Today, there is a trend of intentional self-harm, suicide and injury among teenagers. Doctors pay attention that among the reasons for this situation are the depressed state of society, cruelty and indifference in the family, maladjustment in the educational institution, low neuropsychological stability of children and young people, inability to constructively solve personal problems, lack of sustainable interests and interesting organized leisure time, impossibility self-expression and self-realization, etc. The comorbid combination of depressive disorders (DD) and self-destructive behavior (SDB) in adolescence is one of the most important and global problems of modern clinical psychiatry. The gender specifics of such an aggravating variant of DD in boys and girls requires additional research. The objective: to analyze the sexual characteristics of DD in a comorbid combination with SDB in youth. Materials and methods. In the pilot study 48 boys and girls aged 15–18 years with DD (according to ICD-10) and manifestations of SDB were examined in outpatient clinic, namely: 11 (22.91%) boys and 37 (77.08%) girls. The patient health questionnaire (PHQ-9) was used in the study. Results. According to the results of the study, patients were diagnosed with different variants of clinical syndromes of DD. The level of severity of DD had no gender characteristics. Such syndromes as hysterical-depressive, depressive-hypochondriac, depressive-dysphoric syndrome were found only in girls. At the same time, hysterical-depressive syndrome occurred most often – in 29.2% of all cases in both groups. The results of the study indicate a tendency towards the predominance of bisexual identification among girls (21.6%) compared to 9.1% among boys. Conclusions. It has been proven that in youth DD have 100% comorbidity with SDB. The presented clinical cases demonstrated severe DD in youth, taking into account gender characteristics. The significant predominance of depressive-obsessive and anxiety-depressive syndromes in young men is an important factor in the comorbid development of SDB (suicidal activity) in these patients.