Prostate Milking (18+)

thickcockjames

Legendary Member
Verified
Gold
Joined
Oct 12, 2013
Posts
522
Media
34
Likes
2,333
Points
363
Verification
View
Sexuality
100% Straight, 0% Gay
Gender
Male
I recently heard the term "prostate milking". Has anyone ever try this? How would you feel?

I got in the same boat a few years back. Got very curious about it, so I tried it out. First I tried using just a finger, but ended up getting a few toys to give it a proper go.

It's...different feeling. If you've ever squeezed your belly button, its kind of like that. For me, it actually makes me lose my erection if I'm jerking off, but if I don't touch my cock, and only massage my prostate I'll get crazy rock hard and as I'm about to cum its super intense feeling. The orgasm itself is all over the place, sometimes its huge ropes being spurt out, other times its a steady stream off cum just oozing out.

Either way, give it a shot. It takes a little while to figure out how to get it, but once you do it's kinda fun. I don't do it much anymore because of the prep and cleanup needed to avoid getting poo on things.
 

heavy weather

Mythical Member
Joined
Jun 13, 2006
Posts
4,340
Media
0
Likes
39,633
Points
518
Location
New York (United States)
Sexuality
100% Gay, 0% Straight
Gender
Male
It's amazing. Went to get a massage. Excellent skilled masseur, who got me very relaxed. I was kind of half dozing when I noticed he was playing with my ass. A few minutes later, I was in ecstasy. He explained he was giving me a prostate massage. I don't think penile stimulation has eve felt as good. This was deeper and I felt it through my whole body. Highly recommended.
 

Love in a Mist

Legendary Member
Verified
Gold
Joined
Mar 29, 2020
Posts
235
Media
16
Likes
1,076
Points
388
Location
Phnom Penh (Cambodia)
Verification
View
Sexuality
80% Straight, 20% Gay
Gender
Male
I got in the same boat a few years back. Got very curious about it, so I tried it out. First I tried using just a finger, but ended up getting a few toys to give it a proper go.

It's...different feeling. If you've ever squeezed your belly button, its kind of like that. For me, it actually makes me lose my erection if I'm jerking off, but if I don't touch my cock, and only massage my prostate I'll get crazy rock hard and as I'm about to cum its super intense feeling. The orgasm itself is all over the place, sometimes its huge ropes being spurt out, other times its a steady stream off cum just oozing out.

Either way, give it a shot. It takes a little while to figure out how to get it, but once you do it's kinda fun. I don't do it much anymore because of the prep and cleanup needed to avoid getting poo on things.
Sounds amazing and hot, worth trying one day.
 

Love in a Mist

Legendary Member
Verified
Gold
Joined
Mar 29, 2020
Posts
235
Media
16
Likes
1,076
Points
388
Location
Phnom Penh (Cambodia)
Verification
View
Sexuality
80% Straight, 20% Gay
Gender
Male
It's amazing. Went to get a massage. Excellent skilled masseur, who got me very relaxed. I was kind of half dozing when I noticed he was playing with my ass. A few minutes later, I was in ecstasy. He explained he was giving me a prostate massage. I don't think penile stimulation has eve felt as good. This was deeper and I felt it through my whole body. Highly recommended.
Do you enjoy doing and continue to do it now? Have you trying doing by your own?
 

heavy weather

Mythical Member
Joined
Jun 13, 2006
Posts
4,340
Media
0
Likes
39,633
Points
518
Location
New York (United States)
Sexuality
100% Gay, 0% Straight
Gender
Male
Wow! How did you get so lucky to have that happen with the person giving you a massage!?

i think it was a part of his standard massage. His ads indicated he was oriented to gay men.
Used to be in the Columbus Circle of NYC advertising as "Chris, superhung graduate student for M2M massage."

One of the best sexual experiences of my life. He was tall, lean, and handsome with an exotic mixed-race look, And a big old dick that he exposed at one point during the massage and offered "play time" for extra $$$. I opted for just the massage.
 

NudeDude71

Legendary Member
Verified
Gold
Joined
Jul 8, 2020
Posts
339
Media
1
Likes
1,524
Points
288
Location
Texas, USA
Verification
View
Sexuality
Pansexual
Gender
Male
It's a part of my sexual life. I bought a Big Boy Prostate Massager and it's awesome.

Hi.. regarding the Big Boy Prostate Massager, does it stay in place without effort? I.e., does it stay 'in' comfortably?
It looks like there's not much space at the bottom for the body's natural sphincter to hold it in. I've experienced that with toys that didn't have enough of a taper or 'neck'. Appreciate your feedback.
 
  • Like
Reactions: heavy weather

heavy weather

Mythical Member
Joined
Jun 13, 2006
Posts
4,340
Media
0
Likes
39,633
Points
518
Location
New York (United States)
Sexuality
100% Gay, 0% Straight
Gender
Male
Hi.. regarding the Big Boy Prostate Massager, does it stay in place without effort? I.e., does it stay 'in' comfortably?
It looks like there's not much space at the bottom for the body's natural sphincter to hold it in. I've experienced that with toys that didn't have enough of a taper or 'neck'. Appreciate your feedback.

So, it’s never been a issue for me. The “bulbs” on the massager seem to be large enough so when it’s inserted beyond the anal sphincter, it’s held tightly in place. This might vary according to one’s sphincter tone and the diameter of the insertable region. The thing seems to be designed so you can sit while using it if you need to thus your body weight would keep it in place. Here’s a pic:
41E561D9-0F64-4530-8722-E6B083C91AB9.jpeg

And here’s a vid of it being used
 

swingfun

Legendary Member
Joined
May 17, 2009
Posts
960
Media
0
Likes
1,997
Points
273
Location
Oklahoma
Sexuality
100% Straight, 0% Gay
Gender
Male
If you can find a partner willing to help you it makes it more enjoyable. The time i got to try one we were at a swing party. One of the women there had started selling sex toys. This particular evening she had brought a few. One was a prostate massager. Being curious i volunteered to try it out. My wife and i went to a seperate room with this woman. I lay down and had my ass lubed. I was told to relax..i did and as she pushed it in she started the vibrations. I got instantly hard. My wife lightly stroked me. After about five minutes i came HARD. Very intense. It was so good we bought it on the spot. We have used it a few times since. Worth every penney.
 

paget54

Superior Member
Account Deletion Pending
Joined
Oct 6, 2012
Posts
1,802
Media
0
Likes
5,091
Points
233
Sexuality
100% Straight, 0% Gay
Gender
Male
I've written in other posts about my prostate massaging experience. A few years ago, I used a glass dildo to try to milk my prostate. I did get a few drops of fluid but nothing spectacular. So, in the last few months, I've used my finger internally to touch my prostate but can't get comfortable to keep stroking it - my arms or fingers apparently aren't quite long enough. LOL. But, I have become pretty good at milking my prostate with an external massage.

I lay on my back and put my legs up in the air, sometimes on a table. I then start stroking my cock with one hand and rubbing my taint with the other using 3 fingers. It sometimes take me a minute or so to find the right spot but I can feel my prostate swelling and the pleasure starting to build. All the time I rubbing my taint, I'm stroking my cock which generally remains flaccid. As the pleasure builds, I can feel the prostate fluid start to rise through my urethra and the feeling is both exciting and exquisite. Within a few minutes, I'm expelling prostate fluid and enjoying the please - and, my cock isn't even at half-mast.

At that point, I'll stop massaging my taint and try to seriously wank. My cock will become harder and within another few minutes, I'll have a dribbling ejaculation. It feels like a 2-for-1 experience where I'm having 2 orgasms in one session.
 

goander

Legendary Member
Joined
Jun 6, 2017
Posts
1,908
Media
13
Likes
2,399
Points
158
Location
Florida (United States)
Sexuality
No Response
Gender
Male
So, it’s never been a issue for me. The “bulbs” on the massager seem to be large enough so when it’s inserted beyond the anal sphincter, it’s held tightly in place. This might vary according to one’s sphincter tone and the diameter of the insertable region. The thing seems to be designed so you can sit while using it if you need to thus your body weight would keep it in place. Here’s a pic:
View attachment 19133821
And here’s a vid of it being used

This was my first massager not knowing any better. It is too big for me. I also have the Naughty Boy one.
 

Lance V

Legendary Member
Verified
Gold
Joined
Dec 31, 2019
Posts
443
Media
9
Likes
1,687
Points
288
Location
Dallas (Texas, United States)
Verification
View
Sexuality
80% Straight, 20% Gay
Gender
Male
My first physical after I turned 40 included a prostate exam. Never had one before. It was interesting.

The year following the same doctor wanted a specimen by expressing my prostate. Since it wasn't exactly unpleasant the first time around I was game.

I quickly became uncomfortable because as he began with the pressure I was becoming erect and embarrassed. With a sudden force he literally pushed fluid from my semi-erect penis into a dish.

I told him later that if he needed that kind of specimen a Playboy and 15 minutes would do it next time. He laughed and said that he needed the seminal fluid and not the sperm.

I've never had another doctor perform that procedure on me.