For me the most gentle is laying flat on my tummy. I only receive doggy anal whenever I want my butt to be really filled in.

 

In the shower with lots of soap, or and I like to start in bed with lots of foreplay and have with her on top so she can control how much she would like and how fast. If that is not working lay on the side and go slow. Be gentle, or you may never get another chance. Stop when she tells you to stop, rest, if it is not working, save it for another time. Her pleasure is more important than yours. Beaver.

 

Doggy and love to ride so I can rock back and forth. With either position, always better when there is a cock in my mouth too!

 

The easiest position is with her on her back at the edge of the bed, her ankles over your shoulders or feet on your chest, with you standing/kneeling. You don't move, let her lower herself onto you as you hold your cock steady in one place. The reason you want her to lower instead of you moving is, the very muscles used by her to do so will cause the sphincter to reflexively relax. Some will claim that squatting or kneeling over you does the same, and it can (kind of), yet the sphincter tends to work on a curve. In other words, tight to lose, to tight when you squat too far.

In any case, I myself when receiving anal yet being in a controlling frame of mind prefer it on my belly with my hips over a full pillow or two, legs slightly together yet not touching as I jill-off. A second method when in that mood is in my PC chair (too much to explain, yet essentially I'm laying over an inclined support, my shins supported...When doing very rough play and feeling submissive, I actually like it standing up pressed against a wall. Less rough yet still submissive bent over something to support my torso yet still standing, and right in the middle would be on all fours, though typically that is after a lot of vaginal sex for a nice change.

Hush....an alias

 

From my rather limited experience bottoming this is probably my first choice as well. There's something about having my feet up in the air that makes me feel super slutty and vulnerable.

A couple times lately though I've been experimenting with a butt plug and I found I love being on my stomach, legs open, cock pointing down. I get amazing prostate stimulation in that position and a really powerful orgasm. So if and when I get to take a cock in my ass again I'll definitely give that a try.

 

I can't say that I ever "love" to be ass fucked. It's ok but I don't really love it. My pussy is a more willing receptacle. But I think my favorite position is the same as the OPs, on my back with my knees pulled up.

 

Start off with 2.5 hrs at the bar propped up on a stool...xo

 

I found it best when i just sit down on my dildo,love to watch it slide in and feel my ass open,and when it goes past the point of no return.......nothing better

 

On my knees getting railed from behind. Love feeling his balls slap against my pussy.

 

Message me.. I miss you!

 

DOGGY STYLE.....face down ass up...bent over the kitchen table...coffee table...pool table....

 

I love riding my dildo

 

I've never humped a cock, but when I'm mounting a large dildo, I find kneeling aside it to be the easiest. I can kind of rock back and forth and ease myself onto the dildo really slowly. With anal, a nice slow penetration is one of the main differences between a pleasurable experience and a painful one. If you're on your back while your GF straddles you and mounts your cock, she'll be in total control of the actual penetration. Aside from the physical aspects, I think from that position your GF might also feel in total control mentally which would in turn would help her relax -- another key to enjoying anal sex.

 

Boo-bee bear! OMG I remember you! You still here?

 

I found spooning to be the most easy way of controlling angle and depth to start.

 

Yeah I am still here. I came back for you. Message me. I miss you

 

If there isnt too much foreplay , then it is best doggy for me. But if there is alot of foreplay and I am soaking wet, then I can easily do it riding on top or on my back with my legs up and ankles on his shoulders.

 

Hey I like that

 

When my wife straps on a dildo, I love being on my back, legs spread and knees pulled to my chest. She can stroke my cock while fucking my ass