Hi Milo99,

Nice to meet you.  I am really happy to see that you can create this post and you can honestly and bravely tell everyone that you enjoy the art of sex - anal sex from your woman's point of view. Most importantly, you can clarify some ridiculous rumors about anal sex from your own experience. Your post is very helpful because, as you know, especially in HK, anal sex is still a taboo subject.  It is true that just a few women like anal sex, not to mention most of them are not willing to give it a try.  I think one of the main reasons is that most people dont understand what it is all about and they just cannot accept it at all.  Another main reason is that most men dont know how to do it well. It causes many women are scared to try it again after having their 1st painful experience.  In fact, anal sex requires high level of sexual technique and strength, extra patience, mutual understanding, and caring.   Personality, I really love having anal sex with women very much both physically and mentally.  I have been studying about this art of sex since I knew I got turn on by reading, watching or even thinking of anal sex.  I am not as lucky as your bf/ex bf having a gf like you who are willing to initiate it and actually enjoy it later.  However, I am lucky that my wife can accept it but she doesnt enjoy it as much as you do. I spent a long period of time (1 yr) on "perparing" her by touching, fingering and rimming her rosebud combined with clitoris stimulation in order to make her feel the pleasure of having anal stimulation during sex.  After she got used to it, I had anal sex with her for the 1st time.  She doesnt feel painful, but she doesnt like the feeling like she needs to go to the toilet.  Do you have the same feeling too?  Sometimes, she enjoys it, sometimes she doesnt like and she even feel so painful that I have to stop.  I know it depends on her mood or something else.  She told me it is ok during anal sex, but she feels painful afterward. It lasts for a couple of days. Do you have this problem too?  Another interesting problem is that she feels ok when I enter her, but she feels painful when she pushes out my softened penis.  I know it will cause extra pain if I withdraw my hard penis after we finished, so I tell her to wait for a while until I get softened afterward, then she can push  my smaller and softened thing out of her body without any pain. However, it still doesnt work. she still get pain afterward.  Do you have this problem too? I already knew how to do it right and I did it very gently and slowly, but I still cannot resolve these issues.  For a long period of time, I havent requested for having anal sex with her because I dont want her to feel painful afterward and dislike anal sex more and more eventually, but I do anal play almost everytime we have regular sex.  She enjoys anal play (such as fingering and rimming) very much.  She can cum so hard when I put my finger in her ass and stimulate with clit at the same time.  I really want her to enjoy it and we can do it more often. sigh......

Anyway, I hope that you can post more here!

i haven't had anal before, but i am opened to the idea... i always feel better when my boyfriend finger me from behind (or I do it to myself)...

But my boyfriend and i kept postponing trying it coz he was always afraid of hurting me... even though i told him it's ok (coz i really want to try) haha. 

Hi blue_rosey,

Thank for your reply.  It is good to hear that you are open to that idea.  Your bf is a lucky guy.  Do you know he also likes having anal sex and he really wants to try it with you? If YES and he just doesnt want to hurt you, then this problem can be easily resolved.  Anal sex and anal play are two completely different things. You enjoy anal play. It doesnt mean you are ready to have anal sex. It is true that you may get hurt if he doesnt know how to do it right and you have not yet been well prepared.  Besides the fact that he doesnt want to hurt you, I think your bf should also be worry about  if you had a bad 1st time anal sex experience, you may hate anal sex forever and you dont want to try it again.  I think he wants to wait for the right time to do it.  A woman's 1st time anal experience is very very important.   

Are you ok when he puts more than one finger in your ass?  Before having anal sex, you have to start to train up yourself starting from small to large.  one finger, then...two fingers,...Once you get used to it, you can try something bigger like a small vibrating egg or a vibrator similar but smaller to his size. step by step...Since you are mentally well prepared and you enjoy anal play, most importantly, you are willing to try it, I can tell you that you already succeed 50%. The rest of the problem is just a technical problem at all.

i think 2 fingers is ok, more than that we/i haven't tried.

We are also in a long distance relationship, making it more difficult to try out different things, but I guess I will wait.

He knows I won't just refuse a 2nd experience if my first time is painful, I am more adventurous than that.  I think I am opposite from most girls, maybe. ~.~  Not like I can speak for most girls, just from what I read in your (and others') posts. 

Honestly..I havent met a girl who is adventurous enough to initiate anal sex. You are so cool..You really have potiental to this art of sex!  If he can do it right, I am sure you will be able to enjoy anal sex in future.  If you really want to try, I think you dont need to wait for him in this way. You can start to train up by yourself.  You already can take two fingers at once without any problem. I believe you can take a real thing very soon.  The technique is when he enters into you, you should push it out like what you do in the toilet.  if you push it out, your anus will be automatically relaxed and opened. You can practice it with a vibrator by yourself.  Once you are ready, you can demonstrate it in front of him and seduce him to have anal sex with you. To men, it is a big big turn on. I think no man in the world can resist your seduction like this. I think he must has nose bleeding at once.  From my experience,  the entry timing, entry angle and position are very impotant too. Practice makes Perfect.


Long distance relationship,....it is not easy to keep. I hope you have a good ending with him.

Thanks for your reply, that's really helpful.
I haven't had many sex partners in my life, but none of them matched up to my kinkiness -- making it difficult for me to experiment with things I want to. 

But I'll take your suggestion and "practice" 

You are welcome.  Do you have any vibrator? You like anal stimulation...so I suggest you to try something new other than regular vibrator such as anal bead and a set of anal plug (from small to large). You can practice with it combined with a ciltorial /g-spot stimulation with a vibrator or vibrating egg at the same time. The orgasm is double intense.  Oh yes,...another very kinky idea,...have you tried enema before?

I don't actually have any toys right now, though I did before when I was in Toronto.  I think I'll hold back from getting any until i move back in a couple months.  It feels so weird shopping for sex toys here. :smile_13:

Enema isn't on my to-do list (and yes, i have one hahahha).  I've seen enema in porn and it didn't seem arousing to me, I couldn't imagine the girl would enjoy it... It seemed like she was only doing it for the guy and was in a lot of pain.  Though i wouldn't know, that's just how it looked like.  

我都想睇下妳玩Enema個樣呀~:smile_30:

weird 得黎夠吸引....