Austin and Riley additional part from Chloe

Many thanks for Chloe taking the time to add an additional chapter to the series Austin and Riley.

Hope you enjoy it. Deborah Ford

 

 

Corbin has to go out of the country for several weeks—maybe a month,  leaving  Riley alone with Austin. A week into the separation, after sending  Austin to bed and a couple glasses of red wine, she decides to go through his web history (from when he had computer access) and surfs his sissy sites. She is captivated. All the things she sees that she once found so repulsive are now quite interesting. She finds herself getting quite damp. God she misses Sir’s fat cock–she so needs it right then and right there! 

 

She continues looking through sites and comes upon one in particular which purports to offer residential training services—for both male and female submissives. And the results are guaranteed. There are even options for training sessions of one to six weeks, with the possibility of certain “enhancements” to be added. And according to the site, the “residential facility “ is within 40 kilometers of the center of town. 

 

She marvels at what she reads, thinking that it is amazing the things that are out there to milk money from dumb sissy perverts.  She continues exploring the site until she notices in the maid training section a warning:

 

“Sissy, understand that a significant amount of time, effort and resources must be devoted by a  superior to the training of a sissy maid. Once the training starts, because of the investment the training requires, most  superiors will make sure that the maid in training will have no opportunity  to withdraw from the arrangement. After training begins, deviations from expected behaviors will not be tolerated, and punishments and corrections will be swift, effective and often excessive. Obedience becomes stricter. The maid’s  will to fight or resist her new-found position must be severely and completely broken. For this reason, a sissy predisposed to serving as a  maid should very clearly understand the potential perils of her dalliance  and the possibility that her servitude may,  perhaps involuntarily, come to be permanent. Many Masters and Mistresses will even go to the expense, well worth it, of sending their sissies  to residential facilities for specialized training, conditioning and, most importantly, breaking. Few sissies have ever recovered from having their wills so broken. But even fewer sissies have been able to resist the fantasy. And, sissy,  some maids’ collars never come  off. 

 

Careful what you wish for, sissy.”

 

As she reads it, Riley feels her pussy twitch and gush. 

 

“If only this were real.” 

 

After the warning there is a link marked —“Serious inquiries only.”

 

The wine and her arousal make clicking the link irresistible. 

 

The next screen asks her if she is inquiring as a dominant, for purposes of training a submissive, or as a submissive. 

 

“Right, me submissive?”

 

She enters  “Dominant.”

 

An application opens up on the screen before her. 

 

Her mind is now  even more clouded by  arousal and wine. She first reads, and then completes,  the application , fully disclosing the history and circumstances and what she would like to achieve. Full breaking.  She is surprised at the detail of the questions. Once it is completed, she clicks send, after having touched  herself to several orgasms, of course, and retires for the night. By the time she wakes in the morning, she has forgotten about having sent in the application. 

 

The next day she finds at the top of her inbox a response. And her browsing activities of the last evening come back into focus. It just so happens that there is an opening for a session beginning the next day. The response apologizes for the short notice, but asks if she would be available for an interview that afternoon, without Austin, of course.  

 

She thinks for a moment. Corbin did, after all, ask her to join him. And it would be pretty hot to send Austin off for some proper training … .

 

She reasons that there is no downside to the interview, and accepts the invitation. 

 

The interview is at an office downtown. Riley is a bundle of nerves as she parks her car outside a sprawling seemingly unoccupied 1930s building. It was covered in ‘Office Space to let’ signs, but with it being sited in the wrong part of the city to attract clients she suspects  that it would remain unoccupied for many years to come. The building was tucked by the closed dockland area and was the only part of the city almost devoid of traffic. 

 

There were few people around, and the area seemed safe enough, so she locked her car and walked briskly to the building entrance. She found the elevator and pressed three. The elevator opened to a hansomly furnished lobby, with a reception desk and a very pretty and perfectly made up and dressed blonde receptionist. 

 

“I am here for a 2:00 appointment.”

 

The receptionist smiles warmly—

 

“Please come with me.”

 

By the time she is seated in the comfortable dark-paneled office Riley  is again a bundle of nerves. The nervousness did nothing, though,  to calm her between the legs. Her pussy throbbed and dripped constantly.  She was grateful that she had suspected that this might happen and wore extra “feminine ” protection just in case. 

 

The interview was cordial and professional. It was evident from the start that the two ladies with whom she met, both of whom appeared to be in their late thirties or early forties, pretty and fashionably though almost severely dressed, were incredibly knowledgeable and dedicated. 

 

Riley explained the current relationship–

 

“Sir, I mean Corbin, is dominant to both me and Austin.  I guess you would call him the “Bull” in our relationship. I am Austin’s Mistress, something I do love.”

 

“But I want to go farther with Austin. I do love him but he can at times be quite petulant, and, well, bratty. Both of which can spoil the dynamic for me. And Sir, I mean Corbin, can be so cruel to Austin.”

 

Her admission that she was submissive to the Bull raised eyebrows and both ladies exchanged glances.

 

“Miss Johnson, would you have any interest in personal submissive training yourself? It might help you with your … Sir.  If so, we are more than happy to accommodate.”

 

Though this question did cause Riley’s pussy to clench involuntarily, she quickly regained her composure. 

 

“No, no, this is only for Austin.”

 

She thought about the invitation some more. 

 

“Yes. Only for Austin now.”

 

She asked about the “enhancements” she saw reference to on the web site–what did that mean. 

 

The ladies smiled–one spoke–

 

“Oh that. Some of our clients do prefer that their male submissives be more feminine physically, and we do offer some cosmetic improvements–breast implants, fat redistribution, better lips and cheekbones—that kind of thing. We can even rid most of them of their Adam’s apples and raise their voices an octave or two. Are you interested in this?”

 

Riley had never considered this and was taken off balancce.

 

“Does that require a longer stay?”

 

“Not necessarily. We have found that both the training  and enhancements can be completed in a typical three to four week session.”

 

“Before I say no, let me think about it. Can I let you know when I drop Austin off?”

 

“But of course. While you are considering we do advise that their male parts be left more or less intact, even though they tend to be useless to their superiors in these situations. They help maintain a humiliated submissiveness and can be quite useful in punishments.”

 

“Very well.” 

 

“I must say that I am very impressed. Do you have papers for me to sign? And how do we work payment?”

 

“Our assistant has taken the liberty of drawing up the documents, and we can sort out payment later. We will have more than adequate ‘collateral.’ “

 

“What time should we be here tomorrow?”

 

“Oh dear! We forgot to mention that this is not our residential facility. The owner made a special accommodation so that we could meet. Our facility is in the county about a half hours’ drive. We are part of a loose association of like- minded facility owners, and while similar, but different, training is offered here, the facility is not ours, though we do on occasion have some of their,  let’s say, more ‘difficult’ pupils referred to us. No, this is actually run as a club for those similarly inclined. In fact, we are happy to arrange for you and your ‘Sir’ to visit upon his return.”

 

The interview winds down, and Riley completes the paperwork and departs the office. She is quite spent from the interview—so much so that she hasn’t the energy to touch herself down below, even in the privacy her own car. Her pussy, though, continues to throb as she navigates the streets. 

 

When she reaches home Austin greets her in his hotel maid’s uniform with a curtsy. 

 

Riley brushes a ringlet of blonde hair from his face, and touches, then kisses, his nose. 

 

“Maid—I have a truly wonderful surprise for you, but I must keep it secret for now. What I can say is that you and I are both going somewhere, taking a trip, so we must pack our bags and button up the house. This is going to be so wonderful!”

 

“Now Babe, we are going to need to leave early tomorrow, so we will need to be early to bed. And I will pack your things and lay out your outfit for tomorrow while you tidy after dinner.”

 

Riley is too excited and aroused to sleep. Out of desperate need she makes Austin please her orally until she is so sensitive that she can no longer bear being touched. If ever she needed Sir’s cock, it was now!

 

Austin, who after that encounter felt more loved than ever by Riley, was  put to bed in his maid’s quarters, and an alarm was set. 

 

“You are to be dressed and ready by no later than 8:00. We have somewhere to be by 9:00.”

 

She kissed his cheek goodnight. 

 

By 8:00 in the morning, Austin and Riley are dressed and ready to go, and the car is packed. Austin initially demurs at the pink and white Peter Pan collared dress, pantyhose and underwear Riley had put out for him, but it only takes a single dark angry scowl from her  to disabuse him of any thoughts of resistance. As an accommodation, Riley does allow him a light coverup. 

 

Riley entered the address in the cars gps, and in no time they arrive at the gate of what must have once been a grand manor house. It was quite off the beaten path in a quiet wooded area. The gate attendant acknowledges that they were expected and allows them entry. 

 

By the looks of the grounds, considerable effort and resources had recently been employed to bring the house and its dependencies and gardens back to their former condition. There was even what looked like a stable. Very impressive indeed, thought Riley. 

 

By now Riley is so sexually aroused she is almost shaking. “Just be calm”, she tells herself. 

 

She pulls the car up to the Porte Cochere, and is greeted by a valet. 

 

“Miss Johnson, we’ve been expecting you.”

 

There it is, the use of her maiden surname again. She wonders why? She looks at Austin, who is taking in the surroundings and seemingly did not notice. 

 

The valet leads them into the house and to an anteroom of sorts. He asks Austin for his coverup. 

 

Though thoroughly humiliated, Austin relinquishes his coverup, earning a stifled chuckle and smirk from the valet. He feels his cock engorge in its confines and squirt in his panties. 

 

“Miss Johnson—right this way”—motioning to the closed doors of the next room.

 

And to Austin—

 

“Please wait here.”

 

Riley is led into the next room, and the doors close. 

 

Austin waits for what seems like an eternity, wondering what is going on and why Riley was addressed as “Miss Johnson.”

 

For Riley, the time in the office seemed to last an eternity as well, but a different kind of eternity—an eternity suspended in something akin to not so subtle foreplay. 

 

The valet returns for Austin, and he is ushered into the room. Riley and the two women from the interview are present, Riley and one of the women, who has the air of one in control, are seated. 

 

The standing woman approaches Austin, examining his every detail. Riley thinks “almost predatorily.” She looks him in the eyes and gently touches his cheek. 

 

“Very pretty. Very pretty indeed.”

 

Riley, whose pussy just throbbed almost painfully, addresses Austin—

 

“Darling Maid,  as you know, Sir invited me to join him on his trip and I declined, citing other ‘obligations,’ which were primarily related to you.”

 

“These kind people have offered to assist me with these obligations and to help me and Sir with your training. This will allow me to both visit Sir and help you become a more pleasing maid. So you will be staying here for a short time.”

 

Austin doesn’t notice that the valet, who has been standing behind him, is holding wrist cuffs. Before Austin can react, the valet deftly captures  both Austin’s wrists, locking them behind his back. 

 

“But Riley!” He cries out. 

 

She rises. And goes to him. Again brushing a ringlet of  hair from his face. 

 

“Shush. Sweet maid, I want you to be a good girl while you are here, understand? And when I get back things will be the same as they were before, only better. Okay?”

 

“Yes Mistress.”

 

She leans in and kisses him, fully and passionately, full on the lips. 

 

A shiver runs  up his spine. 

 

The lady behind the desk clears her throat and speaks—

 

“Miss Johnson, I’m afraid we do have a schedule to keep and your little one here needs to get on her way. She will, however, need to be fitted with a collar before she’s left in our charge (producing a shiny steel collar which looks to have embedded electricals).  And we usually ask our clients to do the honors. Would you mind? It’s more symbolic than anything.”

 

“Of course.” 

 

She takes the collar and approaches Austin—

 

“This won’t hurt Maid, I promise.”

 

“But Riley ….”

 

The collar clicks, activating a screen at the front, and two small lights, which first blink red, then green, illuminate.  The collar clicks again and beeps. 

 

The lady speaks again—first to her—

 

“Thank you Miss Johnson,”

 

And then to the valet—

 

“You may now take the new pupil. Miss Johnson an I have a few housekeeping matters to discuss.” 

 

The valet attaches a leash to Austin’s collar and leads Austin, eyes pleading, from the room. 

 

“Miss Johnson, we will need a proper girl’s name, the more feminine the better,  for our ward. Our experience is that the training goes much better the more we disassociate them from their male selves. Have you ever given this any thought or have one in mind?”

 

Riley pauses thoughtfully.  

 

“Well, I’ve always liked ‘Chloe’ but that name is so common these days . How about ‘Chloe-Anne?’ That’s both pretty, unusual and girly.”

 

“That will be perfect.”

 

“Any more questions, Miss Johnson? 

 

“I don’t think so.” 

 

Riley gets up to leave. As she does, she thinks back to the conversations at the interview, and her pussy spasms and clenches involuntarily, further drenching her already soaked panty liner. She turns back to the lady in charge—

 

“Ma’am, I almost forgot. In thinking about it, I do want to go forward with the ‘enhancements’ we discussed, if that is still possible.”

 

“It would be our  pleasure, Miss Johnson. You will not be disappointed .”

 

“Thank you, Miss Hall. I’m sure I won’t.”