Getting the hang of these high heels xx

Do you sometimes wear lingerie, high heels and dresses?

If you do, that means that you’re a crossdresser, but not necessarily a sissy. Sissies are submissive and subservient. Their role in life is not only to look pretty, but to be obedient and have a penchant for providing pleasure.

But, if you have already started putting together your feminine wardrobe—lingerie, pretty dresses and high heels—then these other questions will help you to ascertain whether you possess the aptitude required for taking things to a different place… and become a full-fledged sissy.

Finally got 5 mins privacy to dress today, sheer tan pantyhose and lingerie

My pantyhose of choice are Oroblu. They are high quality, like Wolfords, but half the price.
I usually buy direct from Oroblu's website, especially when they are doing 4 for 3 offers

I was asked last night about my shoes and if i had some really high heels.
So i thought I'd share. These are the highest heels I own, I have this pair and another the same but in Blue.
I got them both from ebay, BNIB. I don't wear them often as you need the right occasion but they are so amazing to wear.
Paired today with stiletto seamed nylon stocking and suspender and a slinky black dress. The dress is Gok Wan by Tu, bought several years ago figure hugging and so nice to wear

Just in for a moment. Had the most wonderful time at the stylist. Hair highlighted and brows waxed. I am showing my worst photo and my best. Worst is me in the chair with foils on. Best is me out running in a new peach/pink running outfit showing off my wonderful looking hair. Love your comments.

I'm so horny but on my sexy shiny stretches satin panty sexy hot pink see-through bra playing besides my panties high on my hips and grinding against the material I'm ready for another man in sexy lingerie to cum play with me

How high should a sissy wear a thong ? X

Horny high and getting hard

These heels are so high need to learn to walk in them lol xx

Once long ago in times misty swirl, A little boy wanted to grow up a girl, The years and time slowly went by, His dream was lost he wanted to cry, Then one day right out of the blue, He suddenly realised what he had to do, Swap his shirt for a very short skirt, Buy foundation, give it a squirt, Powder, lipstick and eyeshadow too, Now some stockings and high heeled shoe, A blonde wig, breasts and nails all brand new, At last a pretty girl was there on view, Alas the dream was all locked away, In the closet his girl had to stay, To face the world had been her intent, But when she tried her nerve always went, Then one day the urge was to great, She opened the door, walked out of the gate, She wanted to yell, shout it out loud, Look at me I'm female and proud.

New lingerie and sexy thigh high boots. Love it!

Joanne's kinky night on the golf course.
Joanne (48, a librarian by day, a siren of the twilight by night) adjusted the black lace bra & panties set and stockings, its delicate fabric a stark contrast to the rough texture of the damp grass beneath her bare feet & slipped on her black heels. The golf course, usually a scene of quiet precision, was her personal stage tonight. A setting sun cast long, skeletal shadows, transforming the manicured greens into an ethereal landscape. Tonight’s performance featured a selection of rather… large props nestled in her oversized handbag: a collection of vibrant, sculpted silicone anal toys, each promising a different kind of ecstatic violation of her arse. Her camera & tripod, a trusty Canon EOS, hung from her shoulder, ready to capture the all the moments of her self-expression, her daring exhibitionism & dizzy hights of pleasure under the watchful gaze of the setting sun. She hoped, with a thrill that sent a shiver down her spine, that someone, some stranger, would stumble upon her, witness her transgressive ritual.

Suddenly, a flicker of movement in the periphery – a woman, stood silently among the shifting light and shadows, motionless all but a slight movement under her top, was she caressing her breast, Joanne couldn’t quite see through the lengthening shadows cast by the warm light now fading sun, she walked silently towards her, her eyes transfixed upon Joannes hand, now clutching a black 18 inch silicone dildo, dripping with lube, with an unnerving glance and a very slight but nervous smile, she said nothing, her hand was on her breast squeezing it quite intensely. Joanne, momentarily startled, didn't scream or run. Instead, a perverse curiosity overcame her fear. This was unexpected, far beyond her usual nocturnal escapades, but something she had fantasised about for many years.
The woman approached, gazing at her discarded panties laying on the grass, then curiously picked them up & inspecting them, “nice” she softly said, “ don’t mind me, I’m happy to see what you intend doing with your toys” Joanne tried to talk, but her mouth was dry with fear and she trembled with anticipation of what this evening may become, one of the anal toys she had not long before putt in her arse was slipping, she could feel the lube running down her leg, then it did, it dropped from her & their it laid out on the dew-kissed grass! OMG, I’m so embarrassed Joanne squeaked like a fool, the woman smiled as she gazed upon the size of the slippery escapee, the woman took a few more steps towards Joanne, she was just inches from her trembling body, she could smell her musk perfume hanging in the air, she wasn’t young, perhaps in her early fifties with dark but dies hair, pale skin and piercing blue eyes “turn around” she spoke in soft Irish accent that was calming and sweet. Joanne obliged and turned her back to her, she felt the woman’s hand upon hers slowly taking the long black snakelike toy from Joanne’s hand, with a gentleness Joanne hadn’t felt since being in the company of her mother she felt a hand gently caress her back and ever so gently pushed her into a bent over position, in that moment she felt she was in the most amazing place had ever known, to her amaze the woman slowly pushed the toy into her arse, not working it in and out but with one long slow determine push, it slid all the way into her arse. With the lady now leaning into Joannes back, her perfume intense in Joanne’s nose it was almost like a drug, sending her into a heavenly blissful trance. The woman took her other hand reached around to grasp Joannes ****, it was so cool, soft and gentil, almost childlike, slowly teasing her fingers over the tip, playing with a small drop of precum that she found dripping from the head, this seemed to go on for a eternity, slowly increasing the rhythm and grip, Joanne could feel her pleasure building as her shaft grew harder and harder, she slipped one hand behind her and found the top of the woman’s shorts and panty line, slowly she slid her hand down to the woman’s neatly shaved vulva, but just at that brief moment of contact Joanne burst bout a great grown and stood shaking all over from head to foot, her hot moist seamen flowed from her the woman’s grasp, falling to the floor and landing on Joannes discarded panties.
Feeling a little faint, Joanne fell to her stocking clan knees, then to her hands, panting like a hot hound and quivering like a leaf on a tree she couldn’t believe what had just happened, composing herself she turned to face the mystery woman, she had gone, as silently as she had appeared, the sing that she had ever been present was a small white flower laying next to Joanne’s now spoilt panties.

So hot today! My big thighs are sweating up a storm!

Help, I love it!!! I want a pink world!!! Too beautiful, delicate, feminine, seductive, naughty... #hightheels #crossdresser #sissy #jadore 👰🏼‍♀️👰🏼‍♀️👰🏼‍♀️man!!! I'm so excited!!! Actually, I'm a bull!!! I want to be his woman!!! Actually, his cow!!!👰🏼‍♀️ #sissyslut #sissycow I'm looking for stud bulls

I was waiting for you to do it.. I was dying waiting. I wanted it so badly.👰🏼‍♀️💁🏼‍♀️
Now you now mommy 💁🏼‍♀️ #crossdresser #bighips #mommyhils #hightheels #lovemymommy #imssissy
#sissy 💁🏼‍♀️ I'm your little girl, mama

I watched my mother and my aunts, then my sisters, I remained entangled without knowing why... then secretly alone I put them on, I must have been twelve years old, I was left breathless and since then I have never stopped I love... these are my favorites..👰🏼‍♀️ #hightheels #sissy #jadore 👰🏼‍♀️

I can't believe it's be two years already since I joined this site and came out as a cross dresser and I'm not really any further forward than I was back then, ok I know what clothes I like and most of what I like is really not right for me, I also know that some sites that I shop from is really rubbish I also know that though high heels may make my legs look really long heels are just too bloody uncomfortable and I can get away with wearing black trainers or DM's, I'm already 5 feet 9 so tall enough, I also know that though my silicon breast fillets feel amazing I can get away without wearing them a few of my dresses come with the right shape that gives the look of breast

If there was a magic door to walk though that turned me into a permeant woman with out a question I would walk through it because when I am Zara Jones all the stresses of my Male life are gone I don't have a care in the world ok if I was now a woman I'm sure it would then come with new stresses but at least I would be the person I long to be

#sissymaid #sexsyoutfit #sogirley #jadore #hightheels #sissy #makeup
Being courted and filled with affection is the most beautiful thing for a woman!!!

I'll be at Manchester Pride on the 25th. Who's coming to have fun? #fun #crossdresser #manchesterpride #pride #miniskirt #hightheels #jadore #parate #iloveit #love #sexsylegs #hormons #walkinhightextraslutheels #kiss 👰🏼‍♀️

#loveit #hightheels #jadore #feelgirly #sissymid #sissy #crossdresser #maid 👰🏼‍♀️

Love my thigh length boots

Today is just going to be a day in my metal chastity cage with my metal plug in my ***** and in my white thigh boots.

#girley #sosweet #hightheels #iloveit #sissymaid #waitress #dugardaddy #skirt #panties #jadore #youwantmypanties #sexsystocking #frenchkiss 👰🏼‍♀️✈🏖
#sohorney #soslyt 👰🏼‍♀️ #mare #female #crossdresser #faithfulbitch

#ifeelsogirley #nylon #orny #wet #sosissy #società #crossdresser #dirtyslut #disgustingwhore #hightheels #ghilty #slut #imadirtywhore #***** #filthybitch #sluttybitch #cow #gorgeousass #sexsylegs#teaseman #disgustinmare #useme #abusemelikeastreetwhore

#sissyslave #sissycaptions #sissification #sissyboy #sissys #sissies #sissi #sissygirl #sissylove #sissybar #trans #thickthighssavelives #transgender #transgirl #sissyslave #payslave #paypigswanted #bdsmcommunity #bdsmslave #bdsmlove
#bdsmgermany #bdsmpetplay #bdsmgirl #bdsmplay
#mommyhood #mommy #***** #slave2beauty #********** #mistressfeet #*******

#sissymaid #hightheels #legs #stocking #jadore #sogirley #beasissymaid

#sosissy #frenchmaid #jadore #travesty #makeup #lipstick #iloveit #berlinpride #hightheels #pink #pinkoutfit #pinklady #littlepig #sissymaid #waitress #dirtysissy #bookyourwaitress #hormoneeffect #femaleeffect #brestsalreadylarge #bitchsissy✈👰🏼‍♀️☺

My favorite suede high heel boots love them

What to wear with my lingerie tonight shoes or thigh boots its a hard decision

#feelsogirley #crossdresser #frenchmaid #loveit #jadore #sexsyoutfit #hightheels #delicateskin #sosissy #frenchkiss #berlinpride 👰🏼‍♀️

Does someone from Pennsylvania Lancaster/ Harrisburg area want me to visit. I will serve obey You 100%. Only thing I want is to wear high heels and lingerie. And if possible I want to be tied up in bondage while you practice some sm punishment on me. Please send your city and write down what you want me to do and bring with me.
Kisses SissyJennifer

Does someone from Pennsylvania Lancaster/ Harrisburg area want me to visit. I will serve obey You 100%. Only thing I want is to wear high heels and lingerie. And if possible I want to be tied up in bondage while you practice some sm punishment on me. Please send your city and write down what you want me to do and bring with me.
Kisses SissyJennifer

Lip gloss that shines like her obedience Thigh-highs clinging to her shame A collar that says "I'm owned" Blush that never fades, just like her need to please“When you're made to be seen, not heard.”Silent. Soft. Stunning. Just how ******** likes her — Which one’s your favorite, princess? Drop it in the comments —#ObedientPrincess #SissyMoodboard #FeminizationFantasy #SissyAesthetic #SoftGirlObsession #LipGlossObedience #ThighHighDreams #CollaredCutie #MadeToPlease #BimboMood

#h Lip gloss that shines like her obedience Thigh-highs clinging to her shame A collar that says "I'm owned" Blush that never fades, just like her need to please“When you're made to be seen, not heard.”Silent. Soft. Stunning. Just how ******** likes her — Which one’s your favorite, princess? Drop it in the comments —#ObedientPrincess #SissyMoodboard #FeminizationFantasy #SissyAesthetic #SoftGirlObsession #LipGlossObedience #ThighHighDreams #CollaredCutie #MadeToPlease #BimboMood
#horny
#video call

Feeling pretty and sexy in my new dress and thigh highs. Want to be dancing with hot sexy guys

Lip gloss that shines like her obedience Thigh-highs clinging to her shame A collar that says "I'm owned" Blush that never fades, just like her need to please“When you're made to be seen, not heard.”Silent. Soft. Stunning. Just how ******** likes her — Which one’s your favorite, princess? Drop it in the comments —#ObedientPrincess #SissyMoodboard #FeminizationFantasy #SissyAesthetic #SoftGirlObsession #LipGlossObedience #ThighHighDreams #CollaredCutie #MadeToPlease #BimboMood

What was really funny is that as I got older all those guys who called me a sissy in junior high school wanted me to be their best friend because they wanted to meet all the girls that I knew in figure skating

Anyone else find that wearing thigh highs feels incredibly sexy?

#crossdresser #stocking #legs #hightheels #makeup #nails #iloveit #jadore #selfie

#trasparentdress #hightheels #seamed #cubanstocking #sexsylegs #tits #hotsummer #letsparty #kisses 🏖#jadore #loveit

#stocking #hightheels #leopardoutfit #makeup #sabot #jador #iloveit

My fantasy night out is a bachelorette type party at Chippendales with my sexiest skirt and shiny red high heels.

Imlookingforsomeonewhousedto be a Manandbevomeagirlanditstransortransgenderandwillmarryuptomeonhereoracrossdressorfemboywhohasbecomeawomanandwillbemylovetomeonherenowandwearwomandressandhighheelswholikestogetfuckallthetimelikeagirlanddonothaveadickanymoreandhasagirlbodynoewhowilldateme

#lingerie #bluelingerie #stockings #heels #highheels #stiletto #stilettoheels

#redskirt #fishnet #pinkhightheels #jador #iloveit 👰🏼‍♀️🏝✈