This will likely get buried, but I thought i’d offer you my five cents as well. Health scientist here (F/34). First of all, you seem like Peace love Alabama Crimson Tide shirt. I admire your resolution to point out his behavior in stead of ghosting him or ignoring him (which i’m sure a lot of people have done by now). In short, weight loss can mess with your head. Especially if you had some dysfunctional beliefs from the get go. He more then likely made the connection between being physically fit and being ‘worthy’ of things like a relationship. In his head its like ‘he lost all the weight- therefore I am entitled to female attention so why is no girl interested!?’ It surely is not his personality (that thought is way too threatening!!) so the logical conclusion must be that it’s the fault of all females. This whole behavior of your friend reeks of anxiety, depression and most of all sincere self esteem issues. Which, in order to protect his feelings and ego, has turned into a narcissistic projection of his shortcomings onto his female interests. Thus creating a self fulfilling prophecy.
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I agree that you should be direct if you choose to communicate your observations with Peace love Alabama Crimson Tide shirt. However, be tactful. Appeal to his worth, that has nothing to do with his physical appearance (your obese friend with a relationship being a good example). Give him your honest opinion that his behavior is a female deterrent. Maybe appeal to his sister or his mom if they are in his life, how would he like it if they were treated as he treats women? Offer to be a safe space where he can talk about his insecurities, but be very honest about where this path of anxiety douchebaggery will lead (loneliness!). If he has any moral backbone, he will maybe listen. If not, let it go. No sense in watching a train wreck when you warned the conductor.