Intimacy is an essential element of human relationships and language is a crucial means of conveying it. Textual intimacy analysis can reveal social norms in different contexts and serve as a benchmark for testing computational models’ ability to understand social information. In this paper, we propose a novel weak-labeling strategy for data augmentation in text regression tasks called WADER. WADER uses data augmentation to address the problems of data imbalance and data scarcity and provides a method for data augmentation in cross-lingual, zero-shot tasks. We benchmark the performance of State-of-the-Art pre-trained multilingual language models using WADER and analyze the use of sampling techniques to mitigate bias in data and optimally select augmentation candidates. Our results show that WADER outperforms the baseline model and provides a direction for mitigating data imbalance and scarcity in text regression tasks.