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Co-signing everything you just said. The girlfriend is asking playfully to not make op feel bad, but she does want, and deserves, to know if the relationship is going somewhere. If after four years you’re not sure if you’d like to marry your partner one day; the answer is likely no. And if that’s the case op needs to be up front about that so the gf can take fully informed control of her own future
i made it very clear to him. I still have feelings for him but literally looks like i am dating myself. He is very insecure, i am doing my best with him but feels so damn depressing. I really hope things will change. I really really want to have a deep talk with him.
thank you for your advice!
Probably… Does not worth the risk.
If he's using years old expired condoms to cheat he's pretty effing dumb, which is a whole other matter to deal with. But assuming he's not as dumb as a rock, I'm guessing he's partially being truthful, it is for masturbation but probably experimenting with kinks he's not comfortable sharing with you, like butt stuff.
No. It definitely wasn’t.