But you're not alone with finding missionary difficult. My wife never found it comfortable at all. Perhaps there is a way, but we gave up on that years ago as we were happy with other positions. Our favorite is spoons, so perhaps that is worth trying. Along with doggy I feel it is one of the best if not the best for anal. You can relax the most and he gets to go deep, so there's something for both of you.
I'm trying to picture how you riding him could hurt him. Are you straddling with legs flat either side of him or squatting over him?
Are you both new to anal? I don't think this is a stretching/lube issue, but probably a case of not relaxing or finding the proper angle.
What's wrong sticking to doggy? If it works why change? You could try plugs. I was dobtful when people told me but my girlfriend like them and they help relax her anus. Could be other positions are tightning it up or something?
You might try simply leaning forward when on top and see if that helps. It's probably the pressure on his legs that's a problem.
Another good 'beginner' position is spooning. It leaves no pressure on either person.
As for missionary, I suspect that's an 'advanced' position. My wife didn't care for it, either, until after we'd done quite a bit of anal.
She never liked the missionary position for anal, preferring doggy where she would position herself at the edge of the bed while I stood behind her with one leg on the floor and one leg by her side on the bed.
But this position became tiring for the long sessions we were doing so we eventually came upon a combination of spooning & doggie that suits us very well.
She lies on her right side with her right leg extended and her left leg drawn up slightly.
I kneel over her right leg with my knees on either side of her leg.
This allows me good access to her anus and I can rise up slightly on my knees and rock back & forth once I'm in.
Once we get going she takes her Whal vibrator, reaching over her drawn up left leg, placing the vibrator on her clit.
I should explain that the Whal is not a wand type but has a 90 degree angle from the body of the vibrator to the "nub" part.
http://www.amazon.com/Wahl-Corded-Hand- ... d+massager
She uses a light silicone lube called Slippery Stuff on the nub of the vibrator.
This has become our "position of choice" for our anal sessions.
I had a GF once that I had introduced to anal and she ended up loving it (happens pretty often according to the posters on this board).
She liked the position where she would lie on her back with her right leg drawn up.
I would lie on my side, somewhat perpendicular to her with her right leg over my body.
I'm not sure if my legs were under her left leg, over it or scissoring her leg.
I have seen this position described in a book.
I could fuck her ass and rub her clit at the same time which never ceased to get her off.
BBells wrote:Perhaps I'm in the minority but I have always foun missionary the easiest way to take it.
Same with my girlfriend.
In fact, doggy was one of the more difficult positions for her. We'd been having anal sex for over a year before she really liked that position. It's still not one of her favourites.