Anal Advice

[Chilton_Burr]

I've been with my girl for over 5 years, and in this time, I have never implied that I wanted anal. Any time anal was brought up around us for any reason, she would give me a stern "no" just to remind me that it was off-limits. I was fine with that because all I really ever wanted was an assjob. I loved her big ass, but I could care less about the hole itself. We moved in together about a month ago, and in the past week she has seemed to open up to the idea of anal. First, while we were getting hot and heavy, she turned her back to me in bed so that my dick pressed between her ass cheeks. This turned her on immensely, and we did that three days in a row before having sex. Two days ago, we woke up spooning, and I ended up putting my dick between her ass and fucking her cheeks. After a few minutes, she looked at me, seeing how hot and turned on I was, and said "be gentle." This was clearly an invitation to fuck her in the ass. I asked if she was sure she wanted to do it, and she said yes, but I told her that we should prepare before we do it and use a lot of lubrication. I did not want to hurt her and ruin any chance of having anal again. I then proceeded to finger her, and when I stuck the tip of a finger in her ass, she loved it and came incredibly quickly. Yesterday, I ate out her asshole while I rubbed her pussy, and she loved it.

Basically, this is going to happen. I am going to fuck my girlfriend in the ass in the near future. What I want to know is how should we prepare to do anal so that when we finally do it, it is as enjoyable experience for her as possible? Should I try to loosen her up over a period of days, or should we just use a ton of lube when we get hot and heavy? I want to make this as pleasurable as possible for her so that she enjoys it and will consider doing it again. Thanks for your advice.

[deadly_dalia]

I never worked myself up to anal. Basically, my bf and I had been talking about it for a while and we just went for it one day. We used a lot of spit (since we don't normally use lube we didn't have any). And I read stuff online. The most helpful advice for me was inserting him with his cock towards the small of my back. It seriously just glided in (after small head insertions and ton of re-applying spit). Then I let him stay there for a few mins before he started moving back and forth very very slowly. That's my best advice. Didn't hurt one bit.

But yeah, maybe working yourself up to anal is better for other people. And don't just apply a ton of lube once. Keep re applying every time you press your cock against her hole. Good luck!

[tupelohoney]

A few words of advice:

Go slow.
Lube.

When she says stop. Stop

[foreverhorny18]

Originally Posted by Chilton_Burr

I've been with my girl for over 5 years, and in this time, I have never implied that I wanted anal. Any time anal was brought up around us for any reason, she would give me a stern "no" just to remind me that it was off-limits. I was fine with that because all I really ever wanted was an assjob. I loved her big ass, but I could care less about the hole itself. We moved in together about a month ago, and in the past week she has seemed to open up to the idea of anal. First, while we were getting hot and heavy, she turned her back to me in bed so that my dick pressed between her ass cheeks. This turned her on immensely, and we did that three days in a row before having sex. Two days ago, we woke up spooning, and I ended up putting my dick between her ass and fucking her cheeks. After a few minutes, she looked at me, seeing how hot and turned on I was, and said "be gentle." This was clearly an invitation to fuck her in the ass. I asked if she was sure she wanted to do it, and she said yes, but I told her that we should prepare before we do it and use a lot of lubrication. I did not want to hurt her and ruin any chance of having anal again. I then proceeded to finger her, and when I stuck the tip of a finger in her ass, she loved it and came incredibly quickly. Yesterday, I ate out her asshole while I rubbed her pussy, and she loved it.

Basically, this is going to happen. I am going to fuck my girlfriend in the ass in the near future. What I want to know is how should we prepare to do anal so that when we finally do it, it is as enjoyable experience for her as possible? Should I try to loosen her up over a period of days, or should we just use a ton of lube when we get hot and heavy? I want to make this as pleasurable as possible for her so that she enjoys it and will consider doing it again. Thanks for your advice.

There are only three rules when it comes to anal, lube, lube and more lube.

[TheChemicals]

You can do it in one night. Purchase a buttplug, not more than 3 fingers wide. If you need to question finger size then go with a 2 fingers wide plug.

1.You want to eat her pussy while rubbing her asshole first. No lube.
2. Eat her asshole out. Penetrate her as much as possible with your tongue only
3. Then add lube and use one finger- index is good. Don't go in deep just halfway and spin you finger around her ring. You want to dilate her with that one finger as much as possible because the next step is where the discomfort begins.
4. Next lay your middle finger ontop of your index finger, together as one finger and slowly get both fingers in her. You'll only go in a little bit at first. She will moan and you will stop. Remind her to relax her asshole and then go in deeper- about halfway total.
5. With your index and middle inside her-move both fingers side by side. Then go back to where they are stacked ontop of eachother. Keep doing that for a minute it will further dilate her.
6. Now with both fingers side by side inside her, spread them apart like a peace sign. Do this from the sides and the top/bottom. If you feel a lot of resistance, ask her to relax her ass. If she is still creating a lot of resistance tell her to push out. Remind her how beautiful it looks so it doesn't feel like prison rape.
7. Spread your fingers one last time nice and wide and try to add just the tip of your thumb. The stretching should leave a small space for the thumb. Do this and hold for a few long seconds.add buttplug if you aren't sure she's ready.
8. Pull all your fingers out and add more lube then do a nice thumb penetration and spin as you did with your index but with more force. Don't be too gentle at this point because next is an actual cock that will be stretching her.
9. Slide the tip of your cock and hold. No motions just hold it there. Keep pushing in slowly and observe her. When she looks like she's had enough, tell her to push out. This helps relieve the tenseness.
10. You shouldn't be deep in her but enough now where you can pull back and go forward without it coming out of her ass.
11. If you did everything correctly and she is dilated. By the end of it she should be able to take your cock all the way in her ass. That is under the condition that you have a normal sized cock 5-7 inches. Anything more, I would save for later anal parties.

Last thing is to apply lube when she gets crabby about it being too much. Just squirt a little ontop of your shaft while your still inside her, and whatever you do, try not to pull out of her ass completely and then quickly enter again.

You should come inside her ass and let your cock go limp inside her. Then pull out.