A Sweet Shy Girl

Photo-story from Uniform Girls 42 featuring Sarah Jane Hamilton

‘Come in!’ Andrew Banley said briskly in answer to the knock on his study door. Using his best headmasterly voice: firm, the voice of a disciplinarian if he needed to be, but at the same time cordial and inviting. Inviting confidence, especially in a pretty girl. Because it was of course the new girl.

Sophie Whitfield, 17, joining the Lower Sixth. Her family had just moved to the town from the West Country. Sophie had come for interview with her parents two weeks ago. A very lovely girl indeed: a pretty girl with softly lustrous brown eyes and thick wavy dark hair. And of course a very lovely shape: Quite tall but from what he could see a shapely full-breasted figure. Also full-bottomed.

Sitting waiting for the new girl (he had summoned her for this little chat on her first morning) Mr Banley had been thinking about Sophie’s bottom. Wondering if perhaps… she had ever had it caned. And wondering further if he might possibly be able to achieve that most stimulating of experiences himself. Caning that ripe rear. Or spanking it, that would be most rewarding too.

But it wasn’t easy nowadays, when there were so many busybodies intent on circumscribing a headmaster’s freedom of action. A generation ago he could have caned a girl’s bottom — or made her take her knickers down for a spanking — with reasonable impunity. No one would really have batted an eyelid — except the owner of the chastised bottom. But these days things were very different. You couldn’t just do as you liked, you had to be so careful.

Sophie had come in now Closing the door carefully behind her. Yes, certainly a lovely girl. A little shy perhaps, those long eyelashes fluttering. Unsure of herself, as you might expect with a new girl. But unsureness was always promising. Ripe with possibilities. One could gain a girl’s confidence. Build up a relationship. And then… make clear what was part of that relationship. What a headmaster might wish. His little whims. His very private and personal whims. And with that relationship built up she would not object. She would be prepared to comply. Allow herself to be taken over his lap. And allow her knickers to be taken down. For nothing more than a playful spanking the first time. On her bare bottom. The next time of course not quite so playful. Harder. Yes quite painful the next time. And then… the cane.

Musing on these enticing possibilities Andrew Banley experienced a slightly uncomfortable but not unpleasant tightening in the front of his trousers. As his organ stiffened. He had risen from behind his desk at his guest’s entrance and was standing with her at the French window, looking out over his lawn and chatting. As he thought his enticing thoughts. Thinking also that it would be so thrilling to take hold of that ripe bottom which was so close at hand. Just gently… take hold of it. Or even… press his now engorged member against it. But it was of course much too early for anything of that sort. One had to proceed with care and caution. Softly, softly.

----//----

Sophie’s first day. It was just about over now, and it had been quite mind-blowing. Or at least the events at lunchtime. Who could have thought it!

This first day had been a bit scary in anticipation, a big unknown, not knowing anyone because she was new to the town as well as the school. But it had been going alright. Until lunchtime. Really nice, everyone friendly. She had seen the Head in the morning and he had been very welcoming. The girls in her class were nice and also her form teacher Mr Finclair. He had in fact invited her to his house after school today for a cup of tea. That was still to come.

But then at lunchtime… there was Mr Osgood. The games master. She had been introduced to him at lunch. He was younger than the Head and Mr Finclair who were both fiftyish. Wearing a tracksuit and looking very fit. He had seemed welcoming too! Asking Sophie if she did any sport and she had told him netball and tennis.

Then Mr Osgood had invited her over to see some of the facilities: the gym and changing rooms, etc. There were some girls in the gym doing aerobics. Mr Osgood asked if she did any of that; she said yes, but wasn’t much good.

Then he took her into a small changing room. There was no one else there and Mr Osgood locked the door after them. He said if she was any good he could certainly use her on the netball team as they didn’t have a very good squad. He would like to see what shape she was. Could she slip off her things for a moment?

This came as a surprise certainly. Mr Osgood, smiling, said, ‘Just down to your knickers and bra. You look to have a very good shape, Sophie. To be in very good shape. But I can’t really see with your clothes on.’

She had said OK, though conscious that she was flushing. Unfastening her blouse… and then unzipping her skirt. Mr Osgood was right there in close attendance. Taking her things as she took them off. She could feel her heart thumping but tried to control her nervousness. Mr Osgood was in charge of netball etc. He was used to seeing girls in just their knickers and bras. Probably also nude.

When she had got her things off the games master said she had a fantastic figure. He made her stand up straight, with her hands on her head. In just her tight white knickers and lightweight white bra. ‘Yes, a really great figure,’ he repeated.

And then he just took hold of Sophie’s big boobs. One in each hand. Mr Osgood told her to stay relaxed as she gave a shuddering gasp. His hands were gently squeezing her boobs, sending great shock waves through her. And then he pulled her close in against him. His hands going round her. She could feel his hands at her bra strap. Fumbling with it. And then… he had it off. He stood back. Sophie’s big boobs were bare. The nipples half erect now.

With a shocked little whimper she brought her hands up to cover them — but was told to stand up straight again, hands at her sides. Mr Osgood said again that she was really lovely. And then he had once more taken hold of her. Pulling her in close… and this time it was her knickers. One hand was sliding her knickers down.

‘No! No, please…!’ she breathed. Mr Osgood just told her to relax. The hand was continuing to pull down her knickers. Baring her bottom. His hand was on her bare bottom. Stroking and fondling. As he did this Mr Osgood’s voice in her ear said, ‘I’ll tell you a little secret, Sophie. Shall I?’

Her head was spinning. She was virtually nude now, with her bra off and her knickers dragged halfway down her thighs.

‘This is what the headmaster likes,’ Mr Osgood said. ‘What he’ll want to get at, I’m sure. A lovely bottom like this. He’s going to want to spank it. And cane it.’

Sophie had trouble focussing on the words. ‘Of course it’s his little secret,’ the games master continued. ‘But he’ll want to. You’ll see. And your form master too. Mr Finclair. He’s also very keen on bottoms.’

The words went in Sophie’s head but without properly registering. All her head could handle at the moment was Mr Osgood. Whose hand now slid down between them. To feel her nude pussy. She stumbled away, gasping.

Mr Osgood laughed. ‘You’re a very lovely girl. I’m certainly going to want you on the netball squad. Even if you’re not very good! Now… let me give you a massage. It’ll make you feel good. Come on… up on the table.’

Weakly Sophie said thank you but really not now. There wasn’t time for one thing. She had to get back to her next class. Her body was really buzzing all over. She could still feel his hands on her bare tits. On her bare pussy. She reached shakily down to slide up her knickers which were still halfway down her thighs.

Mr Osgood stopped her. Saying there was plenty of time. He pushed her towards the table. His hands grabbing.

There was no way she could avoid it. Up on the massage table. On her back. The games master pulled her knickers on down, to her ankles. And then his hand made a bee-line for where she had somehow known it would go. To her pussy. Sophie tried to push it away.

‘Don’t be silly,’ he told her. ‘I know what a big girl needs. Especially on her first day at a new school. Feeling nervous probably.’

His fingers were working at her pussy. Mr Osgood’s hands all over her had already got her hot and aroused. And now. She squealed… but his fingers at her now wet pussy were impossible to resist. She squealed and groaned. Put her hand down there to his hand… but not to push it away. Mr Osgood really knew how to do it… She was going to come… Ooooh! Yes! And she did. With a mewling groan. In no time flat. Writhing on the table. A really big one.

Her lesson! Oh God! But if she rushed there was maybe just time to get to it. ‘If I can walk,’ Sophie gasped. Shooting Mr Osgood a wild glance as she struggled back into her things. ‘I… I’m not sure I can walk. My legs feel… like they’re made of rubber.’

----//----

Yes, an eventful day you could say! And now at the end of school — Mr Finclair still to come. That invitation to tea at his house. With what Mr Osgood had said now somewhat more focussed in Sophie’s head. It hadn’t been a joke? That Mr Finclair liked to spank girls’ bottoms! And cane them. Also… the headmaster did as well. Could all this be true? Mr Banley certainly hadn’t done anything that morning. Not even alluding to any such business. Whereas Mr Osgood on the other hand.

It was difficult to believe it had happened. On her first day! Mr Osgood getting all her clothes off… and then getting her up on that massage table. And… well, masturbating her. If you wanted to put it bluntly. It was like some awful sexy daydream.

And at the end of it Mr Osgood had said… he wanted to see her tomorrow! The same time, right after lunch in that little changing room. She had been thinking about that all afternoon. Plus of course this other. Was she really going to get it? Her bottom spanked. Her bare bottom. Or… the cane!

Mr Finclair did allude to it. Pretty soon! Well, after no more than a quarter of an hour certainly. Sophie sitting in his lounge with a cup of tea. Sitting on his sofa with Mr Finclair opposite in a low armchair. He seemed to be looking at her knees a lot as they chatted. Sophie’s shapely knees and legs. And maybe more, she thought, because in that low position he might well be able to see further. Something of her thighs. She consciously kept her skirt down. Not wanting to show too much. Not her knickers certainly. But in her head of course — as she tried to pay attention to what he was saying, asking about her other school, stuff like that — was what Mr Osgood had said. Together with those other thoughts that wouldn’t go away. Mr Osgood. It was certainly difficult to concentrate — and to make sure she was keeping her skirt down. But…

Mr Finclair said it in a joking way. Had she ever had her bottom spanked? For anything. At her other school. He just suddenly said it. Jokily. Still having a good look at her legs. And though Sophie had been perhaps half expecting it, it came as a shock. She could feel herself hotly blushing, as she stuttered out a ‘No.’

Mr Finclair was getting up, to come and sit next to her on the sofa. Putting one arm round her. His other hand on her knee.

‘Perhaps I’m a bit old-fashioned,’ he said. ‘But I think a good old-fashioned spanking is still a good way of dealing with things.’ He chuckled. ‘Especially of course with a pretty girl. And I do spank girls. We have to keep it quiet of course because it’s a bit frowned on these days. But I like to give a girl the option. And if she’s sensible she takes it and gets things over with. Rather than being kept in for a detention. It makes sense, don’t you think?’

Sophie made a sort of non-committal reply. Then a gaspy squeal. Mr Finclair’s hand had left her knee and gone up. To cup one of her boobs.

‘You’re a really lovely girl, Sophie. And I’ve got to tell you I’m going to want you to take the spanking option. I do hope you’re going to oblige me.’

Sophie didn’t really answer. It was all such a shock — in spite of what Mr Osgood had told her. This spanking talk — and also the hand, squeezing her boobs. She wanted to push the hand away… but Mr Finclair was her form master. She wanted to be on good terms with him. But… did that mean she had to let him feel her tits? And… spank her bottom? Her bare bottom Mr Osgood had said.

Mr Finclair, it seemed, was assuming her agreement. As Sophie hadn’t actually said no, having her bottom spanked was quite out of the question. And now, with his hand still fondling her tits, Mr Finclair said that maybe they should try it. Now, so that she knew what it was like. Sophie would know what it was like to have her bottom spanked.

‘No!’ she gasped. ‘No please! No, really!’ Shaking her head to make it quite clear.

But Mr Finclair obviously didn’t want a refusal. He said he was sure it would be a good idea. Now was the ideal time. He began pulling her over his lap.

Sophie weakly struggled and protested — but she couldn’t really fight it. Or so she thought. Not with Mr Finclair being her form master and this her first day, and obviously not wanting to get off on the wrong foot. It had been the same with Mr Osgood of course, when she also hadn’t wanted to get off on the wrong foot. And then she had finished up on that awful massage table, with Mr Osgood’s hand between her legs, bringing her off. And now.

Yes. She was very shortly over Mr Finclair’s lap. With his hand pulling her skirt up. And yes pulling her knickers down. Baring her bottom. His hand fondling it. Gripping and squeezing the ripe cheeks. And then spanking. Splatting his hand heavily down. Producing whimpering squeals. Shuddering yelps. Because it really hurt.

At the end of it Mr Finclair said, breathing a bit heavily, ‘There! How was that! A nice little start?’

And then… he slid his hand between Sophie’s legs.

----//----

Sitting in his favourite armchair, Andrew Banley sipped a glass of sherry before his evening meal. His thoughts pleasurably on Sophie Whitfield. The lovely new girl whom he had great hopes for. Had she had a good first day? The other girls being nice to her. And the staff of course. He was sure they all had. He wondered when he should have another chat. As soon as possible of course — but you couldn’t rush these things, and possibly scare her off. Because he had such marvellous hopes. A lovely intimate relationship… in which she would, slowly at first perhaps, allow him access to those mouth-watering rear quarters.

What a beckoning vision! But he had to step warily. Perhaps the day after tomorrow another chat? See how things were going. And perhaps… slide his arm affectionately round her waist? Perhaps but nothing more at this stage. You had to take your time with a sensitive, innocent girl. Andrew Banley rubbed briefly at the swollen head of his erect penis, uncomfortably straining the front of his trousers.

----//----

It was difficult for Sophie to keep calm. Her second day now with lunchtime fast approaching. Lunch and then a second visit to that changing room. She had fleeting thoughts of not going… but knew she had to. You couldn’t just not turn up, when you were a completely new girl. But the thought of it sent shivers right through her.

And there was also Mr Finclair. That tea time visit yesterday! And now today! He wanted her to come round again this afternoon! This time, Mr Finclair had said, they might try the cane!

Sophie thought briefly of the headmaster, but only briefly. Mr Osgood had said that about him but perhaps he had been making it up. He hadn’t about Mr Finclair though!

Mr Osgood was there waiting for her in the changing room. In his white tracksuit. A smiling greeting. Then locking the door.

‘Now then,’ he said. ‘Lovely Sophie. Do you know what I would really like today? And I think you would like it too.’

She shook her head. Not wishing to think. More of the same? Mr Osgood told her to take her things off. ‘Or maybe just your knickers if you want. And then get on the table.’

He was pulling down his own track bottoms. And… Mr Osgood had nothing on underneath. It was just him. His thing. Fully erect. Enormous looking. Sophie felt a bit faint looking at it.

‘I want to try it,’ he said. ‘I want to try the lovely new girl on the netball squad. Just briefly.’

Sophie couldn’t believe it. No! She couldn’t, she said. She couldn’t let him. Not actually do it. But Mr Osgood was serious. He said he knew she really wanted it. And she wouldn’t have a boyfriend here, not yet. She could get all frustrated and that wasn’t good especially for netball. He didn’t want a girl on the squad who was all frustrated, it would affect her play.

Mr Osgood did it. In spite of her protests. Shakily protesting but she got up on the table, with her knickers off. Lying back… and he entered her. Getting that big thing properly in. And in fact, rather like yesterday, Sophie did find she liked it. After he had got started. Only: ‘Please don’t come inside me!’ she pleaded. ‘Please…’

And Mr Osgood didn’t. Pulling out just before he came. His blobs of sperm jetting across the room.

Well, that was something at least.

----//----

And later on, round at Mr Finclair’s again for tea… Yes, he did use the cane. It really hurt! Really stung! But Mr Finclair said it was very good for a girl. Excellent disciplinary training. And when she’d had it a few times she wouldn’t be writhing her bottom quite so wildly. She would learn more control. He suggested another visit the next afternoon. For more training.

----//----

Two days now, Andrew Banley mused. Once again sipping his pre-dinner sherry. Two days for the delicious Sophie of course. His eyes had been on her in assembly this morning. Hotly on her — but he was sure no one had noticed. He had badly wanted to call her in for a second chat today but had resisted the temptation. He didn’t want to scare her off. He was quite sure she was such a sweet and innocent girl and would scare off easily. So he had to proceed very carefully.

He had casually mentioned her name to Derek Osgood that afternoon. Osgood had said he understood she played netball, and might be able to get on the school squad. Andrew had a lovely vision of her in netball gear. The short pleated skirt sliding up… to reveal that delicious bottom in tight navy blue knickers. What a vision! Osgood had said she seemed a lovely girl. Nice and quiet. Perhaps a little shy.