Advice about anal sex with hung guy?

betamale30

Really Experienced
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Mar 18, 2018
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169
So I have very little experience with other men. I’ve been chat buddies with this guy online for almost 8 years now, he lives across the country and we never got the chance to meet in person. Next week he is visiting NY and wants to meet me. In our phone sex convos he’s always mentioning fucking me. I’ve never had anal sex before but have played with dildos. My dildo is 5 1/2 inches and I have a hard time handling that without It being painful. This guys cock is 8 inches big so I feel like there’s no possible way I can handle it. But I don’t want to disappoint him, I was wondering if anyone had any tips or advice for helping me through this.
 
Whoa. The dildo is painful? Are you using lube? Taking your time to let the sphincter muscle open up? My transgender girlfriend’s cock is nearly as big as your friend and it’s fine. In fact it feels great being so full with her big cock. Get some practice in before he arrives so you can handle it.
 
Whoa. The dildo is painful? Are you using lube? Taking your time to let the sphincter muscle open up? My transgender girlfriend’s cock is nearly as big as your friend and it’s fine. In fact it feels great being so full with her big cock. Get some practice in before he arrives so you can handle it.

I usually only use the dildo while having phone sex with him. So I guess I don’t really hve a lot of time to watch myself up.. it’s not painful to the point I stop with dildo but I just feel like something 3 more inches would be really hard for me. Do you have any tips for letting your sphincter muscle open up?
 
Be totally passive, breathe out and take your time. At first your ass should do nothing - it plays no active role - you let it happen to you, which can take some getting used to. Once he's in there and you've grown used to it then sure, squeeze a little, but to start with the only way to help him in there is by doing nothing except go limp.
 
LUBE!!!!!!!!!!!!!!! Plenty of it and buy an Adam and Eve 8: natural dong and some nice butt plugs, Use the butt plugs to open you up, keep the plug in for a while, walk around, do some in house chores....then move up a size and do the same thing....then relax and slide the 8 inch in remembering LUBE!!!!! Lube throughout your journey.......as a side note........if you find it difficult...more lube and try pushing out as if you were going to take a dump while easing any of your toys in..... Good luck!
 
hey...

So I have very little experience with other men. I’ve been chat buddies with this guy online for almost 8 years now, he lives across the country and we never got the chance to meet in person. Next week he is visiting NY and wants to meet me. In our phone sex convos he’s always mentioning fucking me. I’ve never had anal sex before but have played with dildos. My dildo is 5 1/2 inches and I have a hard time handling that without It being painful. This guys cock is 8 inches big so I feel like there’s no possible way I can handle it. But I don’t want to disappoint him, I was wondering if anyone had any tips or advice for helping me through this.

I have no experience with 'anal sex' but from reading these threads, the thing that keeps being repeated is
LUBE. LUBE, LUBE and when you are done with the LUBE put some more.
Stretching. After you get your fill of playing with your toy, lube up your fingers and make them work stretching that hole out.
Learn how to breath and relax, thru the insertion.
 
He should first rim you for a while ... finger you until you are comfortable with at least three fingers.... then lube...i highly suggest ID Glide.
Position...start on your Side .. don't doubt me. think about it, If you go in to the doctor for an exam. they have you lay on your side...
most of all...If you cant take it....tell him its to painful... despite what people want to believe...that part of your body is exit only ... because you're having your pipeline inspected doesn't mean the pain is good
 
It is all about getting the sphincter to relax and that is substantially psychological. It is designed to expand but isn't used to the pressure coming from the outside. Others have covered the relevant points.

I personally found the butt plugs especially helpful - that initial discomfort is quickly followed by a more compelled (but not traumatic) relaxation of the muscle especially if you keep it in for an extended time. Whereas using a dildo is all about a short-term experience you can keep a butt plug in all day - you will get used to and learn to enjoy that sensation.

Don't worry about the length. The main discomfort potential is at the sphincter not further in. There are other resistance points deeper in if you are taking a really big cock but 8" isn't a problem. I guess we are all different but for me the only difference between 5" and 8" is 3" more of pleasure.
 
So I have very little experience with other men. I’ve been chat buddies with this guy online for almost 8 years now, he lives across the country and we never got the chance to meet in person. Next week he is visiting NY and wants to meet me. In our phone sex convos he’s always mentioning fucking me. I’ve never had anal sex before but have played with dildos. My dildo is 5 1/2 inches and I have a hard time handling that without It being painful. This guys cock is 8 inches big so I feel like there’s no possible way I can handle it. But I don’t want to disappoint him, I was wondering if anyone had any tips or advice for helping me through this.
I’ve heard poppers can help loosening you up. I’m envious. I wish I had a Friend with an 8” cock who wanted to fuck me.
 
hi

It is all about getting the sphincter to relax and that is substantially psychological. It is designed to expand but isn't used to the pressure coming from the outside. Others have covered the relevant points.

I personally found the butt plugs especially helpful - that initial discomfort is quickly followed by a more compelled (but not traumatic) relaxation of the muscle especially if you keep it in for an extended time. Whereas using a dildo is all about a short-term experience you can keep a butt plug in all day - you will get used to and learn to enjoy that sensation.

Don't worry about the length. The main discomfort potential is at the sphincter not further in. There are other resistance points deeper in if you are taking a really big cock but 8" isn't a problem. I guess we are all different but for me the only difference between 5" and 8" is 3" more of pleasure.

lubed with mucaine silico gel, quick power insertion with force and stinging pain is the best start, in face down lying flat posture.
 
It is all about getting the sphincter to relax and that is substantially psychological. It is designed to expand but isn't used to the pressure coming from the outside. Others have covered the relevant points.

I personally found the butt plugs especially helpful - that initial discomfort is quickly followed by a more compelled (but not traumatic) relaxation of the muscle especially if you keep it in for an extended time. Whereas using a dildo is all about a short-term experience you can keep a butt plug in all day - you will get used to and learn to enjoy that sensation.

Don't worry about the length. The main discomfort potential is at the sphincter not further in. There are other resistance points deeper in if you are taking a really big cock but 8" isn't a problem. I guess we are all different but for me the only difference between 5" and 8" is 3" more of pleasure.

The first paragraph of this comment - absolutely right. It takes some time to get used to using the exit as an entrance. At first your mind can’t make sense out of this new experience but eventually it does with practice.
 
Thank you everyone for all the advice.. I wish I would have had advanced notice so I could order the butt plugs and get them delivered on time.. He is arriving Monday of next week.. Some of the other advice like the positioning to start and plenty of lube I will definitely be trying
 
Hi

I would recommend lying on your side too so he can spoon with you and take his time. I use coconut oil it is slippier.
Just relax and you’ll soon get to enjoy his lenngth and girt. Enjoy.
 
He should first rim you for a while ... finger you until you are comfortable with at least three fingers.... then lube...i highly suggest ID Glide.
Position...start on your Side .. don't doubt me. think about it, If you go in to the doctor for an exam. they have you lay on your side...
most of all...If you cant take it....tell him its to painful... despite what people want to believe...that part of your body is exit only ... because you're having your pipeline inspected doesn't mean the pain is good

Very good advice:)
 
I love anal sex

First thing I'd do, if I were you, is make sure to clean out completely then, start by fingering my hole. I'd use my favorite lube and start with one finger til I could take it easily, twirl it around my rim like I was stiring a drink...hehe. Stay relaxed and work in my second finger, following the same routine but, reach in there to find the prostate and massage it as I finger fucked myself.... when you can get three fingers in, you'll be ready for your friend's 8" cock but, he'll only be able to get as deep as your second ring... be prepared, that's when the pain is the worst butt, it hurts soooo good!

So I have very little experience with other men. I’ve been chat buddies with this guy online for almost 8 years now, he lives across the country and we never got the chance to meet in person. Next week he is visiting NY and wants to meet me. In our phone sex convos he’s always mentioning fucking me. I’ve never had anal sex before but have played with dildos. My dildo is 5 1/2 inches and I have a hard time handling that without It being painful. This guys cock is 8 inches big so I feel like there’s no possible way I can handle it. But I don’t want to disappoint him, I was wondering if anyone had any tips or advice for helping me through this.
 
he'll only be able to get as deep as your second ring... be prepared, that's when the pain is the worst butt, it hurts soooo good![/QUOTE]

Sorry if I sound very naive right now but what do you mean ny "second ring"? How far is that?
 
So I have very little experience with other men. I’ve been chat buddies with this guy online for almost 8 years now, he lives across the country and we never got the chance to meet in person. Next week he is visiting NY and wants to meet me. In our phone sex convos he’s always mentioning fucking me. I’ve never had anal sex before but have played with dildos. My dildo is 5 1/2 inches and I have a hard time handling that without It being painful. This guys cock is 8 inches big so I feel like there’s no possible way I can handle it. But I don’t want to disappoint him, I was wondering if anyone had any tips or advice for helping me through this.
Just smile... brace yourself... and enjoy...
 
Have him rim and finger you long time. Order ID Glide original. Make shure he’s patient and understands not to plow it home. Lay on your side knees up slightly, and you control penetration.

Despite what you might read. Easy anal is a used up asshole. It will hurt. If you take your time. You can take his meat
 
Have him rim and finger you long time. Order ID Glide original. Make shure he’s patient and understands not to plow it home. Lay on your side knees up slightly, and you control penetration.

Despite what you might read. Easy anal is a used up asshole. It will hurt. If you take your time. You can take his meat
will remember that.
 
I have found the pain and force and kink and taboo involved in anal sex is the reason for people choosing it,especially woman while tipsy.
 
I have found the pain and force and kink and taboo involved in anal sex is the reason for people choosing it,especially woman while tipsy.
I would argue pain is not at the top of most people's list who enjoy anal. Pain means trauma when it comes to anal, and you're doing it wrong. Sure, some people enjoy pain, but it shouldn't be THE reason anyone engages in anal. The consequences are far too dangerous. I very much enjoy the stretch of large objects anally, but it isn't painful. It takes time, patience, lube, and more lube. If you're into pain, seek it elsewhere.
 
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