[MFM] (23F) My new kinkfriend (26M) is officially locked in chastity now, and I am his keyholder!

My FWB recently revealed to me that his roomate loves to listen to us fuck…then things got REALLY interesting!

About a week ago, I posted on /r/sex, as well as one update. Here they are if anyone wants to read them:
[1st Post](https://www.reddit.com/r/sex/comments/6lrgml/23f_i_got_asked_by_my_fwbs_roommate_26mif_i_would/)
[2nd Post](https://www.reddit.com/r/sex/comments/6mbo2o/update_23f_i_got_asked_by_my_fwbs_roommate_26mif/)

Short version for those 2 posts:
My well-hung-and-knows-how-to-use-it FWB has a chubby, nerdy, but as it turns out kinky roomate that has been listening, and jerking off, to us fucking. We’d slowly become friends before I found out. Once he realized I know he’s a perv and am totally cool with it, he worked up the courage to ask me if I’d be the “keyholder” for his chastity fetish. My first post was reddit helping me weigh the pros/cons. My second post, I let him know YES, I am in! And then reddit gave me more ideas/suggestions to proceed. And to figure out where I should be posting future updates… which is how I ended up HERE! ;-)

For anyone catching up or joining in fresh, this will include the sexy hung roomate I refer to as my “FWB”, and the chubby pervy micropenis roomate will continue to be referred as “Nerdvert”. I am the sexy young woman jumping head first down the rabbit hole of kinky sex and chastity fetish.

So Nerdvert made me a list of his kinks and limits. Figured I’d share them here.

Kinks:
Chastity
Tease and Denial
Edging
Ruined Orgasms
FemDom (mostly bratty tease, but with maybe a bit of cruel Dominatrix as well.)
A bit of “financial domination”
Bondage
Voyeur
Cuckold (I now know lots more about this, so yay!)
Humiliation – especially stuff about his small penis and that he’s fat.

His not-kinks are anything beyond light pain.
His limits are blood, pee, poop, and all the gross/illegal stuff like kids and animals.

So last weekend after I had gone through the list and read up a little more, I decided I was ready to do this! So I texted Nerdvert that Sunday to let him know to have his cage ready. I ended up waiting until after I knew he was done with work Monday afternoon, and I didn’t even warn him with a text or anything! I put on something simple, just a tank top, yoga pants, and a ponytail and headed over to their apartment. He answered and let me in and I immediately told him lets go to his room and get the cage. He was really nervous and kinda sweaty lol. I was kinda downplaying that I was getting turned on by all this, just stayed pretty matter of fact “ok lets do this thing” kinda attitude.

He brought out the cage and I told him to take it all apart for me, and then I ordered him “ok then, strip fat boy!”. He was blushing so bad but I made him get totally naked for me. I stayed in bitch-mode, made a comment about how it was way past time a woman put a lock on that little thing so none of us have to worry about it lol. I swear his little dick kinda swelled a bit when I said that! Oh, so yeah, to make sure he stayed calm, I got some ice in a ziplock bag from the kitchen and held it to him for maximum shrinkage. The poor guy was as nervous as I think I’ve ever seen a grown man. He was so quiet like he didn’t know what to say. So finally I got down on my knees and went to work getting the cage on him. It took me a good while, but hell it was my first time right? I was a keyholder virgin! He had to help me some to get it situated even so it wasn’t twisting anything, and he had already figured out he needed an extra thing or two on or around parts to fit right on him. So eventually, I slide the shaft part on and push it on tight, his poor little soft pink prick inside, with room to spare for now. So then I took my time and looked up at him with a big wicked grin and pushed the little padlock closed with a tiny little click noise. I swear he breathed really heavy and sighed, like it was a huge moment in his life! It was pretty awesome watching his reactions!

So I made sure the cage wasn’t going anywhere, then I showed him the key and I put it on my necklace and tucked it down into my tanktop. Then I told him “Ok, here’s the deal. I own that little thing now. IF you ever get to let it back out again, it’s because I LET you. You may call me Mistress when we are alone, but in public you may may only call me Beautiful. I don’t want your pervy ass kinks interfering with my social life since I actually have one, got it fat boy?” OMG I swear he went straight into like BDSM submissive mode, he looked down at the floor when he answered me with a yes Mistress. I gotta say, it was a rush! I’ve never really been the dominant one before, well ok not dominant in the bedroom or kink or whatever. In the sack, I’m all for some manhandling, yknow? But in everyday life, I can definitely be a bitch sometimes. I’m used to telling guys off if they aren’t the kind I want hitting on me lol. But this feeling? Having this guy thats like 3 of me or something doing whatever I tell him? Pretty fucking awesome feeling!

So after that, I let him know to get dressed cause he was taking me to the lingerie store. While we drove over, I kinda pulled it back a bit and asked him how it felt having it on, how it felt having a woman finally put it on him. He had calmed down a bit at this point now that we were both clothed and in the car lol, so he talked ALOT about how it felt, said he thinks I (we) did a good job putting it on right so it’s not painful, just tight around his balls. He kept saying how this was like a dream come true for him but that he knows he sounds like the biggest dork ever saying that, but I just reassured him it’s all good and that I actually got a rush out of doing it, and that as long as he doesn’t go insane stalker on me that I think we are both gonna have a lotta fun! He kept complimenting me how I did being bossy with him, and how great I look lol. I was like, dude you better keep it together, I showed up looking boring so you wouldn’t get worked up. This shit is about to get way harder, and so is he! We both laughed at that one pretty good.

So we get to the store, and he holds the door for me… being a gentleman already! I take my time and shop while he pretty much stands around blushing lol. I make small talk with the girls working there for a few, asking about some sales and such. I make sure and ask him how he likes this and that, how does he think this or that would look on me. Poor guy is so awkward even the ladies working grinned a bit back and forth with each other. I finally decided on something, and told him to go pay for it while I looked around a bit more. I made sure to come up while he was at the counter though, and just straight up asked him if he was gonna make it back home or not knowing I’d be wearing this tonight… he was absolutely red and flushed! OMG guys I was so proud of myself. Part of me wanted to mention his roomate too, but I decided that would have been a little too much that soon, and in public.

So we headed back to their apartment and I told him to find a movie for us to watch while I went and changed. I fixed myself up, was looking sooo cute and sexy! I took my time, didn’t rush. Finally I walked out just in time. FWB had gotten home… both of their jaws dropped a bit lol. So I decided ok now’s the time to see if both of them are actually cool with this entire arrangement. Now or never, let’s make sure right now! So I walked over slowly and gave FWB a big hug, grinning wickedly over his shoulder as he leaned down to me and I stared at Nerdvert. He bit his lip, I swear to god, it was adorable… he was so into this lol. So standing there in only sexy lingerie, I start kissing on FWB. He was a bit shy at first but I could already feel his bulge in his jeans stiffening up against me. I was kinda nervous to look back over at Nerdvert then, thinking maybe this was too mean rubbing it in the guy’s face like that. But I breathed deep and took FWB hand and lead him towards his bedroom. And as we went, I looked back over my shoulder at Nerdvert and told him “Wait up for me, we all know you have nothing better to do” and we shut the door. I swear I think I heard him say “holy shit” out loud back in the living room hehe

FWB basically manhandled me back into his door after it closed and we made out and he felt me up all over! Both of us were so worked up, he reached between my legs and he felt how soaked I was already. I got down on my knees and right there on the other side of the door! He erupted really soon for him! I swallowed and licked up every drop so I didn’t get a mess on my new lingerie, then I pushed him over to the bed and I climbed on top and worked my way down onto that huge cock of his! He kept saying “fucking hell this is so hot… goddamn babygirl!” while I finally got into position (big dicks take work lol) and started riding him, eventually bouncing up and down on him like crazy while I moaned and screamed (the moaning and screaming was legit as fuck, but I admit I remembered to make sure to up my volume level some before I went into eyes-rolled-back mode) I orgasmed twice before he came again (yes we used a condom) and I fell over on top of him exhausted! We snuggled and enjoyed the glow for a few, then chatted a bit. He admitted he had some plans to go out with some friends, but that he could cancel, but I let him know that I was gonna relax and lounge around in my new lingerie and watch a movie with Nerdvert. FWB chuckled, said I definitely seemed to be into this stuff… admitted it was a sick rush seeing how much I got worked up because of the kinky side of it.

I cleaned up and made my way back out into the living room, still only in my lingerie, while Nerdvert smiled at me all blushed. I climbed onto his lap and I could feel the plastic cage poking my ass lol, it was definitely straining against him. I whispered in his ear a bit how he was a good boy for not trying to touch himself. He looked at me with a weird look on his face kinda confused and said, “I mean, I couldn’t” then laughed at himself a little for not realizing I was just playing with him. I said “oh, I know you can’t” without even looking at him and turned on the movie!

I’ll admit, I’m not sure how much detail I should go into how far into this week. That night I ended up making him get naked in his bedroom to show off the cage and I checked to make sure it hadn’t cracked or split or anything like that. I had asked him before how long he’d worn it on his own, which was 3 days, I decided not to chance leaving it on overnight after his first round of what I put him through. I told him I’d ask him about how he felt about everything later, after he’d had time to come down. While I do NOT plan on doing pics often, we did take some selfies so I MIGHT link one or two here. If you read this and they aren’t here, I panicked and changed my mind lol. After that, I gave him a hug and thanked him for the fun evening, and I unlocked the pad lock. I gave him permission to take the rest off. There was definitely some precum leakage inside it, and a good bit had dripped out the “peehole” slit at the end. I went home and even after the pounding from FWB, I totally got myself off before I crashed for that night. Gotta say, I had a blast.

I’ve got more stuff from this week, but I’ll end this update for now and share the rest in the next one. Thanks for reading, and once again, any and all feedback is welcome. But if you bitch at me, I WILL bitch back! ;-)

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Source: reddit.com/r/gonewildstories/comments/6ny55m/mfm_23f_my_new_kinkfriend_26m_is_officially