled the rope so tight that my butt was lifted right over my head and my swollen prick head was poised in front of my mouth.

" Now watch this carefully girls, it should really make him squirm. You be sure to keep your mouth wide open cock boy, cos if you miss just one drip you'll hate yourself for months I promise." Her slender fingers gripped me firmly and worked my foreskin up and down so rapidly I knew she intended to make me blow my jism into my own throat. I felt it rising rapidly and struggled to hold it back but it was hopeless.

The mass of hot squirming girl flesh pressing over me plus the enthusiastic wanking I was getting blew me over the top and I shot my load right down my own throat, jet after jet slid over my tongue and I swallowed frantically to keep up with it. Th whole group were cheering with delight and urging Josie on as she let the last couple of drips hit my chin.

"What do you know," Josie exclaimed,"You missed some, I warned you that would mean punishment didn't I? Pass me that carrot somebody, this is going to be a real hoot." She grabbed the vegetable and slowly and forcefully inserted it into my virgin asshole.

As I started groaning out loud she stopped and told the others that they would have to help her stop the noise, so she took a pair of her knickers and carefully wiped the juices from her pussy on them, then passed them to the next girl who added hers to the mixture. When they had all cleaned their genitals; Josie posed over my face, wrapped the undergarment around her index finger and showed me a close up of her pushing it deeply up her rectum. She twisted it round a few times then pulling it out she balled it up and forced it into my mouth. The slime and the stench would have made me throw up if it wasn't for the gag. She then went back to the carrot that was still half buried up my bumhole and rammed it in so hard it disappeared right inside. The agony forced tears from my eyes and made every muscle twitch in pain.

 
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