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File: 960125f98a78c33⋯.webm (3 MB,480x640,3:4,TotallyStraight.webm)

 No.347709 [View All]

ITT: we discuss tips and tricks for the enigmatic prostate and handsfree orgasm. Beginners welcome, also how to convice straight guy to fuck you in the butt.

193 posts and 40 image replies omitted. Click [Open thread] to view. ____________________________
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 No.382416

My female fuck butty and I were having a lunch date last Friday. Normally she hates anal but that day she was down for it. I didn't have lube at home but I did have a fresh bottle of olive oil. She liked it enough to agree to occasional anal. I'm a happy humper. the olive oil never dried out and stayed nice a slick. A little saliva makes it even slicker. She has a nice little tight brown hole. With olive oil, I was able to slide in with steady pressure. Unfortunately, between head and sex, I didn't last long in her tight ass. I lost a big load in her.

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 No.387270

Any advice on what I should do? Every time I try it whether with a dildo or anything, there's a point I'm very close but it starts feeling too good until it overwhelms me and it's too hard to move it to finish because, well, it feels too distractingly good. I always have to finish masturbating with my hands or just feel weirdly edged as I try again and again for the same thing to happen. Should I just get a vibrating one?

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 No.389928

>>387270

I wouldn't recommend vibration, it numbs the area. Try taking a vibe egg and holding it to your dick, it will slowly lose feeling and you won't be able to get off for a while until the sensitivity returns. A vibrator does this to your prostate. If it has different levels, you'll start out at the lowest one, lose feeling, go up and so on until you are at the highest setting and it's just painful.

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 No.392860

there are two types of "orgasms" you can have from anal masturbation / sex. One's a prostate orgasm, the other's a dry, whole-body "girl orgasm." They are very distinct. The latter feels a lot better than the former, albeit both surpass the ordinary male orgasm.

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 No.392861

>>392860

The prostate orgasm is kinda on a spectrum with prostate milking, and milking is not hard to do if you know the right spot. There's lots of advice ITT.

I'll focus on the "girl orgasm." You have to be really in the zone of getting fucked to have one. It's harder to do with a toy, because you have to manipulate the toy, but I've achieved it from a couple. What type? Unlike the narrow, weirdly shaped prostate / beginner anal toys, you need something more like an actual penis. Doesn't have to be one of those absurd fetish toys, but something the approx. dimensions of a good sized dick that you can take all the way to the base is what you want. You can't be concerned about controlling the thrusts, because, like I said, getting there requires a mental state of abandon and passivity.

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 No.392863

>>392861

You also need to be really aroused, but I've never managed one while erect. You need to have a long enough session that you lose your boner, or else restrict yourself with a chastity-type device, which is more reliable. It's never totally reliable though. You can't have one if you're trying to, because that's not passive enough. You have to just focus on the sensation of being fucked and let it happen.

If you wanna get there, it helps not to finish your sessions by jacking off. You need to be in the mindset that getting fucked is enough in itself for enjoyment. If you don't really relish a good pounding, orgasmic finish or no, then you can't get there.

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 No.392865

>>392863

You start the session by loosening up, perhaps with a smaller toy. Once you've got your toy of choice fully inserted, let it rest in place for 5 or so minutes to become accustomed to the girth. Then proceed with small thrusts, working up to large thrusts at a brisk pace.

This is not something you can do when there's somebody in the next room, because that will make you focus on being quiet, which again isn't a state of abandon. Let yourself moan and fuck yourself hard enough to make some "schlick-shlick" type noises.

If you get there, you'll know. It's an all-encompassing, enveloping sensation that makes you quiver and can last 30 - 45 seconds. It's probably the best thing you'll have ever felt, and afterwords you'll have the accomplishment of being one naughty sissy bitch!

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 No.392866

>>392865

Also your libido doesn't diminish after having one (there's no ejaculation) and it feels good enough that you'll probably keep going once you've regained composure. I've had two in one session, but only once.

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 No.392870

Someone said ITT that vibration is bad. IME it's not, as long as it's not continuous, which can be a little numbing. Most vibrators have modes.

It adds some extra intensity, *especially* when you squeeze down on one. If it didn't feel good on internal pleasure spots, why would they sell so many?

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 No.393146

>>392870

>If it didn't feel good on internal pleasure spots, why would they sell so many?

Because they're for women.

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 No.393168

>>393146

Women don't have "internal pleasure spots" and/or they want them to go numb so they can't feel anything?

I have a vibrator that I use occasionally and it feels good. Sure, ymmv, but this "vibrators will make you go numb inside" thing must be propagated by people who have never tried using one. One may or may not like it, but unless you're talking continuous (rather than say, pulsing) high-intensity vibration, it won't make you go fucking numb. That's a factoid with 0.25 ounces of truth in it, spread by people who have never tried it or didn't like it and want a "technically correct" and "objective" reason for their preference rather than it just being… preference.

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 No.393213

>>392860

I had a prostate orgasm once, I was on top, going back and forward instead of up and down, the guy had a small penis, but it was pointed upwards (resting against his belly when erect), so it hit directly against my prostate. I came so easily I couldn't believe it until I jizzed, I wasn't even hard when I did and I wasn't touching myself. Being quite horny might've helped.

I haven't been able to do it using my dildos, since they're too springy to ride them back and forth, instead of up and down. I want to find some dildo which is slanted at least 45 degrees and can be attached to the ground, the one I have has a suction cup, but it slips off eventually. My mind is more occupied in keeping the dildo in the right place than in enjoying the pleasure.

For those who haven't experienced it, it is real, it's a full on orgasm. When you cum while masturbating you get a tingling sensation as you get closer, when you orgasm you feel the pleasure spread around your body, numbing your mind… The sensation is the same, but the tingling starts in your prostate and the pleasure spreads around from there. It was really intense, but I suspect that's because I'm used to cum with my dick, it's like doing nofap and then cumming after a couple of weeks.

I've never experienced >>392866, probably because I'm too lazy to get the dildo, lubricant, stretch… and thus I end up masturbating as usual.

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 No.393219

>>393213

Most dildos have a flared base of some kind. I've found success tying around and behind the base with shoelaces, and then attaching that to a strap wrapped around something more solid, like a couple rolled-up towels. Depending on where I put the straps, on the complicated shibari-like net of shoelaces on the back of the dildo, I could even angle it in different directions. As a bonus, this elevates the dildo a little from the surface you place it on, allowing you to more comfortably put your legs to the side of it.

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 No.393523

File: 0d767688cdc8789⋯.webm (1.98 MB,768x432,16:9,1429346199879.webm)

>get real horny

>jam a sharpie up my bum

>jiggle it around a bit

>clenching my ass hurts a little but is very relaxing and feels good a little

>keep poking it around feels like i'm gonna piss myself

>give up after ten minutes not able to feel anything even after retrying to clench

>few minutes later feels like a shit myslef

>check my asshole it's all slimy and lubed up but I didn't use anylube

>wipe with some toilet paper and it's all pink

This isn't like the webms anyone know if i'm going to die? Also is it suppose to hurt,feel relaxing and like your going to piss yourself?

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 No.393524

>>393523

You're fine. The ass is full of tiny bloodvessels which can burst if you're not careful, and you really fucked up not using lube. Lube is non negotiable, you NEED it every single time, more than you think you need while you're starting.

It shouldn't hurt, maybe for a minute after putting something in if you didn't loosen yourself up well.

As for the pissing sensation: If it's not paired with pain it means you might be about to cum. I've only had an anal orgasm a couple times and both times I had that sensation. One case I did a little so yeah definitely pee beforehand or do it in the shower or something.

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 No.393541

Bought a buttplug set a few months back and it's given me some of the most intense orgasms I've ever had. I insert and use one hand to jiggle it about while I jerk off.

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 No.393579

>>347841

For me it's a 0,25l coke bottle

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 No.393582

>>393579

You're going to regret that.

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 No.393754

File: 95e01fe331adefb⋯.png (116.74 KB,336x249,112:83,1486731670963.png)

Oh my fucking god. Just spent some time riding a toy and cowgirl is the most exhausting thing. I feel like my knees have blown out, I don't know how anybody does this for extended periods of time.

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 No.393755

>>393754

Yeah maybe change positions. Or train for more stamina.

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 No.393757

>>393755

It isn't really the sort of toy you could use in any other position, no suction cup and a bit too heavy to manipulate by hand.

What would you consider to be training then?

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 No.393761

>>393757

Squats. Or just riding it more often.

Or to make it a bit easier make sure you got somewhere to rest your hands and use that to sort of help lift yourself. Takes a bit of strain off at least

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 No.393763

>>393761

>rest your hands and use that to sort of help lift yourself

I was doing that after a while but the position was a bit more awkward, and even then I eventually got tired.

Squats it is.

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 No.394536

Bump for new anons

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 No.394537

>>393524

I've been fucked numerous times and never with lube and I'm entirely okay

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 No.394554

what do you think is the best position to use a dildo is?

also are butt plugs beneficial or take away form the exp?

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 No.394560

>>394554

Lay on your side with your dominant arm up, bend your back a little bit to give a good reach and keep your legs bent like you're sitting down. Adjust as needed but that'll give you good access to use it manually and hit your prostate.

Alternatively you could try riding it if if sticks to the floor, or anything else. If it's not long enough or you can't go down far enough just find something to give it more space.

As for buttplugs: Honestly they're only good if you like the full feeling and even then it's just supplementary to fapping. If you want to use a small one to warm up sure. Maybe also use it in between dildo use or fucking yourself with the plug to keep loose. A good bonus to fap if you can't use a dildo at the same time though.

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 No.398782

File: f913804522fcf2a⋯.gif (1.61 MB,332x332,1:1,1545106132439.gif)

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 No.398784

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 No.398917

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 No.398918

>>375495

I already had an orgasm while sleaping just by dreaming about sex after days of nofap.

Like i am dreaming about sex and them i wake up cumming .

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 No.398922

File: 942a2d53a7953c1⋯.jpg (654.73 KB,960x1102,480:551,Angela.jpg)

>>398918

Lol i fap at least once a day cause i kept having that problem. Once it happened to me 3 days in a row cause i just wasn't remembering to fap at all.

The dreams constantly wakes me up in the middle of the night just as im about to cum in the dream, and then i wake up and have like a mini panic attack cause i think im peeing but im actually cumming. Then i get that sensation that i need to pee, so i get out of bed, but then it hurts when i pee after cumming so i just sit on the toilet tired af trying to pee.

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 No.398924

>>398922

>it hurts when i pee after cumming

If I pee too soon after cumming I get a feeling similar to when you stop mid-piss and really need to keep going, but sharper and more painful. Usually it lingers for half an hour or more, and if I try to pee again it only makes it worse. I always make a point of peeing beforehand anyway, since I always find the feeling of release is weakened if I still feel pressure from my bladder.

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 No.399222

I've wanted to try anal masturbation, but the prep work doesn't appeal to me. In my fantasies I'm mainly a top so maybe that's why. But there's still something appealing about riding a dildo to the point of orgasm that's hot.

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 No.399227

I can't really be bothered to spend ages with this thing. Is it worth just trying the pencil trick mentioned here >>347710 ? I seems like a lot of hassle just for a slightly different feeling of pleasure.

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 No.399241

File: 6c59cc634af3b01⋯.jpg (205.55 KB,1280x1707,1280:1707,tumblr_pkgx31OVk21wentzho1….jpg)

File: 9899166beff4967⋯.jpg (111.39 KB,894x1194,149:199,tumblr_pkgxowuzjD1wentzho2….jpg)

hi totally not gay'ers! so not really much to add but an experience to share! ^w^

2nd pic of purple dildo is an old dildo i was getting bored of and thought maybe going thicker would do the trick to finally cum like the totally not gay slut i am. u know the bluetooth handsfree style like in my totally not gay daily weeb hentai.

bought it tried it oh god t h i c c. yeah my gooch and boipussy was totally red from the sudden bump in difficulty level.

yes my darling anon who cares about my tight little pussy, i was careful, i took it slow lots of lube prayed to the trapgods for sweet release. well days later and no im not that close to squirting all over myself by my ass.

what was i trying to say nyan? oh right its not so much about the dildo but its about getting comfortable and hitting the sweet spot. take it slow. but accept that not everyone can do handsfree ogre. just enjoy, thats most importanant!

ps advice: get the kind with suction. it gets so so tiring for me jabbing myself. with the succsucc kind i can fuccfucc without engaging my arms and just move my ass like im fuccing some guy who accidentally opened my public restroom door and decided to not be gay by enjoying a piece of ass thats been waiting for a dirty raw cock. gday mlads!

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 No.406736

I just experienced something closer to an anal orgasm. I admit I jacked off normally for a while, meaning I jacked off while fingering myself. But I was getting close so I stopped everything, waited a second so i wouldn't cum (kinda like you do when you're edging), and just started rubbing my prostate as hard as I could. It took a good 3 seconds for it to get hard (the prostate), and another 10 to reach full climax. Holy shit it was euphoric. My entire body started shaking. Couldn't go again since it wasn't a true hands-free orgasm, but I jave never felt anything that good before. I can only imagine what a true one would've felt like.

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 No.412040

File: 199dde9511e6437⋯.webm (2.34 MB,512x384,4:3,GOPR0014_New.webm)

Just Cause you freaks

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 No.412116

It's crazy how much of a difference it makes for anal going a few days without cumming. I normally fap once a day, but even if I skip two days it doesn't make that big a difference when jerking off normally. But for anal the difference that two days makes is incredible.

Oddly, it also makes me prefer different positions. I normally toy either prone, face-down ass-up, or on my back. But after a couple days I found it much better to prop the toy on a couple pillows and ride cowgirl.

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 No.412130

>>412040

fucking hot

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 No.412445

Bump

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 No.413025

Do bananas really work as anal dildos? So far they've been too squishy

also I don't have cucumbers so I'm mostly interested in alternatives

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 No.413033

>>413025

With a condom, I feel like it would be fine if it isn't too ripe. I assume something like a thick carrot would work as well.

Maybe a screwdriver handle. Uhh, I know hair brushes are popular.

With that said, stay safe, don't go too deep blah blah blah

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 No.413077

>>413025

If you're feeling adventurous and don't have many alternatives, you can carve a potato to your liking and go to town on that.

The moisture from the peeled potato flesh works somewhat well as a weak lube too, but you're probably better off putting some extra on for safety reasons.

You can make buttplugs, regular dildos, dragon dicks, you name it. Your possibilities are limited by your own will to create them.

It should go without saying that the goal in the end is to have a toy "meant" for going up butts, so aim for getting one when you finally muster up the guts.

Or order it. Or get a degenerate friend to get a toy for you. Do something. Stop torturing yourself.

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 No.413101

What foods should I eat more of and less of to be cleaner? Of the past five times I've tried cleaning myself out, only one has succeeded. The others all ended up with the water still coming out yellow and with bits in it even after the tenth or fifteenth rinse. I'm not expecting to be able to have anal on demand every time, but it's annoying as hell to have three days in a row where I get in the mood, try to prepare, and can't get clean. Not to mention that my butt starts to get pretty sore after that many rinses, so even if I do manage to get clean on days like that it's not as fun as it otherwise is.

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 No.413102

if i feel the need to pee while massaging my prostate, am i doing it right? and if i don't feel this need, am i doing it wrong?

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 No.413142

Tried it today for the first time with a nicely shaped old razor handle. Wasn't really sure if I was hitting my prostate, there was definitely a feeling that was intense but not painful sometimes, so I may have been hitting it on accident. Was pretty hot watching the precum dribble out, but then my knees started to hurt so I flipped onto my back. Wrist got tired so I just started jacking it with it still inside. I think when I clenched down on it and wiggled around some, it would rub it a bit, and it would feel really amazing while jerking off and loads of precum kept coming out. Orgasm felt amazing, but I feel like it still could have felt better, so I'd definitely like to try again. Butt still feels oddly pleasant hours after.

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 No.413343

I’d bump that>>347733

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 No.413344

Nice>>347862

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 No.414254

>>347710

>Your rectum is usually empty. All that stuff is normally kept in the colon when you're not using it. You don't have to wash yourself out every time.

Why do I see this blatant nonsense so often? It doesn't even make sense. Am I supposed to believe that after a bowel movement, the shit that didn't come out starts moving backwards, and travels from the rectum back into the colon?

And even aside from that, the idea that you don't need to clean out is repulsive. That's like saying you don't need to wipe. It's fucking unimaginable. It takes about five to ten rinses to clean out my rectum before the water stops coming out yellow and chunky. Of course, if the water gets to the colon then all bets are off and I have to give up for the night, since then it'll never end.

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