The getResult() method in JBossResponseContext prevents multiple Obligations from getting returned to the PEP. The code block:
//Obligations
Set<Obligation> obligationsSet = result.getObligations();
if(obligationsSet != null)
{
for(Obligation obl:obligationsSet)

{ ObligationType obType = new ObligationType(); obType.setObligationId(obl.getId().toASCIIString()); obType.setFulfillOn(EffectType.fromValue(Result.DECISIONS[obl.getFulfillOn()])); ObligationsType obligationsType = new ObligationsType(); obligationsType.getObligation().add(obType); resultType.setObligations(obligationsType); }

}

Causes the obligations to constantly get overwritten with the last one read in.
--> resultType.setObligations(obligationsType)

To fix, do something more like:
// Obligations
Set<Obligation> obligationsSet = result.getObligations();
if (obligationsSet != null && obligationsSet.size() > 0) {
ObligationsType obligationsType = new ObligationsType();
for (Obligation obl : obligationsSet)

{ ObligationType obType = new ObligationType(); obType.setObligationId(obl.getId().toASCIIString()); obType.setFulfillOn(EffectType.fromValue(Result.DECISIONS[obl.getFulfillOn()])); obligationsType.getObligation().add(obType); }

resultType.setObligations(obligationsType);
}