It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing today. After the jump, we hear from Rebound Guy, who was always falling for women who had just gotten out of long-term relationships. When he wrote, he was involved with one such woman who kept telling him she wasn’t ready for a relationship. After a year and a half of seeing her off-and-on, he was beginning to wonder if she’d ever be ready. So, did he decide to move on? Did she eventually come around? Has he finally kicked his habit of dating recently broken-up women? Find out after the jump. Keep reading »
My boyfriend and I had broken up, and my heart was in pieces.
I needed a weird and fluky experience to distract me from reality and test my ability to feign composure. And, as we all know, the first step in getting over heartbreak is random sex. What better way to combine sex and weirdness than Craigslist, where people hook up based on absolutely nothing — luck, timing, fate?
I consulted my Meaningless Hookup Expert, aka my Best Gay Friend, to formulate a plan; presented here for your gawking/edification is our first-hand guide on how to have a cathartic, post-breakup, strings-free CL hookup. Keep reading »
I am almost — oh hell, really — ready for my first post-heartbreaking split rebound. Some are surprised I’ve ever waited this long, but, frankly, I’m nervous about even kissing someone new, let alone, um, other stuff. Vaguely excited though too — I was, after all, going to go the rest of my life only being with the same person (which was fine by me!) but there is something oh so thrilling about the unknown. That said, unless you have a heart made of pure steel, the rebound requires much caution — the last thing you want is to A) end up falling in love so soon again, B) have someone fall in love with you, or C) cause further life drama. After the jump, five of the safest — but still exciting! — rebound types… Keep reading »