KaitlynneSissy 60 Fotos Online

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KaitlynneSissy

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5.0 (24) US Vereinigte Staaten

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I am not 'new' to this - in fact I bought many items under my 'guy' account.

Long before the internet was easily accessible and I even knew what 's**' was, I was sticking things in my a** and just looking at how nice it was. It felt so good, and Im not even sure what prompted me to do it since I had zero access to porn or anything remotely pornographic. Before I even knew what any of this was, I wanted to dress like a girl and 'be pretty' for men.

As I grew older, gained access to porn, and the internet became a thing, I loved the sight of a hard d*ck and a big strong man’s body just as much as the sight of a naked womans body. I found myself watching lots of DVD and internet porn, but was more into watching the guy than the girl. Watching a**l s** was more of a matter of me wanting to 'be' the girl than enjoying watching her get it; though I do very much enjoy the sight of a womans body.

It was confusing for a while and I stuck to women, but now, I have fully experienced the best of both worlds...and both worlds are equally amazing in different ways.

I can and do switch back and forth from a 'normal guy' to a sissy. I can take on either a dominant role with women, or be submissive - both roles pretty equally fun. I very much enjoy complete degradation with women - forced a** eating, sp*tting in my mouth, and watersports.

My results from BDSM test seem accurate - I recently took it again and took the long version.



== Results from bdsmtest.org: ==
97% Non-monogamist
94% Submissive
92% Experimentalist
91% Exhibitionist
91% Degradee
86% Rope bunny
85% Masochist
73% Voyeur
72% Slave
71% Primal (Prey)
51% Switch
16% Primal (Hunter)
15% Pet
14% Vanilla
14% Master/Mistress
12% Brat
11% Dominant
4% Rigger
3% Owner
3% Degrader
1% Sadist
0% Daddy/Mommy
0% Ageplayer
0% Brat tamer
0% Little

Last few things:

I am *not* into Findom. I like Femdom - two very different things. I like mean-ish, take charge women but *also* free spirited, fun and happy personalities. In fact IRL if I were a womans sub it would have to be that free spirited type. 🕊

I do like to be a repeat customer...but that is 'when I can' and do typically buy from good sellers with 'that scent' over and over and over again. I hang out a lot here and am not always looking to buy.

Pushy sellers and sellers that ask for money for 'nothing' are not for me. Im typically looking for physical items, and very certain things. Financial domination is absolutely not one of those things.

Not really into instant content, though on repeat buys, sometimes I DO want to see more while I smell and taste you 💋

I am a bit of whore if you cant tell by my photos and BDSM test results. I cant be owned here on ATW. Life is short and I want to experience as many scents and tastes as I can. The human body is such an amazing, gorgeous thing...in all shapes and sizes.

Men: please do not approach me to pitch your sale; most of you are extremely s**y but Im not into buying mens products. I have a Grindr account that is constantly ON FIRE and dont need to pay for it. I have a couple regulars that give me what I need so Im just not looking to buy from men - even if you fond me on MTW. Sorry guys 🤷‍♂️

I also dont typically engage with content or items from overseas or across national borders - US Sellers only. Its a freshness and payment thing; its easiest to just limit myself to US sellers...it has absolutely nothing to do with anything other than convenience and freshness. I even prefer US sellers that are geographically closer to me to shave days off of shipping times. Believe me, there are TONS of gorgeous women from every nation here. I typically even filter the feed by 'US only' just so Im not 'enticing' overseas sellers to message me for a sale - Im not here to browse photos with no intent to buy, or goon out or whatever. Thats just how it is...I want your taste to be as close as gushing out of your body and directly into my mouth as possible 💕

Love you all!

Über KaitlynneSissy

60 Follower  -  149 Folgen  -  13 Abzeichen


Geschlecht: männlich" bedeutet

Alter: 40-50

Beigetreten: vor 1 Jahr

Profilbesuche: 5663


Was ich suche


Fotos 60 Bilder


Letzte Aktivität

KaitlynneSissy US

Hat ein neues Foto hinzugefügt > Feel so lucky to wake up like this every morning with a real world keyholder 💕


KaitlynneSissy US

Hat ein neues Foto hinzugefügt > Good morning ATW! ☀️


KaitlynneSissy US

Hat ein neues Foto hinzugefügt > Sissy Saturday!

Ok to be fair this was from yesterday’s fun but still. Good morning!


KaitlynneSissy US

Hat ein neues Foto hinzugefügt > A good sissy wears her cage at all times 💕


KaitlynneSissy US

Hat ein neues Foto hinzugefügt > I had some more fun with all the clothes I rarely get to wear...these were to tease my BF with since he couldnt make it today. He likes it when I wear black on black the most...and I had this new skirt to try on 💋

vor 1 Wo.

0 | BrattyBitch420 Crystalsjoy OhhHhAnjie Goddess_Sydeny Darlingdykes FeetFirst2025 PrincessxG NaughtyBaby TallTemptation PINK123300 Petitegingerprincess Cherrybabyx Smelloursins Mehr+ Petiteratt

KaitlynneSissy US

Hat ein neues Foto hinzugefügt > Not one of my favorites from this morning's "photo shoot" BUT I wanna share these gorgeous natural blue eyes with you 💋


KaitlynneSissy US

Hat ein neues Foto hinzugefügt > It feels like less is more with makeup...subtle highlights seem to work best.


KaitlynneSissy US

Hat ein neues Foto hinzugefügt > Its been a while since I got properly dressed and did some makeup, so today I decided to do it. I forgot how 'right' it feels ❤


KaitlynneSissy US

Ive been posting regular updates about my experience with what we call 'full time chastity'. Its not 'permanent' as it gets let out when she wants it. At this point we are on day 4 with no release except to shower - and Ive been a very good girl about not doing ANYTHING with it at all not even the tiniest tease.

Ive mostly posted about what it does for you emotionally and mentally. Youre more attentive to her needs, listen better when she speaks, and care more about what she needs to talk about. A level of natural obedience comes with it.

But theres more to it!

For better or for worse, you notice *every* woman you pass. I was never a rude person in public, but Im *even nicer* now if I interact with someone - especially women. Even women far beyond my age limits as far as sexuality goes. (and to be fair I have no hard upper age limit; its all about shape/size/health) I notice every curve...every jiggle...every cute little wisp of hair. Ive always appreciated women of all shapes and sizes and ages but this is so much more...intense. Im not like leering at every woman I pass to be very clear - I see 'all of her' in an instant. Its difficult to describe but its not necessarily sexual. Its not like Im walking around gazing at every woman I pass with dirty thoughts racing through my head. For lack of a better way to describe it, I see and 'submit to' every woman I encounter - but completely non-sexually.

Physically, I LOVE waking up in the morning, my body doing its damndest to have an erection, and it being stifled. The feeling of intense pressure and sensitivity...its another one of the indescribable pleasures of being caged like this. Just reaching down and gently holding everything is pure heaven - almost like the beginning stages of orgasm but not quite that.

The sensation of having the cage on. Wow. Again, I struggle to find words. Its almost like being about 85% edged...but 24/7. All day. Everywhere you go. Everything you do. Theres this 'energy' down there thats *almost* frustrating...but definitely not. Its pure pleasure. Its such a weird combination of desperately wanting to f*** something and not wanting this blissful sensation and energy to go away (having climaxed). The slightest tap from her as she walks by me is almost orgasmic in itself. It sends a wave of energy through my lower abdomen, pelvic floor and thighs. All it takes is one little light backhanded smack to make me feels this intense, deep, submitting love for her while that energy radiates outward from the cage. I literally want to do almost anything just to see her happy.

The words to properly describe this feeling and mentality are very difficult to find...I highly suggest every man experience this for himself. I am highly considering making a mold of my erect penis to make a strap on out of and using that to please her when she wants it. After all, she does love the size and shape of my unit, which to be fair IS impressive when unleashed. But I prefer it to be locked.

Those brief moments when Im not in the cage? Things like showers and the recent doctor appointment? I cant wait to get back in it. I feel like something is missing. It doesnt feel right to be out. Its not just mental; its almost like Ive become physically attached to wearing it too. I even LOVE to look down and see all of my stuff bundled up nice and tight, in a cute little nugget of blissful energy.

Im even more sensitive everywhere else. I already had erogenous zones more like a womans with *some* overlap into mens erogenous zones...but its SO much more intense when caged long term. T shirt rubs me? Instant hard nipples (which then intensify the whole thing). Her touch on my inner thighs, across my tummy, below the waistline, down my sides...pulling my hair at the back of my neck...holy wow. And then a light graze of the cage as she touches my perineum and cheekies...gently running a finger across my hole if Im lucky enough. Even just touching the skin beside the cage without actually touching my genitals...I cant even begin to try and describe the tingles and waves of energy that flow out from her fingertips (or even my own). This part Im already somewhat familiar with, from sleeping with men that touched and held me and treated me like a woman....but WOOOOOOOW its even better now.

I never thought this would be THAT good.

KaitlynneSissy US

One Month of Chastity

There is no feeling in this world like not having any control over your erections and orgasms. Waking up in the morning, desperately trying to have an erection, filling the cage with explosive pressure.

Being hyper aware of every jiggle of hers, every soft curve.

The scent of her feet; the taste of her toes driving you absolutely mad. Finding a pair of her socks or undies is like a gift from the heavens...yet a blissful, torturous tease.

You cant do anything about it unless she permits you to. Its not yours any more. Its hers.

Last night, she slapped it all around, squeezing me between smacks. The blanket was absolutely covered in leakage where I lay. I almost orgasmed just from the smacking.

Then, she made me eat her. After violently squeezing my head between her thighs as she orgasmed on my face, she sent me to bed. I tried to eat some more, intensely focused on her extremely hard and engorged clit, not just at the tippy top but feeling its hardness wrap down around her...but she'd spasm away and slam her legs shut while pivoting her hips inward. All I wanted to do was feel it on my lips, feel it's stiffness with my tongue again...but she'd gotten what she needed.

Maybe tomorrow...

vor 2 Wo.

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KaitlynneSissy US

If you haven’t already, check out the #GetYourAssOut contest!

KaitlynneSissy US

Hat ein neues Foto hinzugefügt > #ThatsMyKink

Crossdressing/Sissy life!



KaitlynneSissy US

Hat ein neues Foto hinzugefügt > Got some b cup boobie inserts…it’s exactly what I needed! Looks like it was the perfect size to build the ‘curves’ a sissy should have.

If only I were 20 years younger… 😂


KaitlynneSissy US

Hat ein neues Foto hinzugefügt > Learning makeup…and anglefrauding 😂😘


KaitlynneSissy US

Hat ein neues Foto hinzugefügt > Had a playdate with The Machine today 💕

Made me squirt HARD but I won’t put that in the feed 😂❤️

vor 1 Mon.

2 | BeMyUndercoverLover Openspace HotDog69 Sissygirl33 Sweettalker78 Smelloursins Bibuilder88 Tattooedbiker FurYerWankBank HENRIMASTERCASH ErosCruz

KaitlynneSissy US

Week 1 of Full Time Chastity:

If curious how day to day life went, I have almost daily posts in my profile feed.

Overall, such an amazing experience. Self imposed chastity is one thing; I’d cave in and vibrate it at times. (Especially teasing myself with panties, socks and other ATW items)

After one week of real world full time chastity, I haven’t caved once. She IS letting it out almost daily, so there’s that. But I think even without it, I’d be a good girl and leave it alone. To be fair, I’ve used other methods to ‘get there’ (✌️🍑) BUT that’s a completely different type of O.

I notice so much more about her. I listen better. I’m even nicer to random people in public - I was always a very polite person to anyone in service industry jobs but even more so now. Women especially - even encounters with grumpy ladies in the grocery store.

I notice and appreciate so many more subtleties of her body. Every little jiggle, wiggle and ripple. Every slight waft of her scent drives me mad. All I want to do is exist to make her life better…but also make powerful, mind blowing ❤️ to her.

And we do. I was already dirty; that’s why I’m here. But now? Wow. She’s still easing in to it in a way, but sometimes I want to beg for her 💦 or when she has to go I want to beg for her 🍋. I want to taste and savor everything about her from top to bottom. I discovered that I liked feet here but it’s so much more intense. I can’t wait for her to come home so maybe, just maybe, I can get a taste before we get into the pool or something.

I love the sensation of it being locked up. Unavailable to me for the most part. Belonging to her. I love feeling it slightly compressed and bundled up all snugly. I love seeing it and knowing I have to be good to get it out…and when I do, it’s for her - not me.

She’s been noticeably in a better mood according to her coworkers. She even said she noticed a difference in having the keys on her all day, or hidden away in the car.

I’m leaking just thinking about all of this. Full time chastity is a life changing, amazing experience for both of us. I highly suggest this for any couples open to it. You may already love her, but you will become completely devoted to her. She in turn will experience a much closer bond with you. Her life will improve, no matter how good it already is. Lock it up and give her the keys forever.

vor 1 Mon.

0 | BellofthePanties Activecollegegirl Yourbabyvenus QueenAthenah ValentinaCarmen LittleAilynn Nottheghost Johannagainz PINK123300 Smelloursins RubyOfSecrets Gingerbreadbarbie LooLoo Mehr+ CindyWow ChristyFun00

KaitlynneSissy US

Day 7 of Full Time Chastity: A Milestone!

We made it to day 7!

She has let me out 6 times in 7 days, with two of those times being in the same day. Shes a very needy lady and we are definitely doing this differently - and its been great. Shes in complete control of erections and orgasms, but she wants it almost daily...and sometimes multiple times a day.

We've found a 'switchy' balance - while she is very much enjoying ownership and control, when it comes off, she needs to switch and become the sub. That works for me - I have so much pent up energy that its honestly a perfect arrangement. She gets it harder than ever before, and I get to enjoy one of two sides of my own sexuality.

We've also done some exploring with new things...which fits the theme here. She was just introduced to chastity a week ago, after all! Shes smacked my bundle of bliss around a few times, making me whine and yelp in torturous pleasure. She'll also walk by or reach down and randomly slap it now and then. Yesssssss!

Shes also watched me reach under with two fingers and...rub my spot inside 🍑. She held me while I did it, and it didnt take long to make a huge mess - it never does. Following that, we discussed adding new accessories to our lives - which we will definitely be doing. I brought a couple of toys I had stashed away in, officially part of my top drawer now.

Thus far this has been an amazing decision to introduce to our lives. It was a risk, but she was very open minded and is now very much enjoying this whole new dynamic to our relationship. Our bond has only gotten stronger.

KaitlynneSissy US

Hat ein neues Foto hinzugefügt > Waking up like this with a real life key holder next to me is pure heaven. I’m so happy 💕


KaitlynneSissy US

Day 6 of full time chastity!

I’m calling it full time chastity since it’s not ‘permanent’. That seems more accurate. She’s let it out and used it 5 times in 6 days, but it immediately gets locked up after. (Hygiene prior to relocking of course) Out for showers with the understanding that she will be checking on me and supervising.

Last night was a locked night. There was lots of teasing and play time but it stayed locked up. Once again: an amazing experience. Trying to desperately to get an erection but not able to…teased in allllll sorts of ways from touching to body contact to…stuff being put in my face. But no, it remains locked. At one point I wound up flipped the other way just snuggling her foot against my face.

Every wiggle, every jiggle, every breath of her is intensified. Every peek of a nipple, the slightest glimpse of cleavage through her nightie. The view of her kittie and peek of her little cheekies from the front. The scent of her body. All of the curves from subtle to the view of her back down to her butt sitting up. So divine. Just the scent of her foot gently wafting across my face. Just….wow.

Waking up this morning was the most intense morning yet. I’ve never had it struggle so hard to…get hard. The cage totally encases it. It just tries so hard in there, but can’t. The buildup of pressure is indescribable. I can only imagine what this is like for those let out a lot less; in a way I look forward to it when the novelty of this whole new dynamic wears off. I can tell I will be even more devoted with true denial, but even without it…I’m not playing a role or exaggerating here. This is very, very real. The level of submission and desire is already off the charts; I asked her to spit in my mouth last night. When she had to get up to go pee, I was so close to begging for it.

This is a truly amazing experience. I know at the end of these little bloggy posts I recommend it, and I’m going to again. Women, if you can lock you man up, do it. Men, give her that authority over your erections and orgasms. She is truly a goddess and should be worshipped as such. ❤️

vor 1 Mon.

0 | Activecollegegirl Nevadasells Azura15 PeachMilky Yasminleighx GoddessMisteeq Sofancyandsassy SeductiveSuzie AlexSteel Eroticalfun FatVirgin Daisyhart123 GoddessArabellax Mehr+

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