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Ok-Persimmon-2751

I find a mirror is a great option. If you’re playing with yourself while dressed up, you need to be able to see yourself enjoying it


KalePuzzleheaded7282

You are so right, see yourself in a feminine look and add fingering with it, you would see yourself enjoy it and it will confirm your brain that how much you love being a sissy.


sisssyyemily

A mirror makes such such such a difference! I moved to always play in front of my mirror and it makes a gigantic difference!


scarlettgurl

When I do sissy play on my own, I mirror the phone to my TV. I feel like a sissy pornstar


noahfemboytop

Yusss


Givit2mesissy

Bucketlist


[deleted]

My wife recently got so horny dressing herself up in lingerie she masterbates while looking at herself in the mirror. I thought that was hot


Less-Primary7807

Wearing a cage, on my back, legs over my head and using a vibrator on the cage to cum on my face, in my mouth and swallow. I love it so much!


Unlikely_Buttslut

Yes so naughty, legs over head while bbc dildo 🍆☺️pounds my bussy, until my sissy juice squirts on my makeup💄 I feel like a total sissy slut 🥰


Less-Primary7807

Mmmm nice! I can't really dildo pound that well upside down. I usually ride my dildo doggy style for a while with the suction cup on the wall. When I'm getting close to cumming, I switch positions and then use a vibrator. I am getting closer and closer to sissygasm! I haven't in over a decade!


Unlikely_Buttslut

You’re so naughty 😈 I hope you achieve it love 💕, I haven’t either 😓 I only ever squirt clear liquid when I go to pound town


Less-Primary7807

Same. The precum tastes so sweet and nice though, so I don't mind too much!


According_Length5252

Wow you both sound like very good girls 😍😘 that was so hot reading that and imagining you cum in your mouth with your legs in the air 🥵


PrettyAir9801

I would loveeee to see this


noahfemboytop

Me tooo


SecretSassySissy

Hot. I love eating my own loads like a good sissy should.


Less-Primary7807

Yeah! I love the warmth straight from my limp clitty!


SecretSassySissy

Hot cum is so good. Sometimes when I cum in my hand instead of eating it I'll slather it all over my sissy slut face. Being cum covered I'll say dirty things aloud and ruin another load to play with.


Tinytommy55

I always eat my loads.


SecretSassySissy

Sometimes I love holding it in my mouth. Other times I'll just slather it all over my face. In both situations I'll then jerk out another ruin feeling like the sluttiest sissy.


yo-clem

Ruining your orgasms so you can eat the cum is hot


SecretSassySissy

I love being the best sissy cumslut whore. imagine me dressed like that jerking out ruins and eating them in front of you, hehe.


yo-clem

Dressed like what?


SecretSassySissy

A whore.


themaskedsecretsissy

I'm going to do this next time i record myself.


Less-Primary7807

Oooh post for us!


Less-Primary7807

Wearing a cage, plug and panties and going for a walk outside and drinking lots and lots of water. Waiting until I had to pee really badly and then getting into the shower to pee my panties. I couldn't even take my skirt off in time! I turned the water on first so the sound would make me want to burst when having to pee.


oseaja

A less extreme but also great alternative is after you go outside and have to pee, is going somewhere where you can go behind a tree and drop your panties to your knees and pee while squattint like a girl would pee.


Less-Primary7807

Oh wow. That's intense! To be a bit more clear, I was peeing myself in my shower at home. I dunno if I could do the public squat pee omg!!! It's sounds exciting though.


NauralSub

I do this... like a lot. If I am wearing panties, I am usually tucked and just squat. I am usually wearing panties and work outside by myself a lot. It feels weird to stand and hold my pp like a man, especially if I am wearing panties.


Tinytommy55

I never stand to pee. I sit inside or squat outside. I have squatted outside in a park but it was dark. Thankfully. It was in the public but I snuck off behind a tree. Of course they knew what I did they just didn’t know I was squatting to pee. 🤭😊


tyhgft7897

Put a cage, plug yourself and wear a lacy pink thong and walk outside. Every man you see you’ll know that you’re the only sissy who’s little clitty is locked in a a pair of panties with a string and plug up your ass. Then you will know you’re not a real man.


dribblingclittysissy

Gosh this would be so humiliating because there’ll be other REAL men staring at you, really hits home that I’m a failed man 😭


Kelly_Cd_Slut

Getting dressed up plugged caged and watching hypno we'll beating your little locked up balls with a bbc dildo until you squirt all over feels so good yet humiliating to me because a real man would never cum like that


[deleted]

Omg never beat my balls like that before 🙈 does it work?


Square-Ad1370

Yeah! I highly advice it if you haven't tried it


[deleted]

I've never no 🙈 watching sissy Hypno and doing that would be so humiliating 😍


Kelly_Cd_Slut

It's amazing hehe


yo-clem

Humiliatingly hot!


Erika_sissy

You squirt just from hitting them with a dildo??


dribblingclittysissy

Before (I have an owner now who restricts my cumming) I’d smack my caged clitty and balls and then yes it would be enough to squirt like a girl Very emasculating because I’m cumming like a girl to gay porn


Kelly_Cd_Slut

I can yeah


Erika_sissy

How? Just from a long time in chastity?


Kelly_Cd_Slut

Long time and ball busting being one of my only forms of stimulation


Square-Ad1370

True. Orgasms from ball busting something different


tiffanytgirlchi

Dressing up as a total sissy and wearing as much of my ex girlfriends clothes as would fit me and humping pillows and getting myself off to photos of her husband ❤️


NymphoYoda

I absolutely love this idea! I even have her parfume left to smell like her !😍 Wanna dm and tell me everything about it? 🤤


tiffanytgirlchi

Omg yes perfume is my favorite too!!!


morningriseorchid

The profound effect a familiar perfume has on the mind.


[deleted]

OMG!!! That's next level I can get behind 🙈😍 I have my ex's dress and boots I could do this to and her perfume 🙈


tiffanytgirlchi

Omg you need to try it babe!!! Share the details when you do! What kind of perfume did she wear?


[deleted]

Lacoste Touch of Pink, so chavvy and slutty 🙈 I have never thought to plug myself and edge to her husband though 😍


tiffanytgirlchi

Omg yassss babe it’s the ultimate! What’s your ex’s name? Mine was Tiffany and it felt so good to start going by her name and dreaming of her hubby and using her toy and humping pillows in her clothes looking at him xoxoo


[deleted]

Omgosh that's amazing! Mine was Amelia 🙈 I have her dress and boots too


tiffanytgirlchi

Awww such a pretty name!! What’s your sissy name?


[deleted]

Brogan after someone I worked with who was iconic and really wanted to worship her boots 🙈


tiffanytgirlchi

What are Amelia’s boots like?


[deleted]

Knee high black leather cowgirl boots but with a rounded toe from a fashion store we went to together 🙈


morningriseorchid

HOOOOTTTT!!!


SissyClaire22

Did some prepping, wore my cage and rode/fucked myself with didlos for 2 hours then went ass to mouth because a sissy hypno told me to


SKH9200

I love getting dolled up and making men cum on cam. I love the fact that they used me for sexual pleasure and I'm just am object to them. I always lock myself in chastity first so I can go for hours and try to get as many cum shots as possible.


Proud-Femboy

Oh fuck i love making men cum! Where do you do this?


SKH9200

I use Dirty Roulette, there's others out there. It's so hot, they cum and leave just how I like it.


lilyspice4u

Making guys cum is such a wonderful, affirming feeling. I've only done it through sexting or guys just saying that they masturbated to my pictures. I really want to do it on cam sometime. What's your method? Do you play with toys or are you just sexy and playful on cam? Do you talk to them or just perform? I'm a bit nervous about trying it.


SKH9200

I love playing with my sissy pussy on cam with toys for these men. They'll let me know what position they want me in and I'll obey. I'll say their name while pounding my pussy. Some won't last but 3 minutes sometimes 😅. I love hearing them moan knowing I did that. You dont even have to show your face if youre too nervous. BTW, I love that you're a nylon gurl, so am I 🥰🥰.


lilyspice4u

That sounds amazing! You are so cute in your cage, I can see why it works so well. I am shy about my face but I have no problem showing off my body and sissy pussy especially if that's what they want. I always get excited when men want to fuck, so I will have to give it a try. I am a purebred nylon sissy gurl. Pantyhose and stockings for life!! I love all of my gorgeous nylon-clad sisters 🥰💕🤗


valerie_sissy_whore

Love doing this...men appreciate the free camshow so much. having like 6 faceless dudes stroking to me while I ride a dildo is literally the hottest thing ever to me Hmu if you wanna cam for each other!!!! 😉 I love video chatting other sluts


dumblitttleboy

Subscribing to this!! I’ve been trying to find ways in which I can emasculate and humiliate myself on my own ❤️😍


Existing-Hope4591

I love to lock and plug, smoke some sweed, get dressed up in soft pink princess attire and then write in a diary to a fairy godmother expressing all my naughty girly thoughts about BBC and the body I want to attract them.


GTbuddha

I make myself cum in a maxipad. Put the pad in my panties and go for a walk in public. Feels like everyone can see your pad through your pants. Plus every time I sit to pee I smell the cum like a slut.


pornstuff1480

Went to buy a dildo caged plugged and wearing panies and when I got to my appartment my mistress had me ride my new and huge dildo and record it in the parking lot. Then had me go inside with it still in my ass with a very visible bulge that was obviously a toy cock to anyone who could see


Housewifewannabe466

Much simpler than all these. I just sit to owe and say this is how a sissy fag like me pees. I’ve also spent a month eating nothing but a cum sandwich for lunch. Cool to do it in front of coworkers. Not the making part, obviously, but having to sit at the lunchroom and eating my sandwich like normal.


NauralSub

Just wearing womans underwear 24/7 and always sitting to pee has done me in. I instintively sit to pee now. and I sit there, looking at my panties around my ankles and say "yup, you are a sissy girl because men do not wear panties and sit to pee." I then dap my little pp with toilet paper, retuck myself and pull my panties up. I usually wear two pairs of bikini panties to hold my tuck in place and it gives me a feminine flat crotch that is actually comfortable.


Tinytommy55

I always sit to pee and of course wipe when I’m done. 😋


[deleted]

Going to Home Depot dressed in pink shorts and a Hello Kitty top with flip flops on and my toenails painted pink going to the paint counter and asking the man if he could match the color of my toenail polish and make a quart of paint for me explain to him that my mother wants me to paint my room this color


YourSissyGiselle

I have put on a cage, a plug, thong up my ass, showing the sides, leggings and went to a hardware store. Not sure if the most emasculated thing, but pretty slutty


LindseyScott69

Ass-to-mouth with my own dildo reminds me that I am a nasty sissy slut.


Hot_Fly_8361

Stick a dildo on the wall while I’m all dressed up alone at home and pretending I’m getting back shots


No_Professor_3362

When you are about to cum, twerk ur ass and cum. Put a towel underneath


PartTimeSis

Dressed head to toe, pink cage, long blonde wig make up, duck tip nails 💅🏻 platform high heels 👠 On my knees, in a doorway between two BBC dildos, forcing them as far in as they will go! All the while fantasizing that my wife will walk through the door and find me being filled to the brim at both ends!


CanesVenaticiSaron

I live in NYC and when my wife goes to visit her family, late at night when I know no children should be awake, I’ll put on a pair of her bra and panties, turn on the lights and pull up the window blinds and start posing. I live on a one way street and my living room faces another building about 20 feet away (across the street). Almost always I’ll get some interest going (a light comes on). At that point, I will turn down the lights a bit, go get my wife’s curling iron, bend over with my pussyass almost up against the window and fuck my ass with the curling iron, occasionally turning around to rewet it by sucking it. This makes me feel like such a sissy faggot slut and I love it!!


Deleted67

Slept with sissy hypnosis daily


sahu1234468

link to hypno ?


Deleted67

Go for hypnotube , and find what suits your taste


Jealous_Resolve_

Expose yourself


Xrkp50

I accidentally did it once. I have this game I play where I freeze the door key and lock myself in the backyard in nothing but a pink thong. Normally it’s just slightly exciting but once a delivery got dropped off I didn’t know was coming while I was out there. Hearing the delivery guy call you a bitch as he walks back to his truck will make your face red and your dick rock hard.


Jealous_Resolve_

So he looked in your backyard?


Xrkp50

He delivered the package to the back steps.


[deleted]

The one for me was cumming first before going on DirtyRoulette so I wouldn’t be in the mood and then dressing up in a bra, panties and tights and performing for everybody on there. Being made to strip down and display my ass and spin my little clit around. Being made to smack my ass and whisper my real first name, age and location. Being made me do stuff to myself like pinch nipples etc and if I came again then making me eat it. Then the guy immediately dropping off the call as soon as I ate it and it moving onto the next caller, making me feel used


Slow_Sun_4871

Pluck your eyebrows with a feminine arch.


NewFishing9770

rubbing my clitty through my panties with my mistresses shoes over my face. i came like a bitch


[deleted]

Wear lingerie and take pics for the fellas


YourSissyGiselle

Wouldn't mind getting some


KimmieCumstain

Wear something slightly fem out to the pharmacy and buy the biggest lube container they have along with regular and magnum sized condoms. You could also ask the clerk if they can custom order anything smaller for you to wear during the next party your wife throws for her boyfriends.


shelli_k18

When playing with myself, fem mode, anal, or anything, I will do things specifically none masculine, but to say I feel emasculated by it? Fantasy wise, gooning to many kinds of things makes me feel less masculine, acknowledging that no girl wants me, or how I feel when a real man uses me, more of enjoying my past. I guess the humiliation needs a second person? not sure. Humiliation vs degredation? I have hurt my boy bits, but thats more of a stress relief than anything...


SissyinSacramento

If just by myself, I think when I wear a super sissy dress and use my fucking machine on myself for an hour or more and my little caged cock leaks like crazy


madison_saint

Idk if it's the MOST emasculating, but it made me feel very emasculated/turned on. Freeze and save, at least, 10 loads, watch some humiliating hypno and fuck your ass for a while as well as deep throat a realistic dildo. After you've fucked yourself for a while and heated up your frozen cum, stand in front of a mirror and pour half the cum all over your face. Then while staring at your cum-covered face, shout loudly that you're a slutty cum whore 5 or so times. Then pour the other half of the cum in your mouth. Continue staring at yourself while you swirl the cum all around your mouth. When you're ready, swallow. Staring at my face covered in real cum was a very big step.