If this approach in particular appeals to you, you might also like Ms.
Tea's This is a slightly more sobering game about a man's first few post-separation dating and romance experiences, facilitated by ok Cupid and raw anxiety.
Make sure you download the file to your computer and print from there. If you are looking for some continued inspiration, consider Dating Divas membership programs.
Iris Ophelia's ongoing review of gaming and virtual world style Last weekend I participated in the Pulse-Pounding Heart-Stopping Dating Sim Jam, an informal online DIY game-making marathon for fans of the increasingly broad dating sim genre.
There were quite a few twine games with highly personal stories and/or stories driven by empathy and internal tension.