The Contest Beginnings

by Sarah Bayen

Part Four : Schoolgirl

  

I stood, feeling decidedly uncomfortable in my new knickers, while Anita went over to a set of plastic bags by the windows at the front of the house.

"Do I really need a bra?" I asked in desperation.

"Of course you do!" Anita exclaimed, turning to face me.

"Yes," agreed Nikki. "How are we going to give you boobs if you don't have a bra?"

"I'm not sure I want boobs," I mumbled.

"Of course you do!" Anita said again. "You won't stand a chance of winning unless you've got a nice pair of boobs, will he Nikki?"

"No. Besides, they'll suit you."

"Suit me!" I said incredulously."

"Yes," Nikki went on. "You've got nice narrow shoulders, hasn't he Anita?"

"Yes," agreed Anita, nodding vigorously. My heart sank. The girl of my dreams thought I had narrow shoulders.

"And to be honest," Nikki continued, "you look a bit incongruous with your lovely long hair and those pretty knickers with no boobs at all."

"Yes," agreed Anita, laughing.

I scowled at them both, and Anita began searching one of the bags. After a time she pulled out the item that she had obviously been looking for, my bra. There was nothing particularly remarkable about it. It was white, with lace cups, and fairly sturdy looking straps. Anita held it out in front of her like a trophy, with a wide grin on her face.

"This is going to be your bra Steve!" she announced, triumphantly. Nikki giggled at the side of me. "Come on, let's get it on you." She strode purposefully over to me, with the bra in her hand, still grinning from ear to ear.

"You're enjoying this," I challenged her.

"Of course I am!" she replied, with obvious delight in her voice. "It's good to get a boy into girl's clothes."

"Yes," agreed Nikki. "It's a good laugh."

"For you maybe," I mumbled sullenly.

"You take it too seriously Steve," Anita admonished me. "Just relax a bit, and I'm sure you'll start having fun."

"I doubt that." I mumbled. Anita was now standing right in front of me, with her blue eyes gazing into mine, holding the bra between us, so it brushed against my stomach.

"Now then Steve, do you want me to help you put this on?" I was about to try and find some witty response, when she continued. "What I mean is, do you know how to put a bra on yourself?"

"Of course not!" I responded sharply. She backed away a little, looking upset.

"Well I only asked!" she said, with a hurt tone.

"I'm sorry," I mumbled by way of apology. "No, I don't know how to put a bra on. I've never worn one before."

"Well we can soon change that!" announced Nikki. Anita started smiling again.

"Okay then Steve, hold your arms out for me."

I lifted my arms up between us, nearly touching her.

"That's good. Now, let's just slip it on." She started unravelling the bra, and having got some of the straps loose, put these over my hands. "Right, I'd best go around the back to do this." Slipping the straps up to my elbows, she then walked around the back of me. Nikki moved around to the front, and grinning, watched as Anita, reaching around from my back, pulled the bra up onto my chest. Nikki immediately began to laugh.

"Are they in the right place," Anita asked from behind me.

"More or less," Nikki giggled, "we can fix them properly once you've done it up."

"Okay," agreed Anita, and grabbing gently hold of the bra straps, pulled these around both sides. I felt her touch me as she did so, and an electric rush went through me. Anita was touching me in an almost intimate way.

"Oh poor Steve!" she said suddenly. "You must be cold. Look Nikki, he's got goose bumps!" She was right, my arms betrayed how nice I thought it was to be touched by her.

"Well we've had him standing around in just knickers for quite a while now," Nikki observed. "I suppose he probably would be getting a bit cold."

"Oh well we must try and be a bit quicker!" Anita said with some urgency. "Hang on, let's do you up." She pulled on the bra straps, and fastened them behind me. I immediately felt the elastic constrict across my chest. She'd obviously got the wrong size for me.

Nikki burst out laughing. "Oh that looks just so good! Come and have a look Anita!"

"Okay," she said, moving from behind me to see what I looked like in my bra.

"Oh I say!" she exclaimed, holding her hand to her mouth, and giggling; "That looks wonderful! You were right Nikki, a bra suits him!"

"I knew it would," Nikki responded.

"They're hanging a bit low though," Anita said, when her laughter had subsided a little. "I'll just adjust them up a bit." She went around the back of me again, and began fiddling with the shoulder straps, tugging occasionally.

"How's that?" she asked Nikki.

"Better," Nikki conceded, and they both giggled again.

"How does it feel Steve?" Anita asked me, still from behind.

"Dreadful. It's far too tight. I can hardly breathe!" I complained. And it was true, as far as I was concerned. Every time I took anything other than the shallowest of breaths, my ribs were constricted by the bra.

"Too tight?" Anita asked. "I don't think so."

"No. It has to be quite tight to give you support," Nikki added.

"Well I think it must be the wrong size," I explained. "Like I said, it's difficult to breathe."

"Let's have a look," said Anita, and to my surprise, she slipped some of her fingers under the bra at my side. "No, that's fine Steve. You're just not used to it."

"You have to put up with a little discomfort for the sake of beauty," Nikki observed.

I scowled back at her.

"You'll soon get used to it Steve," Anita said by way of reassurance. "I remember when I first started wearing one, it felt really uncomfortable for a time."

"Yeah, me too," added Nikki.

"But once you get used to them, they're okay," Anita continued, patting me on the shoulder, as she walked around to the front again.

"And how long will that take?" I asked, bitterly.

"What, to get used to wearing a bra?" Anita responded. "I don't know, a few weeks."

"Yeah," agreed Nikki, "about that."

"A few weeks!" I stammered. "Well thank God I won't need to have one on that long."

Anita looked at me quizzically. "No, I suppose not." She hesitated for a moment, and then continued. "But if you wanted to get more used to it in time for the contest, you could always take it home with you to wear."

I stared at her in disbelief. Was she really suggesting that I took home a bra, and wore it until the contest?

"That's not a bad idea," agreed Nikki.

"Well there you go then," said Anita brightly. "Problem solved."

"Hang on a second," I said. "You can't expect me to wear a bra at home, surely?"

Anita's eyebrows drew in slightly in a puzzled frown. "Well you said you wanted to get more comfortable wearing it," she replied. "If you wear a jumper and a T shirt over the top, people probably wouldn't notice."

"No," agreed Nikki. "In fact it probably wouldn't be a bad idea for you to take all of the stuff home with you, you know, so you could practice with it all"

"Yes!" agreed Anita enthusiastically. "The more times you wear the uniform, the more natural you'll feel in it for the contest."

"You must be joking!" I managed to splutter eventually. "I'm going to get enough stick of my mates just for doing this. If they find out I've been wearing girl's school uniform at home, I'll never live it down. Let alone what my parents might think."

"Haven't you told them you're doing this then?" asked Anita.

"No, of course not." I responded. "I'd be too embarrassed.

"It's nothing to be embarrassed about!" Anita told me. "You should be proud of yourself!"

"Yeah, especially as you're so good at it," added Nikki.

Anita and Nikki both looked at me, and I hung my head down in shame. There was no way I was going to tell my parents that I was entering a beauty contest as a girl.

"Well perhaps we'll think of something," Anita said eventually. "Come on, let's get on. We need to pad you out."

"Pad me out?" I asked lamely.

"Yes," Anita explained. "It's all very well wearing a bra, but without some sort of padding you don't really look as if you've got boobs."

"No," agreed Nikki. "Don't get us wrong. You look fabulous in a bra, but you really do need some help to stand out a bit."

"Yeah," agreed Anita giggling. "We thought we'd try a pair of socks first. Hang on." She began to look in the paper bag for a moment, and emerged eventually with a pair of thick white winter socks. "Here," she said to Nikki, handing her one," you do the left one, and I'll do the right!" They both giggled in anticipation, and walked across to me, with wide and wild smiles.

True to their word, Anita moved to my right side, and Nikki to my left. They both began stuffing the socks into the bra cups. Again my flesh responded to Anita's touch, and goose bumps sprang up on my arm. I was sure she would notice, but this time she said nothing.

"I think that'll do," she announced, looking intensely at her handiwork.

"Yes, me too," said Nikki, and they both stepped back to view the effect. Suddenly they both burst out laughing, and pointed at me.

"Oh Steve you look wonderful with boobs!" announced Anita eventually between her laughs.

"They suit you, they really do!" added Nikki, still laughing also. "Hang on, I know what else you need." With some speed, she rushed to the dinning end of the room, and started looking into her make-up bag again. She found the blusher, and immediately came back to me, opening the top of the tub as she did so.

"Here," she said, laughing, and rubbed some of the blusher between the bra cups. "That'll give you a bit more of a cleavage."

Anita giggled furiously at this. "Very nice!" she observed. "How does it feel to have boobs Steve? Do you like it?"

"No," I grumbled. "They've made the bra even more uncomfortable." I looked down at my chest, and the swellings they had made there. It felt uncomfortable in more ways than one. I was genuinely shocked at the impact.

"Well it's worth it for the look." Nikki observed. "I suppose we could have found something a bit more realistic for you, but I think with a tight top, you'll look the part."

"He certainly will!" agreed Anita enthusiastically. "Right, let's sort you out a pair of tights now."

"Yes," agreed Nikki. "You're legs are going to look fabulous in them Steve." I grimaced, remembering their previous compliments about my legs. "I tell you what," Nikki went on, "while you're doing that Anita, I'll pop back home and find him some shoes."

"Oh, okay," Anita replied. "Don't be too long though, you don't want to miss any of the fun!"

"No I certainly don't," replied Nikki. "Okay girls, see you later!" she said, giggling.

"I'm not a girl," I mumbled darkly.

Suddenly I was alone with Anita. I gazed longingly at her for a moment, reliving some of my dreams of this moment. Then I realised that I was standing there in a bra and panties, with a wig on, and fully made up. Now was not the time to make a move. Anita seemed oblivious to all of this. "She won't be long," she noted, as if I was worried that she might be. "Come on, let's get your tights on shall we? I suppose you've never worn tights before either?"

"No," I replied.

"Well don't worry, I'll help you," she offered. She went back over to the bag of clothes, and fished out a new packet of tights.

"New?" I observed.

"Well, yes," she answered, obviously a little flustered by the question. I noticed she blushed slightly. "I bought them for you yesterday. I didn't think it would be fair just to give you an old pair of mine."

"Well, it would have been all right."

"Yes, but you deserve something a bit better." She began opening the packet, and I could see she was still blushing.

"Well, thanks." I said.

"Thanks for what?"

"Well, for bothering to buy me a new pair of tights. I'll give you the money if you want."

"No, that's all right."

I was on a high. Anita had actually bought me a present, even if it was a pair of girl's tights. Perhaps she really did like me.

She had got the tights out of the packet, and was unravelling them from the cardboard. They were black, and quite thick from what I could see.

"The thing you have to do first is get hold of the toes," she explained, putting her hand down one of the legs, and easing the material upwards. "You have to handle them fairly gently, otherwise they ladder."

I thought that I would handle them as gently as the most precious treasure, seeing as she had bought them for me.

"Right, here we are," she announced, having reached the end of the leg. "We're ready to start." She looked up at me, and bit her lip nervously. "You'd better sit down for this. Let's go up to the dinning table again."

I followed her up the room, and sat on the same chair where I had had my make-up done. She knelt down in front of me, and I smelt her perfume.

"Right, what you do first," she said, explaining to me as she did so, "is slip the foot over your own. Like this."

Suddenly my foot was encased in the tights, and looking down at it, it looked exactly like a girl's foot. I shuddered.

"And now we do the same with the other foot," Anita continued, sliding her arm down the other leg of the tights." She adeptly found the foot of the tights, and slip this over my other foot.

"You've got nice dainty feet," she observed, causing me to cringe. "Right, now we have to get them up for you. Sitting by my feet, she gently raised the tights up my calves, and up to my knee. I was astonished as my legs immediately turned from their normal boring look to something quite glamorous in an instant. The black nylon glimmered a little in the artificial light, reflecting it as sparkles.

"Well that's good," Anita observed. "You can't see any hair through them. Not that you've got hairy legs of course, but it can be a problem. I wondered if we'd have to shave them."

"Shave them?" I said, stunned.

"Yes," she replied. "I thought we might have to shave your legs to get the right look, but it's no problem. They look gorgeous anyway." I didn't know what to think. This was a compliment again, but not one that I would have looked for. My mind was anyway distracted by the feel on Anita's hands on my legs.

"You'd best stand up now," she suggested. "It'd be easier."

I did as she asked, and felt pretty awkward with the tights around my knees.

"Right, now the next bit is the tricky part. We have to get them right the way up. The best way to do it," she said, bending down again, "is to pull them up a bit on each side. Like this." She proceeded to demonstrate, and I twitched involuntarily as she touched my knee. She pulled the right hand side some way up my leg, and then moved over to the left.

"Now we do the same to the other side. You have to make sure you gather up all the slack as you do it. They're called tights, not baggies after all."

"Right," I mumbled dreamily. Her hands gathered the tights on the other side, and pulled them gently but firmly a fair way up my thigh. Then she stopped.

"You'd better do the rest," she said, not looking at me, but at my legs; "it could get a bit, well, personal I suppose."

"Me?"

"Yes, you were watching what I was doing weren't you?"

"Yes, of course. All right. I'll try." With my mind temporarily off of Anita, I felt the tights clinging to my legs. They felt odd, and slightly cold. "Like this?" I asked, grabbing the top of the tights on my right leg.

"No," she responded. "You let them out from under the waistband, don't just snatch at them!"

"Sorry." I responded, and gingerly pulled the tights further up my thigh until they were level with the other leg.

"Higher," Anita encouraged, "until you can feel the resistance."

I managed to get them a further five or six inches up, but they were still a good distance from the top of my leg.

"Okay, try the other side now."

Again I did as I was asked, and felt Anita's eyes on my legs as I did so. The tights lifted higher, and then became virtually impossible to move.

"Now back to the other side," she commanded.

It was getting really difficult now, and I could only move the leg a further inch or so upwards. I was reluctant to pull any harder, and ruin my first gift from Anita. I lifted the left leg a further inch or so before it too stuck.

"That's about as high as they'll go," I offered.

"Nonsense," she snapped. "You have to get them all the way up, you can't leave them like that, they'll look ridiculous. And they'll be uncomfortable."

I sighed, and immediately wished I hadn't, as the bra bit into my ribs, holding them in.

I tried again and again inching the tights upwards slowly until they were at the thickest part of my thigh.

"Are you sure these are the right size Anita?" I asked.

"They're all the same size," she responded. "They fit my legs all right, and they're much fatter than yours."

I couldn't imagine that Anita's legs were in any way fat. Sighing again, the bra constrained the expansion of my ribs. I returned to the task. Suddenly I made great progress on the right side, as my thighs thinned down.

"That's it. Brilliant!" said Anita encouragingly. "Now do the same on the other side, and we're nearly there."

The right side responded well to my gentle persuasion, and the waistband was now up to my hips. I felt some pleasure as I saw the dreadful knickers disappear under something plain and black. I let go, and looked down at myself. My legs were now completely covered in black nylon, and I could feel it pulling across the flesh. They looked rather better than I would have hoped. I knew that if I had seen a girl with legs like mine, I would have fancied her something rotten.

"You can't leave them like that!" said Anita, with exasperation in her voice. "The gusset is hanging too low. It'll show under your skirt if you're not careful."

"Gusset? What's that?" I asked.

She rolled her eyes in wonder. "The bit between your legs. It's supposed to up by your fanny, not hanging in mid air."

"I haven't got a fanny!" I said.

"Well whatever," she said dismissively. "Pull them up a bit more. Go on."

I did as I was asked, and the tights slipped into place between my legs. I noticed glumly that they pressed my beloved manhood even tighter out of sight.

Anita stood up, and looked me over. It felt exciting, but a little threatening, as she circled me.

"You really have got wonderful legs Steve. Any girl would give her eye teeth for legs like that you know."

I shrugged.

"Do they feel all right?"

"My legs?"

"No, the tights silly!"

I thought for a moment. "Well they feel a bit strange. I'm more used to wearing trousers." I tried moving a little, and found them strangely easy to walk in. "I expect I'll get used to them."

"Yes," Anita responded. "But we need to think about how to make sure they don't ride down too much when you move."

She walked around me again. "They're slipping a bit already. It's because you've got narrow hips and a small bum." She held her chin in her hand for a moment, and then suddenly her face showed a revelation. "I know!" she exclaimed. "Hang on, where are they?" She looked around the room for a moment, and then snatched hold of one of the discarded pairs of knickers. "Put these on over the top! That'll do the trick!"

She held out to me the knickers with the flowers on that I had tried on first. I did not take them.

"Another pair?" I said incredulously. "Surely I don't have to wear another pair of knickers?"

"Yes you do!" she exclaimed. "They'll hold your tights up better. Go on, put them on!"

I hesitated. This seemed all wrong. Wearing one pair of girl's knickers had been a painful enough experience. Wearing a second pair was beyond belief.

"Come on Steve. Quickly, before your tights slip down any more!" There was urgency in Anita's voice.

Reluctantly I took hold of the knickers, and, pulling a face, stepped into them, and pulled them up.

"Pull them up as tight as you can!" Anita urged. I slipped the knickers into place, and made a token effort to pull them higher.

"That won't do!" she gasped. "I'll show you." To my surprise, Anita grabbed hold of the two side strings of the knickers, and pulled them upwards. I gasped, as they pulled even tighter into my groin.

"That's better," she declared. "That should keep your tights up if nothing else."

Anita was still standing desperately close to me. I could feel her breath hot and damp against my skin.

"Oh gosh look!" she said, backing away a little. "Our boobs were kissing each other." She was right; until she backed away, her generous breasts, and my bra had been touching. I stared into her eyes, which had a mischievous glint to them. "They must like each other!" she declared.

I was still speechless, wondering what I could say to this that would mean Anita would be mine. My mouth opened slightly, but no sounds came out, and I shuddered again.

"Oh poor Steve!" Anita said solicitously. "You're still cold aren't you? Let me get you a jumper to put on." She went over to the window where the bags full of clothes were. She emerged with a pale blue jumper that I recognised oh so well; she had worn it to school so often, and I had gazed longingly at it every time. It always clung so close to her that I could see her nipples through the sweater and her bra, and it looked so soft and inviting, begging me to stroke it, though I had never dared.

"Here you are Steve, this should keep you a bit warmer," Anita said, holding out the jumper for me.

Quivering, I managed to raise my arm, and take the jumper. It felt as soft, if not softer, than I had imagined. I stared at Anita; could I dare to put on this, probably the one item that summed up my desire for her.

"What's the matter Steve, you looked scared?"

"It's not that I'm scared," I mumbled. "I just wondered;" I hesitated. "No, it's nothing; I'll put it on."

"It'll look good on you Steve," Anita told me encouragingly.

Taking the jumper, I gingerly lifted it over my head, and slipped into it.

"Mind your hair," advised Anita. "Don't get it too messy will you?"

"I'll do my best." I eased the jumper over my head, and slipped my arms into it. It felt tight, but not uncomfortably so. The material felt seductively soft against me, and somehow made my arms look thinner.

"Well pull it down then, over your boobs!"

I got hold of the bottom of the jumper, and pulled it gently over my bra, and then down to my waist. I gazed at myself in amazement; now it really did look as if I had real boobs.

"Oh God Steve that looks fantastic!" she said, pulling my hair out from the jumper and brushing me down. "You look brilliant. That jumper looks better on you than it does on me!"

"I doubt that," I mumbled, gazing forlornly at her face. Suddenly she looked into my eyes, and for a moment we stood frozen, her gently biting her bottom lip.

"Anita," I began.

"Don't say anything," she replied, smiling gently. I moved forward to kiss her, and then, the doorbell rang.

  

  

  

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