new-chastity-male:

This is how we like it!

Cumming while locked in chastity… Part 1

(via easytiffany)


new-chastity-male:

This is how we like it!

  • Cumming while locked in chastity… Part 3

(via easytiffany)


myinnersuzi:

ppsperv:

Follow my tumblr—> Pretty Pink Sissy Perv


Not yet, but I know once I submit to a man, it’s inevitable.

myinnersuzi:

ppsperv:

Follow my tumblr—> Pretty Pink Sissy Perv

Not yet, but I know once I submit to a man, it’s inevitable.

(via easytiffany)


merlin-reborn:

Now that’s being ‘milked’.
Bliss.

merlin-reborn:

Now that’s being ‘milked’.

Bliss.

(via sheknowswhatsbestforme)


sissysucker:

audreybabe4u:

<3

soooooooo HOTTT

sissysucker:

audreybabe4u:

<3

soooooooo HOTTT

(via yourlittleslut)


(via feminizing)


rohosub:

Husband in a short steel Lori’s tube (kept in place with a Frenum piercing) on his knees in front of his wife doing the very humiliating task of milking his own prostate.

When you’re locked up in long term chastity (more than approximately 21 days) draining the prostate and the seminal vesicles with a prostate milking is a required procedure. An alternative might be a ruined orgasm, but properly ruining a man’s orgasm is extremely difficult and not as efficient as a milking. To me at least, even a successful ruined orgasm, makes me a bit less submissive and takes away some of the constant horniness that is necessary for a chastity lifestyle. A prostate milking does not. After a milking I’m just as submissive and horny as before but my ability to achieve a HFO (hands free orgasm) and the “pressure” is removed.

I guess no man is alike but for me it is necessary to receive/perform a milking every 21-28 days. If I go much longer than 21 days I have no problem achieving a HFO just by tensing and flexing my abdominal and buttocks muscles. This is something both my wife and I want to avoid at all cost.
I’ll post a video showing a hands free orgasm in chastity a bit later.

I often have to milk myself in front of my wife. This is both because a milking is somewhat time consuming and a task my wife finds a bit tedious, but also because my wife knows that the humiliation of the act (when done naked on the floor in front of her) fuels my submissiveness.

It you’re interested in learning more about why and how to drain yourself, your partner or your husband by prostate milking you should check out my earlier post here and here.


shapeshifterbook:

Don’t worry you cuckolding hot wives! It doesn’t take much to maintain your feminized male. A few seconds of a two fingered jerk followed by stopping and just holding for a ruined orgasm is all you need once a month or two.
Hugs
Barb
ShapeShifterBook.com

shapeshifterbook:

Don’t worry you cuckolding hot wives! It doesn’t take much to maintain your feminized male. A few seconds of a two fingered jerk followed by stopping and just holding for a ruined orgasm is all you need once a month or two.

Hugs

Barb

ShapeShifterBook.com


milkthatcock:

Looks like sissy just learned how to cum soft.

milkthatcock:

Looks like sissy just learned how to cum soft.

(via shapeshifterbook)


rohosub:

Prostate milking in chastity.

(via abnormalperversions)


(via mrtiny)


electrodick:

Étonnant, non?

thesouthernabyss:

Stick this one out until the end….pretty fucking amazing.

(via hummingbirdsnectar)


chien-de-nadya:

the bitch is tied for ”her” monthly milking
Mistress opens the padlock of the chastity tube
she jerks the bitch and ends milking allher” cum, with a ruined orgasm!!

(via sissychari)


lockedcockforher:

ultimate-sissy:

He told you that He wouldn’t cum until you had first. You originally thought it would mean a break from the hard and deep fucking and a nice blowjob. But then He started grinding His big hard cock against your sissy g-spot, and you felt that perfect feeling build up inside you.

That’s what a good dick should do to me

lockedcockforher:

ultimate-sissy:

He told you that He wouldn’t cum until you had first. You originally thought it would mean a break from the hard and deep fucking and a nice blowjob. But then He started grinding His big hard cock against your sissy g-spot, and you felt that perfect feeling build up inside you.

That’s what a good dick should do to me

strictly4mygoddess:

If he is not dripping, then you are not teasing and stimulating, he will never learn to crave your approval this way. The more his clit cries the quicker he will crave being your sissy cumslut. The quicker he will crave your approval.

strictly4mygoddess:

If he is not dripping, then you are not teasing and stimulating, he will never learn to crave your approval this way. The more his clit cries the quicker he will crave being your sissy cumslut. The quicker he will crave your approval.

(via abnormalperversions)