Small confessions from a part time sissy

[alongerview]

[smallsissyconfessions]

Who wouldn’t want to (look like) that for christmas!?

[stockingssexy]

[smallsissyconfessions]

If I looked like that I would swallow at least a load each day

[seattleherenow]

anal destruction

[bucifan202]

Rip it apart

[smallsissyconfessions]

How every datenight should end

[kirastarcom]

Chastity Day 6

[smallsissyconfessions]

My current fetish fascination, Kira Star

[johndwrite]

[smallsissyconfessions]

Back to bimbo school outfit!

[bustyig]

[smallsissyconfessions]

Oh my

[smallsissyconfessions]

Halloween next year I think.

[smallsissyconfessions]

So you're basically so much of a sissy that you won't even steal your girlfriends frilliest underwear, plug your sissy hole and yank your sissy clit with her soft, pussy-smelling panties 'till you make a mess in 'em?

I would say a real sissy has her own underwear, so there’s no need to steal or borrow any ;)

[plugintheass]

[smallsissyconfessions]

If I has a cabinet like this (and went on dates) it would take hours (and probably a dickpic or 2) to decide what to wear.

[the-art-of-cum-on-food]

[smallsissyconfessions]

Life is like a box of chocolates, covered in cum.

[smallsissyconfessions]

Roomservice!

[smallsissyconfessions]

Describe your hottest experience sissied up in your girlfriends underwear! How does your favorite underwear of hers look like?

I have never been sissied up in a girlfriends underwear, I am a fan of either cute underwear (pink, with a little bow or something) og “classic” lingerie, with stockings and the works. I think because they are the least man-like underwear so I feel more like a girl when wearing stockings than when just wearing panties.

[smallsissyconfessions]

Like this for example

[smallsissyconfessions]

Describe your hottest experience sissied up in your girlfriends underwear! How does your favorite underwear of hers look like?

I have never been sissied up in a girlfriends underwear, I am a fan of either cute underwear (pink, with a little bow or something) og “classic” lingerie, with stockings and the works. I think because they are the least man-like underwear so I feel more like a girl when wearing stockings than when just wearing panties.

[smallsissyconfessions]

How is it going with your sissy training? Can you do hands-free sissygasms with a plug in your ass-pussy as the only stimulation?

I must admit that I don’t train very much, my gf keeps me pretty dry. last time I tried a dildo I couldn’t help but use my hands, but I came buckets.

[smallsissyconfessions]

Would you rather be pegged by a girl or fucked by a Daddy?

I think it’s 50/50 especially if the strapon is able to squirt

[cucki-in-me-deactivated20150522]

[smallsissyconfessions]

I usually hate these, but let’s try

[mysissycaptions]

Priceless!

[sissyboisabrina-deactivated2014]

The sissy dream

[sissydonna]

Where Boys Will Be Girls

[sissydonna]

Where Boys Will Be Girls

[sissydonna]

Where Boys Will Be Girls

[smallsissyconfessions]

Would make more money doing blowjobs