This is so shocking, and so telling that they've never done any of the other possibilities here:
Trans woman, i.e. biological male, attracted to males, sent on a date with another bio male who is expecting to be paired with a bio female
Trans man, i.e. biological female, attracted to males, sent on a date with a bio male who is expecting to be paired with a gay man of the biological male variety
The one they might risk is sending a trans man, i.e. biological female, attracted to females on a date with a straight woman expecting to be paired with a biological male. Once again the straight woman would probably be unfailingly polite to avoid hurting the other person's feelings.