This study assessed regulatory compliance among commercial motorists and examined the quality of their interactions with traffic enforcement agencies in Ogbomoso, Oyo State, Nigeria. Methods: A descriptive cross-sectional survey was conducted in Ogbomoso North and Ogbomoso South. Purposive sampling was used to select 100 respondents: 60 commercial motorists, 10 police officers, 20 Federal Road Safety Corps officers, and 10 Oyo State Road Transport Management Authority officers. Data were collected with a four-point Likert questionnaire and supplementary interviews and analysed using frequencies and percentages in SPSS. Results: Self-reported compliance among motorists was low for vehicle licensing (11.7%), roadworthiness certification (13.3%), insurance certification (13.3%), possession of fire extinguishers (13.3%), number plates (11.7%), and traffic-light rules (11.7%). Enforcement-agency assessments were similarly unfavourable, with positive ratings generally ranging from 0% to 20%. Only 8.3% of motorists described themselves as accommodating or obedient towards traffic agencies, 13.3% reported politeness, and 86.7% acknowledged rudeness. FRSC and OYSTMA responses also indicated weak cooperation and high perceived rudeness, although the police response to the rudeness item differed from the broader pattern. Conclusions: Traffic governance in the study area is undermined by widespread non-compliance and adversarial relations between commercial motorists and enforcement personnel. Improvement requires proportionate enforcement, affordable and transparent documentation procedures, sustained road-safety education, institutional capacity building, and structured dialogue between regulators and transport operators.