Alright time to overanalyze what I think this fucking means.
The [It hurts! It Hurts!] leading to d_a_m_n_y_o_u_t_e_n_n_a/ means you're supposed to connect the ring to Spamton and Tenna's past relationship.
One can speculate that one party proposed to the other with a ring and eternal "promise" which was broken after the phone call.
But wait, this is a "wedding ring" not an "engagement ring", those are 2 different things. An engagement ring is given when you are proposing to your partner, it's a "promise" of marriage. A wedding ring is the permanent ring given during the wedding which symbolizes you and your partner being together "till death do us part"
Deltarune has used marriage as allegory before, like the Snowgrave route using the symbolism of arranged marriage to depict a discomforting coercive relationship. One can think of the freeze ring as a simple engagement ring and the thorn ring as an "eternity binding" wedding ring trapping Noelle and Kris together.
Now hang on, this distinction IS important in regards to Spamtenna and I am NOT going crazy!
Spamton and Tenna are business partners and they make deals with each other via contracts. Did they literally get married? Who knows. But read between the lines here. This wedding is also associated with the worst moment of Spamton's life. Essentially something like this probably happened:
All that "sweet talking" Tenna did to convince Spamton to share his secret, it was probably phrased like a "promise" that they would have joint ownership of their properties, Spamton's success would become Tenna's success and vice versa. That's what the contract was supposed to be, like a "wedding contract".
But the moment the deal was signed, Spamton's benefactor fucked off, and Tenna's immediate reaction is to reach for the phone in an attempt to get what Spamton no longer has. Presumably in this moment Tenna terminated the contract, "divorcing" their partnership.
(comment too long, next post is short)