Typically it is an exit area so it seems normal you may have some pressure type feelings. Maybe playing with fingers and toys prior to the dingaling.

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Learning to relax is the biggest thing you can do.

My wife doesn't complain about a feeling of having to go. She just says she likes the "full" feeling.

Start slow use a lot of lube.

By the sounds of this you are new to this sort of play. What advice are you actually asking for? Is it...what to look out for, what sensations that you should feel etc.

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My stories
An erotic story
The instructor and student
Secretary learns how to take a dicktation
The story of sister stephanie

Yes that is exactly right Mark..
What should I expect?
How much does it really hurt?
How many times until it's meant to feel good?

Other than the good feelings of anal and the need to go to the toilet is there anything else that I could be feeling? or that I am supposed to feel..

What are the sensations?

Well I haven't a clue. As I have never had anything put up there on myself. Best bet is to wait and see what the other girls here might have to say on it.

__________________
My stories
An erotic story
The instructor and student
Secretary learns how to take a dicktation
The story of sister stephanie

My first anal sex was incredibly frightening, yet wonderfully sensual. He was caring, tender, sensitive to my most minute responses. He followed through with questions and listened to my heart. With a generous supply of saliva and some lube he ever so gently prepared my hole. At first he only put the tip of his finger in. As I became accustomed to that he sensitively and tentatively slid more length of finger into my lttle hole which was beginning to loosen a bit more. After a little while of sensing my openning relaxing more, he increased to two fingers. He was patient, slow, supportive of my responses. I knew that he was using three fingers in me for a couple of minutes. In the next moments I realized that he had ever so skillfully slipped his penis into my anus and was now caressing my body while tenderly holding his meat inside me without pressing. Just a gentle firm insertion of some length of penis. As he began smoothly easing into his stroke up me I suddenly had a terrible rush of excrement flood throough my ass hole onto him and the towels he'd place on the bed.
I was freaking out. I began to panic. He held me as I finished unloading. Our other friend went and got cleanup supplies and cleaned us up me extremely quickly and expertly. The bed mess disappeared so quickly I never thought to notice it. After settling me down for a few minutes they consoled me and re lubricated me and we again proceeded to fill me with his cock until he came in me.

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Hey Hon!
There is always the chance that you will never enjoy it....However, if you wish to enjoy it as much as your partner...I would suggest getting different toys and in different sizes to test your comfort level. This is rather graphic but one thing you can do to get ready for anal sex is to to a fleet enema or an anal douche to make you feel less full. However, if the issue is that he is too much for you (at this time) then I would definitely suggest various toys to get you ready for him. There are different sizes of butt plugs, anal vibrators, beads, etc.... I am sure he would think it VERY HOT if you came home with some of those.

As for me, I love anal! Unfortunately, I have only had DP with a guy and a toy, but WOW what an orgasm! Just remember anal is not for everyone! Just like any position.....it is up to you to decide what you do and do not like. Oh and always remember to be VOCAL about what you like and don't! There may be a compromise between what you and your partner like.

Hope this helps
SF.