解析は非常に簡単です。これは、一連の正規表現およびいくつかの日付計算として実装できます。
以下のサンプルは、ニーズに合わせて簡単に拡張できます。私はそれを大まかにテストしました、そしてそれは少なくとも次の文字列のために働きます:
- 来月、来年、
 
- 次の4か月、次の3日
 
- 3日前、5時間前
 
- 明日昨日
 
- 昨年、先月、
 
- 先週の火、次の金
 
- 昨年6月、次の5月、
 
- 2008年1月、2009年1月1日、
 
- 2019年6月、2009/01/01
 
ヘルパークラス:
class FuzzyDateTime
{
    static List<string> dayList = new List<string>() { "sun", "mon", "tue", "wed", "thu", "fri", "sat" };
    static List<IDateTimePattern> parsers = new List<IDateTimePattern>()
    {
       new RegexDateTimePattern (
            @"next +([2-9]\d*) +months",
            delegate (Match m) {
                var val = int.Parse(m.Groups[1].Value); 
                return DateTime.Now.AddMonths(val);
            }
       ),
       new RegexDateTimePattern (
            @"next +month",
            delegate (Match m) { 
                return DateTime.Now.AddMonths(1);
            }
       ),           
       new RegexDateTimePattern (
            @"next +([2-9]\d*) +days",
            delegate (Match m) {
                var val = int.Parse(m.Groups[1].Value); 
                return DateTime.Now.AddDays(val);
            }
       ),
       new RegexDateTimePattern (
            @"([2-9]\d*) +months +ago",
            delegate (Match m) {
                var val = int.Parse(m.Groups[1].Value); 
                return DateTime.Now.AddMonths(-val);
            }
       ),
       new RegexDateTimePattern (
            @"([2-9]\d*) days +ago",
            delegate (Match m) {
                var val = int.Parse(m.Groups[1].Value); 
                return DateTime.Now.AddDays(-val);
            }
       ),
       new RegexDateTimePattern (
            @"([2-9]\d*) *h(ours)? +ago",
            delegate (Match m) {
                var val = int.Parse(m.Groups[1].Value); 
                return DateTime.Now.AddMonths(-val);
            }
       ),
       new RegexDateTimePattern (
            @"tomorrow",
            delegate (Match m) {
                return DateTime.Now.AddDays(1);
            }
       ),
       new RegexDateTimePattern (
            @"today",
            delegate (Match m) {
                return DateTime.Now;
            }
       ),
       new RegexDateTimePattern (
            @"yesterday",
            delegate (Match m) {
                return DateTime.Now.AddDays(-1);
            }
       ),
       new RegexDateTimePattern (
            @"(last|next) *(year|month)",
            delegate (Match m) {
                int direction = (m.Groups[1].Value == "last")? -1 :1;
                switch(m.Groups[2].Value) 
                {
                    case "year":
                        return new DateTime(DateTime.Now.Year+direction, 1,1);
                    case "month":
                        return new DateTime(DateTime.Now.Year, DateTime.Now.Month+direction, 1);
                }
                return DateTime.MinValue;
            }
       ),
       new RegexDateTimePattern (
            String.Format(@"(last|next) *({0}).*", String.Join("|", dayList.ToArray())), //handle weekdays
            delegate (Match m) {
                var val = m.Groups[2].Value;
                var direction = (m.Groups[1].Value == "last")? -1 :1;
                var dayOfWeek = dayList.IndexOf(val.Substring(0,3));
                if (dayOfWeek >= 0) {
                    var diff = direction*(dayOfWeek - (int)DateTime.Today.DayOfWeek);
                    if (diff <= 0 ) { 
                        diff = 7 + diff;
                    }
                    return DateTime.Today.AddDays(direction * diff);
                }
                return DateTime.MinValue;
            }
       ),
       new RegexDateTimePattern (
            @"(last|next) *(.+)", // to parse months using DateTime.TryParse
            delegate (Match m) {
                DateTime dt;
                int direction = (m.Groups[1].Value == "last")? -1 :1;
                var s = String.Format("{0} {1}",m.Groups[2].Value, DateTime.Now.Year + direction);
                if (DateTime.TryParse(s, out dt)) {
                    return dt;
                } else {
                    return DateTime.MinValue;
                }
            }
       ),
       new RegexDateTimePattern (
            @".*", //as final resort parse using DateTime.TryParse
            delegate (Match m) {
                DateTime dt;
                var s = m.Groups[0].Value;
                if (DateTime.TryParse(s, out dt)) {
                    return dt;
                } else {
                    return DateTime.MinValue;
                }
            }
       ),
    };
    public static DateTime Parse(string text)
    {
        text = text.Trim().ToLower();
        var dt = DateTime.Now;
        foreach (var parser in parsers)
        {
            dt = parser.Parse(text);
            if (dt != DateTime.MinValue)
                break;
        }
        return dt;
    }
}
interface IDateTimePattern
{
    DateTime Parse(string text);
}
class RegexDateTimePattern : IDateTimePattern
{
    public delegate DateTime Interpreter(Match m);
    protected Regex regEx;
    protected Interpreter inter;
    public RegexDateTimePattern(string re, Interpreter inter)
    {
        this.regEx = new Regex(re);
        this.inter = inter;
    }
    public DateTime Parse(string text)
    {
        var m = regEx.Match(text);
        if (m.Success)
        {
            return inter(m);
        }
        return DateTime.MinValue;
    }
}
使用例:
var val = FuzzyDateTime.Parse(textBox1.Text);
if (val != DateTime.MinValue)
   label1.Text = val.ToString();
else
   label1.Text = "unknown value";