Trying To Conceive Multiples The odds of conceiving spontaneous multiples naturally without a family history of twins / multiples, a personal history of hyperovulation (the release of more than one egg), using fertility drugs and / or fertility procedures, such as artificial inseminations (IUIs) and Invitro Fertilization (IVF) seem pretty low, especially when you are trying to conceive in your 20s. Low, but not impossible. General Odds of Conceiving Multiples Naturally According to the American Society For Reproductive Medicine's article, Multiple Pregnancies, and Birth: Twins, Triplets, and High Order Multiples, states, "Naturally, twins occur in about one in 250 pregnancies, triplets in about one in 10,000 pregnancies, and quadruplets in about one in 700,000 pregnancies" ( Multiple Pregnancy and Birth: Twins, Triplets, and High-order Multiples ). In Mama Natural's article, What Are Your Chances of Having Twins , she writes, "The chances ...