Leah, Locked Ch. 04

I took the plunge. After that first night we'd all met I thought long and hard—well, I guess since I'm caged that's the only kind of hard I can get—about Miss Olivia's and Amanda's offer. I agreed to join them when they wanted to involve me, but I wasn't quite ready to hand over the keys to my chastity cage to Miss Olivia yet. "I totally get it, sweetie. It has to be consensual; I know. Even before I made that offer, I knew you might not take it, probably not right away and possibly never. Just know that it's still an option," she had answered.

So, I went home, still in control of my keys. That was good because I had a whole shopping bag full of different cages to try. Amanda had detailed any device-specific instructions to me and had a few general tips on how to deal with being uncircumcised while locked in chastity.

I found a plastic cage with bars that fit perfectly! It was successful in holding my foreskin back and was open enough that I could keep myself clean without having to remove the cage, which was a game-changer. As she had requested, I sent several pics of myself to Miss Olivia, and she seemed very pleased.

That was two weeks before. Two weeks of being constantly caged, waking up dripping pre into my panties. I was a quivering, horny mess of a sissy.

I arrived at their house for my second visit vaguely aware that I was dribbling a little pre into my panties. I finished changing in their garage. Modesty was not something I was interested in this time. I was wearing a cute shirt that left my midriff exposed, a skater dress that only covered about half my thighs, nude stockings, and a lacy white thong. I was wearing a pair of nude patent leather pumps with four-inch heels to complete the look.

I felt the thick plug in my ass slide around, stimulating my prostate, as I walked up to the door and knocked.

Amanda opened the door. "Leah! Come in! Mistress is just getting ready."

"Thanks," I replied, kissing her on the cheek as I stepped inside.

She handed me a glass of Bulleit again and led me into their living room. "Have a seat. She should only be a couple minutes."

I sat and we chatted. I complimented her on her outfit, another classy businesswoman suit in pink. "What's underneath is downright slutty, though," she added with a giggle.

"I can't wait to see it," I told her just as I heard the sound of high heels clacking down their hallway.

Amanda stood right away with her hands clasped in front of her looking down. Just to be on the safe side I did the same.

Miss Olivia walked over to me and took my face in her hands, pulling it up to look at her. She was still shorter than me, even in her skyscraper stiletto pumps. I drank in her body, clad in sheer stockings, a black lace thong that was barely there, garters holding up the stockings and those were attached to a lovely Victorian-style black satin corset with open cups that supported her lovely breasts but left them exposed.

"Hello, Leah," she said with a tender kiss on my painted lips. Hers were almost the same shade.

"Hello, Miss Olivia. You look incredibly beautiful," I breathed. She had clearly put in a lot of effort to look good.

"You're pretty cute yourself," she answered with a smile. "You both may sit. Amanda, that's after you go get what we talked about."

"Yes, Mistress," my fellow caged sissy replied and left the room. Miss Olivia and I sat next to each other on their couch.

"So, you're ready to do this?"

I took a deep breath. "I am. I wouldn't say I'm one hundred percent submissive, but I am a lot of the time. And honestly it's been a fantasy of mine to have a keyholder, especially if it's a gorgeous woman like you, ma'am."

She smiled. "You're too kind. And you know full well how much I enjoy holding Amanda's keys, and now yours."

I blushed a little. "I remember just how much you enjoyed playing with me the last time I was here."

"Yes, you treated me very well."

Just then Amanda returned to the room. She handed her Mistress wife two folders. "Before we do anything else," Miss Olivia began, "I'd like to go over some paperwork. I know, it's red-hot foreplay, but even though it's boring it's incredibly important."

She handed me the first folder, and stated, "That is the document that, if you agree to the terms and sign, will govern the relationship between the three of us. That way everything's out in the open before we do anything—well, almost anything," she amended with a smirk and a glance at me. "Amanda and I have a had a lot of long, involved conversations about this, so this document represents what we want from you, what you can expect, and any boundaries or hard limits we have as a couple. A good example is that Amanda is very much not comfortable with you being allowed to penetrate me with your actual penis. She may change her mind in the future, but that's a hard limit of hers right now. It happens to be one of mine, too, and so both of us would have to change our minds about that.

"On the other hand, she is not uncomfortable with the idea of you penetrating her, or her penetrating you, when the other is still a caged sissy. This would only ever happen when you're both here, I'm also here, and you're both dressed en femme. Do you want a few minutes to read it over?"

"I think I should, ma'am," I confirmed after taking a dainty sip of my bourbon. I loved how my lipstick left a mark on the rim of the glass.

"I understand and we think you should, too, for the record," she replied with a smile. "Feel free to take it into the kitchen if it's easier for you to read it alone."

"I think I will take that option, Miss Olivia. You look wonderful but you're also very distracting! Thank you," I told her before I stood and left the room.

In their kitchen I opened the folder. There were several pages of small print. They were serious about this, for sure. It also highlighted Miss Olivia's background as a business owner and Amanda's profession as an attorney.

It took several minutes to read it just because there was quite a bit to it. It was pretty standard stuff just like she had said, and it listed any hard limits either of them had aside from basically me having sex with her with my own genitals, which I was fine with. That's not why I was there. Don't get me wrong, penis in vagina (sometimes called PIV) sex is magical but I was there to explore my feminine side and my fascination with male chastity.

There were also all sorts of expectations they laid out, what they expected from me as a new partner for some pretty intimate stuff, as well as what I could expect from them, like never taking pictures or videos without my consent, and putting in writing in plain, unquestionable language, that if anything like that ever ended up online, I had every right to sue their pants (skirts?) off, so to speak.

Then there was the keyholder agreement. Everything was spelled out, to include how to manage emergencies, doctor's appointments, cleaning, anything you could imagine was covered when it came to handing my keys over to Miss Olivia so that she could control how I used my cock, if I was allowed to use it at all.

At the end of both documents there were three lines for signatures, so I took it back into their living room. They'd been talking quietly about something totally unrelated and looked up as I came back in and sat down in their easy chair across from both of them. "What do you think?" Miss Olivia asked.

"I think you're both very smart people and this is a great idea to lay it all out, especially the hard limits, and it's also a great idea to review it every so often, too. Do you have a pen? I'm ready to sign, ma'am."

"Excellent!" she replied, beaming. I could see that Amanda, who must have written all of this but had not yet spoken, was grinning. There was a little bit of a predatory glint in her eye to boot. I filed that away for later.

"Wait, you signed both of them?"

I gulped and reached for my purse. I pulled out the key to my cage and stood, then knelt in front of Miss Olivia. "I'm ready for you to hold my key, Miss Olivia," I said softly, bowing my head and holding it in my palm, extending it out to her.

"Look at me, Leah." I looked up.

"Are you sure about this? Last time we talked you said you weren't ready."

I swallowed again to keep the butterflies in my stomach down. "I am. I have never felt as sexy as I have since I met the two of you and I'm ready for someone else to totally control my clit," I breathed.

"Thank you for trusting me with this, Leah, I know how big a step this is. I will be good to you," Miss Olivia said as she took my key. She caressed my cheek.

"Now that we've taken care of that," Miss Olivia said as Amanda left the room to make copies for me, "why don't you come here and sit next to me?"

"Yes, ma'am," I replied as I got to my feet. I was careful in how I placed my feet, one in front of the other like a good sissy, as I walked over to the couch to join her.

"Good girl," she cooed as I settled so that our stockinged thighs were touching. I surged in my cage at the feeling. "I want you to know how much I've been looking forward to this," Miss Olivia breathed, spreading her legs a little and guiding my hand to her panties. They were slippery and soaking wet from her arousal. I couldn't help but whimper knowing she was turned on because of me.

"Thank you, ma'am," I breathed as I felt another drop of pre soak into my own panties.

"Thank you for agreeing to let me hold your keys and to dominate you, Leah," she replied, looking directly into my eyes. "I take it very seriously and I know that you are placing a lot of trust in me, and Amanda. I will stay worthy of your trust, just like I'm sure you will of mine and Amanda's."

I could only nod, I was so turned on. My arousal made it so that I was giving my PC muscles an involuntary clench every few seconds, which made the most bulbous part of the plug in my ass slide over my prostate, and that only served to turn me on more. I was definitely going to need to wash these panties thoroughly.

"So, you remember how we covered you or Amanda penetrating the other while the bottom is caged, and you're both en femme?"

"I do, ma'am," I replied through a dry mouth.

"Well, it has been quite some time since I have allowed Amanda out of her cage. She's been locked up for over four weeks and I haven't even allowed her to climax from anal stimulation. She has been completely denied for a month. I went so far as to put numbing cream on her when I let her out to clean so that there was no chance she could accidentally have an orgasm," she explained.

"So, I was thinking," Miss Olivia continued, sliding a hand up my leg with agonizing slowness, a feeling so good that it made me shiver and moan, "that we could maybe consummate our new agreement by me letting her out of her cage and you could take care of her as her new sissy sister. What would you think about that, Leah?"

I gulped. "Um...what do you mean by, 'take care of', ma'am?"

"Service her and bring her sexual pleasure. Suck her cock. Take her in your sissy pussy if you're willing. What do you think?" She was asking such pointed questions in such graphic detail it was throwing me off again, just like the first time we'd been physically intimate.

"I...I'd love to, Ma'am," I stammered.

"Even though I'm still going to keep you caged and therefore denied?"

I swallowed again. "Yes, ma'am. You're my keyholder so if that's what you decide then I will follow what you want."

Miss Olivia beamed. "Good girl! That's the right answer."

I blushed, the thought of Amanda being allowed to use her male equipment on my body to receive pleasure while I was still caged and denied making my clit drip more.

"Amanda, are you interested in letting Leah give you pleasure?"

Her voice stayed in its feminine mode, but Amanda's tone had a huskiness to it indicating lusty feelings. "Very much, Mistress, yes," she purred.

"Leah," Miss Olivia said to me, looking me directly in the eye, "this is your last chance to back out. After this I take her cage off and after she cleans up you will be expected to make her feel good. Are you comfortable with that and willing to continue?"

So, this was it. My final chance to call it off. If I did, then I'm sure Amanda would've been disappointed, and maybe (probably) Miss Olivia would be, too, but it was part of the agreement and there would be no hard feelings in the end. If I didn't, then I would be expected to remain caged while Amanda's sissy clit was freed, and I would have to use my mouth, and possibly my ass, to allow her to feel good. My stomach was doing somersaults.

I swallowed hard. "Yes, ma'am, I am comfortable with this and I'm willing to continue. I want to make Amanda feel good even if you don't let me have the same pleasure," I declared.

She kissed me softly. "Good girl, Leah. And remember that the roles may be reversed in the future. Sometimes we fantasize about having fun with her by letting someone else use her for pleasure while she stays denied. Are you ready?"

"Yes, ma'am."

"Good girl. Stay right there while I go supervise my sissy wife cleaning herself up after I let her out of her cage. Amanda, come here," she ordered.

Amanda complied right away after acknowledging, "Yes, Mistress." Once she was standing to Miss Olivia's right, her Mistress took off the necklace with Amanda's cage key and used slow strokes to drag it over Amanda's bulging scrotum, which made Amanda moan.

"You've been looking forward to this all month, haven't you, my little sissy bitch wife?" Miss Olivia cooed.

Amanda groaned in frustration. "Yes, Mistress, I have. Please...please let me out so I can play with our new sissy friend, Mistress."

She yelped when right away Miss Olivia slapped her testicles. "You don't get to set the timeline, sissy. I do. I'll let you out when I'm good and ready. If you try to make me change the way that this goes, I won't let you out at all and you'll be completely denied for another two weeks!" she snapped.

"Yes, Mistress! Sorry, Mistress!" Amanda said right away.

"That's better." Miss Olivia went back to slowly dragging the key, still warm from being nestled between her lovely big breasts, over Amanda's balls. "You have been a very good girl for me, staying locked and not having any orgasms for almost a month, my sissy wife," she said softly, all traces of any anger gone.

"Thank you, Mistress," Amanda whined. "It was really hard, but I love you and it's worth it to please you."

"Good girl!" Miss Olivia gushed. "You're right, it does please me to watch you struggle." As she said that, she used a gentle touch to guide my hand to her drenched slit, urging me to stroke her pussy through her sheer G-string panties. She sighed a little as I did, and I felt another few drops of precum leak into my own thong.

"And your struggle is at an end now," she murmured as she inserted the key into the barrel lock that held Amanda's cock in its prison. Amanda gasped as her member slid free of the cage, swiftly swelling. Miss Olivia giggled, "Oh, you are an eager sissy, aren't you?"

"Yes, Mistress! Thank you for letting me out, Mistress!" Amanda gasped as her wife worked her sac out of the ring that had anchored her cage and slid it down the length of her impressively thick cock.

"Good girl, my sexy sissy Amanda. Come with me, let's get you cleaned up," she commanded as she stood. "Leah, wait here while I tend to my sissy. Amanda, meet me in the bathroom after you get the bag of ice. I won't have you firing off before I'm ready for you to cum."

"Yes, Mistress," Amanda agreed at the same time I acknowledged Miss Olivia's direction.

It was several minutes after they parted ways and then I saw Amanda hurry after her wife with a cold pack in her hand before they returned. Amanda had a look of lust crossed with a frustrated pout on her face, as she was holding the cold pack against her junk, which was thoroughly flaccid.

"Now, Leah," Miss Olivia said as she sat back down next to me, "Amanda's all clean but she's pouting because I made her make sure that she stayed soft until I allow her to get hard." She held her hand out and Amanda sighed with relief, handing it back to her Mistress. "This is the point where she gets to make some decisions. Amanda?"

"Yes, Mistress?"

"How do you want to play with Leah? It's up to you."

Amanda bit her lip. "I'd like to sit next to you where she's sitting and see how she is with using her mouth, Mistress."

"You heard her, Leah," Miss Olivia commanded. "Up."

I stood, my stomach still doing its acrobatics workout, and Amanda sat down next to her wife and Mistress. She pulled her classy skirt up to her hips as she did, and what she said earlier was 100% correct: what she was wearing under her classy businesswoman outfit was downright slutty. Black mesh see-through panties—probably a thong or a G-string—over a red satin garter belt with four garters for each leg, and that was holding up lace-topped sheer stockings. Now that the ice had been removed, her impressive shaft was once again filling up with blood, and the tiny panties she was wearing didn't have a snowball's chance in hell of containing it.

The two of them shared a deep kiss and I stood there trying not to watch, feeling awkward. They finished making out after murmuring, "I love you," to each other, and Amanda looked at me.

"Get down on your knees, Leah," she instructed with a far gentler tone than Miss Olivia had ever used.

"Okay," I said, simultaneously so nervous and so excited that I was trembling. Once I was on my knees between Amanda's, looking up at her, she smiled at me, which matched Miss Olivia's expression.

"I want to see how good you are with your mouth, honey," Amanda said softly.

I licked my lips. "I don't think you're going to be disappointed," I responded as I leaned forward and rested my arms on her thighs. I reached out and took her now full erection in my hand and she moaned. It was impressive! Even thicker than mine, at least a full seven inches, and uncut. I pulled her skin back to reveal her glans, shining in the light from the precum pouring out of her. I had never seen her unlocked before.

I leaned in even further and licked up the base of her shaft to the tip. She groaned as I noted that her skin smelled and tasted a little like soap, mixed with the musky scent of her arousal, with a little of Miss Olivia's in there as well.

"You're delicious," I murmured, then licked all over her helmet, swallowing as much of her arousal as I could."

"Oh, fuck, Mistress, you're right; she's a natural," Amanda groaned.

I heard Miss Olivia chuckle and the sound of them kissing. I looked up to see two beautiful women making out, Amanda's fingers inside her Mistress wife's panties and working her slit. Their kiss broke and Amanda groaned, "I think I'm gonna cum already, Mistress...may I have release, please?"

"You may, but only if Leah agrees to swallow it all after she shows me," Miss Olivia responded. I was already throbbing and surging in my cage and my panties were soaked with my pre, but this made me flex my PC muscles without thinking about it, making me leak even more.

I pulled Amanda's shaft out of my mouth after giving the tip of her foreskin a slow lick and looked up. Amanda shivered as I affirmed, "I promise to swallow it all after I show you, ma'am."

I heard the grin in her voice as she responded, "Good girl, Leah. Amanda, you are allowed release. Be a good girl for me and fill her mouth, honey." Her own voice sounded unsteady as she said it, but I was too engrossed in servicing my fellow sissy to look up, but I thought I could detect a tremble in her voice that sounded a lot like she was about to climax, too.

After that, it only took a few moments before Amanda started trembling and bucking her hips up to thrust into my eager mouth. I could taste the stream of pre that she was leaking as I sucked on her. "Oh...oh, fuck, Leah...I'm gonna cum in your mouth!" she cried and started to fill my mouth with her seed.