Legume forages, such as sainfoin (Onobrychis viciifolia Scop.) and birdsfoot trefoil (Lotus corniculatus L.), can increase the forage quality and quantity of Western Canadian pastures, thus increasing producer profitability due to increased gains in grazing ruminants, while also reducing risk of bloat in legume pastures due to the presence of proanthocyanidins. Proanthocyanidins or condensed tannins (CT) are secondary plant polyphenol compounds that have been regarded as anti-nutritional due to their ability to bind protein in feeds, enzymes, and microbial cells, therefore disrupting microbial digestion and slowing ruminal protein and dry matter (DM) digestion. Research has shown that at high concentrations (>50 g·kg−1 DM), CT can disrupt microbial digestion. However, at low dietary inclusion rates (5–10 g·kg−1 DM), they reduce bloat risk, increase ruminal undegradable protein, reduce enteric methane production, and benefit anthelmintic activity. Yet, research gaps still exist regarding grazing persistence and forage yield of novel CT-containing forages and their biological activity due to their vast differences in CT stereochemistry, polymer size, and intermolecular linkages. The objectives of this review are to summarize information regarding the impact of CT on ruminal fermentation, carbohydrate and protein metabolism, and the potential to identify and select for forages that contain CT for ruminant production.