Made to Obey Ch. 04

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Carl's humiliation continues.
9.8k words
4.39
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Part 4 of the 13 part series

Updated 06/09/2023
Created 06/14/2019
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Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to a shemale porn site by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. I'd been forced into a chastity cage and made to wear panties all the time.

With Ruth gone, I sat alone in my office and wondered just how my life could have changed so much in so few days. It just seemed like it must be one long dream, a drug-induced, surreal dream.

It almost seemed that I was now three different people. The first was the "real" me, a successful Property Developer, a fit athletic heterosexual man with a large circle of successful and influential friends, married to a pretty lady from an even more successful family.

The second was that weird creature who couldn't resist trying on Esther's unwashed underwear and jerking off to ladyboy porn. He only existed for an hour or two that one day, yet eerily I sensed he still lived deep down and hidden, waiting to surface again when the opportunity arose.

The third was the man here now -- the "lesser" man, who'd ceded all control over his sex life to his wife. Ordered by her to wear lady's underwear and to wearing a chastity cage. A pathetic creature who the first, "real" me would despise.

Zombie-like I sent a few emails out to various people and then, whilst still mulling over my new found status, got up to go to a filing cabinet to extract some documents. It felt odd, walking even those few feet with the chastity cage now attached about my privates. Just then Marsha knocked on the door and I invited her in.

"Would you like a brew Carl? I'm just making one for me and Penny."

"Thanks. A black tea would be lovely thanks."

She smiled and turned around to leave, not seeming to notice anything odd about my gait or any strange bulge in my trousers that the chastity cage might have caused. This was a relief, even though Ruth had assured me there was no unnatural bulge I wasn't totally sure, and Marsha not seeming to see anything odd was a re-assurance. She returned with my mug of tea a few minutes later, I decided to assess my position in a more positive frame of mind.

I told myself that maybe I should go along with things as Ruth would eventually lose interest in punishing me this way; that it was just a bit of fun to her but served the purpose of being seen by Esther and Donna to be making me pay for my disgraceful act the other day. It just needed time to get it out of her system. Sure, I'd feel ashamed whenever I met her mum and sister, but that feeling too would diminish over time. Besides, who hasn't made fools of themselves at some time or other? Today's laughing stock would be tomorrow's vague recollection.

I sipped on the hot drink and began to feel more upbeat. Tempers subside, sulking gives way to rapprochement and Ruth's desire -- need perhaps -- to put me through the wringer would ease off. I was just unlucky that's all. No more or less perverted than the next man, I just made the horrendous mistake of using a third-party's house and objects that's all. Besides, lingerie was designed to entice men wasn't it?

When I left the office, I was feeling slightly better. Getting in to the car, I noticed the underpants that I'd bought that morning shoved under the passenger seat. Something told me it might be a good thing to keep these hidden from Ruth as they might come in handy at some unknown future date, so I stowed them in the boot, under the floor panel beneath which the spare tyre was housed, out of sight.

At home, Ruth seemed well, normal! She greeted me warmly and told me she'd made the tea and it would be ready in ten minutes or so and that I should go up to wash and change before we sat down to eat.

I did as suggested but felt I couldn't change out of the panties I'd been made to wear until Ruth told me to. Something though made me look in the drawer where my underpants were kept and it hardly came as a surprise to find it empty. I hoped against hope that Ruth had moved them to a drawer in the spare room I'd been exiled to, so I hastened there to check. No drawer had my underpants in but to my disappointment, one did have the twelve pairs of panties I'd bought that day.

"It's okay," I told myself. "It's okay. I can always buy more underpants; the old lot probably needed replacing anyway. She did tell me she was going to do this. This is just Ruth having her revenge. Don't panic, don't get angry or upset."

Our conversation over tea was kind of weird in that it was normal; no mention of recent events, no mention of chastity cages or betrayal and shame, apart from her mentioning that she'd hand-washed Esther's French-knickers and the black panties that I'd worn and, that as her sister didn't want them back, they were now mine. I didn't bother saying thanks or anything, I just wanted to change the subject.

We shared a bottle of red wine and chatted about our involvement in Max's new project and how we could do with the Life Assurance Company that was insuring us for the loan hurrying up and giving us a date for our required medical. This just reaffirmed my belief that the current shenanigans were just a temporary thing and that Ruth was still including me in her plans; still saw me as her lifelong partner.

We watched a little bit of TV together -- although nothing much on show was really of interest to us - before Ruth announced she was going to bed.

"Can I come back to sleep with you in our room tonight love?" It didn't seem too pushy a request after the way we'd seemed to get on this evening. But Ruth looked at me in amazement, as if I was asking the unthinkable before telling me that there was no way I was sleeping in the same bed with her and just because I was in chastity didn't change things.

I was crestfallen. Maybe I was foolish pushing things too soon. I told her I was sorry for mentioning it. Before she left the room, she added, "I guess you've seen I've thrown away all your underpants. From now on you're to wear the panties you bought today, they're in a drawer in your new room. After you shower each morning, you must come and show me you've got them on and let me check that your cage is still in place, okay? Esther's old ones you can wear as a treat, when I say so, understand?"

"Okay."

It took a bit of getting used to, sleeping with the chastity cage on, but I managed to get some rest. I think I eventually nodded off thinking that I should get my humiliating morning inspection out of the way as soon as possible.

A shower nearly always has a positive effect on me, as though renewing the optimism and enthusiasm one has for life. That shower the next morning had just that effect. I managed to give myself a good hose down all over and was even able to retract my foreskin through the thin metal bars of my chastity cage enough to direct water from the shower head there. It did occur to me to dry my dick off using a hair drier but that might waken Ruth who would still be asleep, I dried it as best I could with the towel and then let the air do the rest.

The panties at the top of my new underwear drawer were of black cotton with little white stars and lace edging. The seemingly universal bow was on the front too. It felt nice nestling them over my balls and feeling their -- how can I describe it? - "feminising" effect on me. I took a brief look at myself in the mirror and might have had an erection but for my restraint. I then put on my dressing gown -- still the male one I'd worn these last few years - and went down and started preparing breakfast for us both.

I was going to go into work today and this time I'd decided to actually do some work. There were some properties I was currently renovating and I needed to check if the workmen were keeping up to schedule. Maybe throwing myself into my work would take my mind of my current dilemma; I mustn't let those three women and the temporary humiliation I had to endure blight my -- our -- longer term plans.

As the eggs poached and the bread toasted and the coffee percolated, I did begin to ponder though if the events of recent days were actually making me more turned-on by wearing lingerie than if I'd just jerked off at Esther's without dressing up. Would it ever have crossed my mind to try wearing knickers and stockings in the future? Or as I did give in to temptation, would I -- like Ruth believed from the forums she'd read online -- now always be a secret crossdresser?

It was now nearing seven and Ruth would normally be getting up about now, so l decided to surprise her by taking breakfast up to her (and allow her to get the inspection done). I didn't bother with anything as schmaltzy as putting a rose in a glass of water to adorn the breakfast tray, that might have come across as trying too hard to get into her good books.

"Morning love, poached egg on toast and coffee for madame."

She was sitting up in bed and her smile clearly suggested my bringing her breakfast was going down well.

She was wearing a light pink satin pyjama top and (as I knew from experience, let alone observation) no bra. Although I couldn't see below her waist, she usually wore a small pair of cotton briefs in bed and I pictured them tightly pulled up into her pert buttock cheeks and rubbing against her small black bush as she sat up to take the tray off me. I would have had another erection but for my restrainer; even a semi was now unattainable

"That's very thoughtful of you dear. Did you manage to sleep okay with your cage? It wasn't that that got you up early enough to make this was it?"

"No love. I slept okay and just thought I'd start the day more upbeat if I showered and set about being active."

She started to cut into the food and smiled up at me as though to say "is there anything else? You can go now."

I shifted from one foot to another before finally asking her if we could get the -- you know -- "personal" inspection over with now, I untied the cord on my dressing gown and exposed my panties, but she gave a light wave of her fork, ushering me away.

"Please, not now dear, not while I'm eating. Let me have breakfast; I'll inspect you later."

I went back downstairs and finished my breakfast, then went back upstairs to brush my teeth and dress for work.

"Come on in here Carl. I've finished eating now, let's see if you've behaved yourself," Ruth called out.

I wasn't sure just how close an inspection she meant to carry out but she indicated for me to come quite close up to her -- she was still sitting up in bed.

"Okay, take your dressing gown off."

It fell to the floor and she called me even closer, then pulled the front of my black panties away from my waist so that she could inspect all was secure in the chastity cage department.

Satisfied, she let the top of my panties spring back into position and waved me away.

"Give me half-an-hour and I'll be ready. I'm going into work today too," she said.

Was her going to work a good thing? I wasn't sure. There wasn't much -- anything -- I could do about it, I just had to hope that the games she wanted to play with me were coming to an end, that she'd extracted sufficient revenge for my shameful behaviour.

Our journey to work was, for the most part, made with just small talk, Ruth saying how she needed to work with Penny on a new radio campaign for a large used-car dealership and me musing over the likelihood that anyone had put in a bid for a house that I had recently put up for sale. One of the things I really wanted to ask was if Ruth knew when her sister was likely to have finished her inspection of my laptop and phone. I held back though from asking, at least for the time being, I'd bring it up later, maybe on the way home this afternoon if I felt Ruth was conducive to talking about it.

Penny and Marsha were both already in the office when we arrived and, after saying my hellos, I went in to my office to go through the outstanding post and read my emails. There was nothing out of the ordinary amongst them, so decided to drive out of town to view a couple of properties coming up for auction soon and to check on the work that was underway on a recent purchase. I checked with Ruth that she didn't need the car that morning and then set about my business.

It was reassuring that neither of Ruth's staff blushed or looked at me oddly, giving me renewed confidence that my chastity cage was not noticeable. I didn't think that my walk had altered because of it and, when I'd looked in the mirror before leaving the house thought there was no sign of anything unusual under my trousers.

It was after two that afternoon when I returned to the office. Marsha told me that Ruth wanted to see me on my return and to go to her room straight away; Marsha would bring us both our usual hot drinks. Penny waved to me through the open door to her office, I waved back and then I knocked on the door to Ruth's before entering. She smiled at me and motioned for me to sit down, asking how my morning had gone.

"Okay I suppose, nothing behind schedule for a change."

Ruth told me her morning was much the same but she had something I'd be keen to hear; she'd tell me after Marsha had brought in our brews. I hoped it was that Esther had completed her analysis of my equipment and had pronounced it "all clear", and that she'd be returning the laptop and phone soon.

We smiled and thanked Marsha as she handed Ruth her coffee and me my tea and waited until she'd left the room, closing the door behind her.

Lifting the cup to my lips, I eagerly awaited the news Ruth reckoned I'd be keen to hear.

"Well I've got some good news and some bad news dear. Which would you like to hear first?"

My disappointed look must have been apparent; I'd only expected good news.

"The good news please." (Maybe if the good was that Esther had cleared me, the subsequent bad news would be more bearable.)

"Okay. I've been hectoring the bank and the Assurance Company to sort out an appointment for our medical assessment. Well, although all the local Doctors on their panel that they use are either busy or on holiday this week, they do have a slot free in Liverpool tomorrow at 10:30 with a Doctor Dhawan. I told them we'd take it and they've booked us in. I hope that's okay."

"Great. That'll be that sorted then, all the loose ends tied up. How long before they can release the funds after the Doctor confirms we've no risky medical conditions?" I asked, pleased at the news but not as pleased as I would have been had it been Esther's "all clear".

"Maybe two days the bank reckons. Oh, and don't worry, I'll take your chastity cage off tomorrow before we go, not that that would have been a problem. Dad said these things are really just about answering a few questions like do you smoke, how much alcohol you drink, previous and current conditions etc. Then they take your blood pressure and heart rate, I guess. I don't think they'll inspect us down below; nothing intimate involved."

"Phew, that's a relief. And what about my, you know," I felt a bit odd saying "my panties" but Ruth knew what I wanted to say.

"Oh them! Well I've thrown all your underpants out so it's panties for you or nothing. But before you start pleading and all that, it's just too bad okay. Anyway, like I said, there's no reason for this Doctor to check down below is there, so don't fret about it. I've rung the surgery and got directions. There's no parking there so we'll have to park in the nearby multi-storey park. The receptionist reckons it's about a ten-minute walk. Or we could go by train. It's a good service to Liverpool and the station's just as close as the car park, would you rather do that?"

It wasn't that I preferred driving to Liverpool, far from it. Although it was less than 50 minutes away, for those unfamiliar with its busy roads, Liverpool city centre was a nightmare to drive in, but taking the car did have one advantage. It meant that I would surely get an opportunity to retrieve my hidden underpants from the boot and nip in to a toilet somewhere -- maybe at the Doctor's surgery - and change out of my panties, even though I could see no reason why I'd be told to take my trousers off by the Doctor. I secretly praised myself for having the foresight not to discard that undergarment, now the only male underpants I had.

"I think driving is the better option," I replied. Ruth looked surprised, so I explained that the train service was often very busy at that time of day and we might not get a seat. That seemed to settle that.

With a little apprehension I asked her for the bad news, taking a large gulp of tea as I waited for the answer.

"Esther's been in touch. She hasn't had a chance to look at your PC yet, or your phone and she's been offered a rush job down in London by the Metropolitan Police. All their experts on phone decryption are up to their eyeballs and there's a danger a few serious criminals might escape prosecution if they can't break into the phones they've confiscated pretty soon. They're paying her top whack and it could lead to lots more work, it's too good an opportunity to turn down. She says she should be able to do yours when she gets back. She hopes she'll have it done by the weekend after next. Sorry, I know you'll be disappointed."

Disappointed? Too bloody right!

"Well yes Ruth. You can say that again. Maybe, in that case, you should let me stop wearing these damn briefs and this bloody cage. I mean what if she gets another rush job that's too good to turn down? It could go on for months and that's not fair is it?"

She didn't answer straight away but, sipping her coffee slowly, seemed to be considering acceding to my request. I briefly had a feeling that she was about to agree, but I was wrong.

"Well Carl, if I did what you want, who can say that when you got the opportunity to, you wouldn't do the same again? I can't watch over you 24 hours a day 'til Esther finishes decrypting your gear, can I? Besides, Esther's delays aren't proof of your innocence. Imagine how angry I'd feel if I let you return to "normal"; only to find out that you'd been viewing shemale porn for months, years maybe? Or that you were a member of some online crossdresser or sissy site! I'd be livid with you obviously but angry with myself too. Anyway, I told you that you may as well stay in panties now and let me control when you get sexual release regardless of what Esther uncovers -- or doesn't - as the case may be. That's now the only way I can trust you; have confidence in you not behaving like you did when we saw you jerking off in all your glory in my sister's living room. This news doesn't really alter the "dynamic" of our relationship does it? Like I told you -- and I wasn't trying to be funny - I wear the trousers now. That ain't going to change."

"But..."

I wasn't given a chance to finish.

"I don't want to hear any more about it. I've given my decision. Just man up! Or maybe that's not the right expression eh?" she smirked.

I got up, unable to think of a suitable response and stormed out of her office and into mine, closing the door behind me. I didn't care if Penny and Marsha sensed my bad mood, that was just too bad. I sat down and clasped my head in my hands and felt like crying. If only I'd not turned the sound up on that porn, if only the women had been ten minutes later -- that's all -- ten minutes. I'd have ejaculated by then and have cleared up all signs of my wank session. I'd have put the stockings and suspender-belt back on the clothes maid and the panties back in the laundry basket. Ten bloody minutes.

But then, a horrifying thought came to me. I couldn't prove it of course, but what if Esther had actually decrypted my PC and phone and given me the all-clear but Ruth didn't want to tell me yet, didn't want my humiliating punishment to end just yet? Donna did say that, of her two daughters, it was actually Ruth that would seek the greater revenge. I didn't believe her at the time, not my sweet, feminine, charming Ruth - but now I wasn't so sure.