Personally, because I love anal, I’d always opt for the real cock in the ass and dildo in the pussy. But given your previous experiences, perhaps the other way round would be better for you.
We’ve done anal for awhile now, and it’s becoming more regular with us. But the other week I wanted to try DP for the first time. And I had the perfect dildo for it. So hubby was in my ass, and my vibrating dildo in my vagina. It was amazing, and he took control over the vibrations, which made it even more intense. He enjoyed it too, seeing me taking both, and knowing he was giving me that pleasure, he also loved feeling the vibrations.
Just take it nice and slow. And find a position that works for both of you. Hope it goes well.
I would definitely get used to a toy and make sure it is enjoyable for both parties first. Then I would try the DP. It may take some time. Relax and use lots of lube! The doc Johnson slim might be a good choice too.
My wife’s preference is me anally, toy vaginally. Her take is that if she’s going to have a phallus in her butt, she wants me to get the enjoyment of it. We’ve used plugs just very occasionally, and more often in me, so maybe that’s something good to try soon, too.
The more we do it, the more she enjoys it - originally most of her enjoyment she said was from the taboo itself, giving me the pleasure, and creating that positive mental feedback loop on the arousing nature of it. The last few times we’ve done it, she’s been much closer on the spectrum to enjoying the actual physical sensation, but only when she’s SUPER aroused, and then she really enjoys feeling completely filled and usually using her Womanizer on her clit, too.
You can buy toys that are like a cock ring with a dildo on it, great for a bit of dp thrusting at the same time, no awkward trying to fumble with your hands when you’re in the moment!
For us it’s normally a toy up front either rabbit or the desire g spit vibe and me behind, although we do quite like to do a bit of DVP where I join either of the above upfront and it’s an amazing feeling and would highly recommend when very aroused and we’ll lubed up!
This is something I would love to try with the Mrs. We have recently started anal but not sure if she is ready for me round the back and a dildo in the front it might be a bit too much for her.
My wife generally likes me to penetrate her anally and she has a G-spot vibrator she like to use vaginally. This totally rocks her world. If I penetrate her vaginally then she usually likes a butt plug and not a vibrator or dildo in her ass.