Non-PG13 (Strong Language): failed attempt into anal

[daina_aka_buffy_1989]

I have been on and off with a wonderful guy. We are really starting to get serious in life. He has been asking over and over if we could do anal and because I truly love him I want to do it. I've tried it before but before it can even start in to me much I make him pull out because it hurts so much. One day we got in him in all the way and it felt good but after that we tried then same thing the right amount of lube and the same position but couldn't get him just right. Any suggestions mind you my pain tolerance is almost zero I do like pain when aroused enough his pain tolerance I think he can handle anything

[kadyCHAOS]

hey there. so me and my boyfriend have done it a few times and i think i got some tips you might find helpful. first and most importantly: RELAX. this makes all the difference in anal sex. if you bodys tense and you're stressed out its not gonna be fun. another thing: lube is your friend. lube makes everything all nice and slippery wet. do a lot of foreplay before you try anal. dont just jump into it. also, you can try "stretching" yourself. just put a finger in there or two to help prepare you for a penis. other than that, try to have fun and enjoy yourself. hope it all goes well.

[MacGuffin]

In addition to all the tips stated above, I would stress the importance of waiting until you are in the right headspace to go ahead with anal. If you have the slightest doubt of not wanting to do it, don't go ahead with it. And I would also suggest using more steps in between that of a finger or two and a penis. For the record, there is HUGE difference in size between two fingers and a penis, especially when it comes to such a sensitive and tight area of the body. I would suggest working your way up with toys, from a small vibe to a dildo maybe. if you dont have toys, substitute with an object that is body friendly and clean it properly afterwards with warm water and soap. It takes a while, too, sometimes you have to leave the fingers or toy in one place for five or ten minutes before the sphincter relaxes enough to let it through. Thats okay though; just DONT rush it. Relax, work up, and remember lube is your friend. You cant have too much of it with anal.

[~CourageousSurvivor~]

Originally Posted by Superstar

In addition to all the tips stated above, I would stress the importance of waiting until you are in the right headspace to go ahead with anal. If you have the slightest doubt of not wanting to do it, don't go ahead with it. And I would also suggest using more steps in between that of a finger or two and a penis. For the record, there is HUGE difference in size between two fingers and a penis, especially when it comes to such a sensitive and tight area of the body. I would suggest working your way up with toys, from a small vibe to a dildo maybe. if you dont have toys, substitute with an object that is body friendly and clean it properly afterwards with warm water and soap. It takes a while, too, sometimes you have to leave the fingers or toy in one place for five or ten minutes before the sphincter relaxes enough to let it through. Thats okay though; just DONT rush it. Relax, work up, and remember lube is your friend. You cant have too much of it with anal.

I agree with all of this. Everyone I know who has done anal has had to work up to it. You cannot just rush into it. Start out with your fingers and go from there. From talking to friends I know there are...uh...toys that help prepare you for that. It is like objects that get bigger and with time. I mean, it might help if you could afford to buy it.

Relaxation, like the others said, is definitely the key. I would definitely suggest 'foreplay' before going into anal. Get really relaxed and it should be okay.

Lastly don't stress about it and just enjoy everything.