Multiple penetration refers to one person being sexually penetrated several times simultaneously. It generally involves between two and five participants. Penetration may be accomplished by fingers, toes, sex toys, or penises. These positions are popular in pornography, but it is difficult to say whether they enjoy any significant popularity outside of it.

If one person is penetrated by two objects, it is generically called double penetration (sometimes abbreviated dp). Given the vagina, anus and mouth, there are several ways in which this can be done. These include:

• Simultaneous penetration of the anus by two penises or other objects. This is commonly called double anal or double stuffing.
• Simultaneous penetration of the vagina by two penises or other objects. This is commonly called double vaginal or double stuffing.
• Simultaneous penetration of the vagina and anus. If this is done using penises and/or strap-on dildos, this is sometimes called the sandwich or BigMac. The shocker (see above) accomplishes this using several fingers of one hand.

• Simultaneous penetration of the mouth and either the vagina or anus. If the penetrating objects are penises, this is sometimes called the spit roast.

If one person is penetrated by three objects, it is generically called triple penetration. Possibilities include:

• Two penises penetrating the vagina and one in the anus or vice versa. While possible, this position is very difficult.
• One penis in the anus, one in the vagina, and one in the mouth simultaneously, sometimes called making her airtight or an airtight seal.

These variations of multiple penetration are commonly seen in pornography aimed at straight men. Some of these positions put two men in intimate contact with each other, either directly or indirectly.

Penetration by larger numbers of objects is rarer and generally not named, with two exceptions, which are likely physically impossible:

• Double vaginal, double anal penetration (DVDA): simultaneous penetration of the vagina and anus of a single woman by two penises each. The term gained popularity after its inclusion in the movie Orgazmo by South Park co-creator Trey Parker, and is also the name of Parker's and Matt Stone's band.
• Triple-Double: Multiple penetration of a single woman by six penises. Two penises in the mouth, vagina, and anus simultaneously.