Philpott Kids: Will I? You bet. I will

Claire takes bets on more than just the colour of her knickers and the gang celebrate Stephen’s birthday.

Stephen couldn’t get Claire off his mind the next day and after seeing her naked he wanted her to be more than just his sister.

He had something he wanted to ask her, but he wasn’t sure whether he dared. Eventually, after servicing her tits, he went for it.

“Will you suck my cock for me?”

“What!” Claire couldn’t believe her ears.

“Well, I’ve been sucking your tits every day for years and I thought you might … you know, want to return the favour.”

“You play with my tits because you like it! You’re not doing me a favour!

“But I’m helping them…”

“No, don’t pretend you’re helping them grow. We both know that’s a load of bollocks!
You suck my tits because you enjoy it and I let you do it because I enjoy it too, but what makes you think I’ll enjoy sucking your dirty, smelly cock? Probably tastes of piss and spunk. No thank you.”

Stephen had been found out, “I’m sorry I lied about helping your tits grow, I just…”

“You don’t need to be sorry. You tricked me and I fell for it. I got over it a long time ago and, like I said, it feels good so I let you carry on with it.”

“I’m still sorry though…”

“I don’t care. You’re not going to trick me again. I’m not sucking it.”

“Okay, I’m sorry I asked.” He kissed her cheek.

“Okay.
You’d better take these” Claire peeled off her panties, giving her brother a teasing glimpse of her sex, then sealed them in a sandwich bag to keep them fresh and handed them over. “Hope to get a good price, they’re a cute pair.”

Stephen went back to his room, chagrined and defeated. It wasn’t like him not to get his own way. He was good at talking people round.

He went back to his sister’s room and, as usual, entered without knocking.

“What do you want now?” she asked.
She was naked and about to pull on her nightie. She made no attempt to cover herself, but put her hands on her hips and glared at her big brother.

Naturally, he was thrown off balance by this seen of full frontal nudity and his eyes were so busy that his mouth fell silent.

“Well?
Oh come on, you’ve seen all this before!
What do you want?”

He regathered his wits sufficiently to remember why he was there. He thought he knew how his little sister’s mind worked and took another shot at getting what he wanted.

“I bet you can’t get a cock in your mouth and suck it the big girls do.”
He held his breath.
This was a big risk.
He could ruin his relationship with the person he loved more than anyone else in the world.
Oh shit?
What had he done?
He was thinking with his dick.
He should never had said that.
He needed to apologise – again…

Claire paused.
The game had changed. Stephen wasn’t asking her to do something for him. He was challenging her to show that she wasn’t a little girl anymore. She was a big girl, who wasn’t afraid to do “naughty” things.
And anyway, she mused, it might be fun and her mum had told her to have lots of fun before she had to get married and look after children.

“How much?” she replied.

“What?”

“You want to make a bet, so how much?”

Stephen was stunned, he thoùgh she’d say “no”, but instead she seemed to want to negotiate a price.

“50p.” He blurted out.

“Don’t be stupid. The lads bet that on the colour of my pants!
A quid would be more like it?”

“80p”

“85”

“Done.”
They shook hands. Stephen had done it , he’d talked her round. It was going to happen, but as he soon found, she had conditions.

“Fine, but you’re going to have to wait till Sunday afternoon. Get a proper shower after your football match and we’ll do it in my room when mum and dad fall asleep in front of the telly, like they always do.”

“Ok.” her brother was going to have to wait for a whole week but, at that moment, he would have agreed to anything

“And make sure it’s clean. I’m not even touching it of it’s stinky. Understand.”

“Yes, of course. It’ll be spotless, everything will be spotless!:

She was trying not to laugh at Stephen’s desperate assurances.
“Right.
Is there anything else, or can I put my nightie on and go to bed?”

He was suddenly aware of her nakedness, once more. “Oh, er, yes, sorry, goodnight, thank you.”

‐———-
Claire was due to entertain the boys on Wednesday night. But unfortunately it turned out to be one of those nights in the month when a big girl doesn’t want a roomful of boys to be staring at her knickers. Nevertheless she was a “trooper” and the show must go on, so she came up with new plan.

“Good evening gentlemen,” she announced as she took up her rightful place atop her wooden crate.
“You will be pleased to hear that, tonight, I am wear a pretty little set of matching knickers and bra.”
She paused while the boys made their predictable enthusiastic responses then pressed on to the line that had become her catchphrase. The gang joined her as she said, “But I bet you can’t guess what colour they are!”

She shrugged off the long, hooded coat that was concealing her costume and nodded at Stephen, who started the music.

The song was “9 to 5” by Dolly Parton and Claire was dressed as the “Backwoods Barbie” herself. Complete with a blonde wig, cowboy hat, white gypsy blouse, long flared gingham skirt and white leather boots. She was really going for it.

The enticing off the shoulder blouse and the tight push up bra she had selected for the evening drew wolf-whistles and ensured that the boys would be focussed on her tits and not her crotch tonight.

She danced along to the tune, shaking her tits, leaning forward invite stares down her top and even pulling it down a few inches to offer tantalising glimpses of her cleavage.

The boys had never been treated to a titty show like this before. She had them in the palm of her hand when she paused, coquettishly bit her lip and asked in an innocent little girly voice, “Well boys what should I take off? This?” she pointed at her modest skirt, “or this?” taking the top of her thin cotton blouse in both hands and pulling it out from her breasts.

The answer was unanimous.
The top was coming off.
Claire tossed it aside and danced for the boys in her white bra. Boobs jiggling and bouncing deliciously but frustratingly, for the boys, remaining securely contained within the B size cups.

The boys, loved the show. Many had never seen a real live girl in her bra before and several had to step out “for a piss”.

Claire got lots of lovely compliments and the lads tipped generously. She was basking in their adulation and proud of herself for finding a way to put on such a great show, without even lifting her skirt above her knee. She was triumphant.

But the boys were leaving the shed before she had time to pulk her blouse back on.

“Where are we going?” she asked.

“Oh there’s an England match on the telly tonight,” one the lads explained. “We’re going to watch it down “The Kings Head” the barman thinks we’re 18.”

“Well he won’t think I’m 18 will he?” she was five years underage.

“I guess not, even with your, er, assets.”
Sorry Claire. Great show.” He gave her a wink.

Claire turned to her brother, she could tell he was conflicted.

“I don’t mind if you want to go with your mates,” she said kindly, because she knew it was what he wanted to hear.

“Erm…”

“It’s okay, Steve, I can walk her home,” Glenn intervened, making the decision easy. “If that’s okay with you Claire”

“Yes, thanks. You’d better carry the money.”

Claire and her gallant bodyguard chatted easily as they walked through the twilight. They had always got on well together and they made small talk about school, pop music, what a great show Claire had put on and a thousand other things. She wondered why he hadn’t gone to the pub with the others but he explained that he was applying to join the police force so he didn’t want to get done for underage drinking. And, anyway, he didn’t like the taste of beer. Claire thought he’d make a good policeman.

They arrived at her house all too quickly. Claire let Glenn give her a kiss on the cheek and he didn’t try to go any further. They said their good nights and she skipped up the driveway with her well earned money in her hand.
“Give my love to your mum,” he Glenn. What a gent.

————–

By the time Sunday came around “the painters had left” and Claire was ready to hold Stephen to his bet.

He had got home later than usual, having spent longer extra time in the shower He smelt strongly of aftershave, which he didn’t usually wear, Dad had joked that he must have a new girlfriend. He was closer to the truth than he knew – both his kids were a little embarrassed.

As usual, once Sunday lunch was done they sat in front of the TV to watch a boring, old, romantic film – this one was so old it was black and white! It wasn’t long before they dozed off and Claire went up to her room. She asked her brother to give her 10 minutes to get herself ready.

Exactly 10 minutes later she heard a knock at her door. Stephen never knocked. He came in nervously, “Well, how do you want to start?”

His little sister acted with more confidence, buoyed by the way she had handled the boys with her Dolly Parton show, “I thought you could do my tits first.” she said, taking control.
She opened her dressing gown, revealing that she was wearing nothing more than a simple pair of pale blue panties.

“Oh, yes. Good idea.” Stephen started sucking and pawing with a strange seriousness and concentration. He was unusually tense but he managed to complete the ritual with the diligence it deserved.

Obviously her brother’s uptight performance was below par from Claire’s perspective, but she thought it was funny. After all, he was the one that had been acting the “big man” last week and trying to get himself a blow job.

“Do you want to get on with the bet now? she asked.

“I think I’d better go to the loo first, if that’s okay.”

She sniggered, “You don’t need to ask permission. Just wash it properly. I don’t want to taste your piss.”

“Yes, yes, of course.”

He returned a few minutes later – cock duly washed.

“Right then,” Claire was kneeling on the bed in just her knickers, calmly taking command of the situation. “You bet me 85p that I couldn’t get a cock in my mouth and suck it like the big girls do. It’s time to put up or shut up.”
She put her 85p on the bedside table.

“Oh, er, shit,” Stephen fumbled foolishly in his pockets, “Can you change a pound.”

Claire retained her poise, although she was dying to laugh at her brother’s bumbling discomfort. “Of course.”
She dealt with the cash.
“Now. Let’s see your cock.”

The tables were turned. Stephen had never undressed for his little sister before. He clumsily unbuckled his trousers and pushed them down only to realise that he still had his shoes on!
Claire watched in amusement as he sorted himself out, finally pulling off his plain boring black y fronts – clearly embarrassed.

So Claire saw her first cock, floppy and not very big, hanging down no further than the ball sack. She chose not to acknowledge it.
“Are you going to keep your shirt on, or what?”

Stephen pulled it off without elegance. This wasn’t as easy as he thought it would be. He stood there in just his socks, not realizing how ridiculous that looked.

“Climb up here,” Claire instructed.
He got onto the bed beside her.
She took hold of his cock and felt it grow in her hand. Rising, thickening, expanding as his blood rushed to the place where it was most needed.

“Oh yes, Claire, that’s it, yes.”
Claire didn’t think she’d done anything yet.
She watched in fascination as the cockhead pushed past its fleshy sleeve and pointed proudly ahead, ready for action.

It was time. Stephen was full of nervous anticipation, about to enter a girl for the first time and hoping it was as mind-blowing as everyone said.

Claire was nervous too, but she wasn’t going to show it. This was part of growing up and proving that she was a big girl.

She opened her mouth and gave him a lick. He didn’t taste like piss or spunk (whatever that tasted like), but it did taste familiar. Soapy, like smell of the posh soap her das liked.

“Good girl Claire, yesss. Suck it. Suck it all.”

She didn’t need his instructions, she opened her mouth and allowed her brother to push his cock into her.
It felt naughty, forbidden and exciting but it was uncomfortable, intrusive and she wasn’t sure she liked it.

Meanwhile, Stephen was having the time of his life. He pushed on towards her throat, driving his hips as deep as he could. His body was full of new and marvellous sensations.
He banged on giving her what he thought she wanted.
She sucked.
And gagged.
And coughed.
And pushed him away, spitting.

What the hell do you think you’re doing?” she demanded.
“I said I’d suck your cock, I never said I’d let you fuck my mouth!”

“I’m sorry. I thought girls liked that. It’s my first time too you know.”

“Look, you’re being too rough. Let’s try again, but let me set the pace. Okay?”

Stephen nodded. What choice did he have?

His cock was still hard and Claire allowed it back inside her once more. She only took it the first couple of inches, a little beyond the ridge, but it was enough. She had him squirming within seconds, as she learned to use her suck and her tongue.

She was amazed to find that such a simple act gave her so much power over her big strong brother.
It made her feel good too, filling her with all the special feelings that she had only ever got by secretly touching herself in her most private places.

She grew in confidence and took a firm hold of the part of his throbbing cock that remained beyond her lips. She squeezed it as she slid her lips forard and back, giving him as much pleasure as a young girl could.

He was loving it. His sexy young plaything doing all she could to satisfy his base desires. Pushing him to his climax. Ready to swallow his hot sticky load. Ready for it, wanting it, need it. And she got it!.
She drove him over the edge and his ancient, male animal reflexes kicked in. He spasmed as he submitted to forces beyond his control, firing his spunk into his sister’s hungry mouth.

The first spurt hit the back of her throat and the second slashed her tongue before she could push him off.
At least she knew what it tasted like now!

“What the thuck!” she complained through a mouthful of unwanted jizz.
“I never said you could do that!”

“But you said you’d suck my cock! That’s what happens when you suck a cock!”

“But I didn’t think you’d do it inside me, did I? If that’s what you want to do, you’ll have to bet a whole pound next time.”

Stephen would have continued the argument, but he understood the importance of the words, “next time.”

He was young and virile and his sister was curious and playful.
He spent another £2 before he left her bedroom.

——–

Claire definitely felt grown up now.
She’d seen her first cock.
Made it go hard.
Sucked it and made it squirt.
She’d even swallowed some, just like the big girls!

But she wasn’t the only one that was growing up. The boys were too and they started to meet in the warm pub, instead of the draughty shed.
Better still, they could get beer there and meet girls. Proper, grown up girls. Girls who hadn’t got their protective big brothers in tow. Pretty girls. Girls who might let them fuck them!

So the gang met less often and some of boys stopped going to the shed altogether.
There weren’t even enough to make a decent audience so Claire didn’t get to dance for them again.

Things were changing and it was a bit sad, but that’s the way things were. At least it was until the party….

Stephen was turning 17 and his parents would be away. They were going to a Russ Abbott show, or something like that and staying in a hotel overnight. The kids were old enough to look after themselves and they didn’t mind if he had a few friends round.

So, there was going to be a party and the gang were all invited. Claire knew how she wanted to celebrate.

She needed a little help with her preparations and Glenn was happy to oblige.

“Do you think they’ll like it?” she asked.

“Of course. You’re a top girl. You always put on a great show.”

“It’s not too dirty then? You know, they won’t think I’m a slut will they?”

He laughed and hugged her.
“No darling. None of us think you’re a slut!
You’re one of the gang.
We all have a laugh together like you’re one of the lads and every few weeks you give us a bit of a giggle and remind us that you’re a pretty girl that’s not afraid to have a good time.
You’re like our own little Barbara Windsor.”

“Oh I like her. She’s sexy.”

“Er, yes she is.”

——-

The night of the party arrived. The boys gathered at the Philpott house and everybody was soon chatting and joking like the old days. The only difference was the alcohol. They’d all brought a few bottles.

The party was in full flow when Claire gave Glenn the signal and went up to her room to get ready.
A few moments later the party was interrupted by loud music blaring from the bottom of the stairs. Appropriately it was “Happy Birthday” by “Altered Images” and Clare Grogan’s seductive vocals filled the air.
Stephen produced the old crate (from the shed) and placed it in the doorway. The gang knew what that meant. it was showtime!

Claire appeared and leapt onto the crate. It had only been a few months, but it felt nostalgic.
She was back on stage, where she wanted to be, where she belonged and she was going to give the boys a show to remember – it might be her last.

“Happy birthday, Stephen,” she shouted. “I chose this for you!” She was referring to her costume. She was dressed as “Daisy Duke” from the “Dukes of Hazzard”. Stephen had had her poster on his bedroom wall for years.

Claire was looking good. Her hair was loose around her shoulders. She had a button up, check blouse, tied in a knot under her bust. Her bare midriff, showed off her belly button and her slim waist. And a pair of very, very short, rip off jeans hugged the swell of her arse.

Yes, Claire was looking good and she knew how to flaunt it. Wiggling her bum, jiggling her tits. Teasing the boys with all tricks she had learned since she first met them.

She waited until exactly the right moment and placed her hands on waistband of the shorts. She looked the boys in the eye, as she unbuttoned, unzipped and then pulled the flaps apart revealing her knickers. They were gorgeous, a rich red silk, trimmed with black lace. Naturally her rapt audience cheered as she shimmied down her shorts and continued the show.

The blouse would be coming off next and she had a treat in store for the birthday boy.
She called Stephen to the stage and invited him to undo the knot between her tits. He was embarrassed to be doing this in front of his friends but he was already a bit pissed and, “hey, what the hell” tits were tits and he wasn’t going to miss this opportunity. The knot was tight and he fumbled awkwardly but he got there in the end.
Claire watched as he untied her, then dismissed him and took back control
She slowly released one button at a time before slipping the blouse off her shoulders and tossing it behind the stage.

She was really stirring up the boys, driving their teenage hormones into a frenzy. Every cock in the room was fully aroused, every cock was pointing at the stage and every cock wanted the girl dancing before them.

Yes, all eyes were fixed on Claire and right now, they were fixed on her bra. Red and black to match her knickers. It was half cup – they had never seen her in one of those before and, of course, her tits had grown since her last show. It was a miracle they didn’t tumble out or at least reveal a hint of nipple as she continued her energetic dance.
But, maybe their prayers were about to be answered.
Claire had turned her back and was fumbling at the bra clasp.
She unsnapped.
The boys gasped.
She pulled it off, baring her back and held it out at arms length.
She turned her head and gave them a wink.
She threw the bra onto the crowd.
And ran back upstairs, folding her arms across her chest.

Thd boys appreciative cheers, whistles and shouts followed her up the stairs. Someone even shouted for “More!”

There was another shout. It was from the foot of the stairs, calling her name. She turned around, covering her chest. It was Frank, covering his eyes, and holding out her bra.
“I er, thought you’d want this.” he said. “Great show, Claire.”

She thanked him, taking the bra.

“Lovely knickers,” he added, “you wouldn’t sell them to me, would you?”

Claire explained that they were part of a set, but she promised to put on another pair for the rest of the evening and let him take those home instead. She picked out a pink pair. She remembered that he liked pink ones.

——-
She changed out of her costume, putting on a fashionable loose fitting line green tee shirt and bright pink skirt over the knickers that she had promised to sell to Frank. She rejoined the party, laughing and joking with the boys. They all complimented her on her show, but no one tried to take advantage, even though five glass of cider had made her quite tipsy!

After a while she noticed that the boys seemed to be disappearing into the kitchen. She had no idea what they they up to but there was whispering and muffled laughter.

She went to have a look, “What are you doing,” she asked.
It was a fair question.
Three of the boys were standing around a cake with their cocks out. They were hard.

Glenn explained, “It’s just a game. We call it “Come on a bun. You try to wank on it and the last one to jack off has to eat it. Only we haven’t got a bun so we’re using an eclair. I suppose it should be called “come on an eclair”.

“Yuck. Is that supposed to be fun. Poor bun. Wouldn’t it be better with a girl?”

“Are you volunteering?” asked Simon, one of the cock out boys.

Stephen glared at him, but for some reason (it might have been the cider), his sister said, “Why not? I bet I can make you all shoot in 3 minutes. We can call it “come on a Claire”. How’s that?”

There were giggles but she was serious and took her place between Simon, Frank and, of course, the birthday boy, Stephe!

“Ok, let’s do this,” said Glenn.

“Hang on, they have get themselves hard first. No cheating.” insisted Claire.

So the contestants manipulated themselves and when everyone was satisfied, Glenn gave the countdown and started his watch.

The boys were wanking away but Claire was going to make sure she won her bet. “Right let’s see how long you can last now,” she said pulling her tee shirt over her head. “And how about now?” she pulled of her bra off. Letting the contestants and whole gang see her bare tits for the first time.

“Oh my God. Oh no. Shit!” Came a voice from the crowd. It was Tommy. He was so excited he had come in his pants, without even touching himself. He ran upstairs to the toilet in shame.

Claire had her first victim and he wasn’t even playing!
She turned her attention to Simon next. She knelt before him like she was going to suck him off. “Oooh what a lovely cock you’ve got Simon. It looks so big and hard,” she leant in until it was just inches from her mouth and he could feel her breath on his bellend, “I bet your girlfriend loves to get her lips around it and…”
That was enough. Simon spurted, hitting her face, splashing her chest and tits.

“That’s one down after 43 seconds.” announced Glenn.

Frank would be the next target. She stood close to him. Rubbed her bare tits against his chest and talked dirty. She knew his “kryptonite”. “I bet you’d love to get your hands on me, wouldn’t you, pull this skirt right up,” she demonstrated “and get your face into these pretty pink knickers until you can smell my…”

She had him and she was soon splattered with his spunk too.

“Two down, after one minute 56 seconds. Just over a minute to go. Can the lady do it.” posed their timekeeper.

Claire was determined, but Stephen had had plenty to drink. He wasn’t going to be easy. She stepped it up, bending over and flashing her knicks, wiggling her arse at him.

“30 seconds left.”

She juggled her tits, pulling his face down between and shaking them against his cheeks.

“20 seconds.”

She wasn’t going to be beaten. She knelt, grabbed his cock in her right hand and wanked it for all she was worth.
He didn’t stand a chance. He pumped rope after rope onto his shameless l little sister, smearing her hair, cheeks and boobs.

“Victory to the lady!”

She put her hands in the air in celebration, not caring that she was putting her firm tits on open display everybody in the room.

“Okay, you win.” Stephen conceded breathlessly.

“So now you have to eat it.”

“What?”

“Glenn said the last one to come on the bun has to eat it. Isn’t that right?”
The boys concurred.
“So lick it off me. Loser.”
Claire stuck out her spunk covered tits for her brother to dine on.
Stephen reluctantly leant in. He didn’t want his friends to see this, no matter how many times he had done it in private.
He closed his eyes and stuck out his tongue.

“Ha! Got ya!” laughed Claire, “No way I’d let my brother do that!”

The boys laughed too.
She sprinted out of the kitchen, gathering her bra along the way, but not bothering to put it on. There was no point!

She returned to her room intending to clean herself up, but she too tired or too drunk to go back downstairs. She changed into her nightgown and went to bed.
It had been quite an evening.

———-

I’m sorry, that was longer than I expected.
Thank you for reading it all.
I hope you thought it was worthwhile.

As you will have noticed Claire still hasn’t lost her virginity, so I suppose I’ll have to write another installment.
Who do you think she’ll give it to?

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