In the Internet-age, the geographical boundaries that have previously impinged upon inter-organisational collaborations have become decreasingly important. Of more importance for such collaborations is the notion and subsequent nature of trust - this is especially so in Grid-like environments where resources are both made available and subsequently accessed and used by remote users from a multitude of institutions with a variety of different privileges spanning across the collaborating resources. In this context, the ability to dynamically negotiate and subsequently enforce security policies driven by various levels of inter-organisational trust is essential. In this paper we present a dynamic trust negotiation (DTN) model and associated prototype implementation showing the benefits and limitations DTN incurs in supporting n-tier delegation hops needed for trust realisation in multi-domain collaborative environments.