How does one deepthroat?

How big is he exactly, length & girth? Does his cock point upwards or straight out or over to the left/right side?
 
He is about 8 inches though his girth is kinda big and it just points upward

Yeah, those upward ones can be hard to take especially if they are rock hard which offers less flexibility to go down your throat. My boyfriend is between 7.5-7.75" but average girth (5") so I can deepthroat him with minimal gagging from time to time. His cock is more flexible so I have been able to suck him either positioned to the side of him or positioning myself between his legs. But I've found from my own experience that when the guy's girth is over 6" then I am less able to deepthroat. Have you tried other positions? And have you had any cocks that have been near his size before? You may need to practice with a dildo, perhaps a 7 or 7-1/2 inch one to get used to taking a larger cock.
 
Yeah, those upward ones can be hard to take especially if they are rock hard which offers less flexibility to go down your throat. My boyfriend is between 7.5-7.75" but average girth (5") so I can deepthroat him with minimal gagging from time to time. His cock is more flexible so I have been able to suck him either positioned to the side of him or positioning myself between his legs. But I've found from my own experience that when the guy's girth is over 6" then I am less able to deepthroat. Have you tried other positions? And have you had any cocks that have been near his size before? You may need to practice with a dildo, perhaps a 7 or 7-1/2 inch one to get used to taking a larger cock.
Not near his size though I have read online that like breathing in and kinda sitting in a 69 position helps you deep throat mainly because its your throat without being inclined
 
I'm curious, I too have trouble deep throating. Is it possible that a guys throat is just narrow and that is the reason some might find it difficult ?

Well I still have my tonsils and they seem to block the way for me. I think that if they weren't there that I could deepthroat a 6 inch girth or better cock a lot easier. My tonsils seem to "hug" the 5 to 5-1/2 inch girth cocks perfectly as they go down.
 
As a gay male who dresses as a female, being able to deepthroat naturally was very important. I taught myself with a dildo.

Learn by yourself. Your going to choke and gag at first no matter what. Being by yourself in a quiet place while you learn to sword swallow is they way to go. Its your own pace. its hard and awkward at first. Your going to have snot running out of your nose. Drooling everywhere. Gagging. You dont need the pressure of pleasing a lover while learning a really cool sex skill.

I recommend a softer lifelike dildo to practice by yourself. The one I learned on was called the manhandler by doc johnson. They can be had anywhere for about $30 bucks. The advantage to the manhandler is that it is really soft and flexible, but it also has a handle.

I also recommend using a lot of KY jelly. Lube the heck out of the Dildo. The challenge of deep throating is to overcome the gag reflex, and reducing the stimulation helps. By letting the dildo slide gently down your throat you are better able to concentrate on control.

Dont get discouraged. Every practice session will get you closer to being calm. I came close to giving up dozens of time. One day I was in bed, face down, with the dildo pressed against my throat. I convinced myself to be comfortable with that, and to relax and relax and relax. Suddenly it just started going down my throat. I held it for a fraction of a second before i started gagging. But before long i was able to keep the dildo in my throat even though i was gagging. I would time myself. Going longer and longer. one second, three seconds. It took me forever to get to ten seconds. And I eventually got up to over a minute, which is basically how long as i can hold my breath.

Being with a guy is different because they move, pulse and want to thrust, but getting the basics down in privacy sure worked for me. Eventually you get so calm preparing for deep throat that being brutally face fucked is strangely relaxing.
 
As a gay male who dresses as a female, being able to deepthroat naturally was very important. I taught myself with a dildo.

Learn by yourself. Your going to choke and gag at first no matter what. Being by yourself in a quiet place while you learn to sword swallow is they way to go. Its your own pace. its hard and awkward at first. Your going to have snot running out of your nose. Drooling everywhere. Gagging. You dont need the pressure of pleasing a lover while learning a really cool sex skill.

I recommend a softer lifelike dildo to practice by yourself. The one I learned on was called the manhandler by doc johnson. They can be had anywhere for about $30 bucks. The advantage to the manhandler is that it is really soft and flexible, but it also has a handle.

I also recommend using a lot of KY jelly. Lube the heck out of the Dildo. The challenge of deep throating is to overcome the gag reflex, and reducing the stimulation helps. By letting the dildo slide gently down your throat you are better able to concentrate on control.

Dont get discouraged. Every practice session will get you closer to being calm. I came close to giving up dozens of time. One day I was in bed, face down, with the dildo pressed against my throat. I convinced myself to be comfortable with that, and to relax and relax and relax. Suddenly it just started going down my throat. I held it for a fraction of a second before i started gagging. But before long i was able to keep the dildo in my throat even though i was gagging. I would time myself. Going longer and longer. one second, three seconds. It took me forever to get to ten seconds. And I eventually got up to over a minute, which is basically how long as i can hold my breath.

Being with a guy is different because they move, pulse and want to thrust, but getting the basics down in privacy sure worked for me. Eventually you get so calm preparing for deep throat that being brutally face fucked is strangely relaxing.
Thanks for the advice.
 
For me it just took practice. Even when brushing my teeth I'd brush my tongue wat to the back to get it used to having something way back there.
I love to deep throat! There is nothing quite like having a hard cock all the way in your mouth and down your throat. I believe that 8 inches is the biggest that I have deep throated. It took several attempts and several days but i finally took it all.
 
Aside from weed, and from personal experience, if you wrap your fingers around your thumb (same hand) and grip it, it kills your gag reflex. Having someone or you, yourself shooting a load past the gag reflex is damn awesome.
 
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The technique and preparation is well documented . Especially the toothbrush trick. Brush the area back just shy of where you start to gag for 10 sec each time, everyday, twice a day. Eventually you will be able to brush further back. I did that for couple of weeks before I started practicing with my dildos and it’working. It’s quite an amazing feeling. But when the girth is to big, the teeth get involved and it’s harder to push down. Like one said before I also have my tonsil, which is maybe what is preventing me to really take it all. For the moment. Have fun!!!
 
Just lie down, place your hands on his hips resting on the palm (that'll help to anchor you whilst you start) and start going up and down. Then get to about 3/4 of the way down, stay there for a sec, move your hands to under his bum, then push his bum upwards. Usually does the trick. Also breathe through the nose, basically the slower you go initially the easier it will be to overcome the gag reflex.
 
Finding the best position is the first aspect to get it done in a pleasurable way. Then, of course, being relaxed and breathing well (through the nose mainly) will get you to end of it.
When I deepthroat, if the guy’s cock is big and points too much up, it’s easier for me if I lay on the bed with my head hanging out or if we lay in a 69 position, because that way the dick gets in the position that fits best the throat’s format. Then you’ll know what works best for you and what you prefer.
I never practiced with dildos and don’t think it’s important. It’s not like you’re passing an exam so you have to be a pro from start. It’s the kind of thing lovers explore together and help each other with.