Not necessarily. I mean, it’s uncomfortable because of the gag reflex issue, but I wouldn’t say it hurts… The only time it would hurt is if the guy is really rough with you (which you should immediately put a stop to). Deepthroating is uncomfortable, but many get used to it. You may find your jaw or throat being sore afterwards. The only time pain would occur is if the guy tries to force your head down or fucks your mouth while he’s in that deeply. If this ever happens, I’d be hard pressed to find a reason not to break up with him. I’d dump his ass so fast, he wouldn’t even have time to get his pants back on before he’s out the door.
Guys, never force yourself down your partner’s throat. It’s painful, they may vomit on you, they may bite you, and you are truly a gigantic fucking dickwad for doing it.
To help with your gag reflex, try squeezing your left thumb in a fist. The pressure point there is often effective to help people with a sensitive gag reflex so that could definitely come in handy for you! It works for some people, but not everyone.
The best way to do it is to relax your mouth, your throat, and gradually work him in deeper. Effectively “swallowing” him. Be aware of your breathing and make sure you take a breath right before he goes down all the way. Breathe through your nose after that. This is something you do with practice and you work your way up to being able to take him all the way in. Do not try to force his cock down your throat the first time! Little by little, push yourself a little further each time you give him a blow job.
It also depends on the size of what you’re trying to work with. The bigger they are, the more difficult deepthroating is. Please be aware that not everyone can deepthroat so while, of course, I say give it a shot and try it, don’t force yourself! Some people simply cannot do it and that’s okay!