Both times were not easy. Once was with a male-female provider couple. She got on top and he got her ass from behind. Their experience helped but we still didn’t keep this position long. The other time a buddy and I were with a lady who was no anal but let us try DP in the V. It was difficult to get both of our cocks in and keep it going. It didn’t help that none of us, her included, had experienced this before.
This is interesting – I’ve found the first position to be perfectly sustainable. For whatever reason, the reverse cowgirl version seems not to work as well, although I’ve certainly done it.
I’m not anatomically equipped for DVP, but I’ve managed DAP with a toy a few times.
My experience is limited, but I think the issue with the first time was communication. As a noob to a threesome with a couple, I expected them to take more the lead, since they were more experienced. But they kind of were looking at me to take lead. Getting started wasn't hard. But keeping rhythm was. We were all moving at different paces and no one was saying a word. I slipped out several times. After about 5 minutes, he pulled out and left the room so I could fuck her without him.
Saw a pair of ladies long ago who did that. A wore a strapon, B mounted her anal reverse cowgirl, and I entered B vaginally. Tricky contortions notwithstanding, it was one of the more intense orgasms I've ever seen a woman have. And it was pretty fucking great for me too.
I was double penetrated by Carmen and Gaby. Took a little time because they were both rather hung. But when we got the angle right....oh boy. Never will forget that "filled up" moment.
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