Seeking Tips for Easing into Anal Play Comfortably

Yeah I didn’t read any of that. I’m a woman. I hate anal sex. All the numbered lists in the world won’t change my feelings on it.

OP may be the same.
I understand, I am not trying to advocate anal sex; I am only trying the indicate what is involved. What is involved may make a couple decide that it is not for them.
 
The list post was very TLDR and a lot of it was not relevant to the question.
Key things are lube, both you and the one who is going in, and prepare the way by using a smooth, moderately-sized, skinlike-surfaced butt plug until you feel comfortable. As well as lubing, use a lubed condom. It all helps.
 
I'm in a committed relationship with my boyfriend, and we’ve been together for over two years now. But sometimes during intimacy, I get really anxious—especially when he goes all the way out and back in quickly. We’ve had a couple of ‘slips’ in the past where he’s accidentally slipped out and then gone back in too hard. Every time that happens, it’s insanely painful, and I’ve ended up almost passing out or even throwing up afterward. It’s such an instant mood-killer.

So, I’m wondering if anyone else has felt this kind of anxiety about it? Is it normal to be this afraid of it happening again?

We’ve talked about it, and he’s really understanding, but I just want to find something that might help me feel more relaxed. I’ve noticed that there are some plugs available to buy, and I’m wondering if it might be worth trying out—would starting with the smallest size be the best way to go for training myself a bit?
I have no real advice, I’m no expert. I didn’t really know any of the guys very well, that I did it with. And we didn’t use a huge amount of lube either. But I was very keen to do it. If you are struggling so much, I am wondering if you really want to do it. Perhaps you should avoid it all together. Good girl for giving it a good go, but don’t make yourself ill over it - physically or emotionally/mentally. Just don’t do it. Or take a break and only try when/if ‘you’ want to. Good luck
 
Anal isn't one of my favorite things so take my advice with a grain of salt I suppose.
Like others have written...
Lube. When you think you have enough, add more.
Go slow.
You should be the one in the driver's seat. Not your BF.
If there's pain. Stop. It's the biggest reason we don't do anal except for small toys, fingers, plugs, etc., while hubby and I are "gettin' busy".
I'm not a fan of numbing gels. I've always felt that there's a possibility of injury that might be masked by it. That's just us.

MP
 
Unlike Bond I enjoy anal. Bond does give good advice too. the receiver is 'in the drivers seat'...totally! Add lube and go slow.
 
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