On this day for romance, I thought I would share this page of 'Supergirl's Boyfriends' from Superman Family #177. Now certainly there have been a lot more men vying for Supergirl's heart throughout her history. Even in this issue, an alien named Ranar feels that Supergirl has been destined to be his mate.
Still, these guys have seemed to stand the test of time.
Brainiac 5 will always have a connection to Supergirl, most recently rekindled by Sterling Gates during the War of the Supermen and Supergirl Annual #2. I think there is a strong contingent of fans who would love to see these two together.
Dick Malverne was around through the Silver Age and into the Bronze. His story was wrapped up in the Tim Sale Solo issue. Peter David then brought back a new Dick Malverne in his run on Supergirl. His story ended tragically as well.
The romance of Biron/Comet in the Silver Age was a bit offbeat to say the least. Still, he did try his best to court her when in his human form. Comet was also brought back in Peter David's Supergirl, this time as a woman, Ande Jones.
I hope everyone out there can find such long lasting love on Valentine's Day!
These early issues of Superman Family (which took over the numbering of Superman's Pal Jimmy Olsen) were mostly reprinted material. But there was new stories done in a rotating manner. You could tell who had the new material by however was on top of the column of characters on the left (and whoever had the 'big' picture on the cover).
In the Supergirl issues, they always included some page like the boyfriend one, sort of reviewing Supergirl's history. Other pages include reviews of Lena Thorul's history and a list of Kara's rogues.