Pride Before a Fall - Entanglement Perspectives : Part 5 – Rebecca 19:10 Saturday evening

Part 5 of "Pride before a Fall - Entanglement Perspectives".   Part 1 can be found at https://amandablogtest.blogspot.com/2019/06/pride-before-fall-entanglement_25.html .   Andy's inspirational original artwork can be found at http://smoothslicknshiny.blogspot.com/2018/04/new-art-pride-before-fall.html .   Please leave comments.

Part 5  – Rebecca   19:10 Saturday evening

“We both seem to have the same problem.   How long can it take?” Rebecca asked her neighbour.

“My boy is just the same.   But I guess Men’s’ toilets are more designed for standing up so there’s probably a bit of a capacity issue.”

Rebecca

“Yes, it’s definitely more of a problem for them.   Unless they’ve got one with a plug, most of them won’t have control and won’t want to get their trousers splashed.”  Rebecca smiled knowingly to the lady waiting next to her near the entrance to the hotel’s toilets.   They’d been chatting together for a while but both were getting impatient.

“A plug?   Well mine’s plugged but I don’t see how that helps.”

“Sorry, I was meaning one of those cock cages with a urethral plug.   At least they might be able to point.”

“Oh, no.   I’ve tried them in the past and they still tend to spray.  And I like to keep my boy curved. He knows that if he stiffens it’ll get painful.   A Holy Trainer seems to work best on him. I’ve now got him into the Small with the help of iced water before fitting.    I’ve made sure this one’s been confined for a couple of weeks so he should be good and eager this evening. She put forward her right ankle for Rebecca to see.   Six keys dangled from gold chain just above the ankle strap of her high heeled shoe. “It’s his first time.”

“Very nice,” said Rebecca.  “Mine’s secure too,” pointing down her right leg at a silver chain.

“Just the one?”   The lady looked quizzically at Rebecca.

“Yes, just one.”

“I bet that Angela shows off with how many she has.”

“Quite probably,” replied Rebecca, “although she’ll only be able to bring one tonight.   I’m sure it’ll be James.  She’s most proud of him.  How she broke him, I don’t know?   But he adores her like a puppy.  And where are your others.”

Lady Dixon

“Oh, a couple are already waiting backstage.  Mistress Plug already put in a pre-order for Leroy and Ashton though she’ll still have to bid.  I left two maids at home with my husband since it could be a long evening.   I’ve allowed another out with a girlfriend who’s thinking about joining.    The maids and Roger will be waiting in my bedroom for me since I never know how I’ll feel when I get home. 

“Isn’t that rather risky?”

“Oh no. Roger won’t trouble the maids.   I don’t let him get silly ideas while I’m away.   I took out his ring and put a padlock through his Prince Albert before I left.  Even so he’ll probably be limp and useless when I get home, since the maids will probably suck or wank him dry during the evening.   Just like I prefer.  That way he doesn’t interfere when I bring anyone home and he’ll still appreciates what he receives.”

“You’re too kind to him.” 

“Well, he is my husband.  What type of cage does yours wear?”   Just then a young girl clad in black latex pedal jodhpurs, a white latex blouse with a wide white, floppy latex bow tie ribbon, a black latex bolero jacket, and a wide steel collar emerged from the Ladies.   “Oh, I see,” said the lady.  “That explains it.   How nice.”

“About time too,” barked Rebecca.

“Sorry Mummy, but it takes a while to get this off and then get dry afterwards.  You wouldn’t believe where all the droplets run.”

“Thank you.  I think that counts as took much information.  I’m sure …. sorry, I don’t think I caught your name.”

“It’s Dixon.  Lady Dixon.   But you can call me Aly.”

Freddie

“Thank you, Aly.  I’m Rebecca and this is Freddie.  As I was saying, I’m sure Lady Dixon doesn’t want to hear all the detail.”

“Yes, Mummy,” said the downcast girl.

“Hello, Freddie.  You’re a very pretty sub.”

“Thank you Lady Dixon,” said Freddie staring down at the ground.

“Well trained too.   It’s unusual for the Sisterhood to train daughters as Subs.”

“Oh, she’s not really my daughter.  She lives with me and she considers me her second mother.   It makes things easier if we’re booking rooms.”

Boy - Edward

“Quite.  At last ….”   A young man with a floppy fringe came out of the Men’s Room.   He was in his early twenties and wearing basic dinner jacket and bowtie.  “You took your time.”

“I had to wait for a cubicle,” he apologised sheepishly staring at Freddie. 

“Who said you could look there?   Avert your gaze, Boy.”   The young man stared down at his own polished black Oxfords although he kept flicking quick glances at Rebecca’s legs and shoes and Freddie’s knee length shiny black patent dagger heeled boots.  “Sorry Rebecca, this is Edward but I just call him Boy.”

“Hello, Edward,” said Rebecca.

“Hello,  Mistress Rebecca,” said Boy.  At this, Freddie stifled a laugh.

“And what pray are you giggling at young lady?” demanded Rebecca.   “Freddie, say hello to Edward.   You may look up.”  Freddie lifted her eyes. 

“You can look up too, Boy,” commanded Lady Dixon giving him a pat on his bottom although Rebecca couldn’t help noticing that her hand remained lingering across his bum cheeks. 

“Hello BOYYY!” sneered Freddie . With 2” platforms and 7” heels on her boots, petite  Freddie was able to look him directly in the eye.    She knew he would be cock caged and useless, and wouldn’t know how to respond with his Mistress in control.  “Do you like what you see?” spreading her arms wide and giving a twirl, “Is you’re little cock trying to get hard?” she teased.

“Enough Freddie!” ordered Rebecca.  “You have no right.   Not here. Not now.”  But she knew what Freddie meant.  Poor Boy was clearly captivated by what he saw.  He was blushing and gawking at Freddie in her shiny latex and knee length boots.  Rebecca could tell what a good job Lady Dixon was doing.    He might be young but he was already helplessly, if not hopelessly in her spell: totally lost at sea.    Rebecca could see that he was wearing eye-liner: the kohl around    Rebecca wondered how far Lady Dixon had got with his feminisation.  No doubt evenings like tonight were still token acknowledgements of his masculinity. But from what she’d been saying earlier, he was clearly already wearing a butt plug.  Maybe she’d got him harnessed, but if he wasn’t, she must’ve had him in training for a while if he was going to stay plugged all evening.  If it hadn’t already happened, Rebecca wondered how long it would be before he was trying his first pair of heels and maybe a little lipstick.   “Apologise to Edward, and to Lady Dixon,” instructed Rebecca.

his eyes gave him a wide-eyed feminine charm.

Freddie had been well enough trained to know where the priority lay, “ Sorry, Lady Dixon,”  she said politely.   “Sorry, Ed-waaard,”  she said in a surly voice giving a forced extension to Edward’s name.

“My, you’re a feisty little piece, aren’t you?  How long have you been training her?” Lady Dixon asked Rebecca.

“About 9 months but there’s still a lot of work to do.  Let’s just say Freddie likes to be a little independent, don’t you dear?”

“Yes, Mummy,” said Freddie all meekly, not wanting any punishment for how she’d behaved. 

“That’ll do but I think you need to go on the lead for a while given how you’ve just been.”  Rebecca took a thin leather strap from her handbag and attached it to a D-ring on Freddie’s collar.   As Rebecca closed the hasp on the lead, she glanced down the corridor from the toilets toward the Cloakroom where people were leaving coats before going into the event.   She couldn’t believe what she just thought she’d just seen.  “Come along Freddie,” she said hastily, “we need to let Lady Dixon and Edward go.  It was nice meeting you Lady Dixon.  I do hope you enjoy the evening.”

“I’m sure I will.   I just hope Boy can cope.  He’s only been with me six weeks but he’s shaping very well.  Aren’t you, dear?”   Another few pats on Boy’s bottom.  “Maybe if he’s a good Boy, he could have a dance with your Freddie a bit later.”

“Yes m’Lady,” agreed Edward meekly.   Freddie scowled.

“And while they do, maybe we could have a drink together?”

“I’d like that,” said Rebecca recognising that, despite her youth, Lady Dixon must  at least  a Level 6.  Rebecca was still only a Level 3 and she hoped that the right contacts and a little assistance she might help her progression.  

“Good,” said Lady Dixon.  “It may be his first night,” she said with a wink to Rebecca and some more pats on Edward’s pert bottom.  “You never know, Boy?” and one of her heavily lined eyebrows rose quizzically.

“Yes, m’Lady.”   Edward looked meekly down at the ground and his cheeks turned a bright shade of crimson.  Freddie smiled.

“Well, it’s all in a good cause,” smiled  Rebecca.  “Definitely a good cause.  See you later.”   With that she took Freddie’s hand and strode off down the corridor towards the Cloakroom and the Foyer beyond where people were gathering to go in, with only a brief pause while she put on an opera mask and a latex fox head with muzzle on Freddie.   Rebecca snapped the padlock closed on the strap holding the fox head.  “Don’t moan, dear.   You need to be quiet.   And I don’t want him recognising you.”   Tugging Freddie’s lead, she marched her charge towards the reception hall for the Gala.


End of Part 5.  Please leave comments.

Aunt Jane's Fantasy - The Morning After (the longer and naughtier version)

This is the longer and naughtier follow-up to Aunt Jane's Fantasy. 
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Following the afternoon visit to the store and an interesting evening at Aunt Jane's, Andy eventually got home tired and rather sore.  He went straight up to his room avoiding everyone in the house.  After getting undressed, washing off his make-up and hiding everything away, he went to bed and fell soundly into deep sleep.   Was it in his dreams or did he hear voices talking till late in the house?

The alarm woke him.  It was a work day but rather than get up he lay there thinking for a while.  Had Jane really kissed him when they were in the taxi?  Had really they done all those things when they got back to Jane's house?  He got up and looked in the wardrobe.  Yes, everything was there, even that accursed butt plug which had caused so many problems yesterday.  Had Jane really needed to see how easily it slid in and out of his bottom when they got back to her place?  And had she needed to keep on doing it?  He supposed he only had himself to blame. It was his fault and his fault alone for getting an erection when she undid and took off his cache sex.  When they'd got indoors Aunt Jane had said he could take off his new clothes.  Andy had eagerly complied although Jane had insisted on removing his cache-sex herself.  Maybe it was her touch or just having her near him but his cock had sprung to life when released: having a hard-on in front Auntie was so embarrassing.  He tried crossing his legs to hide it but Jane didn't seem to mind. She was still wearing her latex jacket and trousers: the way she shimmied and squirmed, she was clearly loving them and the effect they seemed to have on him ... and her.  And then she'd kissed him again: that didn't help his erection at all.

When he was naked except for his high heels and the plug in his bottom, she held his face in her hands.  She kissed him again, long and slowly, her lips hard against his and her tongue probing into his mouth.  His cock become more eager and pressed stiffly against her latex clad belly.  Jane could feel the sensuous rub against her wondering if her nephew would try to frot against her.   "I do hope you aren't leaving marks on my new trousers or jacket, Andrew," she said.  And, seizing the opportunity, she continued "I'd like to see whether the collar and cuffs fit you so could you try them on, please?"

Although he loved being kissed by Aunt Jane, Andrew saw putting on the cuffs as a way of distracting himself and readily agreed even though he knew the cuffs and collar were adjustable so fitting was hardly going to be a problem.  The steel bands slipped easily into place and Jane snapped each padlock shut. It was Jane's  idea though to fasten and padlock his wrists to his steel collar.  andy could hardly move his arms and when she asked him to kneel down on all fours, all he could do was rest on his elbows.  He thought she was going to put him on the dog lead but instead she tried to remove his plug.   Andy felt relieved.  "Thank goodness," he sighed.   At last that thing was coming out.  At least it would be one less embarrassment: only gay boys or sissies wore butt plugs, he thought.

Unfortunately after a couple of hours of having the plug inside him, Andy's  arsehole had closed firmly around its neck.  Jane tried to extract the rubber plug but he was gripping it too tightly.   "Do you really want this out?  You seem desperate to hold on to it.  You need to relax, honey" said Jane "if I'm going to get it out."  This didn't seem to help.  If anything his ring closed even more as Jane attempted to pull on the base of the plug.  "It's not releasing darling," sniggered Jane as she tugged some more.  "Let me try pushing and see if you loosen," she suggested.   Jane pushed the plug forward.  Already fully inserted, it couldn't go any deeper, but Andy felt it slide and bang against the walls of his rectum.

Jane alternated between pushing and pulling.  Andy's cock began to sway in time with the movement in his bottom.   His erection, which had earlier managed to subside, started to grow again.  Andy concentrated on his cock hoping to avoid it getting hard.   As he did so, the wide bulb of the plug slipped out of his sphincter.  "Oh sweetie, that seemed to do the trick.  Let's see if it works again."  To Andy's dismay, his Aunt pushed the plug back in.  To his shame, his arsehole stretched to receive the plug.  "Well that went in easy enough."  Jane didn't let it go all the way in this time though so his ring couldn't close around the narrow neck.  

"No, please Auntie," Andy requested.  "Stop, please," he pleaded.  "Those ladies at the shop have given you all the wrong ideas."

"Oh but they haven't, Andy.   It's clear you like seeing me in latex.  Just let me indulge one of my fantasies for a while," replied Jane, "after all you seem to be enjoying it."  Andy couldn't deny that he still had an erection.  "You look so sweet with something in your bottom.   And it's really not that big."   She pulled out the plug and held it in front of Andy's eyes.  Andy stared at the plug in her latex gloved hand.  Up close, it looked enormous.

"But it's huge, Auntie.  Those ladies should never have put that in me."

"If you're going to complain, I can fix that."   Jane fetched her ball gag, thrust it into Andy's open mouth and locked it behind his head.  "Now you're quiet we can properly get down to play."   She greased the plug, particularly around the neck and base of the bulb, and inserted it again.  This time she gave him the full length.   It slipped in easily as if welcoming a familiar visitor and his anus closed again around the slippery neck.

Andy gave a muffled moan through the gag.  He didn't want anything in his bottom but he was in no position to resist.  "That wasn't so bad, was it honey.  Now let's see how this works."  Steadily Jane began to slide the plug in and out or his arsehole till.  All the way in to totally out. Each time his anus opened and closed and with each stroke it became easier.  Andy started to sob.  He was taking the full length without difficulty and his cock had become rock hard.   "Are you sure you're not enjoying this, sweetie?"   Jane asked.  It was impossible to answer but he could feel that his cock was dripping.   "Don't cry honey, your little friend already seems to be weeping.  After all that complaining too,"  she said with a wry smile.  "Let's see if you like this too." 

Jane pushed the butt plug in fully and  got the leather crop from the bag.  She gave Andy a light tap on his buttocks.  Andy flinched.  "Don't be nervous, that was nothing."  She gave Andy three rather harder flicks with the crop.  Tears welled up in Andy's eyes.   As red welts started to appear on Andy's buttocks, she came round to the front, took off his gag and kissed him once more.  "You're a good boy Andrew.  I can see we're going to have fun together.  Now let's get you home."

Andy found his member stiffening at the thought of yesterday and leapt out of bed before he went too far.   On the chair in his bedroom, Andy found a note and some clothes that Jane must have left last night.  The note said that this was his outfit  to wear to work today. He knew now why Aunt Jane had insisted on shaving his legs before he left her house.    At least it wasn't another dress and there were no high heels, but he did wonder how staff at the store would react given the design.

Andy put on the shorts.  They were hardly cut for a man.   Reluctantly he took off both them and the boxer shorts, his normal underwear.  He went to the wardrobe where he'd hidden his clothes and the shopping bags from yesterday.  He took out and put on the little belt the ladies had given him.  Then like they'd done to him, he squeezed his penis into the little pouch, pulled it backwards so it rested beneath his perineum and fastened it to the clip at the back of the belt. He put the white shorts back on.  The shorts now fitted smoothly and had a lovely line: the cache-sex prevented unsightly bulges exactly as the ladies had said.  It would make going to the toilet during the day ratehr awkward and the urinals would be out of the question.

However Jane's note also presented rather more of a problem than the somewhat effeminate shorts.  It stated that Andy should wear lipstick and the wig from yesterday.    The first was easy, Andy didn't have any lipstick; the second was simply an impossibility at least during his journey to the shop where he worked.  What would people think?  Then he encountered another  problem.   Where was he going to put his wallet, phone and keys .... and, of course, that damned wig?  The shorts had no pockets.  He was going to need a bag.  Also sitting on the chair was a pretty black leather clutch bag.  Well, he wasn't going to use that.  He'd always thought man bags rather silly and this was even worse. He found a practical shopping bag and  popped his effects and the wig into it.  Then he  hurried downstairs to catch the bus to the station hoping to avoid anyone in the house seeing him.  But his mother was already up and caught him just before he reached the front door.  "Good morning, Andrew.  You haven't had any breakfast."

"Hello Mum,  I'm late and need to go. Don't worry I'll get some coffee at the station."

"OK.  Darling you do look lovely.  Is that the outfit Jane left last night?   I don't know why you had to run straight up to bed  without seeing us.  Fortunately Jane came in and we had a long chat.  She said she'd enjoyed her day out with you yesterday.  She's such a dear friend.  I'm glad the two of you have hit it off so well."   She gave Andy a long look.  Andy couldn't help blushing slightly.  What had Aunt Jane said?  What did his mother know?  "She popped back later with those clothes.  Those shorts do suit you.  And you can borrow my lipstick.  Sit down and I'll show you how to use it.  And where's the wig you're meant to be wearing?   Let's get that on before you go out.  You don't want to disappoint Jane, do you?"

Andy shrank.  "No Mum."  All hope he had of keeping yesterday secret had vanished.  His mother knew something but he didn't know how much.  She didn't seem worried though.  He relaxed: Jane must've said he was doing it  for a bet or something like that he felt sure.  At least he could choose the shade of lipstick he wanted.  A nice coral red, perhaps.  He'd tried that once before when his mother had been out.

S
13-Jun-16