Singapore is renowned to be a multilingual and a multi-ethnic society where Chinese, Malay and Indian traditions coexist beneath the veneer of a western cosmopolitan metropolis. The result of this multiformity, however, shows a regressive trend of youths maintaining their Mother Tongue language. This research investigated 24 mature teenagers about their language attitudes towards their Mother Tongue as measured by the Language Attitude Questionnaire and interviews. Various results from other related published materials have also been used in the analysis. Ethnicity and education levels are the independent variables of this analysis. Statistical analysis report that the youth’s attitudes towards their Mother Tongue are off-putting and less esteemed than the English Language despite it being the language of their cultural identity. However, youths from the lower education level generally were found to have a more positive attitude towards their Mother Tongue compared to the youths from the medium and high level education. These findings confirm that the language attitude of the youth is remodeled by the rigidity of the education system and as well as social factors. Singapore’s insistence of the second language education could show signs of demise of language acquisition despite her ascertained objectives.