What's your favorite sissy outfit?

[DiaperedBondageBoy]

We all have fun sissy outfits we like to wear, but I’d like to know what your favorite is. To answer my own question, my favorite sissy outfit is a frilly pink dress with a pair of white thigh-high socks and a diaper underneath. I’ve also been wanting to try makeup, but I haven’t done that yet. What about you, though?

 

[sissybaby34]

Had a few days away last week wearing my favourite sissy dresses. I like them short to show off the frilly pants. So its starts with a good nappy and plastic pants. Then tights either white or pink. The frilly pants go on next.
I have some very full petticoats, and then the short dress to show off everything underneath. Frilled ankle socks and suitable shoes are then added.
I have a couple of wigs, the past the shoulder blond one being my favourite. My friend does my makeup which I enjoy very much. I add pink bows to my wig, often a simple necklace and I even have an appropriate watch with a pink strap.( See Below) Its the little details that make it fun.

 

[Stephlau2000]

We all have fun sissy outfits we like to wear, but I’d like to know what your favorite is. To answer my own question, my favorite sissy outfit is a frilly pink dress with a pair of white thigh-high socks and a diaper underneath. I’ve also been wanting to try makeup, but I haven’t done that yet. What about you, though?

Winter school uniform - thick knee length skirt, thick tights white blouse , simple white bra and panties, Mary Jane’s
I also like to wear my very realistic 9 month pregnancy belly with maternity tights panties and short denim dungarees so you can see my tights

 

[Deleted member 79251]

Quite similar to yours! White thigh high stockings with pink bow on top with my matching pink goodnite diapee

 

[CutestPaddedFemboy]

well my femboy outfit is just thigh highs, arm warmers, a skirt that hides my diaper and a cozy top

 

[DubSwitch]

My dream sissy outfit is probably a frilly pink pvc abdl dress with diaper, plastic pants, big pink paci, frilly ankle socks etc!

I have a cute improvised schoolgirl outfit and a couple of slutty cheap pvc outfits

 

[Ali123]

My favourite sissy outfit changes quite often.

At the moment my favourite is a short tartan dress I bought recently. It has white faux fur trim round the hem, neckline and pockets.

When I wear it with nappies and frilly baby knickers you can see my bulky bottom very clearly, and when I bend over everything is on display.

 

[Diapersntights]

Never really gone baby sissy, but love the rock chick look, so boots , black tights, denim mini-skirt, jacket & wig - gone out for a few late night strolls like that with my nappy not too well hidden under my mini-skirt and tights.

 

[Blueboy]

2 of my favourites are my wittle pleated school skirt with knee socks or my tykes skirtall with just a onsie on below... ohh and of course my crinkly nappy hehe

 

[SissyPrincess27]

I like costumes -- my favorite outfit is an Alice in Wonderland dress, with white tights and a diaper underneath of course.

 

[Sissyleslie]

Definitely this outfit...

Oh and this...

Basically anything with a Peter Pan collar!

 

[Blueboy]

I like costumes -- my favorite outfit is an Alice in Wonderland dress, with white tights and a diaper underneath of course.

Ohhh mmm I'd love a satin Alice in wonderland dress hehe

 

[Sissyleslie]

I have an Alice in Wonderland dress (which I love)...
It's SO difficult to choose just one outfit!

 

[SluntyBunnyGurl]

OOOOOOOOHHHHHH—-OOOOOOHHHHH! THAT’S A CUTE OUTFIT! ALMOST MAKES ME WANNA GO DO SOME SHOPPIN’! I REALLY, REALLY LOVE THOSE SOCKS WITH IT!

 

[goodniteswearer89]

My favorite sissy outfit that I wish I had would be either a cheerleading outfit or a school girl outfit.

 

[daisycupcake]

Who doesn't love a alice in wonderland dress

 

[dipcuc]

I have some satin panties with sissy all over them and a matching dress? I like wearing those and love wearing the underwear my wife wore the previous day,

 

[Stephlau2000]

As I have posted many times, my favourite fem/sissy outfit state of mind along with my public school girl uniform is my 9 month pregnant state… pics attached.
I am wearing a very realistic silicone 9 month 3.5 kg belly, maternity panties, maternity bra, maternity long sleeve black top and maternity black opaque tights that go way over my belly.
Underneath my clothes, I am strapped into a maternity belly belt that goes under my pussy, between my big fat pregnant legs and over my shoulders and holds me in.
Then as you can see I am wearing a denim maternity dungaree.
I love wearing this outfit so much and sitting in it for hours because it reminds me of what a women goes through.
My wife and family are away for 3 days and so I have made myself 9 months pregnant from the time of writing this for the next 50 hours x
Preggo Steph

 

[sissybaby34]

Sadly not one I own, but found this on line and its perfect.

 

[Stephlau2000]

I have an Alice in Wonderland dress (which I love)...View attachment 133100
It's SO difficult to choose just one outfit!

Love this but you should be wearing opaque ecru tights naughty girl
I would suggest a punishment of putting you into a gibbet and displaying you for 24 hours straight with a bridle in your mouth.