Gay

i also would like to know the answer to this question

If I do that and cum would I turn into a gay man?

vist /adv/

I have been able to but i find it hard to maintain a pace that allows me to climax. It can take a long time but when i am able to its a mind blowing orgasim. I have passed out right after on a few ocations

>>693867352
Yes. Buy one.
It takes practice, but once you're comfortable enough and tried it enough you'll cum buckets. It's so much better than regular masturbation it's not even funny.

>>693867961
No unless u get fucked by a dude

>>693868108
Seconded.

It's not gay if u dildo yourself right?

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>>693867352

I cant unless I do it while sniffing poppers.

>>693868258
That's called masturbating.

>>693868258
It's a spartan thing.

>>693868108
>>693868213
I have a 9 inch one with a 3.75 girth and I can fit about 7 inches in. I can't for the life of me reach orgasm without touching my dick. I don't even feel any pleasure unless I do so. any tips?

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>>693867961
You would probably turn bi but you never know it might even make you gay

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>>693867352
Yea its called a prostate orgasm.

Unfortunately for me i am able to find my prostate and milk it but mine is so far back its hard to reach and i get no pleasure out of it.. I just dive right in and press hard and am able to press out prostatic fluid. But i get no pleasure from it

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>>693868505

>>693868774
got one. still nothing. is there a certain way to use it?

>>693868774
Is that a dildo or a fucking decoration? Seriously though what is that??

>>693868885
There isn't, really. Just find your spot and massage it gently untill you're comfortable with it. Then go more rough as time passes untill the point of orgasm. At least that's what I do.

>>693869018
You put it on top of the Christmas tree.

>>693869018
prostate dildo you fucking cunt

>>693869186
I've never been able to find my spot. whats the best position?

>>693869018
Prostate dildo. A dildo for heterosexuals.

Stupid, faggot.

>>693867352
I've been chasing that dragon for 20 years now brah. The "sweet spot" seems to keep moving in deeper and deeper. Closest I've been is masturbating until really close then finish off with the anal. But I don't think it's quite as good as it might seem.

>>693869412
LOL, what a faggot. Don't know about prostate dildo.

>>693869358
same I've been curious to try a prostate orgasm but i can never find it in there

>>693869597
how long have you been trying?

>>693869358
Best position I've personally found is your back bent either with your legs on the floor (You know, how you normally sit on a floor, legs under your ass), or holding yourself up with hands and feet while lowering yourself onto it.

>>693869849
so kneeling? i dont quite follow the second one

>>693869412
"dildo for heterosexuals".
>dildo
>heterosexuals

Wut.

>>693869849
can you show it in a pic dosent have to be good i cant picture what your trying to say

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>>693867352
Some people find it easy, some people find it hard, some people never manage it. I've managed it 5 times in 10 years.
Get yourself a proper dildo, learn how to clean yourself out properly, and find your prostate with your fingers. That's the sweet spot. Get the head of the dildo rubbing over that spot as you fuck yourself, relax and don't stop, keep a steady rhythm.
And yes, you really need a proper dildo.

>>693868505
You might just be one of the people who find it difficult. Keep playing with your dick because... well, masturbating with a cock in your ass feels good anyway. If you really want to prostate orgasm follow the tips above.

Also size isn't that important when choosing a dildo for this. Don't get me wrong, I'm a size queen and love taking big dicks and getting stretched but those aren't the dildos I used when I had prostate orgasms.
I've found my Doc Johnson 8 inch realistic with tthe suction base is perfect for me (pic related) but most people would still find that too large.

Keep at it guys. It's not always easy but it's fucking earth shattering when it happens.

>>693868774
Go Steelers

>>693869988
>>693870134
Yeah I'm shit at explaining. You know the reverse crab position? That, but lowering yourself on the dildo.

>>693869988
Or indeed kneeling.

>>693870171
why black anon?

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>>693867352
absolutely. first time for me was a girl using a Hitachi vibrator (with attachment - pic related) on me. best orgasm I had ever had. and I wasn't touching myself at all.

>>693870171
I have that but it takes a long time to work it inside. It hurts when I manage to get it in

>>693870427
white ones dont come in that size

>>693870226
I can find the prostate i guess because i can milk it by pressing really hard. Other than that it is really hard to reach aand get pleasure from it.

>>693867352
yes, you need a toy that will dragg accross your prostate or penetrate in a way that massages it. Perfectly straight penetration with a smoothish object is unlikely to work.

Also, took a long time to get the hang of it for me. years probably.

>>693869988
Squat on it. Stick your dildo to a hard surface on the ground or a coffee table or something, keep your feet on the ground and lower yourself onto the dildo.
It helps if you've got some thing to hold onto for balance as well.
I usually do it in the bathroom. Dildo goes on the floor tiles, hang onto the towel rail, impale yourself on that rubber cock and bounce on it like a bitch. Keep the head rubbing over your prostate with every thrust and presto.
Even if you don't manage to cum anally from it it's still the best way I've found to give myself a good dildo fucking.

>>693870427
More degrading. lol

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>>693870226
so like this?

>>693870595
I've never found my prostate so it wont really be more pleasurable. also its longer than i can take so i have to be careful when bouncing

>>693870755
Yee

Do tranvestites got prostate aswell?

>>693870755
Fucking beautifully drawn, btw.

Anal orgasms are hard as fuck. Took me a year to learn. It's something that actually takes practice.

>>693870858
i know...
im so shit

>>693870474
First of all, Enemas! Clean your hole out so there's nothing in there but lube and cock. Going in dirty doesn't feel good.
Second, take your time and move up in stages if you can. Start with a finger to lube up and loosen out, then use a smaller toy, go slow until you can fuck yourself easily. Then either move up to a medium sized toy and repeat or go VERY slowly on your main toy until it's all the way in then slowly start working it.314

>>693871019
314?

>>693871019
I can get 7 inches of my 9 inch 3.75 inch girth inside no problem

>>693867352

My wife can.

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All of you make this too hard.

Get a dildo, feel out your insides. Poke around,it should be along the walls closer to the front of your body. When you find it, it feels like the feeling right before you ejaculate normally.

Once you know where it is on your body, try different positions in an attempt to massage/fuck that spot hard, fast and for a long time. It isn't easy. It takes time, so try to find the most comfortable position.

Also, be careful... because it is possible to pass out from the orgasm for a short time, so make sure you won't fall or some shit.

Source: I masturbane ways too much... pic related.

>>693870757
Find it with your fingers. It's a couple or three inches in behind your dick. If you were born male you've got one.
And you've got the wrong toy. You should be able to go balls deep on it for the purposes of this.

>>693871153

I do admire your dedication...

>>693871153
straight up degenerate

>>693871153
damn
i would love to own an advanced fap cupboard

>>693871132
Either it's a fag from St. Louis, or he's saying something about pi.

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>>693867352
I didn't read the entire thread, OP, so maybe someone already explained it. But yes you can come from having your prostate massaged alone, but it really helps for you to be fully erect first. Not fapping for a few days to build up a reserve and then edging for a few hours to get it started really helps. Also, being fully erect also ensures the prostate is "primed" and can easily be massaged.

You can trust me, I'm from /mlp/.

>>693867961

If it's a toy and just you it's just masturbation

>>693871153

Masturbane... Masturbate* fuck you auto correct. Now all I can think of is bane's voice

>>693871153
This is true. Another reason why you should be able to take whatever toy you're using balls deep.
I didn't black out the first time but it was close. Everything went white, my legs gave out and I collapsed on the bathroom floor after yelping like a bitch and squirting cum clear across the room. I had to lie there for 10 minutes with cum dribbling out while I recovered.

>>693871250
I can't get my fingers that deep. Whats the best position? and I have a couple toys:
8 inch 3.75 girth
7 inch gspot vibrator
10.5 inch anal beads 3.25 girth at its largest
7 inch 5.5 girth

>>693871153
Are you a professional gay-sissy? With that sorta setup, I'd have trouble believing otherwise.

I do wish I could test drive that cabinet though....

>>693871132
>>693871419
Fucked up the captcha

>>693871601
"Oh yes, stroke your penis for master Bane"

>>693867352
...
https://www.youtube.com/watch?v=1zPJxtJBRF8
https://www.youtube.com/watch?v=tC0c58Vx6_A
https://www.youtube.com/watch?v=PQ8q49g1Nu4
https://www.youtube.com/watch?v=oV0giJks8sg
https://www.youtube.com/watch?v=0Ah-0ryyULI
https://www.youtube.com/watch?v=r4wUHIDO0bM
https://www.youtube.com/watch?v=O8IWybdQlAw
https://www.youtube.com/watch?v=YpvEXEdxVF4
https://www.youtube.com/watch?v=en-ZhhUdwR8
https://www.youtube.com/watch?v=Vz84vEaAgEM
https://www.youtube.com/watch?v=PkOcm_XaWrw
https://www.youtube.com/watch?v=XpdUkZbUbbo
https://www.youtube.com/watch?v=lyAWDyg4pV4
https://www.youtube.com/watch?v=nA4RvGG7uZw
https://www.youtube.com/watch?v=wNO27Nbozjg
https://www.youtube.com/watch?v=avhXbhNrimQ
https://www.youtube.com/watch?v=p8S8fE1YeCM
https://www.youtube.com/watch?v=emP-36ziOE4
https://www.youtube.com/watch?v=JHZiSqlqIGg
https://www.youtube.com/watch?v=L4YemymmC8o
https://www.youtube.com/watch?v=Z7zBwtAUxNE
https://www.youtube.com/watch?v=JcniyQYFU6M
https://www.youtube.com/watch?v=QMazVJIi4YU
https://www.youtube.com/watch?v=JBXT4junAQU
https://www.youtube.com/watch?v=TJ01iVKQm8k
https://www.youtube.com/watch?v=lfS0yfDum8Q
https://www.youtube.com/watch?v=PI8pRzNTelM

>>693871601
I'm cumming now. FOR YOU.

>>693871692

Wtf is a "professional" sissy

>>693868406
Those are good even tho the rush i get is the black cap sold as nail polish remover but damn it kicks like a fucking horse

>>693867961
did the fucking balls touch?
exactly

>>693871686
Squatting or kneeling. Try kneeling and reaching back between your legs.
Doctors are able to check it with their fingers so it's withing reach.
Out of those I'd go with the 8x3.75. Practice with it and make sure you can comfortably take the whole thing before you try working on your prostate specifically.
Never been a fan of vibrators. They don't work for me.

>>693871966
I'm not exactly sure, but I would expect to find a nicely organized collection like that.

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What sort of dildo should i start with? That dosn't cost a shitload of money.

>>693868774
Fucking thing doesn't do shit for me.

>>693867352
Pay hooker to give prostate massage

>>693872115
that angle is really awkward for me. is that really the best way? and as for the 8 inch, i cant take all of it. maybe 6-7 inches at most

>>693872386
Look around the sex toy sites. You want something around the 7 inch mark with a flared base or balls and a suction cup. They start out dirt cheap and go up from there.

>>693871153

This brings a whole new meaning to coming out of the closet.

>>693870506
Yes they do though.

>>693872386
Buy a grab bag toy from Tantus. Cheapest and safest sex toys you can buy. Expect $40ish plus shipping, or wait for one of the many sales they are always having and get one dirt cheap. You're best to go with a soft material toy. I've had experience with the bigger ones that are more firm and they can really hurt sometimes just because they have no give to them. The softer the better.

>>693872430
Either git gud with that dildo or invest in something slightly smaller.
My biggest is a dick rambone. I use that when I want to get stretched. It's useless for working my prostate though.

>>693872430
Either that or lying on your side and reaching back.

>>693871153
>>693871429
You guys put my modest selection to shame. Why must BD cost so much to ship to Canada?

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>>693872904
Forgot pic like a dummy

nobody mentioned this.
would a vibrator work better for this? or should you just stick to a basic dildo?

genuine question.
just a latecummer

yes you can... I do this sometimes...
do that, ultra pleasure

>>693871966
Someone who cams or sells vids/pics, so well they they don't have a day job.

>>693873009
But, Anon, it's not about how much toys you have, it's about how much you use your toys! <3

>>693867352

Back in high school I used to let my best friend fuck my ass at least a 3 or 4 times a week.

I didn't cum everytime he fucked me but I did cum regularly just from him fucking me and without me jacking off at all while riding his hard cock.

>>693873009
Is that one in the middle named something like "Lean Luke"?

>>693873106

Nah, I don't cam...yet. TBH, doubt I could make much that way.

>>693873018
Unless you're really sensitive back there the vibrator will only ease your muscles. I've personally had leg shaking triple orgasms from just riding a regular toy I stuck to the floor. That was fucking intense, holy shit.

You people make me sick do you know that?
Sitting around all day being a leech to society
while you jerk your meat to other peoples wives and gf's...it's so pathetic i can't even.,..i just...can't even...
You people are so depressing and sad like seriously..
Please get some help while there is still time..
your serious not right in the head..guys so....... miniature in size it's no wonder you people are dicks....

>>693873018
I can only speak for myself, but vibrators don't work for me.
I need something rounded rubbing up and down, back and forth on my prostate to cum.
That's why I always recommend a medium sized dildo with a suction base.

>>693873009
"AND THIS IS WHAT IT'S LIKE TO GO BEYOND SUPER SAYIJIN!"

I cum instantly hands free from 1finger... Im not even gay or into anal

>>693873346
>>693873417
what if it was dildo shaped and sized?
ribbed or something AND vibrated?

that should be like.. double the pleasure right?

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I have this toy that I fucking love. I love the feeling of it speading me open.

But sadly I can't take all of it, I seem to hit a wall and can't get the last couple of inches in.

>>693873525
Vibrations do nothing for me. I gjust get a weird feeling behind my dick and a kind of uncomfortable feeling in my prostate. Not pleasurable. A good fucking is all I need. lol

>>693873748
hmm.. so you think it actually makes it worse?

appreciate the answers so far though anons

I always feel like I'm about to cum but it doesnt happen ;( any tips I wanna try right now

>>693873525
If your intestinal wall isn't too thick then the vibrations might be more pronounced and you "might" cum or something to that effect, but the real show starts when you're actively rubbing it.

tr;dr: the vibrations are ancillary to the feeling from active rubbing pressure

>>693867352
..,
https://www.youtube.com/watch?v=1zPJxtJBRF8
https://www.youtube.com/watch?v=tC0c58Vx6_A
https://www.youtube.com/watch?v=PQ8q49g1Nu4
https://www.youtube.com/watch?v=oV0giJks8sg
https://www.youtube.com/watch?v=0Ah-0ryyULI
https://www.youtube.com/watch?v=r4wUHIDO0bM
https://www.youtube.com/watch?v=O8IWybdQlAw
https://www.youtube.com/watch?v=YpvEXEdxVF4
https://www.youtube.com/watch?v=en-ZhhUdwR8
https://www.youtube.com/watch?v=Vz84vEaAgEM
https://www.youtube.com/watch?v=PkOcm_XaWrw
https://www.youtube.com/watch?v=XpdUkZbUbbo
https://www.youtube.com/watch?v=lyAWDyg4pV4
https://www.youtube.com/watch?v=nA4RvGG7uZw
https://www.youtube.com/watch?v=wNO27Nbozjg
https://www.youtube.com/watch?v=avhXbhNrimQ
https://www.youtube.com/watch?v=p8S8fE1YeCM
https://www.youtube.com/watch?v=emP-36ziOE4
https://www.youtube.com/watch?v=JHZiSqlqIGg
https://www.youtube.com/watch?v=L4YemymmC8o
https://www.youtube.com/watch?v=Z7zBwtAUxNE
https://www.youtube.com/watch?v=JcniyQYFU6M
https://www.youtube.com/watch?v=QMazVJIi4YU
https://www.youtube.com/watch?v=JBXT4junAQU
https://www.youtube.com/watch?v=TJ01iVKQm8k
https://www.youtube.com/watch?v=lfS0yfDum8Q
https://www.youtube.com/watch?v=PI8pRzNTelM

My problem is that I have the rhythm of a left footed jew and when it starts to feel good I lose the motion.
Would probably work better if someone just fucked me.

>>693873840
For me, yeah. Doesn't work.
Some people find it easier with a vibrator but they seem to be thin on the ground.
If you've been trying it and not getting anywhere it's time to change up your method.

>>693873888
trips must not lie.
thanks for the info

>>693873553
There's a second sphincter you have to learn to control, then the last inches will be all yours.

>>693872386
Ladygasm 8.5" Long Dong Silicone Dildo

From Amazon it's 15$. I have one and I love it.

>>693873902
?
https://youtu.be/mPR7LB2ayoU

>>693873009
how far can you fit Brolly up your ass?

>>693873985
Dunno, I've had 3 girls who dildo fucked me regularly and I've been fucked by 2 different guys and I've never actually cum from it.
I need to be in control to get to that magic place.

>>693874104
i just took an actual dick the other day.
it was painful but damn it felt good.
never even knew an actual orgasm could come from prostate stimulation alone. but gay friend that fucked me said he felt bad cause thats what he was trying to do for me.
said its why he didnt stop when he came. i was wondering.

since then ive been more than curious

>>693873188
gay

>>693874248
rolf

i went a month without jerking off or having sex because i had no desire while using heroin.

got off heroin for a week and smoked some meth. all the month long constipation came rumbling in my belly.

ran to the bathroom to let it out. my shit has condensed all together to form a solid mass.
>my asshole can't open that wide.jpg

push as hard as i can and as my asshole rips and my giant shit comes out my dick literally dribbled out a huge glob of cum that had been stocked up over the past month.

and that's how i came the first time without any stimulation.

Thanks faggots. I've been trying to resist the urge to fuck myself silly with a dildo for a few days now. I can't contain myself after going through this thread.

>>693874324
No need for him to feel bad. Taking dick is pleasurable from numerous aspects and prostate orgasms are rarer than you'd think.
You've got the mental aspects of submitting to another guy and letting him use your body to get himself off.
Then you've got the physical sensations of getting your hole opened up, that cock pumping inside you, and stimulating your prostate.
IMO you need to be able to do it yourself before anyone else will be able to do it for you.

>>693874903
IKR!
Wasn't on my mind until this thread but now I want a dick in me. lol

>>693874831
Sorta similar story, minus the drugs. I had always noticed that when I held my shit all day it felt better when I fapped because it was pressing my prostate. So one day while on the toilet I decided I'd try to time my fap so that I would cum at the exact same moment I took a shit.

Bruh. Fuck.

>>693875561
gross

>>693874989
this is all very true. thanks for the input anon. tried to talk about this the other day and all i got was hate.
you make sense though.

>>693874903
Ha! I just NOW stuck mine in just because this thread worked me up! I actually am using >>693868774 right now.

just took 30 minutes to try to get a prostate orgasm. felt some tingles in my body but then they went away. gave up after it happened ~5 more times but my orgasm was the same as it normally is

>>693875722
np. Most guys on here just get their ideas from their weird sissy fantasies and don't realise the level of intimacy involved in letting a guy fuck you.
For me, it's just as much mental as it is physical.
>>693874903
>>693875757
Fuck it. Joining the club. lol
Plug going in now.

>>693871429
this is what happens when you have been going on /b/ for the past 10 years

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>>693876570

>>693876750
That seems plausible. The more I'm here the more of an urge I get to be a girl. /b/ is corrupting my brain.

>>693876497
You're doing it right, Anon. Keep practicing and hopefully you'll get there.
It helps if you can get in a headspace where you're not even think about it, just get a rhythm going and let it build up without thinking about it.
What techniques/toy/position were you using?

>>693874214
Amazon sells dildos?

>>693877092
Amazon sells almost everything. Even 50 gallon drums of lube.

>>693876956
i was on my right side using my left hand to thrust in between my legs with my left leg slightly elevated

>>693877092
Yep. Thousands of them. Your best bet is to go on one of the big sex toy websites since theyre much easier to navigate. Once you've found the one you like look it up on Amazon and you can usually find it cheaper unless it's some weird specialist shit.

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>>693877165
>>693877283

>>693877092
What else is Amazon for? Besides lingerie.

>>693877194
Try the same position but reaching behind you instead of between your legs.
You'll be better off with a toy you can kneel or squat on so you can ride it IMO.
What toy were you using?

It only works when I jerk off a little and then continue to be a faggot with my ass.
The orgasm has always been small though, and it's like having something up my ass blocks the semen from being able to come out, so it's always like one squirt. I don't understand.

>>693876750
Yep. It's Saturday night and I'm spending it with a plug in my ass and a bottle of poppers under my nose teaching other guys how to fuck themselves with dildos. God bless /b/

>>693877464
There's no toy i can fully sit on. i can only get ~6 inches inside me. I was using my 8 inch 3.75 girth

>>693867352
Go fuck yourself

>>693877726
I have the same problem. Hitting a "wall" about six inches in.

>>693877898
literally

>>693877941
yeah so i cant really sit/squat on any of them

I'm all cleaned out gonna try a tooth brush for idk how many times in tried with no success wish me luck

>>693877668
Getting hard first and edging for a while helps because it will wake your prostate up.
As for the one squirt thing, I can relate. I usually get a couple of spurts and a dribble when I fap normally. When I manage a prostate orgams it fucking SHOOTS out of me in 3 massive jets.

>>693877726
>>693877941
There's a second sphincter muscle you have to learn to relax if you want to go deeper. Mine's much further in than 6 inches though, more like 9. Either practice until you can take the whole thing comfortably or invest in something smaller to work your prostate with.

bump for moar plugged holes

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>>693877464
>>693877680
If i'm in the same position as the picture, should i be applying pressure so the tip of the toy is pressing up or facing it downwards and applying the pressure there?

>>693877999
Good luck /b/ro.
You should really get yourself a proper toy though. Toothbrush seems like it would be too thin to be comfortable. Something about the thickness of a broom handle with a rounded head would be best.

>>693878337
i wanna get more toys but they're expensive. plus shipping is a lot on top of that

>>693878441
If you're lying on your back it's up towards your dick. A couple of inches in and behind the base of your cock, basically.
If you can find it with your fingers it's about walnut sized and sensitive. Move your toy around in there until you find it. You'll know it when you find it. Treat that like a girl's G-spot and you'll have a grand old time.

>>693877999
>>693878550
Electric tooth brush it's kinda thick

>>693878937
how deep would you say? like 3 inches? and im a virgin so that example is lost on me. but i get the jist

So, i've been having a huge issue with this. I've found I enjoy prostrate stimulation, such as jerking off with a finger in my ass. And this makes me want to try the whole nine yards with prostrate orgasm. But I can never get passed the hygene. I can never get it right. And keeps me from being completely relaxed, any tips?

>Having to touch/fuck yourself to orgasm.
>Not being able to cum from hypnosis.

Bunch of slack jawed faggots.

Also
>Actually cumming.
>Being controlled by your urges.
>Being this much of a pleb

>>693879266
2 or 3 inches. Basically, If I put my middle finger all the way in I can circle the tip of it all the way around my prostate.
And the G-spot is just the spot that feels best. That's the part that needs to be massaged and stimulated to give you the best experience.

>>693880160
yeah for some reason i cant get my whole finger in. i cant get the right position

does this work on grills or is it just a guy thing

it's for research purposes

>>693880561
nope. girls dont have a prostate. theyve got a gspot tho which is pretty much the equivalent

>>693879414
Enemas are the way forward anon.
Unscrew the head from the shower hose, get the water set so it's body temperature and just dribbling it out. Press the end against your hole and relax until you can feel it going inside. When you start feeling full take the hose away and sit on the toilet.
Repeat that a couple of times until there's nothing but clean water coming out and you're good to go. Never had an accident since i started doing that.

>>693880561
Females don't have prostates, so they can't have a prostate orgasm. They can still enjoy anal, but not in the same way

>>693880641
Is there a set time to usually kinda wait before doing anything, or like do it specifically after you shit or anything. Cause one issue is that there was still some water when I was ready to go

>>693880630
>>693880712
fuck
i'll try anyways

>>693880641
Not that guy, but how long do you have to sit on the shitter before all the water's out? It seems like I'm there for a while after pumping my ass full of water.

>>693880311
Stick with toys if you're not flexible enought to go exploring. lol
when you find it with your toy you'll know because it'll feel like nothing else.

>>693880561
Nope. The prostate is a gland that produces seminal fluid so grills don't have it.
Anal can still be pleasurable for them but there's no prostate to stimulate.
In my experience, girls and guys enjoy getting fucked anally slightly differently. Girls respond best to straigh in and out fucking, guys like things to be angled towards the prostate.

>>693880906
I admire your dedication anon

>>693868774

there are much better tools for the job IMO but each person is different

a regular ole dildo works fantastic but if you're worried that a rubber dick makes you gay and want something less realistic shaped there are a wide selection of long, straight, vibrating prostate massagers that work great. they usually have a curved head that helps put pressure in just the right spot

a big part of cumming from prostate stimulation when you're new to it is waiting a long time since you last came before you try and edging yourself a few times before you try. edging builds up fluid and gets your body thinking "its time to cum"

if you really enjoy it though and do it frequently you it gets easier over time

>tfw I was enjoying this thread and plugging myself...
>until I had surprise diarrhea

Un. fucking. believable.

>>693880897
>>693880928
Take a dump first. It'll help but it's not strictly necessary.
The first couple of times should take you less than 30 seconds. When there's nothing but clear water coming out just sit on the toilet with your hole relaxed for a couple of minutes and play with your dick. That should allow anything left in there to come out.

>>693881317
ROFL

>>693869237
Underrated post.

>>693880311
You can find your prostate with your middle finger by reaching down between your legs and curling it upward/foward (like you are trying to tickle the back of your dick). It is a somewhat awkward and hand-cramping position, but it will help you identify where.

If you can find a clean, smooth, rounded non-porous object that will not break, you could start with that. Make sure that it
a) has a section wide enough to prevent complete insertion
OR
b) is long enough for you to hold it without losing it (like, less than half of it is inserted)

Use a lubrication. If you don't have water-based lube, you can use a little bit of cooking oil. DO NOT USE SOAP AS A LUBE. You will regret it. Vaseline works ok, but it is too thick imho.

Whatever you use, feel around back there. When you locate your prostate, it may feel like you have to pee or give an electric jolt through your dick. Contrary to popular belief, it is rarely instant pleasure. The direct sensations from the prostate start really subtle, but build in such a way that it seriously has to be experienced. Anyway, from there, play and try things out. The orgasm from just jacking off regularly + light prostate pressure for me is about 1.10 - 1.25 times as intense, and longer prostate play can be even better.

Welp, I've been plugged for like 30 minutes and it's popping in and out easily.
Tempted to just slap a condom on a dildo and get it inside me now.

File: smooth-bottom boy works himself to hands-free flaccid cum from behind.webm (1 MB, 640x576) Image search: [Google]

1 MB, 640x576

>>693882045

I find reaching a totally hands-free orgasm to be pretty challenging - I have to be really horny, and it has always taken me at least 15 minutes, often more. When I have, I was using a toy (either the Aneros Helix, or a medium-large buttplug) while lying on my back or side with nothing touching my dick. It can be maddening because of the slow build, and it is hard to resist the urge to "assume manual control", but you must avoid touching your dick.

When ever I've done it, it has been some of the most intense orgasms I've had - duration and number of contractions nearly double a regular O, I've counted up to 20 involuntary contractions. I've also found that my refractory period directly after that first orgasm has always been under 5 minutes. I rarely have the intense penis head sensitivity after I cum this way, and I can rub out another right after.

>>693882045
i'll keep all that in mind for the next time i try. thanks anon. you da real MVP