A guy giving it a try (again)

[Klip]

Well, I was always the type of guy that wasn't to fond of the idea of anal play on myself (the natural "it would make me gay" argument would come to mind), but that's no longer the case.

I've given this a few tries before and it doesn't really go to well, I'm either doing something wrong or I'm not sure what. I've tried some anal play (this is me attemping this on myself, I haven't had a g/f since I've become open to this, so no real partner to learn with.) but it never seems to eh...work I suppose.
I first tried long ago without lube ( a close friend of mine told me he was able to do it without any when he tried his first time ) that didn't work well, I really couldn't get anything to penetrate (Only using my finger(s) to start).

I took friend's advice and used lube, lots of it, still no go, I applied decent pressure but it was slightly painfull and too uncomfortable (the feeling that is, not the act)

I again tried last night as another attempt, still can't get anywhere with it..I'm way to tight I guess..lol.. I'm just not sure if Im doing it right I suppose? I'm trying to be openminded on this as I've read it can be very pleasurable, but it doesn't seem to be going well..any advice/tips would be great..

[igor]

If I understand you, you can't even get a finger in? With lube, that should be no problem. Try pushing out as you are trying to enter (like you are trying to poop).

[Frantik]

Yeah, like Igor said, if you push out like you would if you were having a bowel movement it makes it alot easier to get stuff in there. Also you have to remember to go slow and don't rush anything or yes it is going to hurt. Use lots of lube and if you can get a finger inside don't immediately bury it or start moving it alot, just leave it in there and let your insides get used to the feeling, then slowly move on from there.

[Klip]

I actually have tried the pushing out thing, I had read about it on a site, but sadly it didn't help much I still couldn't really get any penetration only discomfort. Maybe I need better lube? any suggestions?

[Budde]

Well for starters be very generous with the lube in my o/p you can never use too much. If your having trouble even putting your finger in well I might suggest you first try rubbing it a little sort of a message. Work it slowly and ever y once in a while just try and slip your finger tip in. It sort of sounds like your trying too hard. Believe it or not you might be so excited that you could be tensing up a bit. It's hard at first but believe me it will get easier. It may even be easier if you have a small toy. Something you can grip and have better control over or should I say a little more length to work with then your finger.

[A&F]

(Male) My experience with anal started when my wife told me about 2 years ago that she always fingered her ass at each and every shower. She did this for no other reason than hygiene. Well, I thought it made sense to do that and started myself. After a while it was not difficult and the "strangeness" of having a finger in my ass began to fade. I have anal sex with my wife commonly I believe her ability to enjoy stemmed from the fact that she practiced in the shower. This also helped us when it came to oral/anal play on each other as we both knew that we paid special attention to our asses when cleaning up. Now it is not uncommon for us to lick, finger or simply play with our asses in our normal sex life. Its great.