Informal social support has long been touted as a key to success for young offenders, but little empirical work has concretized these benefits. This article explores the dynamics of informal social support for returning young offenders (ages 14-24), particularly in the context of peers and family members. The authors use a metasynthesis methodology to examine 13 qualitative articles and dissertations published in the United States from 1998 through 2010. Analysis of these texts found two major themes related to informal support from peers and family members. Young offenders “walked a fine line” with their peers, who provided not only a sense of belonging and possibly a route to material assistance but also temptations and opportunities to reengage with criminal activity. Family members provided the supports and comforts of “the ties that bind” but with potentially unrealistic expectations and reenactment of old roles and negative dynamics. Through this metasynthesis, the authors forge an understanding of informal social support that complicates its presumed benefits for the reentry of young offenders.