Kon-El / Conner Kent / Superboy

Post-Crisis / New Earth

 * 1)  Tana Moon  - In spite of being in his teen years, Conner Kent began a relationship with this professional reporter, before she was killed.
 * 2)  Cassandra Cain / Batgirl  and Kon-El enjoyed a brief relationship.
 * 3)  Cassie Sandsmark / Wonder Girl  and Conner, teammates in the Titans, were in a serious, loving relationship at hte time of his death.

New 52

 * 1)  Cassie Sandsmark / Wonder Girl  - Conner is apparently into Cassie in the New 52, but she also has something going with Robin.

Rebirth

 * 1)  Cassie Sandsmark / Wonder Girl  - It seems these two are an item again.