Prostate milking thread

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>>9632202

>>9632202
im just to put this out there in case someone reads it

And seriously, i cannot stress this enough
>do anal shit for serveral years
>have orgasms but never ejaculate
>want to ejaculate
>can orgasm anally within 5 minutes
>have pretty decent control over my anal region

>one day i accidentally rub the tip of my penis against a pillow while riding a 5.5cm girth 21cm long dildo
>have the most intense orgasm and ejaculation of all times
>disregard the fact that my penis touched something
>try anal for a few months with no luck
then
>strap a vibrator to my penis because reasons
>suddently anal
>suddently very fast anal orgasm with ejaculation
>start to see a pattern
>decide this is the only reason of masturbation im "allowed to do"
>regular sex with gf or anal masturbation only
>gf doesnt into butt stuff and is kinda prude
>light spanking cancels sex for some reason
>k
>proceed to masturbate anally with vibrator strapped to penis for a month
>one day vibrator runs out of power in the middle of everything
>continue to pound butt
>anal ejaculation with anal only stimulation
>this is now a thing
>i can actually use this as a reliable source of masturbation
>gf lurks 4chen
>she talks me into chastity cage
>had to pretend it was hard to agree to that
>masturbate anally when she is not around and im locked up (which is always)
>have spare key for emergency

>enjoy sweet sweet complete anal orgasms with ejaculations because i accidentally did anal with a vibrator that eventually ran out of power
>GF doesnt know
>since penis isnt in use more than a few times a week i can also get off from blowjobs

Noob here, so far none of girlfriends wanted to finger-fuck me, and I don't want to do it myself because I'm afraid of touching myself down there, other than shavign and washing. I guess I'll have to. Any tips?

>>9632363
sounds like a bad relationship

>>9632305
>Shaken not stirred

None of this is real prostate milking.

>>9632567
Just get a man off craigslist to do it to you.

>>9632305
>golden eye remake by bioware

Is there such a thing as a prostate toy with a suction cup? I'm[spoiler] wondering for a friend[/spoiler] [spoiler]it's me[/spoiler]

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>>9634607
Well that's embarrassing

>>9634607
get a load of this guy...

>>9632363
Wait.. what

>>9632363
>Gf is "prude"
>Cancels sex if spanked
>Talks you into chastity
>Not dumping the cucking slut


Stay beta.

>>9632202
Source? I can never ever find this

>>9634714
strapon dreamer Cleo 'n Cindy - The Black Hole

>>9634408
My wife does exactly the same to me. Feels incredible to get milked especially since she really does know my "sweet spot". So its very easy for her to make me cum five or six time within like 30 minutes or so. Im just on my knees, head on a pillow and let her do all the work. She uses two fingers, massaging my prostate real good and strokes me with the other hand.

But when I cum, she just uses her fingers up my ass. feels amazing.

>>9632567
Get some latex or nitrile gloves
Use plenty of lube
Have fun

>>9634607
It'd be better to just get a suction dildo and ride it at the proper angle. I've only found one prostate-specific toy with a suction cup.

>>9634408
Who is she? This is exactly the kind of woman I would love to take me with a strapon.

>>9634616
[spoiler]highlight ctrl S is your friend[/spoiler]

>>9634960
It isn't when spoilers aren't active

>>9632363
none of this makes any sense

>>9634951
Lilu

>>9634891
And that would be?

>>9634891
>asks for suction cup prostate toy
>reply that you only found one
>doesn't link it

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>>9632363

Any where she drinks it afterwards? Or an ejaculation right into the mouth? I've never seen this.

I am a prostate purist and I don't consider any of these prostate milking. It's just being jerked off with a finger up the ass. Prostate milking would be getting milked with prostate only stimulation.

>>9632202
prostate milking isn't the same as anal orgasm

most of the shit ITT isn't even anal orgasm

>>9632202
Iron man's girlfriend?

>>9638814
>I am a prostate purist

How did you get to that point?

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>>9638814
>>9639250
this

>>9643322
Is it strange that I see this and think, 'that is going to get in the grout and never come out'?

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I can't ejaculate with only anal stimulation
Every time I have to be jerking my cock
any tips? I can ram my prostate til its raw but I just won't cum from it

>>9643698
You're just a clean person

Make the trap lick it out

>>9643698
is that you tile masturbator?

>>9643973
No. I have never made a seriouse run at pegging myself. Also, I don't get wearing womens clothes.

>>9634607
LEDDIT LET OUT ANOTHER ONE DIDNT THEY. FUCK OFF

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any more girl milking their men b?

>>9634951
It says LilusHandjobs right there in the top left corner you idiot.

>>9643736
I've only cum once from anal. I was a young adult and had a panasonic electric razor and pushed it up myself. I sat there as it got better and better. Suddenly I came and it was awesome. I drooled all down my shirt I went kind of brainless for a while.

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>>9632363

>>9643698
I thought I was the only one.

Cum on the TILE, not the grout FFS.

>>9643736
Try grinding on something. The bottom of your cock might still be rubbing on something (mildly, take it easy there), but it's technically hands free.

I've never exploded from anal, but I have cum in a series of short bursts. Minigasms.

Does anyone have that gif or webm of a woman tugging on a black dudes balls which forces him to cum and then she laughs.

>>9632684
>>9633918
These.

>>9643698

looks like rigid vinyl

>edge a bit
>stick finger in butt right after
>cum
>dick isn't sore as it usually would be after jacking off
>my dick can now do a round 2

so i take it i did it correctly?

>>9632202
>>9632208
>>9632367
>>9634616
>>9643736
>>9645858
GTFO with these gifs. What is this, 2015?

>>9648157
Feel free to post OC, bruh.

>>9634860
have a direct link? everything I found was deleted

>>9648256
https://mega.nz/#!AENDVQpa!-4LI8A3wk-x31HmlerpLINFNXhDjenBilGkNuG_SZ3A
The gif is from the last 3 minutes

>>9632363
this is not true

>>9632363
>And seriously, i cannot stress this enough
Haha.

>>9632363
I thought I was on /b/ there for a while

feels good man , my girlfriend has recently started giving me prostate massages and makes me cum while fingering my ass/massaging prostate and just leaving my cock in her mouth for clean up and swallowing purposes.

>>9632567
You're afraid of touching it but you want someone else to.

Uh huh.

>>9652216
Sauce please ?

>>9652380
son are you actually retarded

>>9652380
skin diamond - man vs machine
couldn't find it on any tubes

>>9652537
>skin diamond - man vs machine
https://biqle.ru/watch/-118467291_456239067

>>9638322
oh yeah, can confirm, there's just the one

>>9634631
>Talks you into chastity
Not that guy, but i'd hand the keys to my holy trainer over in a heart beat to a girl. But if im letting her control access to my dick its going to be the only dick she has access too.

Recently my GF started to massage my anus and introduce her finger into my ass, when she does it (while doing me hj) I cum in a few seconds, any recomendation?

>>9654378
Move on to strap-on.