Incurable Sissy Slut @sraygray - Tumblr Blog

shamefulsissification

Pretty cd doll

letsgetwett

jpdreaming72

please

goddesslayaxxx-deactivated20251

Can't wait to show you off. The whole world needs to see how well you take my cock.

slikkerlikker

NSFW

fiercelyspikyheretic

sensually-photogenic

Done that. Would do again. 😈

dfman2017

(via sensually-photogenic)

(via dfman2017)

(via loosekid34)

(via 69kevein69)

(via kinklodge)

(via milaforseti)

(via curiouskinkycpl3)

forthestr8butcuriouslyopenmnf

(via supernutta)

danielotero

(via forthestr8butcuriouslyopenmnf)

unfriendlyorifice

(via danielotero)

wrenderme

(via unfriendlyorifice)

xdressed71

(via wrenderme)

sraygray

(via xdressed71)

sexy-bulge

aidolly

Sub-urbia

poshenglishsissy

That dress would look so good on me

veronicasometimes2

sissyjamiedreamer

Successful entrepreneur Janice had built a massive fortune for herself. So much so she decided to retire in her mid 40s. She wasn't interested in getting married or relationships, apart from the odd fling. But she did enjoy a project to keep her very active mind firing. And her latest project was Jamie. Jamie, formerly her ever loyal PA James, was 25 and on the surface a normal man in his mid 20s. But the perceptive mind of Janice knew he was different and not so long after becoming her PA she worked out his secret sissy fantasies. So when she retired she invited him over to her sprawling mansion and put her theory to him and offered him a position as her personal maid at her home. Through a combination of her own expert negotiating skills and his own desires, he agreed. But she had three non-negotiable conditions. One, she was completely in charge of him and he couldn't refuse any order or decision she made for him, (she assured him she would always act in his best interests). And two, this was not just dressing up and having some fun, he had allow her to completely feminize him , and three, be in chastity, in which she would be in control of his sexual release. James.es agreed and started in his towards becoming Jamie. She was a reasonable and caring Mistress, and allowed him to her as Miss Janice, and even encouraged him document his transformation on social media. In the scene above, Jamie was posing for a live stream, and she saw a golden opportunity to embarrass him. She new he secretly loved it and it would give his audience a thrill to see him bossed around, especially as Jamie had thoroughly washed and polished her car the day before, and given his followers a lovely and teasing show on a live stream as well.

sissyjamiedreamer

Another recreation.

At 21 years old, the women of the village had grown tired of local trouble makers Mark and James, so they decided on a more unusual and permanent solution. Sent to live at Lady Pendleton's manor, they would transformed into delightfully behaved sissies. After weeks of resistance they finally gave in to what Lady Pendleton knew were their true feelings.