No, it is not okay to ask someone to date you in exchange for providing them with housing or any other form of assistance. This kind of proposition is exploitative and unethical. It takes advantage of someone's vulnerable situation and can be considered manipulative and coercive.
Homelessness is a serious issue that affects many individuals, and offering assistance to someone in need is commendable. However, any help or support should be given without any strings attached or expectations of a romantic or personal relationship.
If you genuinely want to help a homeless person, consider reaching out to local shelters, organizations, or support services that specialize in assisting the homeless population. These organizations can provide professional assistance and resources to help someone find stable housing, access to food, healthcare, and other essential services.
Building a relationship should be based on mutual respect, consent, and shared interests, not on providing housing or other forms of aid in exchange for romantic involvement. Remember, it's crucial to treat all individuals with dignity and compassion, regardless of their circumstances.