Coupled With D&S

Real, nonjudgmental advice about dating, sex, love, and life from a thirty-something couple that has seen it all over thirteen years.

Trust us. We live in Brooklyn. (Joking. Kind of.)

Tag: unexpected feelings

Montel, That You? 40, Frustrated, Bald, Minority, and Crushing on New Friend

Our first message from this fellow was a sarcastic, “What would your advice be for me, being 40, bald, a minority, and despite being ‘a great guy,’ having trouble finding someone I genuinely connect with?” Were we talking to Montel Williams? The angry ghost of Gandhi? He then wrote back a story of a date that led to the dreaded “let’s be friends.” Now he feels a connection and isn’t sure whether he should stick with the great, albeit new, friendship or push for something more.