Question: Can we both wear a strap on?
Is it possible to strap on a dildo and be on top of a woman who also has a dildo? Can both perform with the dildos in each other’s vaginas?
Answer: To answer your question, I consulted the strap-on guru Fairy Butch and her book The Ultimate Guide to Strap-on Sex.
It turns out, there are several ways to enjoy double penetration lesbian strap-on sex. It looks like the best option is for what you are trying to accomplish is for both you and your partner to wear a thigh harness (buy direct). Unlike a traditional thong or jock-strap dildo harness that you wear around your waist, the thigh harness attaches to your thigh. You can each have a dildo strapped on and your vaginal areas will be fully accessible.
Another option is to try a double-headed dildo.(buy direct) This isn’t exactly what you describe, but it is a way for both partners to enjoy vaginal penetration at the same time.
