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KaitlynneSissy

5.0 (25) Estados Unidos

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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 for pure domination (generally in person 'for real') but *also* free spirited, fun and happy personalities. If I were a womans sub IRL, 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.

Im typically looking for physical items, and very certain things. As above, financial domination is absolutely not one of those things. Im 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 found me on MTW. Sorry guys 🤷‍♂️

I also dont typically engage with content or items from overseas or across national borders - I generally buy from 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. I want your taste to be as close as gushing out of your body and directly into my mouth as possible 💕

Love you all!

Acerca de KaitlynneSissy

66 Seguidores - 173 Siguiendo - 13 Insignias

Género: Hombre

Edad: 40-50

Se unió: hace 1 año

Visitas al perfil: 6629

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KaitlynneSissy

Añadida una foto nueva > Sissy Life 💕

hace 2d

0 | 17

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KaitlynneSissy

That post I made on Tuesday? Well, theres more!

She came back after work, and we started changing to get into the pool. Once I was fully nude standing there, she smacked my caged bundle of love around a little, a couple hard smacks in between little lighter smacks.

But then...

Then she said 'Come here' and bent over on the bed, booty spread wide open. I knew what she wanted, or so I thought. I went in to worship but thats not exactly what she was doing...as my tongue hit her sweet spot, she reached back and grabbed me head, kind of rubbed her crack up and down my face, and then pushed me away as she also leaned forward and away, and turned around and stood up.

Staring at me, face now absolutely COVERED in her scent, she said 'continue' while pointing to my trunks.

I then spent the rest of the evening sipping drinks with her in the pool, smelling her all over my face, and able to do absolutely nothing about it - I wasnt allowed to go under and wind up removing the smell. I just had to be teased by its musky sweetness all over my face for hours.

Being permanently caged with a live in person Domme Keyholder is such an amazing life changing experience. I never want to live without her again.

hace 1sem

1 | 13

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KaitlynneSissy

Happy Tuesday!

I started my day by waking up next to my Keyholder, which is always a treat. I made her coffee and lunch for the workday. Then I quietly came back into the bedroom, slipped under the blanket, and as she woke up, I slid down and started eating her.

After she got there, I laid there with my head on her thigh, kind of hugging her around both thighs and her waist, occasionally kissing her on the lip(s).

Then she got up to shower and get ready for work, leaving me still caged and with her scent all over my face.

This was an incredible morning ❤

I hope all of you wonderful, kinky people have just as great of a day. Love you all! 💋

hace 1sem

0 | 15

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KaitlynneSissy

Añadida una foto nueva > Good girls stay plugged.

(This is the monster plug I posted this morning)

Yes, I followed instructions like a good girl and left it in for 4 hours. It was quite literally a torturous bliss.

Then, after I could finally take it out, I got a toy out and had some playtime. For the first time ever, I squirted lemonade ALL OVER THE PLACE while I came.

I’d say that was 16.99 plus shipping well spent.

hace 1sem

0 | 13

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KaitlynneSissy

Añadida una foto nueva > Rolled on a plug and chastity task on FapRoulette…which if you don’t know will give you 3-5 tasks depending on which game you play.

I have to leave this HUGE plug in for four hours 😳

I could have picked any plug I supposed, but this is the one I had in mind when I was looking at the required times to leave in before I rolled. Gotta be honest and fair!

(Pic from play time last night before bed)

hace 1sem

0 | 12

KaitlynneSissy

My Keyholder and I broke new ground last night...

I crawled into the bed at her feet, where she'd laid down and raised a foot as if to tell me what I needed to do...I gave her a foot rub while my lips and tongue swirled around each toe with soft precision, gently cleaning her feet. I sucked and licked her soles until they were clean, the scent of her toes still lingering in my nose and on my face.

As I finished her second foot, I started to go back to the toes...but instead, her foot pulled away and her legs slowly spread apart while she stared at me with intent...I knew what my next task was.

I softly put my nose inbetween her lips and tilted my head upwards, slightly opening a place for my tongue to follow closely. As I licked upwards, I felt her stiffen and swell with anticipation. As I reached the top of the steeple, I flicked my tongue back downward sharply - a stark contract to the slow and gentle upwards motion. She let out a moan of pleasure as I moved back downwards, feeling the engorged nub at the top all the way down and around the sides until it disappeared into her...and back up to the top. A steady and deliberate quickening of the pace along with a sort of random swirling and gentle sucking eventually resulted in a rapid flicking with lips pursed and occasionally sucking. She suddenly and violently pivoted her hips forward and gripped my head between her legs like a vice as she let out a deep, guttural, primal moan.

As she exhaled deeply, her body went sort of limp - but only briefly. I remained in place, lovingly kissing her lips and enjoying her presence against my face. She pushed my face away with a thrust of her hips, and sat up, turned around, and presented herself on hands and knees.

Still locked, I knew exactly what to do.

Cherishing every moment of her musky aroma, I kissed her cheeks and lovingly worked my way in to the crack, continuing to kiss all the way down until I reached her center. I pressed my lips in to kiss her, and slightly pivoted my head down, tongue out...delicately letting my tongue glide up and across her delicious opening. As I continued to lick up and down, saliva built up but I let it run out of my mouth, slurping it back in and out of her hole as I passionately made love to her most private part of her body.

After a few moments of this, she stopped me...turning around and leaning back to sit. She stared at me for a moment with a sort of grin on her face, and then with a slight nod as if to say 'yes', pivoted off of the bed and stood up, eyes locked on mine the entire time.

She grabbed my hand and began to stride out of the room...what we were doing now?

She led me out and pushed on my head as if to tell me to kneel. I immediately complied, eyes taking in her voluptuous breasts and curves as I slowly fell to my knees. As I stared up at her in anticipation as to what was next, she guided my heads towards her nexus and pushed her hips forward again.

Not entirely sure what was happening I opened my mouth in anticipation, slightly sticking my tongue out...and then it hit me.

A gush of warm liquid suddenly engulfed my face, filling my mouth with a sort of tart, almost medicinal sweetness. I instinctively swallowed as she pushed my head in closer, my face now buried in her sweetness, musky scent again filling my nose as she released a torrent of urine into my mouth and face. I continued to swallow as my mouth was filled up over and over again, gasping for breath in between swallows. As it went on I took in more and more, passionately swallowing each mouthful with increased dedication.

And just as quickly as it started, it turned into a small trickle...I stuck my tongue out again to lap up the last bits as the trickle turned to drips...and then it was over.

After a moment of sitting there, breathing returning to normal, I looked up to see her gazing down at me with a huge smile.

She was pleased...and this is what I live for.

hace 1sem

1 | 13

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KaitlynneSissy

Añadida una foto nueva > Keyholder knows me as a guy.

I show her this and she says ‘but it doesn’t even look like you’

I’m like

‘That’s the point’

hace 2sem

4 | 18

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KaitlynneSissy

Añadida una foto nueva > Haven’t posted a pic of my greatest asset in a while….I love how the feeling of having it completely ruined lasts for hours after 💕

hace 2sem

3 | 14

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KaitlynneSissy

Añadida una foto nueva > Image from playtime the other day 💕

hace 2sem

1 | 17

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KaitlynneSissy

Añadida una foto nueva > Last week, I streamed me getting it from my BF for the first time. He didnt want the lights on, so it was mostly just sound…note how someone commented about how loud I am 💕 I’ve been wanting to record it in full light…this is legit porn quality sex.

Friday was a GREAT day. I met my morning blow and go and made him cum in less than three minutes, getting a massive mouthful of love from him. He greeted me by grabbing me around the waist and kissing me, which was amazing - I used to not really be in to kissing men but it makes me feel so pretty and soft when he does that…so I’m into it now.

Then my weekly BBC came and absolutely dominated me…it was rough and hard. Made me squirt all over the place several times and in one spot where he had me doggy, there was so much it soaked through a thick blanket down to the sheets.

THEN my keyholder came over and we had drinks all evening. I wound up dildoing myself in front of her, then fingering myself to three HARD and impressive squirts under her supervision. After that I got sent to bed, still caged. The next morning she got it out so she could enjoy it too.

It was a most amazing weekend! I feel so SO lucky to have a sex life like this as an older sissy.

hace 2sem

1 | 15

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KaitlynneSissy

Añadida una foto nueva > Feel so lucky to wake up like this every morning with a real world keyholder 💕

hace 3sem

1 | 13

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KaitlynneSissy

Añadida una foto nueva > Good morning ATW! ☀️

hace 3sem

0 | 13

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KaitlynneSissy

Añadida una foto nueva > Sissy Saturday!

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

hace 3sem

1 | 19

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KaitlynneSissy

Añadida una foto nueva > A good sissy wears her cage at all times 💕

hace 3sem

0 | 23

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KaitlynneSissy

Añadida una foto nueva > 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 💋

hace 3sem

0 | 14

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KaitlynneSissy

Añadida una foto nueva > Not one of my favorites from this morning's "photo shoot" BUT I wanna share these gorgeous natural blue eyes with you 💋

hace 4sem

2 | 29

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KaitlynneSissy

Añadida una foto nueva > It feels like less is more with makeup...subtle highlights seem to work best.

hace 4sem

5 | 23

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KaitlynneSissy

Añadida una foto nueva > 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 ❤

hace 4sem

0 | 23

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KaitlynneSissy

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.

hace 4sem

0 | 17

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KaitlynneSissy

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...

hace 1 mes

1 | 13

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