The Apricot and Ivory Dress

       Back in the fitting area, Sabrina hung the gorgeous apricot and cream dress on a wall hook and said, “turn around sweetie.” She unzipped his pink satin dress, and he meekly stepped out if it. He sighed obediently as he was used to this routine by now… he had been doing it all afternoon. Then, he winced as took another good look at the ultra-girly dress he would soon be wearing. It was made of a warm ivory cream satin with delicate pale apricot accents. The sleeveless, fitted bodice was decorated delightfully with raised rosettes to create an elegant, textured surface. At the waist was a prominent oversized satin bow. The skirt was the worst! It was incredibly full and voluminous, made of cascading tiers of sheer organza over satin. It looked like a sissified apricot cloud!

       Once she hung his off-the shoulder pink dress back on a hanger, she held up a different pair of white tights still in the packaging. “Change into these, sweetie,” she said cheerily as she tore open the plastic, “they are much more sheer than the ones you have on and will look adorable with that dress.” 

       Edward nodded, then blushed once more as he realized she was not going to leave while he changed his tights. Cringing, he compliantly sat on the little padded stool next to the mirror and pulled off his white, ribbed tights. Then Sabrina handed him the silkier, sheerer tights. As he had now learned to do, he carefully pulled them on. Immediately, he noticed how much lighter and more delicate they felt compared with the ones he had just taken off. The stretchy fabric had a cool, slippery cling as it slid over his legs. He shivered a bit as he pulled them up over his pink panties, and he tried to be careful not to snag the gossamer material with his fingernails or his corset. As he pulled them into place, he saw the off-white tights had a delicate feminine floral pattern with elegant small blossoms and leaves. When he stood, his cheeks warmed again.

       “Perfect!” Sabrina said enthusiastically. Next, she instructed, “Arms out, honey.” Edward’s face heated as he lifted his arms stiffly, aware of how girlish he must look. She slipped the silky cream colored camisole top over him and straightened the thin spaghetti straps on his shoulders. “There,” she added, smoothing it over his chest, “how pretty.”

       Edward squirmed and dropped his eyes to the floor. “Now for your petticoat!” she said brightly. She held up a fluffy, multi-layered white tulle petticoat with a smile. “To be honest,” she giggled, “it’s completely unnecessary with that fluffy skirt, but it also happens to be what your wonderful Aunty wants!” Sabrina couldn’t help but add with a teasing smirk, “and I’ve noticed that what Aunty wants… Aunty gets!”

       Edward cringed, embarrassed by how clearly she seemed to grasp the situation. It was obvious that Sabrina and Skye had no reservations about meeting his aunt’s expectations. Sabrina held the petticoat’s elastic waist open for him, and he reluctantly stepped into it. It rustled sweetly over his clingy floral tights, and he flinched at the electric sensations when she tugged it into place just over the bottom edge of his corset. The ultra-girly petticoat flared around his slender waist in stiff, rustling layers. Every small movement seemed to create another papery whisper from the airy tulle.

       Sabrina grinned in amusement as she saw how timid he was, but she pressed on. She pulled him directly in front of the large mirror. “Time for the dress!”  she announced brightly. “Arms up again, my love,” she instructed.

       Having no other choice, Edward raised his trembling arms up high. The gesture made him feel awkward and exposed. Sabrina skillfully shook the elaborate dress once to free the tiered skirt, and the layered organza answered with a soft rush. Then she lifted it high and dropped it carefully over his head. The dress whooshed down over him in a frothy cloud of cream and apricot frills. Satin, organza, tulle and lace all engulfed him at once as Sabrina settled it meticulously over his petticoat like a fluttery breeze.

       He felt lightheaded as Sabrina began zipping up the satin bodice. She drew the zipper up slowly, and each small pull made the dress feel more confining and final. In seconds, he was snugly enveloped in the gloriously girlish cream and apricot creation. For a dizzy instant, Edward felt swallowed by the dress itself, as if the satin and frills were a soft, rustling tide that left only his burning face above it. Then, he watched helplessly in the mirror as Sabrina began to straighten the bodice and fluff the skirt with brisk strokes of her skillful hands. The more she smoothed and fluffed the layers, the more he felt trapped. He felt incredibly enclosed and on display.

       It was then that Skye sunnily returned. She opened a pink, tissue-lined box to reveal a darling pair of ivory ballet flats. She had been thrilled to find the last pair in his size. The lustrous satin slippers had a slightly pointed toe box and a charming ankle strap with a decorative trim made of glossy white imitation pearls. With their innocent appearance, they looked tailor-made for a flower girl!

       “Be still, honey, so I can get you strapped into your pretty slippers,” Skye said with a grin. Edward watched as Skye knelt on the carpet in front of him before he quite understood what she meant to do. He flinched a bit in surprise as Sabrina placed her hands on his bare shoulders from behind to steady him. He stiffened at once, embarrassed at how mollycoddled he felt. He could smell the girls’ delicately feminine perfume all around him as they moved closer to dress him in tandem.

       He looked down but could see only the soft, rustling bell of his billowing skirt, so instead he watched Skye in the mirror with nervous fascination. Underneath the gauzy puffs of his extravagantly fluffy dress, he saw her go to work.

       “Right foot, honey,” she directed gaily.

       Edward hesitantly lifted his right foot from the carpet. He felt Skye guide the dainty shoe into place, easing it over his toes before fastening the slender ankle strap with a delicate little pull. Skye then repeated the process with the other shoe. “Now the left,” she said with a pleased chuckle. Once that strap was adjusted and fastened as well, she pronounced, “There we are!”

       When Skye stepped back, Edward returned to the mirror and could now see how the dainty ballet flats complemented his completely sissyish outfit. He felt utterly prettified from head to toe.

       The next touch turned out to be an oversized satin hair bow which Sabrina pinned carefully in his curls. The pale apricot confection was a triple layer, ruffled delight, and he immediately felt the weight of it on his head. “There,” she said, stepping back with a pleased, teasing smile. “Sweet as a little cupcake!” she chuckled softly.

       As Sabrina pinned the bow into his curls, Skye had him hold out his hands and said brightly, “I found these near the shoes and thought they would go perfectly with the rest of your outfit as well.” Edward’s face went hot and his pulse quickened as he saw the pair of lace tea party gloves in her hands.

       Helplessly, he asked, “Do I… do I really need the gloves… too?” he asked, the words coming out uneven. Dressed as he was, he realized instantly how silly it sounded to protest now, and his voice failed him before he could finish.

       Skye chuckled, as though she thought his pitiful reluctance was hilarious. She waited with a patient, expectant smile. After a moment, Edward slowly extended his hands. Before he could do little more than swallow, Skye slid the lace gloves over his fingers. They were stretchy, sheer and delicate… patterned with tiny flowers and prim little bows at the wrists.

       As if on cue, Sabrina gave his bodice a final smoothing. “Just look at him,” she gushed, “Isn’t he precious?”

       Skye tilted her head a bit and flashed a bright, mischievous smile, “I think his Aunty will be over the moon!”

       When the two salesclerks stepped aside, Edward saw his latest outfit properly for the first time. The sight took the breath out of him. Despite all the dresses he had been put into so far, this one seemed like something else entirely. It was incredibly sissyish! His reflection made his face burn, and the longer he looked, the more it made him want to wince. His gorgeous dress, floral tights and darling satin shoes seemed to cheer on Aunt Patricia’s plans for him. He felt so far away from the boy he remembered being. Everything about him looked prissy, pretty and polished.

I am LOVING this story. I think some Ballet Lessons would help with his feminine stillness.

Chapter 400.

“Oh, let me see…  Somewhere I have a hard drive with all of them on.  But there’s just a few on my phone…  They’re all together in this one album.  There’s three you haven’t seen – Adrian, Nicholas and Samuel.  They’re under their femboy names, of course.  You can look at it, but don’t look at anything else, okay?  I’m just going to see how Gwen’s getting on.  Connie and the others will be back in…let me see… about an hour or so.  Just sit there quietly, all right?  I’ll bring you tea and a couple of cakes.”
“Thanks, Maria…”

Tim was left alone to goggle at the photos.  There were six in all.  The ones he hadn’t seen were entitled “Adriana”, “Nikki”, and “Sammi”.  Adriana was wearing school uniform, Nikki a leather miniskirt, and Sammi a very short yellow creation with a sort of little tutu skirt.  She looked as though she was at a party – maybe a wedding!  You could even see her panties.  Was it her panties?  Something…  Tim went hot and cold.  Was that…?  It couldn’t be…

He studied all the photos again, carefully.  The “boys” all looked so great.  And pretty comfortable in their outfits.  Maria returned carrying a tray with a mug of tea and a plate with a selection of cakes.  She pulled up a box and set it down, then went and fetched another chair for herself.  She sat down.
“Well?  Like them?”
“They’re all…gorgeous…” 
“Yes…they are.  Adriana…  He went to a boys’ boarding school.  He was always jealous of schoolgirls in their pretty uniforms.  That’s his favourite outfit now.  Amazing how popular he is with the guys.  And Nicholas…  Very traditional upbringing.  Now as a girl he can dress as cool as he likes.  He wears the tiniest of tops, or nothing at all, just a jacket.  After all, he’s got nothing to hide…”
“This one…Sammi.  Her skirt is so short…”
“Ah.  Yes.  You noticed.  That's rather naughty.  We thought we’d get away with it, but when she started moving about her dress rode up and oops, there is was, peeping out.  Her chastity device.”
“Is that…?”
“Yes.  Her little thing all tucked up neatly in its little cage.  It’s de rigueur for every femboy, of course.  If you’re going to present as a girl you accept it gladly.”
“Isn’t it…uncomfortable?”
“For some, but only at first.  In that interim period when you’re getting loads of attention and you can’t help getting over-excited.  But you quickly learn to control yourself - it's a matter of necessity - and several of them have told me that the constraint is actually the source of a sort of sexual high, a sustained sexual excitement that’s almost like being on drugs!  Especially in social situations like parties or clubs.  It becomes addictive.  There’s no pressure to perform.  The pleasure just fills your whole body.”
Tim shivered.  He could almost imagine it.  But he wanted desperately to see what it really felt like.
“So, Tim…  Do you think it’s something you might want to experience one day?”
“I…  Maybe…  I would like to look as attractive as them…”
“Hmm.  Suppose they were girls and not boys…”
“No…  I like the fact they’re boys…  It’s somehow sexier…”
“Aha…interesting…”  She patted his cheek.  “I think you should try…  You may surprise yourself…”
Tim didn’t reply, but bit his lower lip again.  He was aware he had an erection which wouldn’t subside.  Maria could see it out of the corner of her eye, stretching the latex panties she had given him.  But she said nothing.
“I wonder if…  These photos…”
“I’ll send them to you, Tim.  No probs.  They may help you to decide.  If you do, tell me or Connie or Cassandra.  I’m sure they’ll be able to accommodate you.  In my opinion you’d make a perfect femboy.
Tim nodded.
Someone was knocking at the teashop window.
“I bet that’s them.  They’re early.  Stay here.  I’ll go see.”

Chapter 398.

Maria closed an hour early that day.  It meant she missed the after school trade, but she had a reason.
“Gwen?  Can you tidy up for me?  I need to have a chat with Tim here.  Tim, follow me.”
She led him into what appeared to be the stockroom.  She sat down in a chair and beckoned him to stand before her.
“I want to talk to you about something Tim.  Something you may not think about enough yourself.  Your future.”  Tim looked puzzled.  He made a questioning “mm?”
“It wasn’t a whim that Connie brought you here today.  I asked her to.  We go back a long way.  I used to work for ESDS, and then the teashop became available, and I had to make a decision.  In the end I plumped for the teashop.  I’d always fancied running a place like this – I started off in catering – and much as I regretted leaving Cassandra and the others, I think it was the right thing to do.  When I first saw your photos I knew I had to get to meet you.  You see, I had a particular role at ESDS.  I was the femboy trainer.  Do you know what that is?  I mean, do you know what a femboy is?  A real femboy, not just a pretty guy in a dress?”
Tim shook his head.
“I’ll explain.  A real femboy is a boy who most people would immediately take to be a girl – not just any girl, but an eye-catchingly, head-turningly pretty girl.  When I saw you, I wished I could be back at ESDS, helping you, training you, to be a femboy.  Because believe me, you would make a great one.  And I’m pretty sure you would love it.”
Tim frowned, and shook his head doubtfully.
“Hear me out.  I know all about your pageboy antics.  You wouldn’t have to abandon that project.  But if you had the training to be a femboy I believe you could find true satisfaction.  A good femboy – and you would be a good one – appeals to everyone.  Not only do women find them fascinating, but men as well.  For women, especially the young generation, who find the traditional macho types simply boring, the idea of a young man confident enough to present as a girl, sensitive enough to understand the allure of female clothing, and sensual enough to enjoy the amalgam of male and female sexuality, is exciting and incredibly sexy.  For men, physical attractiveness is the immediate turn-on.  But when they realise that the object of their desire is actually male, well…  There may be a moment or two of confusion, but once aroused, a man’s sexual attraction cannot easily be suppressed.  Moreover most men have in their psyches an element of homosexuality.  Most will deny this, but it remains true, whether from the love of male comradeship or the underlying fear of women.  So chuck that into the mix and they’re hooked!  The very reason a femboy is so devastatingly attractive is that element of maleness in his looks which adds a spice to the female allure.  For a male it is incredibly powerful.  The femboy’s looks allow them the perfect excuse to flirt, the male element, when subtly present, breaks down all psychological and social barriers.  But it also acts as a protection, since the man is still slightly hesitant, still daunted, still embarrassed.  That why the femboy is the most powerful of all sexual beings.”
Tim was staring at Maria now, though his eyes were unfocussed, as the possibilities began to take shape in his imagination.  To be the fantasy of both sexes!  Women and men…  Would Bobby like him as a femboy?  He liked him as a boy, but…  But how could he be more feminine than, say, he was at the present?
Maria must have been reading his mind.
“Just wearing a pretty latex dress doesn’t make you a femboy.  Here, let me show you.” 
She picked up her phone, scrolled through the gallery, and finally found what she was looking for. 
“For example, this boy, Carl, was one of my first projects.  This is what he looked like after I’d finished with him.  We named him Caroline.  I was so excited.  So was he…”
She held up her phone for him to see.  His eyes widened.  If he hadn’t been firmly ball-gagged, he would have gaped as well.
“That’s a boy?” he thought.  He experienced an involuntary thrill of excitement.  Really?  He’s so fuc-king beautiful…
“Like to see some others?”
He nodded – a little too eagerly – and immediately blushed.

Chapter 397.

Unfortunately for Tim, very few were that kind.  He very soon discovered that almost no-one who received a voucher – and that was everyone – could resist demanding, or often helping themselves to, a peep at his panties.  Worse, they would then give the voucher away to some curious passer-by!  Of the passers-by who stopped to gawp and snigger, the teenage girls were the worst.  They arrived in pairs or threes, and would stand there whispering and pointing and giggling, taking pictures, reading the notice-board out loud, and hanging around to see the fun.
“Popsi the pervert!” said one to her friend in a loud whisper, pointing at him.  And the friend collapsed in laughter.
He tried to protest, but the muffled noises that emanated from behind his ball-gag only generated more hilarity. In any case, it didn’t make any difference at all.  Soon a little knot of females had gathered, chattering and giggling amongst themselves, and waiting for the next customer to leave and demand her bonus.  At lunchtime the café became really busy, and his skirt was up and down like a yoyo.  Worse, there was an influx of sixth-formers from the local school, St. Catherine’s, who were surprised and delighted to find such an unexpected source of entertainment, and many of whom wanted to be photographed alongside him or take selfies.  One group of four took it in turns to have their photos taken by their friends.  The last, a blonde, hung onto him arm while the others snapped away.
“Wait till we show these to the others!” cried one, delightedly.
The blonde had a better idea.
“Wait till I show Dave a picture of me with my new girlfriend.  He’s gonna be so jealous!”
And she burst out laughing.
“Seriously, though, he must be a real pervert to do this,” returned another.  “I mean, all in rubber with a ball-gag and everything…  Are you, boy?  Am I right?  Do you enjoy doing this?”
Blonde rejoined her friends.  “Just nod if you do.  We won’t judge you.  I think it’s cool…”
But all Tim could do was to frown, and hope they went away.  He was saved from further humiliation by the appearance of Maria, who had noticed the four girls hanging around and had come out to check on him.”
“You all right, Tim?”
He nodded.
“Tim?  Is that his name?” asked the cheeky blonde.
“That’s right.”
“Why’s he…you know…?”
Maria smiled indulgently.  “Tim’s in training as a professional domestic.  He also models.  He’s held in very high regard by his employers.  Here, take a leaflet.  They’re called ESDS.  Your mothers may be interested in using their services.  Tim is already a fully-trained maid, and a top-class pageboy.  Right, Tim?”
Tim nodded, still blushing.
The girls each took a leaflet, more delighted than ever.
“That’s so cool!” cried one, scanning the leaflet.  “Oh my god, mum’s gonna flip out when she sees this!”
“Yeah,” remarked her friend.  “Your mum loves her toy boys, doesn’t she…?”
“Shut up, Fiona!  None of your beeswax what my mum does…”
“Are you coming in girls?  Tim’s going to have a break from leafletting now.  He can wait on you if you like…”
“Yes, Maria, please…!”

So while the girls trooped in, Maria unlocked Tim.  He went to the toilet, washed, and grabbed a sandwich before helping Gwen with waitressing.  The girls were dying to ask him questions, but Maria loyally refused to remove his gag.  But they pestered her so much that to shut them up she eventually showed them photos which Connie had sent her of some of his other outfits.
“You can see how versatile he is…”
“I love the pageboy outfit he wore to the wedding…” sighed blonde, whose name was Hanna.  “Can you send me that one?”
“Well…”
“Please…”   
“I suppose it won’t do any harm.  Most of these are fairly public already.  And if it’ll help persuade your mothers to use ESDS…”
“Definitely, Maria!”
“Okay, then…”
Tim, busy serving the other tables, couldn’t see what Maria was sharing, but the prospect of his private photos being circulated around the local girls’ school was not reassuring.  But there was no way of protesting.  So he swallowed his anxiety and got on with his work.