How to bind TextBox in DataRepeater with Enum values?

You can take advantage of the Format and Parse events on the databinding to the textbox to translate between Text and Enum:

Binding b = new Binding("Text", this.bs, "Gender", true, DataSourceUpdateMode.OnPropertyChanged);
b.Parse += new ConvertEventHandler(TextToGender);
b.Format += new ConvertEventHandler(GenderToText);
this.textBox1.DataBindings.Add(b);

Next, implement the two methods to perform the translation:

void GenderToText(object sender, ConvertEventArgs e)
{
    Gender gender = (Gender)Enum.Parse(typeof(Gender), e.Value as string);
   
    switch (gender)
    {
        case Gender.Male:
            e.Value = "Male";
            break;
        case Gender.Female:
            e.Value = "Female";
            break;
        default:
            e.Value = "Unknown";
            break;
    }
}

void TextToGender(object sender, ConvertEventArgs e)
{
    switch (e.Value as string)
    {
        case "Male":
            e.Value = Gender.Male;
            break;
        case "Female":
            e.Value = Gender.Female;
            break;
        default:
            e.Value = Gender.Unknown;
            break;
    }
}

However, take good care about what to do when someone types "Gremlin" or something in the TextBox, do you have a Enum value that corresponds to an empty or unknown value, then use that in both default cases.