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Anal Sex - August 27, People are always looking for ways to increase their sexual pleasure in the bedroom, and one of the activities many couples now participate in is double penetration, which involves two different orifices being stimulated either with fingers, a penis, or even a sex toy. After all, a little creativity in the bedroom goes a long way in helping a couple improve their sexual escapades and even their relationship. It is also easier than you think to participate in double penetration, in part because there are so many ways to do it. Double penetration usually involves both the vagina and the anus being stimulated at the same time, and there are various combinations to choose from.