Made to Obey Ch. 05

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Carla attempts to reassert his masculinity.
7.7k words
4.43
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Part 5 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 shemale porn 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.

*

Ruth did all the talking as I walked apace away from the Doctor's surgery where I'd humiliated myself by coming whilst the lady Doctor examined my prostate gland. Ruth tried to sound sympathetic and apologised once again for setting me up, but I got the impression she found it all too amusing.

I headed for the main road where there were plenty of coffee shops and bistros to choose from. I walked into the first respectable looking bistro I came to and only just remembered to hold the door open behind me for Ruth who couldn't help but wear the smile of a mischievous schoolgirl after a successful prank. I had a quick look to find an empty table far from where the few other customers were sat and, locating one at the far end, made my way there, not asking Ruth for any approval. She duly followed me.

"Oh dear Carl. Look, I didn't realise you'd -- you know -- get that excited. Quite the opposite. I thought you'd, well, shrivel up being seen in those knickers by a stranger, a doctor. And anyway, men need to get their prostate checked over. I was doing you a favour really."

"Are you going to order?" I asked, ignoring her remarks and not wanting to mention that I'd come following the Doctor's finger's insertion into my butt, and also that I'd sort of "rode" the finger.

"Yes. Sure. What do you want? I'll get it." She reached into her handbag for her purse and pulled out her credit-card. I ordered a coffee and smoked salmon bagel. She scanned the menu and placed it back on the table before standing up to go to the counter.

"Look after this will you while I order." And she placed her handbag down in front of me, with, I detected, a faint smirk behind her attempt to look contrite.

On her return, I excused myself and went to the men's lavatory. Thankfully it was empty and I managed to wash my pubic area with the scented liquid-soap that was provided, hoping it would remove all the odour of stale semen that Ruth -- like some expertly trained bloodhound - had scented.

A little calmer, I returned to the table. Ruth was looking up at me with those beautiful eyes trying to get me to chill a little.

"Look, I'll ring her; Doctor Dhawan. I'll explain it was all my fault. That you were totally against the idea but I dared you and hid your underpants so you had no choice. Would that help? "

"Maybe." I wondered if I ought to pile on my sense of outrage so that she'd accept that her "punishments" of me had now been sufficiently humiliating and that she should call it a day.

"Look Ruth, you can't imagine how agonisingly dreadful and embarrassing it was for me. And for her. I'm so upset for her too."

Ruth fished out her mobile phone and started to make a call.

"Alright Carl, alright. I've got the message. Look, I'll ring her right now and put her straight okay?"

We both waited in silence for her call to get through, but I soon heard the taped voice through Ruth's phone saying that Doctor Dhawan was busy but if we left a message, she would return our call as soon as possible.

"I'll try again later okay?"

When we'd finished our refreshments, Ruth said she'd cheer me up by taking me to a couple of stores and buying me some new underwear.

"I'm throwing all your sleeping gear out. You need a few nice nighties and girly pyjamas. Besides, those old t-shirts and boxers of yours were well past their sell-by date. And I know this nice shop here that specialises in lingerie. We can go there too, it's in this shopping precinct, I've seen them mentioned on the street plan, get you some cami-knickers maybe."

If this was her idea of cheering me up the she'd sadly misjudged me. I was still hurt over the incident with the Doctor and, after a little silent contemplation, decided it was time to "man up", to stand up to her, to show some defiance.

As we approached the entrance to the first department store, I told her that she could go in alone, I'd wait outside; I wasn't going to play along with her game.

"Fair enough," was her response. "Just wait here and don't move. I shan't be long. Just going to see if they've got some suitable briefs for you and who-knows what else."

She seemed to take an age and I was beginning to feel a little weary standing there for what, maybe 25 minutes. I wanted to sit down and take the strain off my legs. When she reappeared, she gave me a big smile and held up the bag containing her new purchases for me to see.

"I think you'll like these," she beamed and took me by the hand and led me away from the store towards her next port-of-call, another department store.

"Going to wait out here, too are we?"

My aching legs were telling me to find a seat, any seat.

"Can't I just go back to the car now and wait for you? I need to sit down."

But Ruth was having none of it.

"You can sit down in the store. They provide chairs for elderly shoppers and men who think shopping is beneath them. Come on. I just want to get you a few more things."

"Haven't you got enough now?" I pleaded, following her inside.

"Well, we're getting there. If you'd stop moaning and accept your..." she searched for the word, "predilection for lingerie, you'd be much happier. Now, go and sit over there, with those other miseries. I'll be as long as it takes."

It took as long as 30 minutes before her return.

Next, we crossed the road and headed into a shopping mall. After Ruth had consulted the shop plan at the entrance to the mall, she strode into it, hurrying me along behind her.

She pointed to some public benches and told me to sit there until she'd finished. She had to get a present for Dr Dhawan - some high-end perfume she thought -- to make up for my disgraceful behaviour earlier, so I should stop moaning and be grateful. And then she was going into the lingerie store she'd mentioned earlier. When she'd finished, then we could return to the car.

I took my seat and watched her stride away. My defiance would have to wait for a little while longer.

The drive home was notable only for one incident. Ruth's mobile phone rang and, by the time she'd fished it out of her handbag and switched it on, the call was ended. It was from Doctor Dhawan.

Ruth called straight back and, on getting through to the Doctor, did indeed try and explain that it was all her fault that I'd (ahem!) got over- excited. It was her, she added, who'd dared me to wear knickers today and had hidden my underpants. Ruth's responses to the Doctor's replies seemed to suggest that the Doctor accepted the series of events that had led to my embarrassment, but, during one such passage Ruth uttered "did he?" and "did he really?" again, followed by "I'm sure he wasn't, I'm sure he just didn't know which way to move and was trying to wrestle off your finger."

There was a moment's silence when the call ended before Ruth told me that Doctor Dhawan had accepted her apology and that she (Ruth) would parcel up and post the perfume she'd just bought for the Doctor as soon as we got home.

"There, happy now? I've apologised."

I shrugged a little.

"S'pose so," I grudgingly acknowledged. There was no point belabouring the issue, she had accepted her role in the incident. I concentrated on the road but couldn't help being aware that Ruth was staring at me with a kind of smile on her face. After a few minutes, she could contain herself no longer.

"So, is it true?"

"Is what true?" I responded.

"You know, that you tried to "ride" the Doctor's finger when she was examining you?"

I blushed.

"No, not really. It was like I think you said, I was trying to get her out of me and just didn't know which way, how, to do it."

Ruth just nodded her head a little and made no further comment on the matter.

On arriving home, I carried the bags of shopping in as instructed and Ruth hurried in after me.

"Get a move on, I want to get the perfume out and wrap it so that I can catch the second post today, then I might pop into work for an hour and check with Penny that everything's okay."

My heart beat a little faster. Was Ruth in her haste going to forget that I wasn't wearing my chastity cage? Was she going to leave me alone in the house uncaged?

But, alas, no sooner had I carried the bags upstairs, extracted the perfume and begun to make my way downstairs with it, than I met her heading towards me.

"Not so fast. Before I go, we'd better get those panties off and put them in the laundry basket and then you can put your cage back on. You can wear those blue panties you'd originally got out this morning, okay?"

I turned around and went back upstairs to do as I was told. Why did I obey so meekly? I must admit, the way Ruth told me what I must do in a tone that brooked no argument, in a way that just assumed I'd comply automatically was beginning to grate. Where had my spirit of defiance from this morning disappeared to?

Ruth, carrying my now dried-off chastity cage with her, followed me in to the bedroom, and told me to have a quick wash "down there" and then come out to have my device fitted. Rather shyly, I turned my back to her and lowered the black silk panties I had on and threw them into the nearby laundry basket. After washing and drying myself as ordered, I emerged from the bathroom to find Ruth holding out my chastity cage to me.

"Get this on Carl, let me see you make a good job of it..."

I meekly accepted my cage and fitted my now flaccid willy into its prison and tightened the strap around my balls and back into the housing through which I snapped the lock.

"Good. Now put these on..." she handed me the dark-blue cotton panties I'd left on the bed earlier, "and then get dressed. I'm going to wrap the Doctor's peace-offering and then nip out like I said. You can start preparing the tea. Nothing too heavy understand?"

I nodded and went to what was now my bedroom to get shirt and trousers to put on. Whilst I dressed, I heard Ruth go downstairs and rustle around in various cupboards, looking for the brown paper and sticky tape to wrap the perfume in. It did cross my mind to have a quick look in the drawer in her room to see if that was indeed the place where she kept the key to my chastity device, but I was too scared, too unsure as to whether I could slide the drawer out without her hearing and becoming suspicious. I figured it would take her a good few minutes to do the wrapping, write a note of apology and then seal the lot before writing the address on the outside. But there was no point my taking the risk; she'd be on her way soon enough and then I'd have the house to myself. I came downstairs and went into the kitchen to look in the refrigerator to see what I could use for our tea.

"Salmon, asparagus and some new potatoes love. Will that do?"

"Fine, I should be back by..." there was a pause as she looked at her watch, "Four thirty -- if there's no problem at work."

It seemed to take longer than it ought to have done for her to finish the wrapping, then as she made for the front door, she hesitated and came back into the living room where I was pretending to be casually reading a newspaper.

"Forgot, I need to take some papers I've left in the study with me."

She headed off towards the study, returning shortly after."

"Bye love," I muttered.

"Bye dear."

I listened for the sound of her car leaving the drive and then gave it another 15 minutes or so -- just in case she had forgotten something else and was returning home. I could feel the blood beginning to stir in my dick, the thickening member now beginning to push against its metal cage. Even though I knew I was alone, I still crept stealthily up the stairs as though I was a burglar trying not to awaken anyone.

Once in the bedroom, I took off all my clothes - apart from my panties - leaving them on the landing, just in case, for some reason, I might have to retrieve them and put them on again in a hurry. I wasn't going to get caught out "inflagrante delicto" a second time.

Slowly, I tiptoed over to the bed, careful not to disturb anything, making sure I knew where everything was -- just in case Ruth had memorised these things. I bent down and slowly, gingerly, pulled the drawer out from under the bed. My mouth was dry with anxiety, my heart was beating a little faster and I was keeping as quiet as I could to ensure I would hear any car that approached as soon as possible giving me maximum time to "retreat"; to call off the deed.

Inch by inch, my trembling hands had succeeded in pulling the drawer out far enough for me to have a good look under the sheets and suchlike that were housed in there.

"Eureka", there, in the back, right-hand corner lay the small key I sought. I stared at it for a few seconds, making sure I memorised its exact location so that I could return it there when finished. My dick was now pushing hard against its cage, I could feel the metal pushing up against the cotton fabric of my panties. Happy now that I knew where the key needed to be returned to, I grabbed it and made my way to what was now my bedroom.

I hastily removed the blue cotton panties and, hand almost trembling, tested the key in the chastity cage lock. I heard the click that meant I was now free. This was arguably the happiest moment I'd had since that fateful day I'd been caught wearing Esther's underwear.

This, I told myself, was my revenge for all the mocking and humiliation Ruth (and her mum) had put me through. I'd got the better of them and was now going to have a long, enjoyable wank without them knowing about it, without having to ask for Ruth's permission.

I extracted my tackle from the chastity-cage, placing the device on the floor and then decided to head for the laundry basket in which I'd recently placed the black silk panties that were once Esther's and that I'd been wearing on that fateful day. Putting them on, feeling them stretch and slide over my now unencumbered penis, I strode over to the bedroom wardrobe which had a full-length mirror on its front. I stood on tip-toe, and turned around to look at the feminine fabric nestling on my bum. I had nice legs I thought, looking at my reflection; well suited to stockings. But on thinking that, I pulled myself together. I was no cross-dresser. I was a real man, who wanted pussy. I wanted Ruth beneath me, yearning for my thrusting member to slide up her juicy hole. I also felt that I shouldn't push my luck and ought to get my wank over sooner rather than later. I headed back to the spare bedroom, grasping a few paper tissues from the box on the dressing table for me to come on, and lay on the bed, luxuriating over the sensation of pulling these scanties down over my bulbous penis-head.

Yes, when I did come, I did come a lot and yet -- as is often the case -- my sense of anticipation wasn't quite matched by the actual event. One could call it an anti-climax I suppose. No sooner had I emptied my dick than I felt, well, empty! Maybe even a little disgusted with myself. What really niggled at me was that when I'd finally shot my load, when I was just at the moment of peak arousal and about to shoot -- the thought that I was focusing on was the moment I'd come on the Doctor's examination table and the sensation I'd felt of her finger moving along may anus. Why, of all the things I could have imagined doing with so many beautiful women, had I thought instead of that?

I spent a good ten minutes after that making sure I'd put everything back in its original place and then washing myself. Still with a slight sense of triumph that I'd found out Ruth's secret hiding place for the key, I refitted the chastity cage and put back on the dark-blue cotton panties Ruth expected me to be wearing. Conscious of Ruth's acute sense of smell, I sprayed air-freshener around both the bedrooms I 'd been in and the bathroom that I'd flushed the tissues down.

Ruth was later returning than she'd anticipated, so much so, that I could have had another wank and still had time to spare, to tidy up and then cook the tea. But hey, I was in a good mood considering the day - no, the week I'd endured. I felt that now, maybe, I was getting just a little control back over my life, over my dick. Ruth never suspected a thing about what I'd been up to in her absence. I had a secret neither Ruth nor Donna knew about. And Esther -- her black silk panties with the white lace trim were now symbolic (to me anyway), of my fight back.; of my being a proper man.

That evening, after tea, Ruth told me to come with her to the utility room, she was going to show me how to wash her and my underwear and how to check the washing instructions on such garments to see if they were unsuitable for machine washing. I didn't object, it didn't take me too long to understand the labels and what substances I could use on silk and lace when hand-washing; what temperature the water should be at. If it kept Ruth happy for me to be laundry manager -- well, so be it. This I felt, wasn't a fight worth having.

Following that, Ruth told me to go and brush my teeth and then she'd let me try on some of the nightwear she'd bought me in Liverpool that morning. Again, although not really wanting this added humiliation, I held back from arguing. Ruth followed me upstairs and, after I'd emerged from the bathroom, she called me in and waited for me to undress. When I'd finally got down to removing my panties, she reached into one of the shopping bags on the floor and pulled out a pair of red cami-knickers and a white silky top. She came over to me and held them up against me, as though assessing their fit.

"Go on, try them on silly," she goaded me.

I stepped into the red cami-knickers and pulled the silky waist draw-string tight before tying it into a bow.

"They look lovely, don't you think? Here, try the top. Careful not to rip it though."

I undid the three buttons at the top of the back on the blouse-like garment and carefully slid my arms into it before nudging my head into the gap. It nestled nicely on my shoulders and was long enough to reach down to an inch or so below the top of my cami-knickers.

Ruth hastily did up the rear buttons on the top before stepping back and pronouncing them "perfect".

"You look lovely in them darling. Stand up straight, then turn around and do a little bend, just to see they have enough give."

Although obviously not happy about this scenario, I did as was told and have to admit the outfit did feel rather erotic on me, certainly nicer than the t-shirt and boxers that I used to wear of an evening and to sleep in.

Ruth cut the labels off the outfit and then proceeded to get all the other purchases out of the shopping bags.

"Chop-chop Carl, hurry up and hang these things in your wardrobe next door. And don't cram all your panties into the one drawer for heaven's sake. Put the nicer ones we've bought today in a separate one."

Heaven knows how much she'd spent on these things today, but I never questioned her about it. I just decided to get on with it and get it over with. There were long, cotton nighties, short nighties, shorty-pyjamas, panties, cami-knicker and top sets and, to my horror, even a few packets of hold-up stockings!

"I'm quite pleased with myself really," Ruth smiled, taking a picture of me with her phone as I returned to the bedroom. "I was pretty sure of your size though. Mum said you were Esther's size; that's mum's size too by the way. Did you have a good look at what I've bought? Did you like them?"

I sighed and raised my eyebrows, not wanting to make any specific comment and beginning to feel like my little "victory", my fight-back of this afternoon was really quite a minor victory when all said and done, but it was a start.