The Pleasure Boy 28 (Quick Record)
Precisely one week after the interview with Myrna Stiles, I obtained an e-mail from Judith Arruda herself inviting me to dinner at probably the greatest eating places within the metropolis, at a specified date and time, simply 4 days later. Not by coincidence, I suspected, it was the identical restaurant to which my father had taken me years in the past when he apologized for opposing my intention to check historical past. The e-mail additionally instructed me to count on a small bundle that will be delivered that very same day by courier, and to comply with the directions it contained. When the bundle arrived, I discovered that it contained a high quality cock cage, a small lock with out its key, and a letter ordering me to restrict my genitals on receipt and to return to dinner dressed ‘appropriately.’
Nothing was mentioned about eradicating the cage. Acceptable costume for the event was left for me to resolve. Clearly, each my expertise as a geisho escort and my pliability as a submissive had been being examined. Having lived as an educational for the final a number of years, and completed no escort work in any respect for months, I needed to scramble to get myself correctly groomed and dressed for this significant first assembly. As for the cage, I might guess that refusal to put on it – refusal to tackle religion that it could shortly be eliminated – would mechanically disqualify me. I used to be not but dedicated to Arruda in any means. I used to be not dedicated to simply accept the place as Arruda’s potential lifemate if it was supplied. In actual fact, this cock cage take a look at struck me as presumptuous and conceited. However, I put it on and locked it as instructed. I had little question that it could be eliminated in few days, when Ms. Arruda’s invitation to dinner was adopted by an invite to her mattress because the second a part of her interview. From Stiles’ written dialogue of me as a candidate, she already had an concept what sort of assistant I’d make. What she was testing with the cage was my clever obedience. Eradicating it in just a few days, she can be testing my efficiency as a mattress pet.
4 days later, I arrived on the restaurant precisely on time and located her ready for me. She waved away my apology. “This is not a date,” she mentioned. “It is a hiring interview. I got here early to attend for you for a similar motive that I’ll pay our cheque right here. I need it clear who might be boss if I take you on.”
“Earlier than we begin this interview,” I answered, “let’s get one factor straight. If I settle for the place as your lifemate, I’ll name you ‘Mistress’ (and even ‘Goddess,’ if you happen to favor), and can obey you to one of the best of my capability. If I believe you are incorrect about one thing, and there may be time for dialogue, I’ll converse up and attempt to provide the advantage of any related data or expertise I’ve. In case your thoughts stays unchanged, I’ll obey you with out additional dialogue. That’s what it means to be somebody’s submissive, as I perceive the position.”
“However I’m not but your submissive. Till we signal a contract, we’re equals. I’m contemplating you as a Domme and lifemate, simply as you’re contemplating me. And if I perceive the job, a part of my position might be to teach you and different senior folks at Woodruffe Electronics in being Dominant with clever and useful submissives. Approaching so robust with such folks – folks like me – is strictly the incorrect method. Because the Domme, you need an iron hand. However you need to preserve it sheathed, each time attainable, and so long as attainable, in a velvet glove. There are occasions to take the glove off and present your metal. However on these events, normally additionally, you will need to present that you’re eradicating the glove reluctantly as a result of the twit you are coping with is just too dumb to know that there’s metal beneath.”
“Do you all the time discuss this solution to your employers?” she requested me.
“Ma’am, if you’re my employer, I promise to talk extra gently and with due deference,” I answered her. However please take into account what I am saying as a primary pattern of the type of instruction that you’re hiring somebody to provide. If the job is as its been defined to me, you are not searching for blindly obedient slaves who comply with orders with out questioning them. You are searching for clever, autonomous however dependable subordinates, already extremely educated in electronics or another demanding subject, who’re value what you may must pay them, as assistants, or as subordinates to whom you’ll be able to delegate obligations. They needn’t be just right for you; they might work anyplace, for about the identical cash.”
“As well as, you are searching for genuine submissives who hope, not simply to earn their pay cheques, however to provide help and like to somebody who deserves it. And similar to everybody else, they need love and respect themselves. Such persons are uncommon and definitely worth the respect they ask for. If they do not really feel cherished or no less than revered, they could stick with you anyway to honour their contracts, however you’ll not obtain full worth from them. You’ll not get all that they may give.”
She checked out me very exhausting, and was silent for a second. Then, she mentioned, “You are proper; I am not your Mistress but. You’ll be able to name me ‘Ma’am’ to point out respect. And I’ll name you ‘James.’ I like the way in which you stood as much as me. You had been proper to take action. For now, let’s comply with be pals and see the place it goes.”
Whereas we had been speaking, the waiter had introduced us a bottle of wine, opened it earlier than us, and poured just a little into Judith’s glass. Clearly, he knew that she was boss right here. When she tasted it and nodded to him, he poured for each of us. Saying nothing, I picked up my wine glass and toasted her. She returned the gesture and we clinked glasses. Then to the waiter she mentioned, “You’ll be able to carry the menus, however go away us for awhile. We’re not in a rush.”
He bowed and scurried away.
“Mates,” I mentioned. “That is a great place to begin. However I can see instantly that you’ve got the makings of a Mistress, and I believe serving you is perhaps a pleasure.”
She grinned at me. “Please inform me,” she requested how are you going to sound such as you simply did and be a submissive?”
“There isn’t any contradiction,” I answered. “I get pleasure from giving pleasure to others, and I have been educated to do it. Very similar to the waiter who simply served our wine, I take delight in serving effectively. However I’ve additionally been educated to the work that you really want completed. You are not interviewing folks now to see if they will pour your wine gracefully. You are trying to rent somebody who can be taught to be your assistant in human useful resource administration, but in addition train you and different senior folks at Woodruffe Electronics to perform effectively as way of life dominants. That is the individual I am making an attempt to be. I stood as much as you, as a result of I did not need to allow you to stroll throughout me; and I believe our waiter would in all probability do the identical if you happen to examined him. Similar to him, I serve, however I even have self-respect.”
“I am making an attempt to get employed for a job, and making an attempt to point out you that I can do it. As an govt, I am certain you recognize that giving orders is way tougher than taking them. In a D/s relationship that is nonetheless extra true. A sub accepts to obey and serve. A Dom, then, takes duty for 2 lives, not only for one if he desires that service to proceed. For that motive, coaching good Dominants is way tougher than coaching submissives.”
“However why would you like this job? And, for that matter, why do you need to serve? As Todd Woodruffe’s son you could possibly be working within the govt suite, studying to run the corporate. I do know I am asking you a really private query. You do not have to reply it, if you happen to do not need to.”
“I do not thoughts making an attempt to reply it, however I am undecided I can. Largely, it is simply who and what I’m. Years in the past, after I was a boy graduating from highschool, my father wished me examine engineering in faculty and put together myself to inherit the corporate. I wished to check historical past, and went off to coach as a geisho to have the means to do it. Push got here to shove, I used to be my mom’s son greater than my Dad’s.”
“Sure, I’ve met your Mother just a few occasions at Firm social occasions. I do not know her effectively, however she struck me as a formidable woman, I perceive that she was a geisha at one time, so you’ve got chosen to comply with in her footsteps.”
“How did your father really feel about that?” How does he really feel about you making use of for this job and coming to work for me?”
“It was Dad who informed me concerning the Mars mission, his have to develop the corporate, and the plan to draw good senior folks partly by providing them the corporate’s help in teaming up with way of life submissives. He informed me that you simply’d be needing assist, and inspired me to ship in my resume and apply for the job. However he warned me that the hiring can be as much as you – that he wouldn’t intervene, and wouldn’t maintain it in opposition to you if you happen to selected another person. He mentioned – nearly his actual phrases – ‘I believe the job is correct up your alley, however Judy Arruda is aware of her job, and it is her resolution. If she hires you, it is going to be in your deserves, not as a result of I informed her to.”
Judith nodded and thought for a second. Then she mentioned, “OK. Let’s order now.” We had been silent, taking a look at our menus. Then she caught our waiter’s eye and he came visiting.
After he’d taken our orders and gone away, she returned to our dialog. “Aside from the query (nonetheless to be examined) about our compatibility as lifemates, I do have one critical doubt about taking you on as my confidential assistant, although you appear certified for the job in each means. Whereas we’re speaking about your father, let’s get it out of the way in which. He and I’ve a superb working relationship, and we agree more often than not. Nonetheless, there have been occasions when my opinions, needs or pursuits are in some competitors along with your father’s. There might be such occasions between us if take you on.” I began to say that “there could not be,” however she reduce me off. “After all, there might be,” she went on. “There all the time are, between any two folks. It is simply that as a submissive you’re promising that my needs will all the time prevail.”
“I’ve one large doubt about you,” she continued. As my assistant, I might be counting in your loyalty. However as your father’s son, you’ve his love, and can have his ear. So my query is, “Can I actually belief you? Once we come to a crunch (and, predictably, we are going to ultimately), whose aspect will you be on?
“Dad noticed this coming,” I answered her. “He knew you’d see my attainable battle of loyalties, and he knew it could concern you. He mentioned that if you happen to selected me, my loyalties ought to all the time be to you in any such battle, and he promised that he wouldn’t really feel betrayed after I obeyed and supported you in opposition to his needs. All I can do is belief him to maintain that promise, and never resent it after I preserve my skilled dedication to you as a geisho and submissive.”
“Likewise, all I can do is promise that what I find out about you’ll keep between us, and that I’ll by no means enable my relationship with him – shut because it has grow to be – to infringe on my commitments and loyalty to you. I’ll by no means be his spy or undercover agent. I’ll by no means inform him something about your ideas or plans or actions with out your specific permission. And even then, I’ll use my judgment and discretion to your profit not his.”
“He is aware of that constancy to you’ll be my skilled obligation as a geisho. He is not going to thoughts my making this promise and retaining it.”
“So in the long run,” Judith replied, “all of it comes right down to guarantees and expectations, and as to if the guarantees made might be stored. Very effectively, we’ll see if I can belief yours.”
“If you happen to do not belief that I will be in your aspect in any battle with my father, and that he expects this and will not maintain it in opposition to both of us, you would be wiser to decide on another person.”
“And that is your skilled recommendation?”
“Sure, Ma’am.”
The waiter introduced our plates and we fell silent, concentrating on the meals which was glorious, however one thing lower than beautiful. For the reason that final time I had eaten right here, with my father, after I was nonetheless a boy, I had realized the distinction. On my escort gigs and with Natasha, I had eaten some great meals; and earlier than that, on the Guild college, that they had taught me what to search for, at eating places and elsewhere, to tell apart the very good from the merely good.
Once we completed, Judith informed me to name for a taxi which I did, utilizing my mobile phone. Whereas I used to be doing this, she referred to as for and signed the cheque, placing its sum, with a tip, on her account. Then she gestured to me. I stood, walked round behind her and helped her stand. She smiled at me. “That was your interview,” she mentioned. “Subsequent comes your audition.” I knew precisely what she meant.
As we stood outdoors the restaurant ready for our cab, Judith mentioned, “There’s yet one more problem that I believe we should always face squarely, earlier than I take you residence and take a look at you out as a playmate: As I keep in mind out of your resume, you are 26 years previous now. I am 43, nearly sufficiently old to be your mom. How do you’re feeling about servicing previous ladies?”
I grinned at her, “Fact is I like to make it with older ladies or be used as a intercourse toy by them, particularly once they deal with me as a no-nonsense mom would deal with her a lot cherished however generally naughty son. Will you try this.”
“Take you over my knee and spank you?” she grinned again. “I can try this only for enjoyable, even when you have not been naughty! As a cougar, I like to play with the pups and have them serve me. I ensure that they’re correctly respectful whereas they’re doing it.”
In just a few moments our cab got here, and we climbed into the again seat. She gave the driving force her handle, then sat again took a deep breath and regarded me because the taxi began to roll. In just a few moments, she reached over, obtained a great grip on the bulge in my pants and mentioned quietly, “You are carrying the penis cage. Good. Honour system now: Did you place it on the day it was delivered?”
“Sure, Ma’am,” proper after I opened the field and browse your letter.”
“You are certain?”
“As an expert submissive, one other promise I will make is that I will by no means mislead you. I could not let you know every thing I do, however I’ll let you know every thing I believe it is advisable to know, and can reply in truth any query that you simply ask. A sub has no proper of privateness. Fairly than lie, I will take your punishment when displease you.”
“In return, I ask that you simply by no means to mislead me, though you do have a proper of privateness and may all the time refuse to reply my questions.”
“We are able to work on these phrases. Only one thing more: If I decline to reply, you’ll not snoop round to penetrate my privateness. You’ll not snoop round me, interval. If you wish to know one thing, you’ll ask; and if I decline to reply, you’ll reside with it.”
Simply as I agreed to this, the cab pulled up at Judith’s door. She paid the fare, then waited, ladylike, whereas I climbed out and helped her do the identical. We walked to her door and she or he opened it, then gestured me do enter first. “Now strip and show,” she commanded as she closed the door behind us. “I need to see what I am getting if we rent you.”
I gave a small bow to precise obedience after which started the masculine striptease that I would been taught at Guild college. This begins with a show of sleek bending to take away the sneakers and socks, exhibits off the male physique’s musculature with a routine of tensing and flexing in its center part because the outer clothes is shed, and ends with a shameless exhibition of masculine sexuality – caressing and tweaking the nipples because the undershirt comes up and over the face, briefly hiding it, after which, because the underpants or jock strap come slowly down, performing a lewd efficiency to point out off shapely buttocks from the rear, and phallic energy from the entrance. Stark bare now, aside from the cage round my bundle, all I might was thrust my hips at Judith, fucking the air between us whereas stroking my bum and torso as I did this.
Once I sensed she had had sufficient I bowed once more as she applauded soundlessly, then knelt earlier than her and kissed the highest of every shoe. “How can I serve you, Ma’am,” I requested her. “What’s your pleasure?”
“Hmmm,” Judith purred. “Let’s have a look at. I am carrying a lot too many garments for what I take note of, so you’ll be able to start by serving to me undress.” I rose to my toes and commenced to take action, unzipping her costume, folding it neatly when she shrugged it off, and placing it apart on a desk. I did the identical with every remaining merchandise of clothes till she was as nude as I used to be – extra so, really, since she was not carrying a chastity cage.
She smiled at me. “I do not need your cock in me but,” she mentioned, “not until or till we rent you. However I believe an indication of your oral expertise can be good. Your mouth works very effectively for speech. Why do not you begin with my breasts, and present me what else it might do!”
I took her hand, led her to the couch and began in – kissing, licking, suckling on her nipples and biting these gently as she moaned with pleasure. Nonetheless fondling her breasts, I kissed her lips and her neck. Once I felt she was prepared, I dropped to the ground and buried my face in her intercourse – first licking and kissing her inside thighs until they opened wider for me, then coming into her vulva with my tongue and setting to work on her clit. It was not lengthy earlier than she got here – not wildly, with screams of ecstasy, however sweetly, with a shudder of pleasure and a deep smile of contentment. Because the climax ended, I watched her physique chill out throughout. “Thanks,” she mentioned.
“Would you like one other?” Ma’am,” I requested her.
“Not simply but,” she answered. “Now I need to offer you a spanking – not that you’ve got been naughty, or completed something incorrect. Simply take into account it a part of this interview: I need to let you recognize that I can do it. And I need to see the way you reply to ache. Any objections?”
“None in any respect, Ma’am. My bum cheeks, like the remainder of me, are yours tonight.”
“Very effectively then, Do you see my purse on the desk over there? I need you to carry it to me.”
I did so, exhibiting her the elegant knee-walking (referred to as suwari-waza within the Japanese martial arts) that I would realized at Guild college. Once I got here again to her with the purse – passing it within the correct style, with each fingers – she rummaged in it and took out a key ring and a hairbrush. Gesturing me to kneel in entrance of her, she used a small key to unlock the penis cage and take it off me. Thus liberated, it sprang directly to a full erection which she stroked with one hand whereas cupping my balls with the opposite. “After all you recognize,” she mentioned, “that you’re not to cum with out permission.”
After 4 days of abstinence, this self-control wasn’t straightforward; however as she stroked me, I remained motionless, whilst my erection grew and have become painful. Judith continued, watching me intently. Quickly I used to be dripping pre-cum however suppressed the climax, my face a stoic masks, After a while, she determined she couldn’t break my coaching and gave up.
Nonetheless with out phrases, she signalled me, first to face after which to return throughout her lap. She took her time arranging me to her satisfaction: palms flat on the ground, penis gripped firmly between her thighs, legs unfold and backside excessive within the air, in order that my toes couldn’t contact the ground. Once I was mounted simply the way in which she wished, she didn’t begin spanking instantly, however stroked my bum cheeks gently, sensually, going up the again generally and in addition down my thighs. Spreading my legs just a little wider, she caressed my scrotum and perineum, then gently probed my anus with a finger, bidding me squeeze it with the sphincter muscle. Up to now, this was all pleasant, besides that my woody, clamped between her thighs, remained exhausting and painful. However I didn’t climax and at size, she started to spank – at first softly, solely along with her hand, however quickly with the hairbrush, setting my butt on hearth. Nonetheless I didn’t squirm or battle, merely accepted the feeling and took what she was dispensing.
At size she grew pissed off. “I see you are fairly robust.” she mentioned, “however I do not need stoicism now. I need to see I am getting by to you.”
“However do not pretend it both,” she continued. “If you happen to can, simply give in to it. Be spontaneous, and let me present me what you feel.”