Had a Prostate Massage once and nothing happened. Not sure if the lady did not know how maybe. Does prostate stimulation work for everyone? Really want to try something new.

Not many men like the idea, to put it bluntly, a finger up their ass.

It sounds funny and thus the practice sounds wrong and difficult to imagine the pleasure that can be derived.

Reading your post Nikil5205, you have already dipped your toes in curiosities of the prostate sort.

I am not sure if your lady did it right or not, but I do know u shall walk away after a session with me and understand why it does "work"....and even think of a repeat visit!




RB.

Hi Nikil

I have had quite a few prostate massages in my time.
They can certainly vary. You get ladies who really just move a finger in and out your butt, or some gentle internal teasing. They might not actually hit the prostate like that, although I still enjoy the feeling anyway.

When a lady hits the prostate, and presses/ rubs hard on it, you should know. At first it might feel uncomfortable / you feel you might need the loo, but just go with it and relax.
A good long session on the prostate will build up the sensations, and eventually it might become a bit too much, so don't be afraid to say if that's enough.

I would suggest asking the lady initially to not touch your penis at the same time.that way your body won't get over stimulated and you can concentrate on/ enjoy the prostate massage alone. You should feel a sort of interesting internal pressure.

A good prostate massage might cause your penis to leak pre-cum , but I beleive its really just prostate fluid. This won't always happen, it might depend on the guy, and I guess other factors.
I thoroughly enjoy the senaation of that prostate leakage, it's sort of like a very very gentle light but extended orgasm.
I do wish that I could leak more during my sessions myself! I thinks that's called the prostate milking, not to get mixed up with a good penis milking!

I think getting a prostate massage on your hands and knees works best for that type of milking, and I love looking through my legs and seeing the fluid leak out.
(That said, you probably want to start lying on your back initially to help you feel more relaxed.

The best prostate milking stream I ever experienced was with one of those anal hooks
A big Steel ball attached to a hook, which can then be attached to a collar around your neck topull it right into place.
The tightness of that ball pushing on my prostate created a gorgeous flow!

Obviously, a strapon is a level up. Sometimes a strapong hits the prostate perfectly and it feels amazing, sometimes it's just a hit sore, sometimes it feels amazing going in and out, buy doesn't really hit the prostate. All depends on size, shape.and position I guess, but I'm no expert there.

I am guessing you are based in jhb/ Pretoria. Why don't you try the following ladies out? I suggest booking one of them each week, and compare the diggeremt sensations from each!

Russian bridgette

Have seen her a few times, excellent prostate massage and cock worship, and so easy to get along with, she will be able.to talk you through things very well



www.esa.co.za/escorts/viewEscort.php

Lisa

www.esa.co.za/escorts/viewEscort.php

Really want to see her, she has a range of toys to help hit your prostate too


Sage

Really want to see her, she is famous for her skills



www.esa.co.za/escorts/viewEscort.php

Rachel

Seen once, she can work your prostate hard. And my word, her breasts are stunning


www.esa.co.za/escorts/viewEscort.php

Kylie

Want to see her. I beleive she has a milking table. I think a prostate massage on a milking table would be amazing

www.esa.co.za/escorts/viewEscort.php

Alternatively, look up any Mistress in the Specialist section, they all generally know what they are doing in that department, and generally would have interesting toys to go with it

Finally, do enjoy some prostate themed poetry here:
www.esa.co.za/forum/thread.php

Xanthropus seems to know the PRO(state) ladies on here ...

Do we have any SPs in Cape Town who specialise in prostate milking?

On 2025-10-14 23:25:59 Frans007 said:
Do we have any SPs in Cape Town who specialise in prostate milking?

RB travels to CT often

Maybe Lisa will consider a trip to CT soon, *winking at you babe*

Alternatively, a local - Miss Red, seems highly recommended. Would love to meet her one day.

I'm in cape town myself!
I have suggested Lisa join RB on a trip sometime
But I think it would be a while before we hit it that lucky!

I have seen miss red once a while back - but I can't recall if I had a prostate massage in that session - I should also try see her again soon.

If I may have a stab at also describing the prostate feeling although xanthropus has done a faboulous job.

To me there's that feeling when you're driving fast down a dip your car. It almost sits not in your ass but inside your pelvic area - the one on a rollercoaster when you go "whoa!". I hope you get it.

So she someone is in your ass fiddling with the prostate it's that sort of sensation you should be getting back. What it does is, it starts in there in your ass/pelvic area and then as the massage/fiddling progresses along with your (super) relaxation, that connects around your body to become a pleasurable sensation.

If they keep at it in th same motion or same pace until your body gets it and has warmed up to this sensation your locked in for an orgasmic climax. Anyways, the leaking starts happening because you're now processing it as pleasure and boom you cum. I've had two in quick succession but with penis stroking. I had leaked before in my life until I was prostate touched by a lovely Shemale who knew what she was doing.

I'm still chasing that no-dick-stroking one.

Give it time and a chance.